304

Talbot County MD Homes for Sale

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  • /71

    $9,900,000

    • 5 Beds
    • 6 Baths
    • 14,935 Sq Ft

    6010 Shipyard Ln, Easton, MD 21601

    Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre estate includes a deep water pier, and 270-degree views at the confluence of Trippe’s Creek and the Tred Avon River. The south-west facing manor house has been meticulously renovated by renowned builder Winchester Construction. A

    Chuck Mangold Benson & Mangold, LLC

    6010 Shipyard Ln, Easton, MD 21601
  • /23

    $419,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    Alan Plan at Lakeside at Trappe - Signature, Trappe, MD 21673

    Designed for low-maintenance living, this new single-family home features a convenient, open-concept layout. Two secondary bedrooms frame the foyer to provide peaceful retreats, while down the hallway is the main living area. It showcases a fully equipped kitchen, dining room and a spacious Great Room with direct access to the backyard. In a corner is the owner’s suite with an attached bathroom

    Lennar Builder
    1258 Lake Michigan Unit 36949654, Trappe, MD 21673
  • /27

    $464,990 New Construction

    • 4 Beds
    • 1.5 Baths
    • 2,340 Sq Ft

    Torrington Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    Step into refined living with The Torrington – an impeccably designed 2-level residence that seamlessly marries sophistication with functionality. A covered porch extends a gracious welcome. Upon entering is a living room that can be converted into a library or playroom to meet your needs. The heart of this residence lies in its open-concept kitchen, harmoniously connecting the dining room and

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578895, Trappe, MD 21673
  • /111

    $11,500,000

    • Land
    • 675 Acres
    • $17,037 per Acre

    2924 Ocean Gateway, Trappe, MD 21673

    Currently one of the largest Farm/Residential Estates available in the State of Maryland and a once in a lifetime opportunity to own it. This 662+ acres waterfront property with 1.8 miles of shoreline known as "Middleville" circa 1880 is truly a magnificent landholding. Located in Talbot County the property is improved with 5 Residents. A newly renovated Main Home that boasts Tidewater Colonial

    Jay Phillips Holiday Real Estate Inc.

    2924 Ocean Gateway, Trappe, MD 21673
  • /2

    Call for Price

    • Land
    • 1.35 Acres

    12b Mistletoe Dr, Easton, MD 21601

    New Development - Build to suit, variety of uses available in zoning. Adjacent to Easton airport and close proximity to Rt. 50.

    Chuck Jr. Benson and Mangold

    12b Mistletoe Dr, Easton, MD 21601
  • /2

    $549,900

    • Land
    • 4.26 Acres
    • $129,085 per Acre

    28850 Jennings Rd, Easton, MD 21601

    Welcome to an extraordinary opportunity in the heart of the picturesque Eastern Shore! This 4.26-acre building lot, nestled within the esteemed Llandaff at Cookes Hope Subdivision, presents an unparalleled canvas for your dream estate. Perc approved for a 7-bedroom home and has the rare opportunity to include a basement, this expansive parcel offers serene living in a peaceful country setting.

    Chuck Jr. Benson and Mangold

    28850 Jennings Rd, Easton, MD 21601
  • /2

    $995,000

    • Land
    • 5.48 Acres
    • $181,569 per Acre

    9361 Woodstock Ln, Easton, MD 21601

    Quiet country setting can be yours with this 5.5 +/- acre waterfront lot located in the Woodstock Farm community on Goldsborough Creek is perc approved for 6 bedrooms! Located just minutes to downtown Easton and all of the amenities Easton has to offer from shopping to dining, entertainment at the Avalon Theatre, and the convenience of Easton's Jetport.

    Chuck Jr. Benson and Mangold

    9361 Woodstock Ln, Easton, MD 21601
  • /2

    $1,600,000

    • Land
    • 1.8 Acres
    • $888,889 per Acre

    8493 Ocean Gateway, Easton, MD 21601

    8493 Ocean Gtwy, Easton, MD 21601

    Chuck Jr. Benson and Mangold

    8493 Ocean Gateway, Easton, MD 21601
  • /2

    $1,795,000

    • Land
    • 1.83 Acres
    • $980,874 per Acre

    0 Ocean Gateway Unit 20568200, Easton, MD 21601

    Two RT 50 parcels located in Easton on sought after O.C. bound side at corner of Rt 50 and Dutchman s Lane. Office on property in good condition but sold as-is. Zoned General Commercial with all utilities available at site.

    Chuck Jr. Benson and Mangold

    0 Ocean Gateway Unit 20568200, Easton, MD 21601
  • /71

    $700,000

    • 5 Beds
    • 3.5 Baths
    • 2,306 Sq Ft

    26698 Arcadia Shores Rd, Easton, MD 21601

    Charming 5-Bedroom Cape Cod on 4 Private Acres with Pool, Sunroom & Endless Outdoor BeautyWelcome 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

    Becky Wibberley Coldwell Banker Realty

    26698 Arcadia Shores Rd, Easton, MD 21601
  • /65

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    5489 Rude Ave, Tilghman, MD 21671

    Spacious 3,000 sqft two-story waterfront home on 3/4 acre parcel on Harris Creek where it joins the Choptank River for an 11-mile view to Cambridge. House is brick and block on the first level with redwood siding on the second level in board and batten style. 150ft heavily built and reinforced bulkhead waterfront with recently renovated 75ft long dock. Second floor includes four bedrooms with

    Leo Kuneman Meredith Fine Properties

    5489 Rude Ave, Tilghman, MD 21671
  • /71

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    3962 Main St, Trappe, MD 21673

    This unique and well maintained home is located in the heart of Trappe and has a lot to offer. Main home features formal living and dining areas, family room, kitchen, laundry, 1.5 baths on the first floor. 2nd floor has 3 spacious bedrooms and bath. Wood floors throughout home and all windows are currently being replaced (Dec. 2025). Warm radiator oil heat and mini-split units heat and cool the

    Judy Moore Benson & Mangold, LLC

    3962 Main St, Trappe, MD 21673
  • /46

    $1,099,000

    • 2 Beds
    • 2.5 Baths
    • 1,445 Sq Ft

    100 Grace St, St. Michaels, MD 21663

    Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with one bedroom on the first floor in the back, the other on the second floor in the front. The

    Debra Crouch Benson & Mangold, LLC

    100 Grace St, St. Michaels, MD 21663
  • /3

    $620,000

    • 4 Beds
    • 3 Baths
    • 3,150 Sq Ft

    7852 Woodland Cir, Easton, MD 21601

    Woodland Farms 4 bedroom, 3 bath Colonial with a walk-up attic that could provide additional living space. Conveniently located in a quiet setting just minutes from Oxford and downtown Easton off of the Oxford Rd corridor. This home is sitting on a flat, tree lined lot offering serene water views of Jack's Cove. Some notable features to include are the oversized, hand-cut brick foundation and

    Andrew Beaven Wright Real Estate

    7852 Woodland Cir, Easton, MD 21601
  • /68

    $395,000

    • 3 Beds
    • 2 Baths
    • 2,522 Sq Ft

    29113 Superior Cir, Easton, MD 21601

    Welcome to 29113 Superior Circle in Easton, MD — where luxury, comfort, and functionality meet!This stunning home is truly move-in ready and shines from top to bottom. Featuring 3 spacious bedrooms and 2.5 baths, it offers an open-concept layout perfect for both entertaining and everyday living. Step inside and you’ll immediately notice the bright, airy flow of the main level — highlighted by

    Chris Kotula Realty Plus Associates

    29113 Superior Cir, Easton, MD 21601
  • /41

    $599,999 Open Sun 3PM - 5PM

    • 4 Beds
    • 3.5 Baths
    • 3,566 Sq Ft

    1262 Lake Michigan, Trappe, MD 21673

    Welcome to Lakeside at Trappe — a vibrant new community on Maryland’s Eastern Shore by Brookfield Residential. This beautifully appointed four-bedroom, three-and-a-half-bath home at 1262 Lake Michigan Drive combines modern comfort with thoughtful upgrades in a serene, amenity-rich neighborhood. Enjoy major upgrades the original owners installed, including luxury vinyl plank wood floors throughout

    Kayce Munyeneh Coldwell Banker Realty

    1262 Lake Michigan, Trappe, MD 21673
  • /32

    $549,000

    • 9 Beds
    • 2.5 Baths
    • 5,389 Sq Ft

    21486 Mission Rd, Tilghman, MD 21671

    This historic property known as "The Elms" was built in 1900 and used as a fishing lodge for many years. The property sits on 2 acres, has public sewer and well water. The buildings hold virtually no value unless and extensive historic renovation were completed. Tilghman is an historic waterfront town that features a waterman's museum, marina, many restaurants, established

    Monica Penwell TTR Sotheby's International Realty

    21486 Mission Rd, Tilghman, MD 21671
  • /63

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    24912 Back Creek Dr, Saint Michaels, MD 21663

    Welcome to **Back Creek Landing** — one of Saint Michaels’ most desirable neighborhoods, known for its peaceful setting, friendly community, and easy access to town. Just a few minutes by bike or golf cart from downtown, this neighborhood offers the best of both worlds: close to everything, yet surrounded by nature. This beautifully maintained home invites you in with a wide front porch — perfect

    Kathleen Coale Benson & Mangold, LLC

    24912 Back Creek Dr, Saint Michaels, MD 21663
  • /47

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 3,429 Sq Ft

    2669 Ocean Gateway, Trappe, MD 21673

    Enjoy the serenity of country living just minutes from both downtown Easton and Cambridge! This spacious four bedroom, two and a half bath home offers over 3,400 square feet of living space and sits on nearly an acre (.96+/-) with covered front porch and nice rear deck with views of open fields/farmland. This solid house offers a comfortable layout on both levels and it's perfect for both

    Barbara Watkins Benson & Mangold, LLC

    2669 Ocean Gateway, Trappe, MD 21673
  • /6

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,606 Sq Ft

    13 Sandy Ln, Easton, MD 21601

    The one-of-a-kind Ryan model is set to be the largest one-story home constructed on Sandy Lane, brought to life by Developer Sandy Lane, LLC and renowned local builders Stansbury and Sons. Like all ten homes in this thoughtfully designed new downtown Easton community, the Ryan will be a custom, stick-built residence backed by a one-year builder’s warranty and outfitted with brand-new appliances

    Janet Larson Benson & Mangold, LLC

    13 Sandy Ln, Easton, MD 21601
  • /40

    $544,500

    • 4 Beds
    • 4 Baths
    • 3,594 Sq Ft

    8658 Camac St, Easton, MD 21601

    Nestled in the charming Hunters Mill community, this stunning traditional home offers a perfect blend of comfort and modern living. Built in 2010, this beautifully maintained residence boasts 4 spacious bedrooms and 4 full bathrooms, providing ample space for relaxation and entertaining. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings, creating a warm

    Annie Eaton Coldwell Banker Realty

    8658 Camac St, Easton, MD 21601
  • /27

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    4570 Evergreen Rd, Oxford, MD 21654

    Located just outside of Oxford and situated on almost 7 mostly wooded acres. This 3 bedroom, 2 bath ranch has been updated with a new metal roof, gutters, flooring, appliances, countertops, water heater, well pump, interior doors and has been freshly painted. Enjoy a quiet evening sitting by the fire, dining on the screened porch or lounging around the Gunite pool. Only a short drive to Oxford

    Andrew Beaven Wright Real Estate

    4570 Evergreen Rd, Oxford, MD 21654
  • /29

    $550,000

    • 3 Beds
    • 3.5 Baths
    • 2,811 Sq Ft

    28496 Wedgeway Ct, Easton, MD 21601

    Easton Club 3 bedroom, 3.5 bath home featuring an open great room with fireplace and separate dining room, 2nd floor has a very large loft with built in book cases and a full bath. All bedrooms are on the first floor. California closet in Master bedroom . Roof replaced in 2023, HVAC replaced in 2024, new shower enclosure in master bath installed 2025. carpet in both guest rooms and hall replaced

    Carl Treat Meredith Fine Properties

    28496 Wedgeway Ct, Easton, MD 21601
  • /39

    $629,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    224 South St, Oxford, MD 21654

    This delightful three bedroom, one bath charmer is nestled in the heart of Oxford’s Historic District. Comfortable living room, large kitchen with adjacent dining area that accommodates eight. Contrasting chair rail molding, ample closet storage throughout, and laundry/utility room with shelves and additional storage. New roof, siding, gutters, windows, front porch railing, brick sidewalk, front

    Ray Stevens Benson & Mangold, LLC

    224 South St, Oxford, MD 21654
  • /44

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft

    228 Tyler Ave, Saint Michaels, MD 21663

    This handsome home is nestled in the trees on a quiet cul de sac in Rio Vista. This popular neighborhood is five minutes from historic St. Michaels and offers public sewer and water with no town taxes. Rio Vista has a waterfront picnic area and boat slips for rent to residents for $225 per slip.This home has been very nicely maintained by the original owner. It offers one-level living, with a

    Debra Crouch Benson & Mangold, LLC

    228 Tyler Ave, Saint Michaels, MD 21663
  • /41

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    21869 Albie Rd, Sherwood, MD 21665

    Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and

    Bill Wieland Benson & Mangold, LLC

    21869 Albie Rd, Sherwood, MD 21665
  • /59

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft

    703 S Morris St, Oxford, MD 21654

    Major Price Reduction – Motivated SellerThe seller is ready to entertain reasonable offers. Welcome to Oxford, a storybook town where quiet streets, salt-tinged summer air, and friendly waves from neighbors create an unmistakable sense of charm. Nestled along the peaceful Tred Avon River, this beloved waterfront community invites you to slow down and enjoy life’s simple pleasures—sunset

    Christie Bishop Northrop Realty

    703 S Morris St, Oxford, MD 21654
  • /31

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    28622 Clubhouse Dr, Easton, MD 21601

    Spacious One-Level Living in the Desirable Easton Club Community - New Roof Just Installed! - New HVAC in 2023! - Welcome to this meticulously maintained home featuring a highly sought-after, single-level floor plan with lofty ceilings. The expansive kitchen is equipped with brand-new stainless steel appliances, an island with seating, and a generous dining area—perfect for everyday living and

    Clifford Meredith Meredith Fine Properties

    28622 Clubhouse Dr, Easton, MD 21601
  • /89

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,729 Sq Ft

    7371 Michael Ave, Easton, MD 21601

    Welcome to Easton Club East — a vibrant 55+ community offering the perfect blend of comfort, convenience, and coastal charm on Maryland’s Eastern Shore.This beautifully maintained Merion model features 3 bedrooms, 2.5 baths, and a thoughtfully designed layout ideal for those looking to downsize without compromising quality or space. This home is also situated on one of the premier lot

    Coard Benson Benson & Mangold, LLC

    7371 Michael Ave, Easton, MD 21601
  • /43

    $630,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    24749 Swan Rd, Saint Michaels, MD 21663

    ** Seller is offering a Buyer Credit at settlement towards closing costs or repairs with a ratified contract by 12/31/25 ** Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island

    Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
  • /53

    $625,000

    • 6 Beds
    • 3.5 Baths
    • 3,112 Sq Ft

    3860 Main St, Trappe, MD 21673

    Motivated Sellers, bring all reasonable offers! Beautifully Restored 1890s Victorian in Trappe, MD - 6BR, 3.5BAStunning fully restored 1890s Victorian in the heart of Trappe. This spacious 6-bedroom, 3.5-bath home features a wraparound porch, formal living and dining rooms, a family room, and a marble primary bath. The home offers one gas fireplace for warmth and ambiance, plus four original

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    3860 Main St, Trappe, MD 21673
  • /62

    $575,000

    • 5 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    5559 Trafalgar Cir, Tilghman, MD 21671

    Welcome to this beautiful, spacious 5-bedroom, 3 1/2-bathroom single-family home located in the sought-after Tilghman on Chesapeake community. This property offers the perfect blend of modern comfort and serene island living, featuring an open-concept floor plan with plenty of natural light and elegant finishes. Each bedroom offers ample space and comfort with the Primary Suite offering 2

    Becky Wibberley Coldwell Banker Realty

    5559 Trafalgar Cir, Tilghman, MD 21671
  • /10

    $559,990 New Construction

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    7852 Ward Brothers Cir, Easton, MD 21601

    Home office with sliding doors off the foyer. Kitchen & great room share elegant ceiling treatment. Kitchen with stacked Tilden White cabinetry & glass uppers. Fireplace adds warmth to the great room. Screened patio extends living space outdoors. Window-lined dining area filled with natural light. Primary bath with dual freestanding vanities.

    K. Hovnanian Homes Builder
    7852 Ward Brothers Cir, Easton, MD 21601
  • /10

    $649,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    7845 Ward Brothers Cir, Easton, MD 21601

    Home office with sliding doors off the foyer. Great room & dining area share vaulted ceiling. Kitchen with stacked Trenton Quill cabinetry & glass uppers. Screened patio extends living space outdoors. Primary suite with spacious walk-in closet. Primary bath with dual freestanding vanities. Three-car garage for added storage & parking.

    K. Hovnanian Homes Builder
    7845 Ward Brothers Cir, Easton, MD 21601
  • /20

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    11116 Liberty Ln, Easton, MD 21601

    “It’s a beautiful spot!” That’s what everyone says when they stop by. Pastoral and wildlife views from almost every window of this 1.17+/- acre wooded lot. Very peaceful location just off Rt 50 in the Longwoods area north of Easton. 3 generous sized BR’s, with the Primary on the main floor next to a full bath, while the 2 upstairs BR’s flank an oversized full bath in this lovely cape cod style

    Iva Herr Benson & Mangold, LLC

    11116 Liberty Ln, Easton, MD 21601
  • /84

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    6608 Ocean Gateway, Easton, MD 21601

    Waterfront Views on Peach Blossom Creek – 6608 Ocean Gateway, Easton, MDPerched on an elevated hill overlooking the head of Peach Blossom Creek, this beautifully updated 3-bedroom, 2-bath home offers 1,756 sq. ft. of living space and a serene waterfront setting. Built in 1976, the property combines timeless charm with modern upgrades for the perfect Eastern Shore retreat.Enjoy waterfront

    Levin Elzey Long & Foster Real Estate, Inc.

    6608 Ocean Gateway, Easton, MD 21601
  • /48

    $329,000

    • 3 Beds
    • 3.5 Baths
    • 1,641 Sq Ft

    304 Wheatley Dr, Easton, MD 21601

    Welcome to this beautifully maintained Easton townhouse that offers far more than meets the eye — including a rare third-floor loft with its own full bath! Step through the front foyer into a warm and inviting living room featuring hardwood floors and 9-foot ceilings. The spacious kitchen is a true highlight, boasting marble countertops, a farmhouse sink, stainless steel appliances, a pantry, and

    Jarnell Foster Benson & Mangold, LLC

    304 Wheatley Dr, Easton, MD 21601
  • /35

    $454,900

    • 4 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    8460 Colony Cir, Easton, MD 21601

    This 4-bedroom, 2.5-bath colonial is set on a spacious lot in the sought-after Matthewstown Run community. The main level offers an open layout with a cozy family room featuring a wood-burning fireplace, flowing seamlessly into the kitchen and dining area. Upstairs, you’ll find four well-sized bedrooms and two full baths. Enjoy outdoor living on the back deck overlooking the large backyard,

    Peter Stark Benson & Mangold, LLC

    8460 Colony Cir, Easton, MD 21601
  • /27

    $349,000

    • 4 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    406 Bethune Dr, Easton, MD 21601

    Charming 4-bedroom, 2.5-bath end-unit townhome located just minutes from downtown Easton. The main level features hardwood floors throughout, a formal dining room, an open-concept kitchen and living area with a gas fireplace, and a first-floor primary suite with a full bath and walk-in closet. The second level includes three well-sized bedrooms and a full bath. A one-car garage provides added

    Alicia Gannon Dulin Benson & Mangold, LLC

    406 Bethune Dr, Easton, MD 21601
  • /14

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,040 Sq Ft

    33293 Matthewstown Rd, Easton, MD 21601

    Welcome to this 3bed/2 bath home between Easton and Denton. Less than a 1/4 mile to the boat ramp on the Tuckahoe River. Walk out to the back and enjoy over acres of woods for your exploring or hunting. This home offers a side-entry garage and a detached 30x40 building with 2 bays, door openers, and additional shop space. Plenty of space to store firewood or equipment in the 16x16 open shed. If

    Roger Boyce Chesapeake Real Estate Associates, LLC

    33293 Matthewstown Rd, Easton, MD 21601

Showing Results 41 - 80, Page 2 of 8

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