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Tucked away among the farmland of Talbot County, this charming Cape Cod offers a peaceful Eastern Shore setting while still being conveniently located just outside of Easton. Set on more than two acres with mature trees, established gardens, nearby ponds, and quiet winding roads, the property offers privacy and plenty of room to enjoy the outdoors. Inside, the home features three bedrooms, two full baths, and a flexible floor plan. The main level includes a living room, separate dining room, spacious kitchen with an oversized island, and a first-floor primary suite with private bath. A dedicated laundry room with half bath adds convenience, while a separate space just off the garage entry makes an ideal drop zone, mudroom, or additional storage area. Upstairs are two additional bedrooms, a full bath, and an open bonus area perfect for a playroom, home office, or second living space. Outside, established flowers gardens, Black-eyed Susans, berry bushes, and mature trees create a gardener's dream with plenty of space to make your own. Enjoy the privacy of country living with the shops, restaurants, and conveniences of Easton just a short drive away. Professional photos coming soon!

5935 Bay Acres Dr, Trappe

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$249,990

This charming 2-bedroom bungalow, remodeled kitchen with granite counters, large island, new floors throughout, appliances, hot water heater & HVAC. All major units have been replaced. Home offers a unique blend of classic character and modern convenience. With 1,014 sq. ft. of thoughtfully designed space. Enjoy the convenience of main floor laundry hookups, enhancing everyday living. The detached structure sits on a generous 0.17-acre lot, providing ample outdoor space for relaxation or gardening. Parking is hassle-free with a dedicated driveway. This property is perfect for those seeking a cozy home with potential for customization. Experience the charm of a historic bungalow. Don't miss the opportunity to make this your own!

2 Beds ⋅ 1 Baths

This charming 2-bedroom bungalow, remodeled kitchen with granite counters, large island, new floors throughout, appliances, hot water heater & HVAC. All major units have been replaced. Home offers a unique blend of classic character and modern convenience. With 1,014 sq. ft. of thoughtfully designed space. Enjoy the convenience of main floor laundry hookups, enhancing everyday living. The detached structure sits on a generous 0.17-acre lot, providing ample outdoor space for relaxation or gardening. Parking is hassle-free with a dedicated driveway. This property is perfect for those seeking a cozy home with potential for customization. Experience the charm of a historic bungalow. Don't miss the opportunity to make this your own!

4070 Hennisee Ln, Trappe

Listing courtesy of Keller Williams Realty. Contact:

$389,900

Charming Cape Cod home, built in 1986, offers a perfect blend of comfort and community. With 1,950 sq. ft. of living space, it features 4 spacious bedrooms and 2 full bathrooms, ideal for gatherings or quiet evenings. Large 4 season room located off kitchen/dining area. Nestled on a generous 0.46-acre lot, the property boasts a detached garage with ample storage, perfect for hobbies or outdoor gear. Enjoy the convenience of main-floor laundry, enhancing your daily routine. Located in a welcoming neighborhood, residents benefit from nearby parks, excellent schools, and vibrant community events. The area is known for its friendly atmosphere and easy access to public services, ensuring a fulfilling lifestyle. Embrace the warmth of this home and the joys of community living, where every day feels like a retreat.

4 Beds ⋅ 2 Baths

Charming Cape Cod home, built in 1986, offers a perfect blend of comfort and community. With 1,950 sq. ft. of living space, it features 4 spacious bedrooms and 2 full bathrooms, ideal for gatherings or quiet evenings. Large 4 season room located off kitchen/dining area. Nestled on a generous 0.46-acre lot, the property boasts a detached garage with ample storage, perfect for hobbies or outdoor gear. Enjoy the convenience of main-floor laundry, enhancing your daily routine. Located in a welcoming neighborhood, residents benefit from nearby parks, excellent schools, and vibrant community events. The area is known for its friendly atmosphere and easy access to public services, ensuring a fulfilling lifestyle. Embrace the warmth of this home and the joys of community living, where every day feels like a retreat.

14013 Old Wye Mills Rd, Wye Mills

Listing courtesy of Keller Williams Realty. Contact:

$3,295,000

Unrivaled Architecture and Design! Exceptional waterfront living on picturesque Town Creek in the historic village of Oxford. Built in 2023 and privately set on 1.71 acres—an extraordinary offering in Oxford—this 5-bedroom, 4.5-bath residence is surrounded by mature trees, refined landscaping, and beautifully executed hardscaping. Designed with exceptional attention to detail, the home features soaring vaulted ceilings, expansive windows, and multiple decks and balconies that frame tranquil water views throughout. The grand living room with gas fireplace opens to the dining area and extraordinary chef’s kitchen, appointed with a substantial center island, casual dining area, and butler’s pantry. A screened porch extends directly from the kitchen, creating an effortless setting for outdoor dining and entertaining. The main-level primary suite is a private retreat with a spa-inspired bath, separate sitting room, and direct access to a screened waterside porch. A private office with adjacent full bath offers flexibility as a fifth bedroom or guest suite. The second floor offers three additional bedrooms, including an ensuite guest room with private balcony, and two bedrooms connected by a Jack-and-Jill bath. Outside, a waterside slate terrace takes full advantage of the setting, while a new pier with two slips and 4' MLW provides convenient boating access. The property also features an integrated rainwater harvesting and management system as part of its environmental site design. Just a short stroll from downtown Oxford, this exceptional property offers a rare combination of architectural distinction, privacy, acreage, and waterfront access. Built outside the flood zone; elevation certificate available. Room for a pool, with plans available for a pool and pool house.

5 Beds ⋅ 5 Baths

Unrivaled Architecture and Design! Exceptional waterfront living on picturesque Town Creek in the historic village of Oxford. Built in 2023 and privately set on 1.71 acres—an extraordinary offering in Oxford—this 5-bedroom, 4.5-bath residence is surrounded by mature trees, refined landscaping, and beautifully executed hardscaping. Designed with exceptional attention to detail, the home features soaring vaulted ceilings, expansive windows, and multiple decks and balconies that frame tranquil water views throughout. The grand living room with gas fireplace opens to the dining area and extraordinary chef’s kitchen, appointed with a substantial center island, casual dining area, and butler’s pantry. A screened porch extends directly from the kitchen, creating an effortless setting for outdoor dining and entertaining. The main-level primary suite is a private retreat with a spa-inspired bath, separate sitting room, and direct access to a screened waterside porch. A private office with adjacent full bath offers flexibility as a fifth bedroom or guest suite. The second floor offers three additional bedrooms, including an ensuite guest room with private balcony, and two bedrooms connected by a Jack-and-Jill bath. Outside, a waterside slate terrace takes full advantage of the setting, while a new pier with two slips and 4' MLW provides convenient boating access. The property also features an integrated rainwater harvesting and management system as part of its environmental site design. Just a short stroll from downtown Oxford, this exceptional property offers a rare combination of architectural distinction, privacy, acreage, and waterfront access. Built outside the flood zone; elevation certificate available. Room for a pool, with plans available for a pool and pool house.

104 East St, Oxford

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

$309,000

This charming Colonial is ideally located in downtown Easton, just off the Rails to Trails, only a block from Idlewild Park and conveniently located between both of Easton's YMCA facilities. Inside, the welcoming first floor offers a spacious living room with French doors opening to a cozy den that could also serve as a home office, playroom or quiet retreat. The kitchen flows into a large dining area with French doors leading to a bright sunroom overlooking the fenced rear yard. A spacious laundry/mudroom and updated half bath complete the first floor. Upstairs, three comfortable bedrooms share an updated full bath. Original hardwood floors flow throughout most of the home, adding character to the inviting interior. A large walk-up attic provides abundant storage space for seasonal items. The fenced backyard offers a brick patio for outdoor entertaining, a separate fire pit area ready to be brought back to life and a storage shed. Beyond the rear fence, a private alley presents the opportunity to create off-street parking, an added bonus in town. The roof was replaced in 2017. With its convenient location, flexible living spaces and inviting outdoor areas, this charming Easton home offers the best of in-town living with close proximity to parks, trails, dining, boutique shops and everyday amenities just moments away.

3 Beds ⋅ 2 Baths

This charming Colonial is ideally located in downtown Easton, just off the Rails to Trails, only a block from Idlewild Park and conveniently located between both of Easton's YMCA facilities. Inside, the welcoming first floor offers a spacious living room with French doors opening to a cozy den that could also serve as a home office, playroom or quiet retreat. The kitchen flows into a large dining area with French doors leading to a bright sunroom overlooking the fenced rear yard. A spacious laundry/mudroom and updated half bath complete the first floor. Upstairs, three comfortable bedrooms share an updated full bath. Original hardwood floors flow throughout most of the home, adding character to the inviting interior. A large walk-up attic provides abundant storage space for seasonal items. The fenced backyard offers a brick patio for outdoor entertaining, a separate fire pit area ready to be brought back to life and a storage shed. Beyond the rear fence, a private alley presents the opportunity to create off-street parking, an added bonus in town. The roof was replaced in 2017. With its convenient location, flexible living spaces and inviting outdoor areas, this charming Easton home offers the best of in-town living with close proximity to parks, trails, dining, boutique shops and everyday amenities just moments away.

313 Linden Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$2,995,000

With huge sunset views across Eastern Bay, this stylishly-updated property is the perfect retreat! The main house with three en-suite bedrooms overlooks a large waterside deck, saltwater pool and screened pool house. A wisteria-covered pergola leads the the 1920's two-bedroom guest house with wrap-around porch at the water's edge. The one-bedroom carriage house completes the compound. Great elevation, substantial dock with 4' MLW and heavy-duty rip rap, newer septic. And all just five miles from historic St. Michaels.

6 Beds ⋅ 7 Baths

With huge sunset views across Eastern Bay, this stylishly-updated property is the perfect retreat! The main house with three en-suite bedrooms overlooks a large waterside deck, saltwater pool and screened pool house. A wisteria-covered pergola leads the the 1920's two-bedroom guest house with wrap-around porch at the water's edge. The one-bedroom carriage house completes the compound. Great elevation, substantial dock with 4' MLW and heavy-duty rip rap, newer septic. And all just five miles from historic St. Michaels.

1002 Wades Farm Ln, Mcdaniel

Listing courtesy of Benson & Mangold, LLC. Contact:

$3,495,000

Located at the end of a private, gated, park-like lane, mid-way between Easton and Oxford: This gracious home is situated on one of the premier sites in Talbot County, MD...2.3-acre point of land, providing Westerly (SUNSET) views looking directly down Trippe Creek toward the Tred Avon River. The tastefully updated brick home provides exceptional water views from most rooms, especially from the living room, dining room and brick-floored glassed "River Room." The floor plan (see downstairs and upstairs plans in the attached photos) features 2-bedrooms down stairs (including a "Primary" Bedroom) and 2 bedrooms upstairs (Including another "Primary" - take your pick!). A total of four large bedrooms, four bathrooms and one half-bath. Lots of living and entertaining spaces downstairs, including a spacious living room, family room, library and River Room. Recent updates include a new BAT septic system; encapsulated crawl space; refinished wood floors throughout; fresh paint inside and out; new kitchen countertops; new kitchen appliances; updated bathrooms and more. This is a true "turn-key" home. For boating, there is a substantial private pier (6' x 135') which provides 6+ ft of depth at low tide (MLW). By boat, the town of Oxford and the open waters of the Choptank River are just a short, scenic 5-mile boat ride downstream. By car, this prime location is conveniently located approx. 5-miles to Easton or 5-miles to Oxford. The Talbot Country Club is less than 2-miles away. A new survey confirms there is room to install a swimming pool. There is a perfect future pool site, providing views of the dock and Trippe Creek.

4 Beds ⋅ 5 Baths

Located at the end of a private, gated, park-like lane, mid-way between Easton and Oxford: This gracious home is situated on one of the premier sites in Talbot County, MD...2.3-acre point of land, providing Westerly (SUNSET) views looking directly down Trippe Creek toward the Tred Avon River. The tastefully updated brick home provides exceptional water views from most rooms, especially from the living room, dining room and brick-floored glassed "River Room." The floor plan (see downstairs and upstairs plans in the attached photos) features 2-bedrooms down stairs (including a "Primary" Bedroom) and 2 bedrooms upstairs (Including another "Primary" - take your pick!). A total of four large bedrooms, four bathrooms and one half-bath. Lots of living and entertaining spaces downstairs, including a spacious living room, family room, library and River Room. Recent updates include a new BAT septic system; encapsulated crawl space; refinished wood floors throughout; fresh paint inside and out; new kitchen countertops; new kitchen appliances; updated bathrooms and more. This is a true "turn-key" home. For boating, there is a substantial private pier (6' x 135') which provides 6+ ft of depth at low tide (MLW). By boat, the town of Oxford and the open waters of the Choptank River are just a short, scenic 5-mile boat ride downstream. By car, this prime location is conveniently located approx. 5-miles to Easton or 5-miles to Oxford. The Talbot Country Club is less than 2-miles away. A new survey confirms there is room to install a swimming pool. There is a perfect future pool site, providing views of the dock and Trippe Creek.

28161 Harleigh Ln, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

23820 Mount Pleasant Lndg, Saint Michaels

$3,000,000

FALL IN LOVE WITH LIFE IN ST. MICHAELS! As summer fades, the Eastern Shore becomes even more captivating. Just one mile from vibrant downtown St. Michaels, this meticulously renovated waterfront residence offers easy access to seasonal festivals, exceptional dining, charming boutiques and year-round waterfront activities. Designed for effortless one-level living, the home combines thoughtful design and relaxed comfort in a resort-like setting. Its westerly orientation provides expansive water views, spectacular sunsets and abundant wildlife. Offered completely turnkey—furnishings, linens, fully equipped kitchen and everything shown in the photographs convey. Additional features include a saltwater pool, pool house, three-car garage and a separate, fenced “tiny house” for the dogs!

FALL IN LOVE WITH LIFE IN ST. MICHAELS! As summer fades, the Eastern Shore becomes even more captivating. Just one mile from vibrant downtown St. Michaels, this meticulously renovated waterfront residence offers easy access to seasonal festivals, exceptional dining, charming boutiques and year-round waterfront activities. Designed for effortless one-level living, the home combines thoughtful design and relaxed comfort in a resort-like setting. Its westerly orientation provides expansive water views, spectacular sunsets and abundant wildlife. Offered completely turnkey—furnishings, linens, fully equipped kitchen and everything shown in the photographs convey. Additional features include a saltwater pool, pool house, three-car garage and a separate, fenced “tiny house” for the dogs!

23820 Mount Pleasant Lndg, Saint Michaels

Listing courtesy of Engel & Volkers Annapolis. Contact:

$480,000

Welcome to this beautifully maintained McDaniel model in Easton Club East, a sought-after 55+ active adult community in Easton. Offering 3 bedrooms and 2.5 baths, this spacious home features a well-designed floor plan with a first-floor primary suite, generous living spaces, and an attached two-car rear-entry garage. A welcoming foyer opens to the formal dining room and leads into the great room, where vaulted ceilings create a bright and open feel. Just beyond, the sunroom offers additional living space with abundant natural light. The kitchen features rich cherry cabinetry, granite countertops, ceramic tile flooring, double wall ovens, an electric cooktop, and a comfortable breakfast area. The first-floor primary suite includes a walk-in closet and private bath with a soaking tub and separate walk-in shower. Two additional bedrooms and a full bath provide comfortable space for guests. Additional features include an irrigation system and intercom system. Easton Club East offers an impressive array of community amenities centered around its 11,000-square-foot clubhouse, with a fitness center, ballroom, library, billiards and game spaces, card room, and arts and crafts room. Outdoor amenities include a swimming pool, tennis and pickleball courts, bocce courts, recreational paths, pocket parks, and scenic ponds. Lawn care and snow removal are also provided by the community association, making it easy to enjoy a low-maintenance lifestyle close to the shopping, dining, cultural attractions, and conveniences of Easton. (More photos coming by Friday!)

Welcome to this beautifully maintained McDaniel model in Easton Club East, a sought-after 55+ active adult community in Easton. Offering 3 bedrooms and 2.5 baths, this spacious home features a well-designed floor plan with a first-floor primary suite, generous living spaces, and an attached two-car rear-entry garage. A welcoming foyer opens to the formal dining room and leads into the great room, where vaulted ceilings create a bright and open feel. Just beyond, the sunroom offers additional living space with abundant natural light. The kitchen features rich cherry cabinetry, granite countertops, ceramic tile flooring, double wall ovens, an electric cooktop, and a comfortable breakfast area. The first-floor primary suite includes a walk-in closet and private bath with a soaking tub and separate walk-in shower. Two additional bedrooms and a full bath provide comfortable space for guests. Additional features include an irrigation system and intercom system. Easton Club East offers an impressive array of community amenities centered around its 11,000-square-foot clubhouse, with a fitness center, ballroom, library, billiards and game spaces, card room, and arts and crafts room. Outdoor amenities include a swimming pool, tennis and pickleball courts, bocce courts, recreational paths, pocket parks, and scenic ponds. Lawn care and snow removal are also provided by the community association, making it easy to enjoy a low-maintenance lifestyle close to the shopping, dining, cultural attractions, and conveniences of Easton. (More photos coming by Friday!)

29812 Dustin Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$895,000

Oxford. One owner 2,858 sq. ft home built in 2006 is just off the Strand only a block from the Tred Avon River. Features living room and dining rooms, den, family room with woodburning fireplace off open kitchen with island and granite countertops, powder room. Second floor offers 3 spacious bedrooms including a primary suite with walk-in closet and 2 guest bedrooms and guest bath. Exterior offers 2 balconies/porches with River views, HardiPlank siding, paver driveway and more on a .18 acre lot. Hardwood flooring throughout most of the home (except 2 guest bedrooms) and 2 energy efficient heat pumps. Located in the Oxford’s historic district. This home preserves the historic character while offering a modern floor plan with 9’ ceilings and modern upgrades. Home is ready for immediate occupancy.

Oxford. One owner 2,858 sq. ft home built in 2006 is just off the Strand only a block from the Tred Avon River. Features living room and dining rooms, den, family room with woodburning fireplace off open kitchen with island and granite countertops, powder room. Second floor offers 3 spacious bedrooms including a primary suite with walk-in closet and 2 guest bedrooms and guest bath. Exterior offers 2 balconies/porches with River views, HardiPlank siding, paver driveway and more on a .18 acre lot. Hardwood flooring throughout most of the home (except 2 guest bedrooms) and 2 energy efficient heat pumps. Located in the Oxford’s historic district. This home preserves the historic character while offering a modern floor plan with 9’ ceilings and modern upgrades. Home is ready for immediate occupancy.

104 Stewart Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

$699,000

A Charming Eastern Shore Retreat located between Easton and Saint Michaels with Water Access & Endless Possibilities! Welcome to 5735 Irish Creek Road, a beautifully updated property offering a wonderful blend of Eastern Shore charm, modern improvements, water access, and incredible potential. Set in the peaceful countryside of Royal Oak, this distinctive property is ready for its next owner to bring their vision to life. Inside the main residence, a renovated gourmet kitchen provides a stylish and functional centerpiece for everyday living and entertaining. The inviting sunroom features a vaulted ceiling, creating a bright and airy space to relax and enjoy the surrounding setting. Recent improvements include a new hot water heater, new air conditioning system, new septic system, and updated flooring throughout. A newly added front brick porch enhances the home's curb appeal and creates a welcoming spot to enjoy the peaceful surroundings. The property also offers exceptional flexibility with a guest cottage and a carriage house/detached garage—perfect for guests, a studio, home office, workshop, additional storage, or whatever your imagination envisions. With water access, this property is ideally suited for enjoying all that the Eastern Shore lifestyle has to offer—from boating, kayaking, fishing, crabbing, and paddleboarding to simply spending leisurely days by the water. Whether you're looking for a peaceful full-time residence, a weekend escape, or a unique property with room to create something truly special, 5735 Irish Creek Road offers an exciting opportunity to make your Eastern Shore dreams a reality. Come discover the charm, embrace the possibilities, and make this one-of-a-kind property your own!

3 Beds ⋅ 2 Baths

A Charming Eastern Shore Retreat located between Easton and Saint Michaels with Water Access & Endless Possibilities! Welcome to 5735 Irish Creek Road, a beautifully updated property offering a wonderful blend of Eastern Shore charm, modern improvements, water access, and incredible potential. Set in the peaceful countryside of Royal Oak, this distinctive property is ready for its next owner to bring their vision to life. Inside the main residence, a renovated gourmet kitchen provides a stylish and functional centerpiece for everyday living and entertaining. The inviting sunroom features a vaulted ceiling, creating a bright and airy space to relax and enjoy the surrounding setting. Recent improvements include a new hot water heater, new air conditioning system, new septic system, and updated flooring throughout. A newly added front brick porch enhances the home's curb appeal and creates a welcoming spot to enjoy the peaceful surroundings. The property also offers exceptional flexibility with a guest cottage and a carriage house/detached garage—perfect for guests, a studio, home office, workshop, additional storage, or whatever your imagination envisions. With water access, this property is ideally suited for enjoying all that the Eastern Shore lifestyle has to offer—from boating, kayaking, fishing, crabbing, and paddleboarding to simply spending leisurely days by the water. Whether you're looking for a peaceful full-time residence, a weekend escape, or a unique property with room to create something truly special, 5735 Irish Creek Road offers an exciting opportunity to make your Eastern Shore dreams a reality. Come discover the charm, embrace the possibilities, and make this one-of-a-kind property your own!

5735 Irish Creek Rd, Royal Oak

Listing courtesy of Compass. Contact:

$674,000

Reduced and Motivated, Beautiful Home Nestled in the charming High Banks community, this delightful Cape Cod-style home offers a serene retreat with 220 feet of waterfront along, and its own private dock to The Pond at High Banks. Or sit out on the wrap around porch overlooking the pond. To enter you drive down a tree lined lane and expansive lawn to a house literally out of a story book. Imagine mornings spent sipping coffee on your porch, listening to the gentle sounds of nature. With 4 spacious bedrooms and 2 full baths, this residence is designed for comfort and relaxation. The main bath is as elegant as you can make, with a built in vanity for pampering one self. The back yard area is fenced in with access from side and back of house. Remodled kitchen with induction stove, air fryer are the features a cook will appreciate. Community is known for its friendly atmosphere and well-maintained surroundings, making it a perfect place to call home. Local schools are highly regarded, ensuring quality education for all ages. Enjoy the convenience of nearby amenities, including shopping and dining options, all while being surrounded by the beauty of nature. This home is not just a property; it's a lifestyle that embraces tranquility and community spirit. Experience the joy of waterfront living in a neighborhood that feels like home. Please note the tax records do not reflect the second floor, the square footage came from the appraisal from when the owners bought. Any question buyer responsible to do there own verification . Shed and shop have electricity. All information is estimates based on the information given verify all and any questions on the above discription.

4 Beds ⋅ 2 Baths

Reduced and Motivated, Beautiful Home Nestled in the charming High Banks community, this delightful Cape Cod-style home offers a serene retreat with 220 feet of waterfront along, and its own private dock to The Pond at High Banks. Or sit out on the wrap around porch overlooking the pond. To enter you drive down a tree lined lane and expansive lawn to a house literally out of a story book. Imagine mornings spent sipping coffee on your porch, listening to the gentle sounds of nature. With 4 spacious bedrooms and 2 full baths, this residence is designed for comfort and relaxation. The main bath is as elegant as you can make, with a built in vanity for pampering one self. The back yard area is fenced in with access from side and back of house. Remodled kitchen with induction stove, air fryer are the features a cook will appreciate. Community is known for its friendly atmosphere and well-maintained surroundings, making it a perfect place to call home. Local schools are highly regarded, ensuring quality education for all ages. Enjoy the convenience of nearby amenities, including shopping and dining options, all while being surrounded by the beauty of nature. This home is not just a property; it's a lifestyle that embraces tranquility and community spirit. Experience the joy of waterfront living in a neighborhood that feels like home. Please note the tax records do not reflect the second floor, the square footage came from the appraisal from when the owners bought. Any question buyer responsible to do there own verification . Shed and shop have electricity. All information is estimates based on the information given verify all and any questions on the above discription.

32659 Discovery Dr, Easton

Listing courtesy of Benson & Mangold, LLC.. Contact:

$730,000

28309 Village Lake Way is a two-story Easton home with connected living spaces suited to everyday routines. The kitchen combines wood cabinetry, stainless steel appliances, and a center island that adds prep space and casual seating. The adjoining living area includes a fireplace that anchors the room, and a separate dining area sits nearby for gatherings. The primary bedroom holds two windows for natural light and a walk-in closet, while the primary bathroom includes a double vanity and a separate shower. Outside, a fully fenced backyard and covered porch extend usable space. An attached two-car garage completes this well-maintained residence with practical amenities throughout every room.

28309 Village Lake Way is a two-story Easton home with connected living spaces suited to everyday routines. The kitchen combines wood cabinetry, stainless steel appliances, and a center island that adds prep space and casual seating. The adjoining living area includes a fireplace that anchors the room, and a separate dining area sits nearby for gatherings. The primary bedroom holds two windows for natural light and a walk-in closet, while the primary bathroom includes a double vanity and a separate shower. Outside, a fully fenced backyard and covered porch extend usable space. An attached two-car garage completes this well-maintained residence with practical amenities throughout every room.

28309 Village Lake Way, Easton

Listing courtesy of Open Door Brokerage, LLC. Contact:

$995,000

This spacious 4-bedroom, 3.5-bath home offers a peaceful rural setting just minutes from downtown Easton. Set on 2+/- acres with an additional 5.92+/-acre non-buildable lot included in the sale, the property offers plenty of space both inside and out. The main level features a large living room with a stone-surround gas fireplace, formal dining room, sunroom, and a well-appointed kitchen with stainless steel appliances, and a large island that makes gathering and entertaining easy. A first-floor office or library adds flexibility, while A whole-home Sonos sound system adds another layer of convenience for everyday living and entertaining. Upstairs, the spacious primary suite includes a private bath with a tile-surround shower and soaking tub, along with three additional bedrooms, two of which have attached baths. The full basement is a standout feature, offering a dedicated workshop with ample space for projects, tools, and storage. Outside, the entertaining space continues with a large back porch, pool, hot tub, oversized shed, extended driveway, and lush landscaping. With a secluded country feel, generous indoor and outdoor gathering spaces, and easy access to downtown Easton, this property offers an exceptional balance of privacy, space, and convenience.

This spacious 4-bedroom, 3.5-bath home offers a peaceful rural setting just minutes from downtown Easton. Set on 2+/- acres with an additional 5.92+/-acre non-buildable lot included in the sale, the property offers plenty of space both inside and out. The main level features a large living room with a stone-surround gas fireplace, formal dining room, sunroom, and a well-appointed kitchen with stainless steel appliances, and a large island that makes gathering and entertaining easy. A first-floor office or library adds flexibility, while A whole-home Sonos sound system adds another layer of convenience for everyday living and entertaining. Upstairs, the spacious primary suite includes a private bath with a tile-surround shower and soaking tub, along with three additional bedrooms, two of which have attached baths. The full basement is a standout feature, offering a dedicated workshop with ample space for projects, tools, and storage. Outside, the entertaining space continues with a large back porch, pool, hot tub, oversized shed, extended driveway, and lush landscaping. With a secluded country feel, generous indoor and outdoor gathering spaces, and easy access to downtown Easton, this property offers an exceptional balance of privacy, space, and convenience.

29747 Easton Farms, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$499,900

Chesapeake by Del Webb. The Hillsboro model offers an exceptional combination of space, convenience, and comfortable living. Located directly across from the Community Center and pool, this home features more than 3,400 square feet of thoughtfully designed living space. The main level includes two generously sized bedrooms and two full bathrooms, along with a separate office, living room, family room with fireplace, and bright sunroom. Upstairs, you'll find an additional bedroom, full bathroom, and spacious living area—ideal for guests, family members, or a private retreat. Step outside to the rear patio, where extensive landscaping creates a beautiful setting for outdoor entertaining, relaxing, or enjoying the surrounding views. With its versatile floor plan, abundant living space, and highly convenient location, the Hillsboro is a home designed for both everyday comfort and entertaining. Recent improvements include a new roof, HVAC system and a new hot water heater

Chesapeake by Del Webb. The Hillsboro model offers an exceptional combination of space, convenience, and comfortable living. Located directly across from the Community Center and pool, this home features more than 3,400 square feet of thoughtfully designed living space. The main level includes two generously sized bedrooms and two full bathrooms, along with a separate office, living room, family room with fireplace, and bright sunroom. Upstairs, you'll find an additional bedroom, full bathroom, and spacious living area—ideal for guests, family members, or a private retreat. Step outside to the rear patio, where extensive landscaping creates a beautiful setting for outdoor entertaining, relaxing, or enjoying the surrounding views. With its versatile floor plan, abundant living space, and highly convenient location, the Hillsboro is a home designed for both everyday comfort and entertaining. Recent improvements include a new roof, HVAC system and a new hot water heater

29580 Charles Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$895,000

Price reduced SIGNIFICANTLY!! Beautiful views of Harris Creek and the Choptank River beyond provide a stunning backdrop for this beautifully maintained home in the established community of Tilghman on Chesapeake. A welcoming front porch framed by mature landscaping and colorful gardens leads into a bright, light-filled interior featuring soaring two-story ceilings, hardwood floors, crown moldings, and abundant natural light. Designed for both everyday living and entertaining, the gourmet kitchen opens to a spacious family room with a gas fireplace, breakfast area, and inviting sunroom. The adjoining rear deck, complete with a hot tub, provides a wonderful setting for outdoor entertaining while overlooking the beautifully landscaped grounds and tranquil water views. The main level also includes gracious formal living and dining rooms, as well as a private office. The upper level overlooks the family room below and features a spacious primary suite with a private balcony and luxurious ensuite bath with a jetted tub and walk-in shower. Three additional bedrooms—one currently used as a library—share a full hall bath. An attached two-car garage provides convenient parking and storage. Residents of Tilghman on Chesapeake enjoy an exceptional array of amenities, including a waterfront clubhouse, swimming pool, picnic area, community pier, and private boat slips available for lease, offering residents an ideal opportunity to enjoy the waterfront lifestyle of Maryland’s Eastern Shore.

Price reduced SIGNIFICANTLY!! Beautiful views of Harris Creek and the Choptank River beyond provide a stunning backdrop for this beautifully maintained home in the established community of Tilghman on Chesapeake. A welcoming front porch framed by mature landscaping and colorful gardens leads into a bright, light-filled interior featuring soaring two-story ceilings, hardwood floors, crown moldings, and abundant natural light. Designed for both everyday living and entertaining, the gourmet kitchen opens to a spacious family room with a gas fireplace, breakfast area, and inviting sunroom. The adjoining rear deck, complete with a hot tub, provides a wonderful setting for outdoor entertaining while overlooking the beautifully landscaped grounds and tranquil water views. The main level also includes gracious formal living and dining rooms, as well as a private office. The upper level overlooks the family room below and features a spacious primary suite with a private balcony and luxurious ensuite bath with a jetted tub and walk-in shower. Three additional bedrooms—one currently used as a library—share a full hall bath. An attached two-car garage provides convenient parking and storage. Residents of Tilghman on Chesapeake enjoy an exceptional array of amenities, including a waterfront clubhouse, swimming pool, picnic area, community pier, and private boat slips available for lease, offering residents an ideal opportunity to enjoy the waterfront lifestyle of Maryland’s Eastern Shore.

21477 Island Club Rd, Tilghman

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

$1,250,000

Welcome to the William J. Wrightson House, a beautifully restored c. 1897 residence where historic St. Michaels charm meets exceptional modern comfort. Located in the heart of town and just steps from the waterfront, marinas, shops, and restaurants, this distinctive 3-bedroom, 3-bath home offers an extraordinary opportunity to enjoy the very best of Eastern Shore living. Extensively renovated with an emphasis on quality and craftsmanship, the home has been updated from top to bottom. Improvements include new HVAC systems, tankless hot water heaters, updated wiring, encapsulated crawl space, new roof and gutters, recessed lighting, high-end appliances, three renovated baths, a custom butler’s pantry, complete interior and exterior painting, and improved patio drainage and grading. Natural light fills the gracious interior, highlighting heart pine and yellow pine floors, custom millwork, and beautifully appointed living spaces. The living room, anchored by a new gas fireplace, flows naturally into the formal dining room and gourmet kitchen, which features quartz countertops, top-tier appliances, generous cabinetry, and custom built-ins. At the rear of the home, the extraordinary sunroom overlooking the English garden, provides an inviting space for relaxed gatherings or entertaining. Vaulted ceilings, shiplap wall treatment, custom built-ins, and butler’s pantry with beverage chiller and bar sink make this room the heart of the house. French doors open to the brick patio and beautifully landscaped gardens. The second floor offers a serene primary suite with a luxurious marble bath, clawfoot soaking tub, antique vanity, and glass-enclosed walk-in shower. Two additional bedrooms and a beautifully renovated hall bath provide comfortable accommodations for family and guests. Outside, a private English garden creates a picturesque retreat, with roses, crepe myrtles, and hydrangeas framed by a charming French Gothic lattice shadowbox fence. Beautifully restored, thoughtfully designed, and ideally located, this is historic St. Michaels living at its finest.

Welcome to the William J. Wrightson House, a beautifully restored c. 1897 residence where historic St. Michaels charm meets exceptional modern comfort. Located in the heart of town and just steps from the waterfront, marinas, shops, and restaurants, this distinctive 3-bedroom, 3-bath home offers an extraordinary opportunity to enjoy the very best of Eastern Shore living. Extensively renovated with an emphasis on quality and craftsmanship, the home has been updated from top to bottom. Improvements include new HVAC systems, tankless hot water heaters, updated wiring, encapsulated crawl space, new roof and gutters, recessed lighting, high-end appliances, three renovated baths, a custom butler’s pantry, complete interior and exterior painting, and improved patio drainage and grading. Natural light fills the gracious interior, highlighting heart pine and yellow pine floors, custom millwork, and beautifully appointed living spaces. The living room, anchored by a new gas fireplace, flows naturally into the formal dining room and gourmet kitchen, which features quartz countertops, top-tier appliances, generous cabinetry, and custom built-ins. At the rear of the home, the extraordinary sunroom overlooking the English garden, provides an inviting space for relaxed gatherings or entertaining. Vaulted ceilings, shiplap wall treatment, custom built-ins, and butler’s pantry with beverage chiller and bar sink make this room the heart of the house. French doors open to the brick patio and beautifully landscaped gardens. The second floor offers a serene primary suite with a luxurious marble bath, clawfoot soaking tub, antique vanity, and glass-enclosed walk-in shower. Two additional bedrooms and a beautifully renovated hall bath provide comfortable accommodations for family and guests. Outside, a private English garden creates a picturesque retreat, with roses, crepe myrtles, and hydrangeas framed by a charming French Gothic lattice shadowbox fence. Beautifully restored, thoughtfully designed, and ideally located, this is historic St. Michaels living at its finest.

202 E Chestnut St, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$775,000

Welcome to 30300 Kings Meadow Place! This spacious home is what peaceful country living is all about! Located on 1.5 acres just outside Easton town limits, you will enjoy nature at its best. A beautiful 3200+ sq. ft. home loaded with amenities - wood floors throughout the main level, with a recently renovated kitchen that now boasts an open floorplan to the Living room with a gas fireplace surrounded by built-in bookcases & Breakfast area with direct access to the rear covered porch. You will enjoy Quartz countertops, stainless steel appliances including a gas oven/range to prepare your meals that you can serve in the large formal dining room for those special guests. The Primary bedroom is located on the opposite side of the house than the other bedrooms for privacy & boasts a spacious spa-like bath, double walk-in closet and access to the rear covered porch. Two additional en-suite bedrooms on the main floor and a powder room give your guests or other family members their own privacy! A main floor fully-equipped laundry room is ideal! Did I mention that there is a covered front porch as well? Upstairs you will find a spacious loft that overlooks the kitchen which can be a whatever you desire - a family room, an office, a workout space. Also you will find the 4th bedroom and another room that could be a game room or play room. There is lots of storage in the house but you will love the attached 3 car garage with a workbench and even more storage. Currently there is no pool but there is certainly plenty of room to add one! If you are in the market for a lovely home in a peaceful country setting, you don't want to miss this one! Some of the furnishings may be purchased separately as well as great Harley Davidson motorcycle!

Welcome to 30300 Kings Meadow Place! This spacious home is what peaceful country living is all about! Located on 1.5 acres just outside Easton town limits, you will enjoy nature at its best. A beautiful 3200+ sq. ft. home loaded with amenities - wood floors throughout the main level, with a recently renovated kitchen that now boasts an open floorplan to the Living room with a gas fireplace surrounded by built-in bookcases & Breakfast area with direct access to the rear covered porch. You will enjoy Quartz countertops, stainless steel appliances including a gas oven/range to prepare your meals that you can serve in the large formal dining room for those special guests. The Primary bedroom is located on the opposite side of the house than the other bedrooms for privacy & boasts a spacious spa-like bath, double walk-in closet and access to the rear covered porch. Two additional en-suite bedrooms on the main floor and a powder room give your guests or other family members their own privacy! A main floor fully-equipped laundry room is ideal! Did I mention that there is a covered front porch as well? Upstairs you will find a spacious loft that overlooks the kitchen which can be a whatever you desire - a family room, an office, a workout space. Also you will find the 4th bedroom and another room that could be a game room or play room. There is lots of storage in the house but you will love the attached 3 car garage with a workbench and even more storage. Currently there is no pool but there is certainly plenty of room to add one! If you are in the market for a lovely home in a peaceful country setting, you don't want to miss this one! Some of the furnishings may be purchased separately as well as great Harley Davidson motorcycle!

30300 Kings Meadow Pl, Easton

Listing courtesy of Shore Living Real Estate. Contact:

$949,000

Beautifully upgraded and thoughtfully designed, custom finishes, and every modern convenience. The gourmet kitchen features dual fuel gas cook top and electric oven in professional grade stove, quartz countertops, professional grade appliances, and premium appointments, flowing seamlessly into warm hardwood floors and a cozy gas fireplace beneath a striking coffered ceiling. Beautifully curated designer wallpaper accents throughout this stunning model home! Offering 4 bedrooms and 2.5 baths, the home includes a first‑floor primary suite with an ensuite spa bath, custom shower, and generous walk‑in closets. Additional highlights include Hardie Plank siding, custom black windows, a Trex deck, paved driveway, 1‑car garage, and excellent storage throughout. Located just a short walk to the heart of St. Michaels, you’ll enjoy easy access to charming shops, restaurants, waterfront activities, and year‑round festivals.

Beautifully upgraded and thoughtfully designed, custom finishes, and every modern convenience. The gourmet kitchen features dual fuel gas cook top and electric oven in professional grade stove, quartz countertops, professional grade appliances, and premium appointments, flowing seamlessly into warm hardwood floors and a cozy gas fireplace beneath a striking coffered ceiling. Beautifully curated designer wallpaper accents throughout this stunning model home! Offering 4 bedrooms and 2.5 baths, the home includes a first‑floor primary suite with an ensuite spa bath, custom shower, and generous walk‑in closets. Additional highlights include Hardie Plank siding, custom black windows, a Trex deck, paved driveway, 1‑car garage, and excellent storage throughout. Located just a short walk to the heart of St. Michaels, you’ll enjoy easy access to charming shops, restaurants, waterfront activities, and year‑round festivals.

111 Chesapeake Ave, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

$559,900

BRAND NEW & MOVE-IN READY, this spacious ranch home offers easy one level living and features high end finishes throughout, including a gourmet kitchen with stylish white and timber cabinetry, satin bronze hardware, quartz countertops, subway tile backsplash, and stainless steels appliances including a double oven, gas cooktop and range hood. The living room features a gas fireplace and large picture windows, providing an abundance of natural light. The owner's suite is equipped with a walk-in closet and luxurious bath with dual vanity, spacious shower w/dual shower heads and tile surround. Rounding out the main level is two additional bedrooms and a full bath with ceramic tile flooring and surround. Additional amenities include 9' ceilings, two car side load garage, LVP flooring, ceramic tile in all baths and laundry room, public sewer (no private septic), 30 year architectural shingles, 92% efficient Carrier HVAC, Pella windows, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, and a spacious front porch. All of this in a convenient location in close proximity to both downtown Saint Michaels and Easton shops, restaurants and grocery. NO HOA or restrictive covenants. This property will not last long, schedule your private tour today!

BRAND NEW & MOVE-IN READY, this spacious ranch home offers easy one level living and features high end finishes throughout, including a gourmet kitchen with stylish white and timber cabinetry, satin bronze hardware, quartz countertops, subway tile backsplash, and stainless steels appliances including a double oven, gas cooktop and range hood. The living room features a gas fireplace and large picture windows, providing an abundance of natural light. The owner's suite is equipped with a walk-in closet and luxurious bath with dual vanity, spacious shower w/dual shower heads and tile surround. Rounding out the main level is two additional bedrooms and a full bath with ceramic tile flooring and surround. Additional amenities include 9' ceilings, two car side load garage, LVP flooring, ceramic tile in all baths and laundry room, public sewer (no private septic), 30 year architectural shingles, 92% efficient Carrier HVAC, Pella windows, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, and a spacious front porch. All of this in a convenient location in close proximity to both downtown Saint Michaels and Easton shops, restaurants and grocery. NO HOA or restrictive covenants. This property will not last long, schedule your private tour today!

26542 Royal Oak Rd, Easton

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

$865,000

A distinctive Eastern Shore residence where historic character, generous living spaces and mature gardens come together in a setting that feels established and remarkably private. The home has evolved, creating a spacious interior with original architectural elements complemented by later additions designed to bring more light and garden views into the house, along with modern conveniences. Wood floors, substantial trim, original wood doors, exposed brick, built-in cabinetry, and bookcases preserve much of the home's character. The main level offers a series of interconnected gathering spaces rather than a conventional modern floor plan. A formal dining room provides a more traditional setting for entertaining, while the large kitchen offers a substantial center island, an informal dining area, and casual living space. The house opens dramatically toward the gardens. The family room is centered around a large brick fireplace and surrounded by built-in bookcases, while broad windows overlook the grounds. An adjoining garden room sits several steps below the principal living level and is wrapped in windows and glazed doors, creating an exceptional transition between indoors and out. Brick flooring reinforces the connection to the adjoining brick terraces and garden. Upstairs, the bedrooms are notably generous in scale, with abundant natural light and the irregularities and details that distinguish an older home from newer construction. Multiple baths serve the upper level, and wood flooring, traditional doors, and architectural details continue throughout. Outside, brick terraces extend the living areas into a mature landscape of lawn, established trees, perennial garden beds, and an ornamental pond. The grounds have the feeling of a garden developed over many years rather than newly installed landscaping. A detached two-car garage provides additional utility and storage with a conditioned second-floor fitness room or studio. Located minutes from downtown Easton and within the rural setting of Talbot County, this new offering is sure to please the discerning buyer.

5 Beds ⋅ 3 Baths

A distinctive Eastern Shore residence where historic character, generous living spaces and mature gardens come together in a setting that feels established and remarkably private. The home has evolved, creating a spacious interior with original architectural elements complemented by later additions designed to bring more light and garden views into the house, along with modern conveniences. Wood floors, substantial trim, original wood doors, exposed brick, built-in cabinetry, and bookcases preserve much of the home's character. The main level offers a series of interconnected gathering spaces rather than a conventional modern floor plan. A formal dining room provides a more traditional setting for entertaining, while the large kitchen offers a substantial center island, an informal dining area, and casual living space. The house opens dramatically toward the gardens. The family room is centered around a large brick fireplace and surrounded by built-in bookcases, while broad windows overlook the grounds. An adjoining garden room sits several steps below the principal living level and is wrapped in windows and glazed doors, creating an exceptional transition between indoors and out. Brick flooring reinforces the connection to the adjoining brick terraces and garden. Upstairs, the bedrooms are notably generous in scale, with abundant natural light and the irregularities and details that distinguish an older home from newer construction. Multiple baths serve the upper level, and wood flooring, traditional doors, and architectural details continue throughout. Outside, brick terraces extend the living areas into a mature landscape of lawn, established trees, perennial garden beds, and an ornamental pond. The grounds have the feeling of a garden developed over many years rather than newly installed landscaping. A detached two-car garage provides additional utility and storage with a conditioned second-floor fitness room or studio. Located minutes from downtown Easton and within the rural setting of Talbot County, this new offering is sure to please the discerning buyer.

30595 Kingston Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$1,150,000

Beautifully positioned on a quiet cul-de-sac in the sought-after community of Cooke’s Hope, this distinguished brick residence offers timeless architecture, generously scaled interiors, a beautifully landscaped private garden with green house, and a detached two-car garage with a private studio above. Designed for both everyday comfort and elegant entertaining, the home is filled with natural light and features a thoughtfully planned floor plan. The welcoming living room is defined by high ceilings, a gas fireplace, and ample space for multiple seating areas, including room for a grand piano. At the heart of the home, the expansive kitchen combines exceptional storage with a large center island, Corian countertops, quality appliances, and a casual dining area. A spacious library/family room with custom built-in shelving provides an inviting retreat, while the adjoining enclosed sunroom overlooks the garden and creates a seamless connection to the outdoors. An elevator provides convenient access to the second level (new carpet throughout), where the spacious primary suite features a tray ceiling and a large well-appointed bath with two walk-in closets, separate vanities, a generous walk-in shower, and towel warmers. Two additional bedrooms offer abundant closet space and share a skylit hall bath. Easily accessible attic space provides excellent additional storage. The mudroom and laundry room is thoughtfully equipped with built-in cabinetry, a utility sink, and direct access to the garden. Outside, mature landscaping, brick hardscaping, and a fountain create a private and tranquil setting. Above the detached garage, the studio with half bath offers exceptional flexibility as a home office, guest suite, fitness room, or creative workspace. Residents of Cooke’s Hope enjoy an outstanding collection of amenities, including scenic walking trails, ponds, tennis and pickleball courts, a fitness room, community gathering spaces, and a waterfront dock with slips and kayak storage. A rare opportunity to own a beautifully maintained home that offers timeless design, exceptional versatility, and the distinctive lifestyle of one of Easton’s premier communities.

Beautifully positioned on a quiet cul-de-sac in the sought-after community of Cooke’s Hope, this distinguished brick residence offers timeless architecture, generously scaled interiors, a beautifully landscaped private garden with green house, and a detached two-car garage with a private studio above. Designed for both everyday comfort and elegant entertaining, the home is filled with natural light and features a thoughtfully planned floor plan. The welcoming living room is defined by high ceilings, a gas fireplace, and ample space for multiple seating areas, including room for a grand piano. At the heart of the home, the expansive kitchen combines exceptional storage with a large center island, Corian countertops, quality appliances, and a casual dining area. A spacious library/family room with custom built-in shelving provides an inviting retreat, while the adjoining enclosed sunroom overlooks the garden and creates a seamless connection to the outdoors. An elevator provides convenient access to the second level (new carpet throughout), where the spacious primary suite features a tray ceiling and a large well-appointed bath with two walk-in closets, separate vanities, a generous walk-in shower, and towel warmers. Two additional bedrooms offer abundant closet space and share a skylit hall bath. Easily accessible attic space provides excellent additional storage. The mudroom and laundry room is thoughtfully equipped with built-in cabinetry, a utility sink, and direct access to the garden. Outside, mature landscaping, brick hardscaping, and a fountain create a private and tranquil setting. Above the detached garage, the studio with half bath offers exceptional flexibility as a home office, guest suite, fitness room, or creative workspace. Residents of Cooke’s Hope enjoy an outstanding collection of amenities, including scenic walking trails, ponds, tennis and pickleball courts, a fitness room, community gathering spaces, and a waterfront dock with slips and kayak storage. A rare opportunity to own a beautifully maintained home that offers timeless design, exceptional versatility, and the distinctive lifestyle of one of Easton’s premier communities.

7040 Old School House Ln, Easton

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

$599,990

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Don’t miss this incredible opportunity—3 Car Garage! 4 bedrooms, 3.5 baths, offering exceptional space and value for today’s lifestyle. Backing to trees for added privacy and a serene view, this home delivers both comfort and setting. The bright sunroom off the kitchen creates the perfect gathering space, while the kitchen itself shines with a farmhouse sink, white cabinetry, quartz countertops, and a gourmet stainless steel appliance package with a hood. Luxury vinyl plank flooring spans the main level. Upstairs, enjoy the convenience of a second-level laundry room with a utility sink. Located in Trappe, MD—just minutes from Easton—Lakeside at Trappe offers an amenity-rich lifestyle. Residents enjoy a pool, bathhouse with fitness room, ping pong, cornhole, playground, sports courts, and a dedicated Bark Park, with exciting future lakeside amenities to come. With easy access to Easton, Cambridge, and the surrounding Chesapeake Bay region, this community blends convenience, recreation, and value. Ask about builder incentives! Please note interior photos are similar while under construction

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Don’t miss this incredible opportunity—3 Car Garage! 4 bedrooms, 3.5 baths, offering exceptional space and value for today’s lifestyle. Backing to trees for added privacy and a serene view, this home delivers both comfort and setting. The bright sunroom off the kitchen creates the perfect gathering space, while the kitchen itself shines with a farmhouse sink, white cabinetry, quartz countertops, and a gourmet stainless steel appliance package with a hood. Luxury vinyl plank flooring spans the main level. Upstairs, enjoy the convenience of a second-level laundry room with a utility sink. Located in Trappe, MD—just minutes from Easton—Lakeside at Trappe offers an amenity-rich lifestyle. Residents enjoy a pool, bathhouse with fitness room, ping pong, cornhole, playground, sports courts, and a dedicated Bark Park, with exciting future lakeside amenities to come. With easy access to Easton, Cambridge, and the surrounding Chesapeake Bay region, this community blends convenience, recreation, and value. Ask about builder incentives! Please note interior photos are similar while under construction

1953 Silver Lake Ln, Trappe

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$525,000

Welcome to 29796 Lyons Drive, where comfortable elegance, easy living, and the peaceful beauty of Maryland’s Eastern Shore come together. Located in a desirable 55+ community, this beautifully maintained Merion Model offers an inviting floor plan, impressive architectural details, and tranquil surroundings. Adding even more peace of mind, the home features a roof that is only 2 years old. From the moment you step inside, you’ll appreciate the home’s attention to detail, including soaring ceilings and an elegant tray ceiling in the dining room. The warm and welcoming family room is centered around a gas fireplace, creating the perfect setting for relaxing evenings or gathering with family and friends. Designed with convenient main-level living in mind, the spacious primary suite is located on the first floor and is enhanced by a beautiful tray ceiling. The private primary bath features a walk-in shower and soaking tub, creating your own relaxing retreat at the end of the day. At the heart of the home is a spectacular kitchen featuring granite countertops and beautiful 42-inch maple cabinetry, offering plenty of workspace and storage for everyday living and entertaining. The additional sunroom may quickly become one of your favorite places in the home. Enjoy your morning coffee while looking out over the stone patio and surrounding trees, where wild turkeys and deer may be among your morning visitors. Need a little extra space? A room above the garage with both heat and air conditioning provides wonderful flexibility. Create a home office, hobby or craft room, exercise space, media room, or comfortable retreat—the possibilities are yours. Whether you’re ready to simplify your lifestyle, enjoy the benefits of a welcoming 55+ community, or simply find a beautiful home where you can relax and enjoy everything the Eastern Shore has to offer, 29796 Lyons Drive is more than a home—it’s a destination.

Welcome to 29796 Lyons Drive, where comfortable elegance, easy living, and the peaceful beauty of Maryland’s Eastern Shore come together. Located in a desirable 55+ community, this beautifully maintained Merion Model offers an inviting floor plan, impressive architectural details, and tranquil surroundings. Adding even more peace of mind, the home features a roof that is only 2 years old. From the moment you step inside, you’ll appreciate the home’s attention to detail, including soaring ceilings and an elegant tray ceiling in the dining room. The warm and welcoming family room is centered around a gas fireplace, creating the perfect setting for relaxing evenings or gathering with family and friends. Designed with convenient main-level living in mind, the spacious primary suite is located on the first floor and is enhanced by a beautiful tray ceiling. The private primary bath features a walk-in shower and soaking tub, creating your own relaxing retreat at the end of the day. At the heart of the home is a spectacular kitchen featuring granite countertops and beautiful 42-inch maple cabinetry, offering plenty of workspace and storage for everyday living and entertaining. The additional sunroom may quickly become one of your favorite places in the home. Enjoy your morning coffee while looking out over the stone patio and surrounding trees, where wild turkeys and deer may be among your morning visitors. Need a little extra space? A room above the garage with both heat and air conditioning provides wonderful flexibility. Create a home office, hobby or craft room, exercise space, media room, or comfortable retreat—the possibilities are yours. Whether you’re ready to simplify your lifestyle, enjoy the benefits of a welcoming 55+ community, or simply find a beautiful home where you can relax and enjoy everything the Eastern Shore has to offer, 29796 Lyons Drive is more than a home—it’s a destination.

29796 Lyons Dr, Easton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$599,000

This beautifully maintained 3-bedroom, 3-bathroom home is special the second you pull into the driveway. Situated on nearly an acre in a private and peaceful setting. When you enter the front door, you will be drawn to the large screen porch ion the rear of the home and you are also greeted by a generous living room with two fireplaces. The kitchen is large and functional with plenty of space for a large table with an office/den directly off the kitchen. Upstairs you will find 3 ensuite bedrooms with a stunning primary with a beautiful walk in shower. The outside space is stunning with a large screen porch and separate patio to enjoy the very private and parklike back yard. Other features include a conditioned crawlspace, tankless hot water heater and high speed internet provided by Easton Utilities. The ferry to Oxford, and public boat ramp are right down the road and this area is renowned for its biking and beauty. Being 10 minutes from Easton and Saint Michaels this is the ideal setting to enjoy the peaceful Eastern Shore with easy proximity to all intown amenities.

This beautifully maintained 3-bedroom, 3-bathroom home is special the second you pull into the driveway. Situated on nearly an acre in a private and peaceful setting. When you enter the front door, you will be drawn to the large screen porch ion the rear of the home and you are also greeted by a generous living room with two fireplaces. The kitchen is large and functional with plenty of space for a large table with an office/den directly off the kitchen. Upstairs you will find 3 ensuite bedrooms with a stunning primary with a beautiful walk in shower. The outside space is stunning with a large screen porch and separate patio to enjoy the very private and parklike back yard. Other features include a conditioned crawlspace, tankless hot water heater and high speed internet provided by Easton Utilities. The ferry to Oxford, and public boat ramp are right down the road and this area is renowned for its biking and beauty. Being 10 minutes from Easton and Saint Michaels this is the ideal setting to enjoy the peaceful Eastern Shore with easy proximity to all intown amenities.

6280 Bellevue Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

$375,000

Opportunity awaits! This 4-bedroom, 2-bathroom, two-level home offers a functional layout and plenty of potential for its next owner. The main level features beautiful hardwood floors, a galley kitchen, a separate dining room, and comfortable living spaces. Outside, you'll find a spacious yard with a storage shed, providing plenty of room for outdoor activities, gardening, or future improvements. This home is in need of some TLC and is priced accordingly, making it an excellent opportunity for investors, renovators, or buyers looking to add their own personal touches and build equity. With great bones and endless possibilities, this property is ready to be transformed into something special.

4 Beds ⋅ 2 Baths

Opportunity awaits! This 4-bedroom, 2-bathroom, two-level home offers a functional layout and plenty of potential for its next owner. The main level features beautiful hardwood floors, a galley kitchen, a separate dining room, and comfortable living spaces. Outside, you'll find a spacious yard with a storage shed, providing plenty of room for outdoor activities, gardening, or future improvements. This home is in need of some TLC and is priced accordingly, making it an excellent opportunity for investors, renovators, or buyers looking to add their own personal touches and build equity. With great bones and endless possibilities, this property is ready to be transformed into something special.

214 Madison Ave, Saint Michaels

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,195,000

Coveted location between Easton and St. Michaels with breathtaking Tred Avon River views!!!!Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick home enjoys water views from nearly every room. The thoughtfully designed one-level floor plan is comfortable and easy to live in, while the classic character of the original home has been complemented by extensive updates from the current owners. A substantial attic runs the full length of the house, offering excellent storage and the potential for future expansion. The three-bedroom, three-bath home has been updated throughout, with beautiful hardwood floors, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new deck, 2017 roof, and numerous other improvements. The spacious waterside primary suite has a generous ensuite bath, ample closet space, and additional storage, while two privately situated bedrooms share a full bath for family or guests. The living spaces are warm and inviting, with large windows bringing the river setting indoors. The living room centers around a wood-burning fireplace framed by custom built-in bookshelves, and the formal dining room is well suited for entertaining. The renovated kitchen, with its large center island and premium appliances, flows into the comfortable family room and the waterside enclosed sunroom, complete with a full bath and beautiful river views. An adjoining bonus room offers additional flexibility for a butler’s pantry, hobby or craft room, or storage. An oversized attached two-car garage connects conveniently to the expansive attic, while a detached, climate-controlled studio provides wonderful flexibility for an art studio, home office, workshop, or other uses. The outdoor spaces make the most of the waterfront setting. A gunite pool, added in 2020, is surrounded by hardscape and fencing and offers a private place to relax and entertain. The dock was completely rebuilt in 2024 and includes two slips, a floating dock, and approximately 6' MLW, providing excellent access to the Tred Avon River and by boat to Oxford and the Choptank River. With its beautiful setting, extensive improvements, exceptional boating access, and convenient location between Easton and St. Michaels, this is a special Eastern Shore property that offers privacy, character, and an easy waterfront lifestyle.

Coveted location between Easton and St. Michaels with breathtaking Tred Avon River views!!!!Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick home enjoys water views from nearly every room. The thoughtfully designed one-level floor plan is comfortable and easy to live in, while the classic character of the original home has been complemented by extensive updates from the current owners. A substantial attic runs the full length of the house, offering excellent storage and the potential for future expansion. The three-bedroom, three-bath home has been updated throughout, with beautiful hardwood floors, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new deck, 2017 roof, and numerous other improvements. The spacious waterside primary suite has a generous ensuite bath, ample closet space, and additional storage, while two privately situated bedrooms share a full bath for family or guests. The living spaces are warm and inviting, with large windows bringing the river setting indoors. The living room centers around a wood-burning fireplace framed by custom built-in bookshelves, and the formal dining room is well suited for entertaining. The renovated kitchen, with its large center island and premium appliances, flows into the comfortable family room and the waterside enclosed sunroom, complete with a full bath and beautiful river views. An adjoining bonus room offers additional flexibility for a butler’s pantry, hobby or craft room, or storage. An oversized attached two-car garage connects conveniently to the expansive attic, while a detached, climate-controlled studio provides wonderful flexibility for an art studio, home office, workshop, or other uses. The outdoor spaces make the most of the waterfront setting. A gunite pool, added in 2020, is surrounded by hardscape and fencing and offers a private place to relax and entertain. The dock was completely rebuilt in 2024 and includes two slips, a floating dock, and approximately 6' MLW, providing excellent access to the Tred Avon River and by boat to Oxford and the Choptank River. With its beautiful setting, extensive improvements, exceptional boating access, and convenient location between Easton and St. Michaels, this is a special Eastern Shore property that offers privacy, character, and an easy waterfront lifestyle.

27476 Travelers Rest Ct, Easton

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

$979,000

No showings until Aug. 25, 2026. Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.