47

Talbot County MD Houses for Sale with Private Pool

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  • 7592 Tred Avon Cir, Easton, MD 21601
    7592 Tred Avon Cir, Easton, MD 21601
    7592 Tred Avon Cir, Easton, MD 21601
    /37

    $719,000

    • 4 Beds
    • 2 Baths
    • 2,080 Sq Ft

    7592 Tred Avon Cir, Easton, MD 21601

    Location, Location, Location! This picturesque 4 Bedroom/2 Bath white brick Cape is located in Waverly; minutes from downtown Easton off the Oxford Road corridor. Home has hardwood floors throughout, a formal living room with fireplace, a separate dining room and a family room with large fireplace just off the kitchen. There are two downstairs bedrooms and full bathroom and the second floor

    Brian Gearhart Benson & Mangold, LLC

    7592 Tred Avon Cir, Easton, MD 21601
  • 28028 Playtor Rd, Easton, MD 21601
    28028 Playtor Rd, Easton, MD 21601
    28028 Playtor Rd, Easton, MD 21601
    /80

    $1,385,000

    • 4 Beds
    • 3.5 Baths
    • 4,443 Sq Ft

    28028 Playtor Rd, Easton, MD 21601

    Welcome to this stunning William Poole-designed Tidewater Colonial, nestled on approximately 2.3 acres in the serene neighborhood of Waverly Island Estates, just three miles from the vibrant Town of Easton. This exceptional property blends classic architecture with modern amenities, offering a peaceful retreat on the Eastern Shore of Maryland.Step inside to discover a thoughtfully

    Coard Benson Benson & Mangold, LLC

    28028 Playtor Rd, Easton, MD 21601
  • 7224 Calves Acre Ln, Easton, MD 21601
    7224 Calves Acre Ln, Easton, MD 21601
    7224 Calves Acre Ln, Easton, MD 21601
    /66

    $1,295,000

    • 4 Beds
    • 4.5 Baths
    • 3,292 Sq Ft

    7224 Calves Acre Ln, Easton, MD 21601

    “Berry Hill” – part of the Southern Living Historical House Collection, this Coastal Cape sits on 5.8 acres and features: 4 bedrooms, 4 full and 2 half baths; a Primary Suite on the first floor as well as an office/bedroom with a full bath; hardwood flooring, 10’ ceilings on first floor; kitchen with granite, ss appliances, an island, breakfast room, and a walk in pantry; There is a walk

    Brian Gearhart Benson & Mangold, LLC

    7224 Calves Acre Ln, Easton, MD 21601
  • 23468 Berry Rd, Bozman, MD 21612
    23468 Berry Rd, Bozman, MD 21612
    23468 Berry Rd, Bozman, MD 21612
    /29

    $1,250,000

    • 3 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    23468 Berry Rd, Bozman, MD 21612

    Picturesque Waterfront Cottage minutes from St. Michaels! This craftsman is the perfect “Get-Away” nestled on Grace Creek with plenty of privacy and surrounded by nature. Home has been beautifully maintained and updated featuring all of the amenties you would expect including knotty pine flooring throughout, kitchen with center island, granite tops, huge 6-burner Viking Stove and oven, Subzero

    Brian Gearhart Benson & Mangold, LLC

    23468 Berry Rd, Bozman, MD 21612
  • 6119 Country Club Dr, Easton, MD 21601
    6119 Country Club Dr, Easton, MD 21601
    6119 Country Club Dr, Easton, MD 21601
    /44

    $1,950,000

    • 3 Beds
    • 4 Baths
    • 2,568 Sq Ft

    6119 Country Club Dr, Easton, MD 21601

    Location, Location, Location!!! This recently renovated waterfront rancher on a 2+ acre, park-like lot is conveniently located next to Talbot Country Club, and off the Oxford Road corridor. This home features 3 bedrooms, 2 full and 2 - 1/2 baths, a large living room with fireplace, kitchen/family room combo with the kitchen featuring quartz counter tops, stainless steel appliances and custom

    Brian Gearhart Benson & Mangold, LLC

    6119 Country Club Dr, Easton, MD 21601
  • 9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    /41

    $1,695,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

    Welcome to Saint Micheals Retreat, an extraordinary 6+/- acre waterfront property overlooking the Links at Perry Cabin Golf Course with direct access to the Long Haul Creek and Miles River. Just moments to downtown Saint Michaels, fine dining, shopping, and entertainment, this stunning makeover offers 4,100 +/- sq. ft. of single-story living designed for endless indoor/outdoor entertainment.

    Craig Linthicum Benson & Mangold, LLC

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
  • 28092 Glebe Rd, Easton, MD 21601
    28092 Glebe Rd, Easton, MD 21601
    28092 Glebe Rd, Easton, MD 21601
    /39

    $3,350,000

    • 7 Beds
    • 10 Baths
    • 7,077 Sq Ft

    28092 Glebe Rd, Easton, MD 21601

    Miles Away on Murphy’s Point – Discover an unparalleled waterfront retreat at 28092 Glebe Rd, Easton, MD, nestled on approximately ±2.7 picturesque acres. Thoughtfully designed for entertaining, relaxation, and convenient living, this luxurious estate offers expansive indoor and outdoor spaces, exceptional waterfront amenities, and easy access to nearby towns, beaches, and metropolitan

    Coard Benson Benson & Mangold, LLC

    28092 Glebe Rd, Easton, MD 21601
  • 27295 Southside Island Creek Rd, Trappe, MD 21673
    27295 Southside Island Creek Rd, Trappe, MD 21673
    27295 Southside Island Creek Rd, Trappe, MD 21673
    /91

    $8,750,000

    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27295 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- REVISED OFFERING INCLUDES 5 PARCELS 6.27.25- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 234 acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved

    Coard Benson Benson & Mangold, LLC

    27295 Southside Island Creek Rd, Trappe, MD 21673
  • 6010 Shipyard Ln, Easton, MD 21601
    6010 Shipyard Ln, Easton, MD 21601
    6010 Shipyard Ln, Easton, MD 21601
    /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
  • 27473 Westpoint Rd, Easton, MD 21601
    27473 Westpoint Rd, Easton, MD 21601
    27473 Westpoint Rd, Easton, MD 21601
    /62

    $4,499,000

    • 6 Beds
    • 9 Baths
    • 3,700 Sq Ft

    27473 Westpoint Rd, Easton, MD 21601

    Offered for the first time in nearly forty years, Swan Point is the quintessential Eastern Shore estate. Situated on 4.5 +/- acres, with westerly exposure on the Tred Avon River this estate has it all. Private pier with 4’+/- MLW and 400 +/- of waterfrontage. The main house is classically charming and takes full advantage of the sunset water views. Spacious kitchen is complete with high-end

    Chuck Mangold Benson & Mangold, LLC

    27473 Westpoint Rd, Easton, MD 21601
  • 6561 Baileys Pond Rd, Easton, MD 21601
    6561 Baileys Pond Rd, Easton, MD 21601
    6561 Baileys Pond Rd, Easton, MD 21601
    /73

    $1,750,000

    • 5 Beds
    • 3.5 Baths
    • 4,919 Sq Ft

    6561 Baileys Pond Rd, Easton, MD 21601

    Welcome to this impeccably maintained and well appointed, five bedroom, approximate 5000 square foot, Colonial home with an interior that combines coastal character with elegant craftsmanship. Located in the sought-after Oxford corridor of Talbot County. This waterfront area invites a relaxed lifestyle with sunset strolls, golf cart rides to the country club, and bike trips to charming Oxford or

    Brian Petzold Benson & Mangold, LLC

    6561 Baileys Pond Rd, Easton, MD 21601
  • 22540 Hardcastle Ln, Bozman, MD 21612
    22540 Hardcastle Ln, Bozman, MD 21612
    22540 Hardcastle Ln, Bozman, MD 21612
    /85

    $3,595,000

    • 5 Beds
    • 6.5 Baths
    • 4,711 Sq Ft

    22540 Hardcastle Ln, Bozman, MD 21612

    The Ultimate Harris Creek Retreat—Unrivaled Views. Room to Spread Out. Sunsets You’ll Never Forget. FYI - Silt fence has been removed that appears in some photos)Welcome to your family’s forever getaway: a fully renovated waterfront estate on 2.4 acres with 240+ feet of direct water frontage. Perfectly positioned for stunning western views over Harris Creek, this exceptional property

    Mark Meyerdirk Urban Brokers, LLC

    22540 Hardcastle Ln, Bozman, MD 21612
  • 8320 Ingleton Cir, Easton, MD 21601
    8320 Ingleton Cir, Easton, MD 21601
    8320 Ingleton Cir, Easton, MD 21601
    /57

    $2,395,000

    • 3 Beds
    • 5 Baths
    • 3,099 Sq Ft

    8320 Ingleton Cir, Easton, MD 21601

    Nestled along the Miles River, this exceptional house offers a blend of modern comfort and classic Eastern Shore charm. Boasting sweeping views of St. Michaels, this home features an expansive open floor plan designed for seamless indoor-outdoor living. Step inside to find a sun-drenched great room creating the perfect setting for both quiet relaxation and lively gatherings. The gourmet kitchen,

    Jim Corson Benson & Mangold, LLC

    8320 Ingleton Cir, Easton, MD 21601
  • 26090 Royal Oak Rd, Easton, MD 21601
    26090 Royal Oak Rd, Easton, MD 21601
    26090 Royal Oak Rd, Easton, MD 21601
    /109

    $2,850,000

    • 4 Beds
    • 5 Baths
    • 5,207 Sq Ft

    26090 Royal Oak Rd, Easton, MD 21601

    This house is a showstopper! A work of art that feels part castle, part cathedral! Pictures don't do it justice! It's a unique, historic, waterfront estate that combines privacy & nature & excellent location on Oak Creek between St. Michaels & Easton. The treelined drive welcomes you to this one of a kind home built in 1890 and situated on 11.59 acres. Featuring stained glass transoms, the

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    26090 Royal Oak Rd, Easton, MD 21601
  • 6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    /52

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 7,949 Sq Ft

    6976 Travelers Rest Cir, Easton, MD 21601

    Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the scenic Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the best of Maryland’s Eastern Shore.Enter

    Clifford Meredith Meredith Fine Properties

    6976 Travelers Rest Cir, Easton, MD 21601
  • 26319 Chanticleer Rd, Oxford, MD 21654
    26319 Chanticleer Rd, Oxford, MD 21654
    26319 Chanticleer Rd, Oxford, MD 21654
    /55

    $1,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,196 Sq Ft

    26319 Chanticleer Rd, Oxford, MD 21654

    Nantucket-Style Waterfront Retreat on a Private Peninsula Near OxfordDiscover this enchanting Nantucket-style cottage, gracefully positioned on its own private 2.6-acre peninsula at the confluence of the Choptank River and Boone Creek. Just minutes from the historic town of Oxford, this 3,196 sq ft home offers approximately 1,000 feet of pristine waterfront and panoramic western

    Tom Williams TTR Sotheby's International Realty

    26319 Chanticleer Rd, Oxford, MD 21654
  • 6889 Travelers Rest Cir, Easton, MD 21601
    6889 Travelers Rest Cir, Easton, MD 21601
    6889 Travelers Rest Cir, Easton, MD 21601
    /65

    $835,000

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    6889 Travelers Rest Cir, Easton, MD 21601

    Welcome to 6889 Travelers Rest Circle in Easton, Maryland—an exceptional opportunity to own a thoughtfully updated Cape Cod home in the highly sought-after Travelers Rest neighborhood. Privately situated on 5.64 acres of professionally landscaped grounds, this residence combines timeless architectural charm with modern amenities for an elevated Eastern Shore lifestyle.Offering over 3,300

    Julie Stevenson Shore Living Real Estate

    6889 Travelers Rest Cir, Easton, MD 21601
  • 4957 Bar Neck Rd, Tilghman, MD 21671
    4957 Bar Neck Rd, Tilghman, MD 21671
    4957 Bar Neck Rd, Tilghman, MD 21671
    /45

    $750,000

    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft

    4957 Bar Neck Rd, Tilghman, MD 21671

    Secure and Secluded Luxury Living with Bay Views & Resort-Style BackyardProperty is located in FEMA Zone X, has never had water on the property and seller is not required to have flood insuranceTucked away at the end of a private Crepe Myrtle-lined drive, this well-maintained luxury retreat offers the perfect blend of tranquility, style, and function—without the constraints of an HOA.

    Danny Martin Keller Williams Flagship

    4957 Bar Neck Rd, Tilghman, MD 21671
  • 10770 Rich Neck Rd, Claiborne, MD 21624
    10770 Rich Neck Rd, Claiborne, MD 21624
    10770 Rich Neck Rd, Claiborne, MD 21624
    /109

    $8,875,000

    • 7 Beds
    • 7.5 Baths
    • 10,240 Sq Ft

    10770 Rich Neck Rd, Claiborne, MD 21624

    Incredible 300+ acre landmark estate located 5 miles beyond St. Michaels. Over FOUR MILES OF SHORELINE on Eastern Bay, the Miles River and Tilghman Creek. Deep protected anchorage. High land. Sandy beaches. Very livable 10,000+ sq ft home that underwent two-year renovation 2005/2006. 13 ft ceilings on first story and almost10 ft on second story. Formal and informal living areas. Chef's kitchen

    Robert G. Shannahan Shoreline Realty

    10770 Rich Neck Rd, Claiborne, MD 21624
  • 7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    /86

    $7,500,000

    • 5 Beds
    • 6 Baths
    • 10,000 Sq Ft

    7090 Cooper Point Rd, Bozman, MD 21612

    Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design.The custom brick exterior is crowned

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • 26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    /138

    $8,400,000

    • 7 Beds
    • 8 Baths
    • 8,001 Sq Ft

    26546 Presquile Dr N, Easton, MD 21601

    Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The Main House has recently gone through a two-year renovation process from top to bottom by West & Callahan Construction and Peter Zimmerman Architects Inc, with much thought and care to keep all of the historic attributes that

    Henry Gibbons-Neff Meredith Fine Properties

    26546 Presquile Dr N, Easton, MD 21601
  • 28740 Jacks Field Rd, Wye Mills, MD 21679
    28740 Jacks Field Rd, Wye Mills, MD 21679
    28740 Jacks Field Rd, Wye Mills, MD 21679
    /25

    $539,900

    • 3 Beds
    • 2 Baths
    • 1,778 Sq Ft

    28740 Jacks Field Rd, Wye Mills, MD 21679

    Lovely contemporary rancher situated on 2 private acres with open floor plan, cathedral ceilings, 3 season room off master bed w/ceramic tile floor, lots of glass. Hardwood floors and fresh paint. Large deck overlooks inground pool and back meadow. Pellet stove in LR for cozy warmth. Many plantings in yard which also features a water garden. Perfect commuter location, minutes to Wye Landing boat

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    28740 Jacks Field Rd, Wye Mills, MD 21679
  • 27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    /50

    $13,750,000

    • 5 Beds
    • 9 Baths
    • 13,228 Sq Ft

    27772 Sharp Rd, Easton, MD 21601

    Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety or with reduced acreage including the main residence, if the buyer so chooses. The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations.With vast working farmland and resort-style amenities, this rare gem truly combines

    Laura Carney TTR Sotheby's International Realty

    27772 Sharp Rd, Easton, MD 21601
  • 8851 Roundhouse Cir, Easton, MD 21601
    8851 Roundhouse Cir, Easton, MD 21601
    8851 Roundhouse Cir, Easton, MD 21601
    /39

    $529,900

    • 4 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    8851 Roundhouse Cir, Easton, MD 21601

    Beautiful 4 bedroom home in highly sought after Mulberry Station. Incredible kitchen with an open floor plan that offers access to huge paver patio outback and overlooking the pool. Luxurious owners suite with sumptuous bath and 3 other spacious bedrooms. Great comfort ,convenience and functionality. Updated floors, duel zone HVAC, on demand hot water, bathrooms and paint are just a few of the

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    8851 Roundhouse Cir, Easton, MD 21601
  • 32115 Park Ave, Queen Anne, MD 21657
    32115 Park Ave, Queen Anne, MD 21657
    32115 Park Ave, Queen Anne, MD 21657
    /35

    $475,000

    • 4 Beds
    • 4 Baths
    • 3,024 Sq Ft

    32115 Park Ave, Queen Anne, MD 21657

    Discover a truly unique opportunity in the picturesque town of Queen Anne with this enchanting Victorian gem. Offering over 3,000 sq. ft. of thoughtfully updated living space on just over an acre, this home combines timeless character with modern functionality. The property includes a spacious detached shop and a 2-car detached garage—providing ample room to grow, create, and savor the charm of

    Amanda Morgan Brenton Realty Group

    32115 Park Ave, Queen Anne, MD 21657
  • 34 Londonderry Dr, Easton, MD 21601
    34 Londonderry Dr, Easton, MD 21601
    34 Londonderry Dr, Easton, MD 21601
    /29

    $795,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    34 Londonderry Dr, Easton, MD 21601

    Classic Cape Cod in Sought-After Thread Haven Located just minutes from historic downtown Easton and close to the YMCA, this beautifully maintained home offers easy access to the Easton Bypass and Route 50. Set on a generously sized lot, the property has undergone significant updates in recent years, including a new roof, encapsulated crawlspace, spray-foam insulation, HVAC system, gutters, and

    Brian Gearhart Benson & Mangold, LLC

    34 Londonderry Dr, Easton, MD 21601
  • 8535 Colony Cir, Easton, MD 21601
    8535 Colony Cir, Easton, MD 21601
    8535 Colony Cir, Easton, MD 21601
    /21

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    8535 Colony Cir, Easton, MD 21601

    Exceptional home with many fine features and updates: new roof, encapsulated crawl space, new A/C upstairs, new fence, pool filter and updated master bath. The interior offers living room, separate dining room, family room with fireplace plus 3 beautiful bedrooms, large deck with retractable awning and a refreshing inground pool. The shed with electric completes the package. Light bright and

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    8535 Colony Cir, Easton, MD 21601
  • 26698 Arcadia Shores Rd, Easton, MD 21601
    26698 Arcadia Shores Rd, Easton, MD 21601
    26698 Arcadia Shores Rd, Easton, MD 21601
    /61

    $775,000

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

    26698 Arcadia Shores Rd, Easton, MD 21601

    Charming 4-Bedroom Cape Cod on 4 Private Acres with Pool & Sunroom!Welcome to your dream retreat! This beautifully maintained Cape Cod offers 4 spacious bedrooms and 3.5 baths, set on a serene 4-acre lot. Enjoy summer days by the in-ground pool, or unwind in the sunny, four-season sunroom. The inviting living room features a cozy wood stove—perfect for cool evenings. The expansive primary

    Becky Wibberley Coldwell Banker Realty

    26698 Arcadia Shores Rd, Easton, MD 21601
  • 8357 Gannon Cir, Easton, MD 21601
    8357 Gannon Cir, Easton, MD 21601
    8357 Gannon Cir, Easton, MD 21601
    /58

    $589,500

    • 3 Beds
    • 2.5 Baths
    • 2,233 Sq Ft

    8357 Gannon Cir, Easton, MD 21601

    Very beautiful home on a large one-acre lot in the sought-after neighborhood of Crofton -- very rare a home goes on market here. This beautiful rancher has been totally renovated kitchen stainless steel appliances, cabinets, farm sink with all the attachments, microwave, dishwasher, pantry, large island with gorgeous light will seat 5-6, new granite countertops, recessed lighting and window

    Bonnie Duley Long & Foster Real Estate, Inc.

    8357 Gannon Cir, Easton, MD 21601
  • 29414 Andrew Ln, Easton, MD 21601
    29414 Andrew Ln, Easton, MD 21601
    29414 Andrew Ln, Easton, MD 21601
    /56

    $775,000

    • 3 Beds
    • 3 Baths
    • 2,703 Sq Ft

    29414 Andrew Ln, Easton, MD 21601

    PARK LIKE SETTING- MATURE TREES- CREEK- BRIDGE ALL ON 3.064 PRIVATE ACRES*** Meticulously Maintained 3 bedroom, 3 bath home, With Den/Office, Bonus Room or Possible in-law/Au Pair Suite with Wheelchair access doors and a Chairlift for easy upstairs living access. Private in ground Pool with Gazebo. Woods in back half of property with your own Creek and Bridge to access back half of property.

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    29414 Andrew Ln, Easton, MD 21601
  • 205 S Hanson St, Easton, MD 21601
    205 S Hanson St, Easton, MD 21601
    205 S Hanson St, Easton, MD 21601
    /74

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 2,553 Sq Ft

    205 S Hanson St, Easton, MD 21601

    Nestled in the heart of Easton’s Historic District, 205 S Hanson Street is a beautifully preserved early-20th-century home that exudes timeless charm and sophistication. Built around 1910, this elegant Colonial Revival offers approximately 2,520 square feet of refined living space with original hardwood floors, detailed millwork, and gracious proportions that reflect its rich architectural

    Derek Blazer Cummings & Co. Realtors

    205 S Hanson St, Easton, MD 21601
  • 29359 Bartlett Ave, Easton, MD 21601
    29359 Bartlett Ave, Easton, MD 21601
    29359 Bartlett Ave, Easton, MD 21601
    /37

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,990 Sq Ft

    29359 Bartlett Ave, Easton, MD 21601

    NEW PRICE AND NEW CARPET! SALT WATER ABOVE GROUND POOL IS READY TO OPEN AND ENJOY FOR THE SUMMER! Welcome to this beautifully maintained and updated 4-bedroom, 2 bath Cape Cod home, perfectly situated on a spacious, professionally landscaped corner lot in Easton. A resurfaced circular driveway with a deep parking pad provides ample space for 5+ vehicles, framed by vibrant perennial gardens. The

    Barbara McCaffrey Redfin Corp

    29359 Bartlett Ave, Easton, MD 21601
  • 29031 Howell Point Rd, Trappe, MD 21673
    29031 Howell Point Rd, Trappe, MD 21673
    29031 Howell Point Rd, Trappe, MD 21673
    /130

    $11,500,000

    • 4 Beds
    • 3 Baths
    • 9,833 Sq Ft

    29031 Howell Point Rd, 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

    29031 Howell Point Rd, Trappe, MD 21673
  • 8543 Ingleton Rd, Easton, MD 21601
    8543 Ingleton Rd, Easton, MD 21601
    8543 Ingleton Rd, Easton, MD 21601
    /38

    $749,999

    • 3 Beds
    • 2.5 Baths
    • 2,102 Sq Ft

    8543 Ingleton Rd, Easton, MD 21601

    Welcome to 8543 Ingleton Rd., a beautiful one-level home located in a sought-after water access community! Offering 3 spacious bedrooms, 2.5 baths, and a dedicated office, this home is designed for comfortable living and easy entertaining. Enjoy the cozy charm of a brick wood-burning fireplace, perfect for relaxing evenings. The stylish kitchen features granite countertops and stainless steel

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    8543 Ingleton Rd, Easton, MD 21601
  • 13543 Rustling Oaks Dr, Wye Mills, MD 21679
    13543 Rustling Oaks Dr, Wye Mills, MD 21679
    13543 Rustling Oaks Dr, Wye Mills, MD 21679
    /77

    $1,295,000

    • 5 Beds
    • 4.5 Baths
    • 7,166 Sq Ft

    13543 Rustling Oaks Dr, Wye Mills, MD 21679

    Five diamond resort living meets the Eastern Shore in a relaxed rural setting. This exquisite one-of-a-kind home is situated on just under an acre enveloped by luscious, manicured landscaping, towering pines and open field. Just minutes away provides boating with Wye River Landing, a large public boat ramp. Add the luxury of marina life just miles away at Kent Narrows, St Michaels, and Oxford.

    Judy Moore Benson & Mangold, LLC

    13543 Rustling Oaks Dr, Wye Mills, MD 21679
  • 719 Elizabeth St, Easton, MD 21601
    719 Elizabeth St, Easton, MD 21601
    719 Elizabeth St, Easton, MD 21601
    /48

    $450,000

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

    719 Elizabeth St, Easton, MD 21601

    A welcoming home in a great in-town location on a corner lot! First time offered in over 40 years. Well maintained, this home has so much to offer - the den and living room both have fireplaces (1 gas; 1 woodburning), a separate dining room, full bath downstairs. The sun room is amazing with lots of windows to let in the sun - it will most likely become your favorite room in the house! Other

    Mary Haddaway Benson & Mangold, LLC

    719 Elizabeth St, Easton, MD 21601
  • 10118 Hiners Ln, Easton, MD 21601
    10118 Hiners Ln, Easton, MD 21601
    10118 Hiners Ln, Easton, MD 21601
    /29

    $799,000

    • 4 Beds
    • 2 Baths
    • 2,208 Sq Ft

    10118 Hiners Ln, Easton, MD 21601

    Beautiful 4-bedroom, 2-bathroom home on a 1+/- acre parcel with an additional 12.45+/- acre lot included—ideal for expansion, equipment storage, or future investment. The 48' x 60' pole barn features three overhead doors, providing ample space for tools, vehicles, and materials. Outside, enjoy an in-ground pool and a fully fenced backyard. The property is currently served by well and septic, but

    Alicia Gannon Dulin Benson & Mangold, LLC

    10118 Hiners Ln, Easton, MD 21601
  • 8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /60

    $8,495,000

    • 6 Beds
    • 11 Baths
    • 17,402 Sq Ft

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663

    NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green,

    Doc Keane Washington Fine Properties, LLC

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • 11977 Billys Point Ln, Easton, MD 21601
    11977 Billys Point Ln, Easton, MD 21601
    11977 Billys Point Ln, Easton, MD 21601
    /53

    $6,450,000

    • 6 Beds
    • 8 Baths
    • 9,595 Sq Ft

    11977 Billys Point Ln, Easton, MD 21601

    Welcome to Henry’s Retreat, an extraordinary 37-acre waterfront estate overlooking Quarter Cove off the Wye River. Offering over 2,700 feet of shoreline, this stunning property ensures ultimate privacy, breathtaking views, and unforgettable sunsets.Built in 2016, the 8,835 sq. ft. main residence is designed for luxurious living and seamless entertaining, featuring five bedrooms, six full

    Laura Carney TTR Sotheby's International Realty

    11977 Billys Point Ln, Easton, MD 21601
  • 6906 Travelers Rest Cir, Easton, MD 21601
    6906 Travelers Rest Cir, Easton, MD 21601
    6906 Travelers Rest Cir, Easton, MD 21601
    /45

    $3,500,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 5 Baths
    • 4,305 Sq Ft

    6906 Travelers Rest Cir, Easton, MD 21601

    This expansive 3-bedroom, 5-bathroom contemporary home is nestled on over 4 acres along the picturesque Tred Avon River. Ideally situated between Easton and St. Michaels, this property offers the perfect blend of privacy and convenience. Featuring an open floorplan with soaring cathedral ceilings, it’s designed for both comfort and style. Additional features include a spacious primary suite

    Clifford Meredith Meredith Fine Properties

    6906 Travelers Rest Cir, Easton, MD 21601

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