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11 Brookletts Ave, Easton
$729,500
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.

6660 Reeses Pride Rd, Sherwood
$729,000
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.

29264 Dogwood View Rd, Cordova
$720,000
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..

28540 Holden Rd, Easton
$717,500
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.

9629 Bantry Rd, Easton
$710,000
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.

28939 Jasper Ln, Easton
$700,000
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.

24977 Back Creek Dr, Saint Michaels
$685,000
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.

24965 Back Creek Dr, St Michaels
$680,000
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.

1009 S Washington St, Easton
$680,000
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..

31 Londonderry Dr, Easton
$677,500
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.

13460 Rustling Oaks Dr, Wye Mills
$675,000
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.

28241 Knapps, Easton
$675,000
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.

408 Spinnaker Ln, Saint Michaels
$675,000
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.

29414 Andrew Ln, Easton
$675,000
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.

29409 Jobes St, Easton
$669,990
3 Beds ⋅ 4 Baths
The Franklin offers an open floorplan with classic design elements and a projected settlement of May 2026, creating a home that feels both timeless and functional. This thoughtfully designed plan includes 3 bedrooms, 3.5 baths, and a 2.5-car garage, providing extra space for storage, hobbies, or gear. A cozy fireplace anchors the main living area, while the screened, covered patio extends your living space outdoors—perfect for relaxing or entertaining. Luxury vinyl plank flooring throughout the entire home adds durability and a cohesive, modern look from room to room. The upgraded primary bathroom offers a spa-inspired retreat, paired with quartz countertops that bring a clean, polished finish to the home. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

29409 Jobes St, Easton

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

102 Jacks Point Rd, Oxford
$663,000
4 Beds ⋅ 4 Baths
Located just outside Oxford’s Historic District, this immaculate four bedroom home with three and a half baths needs nothing. Move in ready in a quiet neighborhood on a beautifully landscaped lot, there is a two car garage, a large Amish built shed with two upper storage lofts and private rear yard. Stainless appliances, primary bedroom with two walk-in California closets and beautiful bathrooms with porcelain tile. The house underwent a significant update in 2019-2020. There is an encapsulated crawl space and beautiful brick fireplace with glass doors. Freshly painted, the house is bright, warm and inviting. The honey colored old pine floors are beautiful, adding to the warmth. Floors throughout the house are either wood or porcelain tile. This home is very close to several marinas and restaurants, and most importantly, Oxford’s famous ice cream shop. Call for an appointment before this one slips away.

102 Jacks Point Rd, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

28839 Jasper Ln, Easton
$660,000
4 Beds ⋅ 3 Baths
Nestled in the coveted Cooke’s Hope community, 28839 Jasper Lane offers the perfect blend of comfort, charm, and scenic surroundings. This spacious end-unit townhome features 4 bedrooms and 2.5 baths, including a desirable first-floor primary suite with a walk-in closet and spa-like soaking tub designed for easy everyday living. The airy, light-filled interior is highlighted by a soaring vaulted ceiling in the living room, where a cozy gas fireplace creates a warm and welcoming focal point. A thoughtfully designed layout provides both functionality and flexibility, while the attached 2-car garage adds convenience. Out back, the home truly shines with a beautifully landscaped patio overlooking a peaceful pond setting — a rare and calming backdrop that adds to the property’s unique appeal. The tranquil water views create an ideal setting for outdoor dining, quiet mornings, or simply enjoying the beauty of nature right from your backyard. Additional improvements include an HVAC system replaced in 2020 and a roof that is approximately two years old. As part of the beloved Cooke’s Hope neighborhood, residents enjoy access to walking trails, scenic green spaces, ponds, tennis courts, a dog park, and a strong sense of community, all just moments from the shops, restaurants, and charm of historic Easton.

28839 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Shoreline Realty.

7586 Easton Club Dr, Easton
$656,000
4 Beds ⋅ 3 Baths
Motivated sellers--bring an offer! 7586 Easton Club is an entertainer’s dream home—so much fun downstairs with open concept living, eat in kitchen with ample bar seating, double door pantry, a stainless wine fridge, natural gas fireplace, a new salt water hot tub, very private backyard and brick patio, garden seating area, huge driveway for lots of guest parking, and more! Upstairs, you can escape the party by enjoying four sizable bedrooms, including a primary en suite with another vaulted ceiling, a custom walk in closet, and bathroom with dual sinks, a walk in shower, deep soaking tub, heated floors, and heated towel rack. This well-maintained, turn-key Master's Village home in Easton Club is also walkable to the community pool and tennis/pickleball courts and minutes to Historic Easton's fabulous shops, restaurants and galleries. It's not just a home; it's a lifestyle! IF you require a first floor primary en suite, the listing agents have met with a contractor and have plans, estimated costs/timelines to convert the formal living & dining rooms to a first floor bedroom & bathroom. Designs are available at the property, so schedule your private showing to see them! The brick front of the traditional home is stately. The front door entrance brings you into a grand two-story foyer which leads into a formal sitting area and dining room with tray ceiling to the right, powder room, laundry, interior access to the garage, family room with gas fireplace and eat-in chef's kitchen to the left with stainless steel appliances, large island, wall oven/microwave, wine fridge and pantry. Ceilings are at a generous 9' height, with a higher vaulted ceiling over the eat-in area of the kitchen. The window shades by the eat-in area are electronic. Downstairs, over a half a dozen windows are new, put in by the current owners. Upstairs are all four sizable bedrooms. The large primary suite can easily accommodate a king sized bed with room to spare and offers vaulted ceiling, a custom built walk in closet. double vanity, heated floors, heated towel rack, large soaking tub, and walk in shower. Within the last few years the HVAC, kitchen and baths have been updated and the current owner has put new LVP floors throughout the entire upstairs, new LVP downstairs (there is cherry hardwood underneath the downstairs LVP if preferred). The upstairs guest bathroom tile flooring was newly installed by the current owners. Easton Club offers so many desirable amenities, including a clubhouse, pool, tennis court/pickleball, sidewalks, common areas with ponds and much green space & the community is mere minutes from Historic Downtown Easton's restaurants, shops, museums, doctor offices, hospital, and a short drive to Oxford and St Michaels and approximately 1.5 hrs to Washington DC, Bethesda and Baltimore, less than 1 hr to Annapolis! NOTE: 1st Floor, bathrooms and primary staged by Wall to Wall Staging, bedrooms three and four are virtually staged. A half dozen of the home's rooms were painted Benjamin Moore Dove White by the sellers within the last few months.

7586 Easton Club Dr, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

104 Cherry St, St Michaels
$650,000
4 Beds ⋅ 3 Baths
AUCTION POSTPONED! Historic St. Michaels Opportunity! Priced to Sell Quickly! Property sold strictly "as-is", inspections for informational purposes only. Built circa 1860, this spacious 4-bedroom, 3-full-bath historic home offers 2,718 square feet and an exceptional in-town location just half a block from the harbor, restaurants, shops, the Chesapeake Bay Maritime Museum, and all that makes St. Michaels such a sought-after destination. This is a wonderful opportunity for a buyer with vision to restore and bring new life to a substantial historic home in one of St. Michaels’ most desirable locations. Whether envisioned as a full-time Eastern Shore residence or a weekend retreat, the possibilities are endless. Offered at an attractive price, 104 Cherry Street represents a rare opportunity to create something truly special in the heart of historic St. Michaels. Please contact listing agent for more details.

104 Cherry St, St Michaels

Listing courtesy of Redfin Corp. Contact:

Selling Office: Benson & Mangold, LLC.

6 N Washington St, Easton
$650,000
Positioned in the heart of historic downtown Easton, this prominent three-story mixed-use building represents a rare opportunity to acquire a true Main Street asset in one of the Eastern Shore’s most vibrant and increasingly supply-constrained commercial corridors. Surrounded by established retail, acclaimed restaurants, professional services, and consistent pedestrian activity, opportunities of this scale and visibility are becoming increasingly difficult to replicate. Encompassing approximately 3,860± square feet, the property offers a commanding presence with exceptional street exposure, strong foot traffic, and a highly strategic downtown position benefiting from both local and visitor activity throughout the year. Rich in character and set within one of Easton’s most recognizable and pedestrian-oriented streetscapes, the building features an authentic historic storefront presence and benefits from the energy and walkability that define downtown living and commerce. The existing layout features commercial space at street level, while the upper floors present potential residential or alternative mixed-use opportunities, subject to buyer verification, approvals, and intended use. A particularly compelling attribute is the presence of independent front and rear access serving the upper levels, creating uncommon flexibility for future configurations and occupancy strategies. Rear alley access further enhances functionality and accessibility — a valuable and increasingly scarce feature within the downtown setting. While the structure reflects an older vintage and presents a meaningful opportunity for renovation and vision, assets of this nature — with scale, location, visibility, historic character, and long-term upside — remain a finite commodity in downtown Easton. For investors, owner-users, or buyers seeking a signature downtown asset with the ability to create value in one of the Eastern Shore’s most desirable historic business districts, this is a rare chance to acquire a property with enduring presence and potential — ready for its next chapter. The property is subject to an existing Right of First Refusal. Any accepted offer shall remain contingent upon satisfaction or expiration of such rights.

6 N Washington St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

no property photo
$650,000
4 Beds ⋅ 3 Baths
Beautiful 4+ bedroom, 3,000± sq ft home on a private 2.87-acre lot in the sought-after Galloway Run community just minutes from downtown Easton. Recent improvements include fresh interior paint, new upstairs carpeting, refurbished custom built-ins, new refrigerator and washer, newer roof, and new upstairs HVAC. The open floor plan features a spacious kitchen with island and eat-in area, see-through gas fireplace to the living room with built-ins, formal dining room, and a family room/sunroom with fireplace opening to the deck. A first-floor office with adjacent full bath offers potential for a guest bedroom. Upstairs includes a primary suite with walk-in closet and updated bath, three additional bedrooms, and a convenient second-floor laundry. Enjoy the peaceful backyard with a small creek and abundant wildlife. High-speed internet via Easton Utilities. Chapel School District.

29656 Galloway Run, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Meredith Fine Properties.

26698 Arcadia Shores Rd, Easton
$650,000
5 Beds ⋅ 4 Baths
Charming 5-Bedroom Cape Cod on 4 Private Acres with Pool, Sunroom & Endless Outdoor Beauty Welcome to your dream retreat! Tucked away on 4 private, park-like acres, this beautifully maintained 5-bedroom, 3.5-bath Cape Cod blends timeless charm with thoughtful modern updates. Relax or entertain with ease—whether you're enjoying summer afternoons by the in-ground pool (with a 20-year liner, only 5 years old), gathering on the expansive 800 sq. ft. poolside patio, or unwinding in the bright four-season sunroom. Inside, the inviting living room features a 3-year-old wood stove insert with triple-lined chimney pipe, creating a cozy atmosphere on cool evenings. The freshly renovated 2024 kitchen and mudroom offer stylish comfort and convenience. Upstairs, the expansive primary suite is a true sanctuary with a walk-in closet and a large private balcony—the perfect vantage point for breathtaking sunsets and views of the backyard oasis. Nature lovers will appreciate the property’s multiple fruit trees, blueberry and blackberry bushes, and wooded walking trails. The land backs up to MEBA on hundreds of acres providing unmatched privacy and a landscape teeming with wildlife. Just 2 miles from a public boat launch, making this is an ideal home for outdoor adventure. Whether you’re seeking quiet country living, room to entertain, or your own personal haven surrounded by nature, this exceptional property offers it all. Priced below appraised value. Waiting of your personal touch. Welcome home! Still accepting showings and potential backup offers.

26698 Arcadia Shores Rd, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

12654 Ocean Gtwy, Cordova
$642,000
4 Beds ⋅ 3 Baths
Welcome to 12654 Ocean Gateway. Tucked along the peaceful stretch of Ocean Gateway, this inviting Eastern Shore home offers the easy charm of country living with the benefit of steady, thoughtful updates. Set on a wide, open parcel of land, the property carries the relaxed character of a well‑loved home, with a layout that feels welcoming from the moment you step inside. The interior was fully repainted in 2018, paired with refinished main‑level hardwoods and carpet that bring warmth and continuity to the living spaces. The main‑level primary bedroom features a walk‑in closet and a beautifully reconfigured en suite bath, renovated in 2025 with new wood flooring and a refreshed layout. Upstairs, a cozy bonus room provides flexible space for a TV lounge, game room, or quiet hideaway, complemented by an updated hall bath with wood flooring added in 2018. The home has seen a steady stream of practical improvements, including new windows (2018), a reverse osmosis system and water softener (2018), and a MT Vernon pellet stove installed in 2019 for efficient supplemental heat. Exterior updates completed in 2020—new siding, gutters, and a new roof—add long‑term value, while a new front entry door and rear sliding door were installed in 2024. A new bladder tank was added to the well house in 2020, supporting everyday functionality. Beyond the home itself, the property’s rural appeal shines through in its outbuildings, including a former mechanic shop rebuilt into a center‑aisle horse barn in 2020. The barn is equipped with 5 stalls (one of those being a large foaling stall), a tack & feed room, grooming stall and large storage area offering a versatile setup for equestrian or hobby farm use. With its blend of meaningful upgrades, lived‑in charm, and wide‑open surroundings, this property offers a comfortable lifestyle with room to make it your own.

12654 Ocean Gtwy, Cordova

Listing courtesy of Hubble Bisbee Christie's International Real Estate. Contact:

Selling Office: TTR Sotheby's International Realty.

8780 Marsh View Rd, Easton
$640,000
3 Beds ⋅ 3 Baths
8780 Marsh View presents a custom-built, one-owner home set on just over 4 acres with water views of the Choptank River in the desirable High Banks community. The beautifully landscaped grounds create a private, garden-like setting perfect for peaceful living and outdoor enjoyment. The property features a spacious carriage house with electric, ideal for storage, a workshop, or hobby space. Two gazebos—one on the oversized deck and another nestled in the yard—offer inviting spots to relax, entertain, and enjoy evenings or weekend crab feasts. Inside, the open floor plan is designed for both everyday living and entertaining. The first-floor primary suite includes a walk-in closet and a luxurious en-suite bath with a walk-in shower, soaking tub, and heated floors. The large kitchen is well-equipped with essential appliances, including a wall oven, and features a generous island with bar seating, granite countertops, and a tile backsplash. The home also offers a spacious family room with vaulted ceilings, a separate den or office, and a formal dining room. Upstairs, a finished bonus room provides flexible living space, along with additional access points for ample storage.

8780 Marsh View Rd, Easton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

903 S Morris St, Oxford
$639,000
3 Beds ⋅ 2 Baths
Nestled in a peaceful setting, this thoughtfully renovated home blends modern comfort with Eastern Shore charm. Move-in ready and designed for easy living, the home features a welcoming wraparound porch and a spacious screened porch—perfect for relaxing and enjoying the sights and sounds of nature. During the renovation, all major mechanical systems and the water and sewer lines—including both interior lines and street connections—were replaced. A new heat pump, air conditioning unit, and all associated ductwork were also installed. The home also offers an encapsulated crawl space, foam insulation in the walls and attic rafters, and attic decking for added storage. The beautifully updated kitchen features under-cabinet lighting, illuminated cabinet drawers, and quality countertops, creating both style and functionality. Additional upgrades include vinyl siding, energy-efficient windows, and a Rinnai propane gas water heater. The cooktop and clothes dryer are also propane-powered. For added peace of mind, the former oil tank was removed and the site passed all contamination testing. Notable features include a remote-controlled shade in the living room and numerous energy-efficient improvements throughout the home. The detached shed/garage was installed a few years before the home renovation and includes full electrical service. Situated on a quiet corner lot with convenient access to a west-facing beach, this property offers the perfect setting to enjoy beautiful sunset views and the relaxed lifestyle of Maryland’s Eastern Shore.

903 S Morris St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

29405 Jobes St, Easton
$622,590
2 Beds ⋅ 3 Baths
Welcome to the Carver, a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in June 2026, this home offers 2 bedrooms plus a home office, 2.5 baths, and a 2.5-car garage, providing both flexibility and functionality. The main living area features a stunning stone fireplace with hearth, creating a warm and inviting focal point. A screened-in patio extends your living space outdoors, perfect for relaxing or entertaining. Everyday conveniences include a top-load washer and dryer and a utility sink. The kitchen is designed for both style and performance, featuring quartz countertops and a double oven—ideal for hosting or preparing meals with ease. Laminate flooring flows throughout the home, with tile flooring in the bathrooms for added durability. The baths include an upgraded shower, adding a touch of comfort and style to your daily routine. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

29405 Jobes St, Easton

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.