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This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centrally located for easy access to shopping and restaurants in Eastport, as well as a quick trip to downtown Annapolis. Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission. The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets. The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace. The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

830 Chester Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1820 Baltimore Annapolis Blvd, Annapolis

$1,895,000

Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

6 Beds ⋅ 5 Baths

Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

1820 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,875,000

***Owner financing available at 6%*** Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

***Owner financing available at 6%*** Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

400 Jefferson St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,850,000

Welcome to this beautifully renovated and expanded Cape Cod situated on a fabulous lot in the sought-after community. Filled with natural light, this 4-bedroom, 2.5-bath home blends timeless charm with modern updates and exceptional indoor and outdoor living spaces. The inviting living room features a cozy fireplace, while the beautifully renovated kitchen boasts a full suite of Thermador appliances. The flexible floor plan offers two main-level bedrooms (one could be a great home office), including a spacious primary suite with a beautifully updated bath, and two additional bedrooms upstairs. Convenient main-level laundry and plenty of storage space in the basement. The outdoor spaces are just as impressive! A charming screened porch, spacious paver patio, and gas-heated pool with automatic cover create the perfect setting for entertaining, relaxing, and enjoying days at home. The fabulous, fully fenced yard completes this wonderful backyard retreat. Extensively renovated and thoughtfully maintained, the home features numerous recent improvements, including a beautifully updated kitchen and bathrooms, new James Hardie siding and gutters, an upgraded 400-amp electrical panel, a Bosch hybrid HVAC system, and updated laundry appliances. These significant investments offer both style and peace of mind. But life at 11 Ridge Road is about more than just the home - it's about enjoying everyday moments and making memories. Nestled along the Severn River, Linstead on the Severn is one of Severna Park's most treasured waterfront neighborhoods, known for its natural beauty, established charm, and strong sense of community. Imagine mornings by the river, neighborhood gatherings with friends, and evenings relaxing on your screened porch or around the pool. Situated on a peninsula surrounded by Sullivan Cove, Yantz Creek, and the Severn River, this water-privileged community offers multiple private community beaches, a playground, pavilion, and community pier and boat ramp. The voluntary citizens association hosts social events throughout the year and it’s just a few minutes from the B&A Trail, local coffee shops, shopping, dining, parks, and everything that makes Severna Park such a special place to call home. This stunning home is ready for you this holiday season.

4 Beds ⋅ 3 Baths

Welcome to this beautifully renovated and expanded Cape Cod situated on a fabulous lot in the sought-after community. Filled with natural light, this 4-bedroom, 2.5-bath home blends timeless charm with modern updates and exceptional indoor and outdoor living spaces. The inviting living room features a cozy fireplace, while the beautifully renovated kitchen boasts a full suite of Thermador appliances. The flexible floor plan offers two main-level bedrooms (one could be a great home office), including a spacious primary suite with a beautifully updated bath, and two additional bedrooms upstairs. Convenient main-level laundry and plenty of storage space in the basement. The outdoor spaces are just as impressive! A charming screened porch, spacious paver patio, and gas-heated pool with automatic cover create the perfect setting for entertaining, relaxing, and enjoying days at home. The fabulous, fully fenced yard completes this wonderful backyard retreat. Extensively renovated and thoughtfully maintained, the home features numerous recent improvements, including a beautifully updated kitchen and bathrooms, new James Hardie siding and gutters, an upgraded 400-amp electrical panel, a Bosch hybrid HVAC system, and updated laundry appliances. These significant investments offer both style and peace of mind. But life at 11 Ridge Road is about more than just the home - it's about enjoying everyday moments and making memories. Nestled along the Severn River, Linstead on the Severn is one of Severna Park's most treasured waterfront neighborhoods, known for its natural beauty, established charm, and strong sense of community. Imagine mornings by the river, neighborhood gatherings with friends, and evenings relaxing on your screened porch or around the pool. Situated on a peninsula surrounded by Sullivan Cove, Yantz Creek, and the Severn River, this water-privileged community offers multiple private community beaches, a playground, pavilion, and community pier and boat ramp. The voluntary citizens association hosts social events throughout the year and it’s just a few minutes from the B&A Trail, local coffee shops, shopping, dining, parks, and everything that makes Severna Park such a special place to call home. This stunning home is ready for you this holiday season.

11 Ridge Rd, Severna Park

Listing courtesy of Compass. Contact:

$1,850,000

Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just minutes from Exit 22, approximately 10 minutes to Route 50, and only 15 minutes to historic downtown Annapolis. For boating enthusiasts, this property is truly second to none. The private pier features a 10,000-pound boat lift, water and electric service, including two 220-volt outlets, three boat slips, floating dock and approximately 5+ feet of water at mean low water, making it ideal for larger vessels. A nearby marina and gas dock provide exceptional convenience for fueling, maintenance, and everyday boating adventures. The owners have meticulously maintained and updated the home with major improvements, including a new roof (2021) and upper-level HVAC system (2025). The exterior is equally impressive, featuring an attached two-car garage and driveway parking for up to six additional vehicles. Whether you're hosting family gatherings or waterfront celebrations, there's room for everyone. Step inside and you'll immediately be captivated by breathtaking water views. The welcoming living room features the first of two fireplaces and overlooks the creek, creating the perfect setting to relax year-round. As you continue into the heart of the home, you'll discover an expansive dining area surrounded by panoramic water views that will have you lingering over every meal. Sliding doors lead to a covered brick patio and an incredible backyard designed for entertaining on any scale—from everyday cookouts to milestone celebrations, weddings, corporate events, and unforgettable waterfront parties. Pet owners will appreciate the professionally installed invisible fence, allowing your four-legged family members to safely enjoy the expansive yard. The main level also offers a spacious kitchen, large family room, private office with a convenient half bath, a generously sized bedroom, and a full laundry room. Upstairs, the luxurious owner's suite offers stunning sunrise views over the creek and features an incredible layout with his-and-her bathrooms, a walk-in closet, and a true owner's retreat experience. Two additional bedrooms share a spacious full bath, while the loft provides the perfect second gathering space for movie nights, gaming, reading, or studying. A second laundry room on the upper level adds everyday convenience, and the walk-up attic with pull-down stairs provides abundant storage. Need even more flexibility? A detached waterfront office equipped with its own mini-split heating and cooling system creates the ideal work-from-home environment, art studio, or private retreat—all while enjoying incredible views of Gingerville Creek. Properties offering this combination of panoramic waterfront views, exceptional boating amenities, generous living space, thoughtful updates, and an unbeatable Annapolis-area location are extraordinarily rare. Complete photos, floor plans, and additional details will be available soon. Don't miss your opportunity to own one of the area's premier waterfront homes

Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just minutes from Exit 22, approximately 10 minutes to Route 50, and only 15 minutes to historic downtown Annapolis. For boating enthusiasts, this property is truly second to none. The private pier features a 10,000-pound boat lift, water and electric service, including two 220-volt outlets, three boat slips, floating dock and approximately 5+ feet of water at mean low water, making it ideal for larger vessels. A nearby marina and gas dock provide exceptional convenience for fueling, maintenance, and everyday boating adventures. The owners have meticulously maintained and updated the home with major improvements, including a new roof (2021) and upper-level HVAC system (2025). The exterior is equally impressive, featuring an attached two-car garage and driveway parking for up to six additional vehicles. Whether you're hosting family gatherings or waterfront celebrations, there's room for everyone. Step inside and you'll immediately be captivated by breathtaking water views. The welcoming living room features the first of two fireplaces and overlooks the creek, creating the perfect setting to relax year-round. As you continue into the heart of the home, you'll discover an expansive dining area surrounded by panoramic water views that will have you lingering over every meal. Sliding doors lead to a covered brick patio and an incredible backyard designed for entertaining on any scale—from everyday cookouts to milestone celebrations, weddings, corporate events, and unforgettable waterfront parties. Pet owners will appreciate the professionally installed invisible fence, allowing your four-legged family members to safely enjoy the expansive yard. The main level also offers a spacious kitchen, large family room, private office with a convenient half bath, a generously sized bedroom, and a full laundry room. Upstairs, the luxurious owner's suite offers stunning sunrise views over the creek and features an incredible layout with his-and-her bathrooms, a walk-in closet, and a true owner's retreat experience. Two additional bedrooms share a spacious full bath, while the loft provides the perfect second gathering space for movie nights, gaming, reading, or studying. A second laundry room on the upper level adds everyday convenience, and the walk-up attic with pull-down stairs provides abundant storage. Need even more flexibility? A detached waterfront office equipped with its own mini-split heating and cooling system creates the ideal work-from-home environment, art studio, or private retreat—all while enjoying incredible views of Gingerville Creek. Properties offering this combination of panoramic waterfront views, exceptional boating amenities, generous living space, thoughtful updates, and an unbeatable Annapolis-area location are extraordinarily rare. Complete photos, floor plans, and additional details will be available soon. Don't miss your opportunity to own one of the area's premier waterfront homes

120 Island View Dr, Annapolis

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$1,850,000

Rare mixed-use opportunity on Annapolis' premier commercial corridor. Positioned directly on West Street (MD Route 450), this versatile, income-producing building pairs a roughly 2,000 SF ground-floor showroom with two legal second-floor apartments and a substantial detached garage with workshop — all on a 12,428 SF lot with private parking for about six vehicles, a genuine premium on this corridor. The ground level is an open, high-visibility showroom with direct West Street frontage, well suited to retail, a gallery or design studio, professional offices, or a service business. Upstairs, two legal apartments (2BR/1BA each, per owner) deliver real live/work flexibility — one is currently configured as offices with a full kitchen. Run your business below and lease or occupy above, lease every component separately, or use the upper level as executive offices. The three-bay detached garage is a true standout: two overhead doors plus a rear man-door, its own heating system, and a wood stove for year-round use — conditioned workshop and storage that's nearly impossible to replicate in this location. Major systems are already addressed, with two newer HVAC units and a newer roof reducing near-term capital needs. Public water and sewer, 200+ amp electric service, and a Flood Zone X location (outside the Special Flood Hazard Area) round out a favorable operating profile. BCE (Business Corridor Enhancement) zoning supports a broad mix of commercial and residential uses, giving owner-operators, investors, and developers exceptional flexibility on one of Annapolis' busiest, highest-visibility corridors. Schedule your private tour today. Information deemed reliable but not guaranteed. Square footage, apartment legality, zoning uses, and systems to be independently verified by buyer.

1977 West St, Annapolis

Listing courtesy of Real Broker, LLC - Chester. Contact:

$1,800,000

Lovely flat partially wooded parcel that the owner has taken through preliminary site plan approval with the County. 6 lots and one recreational and one open space area. Plat and engineering documents available. Holly Hill Harbor is a water privileged community Please do not park on the property or driveway or go near the house as it is tenant occupied. There is ample parking on Holly Road just outside the fence.

203 Holly Rd, Edgewater

Listing courtesy of Coldwell Banker Realty. Contact:

$1,799,000

Welcome to 1378 Kinloch Circle — Glen Oban's Finest Nestled in the highly sought-after Glen Oban community, this address offers a rare combination of top-tier amenities: 10/10 school ratings, a marina with deep MLW, a brand-new playground, basketball and tennis courts, a community pool, and an active association hosting year-round events. Finding a few of these features in one neighborhood is uncommon — finding all of them is what makes Glen Oban truly exceptional. This beautifully updated mid-century modern home elevates that already-desirable setting into a genuine buyer's dream. As you approach, the sheer scale of the nearly 2-acre lot comes into view — plenty of room for kids to play, pets to roam, or even a future pool. The U-shaped driveway and two-car garage provide generous parking for family and guests alike. You can enter through the formal front door into a striking entryway, or through the newly renovated patio directly into the beautifully remodeled kitchen. Inside, the main level showcases the home's mid-century modern character with walls of windows, soaring ceilings, and natural light throughout the day. Thoughtful, high-end upgrades are evident everywhere — white oak flooring throughout the main level, premium kitchen appliances, natural stone countertops, and a newly renovated pantry, mudroom, bathrooms, patio, and decking. The seamless flow between the kitchen, dining room, sunken electric fireplace, and spacious living room creates a truly stunning gathering space. Upstairs, the bedroom level features four bedrooms, including an en-suite primary and a full guest bath. Each bedroom is generously sized, and the primary suite offers his-and-hers closets plus a private walk-out balcony. The top level opens to a loft overlooking the living space below, complete with its own full bathroom — ideal as a home office, playroom, art studio, or easily enclosed to create a fifth bedroom. Downstairs, the nearly 6,000-square-foot home continues to impress with a soundproof movie room, temperature-controlled wine cellar, an au-pair/in-law suite with its own living area and kitchenette, a pellet stove, and a spacious game room. Outside, mature landscaping and a fig tree line create a peaceful, private retreat — all just 10 minutes from Annapolis and 35 minutes from Baltimore/DC. This is a rare opportunity in an exceptional community. Don't wait — this one won't last.

5 Beds ⋅ 6 Baths

Welcome to 1378 Kinloch Circle — Glen Oban's Finest Nestled in the highly sought-after Glen Oban community, this address offers a rare combination of top-tier amenities: 10/10 school ratings, a marina with deep MLW, a brand-new playground, basketball and tennis courts, a community pool, and an active association hosting year-round events. Finding a few of these features in one neighborhood is uncommon — finding all of them is what makes Glen Oban truly exceptional. This beautifully updated mid-century modern home elevates that already-desirable setting into a genuine buyer's dream. As you approach, the sheer scale of the nearly 2-acre lot comes into view — plenty of room for kids to play, pets to roam, or even a future pool. The U-shaped driveway and two-car garage provide generous parking for family and guests alike. You can enter through the formal front door into a striking entryway, or through the newly renovated patio directly into the beautifully remodeled kitchen. Inside, the main level showcases the home's mid-century modern character with walls of windows, soaring ceilings, and natural light throughout the day. Thoughtful, high-end upgrades are evident everywhere — white oak flooring throughout the main level, premium kitchen appliances, natural stone countertops, and a newly renovated pantry, mudroom, bathrooms, patio, and decking. The seamless flow between the kitchen, dining room, sunken electric fireplace, and spacious living room creates a truly stunning gathering space. Upstairs, the bedroom level features four bedrooms, including an en-suite primary and a full guest bath. Each bedroom is generously sized, and the primary suite offers his-and-hers closets plus a private walk-out balcony. The top level opens to a loft overlooking the living space below, complete with its own full bathroom — ideal as a home office, playroom, art studio, or easily enclosed to create a fifth bedroom. Downstairs, the nearly 6,000-square-foot home continues to impress with a soundproof movie room, temperature-controlled wine cellar, an au-pair/in-law suite with its own living area and kitchenette, a pellet stove, and a spacious game room. Outside, mature landscaping and a fig tree line create a peaceful, private retreat — all just 10 minutes from Annapolis and 35 minutes from Baltimore/DC. This is a rare opportunity in an exceptional community. Don't wait — this one won't last.

1378 Kinloch Cir, Arnold

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

$1,799,000

Ooh la la, Eastport. There is something unmistakably special about life here—and 820 Bay Ridge Avenue captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence delivers the rare combination of space, sophistication, outdoor living, and walkability, all just moments from the heart of Annapolis. Behind the white picket fence, manicured landscaping and a gracious brick front porch create a picture-perfect welcome. Step inside to more than 4,000 square feet of beautifully finished living across FOUR levels, where rich hardwood floors, 9-foot ceilings, elegant millwork, tray ceilings, and plantation shutters create a home that feels polished without ever feeling fussy. Thoughtfully customized during construction, the residence includes numerous builder upgrades, enhanced electrical features, and details designed to make everyday living as effortless as the home is beautiful. At its heart is a fabulous kitchen with honed granite countertops, premium appliances, abundant cabinetry, and a generous center island opening seamlessly to the family room and upgraded gas fireplace. The formal dining room is ready for holidays, celebrations, and memorable dinners, while the adjoining sitting room or study is perfect for working from home, curling up with a favorite book, or ending the evening with a bourbon. And then there is the outdoor living. Morning coffee on the front porch overlooking the flower garden. Dinner in your private English courtyard. Cocktails under the stars on the second-floor terrace. Professionally enhanced landscaping creates an intimate retreat, while ceiling fans, a dedicated natural gas line for grilling, and the opportunity for a future fire feature make these spaces as functional as they are beautiful. Upstairs, the primary suite feels like a private escape, with a custom walk-in closet, spa-inspired bath, and expansive sitting room. A generous junior suite with its own bath offers wonderful privacy for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath. The finished third-floor loft brings even more possibilities—a home office, fitness studio, media room, guest retreat, or whatever life calls for next. The finished lower level adds a spacious family room and full bath, providing even more flexibility for entertaining, extended stays, or multigenerational living. And in a feature rarely found, the home was designed with the future in mind with a framed elevator shaft, allowing an elevator to be added without compromising the architecture or thoughtful floor plan. But perhaps the greatest luxury of 820 Bay Ridge Avenue is everything waiting just outside your front door. Walk to St. Mary’s. Walk to dinner. Walk to neighborhood cafés and marinas. Walk to the Annapolis Yacht Club and Eastport Yacht Club. Cross the Spa Creek Drawbridge into Historic Downtown Annapolis and City Dock. Spend the afternoon on the Chesapeake, meet friends for dinner on the water, browse the shops and galleries downtown, or take the water taxi home after an evening out. Morning coffee around the corner. An afternoon on the water. Dinner in Eastport. Ice cream at City Dock. School, sailing, restaurants, shopping, marinas, yacht clubs, and downtown Annapolis—all without having to get in the car. And somehow, you still come home to more than 4,000 square feet, four finished levels, beautiful outdoor spaces, exceptional privacy, extensive custom upgrades, and future elevator capability. No need to choose between space, sophistication, and walkability. Here, you get all three. Polished. Coastal. Effortlessly Annapolis. Ooh la la, indeed.

Ooh la la, Eastport. There is something unmistakably special about life here—and 820 Bay Ridge Avenue captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence delivers the rare combination of space, sophistication, outdoor living, and walkability, all just moments from the heart of Annapolis. Behind the white picket fence, manicured landscaping and a gracious brick front porch create a picture-perfect welcome. Step inside to more than 4,000 square feet of beautifully finished living across FOUR levels, where rich hardwood floors, 9-foot ceilings, elegant millwork, tray ceilings, and plantation shutters create a home that feels polished without ever feeling fussy. Thoughtfully customized during construction, the residence includes numerous builder upgrades, enhanced electrical features, and details designed to make everyday living as effortless as the home is beautiful. At its heart is a fabulous kitchen with honed granite countertops, premium appliances, abundant cabinetry, and a generous center island opening seamlessly to the family room and upgraded gas fireplace. The formal dining room is ready for holidays, celebrations, and memorable dinners, while the adjoining sitting room or study is perfect for working from home, curling up with a favorite book, or ending the evening with a bourbon. And then there is the outdoor living. Morning coffee on the front porch overlooking the flower garden. Dinner in your private English courtyard. Cocktails under the stars on the second-floor terrace. Professionally enhanced landscaping creates an intimate retreat, while ceiling fans, a dedicated natural gas line for grilling, and the opportunity for a future fire feature make these spaces as functional as they are beautiful. Upstairs, the primary suite feels like a private escape, with a custom walk-in closet, spa-inspired bath, and expansive sitting room. A generous junior suite with its own bath offers wonderful privacy for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath. The finished third-floor loft brings even more possibilities—a home office, fitness studio, media room, guest retreat, or whatever life calls for next. The finished lower level adds a spacious family room and full bath, providing even more flexibility for entertaining, extended stays, or multigenerational living. And in a feature rarely found, the home was designed with the future in mind with a framed elevator shaft, allowing an elevator to be added without compromising the architecture or thoughtful floor plan. But perhaps the greatest luxury of 820 Bay Ridge Avenue is everything waiting just outside your front door. Walk to St. Mary’s. Walk to dinner. Walk to neighborhood cafés and marinas. Walk to the Annapolis Yacht Club and Eastport Yacht Club. Cross the Spa Creek Drawbridge into Historic Downtown Annapolis and City Dock. Spend the afternoon on the Chesapeake, meet friends for dinner on the water, browse the shops and galleries downtown, or take the water taxi home after an evening out. Morning coffee around the corner. An afternoon on the water. Dinner in Eastport. Ice cream at City Dock. School, sailing, restaurants, shopping, marinas, yacht clubs, and downtown Annapolis—all without having to get in the car. And somehow, you still come home to more than 4,000 square feet, four finished levels, beautiful outdoor spaces, exceptional privacy, extensive custom upgrades, and future elevator capability. No need to choose between space, sophistication, and walkability. Here, you get all three. Polished. Coastal. Effortlessly Annapolis. Ooh la la, indeed.

820 Bay Ridge Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,795,000

Nestled in the serene community of Galesville, this exquisite Waterfront ranch-style residence with an additional 3 bedroom rental home offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. Set on a sprawling 0.98-acre lot with 119 feet of waterfront along the picturesque Lerch Creek, this home is a true sanctuary. Step inside to discover a thoughtfully designed interior that exudes warmth and sophistication. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting space for both relaxation and entertaining. The Dinning area, adorned with a cozy gas fireplace and elegant mantel, serves as the heart of the home, while large windows bathe the space in natural light and provide stunning views of the tranquil water. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, an island for casual dining, and ample cabinetry. Enjoy the convenience of an eat-in kitchen, perfect for intimate meals or gatherings. The primary suite offers a private retreat with a luxurious en-suite bathroom, complete with a walk-in shower. With two spacious bedrooms and two full bathrooms, this residence accommodates both comfort and privacy. Additional interior highlights include beautiful wood floors, ceiling fans, and modern window treatments that enhance the home's aesthetic. Outside, the property boasts a beautifully landscaped yard with level areas for outdoor activities, complemented by a porch on the waterside for al fresco dining or morning coffee. The community amenities are unparalleled, featuring a swimming pool, tennis courts, and direct access to the river for kayaking, fishing, and boating-ideal for those who appreciate an active lifestyle. Major renovations completed in 2025 on 4852 Church Lane to ensure that this home is in excellent condition, combining modern conveniences with timeless charm. The exterior is crafted from durable brick, providing both elegance and longevity, while the ample parking space accommodates guests with ease. Experience the tranquility of riverfront living, where every day feels like a vacation. This property is not just a home; it's a lifestyle, offering the perfect blend of luxury, comfort, and natural beauty. Embrace the opportunity to make this stunning residence your own and enjoy the exclusive lifestyle it offers and only a short walk to two Waterfront restaurants within the Galesville Village. Also included is 4850 Church Lane a 3 Bedroom home on the property that is currently a rental but could be a guest home

2 Beds ⋅ 2 Baths

Nestled in the serene community of Galesville, this exquisite Waterfront ranch-style residence with an additional 3 bedroom rental home offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. Set on a sprawling 0.98-acre lot with 119 feet of waterfront along the picturesque Lerch Creek, this home is a true sanctuary. Step inside to discover a thoughtfully designed interior that exudes warmth and sophistication. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting space for both relaxation and entertaining. The Dinning area, adorned with a cozy gas fireplace and elegant mantel, serves as the heart of the home, while large windows bathe the space in natural light and provide stunning views of the tranquil water. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, an island for casual dining, and ample cabinetry. Enjoy the convenience of an eat-in kitchen, perfect for intimate meals or gatherings. The primary suite offers a private retreat with a luxurious en-suite bathroom, complete with a walk-in shower. With two spacious bedrooms and two full bathrooms, this residence accommodates both comfort and privacy. Additional interior highlights include beautiful wood floors, ceiling fans, and modern window treatments that enhance the home's aesthetic. Outside, the property boasts a beautifully landscaped yard with level areas for outdoor activities, complemented by a porch on the waterside for al fresco dining or morning coffee. The community amenities are unparalleled, featuring a swimming pool, tennis courts, and direct access to the river for kayaking, fishing, and boating-ideal for those who appreciate an active lifestyle. Major renovations completed in 2025 on 4852 Church Lane to ensure that this home is in excellent condition, combining modern conveniences with timeless charm. The exterior is crafted from durable brick, providing both elegance and longevity, while the ample parking space accommodates guests with ease. Experience the tranquility of riverfront living, where every day feels like a vacation. This property is not just a home; it's a lifestyle, offering the perfect blend of luxury, comfort, and natural beauty. Embrace the opportunity to make this stunning residence your own and enjoy the exclusive lifestyle it offers and only a short walk to two Waterfront restaurants within the Galesville Village. Also included is 4850 Church Lane a 3 Bedroom home on the property that is currently a rental but could be a guest home

4852 & 4850 Church Ln, Galesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,795,000

***BRAND NEW & MOVE-IN READY*** Welcome to this breathtaking modern farmhouse, a seamless blend of contemporary style, rustic charm and high-end, contemporary luxury. Located down a stately private driveway and nestled on a premium 5-acre homesite, this setting balances peaceful seclusion with refined functionality. The exterior welcomes you with a sophisticated mix of crisp white Hardie plank and woodgrain siding, warm cedar accents, stone water table and columns and premium black Pella wood windows. Inside, this meticulously crafted home offers nearly 6,000 finished square feet of exceptional living space including 5 bedrooms, 4.5 beautifully appointed bathrooms, and a finished basement designed for effortless entertainment. At the heart of the home is a stunning gourmet kitchen featuring stylish timber and dove slim shaker cabinetry, large center island, calacatta quartz countertops and slab backsplash, a professional-grade 48” dual fuel 6 burner range, artisan range hood, and refined brass and rose gold fixtures. Additional main level amenities include 7.5” couture engineered hardwood floors, 10’ ceilings, a spacious family room with modern gas fireplace and large picture windows, formal dining room, private office, morning room, built-ins and custom trim work throughout. The second level consists of 4 bedrooms, 3 full baths and a multi-purpose loft – perfect for an entertainment lounge, playroom or second office. The luxurious owner's suite offers an expansive and thoughtfully designed layout featuring a modern gas fireplace, wet bar, a 220+ sqft walk-in closet with custom organization system, and a spa-like bath with walk-in shower clad with floor to ceiling tile, standalone soaking tub and high-end cabinetry. The finished lower level includes an expansive recreational room, 5th bedroom, a full bath and ample storage space. Additional amenities include over 500 sqft of covered outdoor living space including a screened-in porch, 3 car garage, 400A electric service, high efficiency dual zone hvac, EV charging prewire and so much more. Enjoy all these amenities on a breathtaking homesite with NO HOA or restrictive covenants. This stunning one-of-a-kind property will not last long, schedule your private tour today!

5 Beds ⋅ 5 Baths

***BRAND NEW & MOVE-IN READY*** Welcome to this breathtaking modern farmhouse, a seamless blend of contemporary style, rustic charm and high-end, contemporary luxury. Located down a stately private driveway and nestled on a premium 5-acre homesite, this setting balances peaceful seclusion with refined functionality. The exterior welcomes you with a sophisticated mix of crisp white Hardie plank and woodgrain siding, warm cedar accents, stone water table and columns and premium black Pella wood windows. Inside, this meticulously crafted home offers nearly 6,000 finished square feet of exceptional living space including 5 bedrooms, 4.5 beautifully appointed bathrooms, and a finished basement designed for effortless entertainment. At the heart of the home is a stunning gourmet kitchen featuring stylish timber and dove slim shaker cabinetry, large center island, calacatta quartz countertops and slab backsplash, a professional-grade 48” dual fuel 6 burner range, artisan range hood, and refined brass and rose gold fixtures. Additional main level amenities include 7.5” couture engineered hardwood floors, 10’ ceilings, a spacious family room with modern gas fireplace and large picture windows, formal dining room, private office, morning room, built-ins and custom trim work throughout. The second level consists of 4 bedrooms, 3 full baths and a multi-purpose loft – perfect for an entertainment lounge, playroom or second office. The luxurious owner's suite offers an expansive and thoughtfully designed layout featuring a modern gas fireplace, wet bar, a 220+ sqft walk-in closet with custom organization system, and a spa-like bath with walk-in shower clad with floor to ceiling tile, standalone soaking tub and high-end cabinetry. The finished lower level includes an expansive recreational room, 5th bedroom, a full bath and ample storage space. Additional amenities include over 500 sqft of covered outdoor living space including a screened-in porch, 3 car garage, 400A electric service, high efficiency dual zone hvac, EV charging prewire and so much more. Enjoy all these amenities on a breathtaking homesite with NO HOA or restrictive covenants. This stunning one-of-a-kind property will not last long, schedule your private tour today!

1230 Indian Landing Rd, Millersville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,795,000

SOME HOMES ARE MEANT TO BE LIVED IN. OTHERS ARE MEANT TO BE EXPERIENCED. Welcome to 1621 Millersville Road, an extraordinary private estate where timeless architecture, gracious entertaining and resort-style living come together on 3.37 magnificent acres. Offering 6,200 square feet of beautifully appointed living space, this exceptional residence is a place to gather, celebrate, unwind and enjoy the very best of life. Imagine welcoming family home for the holidays, the fireplaces glowing, music filling the rooms and a beautifully set dining table awaiting guests. Picture summer afternoons spent beside your heated swimming pool, evenings entertaining beneath the impressive pavilion and leisurely weekends enjoying the privacy of your own spectacular grounds. This is a home where everyday living feels like an occasion and special occasions become unforgettable. From the moment you enter, the architecture makes an impression. Soaring ceilings, graceful arched hallways, beautiful millwork, hardwood floors and elegant gathering spaces create an atmosphere of warmth and sophistication. The expansive living areas offer wonderful flexibility, whether hosting an intimate dinner party, celebrating a milestone or simply enjoying a quiet evening beside the fire. At the heart of the home, the beautifully designed kitchen welcomes everyone together. Featuring granite countertops, a generous center island, butler's pantry and adjoining gathering spaces, it's equally suited for preparing holiday dinners, casual Sunday breakfasts or entertaining a house full of friends. Here, the kitchen isn't simply where meals are prepared. It's where conversations linger and memories are made. And then there's the outdoor living. Simply exceptional. The spectacular heated swimming pool, expansive slate patio and stunning entertaining pavilion create an atmosphere reminiscent of a private country club. Imagine summer celebrations with friends, elegant outdoor dinners, birthday parties beneath the stars or an afternoon by the pool with absolutely nowhere else you need to be. Surrounded by mature landscaping and beautiful grounds, this remarkable setting offers the privacy and space so difficult to find. When the day comes to an end, retreat to one of four generously proportioned bedroom suites, each with its own private bath. The impressive primary suite is a sanctuary of its own, featuring a fireplace, sitting and dressing areas, a spacious walk-in closet and a beautifully appointed bath. Multiple rooftop balconies provide lovely places for morning coffee, an evening conversation or simply a peaceful moment overlooking the property. With a dedicated game room, additional flexible living areas and abundant space for entertaining, there is room for everyone to enjoy the home in their own way. The oversized two-car garage and extensive guest parking make hosting gatherings wonderfully convenient. Beyond its beauty, the residence has benefited from significant recent improvements, including HVAC updates, extensive septic system upgrades, renovations to the west wing, roof improvements, updated flooring and fixtures, and enhancements to the landscaping and entertaining pavilion. These thoughtful investments add to the appeal of an already exceptional property. Despite its wonderfully private setting, the location offers outstanding convenience to Annapolis, Baltimore, Washington, D.C., Fort Meade and BWI Airport. Enjoy the feeling of being worlds away while remaining connected to everything that matters. The beauty of this property isn't simply what it offers. It's how beautifully life can be lived here. Christmas mornings by the fireplace. Summer evenings beneath the pavilion. Friends gathered around the pool. Sunday dinners that turn into hours of conversation. The freedom to entertain on a grand scale or enjoy complete privacy. At 1621 Millersville Road, there is room for all of it. **An extraordinary property. An exceptional lifestyle.

4 Beds ⋅ 6 Baths

SOME HOMES ARE MEANT TO BE LIVED IN. OTHERS ARE MEANT TO BE EXPERIENCED. Welcome to 1621 Millersville Road, an extraordinary private estate where timeless architecture, gracious entertaining and resort-style living come together on 3.37 magnificent acres. Offering 6,200 square feet of beautifully appointed living space, this exceptional residence is a place to gather, celebrate, unwind and enjoy the very best of life. Imagine welcoming family home for the holidays, the fireplaces glowing, music filling the rooms and a beautifully set dining table awaiting guests. Picture summer afternoons spent beside your heated swimming pool, evenings entertaining beneath the impressive pavilion and leisurely weekends enjoying the privacy of your own spectacular grounds. This is a home where everyday living feels like an occasion and special occasions become unforgettable. From the moment you enter, the architecture makes an impression. Soaring ceilings, graceful arched hallways, beautiful millwork, hardwood floors and elegant gathering spaces create an atmosphere of warmth and sophistication. The expansive living areas offer wonderful flexibility, whether hosting an intimate dinner party, celebrating a milestone or simply enjoying a quiet evening beside the fire. At the heart of the home, the beautifully designed kitchen welcomes everyone together. Featuring granite countertops, a generous center island, butler's pantry and adjoining gathering spaces, it's equally suited for preparing holiday dinners, casual Sunday breakfasts or entertaining a house full of friends. Here, the kitchen isn't simply where meals are prepared. It's where conversations linger and memories are made. And then there's the outdoor living. Simply exceptional. The spectacular heated swimming pool, expansive slate patio and stunning entertaining pavilion create an atmosphere reminiscent of a private country club. Imagine summer celebrations with friends, elegant outdoor dinners, birthday parties beneath the stars or an afternoon by the pool with absolutely nowhere else you need to be. Surrounded by mature landscaping and beautiful grounds, this remarkable setting offers the privacy and space so difficult to find. When the day comes to an end, retreat to one of four generously proportioned bedroom suites, each with its own private bath. The impressive primary suite is a sanctuary of its own, featuring a fireplace, sitting and dressing areas, a spacious walk-in closet and a beautifully appointed bath. Multiple rooftop balconies provide lovely places for morning coffee, an evening conversation or simply a peaceful moment overlooking the property. With a dedicated game room, additional flexible living areas and abundant space for entertaining, there is room for everyone to enjoy the home in their own way. The oversized two-car garage and extensive guest parking make hosting gatherings wonderfully convenient. Beyond its beauty, the residence has benefited from significant recent improvements, including HVAC updates, extensive septic system upgrades, renovations to the west wing, roof improvements, updated flooring and fixtures, and enhancements to the landscaping and entertaining pavilion. These thoughtful investments add to the appeal of an already exceptional property. Despite its wonderfully private setting, the location offers outstanding convenience to Annapolis, Baltimore, Washington, D.C., Fort Meade and BWI Airport. Enjoy the feeling of being worlds away while remaining connected to everything that matters. The beauty of this property isn't simply what it offers. It's how beautifully life can be lived here. Christmas mornings by the fireplace. Summer evenings beneath the pavilion. Friends gathered around the pool. Sunday dinners that turn into hours of conversation. The freedom to entertain on a grand scale or enjoy complete privacy. At 1621 Millersville Road, there is room for all of it. **An extraordinary property. An exceptional lifestyle.

1621 Millersville Rd, Millersville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,790,000

Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,060 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey.

6 Beds ⋅ 5 Baths

Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,060 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey.

5503 Brooks Woods Rd, Lothian

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,775,000

Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

2 Beds ⋅ 3 Baths

Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

7017 Bay Front Dr, Annapolis

Listing courtesy of Home Towne Real Estate. Contact:

$1,750,000

Enjoy this large scenic lot w/ fully finished rancher & oversized 2 car garage just outside of downtown Annapolis. Open floor plan, cathedral ceilings, hardwood floors, skylights & more. Bulkheaded waterfront w/ 4 deep water slips. Main floor living, plus a walk out lower level. You will not want to miss this property!! It is truly one of a kind! Call agent for details. Interior photos, floor plan & additional information to follow. Do not enter property without an appointment.

3 Beds ⋅ 3 Baths

Enjoy this large scenic lot w/ fully finished rancher & oversized 2 car garage just outside of downtown Annapolis. Open floor plan, cathedral ceilings, hardwood floors, skylights & more. Bulkheaded waterfront w/ 4 deep water slips. Main floor living, plus a walk out lower level. You will not want to miss this property!! It is truly one of a kind! Call agent for details. Interior photos, floor plan & additional information to follow. Do not enter property without an appointment.

314 Kingsberry Dr, Annapolis

Listing courtesy of RE/MAX One. Contact:

$1,750,000

Welcome to a rare waterfront opportunity where breathtaking sunset views create an unforgettable backdrop night after night. Just moments from the Magothy River and Chesapeake Bay, this brand-new home offers the perfect blend of luxury, comfort, and coastal living. Enjoy deep-water access from your own private pier, providing the perfect setting for boating, fishing, and embracing the waterfront lifestyle. This home comes fully loaded with premium features and upscale finishes, offering an impressive level of included upgrades from the start. Thoughtful design, quality craftsmanship, and elevated selections throughout create a home that feels anything but builder-basic. Buyers can make it truly their own by selecting finishes and features that reflect their personal style. The thoughtfully designed floor plan also offers the option to add a finished third-floor attic loft/bonus room with an additional full bathroom and built-in roof deck—an incredible space to take advantage of the surrounding views. With the finished attic loft/bonus room, the home offers over 3,500 square feet of above-grade finished living space. Customize the existing plans or bring your own and create the waterfront home you’ve always envisioned. Enjoy Manhattan Beach amenities including a boat ramp, multiple beaches, clubhouse, and playground—all while experiencing the beauty and lifestyle of living on the water. Contact the listing agent for available plans, specifications, and construction-permanent financing options. $15,000 in closing cost assistance available with use of the builder’s preferred lender and title company. Inquire about construction-to-permanent financing options, with interest rates available in the low-to-mid 6% range.

4 Beds ⋅ 3 Baths

Welcome to a rare waterfront opportunity where breathtaking sunset views create an unforgettable backdrop night after night. Just moments from the Magothy River and Chesapeake Bay, this brand-new home offers the perfect blend of luxury, comfort, and coastal living. Enjoy deep-water access from your own private pier, providing the perfect setting for boating, fishing, and embracing the waterfront lifestyle. This home comes fully loaded with premium features and upscale finishes, offering an impressive level of included upgrades from the start. Thoughtful design, quality craftsmanship, and elevated selections throughout create a home that feels anything but builder-basic. Buyers can make it truly their own by selecting finishes and features that reflect their personal style. The thoughtfully designed floor plan also offers the option to add a finished third-floor attic loft/bonus room with an additional full bathroom and built-in roof deck—an incredible space to take advantage of the surrounding views. With the finished attic loft/bonus room, the home offers over 3,500 square feet of above-grade finished living space. Customize the existing plans or bring your own and create the waterfront home you’ve always envisioned. Enjoy Manhattan Beach amenities including a boat ramp, multiple beaches, clubhouse, and playground—all while experiencing the beauty and lifestyle of living on the water. Contact the listing agent for available plans, specifications, and construction-permanent financing options. $15,000 in closing cost assistance available with use of the builder’s preferred lender and title company. Inquire about construction-to-permanent financing options, with interest rates available in the low-to-mid 6% range.

744 Oak Grove Cir, Severna Park

Listing courtesy of May Realty. Contact:

$1,749,000

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views of Weems Creek in both directions, with a resident bald eagle that has called the neighborhood home for more than a decade. The house was fully renovated to the studs in 2022, with new windows, doors, chef's kitchen, design-grade bathrooms, insulation and flooring throughout. Inside are 4 bedrooms and 3.5 baths across 2,382 square feet, with numerous windows designed to take in the water views and the quiet setting. Recent updates continue outside: the exterior was painted in 2025, and the front yard was fully redone and the upper roof replaced in 2026. The work is done, so you can move in and enjoy it. The property includes an approximately 0.2-acre subdivided buildable lot, which offers room for a second home, a guest house for extended household or relatives, or a future investment. This waterfront location is ready to finish, so bring your dock designer/builder and complete the picture. Admiral Heights is a popular water-privileged community with a voluntary improvement association, a neighborhood pool with membership options, several community-owned docks, and a local boat club. You’re minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, with easy access to Route 50 for commuting to DC, Baltimore and beyond. A rare chance to own a renovated, private retreat on Weems Creek, with space to grow.

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views of Weems Creek in both directions, with a resident bald eagle that has called the neighborhood home for more than a decade. The house was fully renovated to the studs in 2022, with new windows, doors, chef's kitchen, design-grade bathrooms, insulation and flooring throughout. Inside are 4 bedrooms and 3.5 baths across 2,382 square feet, with numerous windows designed to take in the water views and the quiet setting. Recent updates continue outside: the exterior was painted in 2025, and the front yard was fully redone and the upper roof replaced in 2026. The work is done, so you can move in and enjoy it. The property includes an approximately 0.2-acre subdivided buildable lot, which offers room for a second home, a guest house for extended household or relatives, or a future investment. This waterfront location is ready to finish, so bring your dock designer/builder and complete the picture. Admiral Heights is a popular water-privileged community with a voluntary improvement association, a neighborhood pool with membership options, several community-owned docks, and a local boat club. You’re minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, with easy access to Route 50 for commuting to DC, Baltimore and beyond. A rare chance to own a renovated, private retreat on Weems Creek, with space to grow.

173 Williams Dr, Annapolis

Listing courtesy of Homecoin.com. Contact:

$1,700,000

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U.S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is equally inviting, with a private patio and lush turf yard overlooking Cumberland Court—an ideal setting for morning coffee, al fresco dining, summer gatherings, or simply enjoying the charm of downtown living. Surrounded by the history, culture, shops, restaurants, and waterfront that make the Historic District so special, this distinctive home offers an authentic Annapolis lifestyle, blending historic charm, modern comfort, exceptional walkability, and an unusually generous amount of private parking.

3 Beds ⋅ 3 Baths

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U.S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is equally inviting, with a private patio and lush turf yard overlooking Cumberland Court—an ideal setting for morning coffee, al fresco dining, summer gatherings, or simply enjoying the charm of downtown living. Surrounded by the history, culture, shops, restaurants, and waterfront that make the Historic District so special, this distinctive home offers an authentic Annapolis lifestyle, blending historic charm, modern comfort, exceptional walkability, and an unusually generous amount of private parking.

219 King George St, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,700,000

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to fit a king-size bedroom suite and private bathroom. Covered patio to enjoy the view in every weather type! Large windows throughout the home brings in natural light while keeping the waterfront setting front and center. There are fireplaces on each level. Swim all year round with this heated indoor pool and hot tub. Dock rental slips are available for owners for a $500 fee for deep water (6ft) or lower water slips for $200 (3ft) with electricity. This property can have a personal pier added not to mention Just steps away from the community beach and docks. Arundel on the Bay also offers a community beach and an established waterfront neighborhood just minutes from everything Annapolis has to offer.

4 Beds ⋅ 3 Baths

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to fit a king-size bedroom suite and private bathroom. Covered patio to enjoy the view in every weather type! Large windows throughout the home brings in natural light while keeping the waterfront setting front and center. There are fireplaces on each level. Swim all year round with this heated indoor pool and hot tub. Dock rental slips are available for owners for a $500 fee for deep water (6ft) or lower water slips for $200 (3ft) with electricity. This property can have a personal pier added not to mention Just steps away from the community beach and docks. Arundel on the Bay also offers a community beach and an established waterfront neighborhood just minutes from everything Annapolis has to offer.

1323 Magnolia Ave, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

$1,695,000

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

3403 Hidden River View Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,695,000

An exceptional opportunity to build your dream luxury waterfront retreat in the desirable town of Galesville. This thoughtfully designed custom residence offers refined coastal living with a new private pier (permits for dredging and pier are in process). The home features a desirable main-level primary suite, a luxury bathroom and large walk-in closet. There are a total of 4 bedrooms and 4.5 bathrooms - all bedrooms have walk-in closets and en-suite bathrooms. The upper level also has a flexible loft space on the water side for use as a 2nd family room or home office, among possible options. Overall, the 1st and 2nd floor measure approximately 3600 +/- square feet of beautifully finished living space. There is an attached 2-car garage. An optional basement is possible for those seeking additional living, entertaining, or recreational space. Luxury finishes come standard throughout including soaring 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, designer quartz countertops, and a premium Sub-Zero/Wolf appliance package. Main level laundry room with optional 2nd floor additional laundry room plus a loft overlooking the water side of the property. The .46 acre large lot has space for an optional in-ground pool. Enjoy seamless indoor-outdoor living with a screened porch complete with an inviting fireplace — the perfect setting to relax and take in the tranquil waterfront surroundings. There is so much to do in Galesville with pickle ball courts, baseball fields, walking trails, etc. Join the pool at one of the marinas, dine at waterfront restaurants, listen to live music, enjoy holiday celebrations with neighbors on the days when you are not relaxing comfortably in your new home. Builder incentives include $10,000 in complimentary options when using the builder’s preferred lender and title company. Please contact the listing agent to schedule a private tour of the property. The builder also maintains a beautifully appointed model home available by appointment only and you can make your own personal selections at available showrooms. The process is from start to finish with this builder guiding you every step of the way. Additional information is available through Whitehall Building & Company for additional information.

An exceptional opportunity to build your dream luxury waterfront retreat in the desirable town of Galesville. This thoughtfully designed custom residence offers refined coastal living with a new private pier (permits for dredging and pier are in process). The home features a desirable main-level primary suite, a luxury bathroom and large walk-in closet. There are a total of 4 bedrooms and 4.5 bathrooms - all bedrooms have walk-in closets and en-suite bathrooms. The upper level also has a flexible loft space on the water side for use as a 2nd family room or home office, among possible options. Overall, the 1st and 2nd floor measure approximately 3600 +/- square feet of beautifully finished living space. There is an attached 2-car garage. An optional basement is possible for those seeking additional living, entertaining, or recreational space. Luxury finishes come standard throughout including soaring 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, designer quartz countertops, and a premium Sub-Zero/Wolf appliance package. Main level laundry room with optional 2nd floor additional laundry room plus a loft overlooking the water side of the property. The .46 acre large lot has space for an optional in-ground pool. Enjoy seamless indoor-outdoor living with a screened porch complete with an inviting fireplace — the perfect setting to relax and take in the tranquil waterfront surroundings. There is so much to do in Galesville with pickle ball courts, baseball fields, walking trails, etc. Join the pool at one of the marinas, dine at waterfront restaurants, listen to live music, enjoy holiday celebrations with neighbors on the days when you are not relaxing comfortably in your new home. Builder incentives include $10,000 in complimentary options when using the builder’s preferred lender and title company. Please contact the listing agent to schedule a private tour of the property. The builder also maintains a beautifully appointed model home available by appointment only and you can make your own personal selections at available showrooms. The process is from start to finish with this builder guiding you every step of the way. Additional information is available through Whitehall Building & Company for additional information.

946 W Benning Rd, Galesville

Listing courtesy of Lofgren-Sargent Real Estate. Contact:

$1,690,000

A Builder’s Personal Residence | A Signature Annapolis Home A rare opportunity to own the personal residence of a builder and an interior designer, whose expertise and craftsmanship are reflected throughout their exceptional Annapolis home. 3124 Starboard Drive represents their vision of quality, functionality, and enduring design—where no detail was overlooked and every improvement was thoughtfully executed. Known as one of the neighborhood’s exceptional residences, this home offers a level of craftsmanship and attention to detail that is difficult to replicate. From the quality of construction and materials to the thoughtful design choices, the property reflects the discerning standards of a professional who builds and renovates homes for a living. This extraordinary residential real estate transformation is the creation of Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien from Intuitive Design. Together they joined forces and underwent a complete, down-to-the-studs renovation and expansion. They purchased this home in 2015 and over the course of time they turned a 2,000 square foot home into an over 3,700 square feet of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedroom, four-bathroom residence, has an open and elegant floor plan flooded with natural light. The chef kitchen has a stunning 8.9’ x 6.9’ quartz Island countertop offering exceptional workspace and seating for five with striking oversized lantern-style pendant lamps. The Owner’s Suite Spa-inspired primary bath has a custom white double-vanity, luxurious marble countertops, polished brass fixtures, oversized mirrors, elegant glass pendant lighting and heated floors. The expansive walk-in shower is beautifully appointed in veined marble tile with a frameless glass enclosure, multiple shower fixtures and built-in niches, creating a sophisticated, resort-like retreat. The living and family rooms have gas fireplaces and built ins. In addition, the home features a recreation room, fully fenced backyard, a double garage converted into a conditioned and finished Golf simulator room, shed and golf-cart garage. Mechanical systems include a full-house back-up generator, dual zone HVAC systems, tankless water heater, RO water filtration in kitchen and below counter Scotsman Gourmet Ice Maker and water treatment with dual storage tanks, salinator, chlorinator, sediment filter and UV light. This residence was meticulously rebuilt in 2021 - walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design. Located in the sought-after waterfront community of Anchorage, this distinctive residence combines sophisticated living with the relaxed character of an established Annapolis neighborhood, offering access to the community’s marina, pool, boat ramp and waterfront amenities.

5 Beds ⋅ 4 Baths

A Builder’s Personal Residence | A Signature Annapolis Home A rare opportunity to own the personal residence of a builder and an interior designer, whose expertise and craftsmanship are reflected throughout their exceptional Annapolis home. 3124 Starboard Drive represents their vision of quality, functionality, and enduring design—where no detail was overlooked and every improvement was thoughtfully executed. Known as one of the neighborhood’s exceptional residences, this home offers a level of craftsmanship and attention to detail that is difficult to replicate. From the quality of construction and materials to the thoughtful design choices, the property reflects the discerning standards of a professional who builds and renovates homes for a living. This extraordinary residential real estate transformation is the creation of Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien from Intuitive Design. Together they joined forces and underwent a complete, down-to-the-studs renovation and expansion. They purchased this home in 2015 and over the course of time they turned a 2,000 square foot home into an over 3,700 square feet of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedroom, four-bathroom residence, has an open and elegant floor plan flooded with natural light. The chef kitchen has a stunning 8.9’ x 6.9’ quartz Island countertop offering exceptional workspace and seating for five with striking oversized lantern-style pendant lamps. The Owner’s Suite Spa-inspired primary bath has a custom white double-vanity, luxurious marble countertops, polished brass fixtures, oversized mirrors, elegant glass pendant lighting and heated floors. The expansive walk-in shower is beautifully appointed in veined marble tile with a frameless glass enclosure, multiple shower fixtures and built-in niches, creating a sophisticated, resort-like retreat. The living and family rooms have gas fireplaces and built ins. In addition, the home features a recreation room, fully fenced backyard, a double garage converted into a conditioned and finished Golf simulator room, shed and golf-cart garage. Mechanical systems include a full-house back-up generator, dual zone HVAC systems, tankless water heater, RO water filtration in kitchen and below counter Scotsman Gourmet Ice Maker and water treatment with dual storage tanks, salinator, chlorinator, sediment filter and UV light. This residence was meticulously rebuilt in 2021 - walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design. Located in the sought-after waterfront community of Anchorage, this distinctive residence combines sophisticated living with the relaxed character of an established Annapolis neighborhood, offering access to the community’s marina, pool, boat ramp and waterfront amenities.

3124 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,675,000

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

5 Beds ⋅ 3 Baths

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

250 Prince George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

This approximately 1-acre private lot is the perfect site for a to-be-built, quality-construction home with easy access to schools, shopping, restaurants, the Golf Club at South River, and Annapolis, DC, and Baltimore. Work with the builder to choose your finishes in this 6-7 bedroom, 6.5-bath home with a finished basement. At almost 5,000 SF across 3 levels, this is not your typical builder-grade home. Hardie siding, granite/quartz, appliance packages, flooring options, cabinet options, and more are all selected to complement homes in this price range. Optional design finishes are also available per your preferences, and the builder’s showrooms and designers give you plenty of options. In this home, the main level features 9-ft ceilings, a mudroom off the garage, a pantry/scullery, a home office plus a separate library, a gourmet kitchen with a center island and large table space, a 6th bedroom, a family room with a fireplace right off the kitchen, and a covered porch outside. Upstairs, the 5 bedrooms each have their own private bath and walk-in closet, plus an upper-level laundry room. In the finished basement, you have options for a 7th bedroom or a home gym, a recreation/family room, a full bathroom, and plenty of storage space. The property currently has a cottage that will be removed, and the driveway will be relocated. A shared driveway agreement is already in place. The builder offers $10,000 toward options for your personal selections when you use the builder’s preferred lender and title company. Construction-perm financing and VA 100% financing options are available. The builder and/or agents will meet pre-qualified buyers at the property for private showings and may invite buyers to visit other homes to see examples of finish options. Visit the Whitehall Building website for additional information, and contact the listing agent to schedule appointments.Photos shown are examples of standard finishes and optional finishes from Builder's prior built homes, not necessarily the finishes or layout of this home. Seller or Listing Agent must accompany for showings.

7 Beds ⋅ 7 Baths

This approximately 1-acre private lot is the perfect site for a to-be-built, quality-construction home with easy access to schools, shopping, restaurants, the Golf Club at South River, and Annapolis, DC, and Baltimore. Work with the builder to choose your finishes in this 6-7 bedroom, 6.5-bath home with a finished basement. At almost 5,000 SF across 3 levels, this is not your typical builder-grade home. Hardie siding, granite/quartz, appliance packages, flooring options, cabinet options, and more are all selected to complement homes in this price range. Optional design finishes are also available per your preferences, and the builder’s showrooms and designers give you plenty of options. In this home, the main level features 9-ft ceilings, a mudroom off the garage, a pantry/scullery, a home office plus a separate library, a gourmet kitchen with a center island and large table space, a 6th bedroom, a family room with a fireplace right off the kitchen, and a covered porch outside. Upstairs, the 5 bedrooms each have their own private bath and walk-in closet, plus an upper-level laundry room. In the finished basement, you have options for a 7th bedroom or a home gym, a recreation/family room, a full bathroom, and plenty of storage space. The property currently has a cottage that will be removed, and the driveway will be relocated. A shared driveway agreement is already in place. The builder offers $10,000 toward options for your personal selections when you use the builder’s preferred lender and title company. Construction-perm financing and VA 100% financing options are available. The builder and/or agents will meet pre-qualified buyers at the property for private showings and may invite buyers to visit other homes to see examples of finish options. Visit the Whitehall Building website for additional information, and contact the listing agent to schedule appointments.Photos shown are examples of standard finishes and optional finishes from Builder's prior built homes, not necessarily the finishes or layout of this home. Seller or Listing Agent must accompany for showings.

11 Brick Church Rd, Edgewater

Listing courtesy of Lofgren-Sargent Real Estate. Contact:

Waterfront on two sides—that's the rare gift waiting at 1069 Shore Acres Rd, where a flat, sun-drenched parcel meets the water along its front and southern edge, just steps from a secluded community beach. This 4-bedroom, 2.5-bath home offers 2,386 square feet of coastal living in one of Arnold's most coveted enclaves. Recent investments make this residence as sound as it is scenic. A cascade of 2022 upgrades—new roof, siding, windows, front door, deck, and a redesigned porch overhang—refreshed the exterior top to bottom. Crawl space waterproofing (2021), a reconditioned iron balcony with spiral stairs (2023), plus a 2025 bulkhead along the riverfront and side and a newly parged foundation give buyers genuine peace of mind. Tucked at the rear sits a detached one-car garage with workshop, ideal for hobbyists and boaters alike. Climb the separate staircase to discover a fully finished second-level retreat, complete with living quarters and a luxurious bath—perfect for guests, extended family, or a private studio escape. From the garage living area, you can look across Lake Placid (the one in Arnold) and out to the Magothy throughout every season. Life in Shore Acres means embracing the rhythm of the water, with quiet mornings on the deck and easy access to the neighborhood beach. When you crave something livelier, downtown Annapolis beckons with fine dining, boutique shopping, and historic charm just minutes away. Route 50 keeps Baltimore and Washington, D.C. comfortably within reach. Homes offering this blend of dual waterfront exposure, modern updates, and flexible living space rarely surface. Come experience it firsthand.

5 Beds ⋅ 4 Baths

Waterfront on two sides—that's the rare gift waiting at 1069 Shore Acres Rd, where a flat, sun-drenched parcel meets the water along its front and southern edge, just steps from a secluded community beach. This 4-bedroom, 2.5-bath home offers 2,386 square feet of coastal living in one of Arnold's most coveted enclaves. Recent investments make this residence as sound as it is scenic. A cascade of 2022 upgrades—new roof, siding, windows, front door, deck, and a redesigned porch overhang—refreshed the exterior top to bottom. Crawl space waterproofing (2021), a reconditioned iron balcony with spiral stairs (2023), plus a 2025 bulkhead along the riverfront and side and a newly parged foundation give buyers genuine peace of mind. Tucked at the rear sits a detached one-car garage with workshop, ideal for hobbyists and boaters alike. Climb the separate staircase to discover a fully finished second-level retreat, complete with living quarters and a luxurious bath—perfect for guests, extended family, or a private studio escape. From the garage living area, you can look across Lake Placid (the one in Arnold) and out to the Magothy throughout every season. Life in Shore Acres means embracing the rhythm of the water, with quiet mornings on the deck and easy access to the neighborhood beach. When you crave something livelier, downtown Annapolis beckons with fine dining, boutique shopping, and historic charm just minutes away. Route 50 keeps Baltimore and Washington, D.C. comfortably within reach. Homes offering this blend of dual waterfront exposure, modern updates, and flexible living space rarely surface. Come experience it firsthand.

1069 Shore Acres Rd, Arnold

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center island, black granite countertops, stainless steel appliances, a pantry, and an expansive dining area that seamlessly flows into the inviting living room. The main-level primary suite is a true retreat with a spa-inspired bath featuring a soaking tub, walk-in shower, and generous walk-in closet. Upstairs, you'll find two large bedrooms, that share a full bath and an additional bedroom with its own private full bath, and a versatile sun-drenched sitting area with a dramatic vaulted ceiling. The walk-out lower level includes a full bath and versatile space to suit your lifestyle. Outside, a private rear deck perfect for relaxing or entertaining and charming stone walkways and welcoming front porch add historic like charm. A private driveway is for convenient off-street parking, and a storage shed is perfect to house all of your outdoor needs. Ideally located within walking distance of historic downtown Annapolis, you'll enjoy easy access to waterfront dining, boutique shopping, historic landmarks, entertainment, and all the vibrant attractions this sought-after area has to offer. The Eastport lifestyle truly one of a kind!

Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center island, black granite countertops, stainless steel appliances, a pantry, and an expansive dining area that seamlessly flows into the inviting living room. The main-level primary suite is a true retreat with a spa-inspired bath featuring a soaking tub, walk-in shower, and generous walk-in closet. Upstairs, you'll find two large bedrooms, that share a full bath and an additional bedroom with its own private full bath, and a versatile sun-drenched sitting area with a dramatic vaulted ceiling. The walk-out lower level includes a full bath and versatile space to suit your lifestyle. Outside, a private rear deck perfect for relaxing or entertaining and charming stone walkways and welcoming front porch add historic like charm. A private driveway is for convenient off-street parking, and a storage shed is perfect to house all of your outdoor needs. Ideally located within walking distance of historic downtown Annapolis, you'll enjoy easy access to waterfront dining, boutique shopping, historic landmarks, entertainment, and all the vibrant attractions this sought-after area has to offer. The Eastport lifestyle truly one of a kind!

219 Lockwood Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Nestled in the picturesque rolling hills of Davidsonville, this all brick construction custom home offers both convenience to major commuter routes and stunning outdoor entertaining spaces, it features a saltwater pool, outdoor kitchen, all surrounded by beautiful views of lush green pastures and ample privacy. The interior boast a gourmet kitchen that flows seamlessly into the family room, along with four bedrooms and 4.5 baths. The finished walk out lower level includes a Tuscan-style wet bar and wine cellar. additional office flex space, full bath Fireplace and so much space for gatherings. The property also includes a two garage, plenty of parking space, and an extra rear garage space that ideal for storing all the recreation equipment and other toys. The construction of this home is unmatched compared to other homes, New roof installed December 2025