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Talbot County MD Homes for Sale

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  • /22

    $229,700

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft

    4869 Bar Neck Rd, Tilghman, MD 21671

    Discover a unique investment opportunity in the charming Victorian-style home located in the serene Tilghman Island. This detached residence, built in 1900, boasts 2 over/under units of well-maintained living space, each featuring a spacious bedroom and full bathroom. The interior is adorned with hardwood and partially carpeted floors, enhancing its classic appeal. Investors will appreciate the

    Brenda Sarver Maryland Realty Connection

    4869 Bar Neck Rd, Tilghman, MD 21671
  • /70

    $510,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7466 Karen Ave, Easton, MD 21601

    Chesapeake by Del Webb. Popular 2-story Wittman model. Great room with wood flooring and gas fireplace, dining room, large kitchen with center island, breakfast area, tiled sunroom, 1st floor primary suite, guest bedroom and hall bath, office and laundry room. 2nd floor loft and guest bedroom and bath perfect for overnight guests. Exterior features a paver patio with awning and inground lawn

    Judy Moore Benson & Mangold, LLC

    7466 Karen Ave, Easton, MD 21601
  • /72

    $505,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    29692 Maribel Ln, Easton, MD 21601

    Chesapeake By Del Webb. Beautiful 2 story Wittman model located on a corner lot on a quiet street. Great room with gas fireplace, dining room, gourmet kitchen with granite countertops, 5 burner cooktop and double wall oven, breakfast nook, 1st floor primary suite, guest bedroom with hall bath and sunroom.Wood flooring throughout 1st floor. 2nd floor loft and additional guest bedroom and bath

    Judy Moore Benson & Mangold, LLC

    29692 Maribel Ln, Easton, MD 21601
  • /11

    $275,000

    • Land
    • 2.28 Acres
    • $120,614 per Acre

    0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654

    Location, location, location! It doesn't get much better than this. Nestled on a private, wooded 2.3-acre lot between Easton and Oxford, this property has everything you need to move forward with building your dream home. The sellers are even willing to include their house plans!This perc-approved lot is approved for a 4-bedroom home and is accessed from Almshouse Road via an existing

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654
  • /8

    $704,990

    New Construction Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    000 Quiet Hollow Ct, Wye Mills, MD 21679

    Introducing the Greenbrier: Premium Coastal Luxury at The Preserve at Wye Mills. Experience the perfect blend of sophisticated design and Eastern Shore living with this exceptional , to be built executive home by Koch Homes. Showcasing an elegant architectural flow and a bright expansive open floor plan, the Greenbrier model is designed for both grand entertaining and comfortable everyday luxury.

    Mike Boryk Koch Realty, Inc.

    000 Quiet Hollow Ct, Wye Mills, MD 21679
  • /72

    $5,995,000

    • 8 Beds
    • 5.5 Baths
    • 9,051 Sq Ft

    8612 Tilghman Island Rd, Wittman, MD 21676

    See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new

    Laura Carney TTR Sotheby's International Realty

    8612 Tilghman Island Rd, Wittman, MD 21676
  • /25

    $479,000

    • 4 Beds
    • 2 Baths
    • 2,550 Sq Ft

    11598 Malvern Ln, Cordova, MD 21625

    Nestled in the serene Chapel Woods subdivision, this charming traditional home offers a perfect blend of comfort and functionality. With four spacious bedrooms and two full bathrooms, this residence is designed to meet your needs for both relaxation and entertaining. Step inside to discover a warm and cozy ambiance throughout. Enjoy the tranquility of your surroundings with picturesque views of

    Lisa Andrews Chesapeake Real Estate Associates, LLC

    11598 Malvern Ln, Cordova, MD 21625
  • /101

    $849,000

    • 3 Beds
    • 3.5 Baths
    • 3,570 Sq Ft

    10494 Rich Neck Rd, Claiborne, MD 21624

    An Exceptional Opportunity! Unexpectedly available once again due solely to a change in the buyers' personal circumstances, this exceptional property is available through no fault of the home. If you missed it the first time, here's your opportunity to own one of the area's most distinctive and beautifully maintained residences. Ideally situated just four miles from the heart of charming St.

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    10494 Rich Neck Rd, Claiborne, MD 21624
  • /20

    $359,900

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663

    Located in the desirable Martingham community, this two-bedroom, two-and-a-half-bath condominium offers comfortable living just minutes from historic downtown St. Michaels. The main level features a spacious living room with hardwood flooring and a wood-burning fireplace, a convenient half bath, and a full-season sunroom overlooking the backyard with direct access to the outdoor space. A detached

    Chuck Mangold Benson & Mangold, LLC

    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
  • /81

    $1,100,000

    • 4 Beds
    • 4.5 Baths
    • 6,043 Sq Ft

    13446 Blackberry Ln, Wye Mills, MD 21679

    Built in 2006 and meticulously maintained, this exceptional home offers 6,553 square feet of living space, including 4,463 square feet above grade and an additional 2,090 square feet in the finished walk-out basement with both interior and exterior access. Inside, a dramatic two-story foyer and soaring family room create an impressive sense of openness, while oversized windows fill the home with

    Dee Dee McCracken Coldwell Banker Realty

    13446 Blackberry Ln, Wye Mills, MD 21679
  • /2

    $85,000

    • Land
    • 20,908 Sq Ft
    • $177,083 per Acre

    6199 Landing Neck, Easton, MD 21601

    Rare buildable lot in Talbot County! Featuring an approved SDA Plat from the Health Department, this property offers a valuable head start in the building process. Located right outside of desirable Town Of Easton, you’ll enjoy peaceful surroundings with convenient access to RT 50 with a few minute drive. Don't miss out on this rare opportunity!

    Eric Haro The Parker Group

    6199 Landing Neck, Easton, MD 21601
  • /7

    $4,125,000

    • Land
    • 10.9 Acres
    • $378,440 per Acre

    306 Port St, Easton, MD 21601

    Largest remaining undeveloped parcel in the Town of Easton with attractive zoning of MXW. Please review permitted applications and development requirements. Agents must represent Buyers as their agent. Existing radio towers to be removed by seller, building lease is cancelable with a small land lease to adjacent building. Reasonable due diligence time will be considered with an executed contract.

    Bill Wieland Benson & Mangold, LLC

    306 Port St, Easton, MD 21601
  • /38

    $534,900

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7401 Casey Ave, Easton, MD 21601

    Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design come together effortlessly. From the moment you step inside, you’ll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space.

    Laura Anderson Coldwell Banker Realty

    7401 Casey Ave, Easton, MD 21601
  • /59

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 1,936 Sq Ft

    5480 Windward Dr, Tilghman, MD 21671

    Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setting for everyday living or weekend escapes. Designed to embrace the waterfront lifestyle, the property offers exceptional indoor and outdoor spaces for entertaining family and friends. A brick walkway welcomes you to the inviting

    Kim Crouch Ozman Benson & Mangold, LLC

    5480 Windward Dr, Tilghman, MD 21671
  • /101

    $2,895,000

    Open Thu 11AM - 1PM
    • 4 Beds
    • 5 Baths
    • 3,589 Sq Ft

    4440 Baildon Rd, Trappe, MD 21673

    Enjoy a Piazza Italian Market lunch at this Public and Broker/Agent open house Thursday 8/6 11am-1pm. With sweeping sunset views, this picturesque estate—perfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank River—offers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the

    Janet Larson Benson & Mangold, LLC

    4440 Baildon Rd, Trappe, MD 21673
  • /43

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    9338 Bantry Rd, Easton, MD 21601

    Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly House presents an extraordinary opportunity to own one of the Upper Miles River’s most captivating waterfront estates. Set gracefully on five spectacular, beautifully landscaped acres, this contemporary French-inspired residence offers approximately 150 feet of private shoreline, panoramic water views, and

    Tom Williams TTR Sotheby's International Realty

    9338 Bantry Rd, Easton, MD 21601
  • /53

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,942 Sq Ft

    7351 Casey Ave, Easton, MD 21601

    Welcome to Easton Club East, Easton's premiere 55+ community with mature trees and sidewalks and ton of amenities for a vibrant lifestyle! Bright and open with first floor bedroom, this Newcomb model on a large corner lot offers ease of living with just the right amount of space. The two-story entry welcomes you with a light and spacious feel. With nearly 3,000sf, the home features wood floors

    Jean Tullier Coldwell Banker Realty

    7351 Casey Ave, Easton, MD 21601
  • /12

    $325,000

    • 4 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    505 Wheatley Dr, Easton, MD 21601

    Move-in ready, one-owner end-unit townhome built in 2022, proudly owner-occupied and meticulously maintained, located in the desirable Patriot Square community. This home offers 4 bedrooms and 2.5 bathrooms, with a primary suite and private bathroom on the main level, along with a convenient half bath—perfect for main-level living. The upper level features three additional bedrooms and one full

    Shay Prattis Keller Williams Realty

    505 Wheatley Dr, Easton, MD 21601
  • /62

    $509,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7432 Karen Ave, Easton, MD 21601

    Chesapeake by Del Webb. Nicely sited for maximum sunshine , this handsome and beautifully cared for two story Wittman model awaits you. Recent upgrades include luxury Vinyl flooring throughout the entire house ( even the stairs ! ) , entire house repainted neutral tones, custom blinds, enhanced lighting and fans, architectural roof, new high quality kitchen appliances including washer/dryer,

    Kelly Showell Benson & Mangold, LLC

    7432 Karen Ave, Easton, MD 21601
  • /134

    $7,800,000

    • 4 Beds
    • 4.5 Baths
    • 7,407 Sq Ft

    22101 Grafton Manour Ln, Wittman, MD 21676

    Grafton Manour Estate—A Rare Chesapeake Waterfront Legacy. Embrace the quiet grandeur of Grafton Manour Estate, an 86±-acre peninsula wrapped by approximately 1.5± miles of shoreline with panoramic water views in every direction. Bordered by Briary Cove to the east, Harris Creek to the southeast, and Waterhole Cove to the west, this extraordinary property blends pastoral elegance with true

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    22101 Grafton Manour Ln, Wittman, MD 21676
  • /3

    $319,990

    New Construction $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,263 Sq Ft

    1404 Lake Geneva Dr, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    1404 Lake Geneva Dr, Trappe, MD 21673
  • /48

    $1,700,000

    • 3 Beds
    • 3 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for relaxing, entertaining and enjoying life on the water.Inside, a gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add

    Kathy Christensen TTR Sotheby's International Realty

    104 Myrtle St, Oxford, MD 21654
  • /39

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    803 New Ln, Saint Michaels, MD 21663

    Thoughtfully reimagined from the studs out, this exceptional residence offers the character of an in-town cottage with the quality, comfort, and finishes of a newly constructed home. Every detail has been carefully considered, creating a seamless blend of timeless charm and modern design. A welcoming front porch with a classic porch swing sets the tone before stepping inside to a light-filled

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    803 New Ln, Saint Michaels, MD 21663
  • /42

    $369,000

    $36K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft

    5116 Ocean Gateway, Trappe, MD 21673

    Welcome to 5116 Ocean Gateway, a thoughtfully updated rancher in Trappe offering Eastern Shore charm, comfortable one-level living, 1.5 acres, and an exceptional detached workshop and four-car garage. Conveniently located along Route 50, the property provides easy access to Easton, Cambridge, Oxford, St. Michaels, shopping, dining, waterfront destinations, and everyday conveniences, with Ocean

    Sam Boone Keller Williams Flagship

    5116 Ocean Gateway, Trappe, MD 21673
  • /18

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1175 S Washington St Unit 18, Easton, MD 21601

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

    Chuck Mangold Benson & Mangold, LLC

    1175 S Washington St Unit 18, Easton, MD 21601
  • /45

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    8658 Cummings Rd, Wittman, MD 21676

    Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry,

    Kim Crouch Ozman Benson & Mangold, LLC

    8658 Cummings Rd, Wittman, MD 21676
  • /62

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,302 Sq Ft

    347 N Washington St, Easton, MD 21601

    Make your appointment today! Charming, beautifully updated Cape Cod just a short stroll from historic downtown Easton, where you'll enjoy an array of restaurants, boutiques, galleries, and year-round community events. This inviting home blends timeless character with thoughtful modern updates, featuring beautiful hardwood floors, fresh paint, an updated HVAC system, and a bright,

    Pamela Devlin Long & Foster Real Estate, Inc.

    347 N Washington St, Easton, MD 21601
  • /45

    $950,000

    $55K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft

    4938 Fairbank Rd, Tilghman, MD 21671

    *INCOME PRODUCING* Tucked away in the charming Fairbank community on Tilghman Island, this delightful waterfront home captures the very best of Eastern Shore living. Overlooking the serene waters of Blackwalnut Cove with approximately 3’ MLW, the property blends classic cottage character with thoughtful modern enhancements. The original portion of the home reflects its roots as a cozy summer

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    4938 Fairbank Rd, Tilghman, MD 21671
  • /11

    $115,000

    • Land
    • 2.41 Acres
    • $47,718 per Acre

    13433 LOT 1 Ocean Gateway, Queen Anne, MD 21657

    Great Potential for this cleared lot !! , attention Investors , builders, or someone who wants to build the house of their dreams. 2.41 cleared Flat acres off of Rt 50, . Lot ready to be built . Lot has right of way through lot #2Buyer responsible for doing diligent research on this residential lot and or other land use .

    Jorge Pizarro Samson Properties

    13433 LOT 1 Ocean Gateway, Queen Anne, MD 21657
  • /12

    $774,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    7015 Cheston Way, Easton, MD 21601

    Move In Ready!! This gorgeous Hanover design by Koch Homes is the needle in the haystack you’ve been looking for. New Construction that is 100% complete in the highly sought after Cooke’s Hope community. This home focuses on main-level living, while having two bedrooms and one bath upstairs for family and friends. An open floorplan flows beautifully from the foyer entrance, past the home office,

    7015 Cheston Way, Easton, MD 21601
  • /29

    $272,500

    $8K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    29595 Dutchmans Ln Unit 1004, Easton, MD 21601

    Tired of paying rent? This move-in-ready 3-bedroom Easton home lets you start building equity immediately—with exterior maintenance handled for you. The main level features an eat-in kitchen, spacious living room, and convenient half bath. Upstairs you'll find a primary suite with built-ins, two additional bedrooms, and two full baths. Outside, enjoy the private patio overlooking a peaceful

    Alicia Gannon Dulin Benson & Mangold, LLC

    29595 Dutchmans Ln Unit 1004, Easton, MD 21601
  • /2

    $379,000

    • 3 Beds
    • 1.5 Baths
    • 2,840 Sq Ft

    25911 River Rd, Newcomb, MD 21653

    This is a Great Opportunity to make this your Forever Home. Great remodel and expansion potential in this Brick home on a large corner lot with Water Views. Home is in need of a Total Renovation. Just off of St. Michaels Rd. looking across to Oak Creek. With nearly 3/4 of an acre and no Flood Zone this is centrally located between Easton and St. Michaels.Property is being offered "As Is" !

    Gary Marquardt Coldwell Banker Realty

    25911 River Rd, Newcomb, MD 21653
  • /41

    $550,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,489 Sq Ft

    30050 Beaver Dam Rd, Trappe, MD 21673

    Nestled on just over 2 acres in Trappe, this spacious 3-bedroom, 2-bath home offers nearly 2,500 square feet of living space with room to grow, gather, and make lasting memories. Inside, you'll find a large eat-in kitchen with center island and abundant wine storage, separate dining room, family room, and living room—providing plenty of space for everyday life, holiday celebrations, and

    Sara Reynolds Coldwell Banker Chesapeake Real Estate Company

    30050 Beaver Dam Rd, Trappe, MD 21673
  • /18

    $324,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    1410 Lake Geneva Dr, Trappe, MD 21673

    August Delivery! Discover the Elmwood, a luxury three-story townhome offering 2,254 square feet of thoughtfully designed living space in Lakeside at Trappe. This move-in ready home features 3 bedrooms, 2.5 baths, and a 2-car garage with a private driveway. The entry level includes a spacious recreation room with direct access to the outdoor patio, providing the perfect space for entertaining or

    Agent Photo

    Mrs. Terri E Hill

    Builder Solutions Realty

    1410 Lake Geneva Dr, Trappe, MD 21673
  • /20

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    29595 Dutchmans Ln Unit 603, Easton, MD 21601

    Welcome to this spacious 3-bedroom, 2.5-bath middle-unit townhome located in Easton. Conveniently situated near shopping, dining, parks, schools, and many of the amenities the town has to offer, this home also provides easy access to major highways for commutersThe main living area features a large, combined living and dining room, perfect for everyday living and entertaining. Step outside

    Pamela Geib Long & Foster Real Estate, Inc.

    29595 Dutchmans Ln Unit 603, Easton, MD 21601
  • /53

    $3,100,000

    • 4 Beds
    • 4 Baths
    • 3,878 Sq Ft

    26279 Deep Water Harbor Rd, Easton, MD 21601

    Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and

    Laura Carney TTR Sotheby's International Realty

    26279 Deep Water Harbor Rd, Easton, MD 21601
  • /13

    $814,990

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,736 Sq Ft

    Brentwood Plan at The Preserve at Wye Mills, Wye Mills, MD 21679

    Koch Homes Builder
    13505 Rustling Oaks Dr Unit 41012111, Wye Mills, MD 21679
  • /18

    $784,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,690 Sq Ft

    Dover Plan at The Preserve at Wye Mills, Wye Mills, MD 21679

    Koch Homes Builder
    13505 Rustling Oaks Dr Unit 41012100, Wye Mills, MD 21679
  • /19

    $719,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,090 Sq Ft

    Aspen Plan at The Preserve at Wye Mills, Wye Mills, MD 21679

    Koch Homes Builder
    13505 Rustling Oaks Dr Unit 41012091, Wye Mills, MD 21679
  • /41

    $704,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    Greenbrier Plan at The Preserve at Wye Mills, Wye Mills, MD 21679

    Koch Homes Builder
    13505 Rustling Oaks Dr Unit 41012070, Wye Mills, MD 21679

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