22

Easton, MD Homes for Sale with Private Pool

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  • /54

    $2,995,000

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

    6906 Travelers Rest Cir, Easton, MD 21601

    "Cypress Lodge" - Tucked away on a private waterfront lot along the Tred Avon River, this striking contemporary-style residence offers expansive water views, exceptional privacy, and thoughtfully designed indoor-outdoor living. The 3-bedroom, 5-bath home features an open floorplan filled with natural light, highlighted by soaring vaulted cathedral ceilings and clean architectural lines that

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (443) 399-2982

    6906 Travelers Rest Cir, Easton, MD 21601
  • /73

    $5,245,000

    • 4 Beds
    • 4.5 Baths
    • 4,172 Sq Ft

    8051 Leehaven Rd, Easton, MD 21601

    8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate that is fully furnished, move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    (443) 971-7207

    8051 Leehaven Rd, Easton, MD 21601
  • /80

    $1,250,000

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

    28028 Playtor Rd, Easton, MD 21601

    Welcome to this exceptional William Poole–designed Tidewater Colonial, gracefully sited on approximately 2.3 acres in the desirable community of Waverly Island Estates, just three miles from the Town of Easton. Offering a refined blend of classic coastal architecture and modern comfort, this property provides a private retreat on Maryland’s Eastern Shore. Inside, the home features a well-designed

    Coard Benson Benson & Mangold, LLC

    28028 Playtor Rd, Easton, MD 21601
  • /53

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    26282 Deep Water Harbor Rd, Easton, MD 21601

    Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property

    Chuck Mangold Benson & Mangold, LLC

    26282 Deep Water Harbor Rd, 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
  • /97

    $7,950,000

    $450K PRICE DROP
    • 7 Beds
    • 9 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 this

    Henry Gibbons-Neff Meredith Fine Properties

    26546 Presquile Dr N, Easton, MD 21601
  • /76

    $6,250,000

    • 5 Beds
    • 5.5 Baths
    • 7,287 Sq Ft

    9170 Hunting Creek Ln, Easton, MD 21601

    Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been

    Brad Kappel TTR Sotheby's International Realty

    9170 Hunting Creek Ln, Easton, MD 21601
  • /8

    $575,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    316 Spring Dr, Easton, MD 21601

    Spacious Colonial in Charlestown Village - Welcome home to this beautifully cared-for Colonial offering 4 bedrooms, 2.5 baths, and over 2,288 sq. ft. of living space (actual square footage exceeds the tax record). The main level features hardwood flooring and a comfortable flow designed for everyday living and entertaining. At the back of the home, the kitchen with stainless steel appliances and

    Traci Jordan Meredith Fine Properties

    316 Spring Dr, Easton, MD 21601
  • /36

    $485,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    29670 Old Creek Ln, Easton, MD 21601

    Summer is around the corner—make the most of it in this inviting 4-bedroom home in a popular community near Easton. Overlooking a peaceful pond, the home features an open-concept main level with a bright kitchen, casual dining area, and family room with gas fireplace, all leading to a fenced backyard with deck and in-ground pool ready for the season ahead. The primary suite offers a walk-in

    Wink Cowee Benson & Mangold, LLC

    29670 Old Creek Ln, Easton, MD 21601
  • /84

    $399,000

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

    6608 Ocean Gateway, Easton, MD 21601

    JUST REDUCED Seller offers 15,000.00 seller concession for home improvements, sale price to be SOLD AS IS . Waterfront Views on Peach Blossom Creek – 6608 Ocean Gateway, Easton, MDThis property presents a solid investment potential for those ready to customize and improve. The functional three-bedroom two bath configuration combined with outdoor amenities and proximity to Oxford, Saint

    Levin Elzey Long & Foster Real Estate, Inc.

    6608 Ocean Gateway, Easton, MD 21601
  • /50

    $2,675,000

    • 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 calm, deep waters of Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets and wide-open water views providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the

    Clifford Meredith Meredith Fine Properties

    6976 Travelers Rest Cir, Easton, MD 21601
  • /42

    $459,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,676 Sq Ft

    7364 Ocean Gateway, Easton, MD 21601

    No neighbors, private. Beautifully Updated Split-Level Retreat on Nearly an Acre Along Route 50! Set back on a private, wooded lot just under an acre, this beautifully remodeled 3-bedroom, 2.5-bath split-level home offers the perfect blend of comfort, style, and outdoor enjoyment. A long circular driveway welcomes you home, setting the tone for the peaceful setting that surrounds this 2,676 sq.

    Stacie Luhrman Benson & Mangold, LLC

    7364 Ocean Gateway, Easton, MD 21601
  • /74

    $480,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    29638 Janets Way, Easton, MD 21601

    Chesapeake by Del Webb. Popular 2-story Wittman model. Spacious 3 bedroom, 3 bath home. Great room with gas fireplace, office, large kitchen with center island, granite countertops and breakfast nook. Primary bedroom suite with walk-in closet, bath with separate vanities, separate shower and soaking tub. Guest bedroom, hall bath with walk-in tub and laundry room. Sunroom, enclosed porch

    Judy Moore Benson & Mangold, LLC

    29638 Janets Way, Easton, MD 21601
  • /58

    $3,999,900

    • 4 Beds
    • 7 Baths
    • 3,700 Sq Ft

    27473 Westpoint Rd, Easton, MD 21601

    Swan Point is an exquisite waterfront estate set on approximately 4.5 acres, offering sweeping westerly views across the Tred Avon River. A gated, paved driveway with cobblestone curbs welcomes you to this private retreat. This stately Colonial features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed for both intimate living and grand entertaining. The formal living room,

    Clifford Meredith Meredith Fine Properties

    27473 Westpoint Rd, Easton, MD 21601
  • /88

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,272 Sq Ft

    28910 Jennings Rd, Easton, MD 21601

    Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon

    Jim Corson Benson & Mangold, LLC

    28910 Jennings Rd, Easton, MD 21601
  • /54

    $2,395,000

    $180K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    8075 Leehaven Rd, Easton, MD 21601

    LOCATION and CHARM! Set on 2.32 glorious acres overlooking Dixon Creek, this beautifully and lovingly maintained 1915 residence offers timeless character, refined comfort, and exceptional waterfront living. Original hardwood floors run throughout much of the home, while expansive windows bathe the traditional floor plan in natural light and frame expansive water views from nearly every room. The

    Laura Carney TTR Sotheby's International Realty

    8075 Leehaven Rd, Easton, MD 21601
  • /50

    $989,000

    • 4 Beds
    • 4.5 Baths
    • 2,623 Sq Ft

    27939 Waverly Rd, Easton, MD 21601

    Set on 2.8± private acres along the highly sought-after Oxford Corridor, this spacious residence offers the perfect blend of comfort, space, and timeless Eastern Shore appeal. A welcoming rocking-chair front porch, huge fenced rear yard with expansive rear deck perfect for entertaining with a custom retractable awning, , paver patio, and in-ground saltwater pool create an ideal setting for

    Barbara Watkins Benson & Mangold, LLC

    27939 Waverly Rd, Easton, MD 21601
  • /58

    $2,175,000

    • 4 Beds
    • 4 Baths
    • 2,741 Sq Ft

    7272 Waverly Island Rd, Easton, MD 21601

    Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres, this property offers a perfect blend of comfort and nature, featuring 4 spacious bedrooms and 2 full and 2 half bathrooms, ideal for both comfort and relaxation . Step inside to find a beautifully maintained interior with

    Barbara Watkins Benson & Mangold, LLC

    7272 Waverly Island Rd, Easton, MD 21601
  • /42

    $4,395,000

    • 4 Beds
    • 5.5 Baths
    • 5,062 Sq Ft

    27029 Miles River Rd, Easton, MD 21601

    Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort andefficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an

    Chuck Mangold Benson & Mangold, LLC

    27029 Miles River Rd, Easton, MD 21601
  • /47

    $724,900

    • 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

    Jim Corson Benson & Mangold, LLC

    10118 Hiners Ln, Easton, MD 21601
  • /38

    $695,000

    • 3 Beds
    • 3 Baths
    • 3,050 Sq Ft

    32930 Oyster Bank Terrace, Easton, MD 21601

    Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal

    Barbara Watkins Benson & Mangold, LLC

    32930 Oyster Bank Terrace, Easton, MD 21601
  • /49

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 2,094 Sq Ft

    8862 Roundhouse Cir, Easton, MD 21601

    Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade Koi ponds with water features. Who needs a sound

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    8862 Roundhouse Cir, Easton, MD 21601

Home Prices in Easton, MD

Home Price Trends

Median Sale Price
$458,990
Median Single Family Sale Price
$475,000
Median Townhouse Sale Price
$410,000
Median 2 Bedroom Sale Price
$442,995
Median 1 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$262
Number of Homes for Sale
133
Last 12 months Home Sales
341
Months of Supply
4.70
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
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