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29183 Pin Oak Way, Easton
$379,900
3 Beds ⋅ 2 Baths
South Beechwood. Well maintained with recent upgrades, this one-story home features a living room/dining room combo, eat-in kitchen, family room with gas fireplace, primary suite, 2 guest bedrooms and additional bath. Recent upgrades include roof, interior painting, updated baths, heat pump, siding, shutters, sliders and carpet. The electric baseboard heat is for back up only. One-car attached garage, fenced yard, front porch, patio and mature plantings. Detached shed 'as is'. Established community close to downtown Easton, restaurants, shopping, schools, churches, parks and all the wonderful amenities. Close to St. Michaels and Oxford and day trip to MD/DE beaches and 1/2 hour to Bay Bridge. *Professional photos coming soon.

29183 Pin Oak Way, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Northrop Realty.

3971 Main St, Trappe
$376,000
3 Beds ⋅ 3 Baths
Beautifully renovated and full of character, this mansard-roofed home sits in the heart of historic Trappe—just minutes from Easton, Oxford, and Cambridge. Recognized by the Maryland Historical Trust as a “fine example” of French Second Empire architecture, it features a striking three-story staircase with a continuous handrail, soaring 9.5-foot ceilings with elegant cornices, and a versatile third floor perfect for a home office or recreation room. Recent updates include a new rubber roof, upgraded wiring, two HVAC systems (LP gas steam radiator and mini-split heat pumps), a stunning new kitchen with granite countertops and stainless steel appliances, freshly painted interiors and exterior, refinished wood floors (2024), and cleaned windows. Enjoy a deep lot with a detached storage building, nearby restaurants, quick access to Route 50 and the Choptank River for boating, and White Marsh Elementary just a mile away—plus optional furnishings available for purchase.

3971 Main St, Trappe

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: TTR Sotheby's International Realty.

29049 Superior Cir, Easton
$375,000
3 Beds ⋅ 3 Baths
Come experience this beautifully maintained townhome offering an impressive 2,520 square feet of living space, featuring an open-concept floor plan designed for comfortable everyday living and entertaining. The spacious main-level primary suite includes a large walk-in closet, while the inviting second-floor loft provides the perfect space to relax, read, or enjoy hobbies. You'll also appreciate a dedicated office/study room on the main level. Additional highlights include a fenced rear yard, cozy gas fireplace, attached garage, Brand-New Roof (2026), Brand-New Hot Water Heater (2026), and a convenient huge walk-in storage room—no attic stairs required. The community's private swimming pool is included with the HOA, providing a wonderful place to cool off and unwind during the summer months. Ideally located with quick and easy access to downtown Easton, you'll enjoy shopping, dining, entertainment, and all the charm that the Easton lifestyle has to offer. Schedule your tour today!

29049 Superior Cir, Easton

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Wilson Realty.

7033 Thorneton Rd, Royal Oak
$375,000
Two dwellings on one property. 7031, 7033 Thorneton Road- Freshly painted with new LVT flooring upstairs. The dwellings share a well and have county sewer hookup- 7033 is the front building and has 3 bedrooms and 2.5 baths upstairs and a great room with handsome kitchen, powder room , screened porch and deck. There is also a roof deck off the primary bedroom and the property overlooks a preserved farm field in front. 7031, is entered by walking around to the back door off the deck overlooking a nice stand of woods and offers privacy. Inside you will find a great room and first floor bedroom and bath. There is a large attic area that could be developed into additional living space. In between the dwellings there is a covered run in shed with parking for three cars and an additional storage shed for storage. The property has been successfully rented for many years with satisfied long term tenants. Tenants have moved and property is ready for move in.

7033 Thorneton Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Meredith Fine Properties.

300 Dixon St Unit 402, Easton
$375,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained 3-level townhome in the heart of Easton. Featuring three bedrooms, two full bathrooms, and one half bathroom, this home is designed for comfortable everyday living and easy entertaining. The spacious layout offers multiple levels of living space, providing everyone with room to spread out and enjoy., along with the peace of mind of a Brand New Roof and Brand New Water Heater! The main living area flows seamlessly into the kitchen and dining spaces, while large windows bring in plenty of natural light throughout the home. Step outside to enjoy the spacious back deck, perfect for morning coffee, outdoor dining, or relaxing evenings with friends and family. Upstairs, find a large primary bedroom with a walk-in closet and en-suite bathroom. Two guest bedrooms and a full hall bath complete this level. You will love the finished basement level and the attached 2-car garage offering convenience, play space, extra storage, and easy parking. Located in a desirable Easton community walking distance to downtown, with direct access to Rails-to-Trails, close to shopping, dining, parks, and local amenities, this townhome offers low-maintenance living with plenty of room to grow. Don’t miss your opportunity to own this move-in-ready home in one of the Eastern Shore’s most charming towns! Motivated Sellers, schedule your showing today!

300 Dixon St Unit 402, Easton

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

356 Saint Aubins Ter, Easton
$375,000
3 Beds ⋅ 2 Baths
Charming Easton Cottage in a Park-Like Setting Discover this fabulous Easton cottage set on a third of an acre with a private, park-like feel. A detached studio in the backyard offers endless possibilities—perfect for an artist’s retreat, home office, or a cozy hangout space. The first floor features a spacious family room with soaring cathedral ceilings and sliding doors that open to a wraparound deck, where you can take in views of the magical backyard. Inside, you’ll find 3 bedrooms and 2 full baths, with hardwood and vinyl tile flooring throughout. Located within walking distance of downtown Easton’s shops, dining, and cultural attractions, this home combines convenience with a peaceful retreat-like atmosphere. This gem won’t last long—more photos coming soon!

356 Saint Aubins Ter, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

5440 Anchor Rd, Tilghman
$375,000
3 Beds ⋅ 2 Baths
TILGHMAN ISLAND: Discover your dream home in the charming, water-privileged community of Tilghman Beach. This stunning ranch-style home, built in 2018, offers modern conveniences and one-level living at its finest, perfect for those seeking a serene lifestyle by the water. Key Features: Spacious Open Floor Plan: Enjoy seamless living with a large combination living and dining area, ideal for entertaining or relaxing. Owner's Suite Retreat: The owner's suite is thoughtfully positioned on one side of the home, complete with a private bath for your ultimate comfort. Additional Bedrooms: Two additional well-sized bedrooms and a full bath are located on the opposite side, offering privacy for family or guests. Gourmet Kitchen: Cook up a storm in the stylish kitchen that boasts stainless steel appliances, a gas range, and a center island that doubles as a gathering spot. Outdoor Living: Step out onto the back yard deck, where you can take in glimpses of the water and enjoy space for your garden or outdoor activities. Take advantage of the community’s beach access, where you can create cherished memories while kayaking, canoeing, paddleboarding, or fishing on the picturesque Chesapeake Bay. Don’t miss out on this incredible opportunity! Schedule your appointment today to see this beautiful home and make it yours!

5440 Anchor Rd, Tilghman

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Douglas Realty LLC.

28520 Augusta Ct, Easton
$375,000
2 Beds ⋅ 2 Baths
Beautifully maintained townhome, perfectly situated in the highly sought-after Easton Club Community. Offering a bright and open floor plan, this home features two spacious primary suites on the entry level and two full bathrooms. Upstairs, you'll find a large finished bonus room with roughed-in plumbing, offering endless potential for a third bedroom, office, or additional living space. The home is filled with natural light and offering an exceptional layout designed for comfort, functionality, and everyday living. Step outside into your private, fenced-in courtyard, a peaceful retreat perfect for relaxing, dining al fresco, or entertaining. Residents of Easton Club enjoy access to sidewalks, scenic walking trails, a community swimming pool, and a brand-new tennis/pickleball court. All this in a thoughtfully landscaped setting just minutes from historic downtown Easton—consistently ranked among the best small towns in America. Enjoy close proximity to boutique shopping, fine dining, art galleries, local events, and the scenic Tred Avon River. Don’t miss the opportunity to experience refined townhome living in one of Maryland’s most charming and well-loved communities. Schedule your showing today!

28520 Augusta Ct, Easton

Listing courtesy of Rauch Properties, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

7683 Tilghman Island Rd, Sherwood
$375,000
3 Beds ⋅ 2 Baths
This Sherwood home truly has it all—history, charm, and modern updates. Included is the Historic Sherwood Store, which served the community for more than 160 years. A detached two-bay garage adds even more room for parking, storage, or workshop space. Just around the corner, you’ll also find a public dock and kayak launch on Harris Creek, Where you can moor your boat or jump in for a swim. It also offers easy access to the Choptank River and Chesapeake Bay. This beautiful home welcomes you with a large front porch and features 3 bedrooms and 1.5 baths. One bedroom includes a bonus space ideal for a walk-in closet, nursery, or office. A convenient laundry closet with washer and dryer is included in another bedroom. Upstairs, a full bath showcases a charming stained-glass window, while a half bath downstairs adds everyday convenience. The spacious first floor provides plenty of room to relax or entertain, complete with a cozy gas fireplace in the den. Outside, the peaceful backyard is enclosed with a custom cedar fence and garden arbors, creating a beautiful safe space for children or pets. The side deck is perfect for gatherings or quiet evenings, and the large fenced garden has been a thriving vegetable garden in the past. Lush landscaping and beautiful hydrangeas complete the setting. Thoughtful updates have been done to this historic property, including new roofs on both the house and garage, a new heating/cooling system, a custom kitchen, refinished original flooring, refurbished siding on the accessory building, and fresh interior and exterior paint (approx. 2020). This is a unique opportunity to own a piece of Talbot County’s history in a scenic waterfront community—now at a fantastic value. Note: some pictures are virtual staged

7683 Tilghman Island Rd, Sherwood

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: Benson & Mangold, LLC.

7384 Brett Rd, Easton
$374,900
3 Beds ⋅ 2 Baths
Back on Market — Buyer’s Home Sale Contingency Fell Through! Built in 1984, this single-level home has been fully renovated with thoughtful updates throughout. Recent improvements include fresh interior paint and a brand-new patio, perfect for outdoor living. Inside, you’ll find wood flooring across the main spaces and a modern, neutral color palette. The open kitchen is equipped with stainless steel appliances, granite countertops, and plenty of room for gathering. The primary suite offers a private bath with tiled flooring and a stylish tile shower surround. Two additional bedrooms share an updated hall bath, and all bedrooms include ceiling fans. A sliding barn door conceals the laundry area with new washer and dryer. The level, grassy backyard is completely fenced—ideal for kids, pets, or entertaining—while the attached one-car garage with workbench and the generous driveway provide great functionality. The location is convenient for commuting and just a short drive to historic Easton, where you’ll enjoy shopping, dining, entertainment, and year-round events.

7384 Brett Rd, Easton

Listing courtesy of Redfin Corp. Contact:

Selling Office: Benson & Mangold, LLC.

641 Lomax St, Easton
$370,000
3 Beds ⋅ 2 Baths
Charming and beautifully maintained 3-bedroom, 2-full bathroom home offering classic character, thoughtful updates, and exceptional outdoor living. Original hardwood floors, built-ins near the entry, stainless steel appliances, remodeled bathrooms, and the primary bedroom with ensuite bathroom add warmth and functionality. Recent improvements include a new Bosch HVAC system (2026), garage door (2022), tankless water heater (2019), and roof and gutters (2018) with 50-year architectural shingles. The crawl space has a dehumidifier and vapor barrier, and new patio doors provide easy access to the backyard. Outside, enjoy fantastic curb appeal, mature landscaping, a vinyl privacy-fenced yard, patio, storage shed, and plenty of room to entertain or play. Off-street parking and a one-car attached garage with storage above, plus a rear driveway, round out this well-cared-for home.

641 Lomax St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

225 Bethune Dr, Easton
$370,000
3 Beds ⋅ 2 Baths
Built in 2016, this well-maintained home offers comfortable one-level living with a bright, open floor plan. Featuring 9’ ceilings and laminate wood flooring throughout, the home welcomes you through a foyer that flows into the main living area. The kitchen is thoughtfully designed with granite countertops, stainless steel appliances, ample cabinetry, a pantry and an island with bar seating overlooking the dining area and living room. The spacious living room offers plenty of room to create a warm and inviting gathering space. Sliding glass doors off the dining space lead to the rear patio, offering an easy transition for indoor and outdoor gatherings. A desirable split-bedroom floor plan provides privacy, with the primary suite situated on one side of the home and the guest bedrooms on the other. The primary bedroom features a walk-in closet and an ensuite bath with dual sink vanity and walk-in shower. Two additional bedrooms and a full bath with tub/shower combo offer flexible space for family, guests or a home office. Additional features include a laundry/mudroom just off the attached two-car garage and an encapsulated crawlspace for added peace of mind. The community features a beautifully landscaped park area with benches, open space and paths and is conveniently located near the Rails-to-Trails walking and biking path, Moton Park playground, the George Murphy Pool and all that downtown Easton has to offer, including locally owned shops, restaurants, galleries and year-round events.

225 Bethune Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Redfin Corp.

29266 Pin Oak Way, Easton
$365,000
3 Beds ⋅ 2 Baths
**Larger Than It Looks in Desirable South Beechwood!** This inviting ranch-style home offers 1,820 square feet of comfortable living space with a well-designed layout featuring three spacious bedrooms and two full baths. The living room welcomes you as you enter, while the family room is tucked toward the back of the home and offers a gorgeous fireplace, cathedral ceiling, and direct access to the backyard—creating a wonderful space for relaxing or entertaining. The primary suite includes a walk-in closet, private full bath, and access to the deck. A dedicated dining room offers a welcoming space for family meals and gatherings. The working kitchen is centrally located between the living room, dining room and family room. Step outside to enjoy the backyard with its deck and patio ideal for outdoor entertaining. There are 2 sheds for additional storage. A recently paved driveway provides off-street parking for 2 vehicles, possibly 3, depending on size. The home has been freshly painted and is ready for its next owner to make it their own. The carpeting is lovingly worn and is reflected in the asking price, offering an opportunity for the new owner to update the flooring and add their personal touches. With its spacious layout, inviting family room, backyard patio, and convenient South Beechwood location, this home offers a wonderful opportunity to create a space you'll love to call your own.

29266 Pin Oak Way, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Redfin Corp.

5658 Gates St, Royal Oak
$365,000
3 Beds ⋅ 2 Baths
Nestled in the heart of the charming waterfront village of Bellevue, 5658 Gates Street presents a rare opportunity to own a classic home rich in historic charm. This thoughtfully maintained residence blends timeless character with everyday comfort, offering approximately 1,480 square feet, 3 bedrooms, and 2 bathrooms. Inside, you’ll find beautifully preserved hardwood floors and the peace of mind of a recently updated roof. The true highlight, however, is the setting. Located in the quaint Bellevue community, this home is surrounded by the natural beauty and unhurried pace that define Maryland’s Eastern Shore. Just moments away, enjoy access to the scenic Tred Avon River, nearby public landings, parks, and the iconic Oxford-Bellevue Ferry. Whether you’re savoring peaceful evenings, biking to the water, or taking a short drive to Saint Michaels or Easton for dining, shopping, and local events, this location offers an ideal blend of tranquility and convenience. Perfect as a full-time residence or weekend retreat, 5658 Gates Street captures the true essence of Eastern Shore living.

5658 Gates St, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

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

4994 Miles Creek Rd, Trappe
$360,000
3 Beds ⋅ 3 Baths
This beautiful and charming home nestled on a spacious corner lot in the peaceful town of Trappe. As you approach this inviting property, you’ll immediately notice the care and attention given to every detail. Recent updates abound, ensuring that this home blends modern comforts with timeless appeal. The home boasts a brand-new roof and gutters, providing lasting protection and peace of mind. Inside, you'll find a spacious and well-designed layout, starting with a beautifully updated kitchen. The sleek granite countertops and induction stove along with a new refrigerator make it a dream for any home chef. Whether you’re preparing a family meal or hosting friends, this kitchen is sure to impress. Throughout the home, brand-new laminate flooring flows seamlessly from the downstairs hallway to the bedrooms, creating a fresh, modern vibe. The newly updated bathroom vanity in the downstairs bath is a perfect example of thoughtful updates that elevate this home's appeal. Upstairs, you'll find a versatile space that can be customized to suit your needs—whether as an additional bedroom, home office, or game room, the possibilities are endless! The living experience extends beyond the interior, with a gorgeous outdoor space ready for enjoyment. Step out onto the wooden deck, perfect for relaxing or entertaining, while overlooking the fenced yard that offers privacy and security. The greenhouse is an ideal spot for gardening enthusiasts or anyone who enjoys fresh, homegrown produce. Lush landscaping around the property adds to the serene atmosphere, making it the perfect setting for relaxation or entertaining. Additional features include a reliable new well and septic system, a water softener with reverse osmosis for high-quality water, and energy-efficient windows that ensure comfort year-round. The garage offers convenient storage or parking space, adding practicality to this beautiful home. For those who love the outdoors, you’ll find a boat launch just down the street, perfect for exploring the nearby waters. Plus, the home is conveniently located near the amenities of Easton, providing easy access to shopping, dining, and entertainment. With its perfect blend of modern upgrades, country charm, and convenient location, 4994 Miles Creek Road is a place where you can truly feel at home. Don’t miss your chance to make this stunning property yours! Schedule your private tour today.

4994 Miles Creek Rd, Trappe

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

9116 Camelia Dr, Easton
$360,000
3 Beds ⋅ 2 Baths
***ALERT - AMAZING PRICE REDUCTION*** Beautifully updated, this stylish split-level residence blends thoughtful design with everyday comfort, offering a home that feels both welcoming and well cared for. Numerous upgrades can be found throughout, including updated light fixtures, crown molding, wainscoting, newer roof installed in 2025 with transferable warranty, a fully renovated kitchen, and many additional enhancements that elevate the overall aesthetic. The foyer makes a memorable first impression with custom wainscoting and a convenient drop zone designed for everyday essentials. Straight ahead, the spacious living room invites relaxation with built-in bookcases and cabinetry, while a sliding glass door replaced just two years ago opens directly to the backyard, creating an easy indoor-outdoor connection. The main level features a desirable circular layout that flows seamlessly into the heart of the home, a fully renovated kitchen showcasing stylish cabinetry, luxury vinyl plank flooring, a timeless subway tile backsplash, upgraded countertops, and stainless steel appliances, including a convection oven and a water filtration system. A generously sized dining area and pantry complete this inviting space. Just a few steps up, the upper level begins with the primary bedroom accented by wainscoting, two closets including a walk-in with built-ins, and a private en-suite bath with updated flooring. Two additional bedrooms share a full hall bath, also refreshed with updated flooring. The lower level expands the living space with a comfortable family room, a bonus room ideal for a home office, and a large utility room with laundry, abundant storage, and a recently replaced washer. Outside has newly installed gravel at driveway & fresh mulch around front yard shade tree, the fully fenced backyard offers privacy fencing, a patio with gazebo for outdoor entertaining, and a storage shed. Additional updates include replaced ceiling fans and USB and USC outlets in the kitchen and living room. Ideally located on Camelia Drive in Easton, this home enjoys easy access to historic downtown, local parks, shopping, dining, and major routes, offering a perfect balance of small-town charm and everyday convenience.

9116 Camelia Dr, Easton

Listing courtesy of Northrop Realty. Contact:

Selling Office: Realty Navigator.

28538 Edgemere Rd, Easton
$360,000
2 Beds ⋅ 2 Baths
Nestled in the charming Oxford Road neighborhood, this exquisite Cape Cod residence offers a harmonious blend of classic elegance and modern comfort. Built in 1951, this is an Estate Sale occupied by the same family since 1967. Three children were raised in this home, all currently solid and involved members of Talbot County. The design of this home showcases its timeless architectural style while providing the convenience of contemporary living. The open layout seamlessly connects the living room to the dining area and kitchen for intimate gatherings and lively entertaining. Enjoy the screened porch and separate deck for your morning coffee or evening libation of choice. Set on a .38-acre lot, the outdoor space is a canvas for your imagination, a vibrant space for outdoor gatherings. The detached 2-car garage and wide paved drive provide ample storage and parking. The location is equally enticing, offering a tranquil suburban lifestyle though conveniently close to local amenities. This property is not just a house; it's a place to create lasting memories and embrace a lifestyle of comfort and elegance. Experience the charm of Oxford Road and make this delightful Cape Cod your new home.

28538 Edgemere Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Meredith Fine Properties.

9539 Quail Holw Unit 303, Saint Michaels
$360,000
2 Beds ⋅ 3 Baths
Located in the desirable Martingham Quail Hollow Community and nestled alongside the prestigious *Links at Perry Cabin* golf course, this well-maintained 1,800 sq. ft. townhouse has been freshly painted throughout. The home welcomes you with a foyer featuring laminate wood floors that flow into the kitchen and dining area. The spacious living room offers a wood-burning fireplace and room to create a formal dining space. Just beyond, a bright sunroom overlooks the park like backyard. Upstairs, the primary suite boasts an attached bath, walk-in closet and sliding glass doors leading to a balcony with views of the community and the 3rd green. The guest suite includes its own bath and a large closet. A detached one-car garage offers ample space for your vehicle and extra space for storage or workshop needs. The community features a waterfront park with a gazebo, sandy beach area, and sweeping views of the Miles River. This townhome is conveniently located within 2 miles of downtown St. Michaels, where you’ll find boutique shops, waterfront parks and vibrant dining. Optional membership at the *Links at Perry Cabin* offers access to one of the Eastern Shore’s finest golfing experiences.

9539 Quail Holw Unit 303, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Bright MLS.

7390 Patrick Rd, Easton
$359,999
3 Beds ⋅ 2 Baths
Welcome to 7390 Patrick, a beautifully updated and light-filled expanded rancher situated on a corner lot, just a quick five-minute drive to downtown Easton. Freshly painted and featuring brand-new flooring throughout (2026), this home offers generously sized rooms. ample storage and an inviting, open layout. The heart of the home is a bright and airy kitchen with charming bay windows, a pantry closet, new cabinetry (2026) and stylish lighting. Three large bedrooms and two full baths include a primary with an ensuite bathroom. Additionally, two bonus rooms connect the original home with the two-car garage, and could be used as a home office, a playroom, a yoga room, or a creative space. With thoughtful updates and flexible living spaces, Patrick is move-in ready whether you are downsizing to one floor living or just starting out. Additional updates include a newer roof (2024) and new garage doors (2026). Open House Saturday March 7th from 1-3pm is CANCELLED since the house is under contract.

7390 Patrick Rd, Easton

Listing courtesy of Compass. Contact:

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

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