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$435,000
3 Beds ⋅ 2 Baths
Enjoy the charm of St. Michaels from this end-unit townhome in Martingham. Offering three bedrooms and two full baths, the home features a flexible layout with a first-floor bedroom and full bath—well suited for guests, a home office, or convenient main-level living. The renovated kitchen has white cabinetry and stone countertops, with a glass door opening to a bright, tile-floored sunroom. A fireplace and large picture frame window make the living room a welcoming place to unwind. Upstairs, the primary bedroom opens to a private deck with a small water view and peaceful views of landscaped grounds. An attached one-car garage adds everyday convenience. Martingham is home to the Links at Perry Cabin, a scenic 18-hole championship course designed by Pete Dye, while the nearby town of St. Michaels offers the historic character, local shops, waterfront outings, and dining that make it such a special place to spend time.

9545 Quail Hollow Dr Unit 206, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$275,000
3 Beds ⋅ 3 Baths
Discover the charm of this inviting Colonial townhouse style condominium in the desirable Stoney Ridge community. With 1,584 sq. ft. of thoughtfully designed space, plus the finished family room in the basement, this home features three cozy bedrooms and two and a half baths, perfect for comfortable living. The heart of the home boasts a galley kitchen with upgraded cabinets, granite countertops and tile backsplash, equipped with modern appliances, including a built-in microwave and dishwasher, seamlessly flowing into a family room ideal for gatherings. The HVAC was replaced in 2023. Enjoy the warmth of an electric fireplace in the living area, and the convenience of a main-floor laundry. The community offers well-maintained common areas, with services like lawn care and snow removal included in the association fee. Stoney Ridge is conveniently located near parks, providing ample opportunities for outdoor activities, and is served by reputable schools both public and private. With easy access to public services and a friendly neighborhood atmosphere, this home is a perfect blend of comfort and community. Experience the joy of living in a place that truly feels like home!

29595 Dutchmans Ln Unit 702, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$398,000
2 Beds ⋅ 2 Baths
Nestled in the serene enclave of Gull Wing Villas, this exquisite bungalow-style townhouse offers a harmonious blend of comfort and relaxation. Step inside to discover an inviting open floor plan that seamlessly combines the dining and living areas, perfect for both relaxation and entertaining. The warmth of wood floors and the charm of a brick gas fireplace create an ambiance that feels like home. This residence features two spacious bedrooms, including a primary suite with a luxurious walk-in shower and ample closet space. Recessed lighting and ceiling fans enhance the inviting atmosphere, while the eat-in kitchen beckons culinary creativity. An attic provides additional storage, ensuring that every inch of this home is utilized efficiently. Outside, indulge in the exclusive lifestyle that comes with private for residents only access to the Miles River. Enjoy leisurely afternoons at the waterfront park or embark on adventures with your canoe or kayak, enjoy the picnic area to end the day, foster a sense of connection with neighbors while maintaining your privacy. With two dedicated parking spaces and a well-maintained environment, this property is not just a home; it's a lifestyle choice. Experience the tranquility of this golf community living while enjoying the conveniences of one story living amenities. Embrace the opportunity to make this comfortable retreat your own.

24580 Deepwater Point Dr Unit 3, Saint Michaels

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

$425,000
3 Beds ⋅ 2 Baths
28500 Woods Drive is on a quite street located in the Easton Club. The property has a first floor primary, with an impressive bathroom. Two bedrooms are located on the second level, and share a full bath. A large loft space is also located on the second level. The home offers a living and dining room. The family room and kitchen are located at the back of the property. Opening up to a patio where you can enjoy a private outdoor space. Great for entertaining. The Easton Club has an out door pool, tennis courts , and a walking path.

28500 Woods Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$404,900
4 Beds ⋅ 3 Baths
Welcome to Lakelands at Easton! This spacious home offers a versatile floor plan with the convenience of main-level living and plenty of room to spread out. The primary suite is located on the main level, along with a dedicated home office and laundry room. The gorgeous kitchen features abundant cabinetry, granite countertops, stainless steel appliances, a large pantry, and plenty of workspace, opening to a light-filled living room with high ceilings, beautiful windows, tons of natural light, and a cozy gas fireplace. Step outside to the patio and enjoy a backyard and side yard that back to mature trees, creating a peaceful setting with added privacy. The attached two-car garage provides everyday convenience, and the additional area alongside the home offers extra parking space—a great bonus for guests or additional vehicles. Upstairs, the possibilities continue with two additional bedrooms and a full bathroom, plus a large open loft area perfect for a TV room, sitting area, game room, playroom, or teen hangout. An impressive finished bonus room, estimated at approximately 400 square feet, adds even more flexible living space and is a standout feature of this home. Recent improvements include a new roof installed in 2025, new HVAC system, new hot water heater, new dryer, and new microwave, adding to the comfort and convenience this home has to offer. Conveniently situated just off Route 50 for an easy commute and close to Downtown Easton, shopping, local restaurants, and everyday conveniences. With four bedrooms, multiple flexible living areas, a main-level primary suite, home office, abundant natural light, and an attached two-car garage, this home offers a wonderful combination of space, updates, versatility, and location. Come see everything this Lakelands at Easton home has to offer!

29009 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$490,000
3 Beds ⋅ 3 Baths
With extensive updating done less than three years ago, this home in the popular Martingham community shows beautifully! The spacious, open living room with hardwood floors and fireplace overlooks a pavered patio and lots of greenspace beyond. The kitchen is up to date and well designed, and a pocket door separates it from the first floor bedroom suite, which could also be a den or office. Upstairs are two generous ensuite bedrooms with updated baths. A slider off the primary bedroom leads to a porch overlooking the landscaped grounds. A one-car garage is just outside the front door, and additional parking is available just steps away. All this within a mile of historic St. Michaels (but no town taxes!).

9521 Quail Hollow Dr Unit 605, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$299,900
3 Beds ⋅ 2 Baths
Welcome home to this charming 3-bedroom, 2-full-bath home offering a comfortable and functional layout with the convenience of a main-level primary bedroom. The spacious primary bedroom features a private full bath and direct access to the deck, creating an easy connection to the outdoors. The main level also offers a welcoming living area, kitchen and dining space, along with convenient main-level laundry. The kitchen and dining area provide additional access to the deck, making outdoor entertaining or enjoying your morning coffee a breeze. Upstairs, you’ll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, a home office or flex space.This desirable end-unit home offers added privacy and extra outdoor space, including a side yard and backyard—perfect for relaxing, entertaining, or enjoying some fresh air. Updates include an HVAC system that is only one year old and a new washing machine, providing added peace of mind. Come see all this home has to offer!

8186 June Way Unit 307, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$374,900
3 Beds ⋅ 4 Baths
Rarely available three-level townhome offering approximately 2,258 square feet, three bedrooms, 3.5 baths, and a distinctive, exceptionally flexible floor plan. The first and second floors have been freshly painted, luxury vinyl plank flooring installed on the first floor, the landscaping has been refreshed, and the few items identified during a recent home inspection have been addressed. The main level features comfortable living and dining spaces, a well-appointed kitchen with maple cabinetry, granite countertops, ceramic tile flooring, and updated appliances, plus access to the rear deck and fenced yard. The spacious second-floor primary suite offers a private bath with dual sinks, tub/shower surround, and walk-in closet. The third level is a true retreat, complete with a gas fireplace, full bath, walk-in closet, and abundant possibilities as an ensuite bedroom, game room, studio, home office, or private space for multigenerational living. An exceptionally generous “sky attic” provides valuable storage for seasonal items and more. A newer roof and hot water heater add further appeal. Pinehurst Circle is located within the sought-after Easton Club community, where residents enjoy a community pool, tennis and pickleball courts, trash removal, snow removal, yard maintenance, and common-area maintenance through the HOA. Easton Utilities provides electric service, natural gas, water, sewer, cable, and high-speed Easton Velocity internet. Convenient access to Route 50 makes this an excellent location for commuting, while downtown Easton’s restaurants, boutiques, galleries, Academy Art Museum, and Avalon Theatre are just minutes away. With multiple ensuite possibilities and generous living and storage space across three levels, this move-in-ready townhome, backing to the woods presents a rare opportunity.

28461 Pinehurst Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$415,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests. The spacious main-level primary suite features a walk-in closet and private en-suite bath, while a dedicated home office provides an ideal space for remote work or study. Bright, open living areas are filled with natural light and flow seamlessly into the kitchen, complete with stainless steel appliances and ample cabinetry for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms along with a finished bonus room offering approximately 400 sq. ft. of additional finished space—ideal for a recreation room, media room, hobby space, or additional living area. Step outside to enjoy the fully fenced backyard, offering privacy and room to relax, garden, or entertain. Additional highlights include an attached two-car garage, new flooring on the main level, new dishwasher, new dryer, new disposal and new roof. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50 for convenient access throughout the Mid-Shore. This move-in-ready home offers an appealing combination of space, comfort, convenience, and low-maintenance living.

29141 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$399,900
4 Beds ⋅ 3 Baths
Welcome to Lakelands at Easton! This bright and spacious two-story townhome offers approximately 2,700 square feet of comfortable living space with a desirable floor plan designed for easy everyday living. The main level features a private primary suite, convenient laundry room, and a welcoming living area with a cozy gas fireplace and abundant natural light. The kitchen offers plenty of space for everyday meals and entertaining and features a new refrigerator and new disposal, while the laundry room includes a new dryer. Upstairs, you’ll find three generously sized bedrooms along with a large open living area that provides wonderful flexibility for a second TV room, game room, sitting area, home office, or additional gathering space. Enjoy the convenience of an attached garage and outdoor living in the fenced backyard, offering space to relax, garden, or entertain. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50. This home offers an appealing combination of space, flexibility, comfort, and low-maintenance living.

29181 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$389,900
3 Beds ⋅ 3 Baths
Welcome to Lakelands at Easton! This spacious and beautifully maintained end-unit townhome offers approximately 2,386 square feet of comfortable living space with a sought-after first-floor primary suite. The bright, open floor plan features a welcoming living room with a cozy gas fireplace, an expansive kitchen with abundant cabinetry and generous workspace, a convenient main-level laundry room, and an attached two-car garage. Upstairs, you'll find two generously sized bedrooms, a full bath, and flexible living space perfect for a family room, home office, or hobby area. Step outside to enjoy the fully fenced backyard—ideal for entertaining, gardening, or relaxing in your own private outdoor retreat. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands enjoy low-maintenance living with HOA amenities, including a community pool, while being just minutes from historic downtown Easton, shopping, dining, medical facilities, and Route 50 for an easy commute. Move-in ready and offering the perfect blend of space, comfort, and convenience, this exceptional end-unit townhome is one you won't want to miss!

29027 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$267,000
2 Beds ⋅ 2 Baths
One-level living at its best in the desirable Waylands community! This well-maintained end-unit townhome offers the convenience of low-maintenance living just minutes from historic downtown Easton. Featuring two bedrooms and two full bathrooms, this move-in ready home provides a comfortable and functional layout with hardwood flooring throughout the foyer, living area, and dining space. The spacious kitchen features a breakfast bar, plenty of cabinetry, and an open connection to the main living area, making it ideal for everyday living and entertaining. A separate laundry room with washer and dryer adds to the home's convenience. Enjoy outdoor living on the private rear deck overlooking the generous side and backyard, along with a storage shed for additional organization. Two assigned parking spaces are located directly in front of the home, with additional street parking available. The Waylands community HOA includes lawn care, common area maintenance, and a neighborhood playground. Located close to shopping, grocery stores, restaurants, parks, galleries, and downtown. This home offers the perfect combination of comfort, convenience, and Eastern Shore charm. Whether you're downsizing, purchasing your first home, or looking for an easy-care lifestyle, this end-unit townhome is ready for its next owner!

8186 June Way Unit 601, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$394,793
4 Beds ⋅ 3 Baths
Welcome to this beautifully maintained end-unit townhome in the highly desirable Lakelands community of Easton. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home provides the perfect blend of comfort, space, and convenience. The sun-filled main level features a spacious primary suite with a large en-suite bath and an oversized walk-in closet. The gourmet kitchen is appointed with granite countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the dining area and inviting living room, complete with a cozy gas fireplace. A private office or den offers an ideal space for working from home, reading, or pursuing hobbies. Upstairs, you'll find three generously sized bedrooms, a full bath, and an expansive bonus family room that can easily serve as a media room, playroom, home gym, or additional gathering space. Step outside to enjoy a fully fenced backyard backing to mature trees, creating a peaceful setting with added privacy. The front of the home overlooks the community pond, offering scenic views and a welcoming streetscape. Residents of Lakelands enjoy access to the community swimming pool and beautifully maintained common areas. Conveniently located just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50, this home also provides easy access to the waterfront charm of St. Michaels. Don't miss this opportunity to own one of Lakelands' desirable end-unit homes with exceptional space, privacy, and location!

29281 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$334,000
2 Beds ⋅ 3 Baths
This attractive end-unit townhouse is located in the desirable Easton Club community offering well-maintained, move-in ready living just minutes from historic downtown Easton. The home features a welcoming front porch that leads to the foyer and spacious kitchen, complete with granite counters, a pantry, breakfast bar, ample cabinet and counter space and appliances that are all less than two years old. The spacious living room offers flexible space for both living and dining and features two sliding glass doors leading to the rear deck overlooking ponds and a wooded setting. Upstairs, the primary suite features a large walk-in closet and spacious private bath, while the second bedroom also includes its own full bath and walk-in closet. Bedroom-level laundry adds everyday convenience. An attached outdoor storage shed provides ample space for tools, bikes, seasonal decor or any of your storage needs. A new roof was installed in June 2026 giving a buyer peace of mind for years to come. Residents of Easton Club enjoy a newly refinished in-ground pool, newly refinished tennis and pickleball courts and multiple ponds throughout the community, all just minutes from downtown Easton's charming boutiques, restaurants and local attractions. Downtown Oxford is approximately 10 minutes away where you can enjoy local waterfront dining, the beach at “The Strand” and so much more.

28491 Pinehurst Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$415,000
3 Beds ⋅ 4 Baths
Enjoy the combination of privacy, convenience, and low-maintenance living in this beautifully updated townhome just minutes from downtown. Nestled against a peaceful wooded backdrop, this home offers a rare sense of seclusion with an exceptionally private balcony-style deck overlooking the trees. Inside, hardwood floors enhance the main level’s open-concept design, featuring a bright kitchen with stainless steel appliances, a dining area, and spacious living room. The upper level offers a private primary suite with a full bath, walk-in closet, and versatile loft space, along with two additional bedrooms and a full bath. The lower level provides even more space with a cozy family room, half bath, laundry area, and convenient garage access.

300 Dixon St Unit 505, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$459,900
4 Beds ⋅ 4 Baths
This well-maintained duplex with new roof in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractions—all while benefiting from no town taxes. With both units currently 100% leased, this property provides immediate, reliable income, making it a smart addition to any investment portfolio.

104 Madison Ave, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$339,900
2 Beds ⋅ 3 Baths
Located in the desirable Martingham community, this two-bedroom, two-and-a-half-bath condominium offers comfortable living just minutes from historic downtown St. Michaels. The main level features a spacious living room with hardwood flooring and a wood-burning fireplace, a convenient half bath, and a full-season sunroom overlooking the backyard with direct access to the outdoor space. A detached one-car garage provides additional parking and storage. Upstairs, both bedrooms feature en-suite baths, including a rear bedroom with a private balcony overlooking the backyard and The Links at Perry Cabin Golf Course. Brand-new carpeting has just been installed throughout the upper level, and the home also features a brand-new water heater. Conveniently located near shopping, dining, waterfront parks, and the many attractions of downtown St. Michaels, this property offers an excellent opportunity to enjoy Eastern Shore living.

9531 Quail Hollow Dr Unit 405, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$395,000
2 Beds ⋅ 2 Baths
Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning fireplace, newer kitchen appliances, washer and dryer. Carpeting was replaced a couple years ago. Convenient location with quick access to the Easton bypass and Rt 50, hospital and downtown.

1175 S Washington St Unit 18, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$269,900
3 Beds ⋅ 3 Baths
Welcome to this spacious 3-bedroom, 2.5-bath middle-unit townhome located in Easton. Conveniently situated near shopping, dining, parks, schools, and many of the amenities the town has to offer, this home also provides easy access to major highways for commuters The main living area features a large, combined living and dining room, perfect for everyday living and entertaining. Step outside onto the rear deck for outdoor relaxation and enjoyment. The galley-style kitchen offers ample cabinet space and includes a cozy eat-in area for casual meals. Upstairs, you'll find nearly 1,600 square feet of comfortable living space, including three generously sized bedrooms and two full bathrooms. The lower level offers almost 800 square feet of additional space, providing endless possibilities for storage, a home gym, recreation room. A rear-loading garage adds convenience and extra storage options. Don't miss this opportunity to own a well-located townhome with plenty of space and easy access to everything Easton has to offer.

29595 Dutchmans Ln Unit 603, Easton

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

$350,000
3 Beds ⋅ 3 Baths
BRAND NEW ROOF INSTALLED SEPTEMBER 2026 & NEW HVAC 2025. Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. Additional features include multiple storage closets, a dedicated laundry room, a two-car garage, and a fully fenced backyard with patio ideal for outdoor entertaining, pets, or gardening.

29053 Superior Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$474,000
3 Beds ⋅ 3 Baths
Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtfully positioned on one of the larger lots among the original Easton Club townhomes, this home features added side windows that bring in wonderful natural light while capturing the surrounding nature views. The main level offers an inviting living room with solid wood flooring, crown molding, higher baseboards, and a gas fireplace with marble hearth and mantel. An arched opening leads to the formal dining room, creating a gracious flow for everyday living and entertaining. The kitchen features white cabinetry, composite countertops, tile backsplash, tile flooring, newer appliances, and recently installed LED under-cabinet lighting. A spacious first-floor family room provides excellent flexibility and could also serve as a main-level primary bedroom suite, with a full bath and closet for added convenience. Upstairs, the large primary bedroom with sitting area features a walk-in closet, updated walk-in shower, and access to a private balcony with newer polymer membrane, privacy screen, posts, and railings. A second upstairs bedroom and additional full bath complete the upper level. Outdoor spaces include a rear patio overlooking a peaceful lawn, mature trees, and open green space, plus a private balcony for relaxing above it all. Additional conveniences and updates include an attached one-car garage, a newer roof with GAF Silver Pledge warranty, newer gutters and downspouts, newer furnace, newer washer and dryer, recently installed wool stair runner, and an encapsulated crawlspace with dehumidifier. Charming garden accents, including the front yard armillary and backyard concrete bird bath, convey with the home. Enjoy the ease of Easton Club living, where tree-lined surroundings, open green space, panoramic view of expansive open land, and neighborhood amenities create a quiet and convenient setting. The community offers a pool, tennis and pickleball courts, sidewalks, and easy access to downtown Easton, Oxford, shops, dining, and waterfront recreation. With its desirable end-unit location, versatile floor plan, beautiful natural light, and scenic setting, this home is a special opportunity in one of Easton’s established communities. Schedule your private showing today.

28542 Congressional Ct, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$365,000
4 Beds ⋅ 3 Baths
Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenings, or enjoying your morning coffee, the deck provides the perfect extension of your living space while overlooking the added benefit of a side yard unique to this end-unit location. Upstairs, the spacious primary suite offers a large walk-in closet and an upgraded en-suite bathroom featuring a beautifully tiled walk-in shower, creating a private retreat at the end of the day. As an end unit, the home benefits from additional windows, abundant natural light, and more outdoor space than many neighboring properties. The two-car garage offers plenty of room for parking, storage, and recreational gear. Location is one of this home's greatest assets. Situated directly across from the community playground and mailboxes, everyday conveniences are just steps away. You'll also enjoy being minutes from historic downtown Easton, where locally owned restaurants, coffee shops, boutiques, galleries, parks, and year-round events create the vibrant Eastern Shore lifestyle residents love. With easy access to shopping, healthcare, schools, and commuter routes, this location offers the perfect balance of convenience and community. Combining low-maintenance living, modern finishes, flexible space, and an unbeatable location, 408 Crowberry Circle presents an exceptional opportunity to enjoy all that Easton has to offer.

408 Crowberry Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$385,000
2 Beds ⋅ 3 Baths
Whether you are looking for a full-time residence, weekend retreat, or investment property, this unit is truly move-in ready. Situated in Martingham community just minutes from St. Michaels, shops, restaurants and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additionally, the deck was also recently primed and painted. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property. Come and enjoy the St. Michaels lifestyle today.

24700 Deepwater Pt Unit 20, Saint Michaels

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

$719,900
4 Beds ⋅ 3 Baths
Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patio—ideal for quiet mornings or evening gatherings. Nestled in the desirable Cooke’s Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and more—bringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you won’t want to miss.

28816 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$389,900
4 Beds ⋅ 3 Baths
Ashby Commons townhomes are in the heart of it all and offer excellent Talbot County values! Ashby Commons Townhomes are not your typical small, cramped townhouses. Instead, these are three-level townhomes extra large with open kitchen and dining room, spacious family room, large master suite with 9 ft ceiling, 2 secondary bedrooms, a BONUS den/bedroom, 2 full and one half bath, two-car garage. Stainless appliance and granite countertops.

313 Ashby Commons Dr, Easton

Listing courtesy of Houwzer, LLC. Contact:

$499,000
4 Beds ⋅ 4 Baths
RDesirable Rio Vista Duplex – Live in One Unit and Let Rental Income Help Pay Your Mortgage! Opportunities to own one of these sought-after duplexes are rare. Located in the desirable Rio Vista water-access community, this property offers potential dock access (subject to owner approval, application, and applicable fees). The building features two mirror-image units, each offering: A kitchen with a cozy eating area Spacious open-concept living and dining room Two generously sized bedrooms One full bath and one half bath Whether you're looking for an owner-occupied investment property or a fully leased income-producing asset, this duplex presents excellent potential. These units have a strong rental history and are consistently in demand. Both units are currently tenant-occupied. THIS IS WHY WE DO NOT HAVE INTERIOR PICTURES For investors seeking additional opportunities, the neighboring building at 1211 Rio Vista is also available for purchase (MLS #MDTA2012942).EDUCED - REDUCED - DO NOT WAIT TO SEE THIS DESIREABLE RIO VISTA LIVING -MOVE IN ONE

1215 Washington, Saint Michaels

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

$499,000
4 Beds ⋅ 4 Baths
Desirable Rio Vista Duplex – Live in One Unit and Rent the Other! Rare opportunity to own a duplex in the sought-after Rio Vista community. Move into one unit and generate rental income from the other to help offset your mortgage payments. Properties like this seldom come on the market. Located in a water-access community, residents may enjoy dock access upon approval of the owner's application and payment of applicable fees. The property features two mirror-image units, each offering: Kitchen with a cozy breakfast area Spacious open-concept living and dining room Two generously sized bedrooms One full bath and one half bath This duplex presents an excellent investment opportunity with a strong rental history. Both units are currently tenant-occupied and rent well. Additional opportunity: The neighboring duplex at 1215 is also available for purchase (MLS #MDTA2012950).UST REDUCED - DONT WAIT TO LOOK AT THIS DESIREABLE RIO VISTA LIVING -MOVE

1211 Washington, Saint Michaels

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

$1,945,000
6 Beds ⋅ 6 Baths
Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a chef-inspired gourmet kitchen designed for elevated entertaining and showcases premium appliances, including a 60-inch extra-large refrigerator/freezer, Wolf propane cooktop, and integrated refrigerated and freezer beverage drawers thoughtfully integrated into the cabinetry. The first-floor primary suite provides effortless main-level living with a private enclosed porch and spa-like bath retreat. This combined property conveys two deep-water boat slips (6' MLW) with water and electricity, each able to accommodate a 40-foot vessel. Community amenities include kayak launch; tennis courts lined for pickleball and a private beach. A fully owned solar energy system with integrated backup battery storage provides exceptional energy efficiency and resilience adding approximately $2,000/year offset to electricity bills as well as solar income. Just a short walk or boat ride to the shops and restaurants of historic Saint Michaels, and an easy drive to Easton, Annapolis, Washington, DC, and Philadelphia. Don't miss this rare offering in one of the Chesapeake Bay's premier boating destinations. Professional photography and media forthcoming.

228 Perry Cabin Dr Unit 228 / 226, Saint Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$455,000
3 Beds ⋅ 3 Baths
Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with fireplace, custom built-ins and seamless access to a private rear patio overlooking peaceful common space. The kitchen has been completely transformed with quartz countertops, soft-close cabinetry, and newer stainless steel appliances. A main-level bedroom with its own ensuite bath provides flexible living options. Upstairs, the spacious owner’s suite features a private balcony, a spa-like bath, and generous closet space, plus a second guest suite and stacked washer and dryer. Additional improvements include fresh interior and exterior paint, a newer HVAC system (within the last five years), updated carpeting, refinished hardwood floors, and recently installed 6” gutters. The property includes a one-car garage with attic storage. Backing to open common area for added privacy and tranquility, and located near The Links at Perry Cabin with no town taxes, this home delivers comfort, convenience, and exceptional value. A gas line is in place for the fireplace, but the fireplace is not currently used. Currently listed for Sale and Rent.

9518 Quail Holw Unit 702, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$729,500
3 Beds ⋅ 3 Baths
Nestled in the prestigious Cooke's Hope community, this exquisite end-of-row townhouse embodies the perfect blend of elegance and comfort. Built in 2004, this Colonial-style residence boasts a timeless brick façade that invites you into a world of refined living. Spanning 2,819 square feet, this home features three spacious bedrooms and two and a half luxurious bathrooms, designed to cater to your every need. Step inside to discover an open floor plan that seamlessly connects the living and dining areas, adorned with crown moldings and warm bamboo and hardwood flooring. The family room, conveniently located off the kitchen, is perfect for cozy gatherings, enhanced by a stunning gas fireplace with glass doors that create an inviting ambiance. Natural light floods the space through double-pane insulated windows, offering serene views of the lush garden and surrounding trees. The gourmet kitchen is a chef's dream, featuring energy-efficient appliances, including a built-in microwave, self-cleaning oven, and a sleek range hood. The galley-style layout is complemented by a pantry and ample counter space, making meal preparation a delight. Enjoy casual dining in the charming breakfast area, where you can savor your morning coffee while overlooking the tranquil rear yard. Retreat to the master suite, complete with a walk-in closet and a spa-like en-suite bathroom featuring a soaking tub and a walk-in shower. Each additional bedroom offers generous space and comfort, ensuring a restful haven for all. Outside, the property is equally impressive. The 0.14-acre lot adjoins open space and backs to a serene common area, providing a sense of privacy and tranquility. Enjoy leisurely evenings on your patio, surrounded by beautifully landscaped gardens and the gentle rustle of trees. The cul-de-sac location ensures minimal traffic, enhancing the peaceful atmosphere. Additional features include a two-car attached garage with extra storage, a main floor laundry area, and a comprehensive security system for peace of mind. The community offers lawn maintenance, allowing you to spend more time enjoying your luxurious lifestyle. This home is not just a residence; it's a sanctuary that offers an exclusive lifestyle, where every detail has been thoughtfully curated for comfort and elegance. Experience the perfect blend of luxury and warmth in this remarkable property.

28959 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: