341

Talbot County MD Homes for Sale

Section Image Section Image Section Image
  • /25

    $275,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,262 Sq Ft

    21647 Camper Cir, Tilghman, MD 21671

    This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities.The property features comfortable living spaces, a spacious yard, and the opportunity to enjoy all that

    Heather Brummell Keller Williams Realty

    21647 Camper Cir, Tilghman, MD 21671
  • /51

    $6,375,000

    • 2 Beds
    • 3 Baths
    • 2,388 Sq Ft

    6150 Oxford Rd, Easton, MD 21601

    Duvall Farm is a rare Eastern Shore offering — a 408± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refined residential improvements in a location between Easton and Oxford. Significant in both scale and character, the farm is comprised of 20 recorded parcels, presenting long-term value and a wide range of opportunities. The land

    Coard Benson Benson & Mangold, LLC

    6150 Oxford Rd, Easton, MD 21601
  • /51

    $465,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,878 Sq Ft

    29689 Lyons Dr, Easton, MD 21601

    Retirement living at its best. This home is perfect and brings new meaning to "move in ready". Stop by and visit Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and

    Connie Loveland Benson & Mangold, LLC

    29689 Lyons Dr, Easton, MD 21601
  • /64

    $415,000

    $22K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft

    300 Dixon St Unit 505, Easton, MD 21601

    Enjoy the combination of privacy, convenience, and low-maintenance living in this beautifully updated townhome just minutes from downtown. Nestled against a peaceful wooded backdrop, this home offers a rare sense of seclusion with an exceptionally private balcony-style deck overlooking the trees. Inside, hardwood floors enhance the main level’s open-concept design, featuring a bright kitchen with

    Lish Gannon Dulin Benson & Mangold, LLC

    300 Dixon St Unit 505, Easton, MD 21601
  • /60

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 2,594 Sq Ft

    30420 Deep Branch Rd, Trappe, MD 21673

    Extremely private 3 BR 3 1/2 BA house on 4 acres with a pool! This property features a huge, finished bonus/game room over the garage with separate hvac zone, large family room with vaulted ceiling, first floor mater suite with an extremely well-done tile bathroom and absolutely complete privacy!

    Henry Gibbons-Neff Meredith Fine Properties

    30420 Deep Branch Rd, Trappe, MD 21673
  • /35

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    100 W Pier St, Oxford, MD 21654

    Waterfront, a deeded boat slip, off-street parking, and a single-car garage with additional storage set the stage for this thoughtfully redesigned coastal retreat in the heart of Oxford. Completely renovated from top to bottom, this 3 bedroom, 2.5 bathroom home blends timeless Eastern Shore charm with luxury finishes and exceptional boating amenities.Every detail has been carefully

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    100 W Pier St, Oxford, MD 21654
  • /50

    $495,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,800 Sq Ft

    29833 Hillary Ave, Easton, MD 21601

    Welcome to easy living in one of Easton's most sought-after 55+ communities. Situated on a desirable corner lot with mature landscaping, this well-maintained Thurston model offers a thoughtfully designed floor plan with a first-floor primary suite, an additional main-level bedroom and full bath, a spacious family room open to the kitchen, and a bright sunroom. Upstairs offers a private guest

    Lish Gannon Dulin Benson & Mangold, LLC

    29833 Hillary Ave, Easton, MD 21601
  • /2

    $459,900

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    104 Madison Ave, Saint Michaels, MD 21663

    This well-maintained duplex with new roof in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractions—all while benefiting from no town taxes. With both units

    Chuck Mangold Benson & Mangold, LLC

    104 Madison Ave, Saint Michaels, MD 21663
  • /59

    $569,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    11 Londonderry Dr, Easton, MD 21601

    Welcome to 11 Londonderry Drive, a thoughtfully updated Easton home in the established Thread Haven neighborhood. Set on more than half an acre with no HOA, this inviting property offers a fenced backyard, two-car garage, wraparound front porch and a private outdoor setting just minutes from downtown Easton.The light-filled main level features an open, comfortable flow for everyday living and

    Debbie Lipscomb Benson & Mangold, LLC

    11 Londonderry Dr, Easton, MD 21601
  • /42

    $499,990

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,309 Sq Ft

    DESTIN Plan at Gannon Range, Easton, MD 21601

    The Destin, a 2,309 square foot home, offers three bedrooms, three bathrooms, and a three-car garage.As you walk into this open concept one-story home, the family-friendly kitchen includes an oversized island, stainless steel appliances, and a walk-in pantry. The large laundry room, tucked between the kitchen pantry and the three-car garage, also features a coat closet. This living space

    D.R. Horton Builder
    8749 Harper Way Unit 41378287, Easton, MD 21601
  • /24

    $249,500

    • 2 Beds
    • 3 Baths
    • 1,300 Sq Ft

    1 Victoria Ct, Easton, MD 21601

    BUYER MUST FILL OUT APPLICATION AT HYDE PARK OFFICE AND BE APPROVED. NEW ROOF JUST INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 3-bath rancher is located in the desirable Hyde Park 55+ community. Offering one-level living on one of the largest lot in the entire community. this home features a welcoming front porch that leads into a spacious living room. The open kitchen

    Jim Corson Benson & Mangold, LLC

    1 Victoria Ct, Easton, MD 21601
  • /22

    $209,700

    $20K PRICE DROP
    • 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
  • /17

    $254,900

    $20K PRICE DROP
    • Land
    • 2.28 Acres
    • $111,798 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
  • /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

    Laura Carney TTR Sotheby's International Realty

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

    $459,000

    $20K PRICE DROP
    • 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
  • /20

    $339,900

    $20K PRICE DROP
    • 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

    $1,000,000

    $100K PRICE DROP
    • 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

    $79,000

    $6K PRICE DROP
    • Land
    • 20,908 Sq Ft
    • $164,583 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

    • 4 Beds
    • 5 Baths
    • 3,589 Sq Ft

    4440 Baildon Rd, Trappe, MD 21673

    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 property features an impressive two‑story Tidewater Colonial of approximately 3,500± fsf that includes

    Janet Larson Benson & Mangold, LLC

    4440 Baildon Rd, Trappe, MD 21673
  • /52

    $2,995,000

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

    9338 Bantry Rd, Easton, MD 21601

    Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles RiverHolly 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's premiere 55+ community with mature trees and sidewalks and tons of amenities! Bright and open with first floor primary suite, this Pulte-built 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. The home features wood floors throughout the first floor and 10-foot

    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
  • /65

    $495,000

    $14K PRICE DROP
    • 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
  • /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
  • /49

    $1,499,000

    Open Sun 1PM - 3PM $201K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    Major Price Improvement! 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 enjoying life on the water. Fabulous gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add warmth and

    Kathy Christensen TTR Sotheby's International Realty

    104 Myrtle St, Oxford, MD 21654
  • /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

    $470,000

    $25K PRICE DROP
    • 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

    Charming Cape Cod Near Historic Downtown Easton There’s something special about a home that feels welcoming the moment you arrive. This beautifully updated Cape Cod offers timeless character, comfortable living spaces, and a location that puts the best of Easton close at hand.Step inside to warm hardwood floors, a bright and inviting kitchen, and an updated HVAC system. The

    Pamela Devlin Long & Foster Real Estate, Inc.

    347 N Washington St, Easton, MD 21601
  • /48

    $925,000

    $30K 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 a 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 cottage,

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    4938 Fairbank Rd, Tilghman, MD 21671
  • /9

    $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. This buildable Lot has been Perc. Tested , and septic approved by Talbot County Heath dept. 7/13/262.41 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

    Jorge Pizarro Samson Properties

    13433 LOT 1 Ocean Gateway, Queen Anne, MD 21657
  • /29

    $272,500

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

    29595 Dutchmans Ln Unit 1004, Easton, MD 21601

    Back Active due to no fault of the seller, buyer relocated out of state. 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

    Lish Gannon Dulin Benson & Mangold, LLC

    29595 Dutchmans Ln Unit 1004, Easton, MD 21601
  • /25

    $342,500

    $37K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,840 Sq Ft

    25911 River Rd, Newcomb, MD 21653

    Motivated Seller. Sold As Is with Great Potential for Rehab...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

    Gary Marquardt Coldwell Banker Realty

    25911 River Rd, Newcomb, MD 21653
  • /20

    $289,900

    $10K PRICE DROP
    • 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

    $2,995,000

    $105K PRICE DROP
    • 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

Showing Results 121 - 160, Page 4 of 9

How to Buy a Home How to Finance a Home How to Sell a Home