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GORGEOUS WATERFRONT LOT, PRIME LOCATION IN EASTON Look no further....this is the perfect spot on Maryland's beautiful Eastern Shore on which to build your dream home. This 5.5+/- acre, cleared lot enjoys a high elevation, offers lovely water views of Goldsborough Creek, and has been perc approved for 6 bedrooms! Envision living in a quiet, country setting in the Woodstock Farm community of only 7 lots (this is the last one available), while being located just 3 miles from historic downtown Easton and a new state-of-the-art hospital scheduled for completion in 2028. You will also enjoy the many shopping, dining, and entertainment opportunities that Easton and nearby Saint Michaels and Oxford have to offer! We are also offering this lot as a 'land + to-be-built home' package. Kindly refer to the residential listing under MDTA2011294.

9361 Woodstock Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$740,000

Enjoy water-privileged living just minutes from downtown St. Michaels. This beautifully maintained one-level home sits on a well manicured lot directly across from the community’s waterfront parcel, offering water views and easy water access. A welcoming front porch leads into a bright foyer and on to the living room, featuring vaulted ceilings, hardwood floors and a gas fireplace. The kitchen was tastefully renovated in 2020 and features quartz countertops, tile backsplash, an island with bar seating, under-cabinet lighting, glass-front display cabinetry with interior lighting and stainless steel appliances. The adjoining dining area includes a coffee bar with a beverage fridge and opens to the rear deck through sliding glass doors. The home offers three bedrooms and two updated bathrooms, including a lovely primary suite with a walk-in closet and an attached bath featuring a glass and tile shower with a stone floor. The primary suite also connects to the sunroom, an ideal place to relax and enjoy views of the backyard and visiting wildlife. The home further features two guest rooms and an additional bathroom. A separate laundry room and an oversized attached 2-car garage with workshop space complete this home. Step outside and experience the property’s exceptional outdoor living. A hot tub is conveniently situated between the deck and sunroom and a large paver patio adjoins the large rear deck. Out front, a hardscaped fire pit and patio provide the perfect place to unwind and take in water views of the creek. The property also includes two storage sheds, a run-in shed for equipment or vehicle storage, raised garden beds with blueberry and black raspberry bushes and apple and pear trees. Additional updates include a new roof in 2024 and fresh exterior paint in 2025. Located less than two miles from historic St. Michaels, residents can enjoy all the charm this iconic Eastern Shore town offers, boutique shopping, award-winning restaurants, waterfront dining, the Chesapeake Bay Maritime Museum, marinas, festivals and year-round events. Known for its walkability, vibrant small-town atmosphere and scenic harbor, St. Michaels is a coveted destination while remaining close to Annapolis, Baltimore, Northern Virginia and both BWI and Dulles international airports.

3 Beds ⋅ 2 Baths

Enjoy water-privileged living just minutes from downtown St. Michaels. This beautifully maintained one-level home sits on a well manicured lot directly across from the community’s waterfront parcel, offering water views and easy water access. A welcoming front porch leads into a bright foyer and on to the living room, featuring vaulted ceilings, hardwood floors and a gas fireplace. The kitchen was tastefully renovated in 2020 and features quartz countertops, tile backsplash, an island with bar seating, under-cabinet lighting, glass-front display cabinetry with interior lighting and stainless steel appliances. The adjoining dining area includes a coffee bar with a beverage fridge and opens to the rear deck through sliding glass doors. The home offers three bedrooms and two updated bathrooms, including a lovely primary suite with a walk-in closet and an attached bath featuring a glass and tile shower with a stone floor. The primary suite also connects to the sunroom, an ideal place to relax and enjoy views of the backyard and visiting wildlife. The home further features two guest rooms and an additional bathroom. A separate laundry room and an oversized attached 2-car garage with workshop space complete this home. Step outside and experience the property’s exceptional outdoor living. A hot tub is conveniently situated between the deck and sunroom and a large paver patio adjoins the large rear deck. Out front, a hardscaped fire pit and patio provide the perfect place to unwind and take in water views of the creek. The property also includes two storage sheds, a run-in shed for equipment or vehicle storage, raised garden beds with blueberry and black raspberry bushes and apple and pear trees. Additional updates include a new roof in 2024 and fresh exterior paint in 2025. Located less than two miles from historic St. Michaels, residents can enjoy all the charm this iconic Eastern Shore town offers, boutique shopping, award-winning restaurants, waterfront dining, the Chesapeake Bay Maritime Museum, marinas, festivals and year-round events. Known for its walkability, vibrant small-town atmosphere and scenic harbor, St. Michaels is a coveted destination while remaining close to Annapolis, Baltimore, Northern Virginia and both BWI and Dulles international airports.

23869 Mount Misery Rd, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$740,000

Welcome to 5820 Tilghman Beach Drive. Come experience the most beautiful sunsets the Chesapeake Bay has to offer. Centrally located on Tilghman Island this little slice of paradise is ready for its new owners to make their dream of waterfront living come true. Home offers two bedrooms and one full bath, hardwood floors, recently remodeled kitchen, encapsuled crawl space, Central heat and air, two car garage. The large bayfront yard offers many possibilities. Plan your visit today.

2 Beds ⋅ 1 Baths

Welcome to 5820 Tilghman Beach Drive. Come experience the most beautiful sunsets the Chesapeake Bay has to offer. Centrally located on Tilghman Island this little slice of paradise is ready for its new owners to make their dream of waterfront living come true. Home offers two bedrooms and one full bath, hardwood floors, recently remodeled kitchen, encapsuled crawl space, Central heat and air, two car garage. The large bayfront yard offers many possibilities. Plan your visit today.

5820 Tilghman Beach Dr, Tilghman

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Unrepresented Buyer Office.

$739,000

"Bay Mist Acres" 21 +/- acres conveniently located in a private rural setting of Talbot County and only a short drive from the Bay Bridge to the historic towns of Easton, St. Michaels, and Oxford Md. This farmette encompasses a 3 bd 2 bath 1822 sq ft partially renovated farmhouse including updated metal roofing, detached two car garage, and a 40' by 25' barn overlooking 17 +/- tillable acres. Situated within close proximity to the Wye River, local landmarks such as Wye Mills, Md, Wye Island NRMA, and ample acreage providing opportunities for numerous land possibilities, this property embraces everything the Eastern Shore is known for. Listing being sold "As-Is".

3 Beds ⋅ 2 Baths

"Bay Mist Acres" 21 +/- acres conveniently located in a private rural setting of Talbot County and only a short drive from the Bay Bridge to the historic towns of Easton, St. Michaels, and Oxford Md. This farmette encompasses a 3 bd 2 bath 1822 sq ft partially renovated farmhouse including updated metal roofing, detached two car garage, and a 40' by 25' barn overlooking 17 +/- tillable acres. Situated within close proximity to the Wye River, local landmarks such as Wye Mills, Md, Wye Island NRMA, and ample acreage providing opportunities for numerous land possibilities, this property embraces everything the Eastern Shore is known for. Listing being sold "As-Is".

11340 Longwoods Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

$730,000

First Time Offered! This meticulously maintained, custom-quality stick-built Cape Cod is beautifully situated in an idyllic country setting. Thoughtfully designed with three bedrooms and two-and-a-half baths, the home offers generous, light-filled living spaces, recessed lighting throughout and high-speed internet. A dramatic vaulted ceiling enhances the living room, while the gourmet kitchen, formal dining room and adjoining sunroom create an inviting setting for everyday living and entertaining. An oversized recreation room provides exceptional flexibility for gatherings, hobbies or a media room. The spacious primary suite features a vaulted ceiling, direct access to the hot tub and a spa-like bath with dual vanities, a walk-in shower and soaking tub. Two additional bedrooms and a full bath provide comfortable accommodations for family and guests. Significant improvements include a new roof and gutters in 2025, numerous replacement Andersen windows and updated porch windows with retractable screens. Outside, the private grounds are designed for relaxation and entertaining with an in-ground pool, hot tub and generous outdoor living space surrounded by peaceful country views. A substantial 30-by-40-foot Conestoga outbuilding offers exceptional space for a workshop, storage, vehicles or recreational equipment. Lovingly cared for by its original owners, this special property combines quality construction, thoughtful updates, privacy and relaxed Eastern Shore living.

3 Beds ⋅ 3 Baths

First Time Offered! This meticulously maintained, custom-quality stick-built Cape Cod is beautifully situated in an idyllic country setting. Thoughtfully designed with three bedrooms and two-and-a-half baths, the home offers generous, light-filled living spaces, recessed lighting throughout and high-speed internet. A dramatic vaulted ceiling enhances the living room, while the gourmet kitchen, formal dining room and adjoining sunroom create an inviting setting for everyday living and entertaining. An oversized recreation room provides exceptional flexibility for gatherings, hobbies or a media room. The spacious primary suite features a vaulted ceiling, direct access to the hot tub and a spa-like bath with dual vanities, a walk-in shower and soaking tub. Two additional bedrooms and a full bath provide comfortable accommodations for family and guests. Significant improvements include a new roof and gutters in 2025, numerous replacement Andersen windows and updated porch windows with retractable screens. Outside, the private grounds are designed for relaxation and entertaining with an in-ground pool, hot tub and generous outdoor living space surrounded by peaceful country views. A substantial 30-by-40-foot Conestoga outbuilding offers exceptional space for a workshop, storage, vehicles or recreational equipment. Lovingly cared for by its original owners, this special property combines quality construction, thoughtful updates, privacy and relaxed Eastern Shore living.

30108 Deep Branch Ln, Trappe

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

Selling Office: Benson & Mangold, LLC.

$730,000

Discover time elegance and modern convenience in this beautifully appointed 4-bedroom, 2.5 bath end-unit townhome, perfectly positioned between Easton and Oxford in one of the area's most desirable and established communities. Surrounded by scenic walking trails, tranquil ponds, a dog park, tennis courts and more, this residence offers a lifestyle of comfort and community. Step inside to find hardwood flooring through the main level's open and inviting spaces. The cathedral ceiling and gas fireplace in the living area create an atmosphere of warmth especially with the expansive windows filling the room with natural light. Just off the entryway you will find a dedicated office/den and a half bath. The updated kitchen features GE Cafe appliances, sleek countertops and plenty of cabinetry - ideal for both everyday living and entertaining. The primary suite offers a private retreat with access to the rear patio, double closets, and bath which includes a soaking tub, separate shower and double sinks. Upstairs you will final the landing which oversees the living area. two additional bedrooms that share a Jack-and-Jill bath, and the spacious 4th bedroom or bonus room, perfect for overflow guests, a media room or family room/. Just off this room you will find a large storage closet and the utility room. This unit features many improvements including new heat pump, new roof, including the flat roof and trim rails, drywell drainage system, and bath renovations. Outback enjoy the private setting of the brick patio while enjoying the natural setting. Whether you are looking to downsize or are someone who spends time south during the warmer months, this exceptional home is perfect.

4 Beds ⋅ 3 Baths

Discover time elegance and modern convenience in this beautifully appointed 4-bedroom, 2.5 bath end-unit townhome, perfectly positioned between Easton and Oxford in one of the area's most desirable and established communities. Surrounded by scenic walking trails, tranquil ponds, a dog park, tennis courts and more, this residence offers a lifestyle of comfort and community. Step inside to find hardwood flooring through the main level's open and inviting spaces. The cathedral ceiling and gas fireplace in the living area create an atmosphere of warmth especially with the expansive windows filling the room with natural light. Just off the entryway you will find a dedicated office/den and a half bath. The updated kitchen features GE Cafe appliances, sleek countertops and plenty of cabinetry - ideal for both everyday living and entertaining. The primary suite offers a private retreat with access to the rear patio, double closets, and bath which includes a soaking tub, separate shower and double sinks. Upstairs you will final the landing which oversees the living area. two additional bedrooms that share a Jack-and-Jill bath, and the spacious 4th bedroom or bonus room, perfect for overflow guests, a media room or family room/. Just off this room you will find a large storage closet and the utility room. This unit features many improvements including new heat pump, new roof, including the flat roof and trim rails, drywell drainage system, and bath renovations. Outback enjoy the private setting of the brick patio while enjoying the natural setting. Whether you are looking to downsize or are someone who spends time south during the warmer months, this exceptional home is perfect.

28872 Jasper Ln, Easton

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

Selling Office: TTR Sotheby's International Realty.

$729,500

VA FINANCING FELL THROUGH- BACK ACTIVE! Fabulous Victorian in Historic Easton, Circa 1910 Step into timeless elegance just a block from the heart of Easton's vibrant downtown—home to the famous Plein Air Festival, The Waterfowl Festival, Boutique Shopping, Crackerjacks! The Avalon Theatre, The Tidewater Inn, Fine Dining; Legal Assets, Bas Rouge, Out of the Fire! Scossa plus fun pubs such as Doc’s Downtown Grille, The Hunters Tavern, Washington Street Pub, Vintage Books, and the Academy Art Museum, multiple fine art galleries, beautiful places of worship and more and walkable from the fine home....a very special home in a lovely small town. This fantastic 4 bedroom, 2,800+ sq ft Victorian beauty offers classic character with modern convenience. Featuring both front and back staircases, 3.5 baths, a spacious living room, formal dining room, cozy family room, and an eat-in kitchen with a center island—this home was made for entertaining and comfortable living. Experience the best of small-town charm in Easton, consistently ranked among America’s top places to live. Come see for yourself what makes this town—and this home—so special. Call Martha today for a private tour!

4 Beds ⋅ 4 Baths

VA FINANCING FELL THROUGH- BACK ACTIVE! Fabulous Victorian in Historic Easton, Circa 1910 Step into timeless elegance just a block from the heart of Easton's vibrant downtown—home to the famous Plein Air Festival, The Waterfowl Festival, Boutique Shopping, Crackerjacks! The Avalon Theatre, The Tidewater Inn, Fine Dining; Legal Assets, Bas Rouge, Out of the Fire! Scossa plus fun pubs such as Doc’s Downtown Grille, The Hunters Tavern, Washington Street Pub, Vintage Books, and the Academy Art Museum, multiple fine art galleries, beautiful places of worship and more and walkable from the fine home....a very special home in a lovely small town. This fantastic 4 bedroom, 2,800+ sq ft Victorian beauty offers classic character with modern convenience. Featuring both front and back staircases, 3.5 baths, a spacious living room, formal dining room, cozy family room, and an eat-in kitchen with a center island—this home was made for entertaining and comfortable living. Experience the best of small-town charm in Easton, consistently ranked among America’s top places to live. Come see for yourself what makes this town—and this home—so special. Call Martha today for a private tour!

11 Brookletts Ave, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate.

$729,000

Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fire/grilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living room areas complete the setting for endless year-round indoor/outdoor activities and gatherings. A convenient laundry/mudroom includes a large capacity, front-load, Maytag washer & Dryer w/pedestals and added built-in cabinets for extra kitchen storage, pool towels and more! A brand new 600 sq ft (pet friendly) family room is a huge bonus! Designed with low-maintenance wood look ceramic plank tile flooring, high ceilings, sun drenched windows, French doors and electric fireplace, this can easily provide the ideal space for a home studio, or be furnished as a traditional gathering place for holidays and special celebrations – providing direct access to a lush grass-filled, fenced yard area that leads to the side entrance to a custom designed oversized detached 24'x48' insulated garage with separate 200-amp electric service for recreational hobbies and/or storage needs. On the second floor of the home, discover a spacious primary suite, featuring two large walk-in closets and en-suite bath with plenty of natural light, a brand new double sink vanity and fixtures; tons of personal storage space, an oversized soaking tub, and a separate shower. Two additional bedrooms also include walk-in closets, and for those seeking versatility in their space, there is a bonus/play/gaming room with a separate area for study/small home office space. All interior spaces include new blinds and window treatments throughout. If you're dreaming of a waterfront lifestyle without the waterfront price...look no further. The Deep Harbour Farm waterfront community includes a multi-slip boat dock for exclusive use by residents (slips subject to availability each year) and kayak/SUP launch and storage racks. Additional highlights of this property include solar panels which keep electric costs at a minimum. All new dual Air-Conditioning units; fully encapsulated crawl space; expansive attic space; charming covered front porch; brand-new separate 10’x20’ Amish-built garden shed just to name a few! Don’t miss out on this rare opportunity to settle into a prime coastal community and the unique lifestyle of the Eastern Shore, where history and modern amenities truly come together. Conveniently located a short distance from the Village of St. Michaels, within minutes of marinas and public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy miles of open bike trails, deep water fishing, crabbing and all that life on the Bay has to offer. --

3 Beds ⋅ 3 Baths

Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fire/grilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living room areas complete the setting for endless year-round indoor/outdoor activities and gatherings. A convenient laundry/mudroom includes a large capacity, front-load, Maytag washer & Dryer w/pedestals and added built-in cabinets for extra kitchen storage, pool towels and more! A brand new 600 sq ft (pet friendly) family room is a huge bonus! Designed with low-maintenance wood look ceramic plank tile flooring, high ceilings, sun drenched windows, French doors and electric fireplace, this can easily provide the ideal space for a home studio, or be furnished as a traditional gathering place for holidays and special celebrations – providing direct access to a lush grass-filled, fenced yard area that leads to the side entrance to a custom designed oversized detached 24'x48' insulated garage with separate 200-amp electric service for recreational hobbies and/or storage needs. On the second floor of the home, discover a spacious primary suite, featuring two large walk-in closets and en-suite bath with plenty of natural light, a brand new double sink vanity and fixtures; tons of personal storage space, an oversized soaking tub, and a separate shower. Two additional bedrooms also include walk-in closets, and for those seeking versatility in their space, there is a bonus/play/gaming room with a separate area for study/small home office space. All interior spaces include new blinds and window treatments throughout. If you're dreaming of a waterfront lifestyle without the waterfront price...look no further. The Deep Harbour Farm waterfront community includes a multi-slip boat dock for exclusive use by residents (slips subject to availability each year) and kayak/SUP launch and storage racks. Additional highlights of this property include solar panels which keep electric costs at a minimum. All new dual Air-Conditioning units; fully encapsulated crawl space; expansive attic space; charming covered front porch; brand-new separate 10’x20’ Amish-built garden shed just to name a few! Don’t miss out on this rare opportunity to settle into a prime coastal community and the unique lifestyle of the Eastern Shore, where history and modern amenities truly come together. Conveniently located a short distance from the Village of St. Michaels, within minutes of marinas and public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy miles of open bike trails, deep water fishing, crabbing and all that life on the Bay has to offer. --

6660 Reeses Pride Rd, Sherwood

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Coldwell Banker Realty - Washington.

$725,000

Build Your Waterfront Dream Home! Rare large waterfront lot, approved for large home. Ideal property for horses and other farm animals, hunting, bird watching. 26.49 +/- total acres -16+/- field & 10+/- woods. Excellent wildlife waterfront property w/hedgerow between 2 fields. Great location, privacy and room to sprawl. West-North-West Exposure, MLW 3’+/-.

Cods Point Road, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented Buyer Office.

$725,000

Spacious 3,000 sqft two-story waterfront home on 3/4 acre parcel on Harris Creek where it joins the Choptank River for an 11-mile view to Cambridge. House is brick and block on the first level with redwood siding on the second level in board and batten style. 150ft heavily built and reinforced bulkhead waterfront with recently renovated 75ft long dock. Second floor includes four bedrooms with water views and a bunk room all with oak flooring recently refinished, built-in chest of drawers and closets, built in desks and bookcases. Second floor includes a great room with cathedral ceiling and outside deck facing Harris Creek, a full bath and powder room, all tiled. First floor has open area kitchen, dining/living room with adjacent full bath and utility room. Kitchen has been dismantled as a clean pallet for new owner, bring your vision. First and second floor have fireplaces with separate flues. Full attic. 700sqft attached garage and workshop. Property is equipped with a Generac generator for dependable backup power. There is an offshore duck blind for waterfowl & duck hunting which is shared with neighboring owners. Enjoy panoramic water views, boating, crabbing, fishing year-round. Experience the waterfront charm and relaxed pace of Tilghman Island living, close to museums, restaurants, shopping and marinas, truly a wonderful place to call home! Offers encouraged.

4 Beds ⋅ 3 Baths

Spacious 3,000 sqft two-story waterfront home on 3/4 acre parcel on Harris Creek where it joins the Choptank River for an 11-mile view to Cambridge. House is brick and block on the first level with redwood siding on the second level in board and batten style. 150ft heavily built and reinforced bulkhead waterfront with recently renovated 75ft long dock. Second floor includes four bedrooms with water views and a bunk room all with oak flooring recently refinished, built-in chest of drawers and closets, built in desks and bookcases. Second floor includes a great room with cathedral ceiling and outside deck facing Harris Creek, a full bath and powder room, all tiled. First floor has open area kitchen, dining/living room with adjacent full bath and utility room. Kitchen has been dismantled as a clean pallet for new owner, bring your vision. First and second floor have fireplaces with separate flues. Full attic. 700sqft attached garage and workshop. Property is equipped with a Generac generator for dependable backup power. There is an offshore duck blind for waterfowl & duck hunting which is shared with neighboring owners. Enjoy panoramic water views, boating, crabbing, fishing year-round. Experience the waterfront charm and relaxed pace of Tilghman Island living, close to museums, restaurants, shopping and marinas, truly a wonderful place to call home! Offers encouraged.

5489 Rude Ave, Tilghman

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Tilghman Island Realty Inc.

$725,000

Rare find, prime Bailey's Neck/Easton location. This beautiful 3+ acre waterfront lot is on the Tred Avon River in the highly sought after Oxford Corridor. 470+/- feet of water frontage, providing expansive views of the Tred Avon River. Gorgeous views. Great location close to downtown Easton and Oxford. The property is approved for a 6-bedroom perc and now features a new path directly to the water. Survey available. Property has some property markers. It appears that part of the neighbors driveway is on the lot.

Enniskillen Road, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Shoreline Realty.

$720,000

Situated at the end of a cul-de-sac in Cordova, this well-maintained home offers 3.7± acres surrounded by mature trees with convenient access to Route 50, Easton, Wye Mills, and nearby amenities. A covered front porch welcomes you inside to a thoughtfully designed layout featuring hardwood flooring throughout most of the home, four bedrooms, and two-and-a-half bathrooms. The main level includes a desirable primary suite, formal dining room, and a flexible room off the foyer currently used as a gym that could easily serve as a home office. The kitchen is centered around a large island and opens to the living spaces, creating an ideal setup for both everyday living and entertaining. Pride of ownership shines through with substantial recent updates to the home’s interior, appliances, mechanical systems, and outdoor features. Upstairs, two bonus rooms provide additional versatility for office, study, hobby, or guest space. Outdoor features include a deck with pergola overlooking the inground pool, a two-car garage, storage shed, and additional stall barn, offering plenty of room for equipment, hobbies, or animals. This property combines space, functionality, and a convenient Eastern Shore location.

4 Beds ⋅ 3 Baths

Situated at the end of a cul-de-sac in Cordova, this well-maintained home offers 3.7± acres surrounded by mature trees with convenient access to Route 50, Easton, Wye Mills, and nearby amenities. A covered front porch welcomes you inside to a thoughtfully designed layout featuring hardwood flooring throughout most of the home, four bedrooms, and two-and-a-half bathrooms. The main level includes a desirable primary suite, formal dining room, and a flexible room off the foyer currently used as a gym that could easily serve as a home office. The kitchen is centered around a large island and opens to the living spaces, creating an ideal setup for both everyday living and entertaining. Pride of ownership shines through with substantial recent updates to the home’s interior, appliances, mechanical systems, and outdoor features. Upstairs, two bonus rooms provide additional versatility for office, study, hobby, or guest space. Outdoor features include a deck with pergola overlooking the inground pool, a two-car garage, storage shed, and additional stall barn, offering plenty of room for equipment, hobbies, or animals. This property combines space, functionality, and a convenient Eastern Shore location.

29264 Dogwood View Rd, Cordova

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$717,500

Just five minutes from downtown Easton, this beautifully maintained one-level home offers the perfect blend of comfort, style, and easy Eastern Shore living. With peaceful water views of Peachblossom Creek and access to a community landing for effortless kayak launching, this property truly embraces its setting. Inside, gleaming black walnut floors create a seamless flow from the spacious family room, which overlooks the pool, to the serene primary suite, where you’ll wake up to stunning sunrise views over the water. Thoughtful upgrades and meticulous care are evident throughout. This home has been extensively updated over the years, including a new roof, new ductwork with additional vents and returns, a new Trane heat pump system (air handler and blower), an Aprilaire humidifier, and a new water heater, offering comfort and efficiency. Custom electric cellular shades and wood blinds add both style and functionality throughout. A custom-built bookcase adds character and charm to the living space. Outdoor improvements are just as impressive. The pool has been upgraded with a new liner, saltwater generator, and pump, creating the perfect setting for summer enjoyment. Additional updates include a new back fence, a new side fence, and a new automatic garage door opener. With its combination of water views, extensive updates, and a prime location just minutes from town, this is a special opportunity you won’t want to miss.

3 Beds ⋅ 3 Baths

Just five minutes from downtown Easton, this beautifully maintained one-level home offers the perfect blend of comfort, style, and easy Eastern Shore living. With peaceful water views of Peachblossom Creek and access to a community landing for effortless kayak launching, this property truly embraces its setting. Inside, gleaming black walnut floors create a seamless flow from the spacious family room, which overlooks the pool, to the serene primary suite, where you’ll wake up to stunning sunrise views over the water. Thoughtful upgrades and meticulous care are evident throughout. This home has been extensively updated over the years, including a new roof, new ductwork with additional vents and returns, a new Trane heat pump system (air handler and blower), an Aprilaire humidifier, and a new water heater, offering comfort and efficiency. Custom electric cellular shades and wood blinds add both style and functionality throughout. A custom-built bookcase adds character and charm to the living space. Outdoor improvements are just as impressive. The pool has been upgraded with a new liner, saltwater generator, and pump, creating the perfect setting for summer enjoyment. Additional updates include a new back fence, a new side fence, and a new automatic garage door opener. With its combination of water views, extensive updates, and a prime location just minutes from town, this is a special opportunity you won’t want to miss.

28540 Holden Rd, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$710,000

Located in the desirable Bantry Community, this classic colonial sits on a 5± acre lot and offers a spacious, well-designed layout ideal for everyday living and entertaining. The home features five bedrooms, along with two full and two half baths. The main level offers hardwood flooring throughout most of the space, a formal dining room, and multiple inviting living areas highlighted by two wood-burning fireplaces. A former screened porch has been thoughtfully enclosed to create a bright bonus room off the family room, with sliding glass doors leading to the rear deck—perfect for indoor-outdoor entertaining. The kitchen includes a center island, quartz countertops, updated stainless steel appliances, a breakfast area, and a built-in desk space. A convenient mudroom/laundry room with utility sink and half bath is located off the side-entry two-car garage. Upstairs, the primary suite features a walk-in closet and en-suite bath with an updated shower and skylight. Additional highlights include a laundry chute, circular driveway, ample parking, and a roof replaced in 2025. Residents of the Bantry Community enjoy access to the community dock, recently replaced, and the property is located within the St. Michaels School District.

5 Beds ⋅ 4 Baths

Located in the desirable Bantry Community, this classic colonial sits on a 5± acre lot and offers a spacious, well-designed layout ideal for everyday living and entertaining. The home features five bedrooms, along with two full and two half baths. The main level offers hardwood flooring throughout most of the space, a formal dining room, and multiple inviting living areas highlighted by two wood-burning fireplaces. A former screened porch has been thoughtfully enclosed to create a bright bonus room off the family room, with sliding glass doors leading to the rear deck—perfect for indoor-outdoor entertaining. The kitchen includes a center island, quartz countertops, updated stainless steel appliances, a breakfast area, and a built-in desk space. A convenient mudroom/laundry room with utility sink and half bath is located off the side-entry two-car garage. Upstairs, the primary suite features a walk-in closet and en-suite bath with an updated shower and skylight. Additional highlights include a laundry chute, circular driveway, ample parking, and a roof replaced in 2025. Residents of the Bantry Community enjoy access to the community dock, recently replaced, and the property is located within the St. Michaels School District.

9629 Bantry Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

$700,000

OPEN HOUSE CANCELED. Homes like these rarely come along in Talbot County: a totally updated cottage with a beautiful in-ground saltwater swimming pool and every update imaginable – all less than 300 feet from the Sherwood Landing pier, where you might launch your kayak, take a morning swim, or even dock your boat for the season. You’ll enjoy greeting neighbors on sunny mornings and cool afternoon naps on the lovely screened porch. Just inside, you’ll find a beautiful living room with so many original early 1900’s details, including an antiqued farmhouse staircase, hardwood floors, and a beautiful mantle and fireplace (propane-fired but easily converted back to wood). There is also a cozy family room that can easily be used as a first-floor bedroom, a powder room, a laundry closet, and a gorgeous kitchen fully remodeled in 2019. The kitchen features a large center island hub, granite counters, new cabinetry, and replaced appliances, including a gas cooking range, plus an enlarged Pella bay window above the sink that offers sunny views of the backyard and pool. Just off the kitchen is a dining area with banquette seating and a neat wet bar, easily accessed through replaced Pella sliders to the expansive rear deck. This home is built for entertaining! Upstairs, you will be pleased to find 3 nicely proportioned bedrooms, all with hardwood flooring and two of which have views over Harris Creek’s Waterhole Cove. A full bath features more original detailing along with a jetted bathtub. A small basement with an encapsulated crawl space houses many of the home’s systems, including the water heater, a sump pump, and a zoned hybrid fuel heat pump (2023) with oil-fired backup. A second heat pump (2010) in the attic services the top floor. While the interior of this home offers so much charm and character, along with every thoughtful amenity possible, the real star of the show is the fenced rear yard. The sellers have invested years of sweat equity into creating a beautifully landscaped backyard oasis complete with a kidney-shaped saltwater concrete pool with travertine decking. The gardens burst all season with hydrangea, verbena, hibiscus, crepe myrtle, and many native perennials. The large deck offers multiple dining and entertaining areas for summer cookouts and crab feasts. Bonus! A single bay garage provides ample storage for all your bikes, boats, tools, and yard and pool equipment. A full list of updates and upgrades is available, including but not limited to: 50 year architectural shingle roof (2025), front porch (2025), heat pump (2023), blown in hardpack insulation (2018), chimney liners and flue (2021), whole house water treatment system (2021), oil tank (2021), kitchen (2019) and over $35,000 of landscaping and hardscaping. The list goes on and on. Life in Talbot County's quaint Village of Sherwood doesn't get much better than this. You’ll be nestled solidly on the banks of Waterhole Cove on the Harris Creek and in the heart of this small community of approximately 20 turn-of-the-Century homes. An 8-minute drive from Saint Michaels, Sherwood is known for its friendly, caring neighbors, beautiful sunrises, community pier enjoyed by residents, and a wonderful 4th of July celebration.

3 Beds ⋅ 2 Baths

OPEN HOUSE CANCELED. Homes like these rarely come along in Talbot County: a totally updated cottage with a beautiful in-ground saltwater swimming pool and every update imaginable – all less than 300 feet from the Sherwood Landing pier, where you might launch your kayak, take a morning swim, or even dock your boat for the season. You’ll enjoy greeting neighbors on sunny mornings and cool afternoon naps on the lovely screened porch. Just inside, you’ll find a beautiful living room with so many original early 1900’s details, including an antiqued farmhouse staircase, hardwood floors, and a beautiful mantle and fireplace (propane-fired but easily converted back to wood). There is also a cozy family room that can easily be used as a first-floor bedroom, a powder room, a laundry closet, and a gorgeous kitchen fully remodeled in 2019. The kitchen features a large center island hub, granite counters, new cabinetry, and replaced appliances, including a gas cooking range, plus an enlarged Pella bay window above the sink that offers sunny views of the backyard and pool. Just off the kitchen is a dining area with banquette seating and a neat wet bar, easily accessed through replaced Pella sliders to the expansive rear deck. This home is built for entertaining! Upstairs, you will be pleased to find 3 nicely proportioned bedrooms, all with hardwood flooring and two of which have views over Harris Creek’s Waterhole Cove. A full bath features more original detailing along with a jetted bathtub. A small basement with an encapsulated crawl space houses many of the home’s systems, including the water heater, a sump pump, and a zoned hybrid fuel heat pump (2023) with oil-fired backup. A second heat pump (2010) in the attic services the top floor. While the interior of this home offers so much charm and character, along with every thoughtful amenity possible, the real star of the show is the fenced rear yard. The sellers have invested years of sweat equity into creating a beautifully landscaped backyard oasis complete with a kidney-shaped saltwater concrete pool with travertine decking. The gardens burst all season with hydrangea, verbena, hibiscus, crepe myrtle, and many native perennials. The large deck offers multiple dining and entertaining areas for summer cookouts and crab feasts. Bonus! A single bay garage provides ample storage for all your bikes, boats, tools, and yard and pool equipment. A full list of updates and upgrades is available, including but not limited to: 50 year architectural shingle roof (2025), front porch (2025), heat pump (2023), blown in hardpack insulation (2018), chimney liners and flue (2021), whole house water treatment system (2021), oil tank (2021), kitchen (2019) and over $35,000 of landscaping and hardscaping. The list goes on and on. Life in Talbot County's quaint Village of Sherwood doesn't get much better than this. You’ll be nestled solidly on the banks of Waterhole Cove on the Harris Creek and in the heart of this small community of approximately 20 turn-of-the-Century homes. An 8-minute drive from Saint Michaels, Sherwood is known for its friendly, caring neighbors, beautiful sunrises, community pier enjoyed by residents, and a wonderful 4th of July celebration.

21939 Sherwood Landing Rd, Sherwood

Listing courtesy of Compass. Contact:

Selling Office: Non Subscribing Office.

$700,000

Located in the sought-after community of Cooke's Hope, this 4-bedroom, 2.5-bath townhome offers a comfortable layout and easy, low-maintenance living. The main level features the spacious primary suite, complete with a private bath that includes a soaking tub and recently-retiled and enclosed separate shower. It is a great setup for anyone who prefers first-floor living. The living, dining, and kitchen areas flow together nicely, creating an open feel while still maintaining distinct spaces. The office and primary suite with two closets mean ample space on the main floor. Upstairs, you will find three additional bedrooms, one of them also working as a great room, a large storage closet, and a landing with built-in library shelving that makes a perfect reading nook, study area, or spot to work from home. With a two-car garage, expansive closets, and a fenced backyard, it checks all the right boxes. Looking out over an unused field and beautiful treeline where you can watch the wildlife, the wall of windows and backyard offer those views with complete privacy, space to relax or entertain, and a solid enclosure to protect any pets and your garden. The roof, HVAC system, and dishwasher have all been replaced recently, so you would move into a comfortable home without having to worry about major projects ahead. As part of Cooke's Hope, residents enjoy: access to miles of walking trails through woods, around lakes, and even to a covered bridge on Peachblossom creek; gorgeously maintained landscaping; waterfront amenities with well-maintained boat docks and kayak racks; and a community hub to meet your neighbors complete with tennis courts, library, mailroom, and a fitness center. This home is a wonderful opportunity to enjoy life in one of the area's most desirable neighborhoods all just minutes from the shops and restaurants of historic downtown Easton.

4 Beds ⋅ 3 Baths

Located in the sought-after community of Cooke's Hope, this 4-bedroom, 2.5-bath townhome offers a comfortable layout and easy, low-maintenance living. The main level features the spacious primary suite, complete with a private bath that includes a soaking tub and recently-retiled and enclosed separate shower. It is a great setup for anyone who prefers first-floor living. The living, dining, and kitchen areas flow together nicely, creating an open feel while still maintaining distinct spaces. The office and primary suite with two closets mean ample space on the main floor. Upstairs, you will find three additional bedrooms, one of them also working as a great room, a large storage closet, and a landing with built-in library shelving that makes a perfect reading nook, study area, or spot to work from home. With a two-car garage, expansive closets, and a fenced backyard, it checks all the right boxes. Looking out over an unused field and beautiful treeline where you can watch the wildlife, the wall of windows and backyard offer those views with complete privacy, space to relax or entertain, and a solid enclosure to protect any pets and your garden. The roof, HVAC system, and dishwasher have all been replaced recently, so you would move into a comfortable home without having to worry about major projects ahead. As part of Cooke's Hope, residents enjoy: access to miles of walking trails through woods, around lakes, and even to a covered bridge on Peachblossom creek; gorgeously maintained landscaping; waterfront amenities with well-maintained boat docks and kayak racks; and a community hub to meet your neighbors complete with tennis courts, library, mailroom, and a fitness center. This home is a wonderful opportunity to enjoy life in one of the area's most desirable neighborhoods all just minutes from the shops and restaurants of historic downtown Easton.

28939 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$700,000

Prime investment opportunity in the heart of historic Easton, Maryland. This charming and historic 5-plex apartment building is ideally situated on the corner of Goldsborough and Aurora Streets, just a few short blocks from downtown Easton’s shops, acclaimed restaurants, galleries, and entertainment venues. Tenants will appreciate the convenience of off-street parking and a shared laundry area. Currently 100% occupied and perfect for investors seeking steady rental income in a thriving, historic community.

301 Goldsborough St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$699,000

Set in one of St. Michaels’ most sought-after waterfront communities, this 3-bedroom, 3-bath Colonial offers a formal dining room, sitting room, living room with gas fireplace and built-ins, and a kitchen ready for your updates. In very good condition with solid construction, the home also includes a 2-car garage. An excellent opportunity to customize in a premier location, just minutes from historic downtown St. Michaels, waterfront dining, boutique shops, and marinas.

3 Beds ⋅ 3 Baths

Set in one of St. Michaels’ most sought-after waterfront communities, this 3-bedroom, 3-bath Colonial offers a formal dining room, sitting room, living room with gas fireplace and built-ins, and a kitchen ready for your updates. In very good condition with solid construction, the home also includes a 2-car garage. An excellent opportunity to customize in a premier location, just minutes from historic downtown St. Michaels, waterfront dining, boutique shops, and marinas.

9235 Martingham Dr, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$695,000

Welcome to The Preserve at Wye Mills — an intimate enclave of distinguished homes where elegance meets comfort. This stunning residence offers an exceptional amount of space and thoughtful features rarely found in today’s market. Every detail has been designed to impress — and to make you the envy of your guests. Step through the bright, two-story foyer, perfectly framed by a formal dining room and living room on either side. Continue into the heart of the home — an expansive great room with a cozy gas fireplace, casual dining area, and a gourmet kitchen featuring an oversized island, range, wall oven, and pantry. The great room and kitchen open to a beautifully fenced backyard with an outdoor fireplace, offering ample space to add a pool, outdoor kitchen, or entertaining area of your dreams. A versatile main-level room provides flexibility for a guest suite, home office, or playroom, along with a convenient half bath. Upstairs, a dual staircase leads to a spacious family room — perfect for movie nights or a second gathering space. The luxurious primary suite is truly show-stopping, offering a retreat-sized layout with room to relax and recharge. A second bedroom features its own ensuite bath, while bedrooms three and four share a stylish Jack and Jill bathroom. The finished lower level is designed for fun and relaxation — featuring a custom bar and humidor for the cigar enthusiast, plus a built-in sauna to unwind after a long day. There’s also generous storage and a walkout to the backyard. Outside, enjoy the large fenced yard, ideal for entertaining, playing, or future outdoor upgrades like a pool or pool house. Boaters will love being just 2.5 miles from the Wye Landing Boat Launch — perfect for enjoying Maryland’s scenic waterways. Ideally located in northern Talbot County, this home offers easy access to Route 50, Easton (12 miles), the Bay Bridge, Annapolis (29 miles), the beaches, and more. Schedule your private tour today and discover the best of Eastern Shore living at The Preserve at Wye Mills.

5 Beds ⋅ 4 Baths

Welcome to The Preserve at Wye Mills — an intimate enclave of distinguished homes where elegance meets comfort. This stunning residence offers an exceptional amount of space and thoughtful features rarely found in today’s market. Every detail has been designed to impress — and to make you the envy of your guests. Step through the bright, two-story foyer, perfectly framed by a formal dining room and living room on either side. Continue into the heart of the home — an expansive great room with a cozy gas fireplace, casual dining area, and a gourmet kitchen featuring an oversized island, range, wall oven, and pantry. The great room and kitchen open to a beautifully fenced backyard with an outdoor fireplace, offering ample space to add a pool, outdoor kitchen, or entertaining area of your dreams. A versatile main-level room provides flexibility for a guest suite, home office, or playroom, along with a convenient half bath. Upstairs, a dual staircase leads to a spacious family room — perfect for movie nights or a second gathering space. The luxurious primary suite is truly show-stopping, offering a retreat-sized layout with room to relax and recharge. A second bedroom features its own ensuite bath, while bedrooms three and four share a stylish Jack and Jill bathroom. The finished lower level is designed for fun and relaxation — featuring a custom bar and humidor for the cigar enthusiast, plus a built-in sauna to unwind after a long day. There’s also generous storage and a walkout to the backyard. Outside, enjoy the large fenced yard, ideal for entertaining, playing, or future outdoor upgrades like a pool or pool house. Boaters will love being just 2.5 miles from the Wye Landing Boat Launch — perfect for enjoying Maryland’s scenic waterways. Ideally located in northern Talbot County, this home offers easy access to Route 50, Easton (12 miles), the Bay Bridge, Annapolis (29 miles), the beaches, and more. Schedule your private tour today and discover the best of Eastern Shore living at The Preserve at Wye Mills.

13473 Blackberry Ln, Wye Mills

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

Selling Office: Taylor Properties.

$695,000

First time offered in 50 years! Discover this hidden gem nestled along 200' of waterfrontage on Hayward Cove, opening onto the scenic Miles River. Located on at the end of the street, between Easton and St. Michaels this colonial style home is situated on a 1+ acre lot with mature trees, offering three bedrooms, two bathrooms, beautiful wood flooring, a cozy dining area accentuated by a free standing wood stove, living room with nice views, and a main level owner's bedroom. Kitchen has been updated. Several outdoor spaces including a waterside rear deck, a screened porch with ceiling fan, and an enclosed sun porch offering terrific, expansive water views through a wall of windows. Storage sheds. Pier is needs replacement .Water depth is 1-2 ft. Basement has mechanicals , washer and dryer. Launch your kayak and immerse yourself in the breathtaking scenery that the eastern shore has to offer. Public sewer. Property being sold as-is. This house is a perfect getaway close to Easton and St. Michaels . Don't miss this wonderful opportunity to get a waterfront home for an affordable price. Appears to have room for a pool.

3 Beds ⋅ 2 Baths

First time offered in 50 years! Discover this hidden gem nestled along 200' of waterfrontage on Hayward Cove, opening onto the scenic Miles River. Located on at the end of the street, between Easton and St. Michaels this colonial style home is situated on a 1+ acre lot with mature trees, offering three bedrooms, two bathrooms, beautiful wood flooring, a cozy dining area accentuated by a free standing wood stove, living room with nice views, and a main level owner's bedroom. Kitchen has been updated. Several outdoor spaces including a waterside rear deck, a screened porch with ceiling fan, and an enclosed sun porch offering terrific, expansive water views through a wall of windows. Storage sheds. Pier is needs replacement .Water depth is 1-2 ft. Basement has mechanicals , washer and dryer. Launch your kayak and immerse yourself in the breathtaking scenery that the eastern shore has to offer. Public sewer. Property being sold as-is. This house is a perfect getaway close to Easton and St. Michaels . Don't miss this wonderful opportunity to get a waterfront home for an affordable price. Appears to have room for a pool.

27232 Hayward Trl, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Taylor Properties.

$685,000

Discover a beautifully crafted custom home tucked within the peaceful St. Michaels community, where refined design meets everyday comfort. This exceptional residence offers 4 generously sized bedrooms and 3.5 thoughtfully designed bathrooms, filled with premium details throughout. The versatile gas fireplace anchors the inviting main living space, complemented by custom built-ins that add both character and functionality. The expansive primary suite is a true retreat, featuring an oversized walk-in closet and a spa-inspired bathroom with a large custom shower and new fixtures. A second-floor en suite bedroom provides an ideal option for guests or multigenerational living. Outdoor living shines on the sprawling Trex deck, complete with a Sunsetter awning and a fully fenced backyard—perfect for entertaining or unwinding in privacy. Additional highlights include a large walk-in storage attic with the potential to convert into a fifth bedroom, office, or media room. Recent upgrades such as a newer first-floor HVAC system, a brand-new second-floor HVAC, an updated 80-gallon hot water heater, and a freshly painted interior ensure comfort, efficiency, and move-in readiness. Set within a tranquil 40-acre enclave featuring walking trails, ponds, and waterfront access along scenic San Domingo Creek, this home offers a rare blend of natural beauty and convenience. Enjoy easy access to downtown St. Michaels while benefiting from no town taxes. A truly special home that delivers relaxed luxury, space to grow, and an exceptional Eastern Shore lifestyle.

4 Beds ⋅ 4 Baths

Discover a beautifully crafted custom home tucked within the peaceful St. Michaels community, where refined design meets everyday comfort. This exceptional residence offers 4 generously sized bedrooms and 3.5 thoughtfully designed bathrooms, filled with premium details throughout. The versatile gas fireplace anchors the inviting main living space, complemented by custom built-ins that add both character and functionality. The expansive primary suite is a true retreat, featuring an oversized walk-in closet and a spa-inspired bathroom with a large custom shower and new fixtures. A second-floor en suite bedroom provides an ideal option for guests or multigenerational living. Outdoor living shines on the sprawling Trex deck, complete with a Sunsetter awning and a fully fenced backyard—perfect for entertaining or unwinding in privacy. Additional highlights include a large walk-in storage attic with the potential to convert into a fifth bedroom, office, or media room. Recent upgrades such as a newer first-floor HVAC system, a brand-new second-floor HVAC, an updated 80-gallon hot water heater, and a freshly painted interior ensure comfort, efficiency, and move-in readiness. Set within a tranquil 40-acre enclave featuring walking trails, ponds, and waterfront access along scenic San Domingo Creek, this home offers a rare blend of natural beauty and convenience. Enjoy easy access to downtown St. Michaels while benefiting from no town taxes. A truly special home that delivers relaxed luxury, space to grow, and an exceptional Eastern Shore lifestyle.

24977 Back Creek Dr, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Meredith Fine Properties.

$680,000

Tucked into the heart of Back Creek Landing, this home offers the kind of layout and setting that just works—comfortable, well thought out, and connected to both nature and town. The main living space is designed around how people actually live. The kitchen is open and inviting, with a bright eat-in area and an elevated counter with seating—perfect for morning coffee, casual meals, or simply staying part of the conversation while cooking. Just off the kitchen, the screened porch becomes a natural extension of the space, making it easy to move outside for dinner, relax or a quiet evening overlooking the gardens. The first floor also includes a separate dining room for more traditional gatherings, along with a front sitting room or library that works equally well as a home office or quiet retreat. The primary suite is located on the main level, offering everyday convenience with a spacious walk-in closet and private bath. Upstairs, two additional bedrooms are paired with a large second living area—ideal for guests, a media room, or a flexible space that can adapt over time. Outside is where this property really sets itself apart. The owner, a horticulturalist, has created layered, mature landscaping that feels intentional and established—not something you can easily replicate. Backing to trees, the lot offers privacy and a sense of calm that carries through every season. Back Creek Landing itself is a favorite for a reason. With roughly 40 homes, it offers a close-knit feel, walking trails through the woods and around ponds, and a picnic area with a large gazebo. One of the trails even connects directly to St. Michaels Market—an easy walk for everyday errands. There’s also community access to San Domingo Creek, with a dock and kayak storage for those who want to get out on the water. And when you’re ready for town, it’s just a short bike or golf cart ride to restaurants, shops, and the harbor—close enough to enjoy, yet far enough to come home to quiet. With a two-car garage, main-level primary suite, and flexible living spaces throughout, this is a home that offers both practicality and a setting that’s hard to duplicate. The sellers are ready to make a move and welcome all reasonable offers. If you've been considering this home, now is the perfect time to schedule a showing and see what's possible.

4 Beds ⋅ 3 Baths

Tucked into the heart of Back Creek Landing, this home offers the kind of layout and setting that just works—comfortable, well thought out, and connected to both nature and town. The main living space is designed around how people actually live. The kitchen is open and inviting, with a bright eat-in area and an elevated counter with seating—perfect for morning coffee, casual meals, or simply staying part of the conversation while cooking. Just off the kitchen, the screened porch becomes a natural extension of the space, making it easy to move outside for dinner, relax or a quiet evening overlooking the gardens. The first floor also includes a separate dining room for more traditional gatherings, along with a front sitting room or library that works equally well as a home office or quiet retreat. The primary suite is located on the main level, offering everyday convenience with a spacious walk-in closet and private bath. Upstairs, two additional bedrooms are paired with a large second living area—ideal for guests, a media room, or a flexible space that can adapt over time. Outside is where this property really sets itself apart. The owner, a horticulturalist, has created layered, mature landscaping that feels intentional and established—not something you can easily replicate. Backing to trees, the lot offers privacy and a sense of calm that carries through every season. Back Creek Landing itself is a favorite for a reason. With roughly 40 homes, it offers a close-knit feel, walking trails through the woods and around ponds, and a picnic area with a large gazebo. One of the trails even connects directly to St. Michaels Market—an easy walk for everyday errands. There’s also community access to San Domingo Creek, with a dock and kayak storage for those who want to get out on the water. And when you’re ready for town, it’s just a short bike or golf cart ride to restaurants, shops, and the harbor—close enough to enjoy, yet far enough to come home to quiet. With a two-car garage, main-level primary suite, and flexible living spaces throughout, this is a home that offers both practicality and a setting that’s hard to duplicate. The sellers are ready to make a move and welcome all reasonable offers. If you've been considering this home, now is the perfect time to schedule a showing and see what's possible.

24965 Back Creek Dr, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$680,000

Nestled in one of downtown Easton’s most coveted neighborhoods, this expansive four-bedroom residence offers an unparalleled blend of classic Eastern Shore charm and modern peace of mind. The location is truly unbeatable, placing you just a short stroll from the scenic trails of Idlewild Park, the YMCA, and the vibrant shopping and dining scene of historic downtown Easton. From the moment you arrive, the home greets you with exceptional curb appeal and an inviting presence that continues throughout the interior. The thoughtfully designed floor plan balances formal and casual living with ease. A dedicated home office provides a quiet retreat for remote work, while the formal dining and living rooms offer elegant spaces for entertaining guests. At the heart of the home, the spacious family room—featuring brand-new carpeting—flows naturally into a bright kitchen equipped with updated appliances and a center island with a breakfast bar. This open layout ensures that the chef is always part of the conversation. The private quarters are headlined by a generous owner’s suite, which serves as a true sanctuary with its custom-designed bathroom and ample walk-in closet. For those looking toward the future, the massive unfinished attic provides an incredible opportunity to create a custom media room, gym, or guest suite. Outside, the property transforms into a private resort. You can enjoy quiet mornings on the screened porch or host summer gatherings in the fenced rear yard, which features a spacious patio and plenty of level ground to accommodate a future pool. Every detail has been addressed to ensure a worry-free move. The home features a brand-new roof installed in June 2025, along with a newer HVAC system and an attached two-car garage for convenience and storage. This is more than just a house; it is a meticulously maintained home ready for its next chapter on the Eastern Shore.

4 Beds ⋅ 3 Baths

Nestled in one of downtown Easton’s most coveted neighborhoods, this expansive four-bedroom residence offers an unparalleled blend of classic Eastern Shore charm and modern peace of mind. The location is truly unbeatable, placing you just a short stroll from the scenic trails of Idlewild Park, the YMCA, and the vibrant shopping and dining scene of historic downtown Easton. From the moment you arrive, the home greets you with exceptional curb appeal and an inviting presence that continues throughout the interior. The thoughtfully designed floor plan balances formal and casual living with ease. A dedicated home office provides a quiet retreat for remote work, while the formal dining and living rooms offer elegant spaces for entertaining guests. At the heart of the home, the spacious family room—featuring brand-new carpeting—flows naturally into a bright kitchen equipped with updated appliances and a center island with a breakfast bar. This open layout ensures that the chef is always part of the conversation. The private quarters are headlined by a generous owner’s suite, which serves as a true sanctuary with its custom-designed bathroom and ample walk-in closet. For those looking toward the future, the massive unfinished attic provides an incredible opportunity to create a custom media room, gym, or guest suite. Outside, the property transforms into a private resort. You can enjoy quiet mornings on the screened porch or host summer gatherings in the fenced rear yard, which features a spacious patio and plenty of level ground to accommodate a future pool. Every detail has been addressed to ensure a worry-free move. The home features a brand-new roof installed in June 2025, along with a newer HVAC system and an attached two-car garage for convenience and storage. This is more than just a house; it is a meticulously maintained home ready for its next chapter on the Eastern Shore.

1009 S Washington St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$679,000

Located in Easton’s Historic District, this beautifully maintained 4-bedroom, 2-bath Colonial has been tastefully updated while preserving its charm. The home features a fully renovated kitchen, refinished original hardwood floors, updated bathrooms, and a large living room with wood-burning fireplace. A first-floor family room offers a great opportunity to create a spacious first-floor primary suite. Enjoy a screened side porch, rear patio, and a private fenced backyard retreat. Recent upgrades include a roof, gutters, and soffit under 7 years old, along with an upgraded electric system, reinforced foundation, and encapsulated crawlspace within the last 4 years. The detached 2-car garage with alley access offers additional driveway parking and valuable second-floor storage with built-in stairs. All just a short distance to Easton’s shops, restaurants, and cultural attractions.

4 Beds ⋅ 2 Baths

Located in Easton’s Historic District, this beautifully maintained 4-bedroom, 2-bath Colonial has been tastefully updated while preserving its charm. The home features a fully renovated kitchen, refinished original hardwood floors, updated bathrooms, and a large living room with wood-burning fireplace. A first-floor family room offers a great opportunity to create a spacious first-floor primary suite. Enjoy a screened side porch, rear patio, and a private fenced backyard retreat. Recent upgrades include a roof, gutters, and soffit under 7 years old, along with an upgraded electric system, reinforced foundation, and encapsulated crawlspace within the last 4 years. The detached 2-car garage with alley access offers additional driveway parking and valuable second-floor storage with built-in stairs. All just a short distance to Easton’s shops, restaurants, and cultural attractions.

305 S Aurora St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Shoreline Realty.

$677,500

This 4,096 sf Four bedroom, two and half bath Colonial home sits on a generous sized lot in the popular Thread Haven neighborhood in Easton. The main level features 9' ceilings and a spacious floor plan with a large eat in kitchen, separate dining room, family room with wood burning fireplace, sunroom and living room provide flexible gathering spaces and nice flow. The second floor includes a primary suite with two walk in closets, cedar closet and a full bath. In addition there is a sitting/exercise area with vaulted ceilings, a jetted tub and wet bar. There are three additional bedrooms, a full bath and storage room. This home also includes a mudroom, attached two-car garage, deck and large fenced in back yard. One new Heat Pump. Convenient to medical facilities, the YMCA, schools, rails to trails and all that the town has to offer.

4 Beds ⋅ 3 Baths

This 4,096 sf Four bedroom, two and half bath Colonial home sits on a generous sized lot in the popular Thread Haven neighborhood in Easton. The main level features 9' ceilings and a spacious floor plan with a large eat in kitchen, separate dining room, family room with wood burning fireplace, sunroom and living room provide flexible gathering spaces and nice flow. The second floor includes a primary suite with two walk in closets, cedar closet and a full bath. In addition there is a sitting/exercise area with vaulted ceilings, a jetted tub and wet bar. There are three additional bedrooms, a full bath and storage room. This home also includes a mudroom, attached two-car garage, deck and large fenced in back yard. One new Heat Pump. Convenient to medical facilities, the YMCA, schools, rails to trails and all that the town has to offer.

31 Londonderry Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$675,000

4-Bedroom Home on .95 Acre in The Preserve at Wye Mills – Near the Chesapeake Bay Bridge, Easton MD, Annapolis MD, and DC or BWI. Located in the sought-after community of The Preserve at Wye Mills in Talbot County, this move-in-ready 4-bedroom, 2.5-bath home sits on a .95-acre corner lot and offers a spacious layout designed for both everyday living and entertaining. With convenient access to the Chesapeake Bay Bridge, Easton, and Washington DC, the property combines Eastern Shore tranquility with commuter accessibility. The home features an open floor plan centered around a gourmet kitchen with custom granite countertops, maple cabinetry, and a large island with a sink. Cooking enthusiasts will appreciate the 5-burner gas cooktop with retractable vent, double-wall ovens, French-door refrigerator, smudge-proof stainless steel appliances, a generous pantry, and recessed LED lighting. The adjoining eat-in kitchen opens directly to a custom 20' x 30' patio with a fire pit, creating a natural extension of the living space for outdoor gatherings. Inside, the family room features a fireplace with a custom surround, while a formal dining room and a dedicated home office with French doors provide flexible spaces for entertaining or remote work. The primary suite includes two custom walk-in closets and an updated en-suite bathroom with a dual vanity, soaking tub, custom tile shower, and tile flooring. Three additional bedrooms provide comfortable space for family or guests. The full walk-out basement is mostly finished, offering excellent bonus space for a rec room, theater area, home gym, or hobby space, and includes a rough-in for a future full bathroom. Practical upgrades and amenities include: 3-car attached garage with insulated electric doors and keypad entry Brand-new roof (2026) On-demand water heater 2-year-old heat pump with bi-annual HVAC maintenance 12' x 18' extra-tall garden shed Outside, the nearly one-acre lot features mature landscaping, flowering trees, and space for a vegetable garden, creating a peaceful setting while still being conveniently located near major routes and regional destinations. With low Talbot County taxes and easy access to the Bay Bridge, Annapolis, Easton, and Washington DC, this property offers the space, comfort, and location many Eastern Shore buyers are searching for.

4 Beds ⋅ 3 Baths

4-Bedroom Home on .95 Acre in The Preserve at Wye Mills – Near the Chesapeake Bay Bridge, Easton MD, Annapolis MD, and DC or BWI. Located in the sought-after community of The Preserve at Wye Mills in Talbot County, this move-in-ready 4-bedroom, 2.5-bath home sits on a .95-acre corner lot and offers a spacious layout designed for both everyday living and entertaining. With convenient access to the Chesapeake Bay Bridge, Easton, and Washington DC, the property combines Eastern Shore tranquility with commuter accessibility. The home features an open floor plan centered around a gourmet kitchen with custom granite countertops, maple cabinetry, and a large island with a sink. Cooking enthusiasts will appreciate the 5-burner gas cooktop with retractable vent, double-wall ovens, French-door refrigerator, smudge-proof stainless steel appliances, a generous pantry, and recessed LED lighting. The adjoining eat-in kitchen opens directly to a custom 20' x 30' patio with a fire pit, creating a natural extension of the living space for outdoor gatherings. Inside, the family room features a fireplace with a custom surround, while a formal dining room and a dedicated home office with French doors provide flexible spaces for entertaining or remote work. The primary suite includes two custom walk-in closets and an updated en-suite bathroom with a dual vanity, soaking tub, custom tile shower, and tile flooring. Three additional bedrooms provide comfortable space for family or guests. The full walk-out basement is mostly finished, offering excellent bonus space for a rec room, theater area, home gym, or hobby space, and includes a rough-in for a future full bathroom. Practical upgrades and amenities include: 3-car attached garage with insulated electric doors and keypad entry Brand-new roof (2026) On-demand water heater 2-year-old heat pump with bi-annual HVAC maintenance 12' x 18' extra-tall garden shed Outside, the nearly one-acre lot features mature landscaping, flowering trees, and space for a vegetable garden, creating a peaceful setting while still being conveniently located near major routes and regional destinations. With low Talbot County taxes and easy access to the Bay Bridge, Annapolis, Easton, and Washington DC, this property offers the space, comfort, and location many Eastern Shore buyers are searching for.

13460 Rustling Oaks Dr, Wye Mills

Listing courtesy of Realty Navigator. Contact:

Selling Office: Benson & Mangold, LLC.

$675,000

Ideally located in the highly sought-after waterfront community of Easton Village, this beautifully maintained home offers nearly 3,000 square feet of refined living just minutes from downtown Easton, St. Michaels, and Oxford, and conveniently close to Easton Airport with jet service—perfect for those seeking an effortless Eastern Shore lifestyle. Set on a premier, oversized corner lot, the property is enhanced by manicured landscaping, irrigation, and full privacy fencing, providing exceptional space and seclusion ideal for family living, entertaining, children, and pets. Inside, Brazilian cherry hardwood floors, crown molding, and nine-foot ceilings create a warm, light-filled atmosphere throughout. The thoughtfully designed floor plan includes four bedrooms, two full bathrooms, and a half bath, highlighted by a spacious primary suite with dual walk-in closets, while a recently updated secondary full bath adds modern appeal. Just off the main living area, a charming den nook offers a cozy and flexible retreat—perfect for a reading space, home office, or quiet sitting area. The inviting kitchen features rich wood cabinetry, granite countertops, a mosaic tile backsplash, stainless steel appliances, recessed lighting, and a generous breakfast bar, making it ideal for everyday living and gatherings. A formal dining room with tray ceiling and a cozy gas fireplace further enhances the home’s elegant yet comfortable living spaces. Additional highlights include a freshly painted Hardiplank exterior, conditioned crawl space, and a detached two-car garage with alley access. A picture-perfect covered front porch, framed by mature landscaping, offers a welcoming place to relax and enjoy the neighborhood. Residents of Easton Village enjoy resort-style amenities including a clubhouse with fitness center, pool, scenic trails, bocce court, kayak storage, private beach, and a community marina with direct access to the Tred Avon River, delivering the very best of Eastern Shore living.

4 Beds ⋅ 3 Baths

Ideally located in the highly sought-after waterfront community of Easton Village, this beautifully maintained home offers nearly 3,000 square feet of refined living just minutes from downtown Easton, St. Michaels, and Oxford, and conveniently close to Easton Airport with jet service—perfect for those seeking an effortless Eastern Shore lifestyle. Set on a premier, oversized corner lot, the property is enhanced by manicured landscaping, irrigation, and full privacy fencing, providing exceptional space and seclusion ideal for family living, entertaining, children, and pets. Inside, Brazilian cherry hardwood floors, crown molding, and nine-foot ceilings create a warm, light-filled atmosphere throughout. The thoughtfully designed floor plan includes four bedrooms, two full bathrooms, and a half bath, highlighted by a spacious primary suite with dual walk-in closets, while a recently updated secondary full bath adds modern appeal. Just off the main living area, a charming den nook offers a cozy and flexible retreat—perfect for a reading space, home office, or quiet sitting area. The inviting kitchen features rich wood cabinetry, granite countertops, a mosaic tile backsplash, stainless steel appliances, recessed lighting, and a generous breakfast bar, making it ideal for everyday living and gatherings. A formal dining room with tray ceiling and a cozy gas fireplace further enhances the home’s elegant yet comfortable living spaces. Additional highlights include a freshly painted Hardiplank exterior, conditioned crawl space, and a detached two-car garage with alley access. A picture-perfect covered front porch, framed by mature landscaping, offers a welcoming place to relax and enjoy the neighborhood. Residents of Easton Village enjoy resort-style amenities including a clubhouse with fitness center, pool, scenic trails, bocce court, kayak storage, private beach, and a community marina with direct access to the Tred Avon River, delivering the very best of Eastern Shore living.

28241 Knapps, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

$675,000

Rare investment opportunity! This 12,000 sq. ft. warehouse, located on a prime piece of real estate along westbound Route 50 in Easton, MD, offers unmatched visibility and accessibility. Featuring two separate structures on the property, this versatile space is ideal for a variety of uses including warehousing, storage, light manufacturing, or more. With its strategic location in a high-traffic area, this property is perfect for businesses looking to capitalize on exposure and convenience. Whether you're expanding your operations or looking for a smart investment, this is an opportunity you don't want to miss

7837 Ocean Gtwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$675,000

This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with Nest locks, thermostats, doorbell camera, and smoke detectors, as well as an inground lawn irrigation system. Outdoors, the private backyard has been beautifully finished with professional landscaping, privacy fencing, and a Techno-Bloc custom paver patio. A welcoming front porch with flower boxes and rocking chairs sets the tone. Inside, the main level offers a cozy front foyer/den that opens to a spacious great room with living, dining, and kitchen areas. The gourmet kitchen boasts quartz countertops, a large island, gas range, pantry, and pendant lighting, with sliding doors that lead directly to the rear yard retreat. Upstairs, you’ll find four bedrooms and two full baths, including a primary suite with its own private bath. Set at the end of a non-through street just one block from the heart of St. Michaels, the location is ideal. Enjoy quiet evenings on the porch, gatherings in the backyard, or a few short blocks into town and the waterfront. From here, you can access shops, dining, the Chesapeake Bay Maritime Museum, and seasonal events. Even the town ice cream shop is only a few blocks away. Whether relaxing at home or exploring everything St. Michaels has to offer, this property provides the perfect blend of comfort, convenience, and small-town charm. Move-in ready and truly immaculate!

4 Beds ⋅ 3 Baths

This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with Nest locks, thermostats, doorbell camera, and smoke detectors, as well as an inground lawn irrigation system. Outdoors, the private backyard has been beautifully finished with professional landscaping, privacy fencing, and a Techno-Bloc custom paver patio. A welcoming front porch with flower boxes and rocking chairs sets the tone. Inside, the main level offers a cozy front foyer/den that opens to a spacious great room with living, dining, and kitchen areas. The gourmet kitchen boasts quartz countertops, a large island, gas range, pantry, and pendant lighting, with sliding doors that lead directly to the rear yard retreat. Upstairs, you’ll find four bedrooms and two full baths, including a primary suite with its own private bath. Set at the end of a non-through street just one block from the heart of St. Michaels, the location is ideal. Enjoy quiet evenings on the porch, gatherings in the backyard, or a few short blocks into town and the waterfront. From here, you can access shops, dining, the Chesapeake Bay Maritime Museum, and seasonal events. Even the town ice cream shop is only a few blocks away. Whether relaxing at home or exploring everything St. Michaels has to offer, this property provides the perfect blend of comfort, convenience, and small-town charm. Move-in ready and truly immaculate!

408 Spinnaker Ln, Saint Michaels

Listing courtesy of Northrop Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$675,000

**PRICE IMPROVEMENT** PARK LIKE SETTING- MATURE TREES- CREEK- BRIDGE ALL ON 3.064 PRIVATE ACRES*** Meticulously Maintained 3/4 bedroom, 3 bath home, With Bonus Room or Possible in-law/Au Pair Suite with Wheelchair access doors and a Chairlift for easy upstairs living access. Private in ground Pool with Gazebo. Woods in back half of property with your own Creek and Bridge to access back half of property. Front and back of property are surrounded by Farm Land. *Bonus* RV PARKING SITE with Water, Electric and Septic disposal. Come make this Beautiful Home your own- 1st time on market- You don't want to miss this opportunity. Easy access to Restaurants and Shopping. Minutes to Downtown Easton, Hour to Annapolis, 30 Minutes to Kent Island and 1 1/2 hours to Beaches! *** See if your children can find the Gnome!! (Some photos have been virtually staged.)

3 Beds ⋅ 3 Baths

**PRICE IMPROVEMENT** PARK LIKE SETTING- MATURE TREES- CREEK- BRIDGE ALL ON 3.064 PRIVATE ACRES*** Meticulously Maintained 3/4 bedroom, 3 bath home, With Bonus Room or Possible in-law/Au Pair Suite with Wheelchair access doors and a Chairlift for easy upstairs living access. Private in ground Pool with Gazebo. Woods in back half of property with your own Creek and Bridge to access back half of property. Front and back of property are surrounded by Farm Land. *Bonus* RV PARKING SITE with Water, Electric and Septic disposal. Come make this Beautiful Home your own- 1st time on market- You don't want to miss this opportunity. Easy access to Restaurants and Shopping. Minutes to Downtown Easton, Hour to Annapolis, 30 Minutes to Kent Island and 1 1/2 hours to Beaches! *** See if your children can find the Gnome!! (Some photos have been virtually staged.)

29414 Andrew Ln, Easton

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

Selling Office: Coldwell Banker Realty.

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