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$1,475,000
5 Beds ⋅ 4 Baths
Annapolis New Stunning Luxury Renovation: Just Completed! Experience the perfect blend of timeless elegance and modern sophistication in this stunning luxury renovation in Annapolis. Thoughtfully redesigned with impeccable craftsmanship and upscale finishes throughout, this exceptional 5-bedroom / 3.5-Bathroom residence offers refined living at its finest. A bright, open-concept floor plan showcases a designer chef’s kitchen, premium appliances, custom cabinetry, and beautifully appointed living spaces ideal for both everyday living and entertaining. Luxurious baths, spacious bedrooms, and carefully curated details create a move-in-ready retreat. Situated in one of Annapolis’ most desirable locations, Anchorage waterfront community, this remarkable home delivers the best of coastal living with convenient access to downtown Annapolis, the Chesapeake Bay, marinas, shopping, and dining. A rare opportunity to own a brand-new luxury home in the heart of Annapolis. This extraordinary residential real estate transformation is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3134 Starboard Drive a complete, down-to-the-studs renovation and expansion. They purchased this over .36-acre property from its original owner, and they turned a 2,000 square foot home into a 3,360 square foot of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedrooms, three-bathrooms, one-powder room, family room, recreation room, backyard, double garage residence was meticulously rebuilt—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, offering an open and elegant floor plan flooded with natural light. Situated in one of Annapolis’ premier waterfront enclaves, residents enjoy exclusive access to community amenities including a private marina with 49-boat slips, a boat ramp, pools, and scenic waterfront green spaces. If you’re seeking a truly move-in-ready home that is brand new in an established, amenity-rich community, this is your opportunity to own a masterpiece in Anchorage.

3134 Starboard Drive, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$1,225,000
5 Beds ⋅ 3 Baths
Welcome to your dream home nestled in the sought after water privileged community of Anchorage, where life meets comfort and recreation. This stunning 5 bedroom, 2.5 bath beauty is designed for both relaxation and entertainment, offering a perfect blend of modern updates and classic charm. Step inside to discover a bright and airy open concept living space, enhanced by an updated kitchen featuring elegant quartz countertops and sleek stainless steel appliances, including a 6 Burner Wolf Cooktop. This professional-grade cooktop is perfect for those who love to cook and entertain. Whether you’re hosting a dinner party or enjoying a casual meal, this kitchen is sure to impress. The adjacent dining area flows seamlessly into the spacious living room, providing an inviting atmosphere for family gatherings. Extend your living space outdoors where a delightful screened-in porch awaits, perfect for sipping morning coffee or enjoying evening cocktails. The deck and patio area offer additional space for alfresco dining and entertaining, all overlooking a fully fenced-in backyard…ideal for children and pets to play freely. Enjoy the numerous community amenities that make Anchorage a true gem, including access to a marina and boat ramp for your boating adventures, a basketball court for some friendly competition, and a sparkling swimming pool to cool off during warm summer days. With downtown Annapolis just a short drive or boat ride away, you’ll have the best of both worlds. Don’t miss this opportunity to make this exquisite home your own and experience the vibrant coastal lifestyle that awaits you in Annapolis!

3130 Starboard Drive, Annapolis

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

Selling Office: .

$950,000
5 Beds ⋅ 3 Baths
Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers the rare opportunity to enjoy a home that has been thoughtfully and extensively updated throughout while embracing the exceptional lifestyle that makes this neighborhood so beloved. Just steps from the community marina, waterfront park, swimming pool, tennis and basketball courts, playground, and walking paths, you'll quickly discover why so many families choose to call Anchorage home. Here, children ride bikes until sunset, neighbors wave from their front porches, friends gather at the marina, dogs are walked along quiet tree-lined streets, and every season brings community events and lasting friendships. Beautifully finished living space blends timeless style with everyday comfort. Rich hardwood floors, elegant finishes, updated baths, designer lighting, and beautifully renovated living spaces create a fresh, move-in ready home where every room reflects quality and care. The stunning gourmet inspired kitchen serves as the heart of the home, opening effortlessly to a sunny breakfast nook where mornings begin over coffee and family breakfasts before school. For larger celebrations, the spacious formal dining room easily accommodates holiday dinners, Thanksgiving feasts, birthday celebrations, and gatherings that become treasured family traditions. Designed for the way families truly live, the spacious living areas offer room to spread out, entertain, or simply relax together beside one of two cozy gas fireplaces. Five generously sized bedrooms and three full baths provide exceptional flexibility for growing families, guests, home offices, or multigenerational living, while the oversized two-car garage offers abundant storage for vehicles, bicycles, paddleboards, kayaks, tools, and everything needed to enjoy life on the Chesapeake Bay. Outdoor living is equally inviting. The expansive deck becomes a favorite place to unwind after a long day, whether enjoying dinner under the open sky, hosting summer barbecues, watching the kids and dogs play in the yard, or ending the evening beneath the stars with family and friends. The screened porch offers the perfect retreat to enjoy fresh Chesapeake breezes from spring through fall, making every season feel just a little more special. Living in Anchorage is about far more than owning a beautiful home—it's about becoming part of one of Annapolis' most welcoming waterfront communities, where neighbors know one another, children grow up together, evening walks are a daily tradition, and the marina, pool, parks, and waterfront become an extension of your own backyard. Just minutes from Historic Annapolis, Eastport, Quiet Waters Park, premier shopping, dining, and major commuter routes, 3115 Starboard Drive offers the perfect balance of updated luxury, community connection, and the Chesapeake Bay lifestyle so many dream of but few ever experience.

3115 Starboard Drive, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$850,000
5 Beds ⋅ 3 Baths
At last, the one you've been waiting for. A beautiful home in a waterfront community. Move right in and start enjoying the Annapolis lifestyle. Anchorage is an amenity filled waterfront community in which the yearly HOA fee includes the use of a boat slip, community pool and more. This characterful 5 bedroom 2 1/2 bath home has approximately 2,354SF of living space and has been renovated within the last 4 years. Upgrades that include HVAC, tankless hot water heater, well pump, sewer line, roof, downspouts, gutters, soffit and windows make this home a low maintenance joy. A bespoke new sunroom addition off of the kitchen includes a wood burning stove. Simply delightful! The sparkling kitchen with a new double oven and stainless appliances has an easy flow with classically beautiful cabinetry and quartz counters. Wood floors continue through the living room and down the hall to 3 bedrooms which include the primary with ensuite bath and an additional half bath. Downstairs there are 2 bedrooms, a full bath, laundry room, storage room and family room with a fully lined fireplace and wood stove. Garage access is through this room. In the 2 car garage you'll find 2 EV chargers. The harmonious floor plan guides you from room to room with ease. Sitting on nearly 1/2 acre, the outdoor space won't disappoint. Entertaining is a breeze here, enjoy the spacious deck which is adjacent to the sunroom and overlooks the level, lightly treed and fenced backyard. Landscaping which has matured with the years adds to the natural charm of the property. Two storage sheds provide plenty of storage with one facing the driveway for easy bike storage access. The community waterfront on Lake Ogleton includes 49 deep water slips in the marina, community pool, kayak storage, boat ramp and basketball court. The Chesapeake Bay is a quick motor away and historic downtown Annapolis is minutes by car underscoring the desirability of this home's locale. Filled with amenities and coupled with location, Anchorage is a community that truly has it all.

1106 Mainsail Drive, Annapolis

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

Selling Office: .

$834,400
4 Beds ⋅ 3 Baths
Extensively renovated from 2022–2024, this move-in-ready, modern Colonial is a standout offering in Anchorage, an Annapolis premier water-privileged community. Set on a private, wooded half-acre lot, this 4-bedroom, 2.5-bath residence combines approximately 2,000 square feet of refined living space with the potential to add 864 square feet in the walkout basement. The home’s interior showcases high-end craftsmanship, including a custom kitchen with quartzite waterfall island and counter-tops, spa-inspired bathrooms, Pella windows/doors, and Spanish ceramic tiling alongside refinished hardwoods. Residents enjoy an unparalleled waterfront lifestyle with access to a 49-slip marina, boat ramp, pool, and lakeside amenities on Lake Ogleton. Perfectly positioned just minutes from Historic Downtown Annapolis, the Naval Academy, Thomas Point Preserve and Quiet Waters Park. This location provides easy commutes to Washington, DC and Baltimore. The property’s location offers a rare balance of secluded coastal living and metropolitan accessibility. Fully renovated homes in this sought-after community are rarely available at this price point—an exceptional opportunity for the discerning buyer to live the Annapolis lifestyle.

1126 Mainsail Drive, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$810,000
5 Beds ⋅ 4 Baths
Multiple Offers received. Deadline Sunday at Noon . Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished square feet of thoughtfully designed living space. Recent updates include a roof replacement, a newer water heater, fresh interior paint, and beautifully refinished flooring throughout the main level, enhancing both style and peace of mind. // The traditional layout begins with a formal living room featuring large picture windows that draw in abundant natural light and flows seamlessly into the formal dining room, creating an inviting setting for gatherings. The updated eat-in kitchen is both stylish and functional, showcasing crisp white cabinetry with sleek bar pulls, a peninsula breakfast bar, black appliances including double ovens, a built-in workstation, and a bright breakfast area with sliding door access to the screened porch. Just off the kitchen, the welcoming family room is highlighted by a white-washed brick fireplace and filled with natural light, while a convenient powder room and laundry area complete the main level. // The upper level features four generously sized bedrooms, including a spacious owner’s suite with a comfortable sitting area, dual closets—one a walk-in with a custom organization system—and a private ensuite bath with a soaking tub and separate shower. A centrally located full bathroom with an extended vanity serves the additional bedrooms. The walk-out finished lower level provides exceptional versatility, offering a large recreation space, a full bathroom, a bar area with a rough-in for a sink, and a fifth bedroom ideal for a home office, gym, or guest space. // Outdoor living is equally appealing, with a screened porch overlooking the backyard, an open-air deck that steps down to a patio, and a spacious, flat, fully fenced yard backing to trees for added privacy. // Residents of Beale Manor enjoy a wealth of community amenities, including a scenic waterfront pool, a basketball court, and a whimsical pollinator garden, fostering a vibrant, connected lifestyle.

3135 Anchorage Drive, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact:

Selling Office: .