110

Talbot County MD Homes for Sale with Acreage

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  • /83

    $945,000

    • 3 Beds
    • 3 Baths
    • 3,130 Sq Ft

    29862 Paddock Ln, Easton, MD 21601

    Custom-built Cape Cod on 22.69 acres in the desirable McShell Glenn community! This charming home welcomes you with a full-length front porch and an inviting open floor plan. The gourmet kitchen is a true highlight, featuring stainless steel appliances, a breakfast bar, and a spacious walk-in pantry, seamlessly connecting to the dining room and family room—perfect for entertaining. The first

    Melissa Tippett TTR Sotheby's International Realty

    29862 Paddock Ln, Easton, MD 21601
  • /21

    $199,900

    • Land
    • 2.49 Acres
    • $80,281 per Acre

    0 High Banks Dr, 4, Chapel, MD 21601

    Buildable Lot: Build the home of your dreams on this picturesque lot in the sought after High Banks community. Nestled just outside of town, the 2.49 acre lot over looks scenic Turkey Creek with its frequent ducks, deer and squirrel. An approved Perk and recorded plat, this High Bank lot offers privacy and tranquil living. This section of High Banks has a lot with access to a private community

    Marla Baines Meredith Fine Properties

    0 High Banks Dr, 4, Chapel, MD 21601
  • /133

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 3,868 Sq Ft

    4500 Boone Creek Rd, Oxford, MD 21654

    Welcome to your private Eastern Shore retreat! This amazing 4-bedroom, 4.5-bath Cape Cod is perfectly situated on a secluded peninsula, offering unparalleled tranquility and breathtaking waterfront views of Boone Creek located in beautiful Oxford, Maryland. The home offers an incredible blend of traditional elegance and modern luxury. An open and airy floor plan is bathed in natural light, with

    Lisa Lynch Keller Williams Realty

    4500 Boone Creek Rd, Oxford, MD 21654
  • /11

    $1,060,000

    • Land
    • 3.16 Acres
    • $335,443 per Acre

    Lot 12 Price St, Easton, MD 21601

    A rare and refined opportunity to craft your custom estate just minutes from the heart of Easton. This waterfront, perc-approved, buildable homesite sits on Dixon Creek, combining privacy, respite, and proximity with an attractive tree lined road. Nestled in an exclusive rural setting surrounded by acres of farmland, much of which is preserved, yet only 5 minutes from fine dining, boutiques, and

    Alicia Gannon Dulin Benson & Mangold, LLC

    Lot 12 Price St, Easton, MD 21601
  • /69

    $2,575,000

    • 5 Beds
    • 5.5 Baths
    • 4,602 Sq Ft

    5440 Ferry Neck Rd, Royal Oak, MD 21662

    Welcome to ‘Drake’s Landing’! Beautifully sited on 20 picturesque acres on the shores of Irish Creek, this 4,602 sq. ft .completely renovated (2021) waterfront estate offers the perfect blend of casual elegance and thoughtful design. The main level welcomes with expansive water views and features a guest bedroom with ensuite bath, a cozy family room (or den/office), and a gracious living room

    Laura Carney TTR Sotheby's International Realty

    5440 Ferry Neck Rd, Royal Oak, MD 21662
  • /46

    $3,700,000

    • 5 Beds
    • 7 Baths
    • 5,554 Sq Ft

    21721 Heavenly Haven Rd, Sherwood, MD 21665

    GENEROUS PRICE REDUCTION!!!! This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21721 Heavenly Haven Rd, Sherwood, MD 21665
  • /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 by a

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • /20

    $383,980

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    10640 Kittys Corner Rd, Cordova, MD 21625

    “This property has been recently updated with a new central air conditioning and heating system.” Welcome to your serene retreat on the Eastern Shore! This charming 3-bedroom, 2-bathroom home offers the perfect blend of comfort and tranquility, set on two acres of beautifully cleared land. The expansive land provides endless possibilities, providing ample room for outdoor activities, gardening,

    Euricka Pindell Berkshire Hathaway HomeServices PenFed Realty

    10640 Kittys Corner Rd, Cordova, MD 21625
  • /88

    $1,895,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    23857 Ebb Point Rd, Bozman, MD 21612

    *Furniture and decor included in sale*Experience elevated coastal living in this impeccably renovated 2,250 sq ft post-and-beam home, reimagined as a coastal modern contemporary masterpiece by interior designer Hollace Kutay. Known as Oyster Cove for its picturesque 2.5 acre location on Broad Creek, this home is perfectly situated for boaters and kayakers seeking both adventure and

    Tiffany Cloud Meredith Fine Properties

    23857 Ebb Point Rd, Bozman, MD 21612
  • /15

    $995,000

    • Land
    • 3.71 Acres
    • $268,194 per Acre

    0 Enniskillen Rd Unit MDTA2011052, Easton, MD 21601

    Rare find, prime Bailey's Neck/Easton location. This beautiful 3+ acre waterfront lot is on the Tred Avon River in the highly sought after Oxford Corridor. 470+/- feet of water frontage, providing expansive views of the Tred Avon River. Gorgeous views. Great location close to downtown Easton and Oxford. The property is approved for a 6-bedroom perc and now features a new path directly to the

    Barbara Watkins Benson & Mangold, LLC

    0 Enniskillen Rd Unit MDTA2011052, Easton, MD 21601
  • /3

    $850,000

    • Land
    • 1.6 Acres
    • $531,250 per Acre

    25826 Orchard Terrace, Royal Oak, MD 21662

    Buildable 1.6 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25826 Orchard Terrace, Royal Oak, MD 21662
  • /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
  • /27

    $12,000,000

    • 3 Beds
    • 2 Baths
    • 2,397 Sq Ft

    29587 Matthewstown Rd, Easton, MD 21601

    124 +/- acres on the edge of Easton Md town limits. Farm is currently in row crop production. Situated between Matthewstown Run and Waylands subdivisions, this property is ideal for development potential located in priority areas two and three of Easton's Comprehensive Plan Growth Map. BUYER'S RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    29587 Matthewstown Rd, Easton, MD 21601
  • /2

    $1,500,000

    • Land
    • 18.86 Acres
    • $79,533 per Acre

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601

    Final section of Lakelands subdivision! Previously approved for up to 48 lots, road cut thru, some water & sewer installed. PUD approved by Town in 2010. See agent for plats, engineering and current status. Unique opportunity! Wetlands needs to be updated with possible additional land becoming available. Road needs completion. Some Capital fees already paid. Water lines partially installed along

    Bill Wieland Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
  • /12

    $1,945,000

    • Land
    • 2.96 Acres
    • $657,095 per Acre

    4480 Bachelors Point Rd, Oxford, MD 21654

    Your Custom Dream Waterfront Home Awaits! This rare, build-ready lot offers a blank canvas for you to craft your perfect Eastern Shore estate with spectacular, panoramic views! The 2.9 acre waterfront lot in the Bachelor Pt section of Oxford offers 180 degree panoramic views stretching across the majestic Choptank River. Enjoy the peace of mind of a recently installed rip-rap shoreline over an

    Ray Stevens Benson & Mangold, LLC

    4480 Bachelors Point Rd, Oxford, MD 21654
  • /15

    $262,000

    • Land
    • 2.18 Acres
    • $120,183 per Acre

    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654

    Premium 2-acre residential lot in the very desirable Sailors Retreat neighborhood with beautiful setting. This parcel offers a high elevation (Zone X) and a 4-bedroom approved perc. Build your dream home on this last remaining lot in this beautiful neighborhood. See conceptual house plans and site plan in documents. House plans are available.

    Eugene Smith TTR Sotheby's International Realty

    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
  • /17

    $1,650,000

    • Land
    • 11.87 Acres
    • $139,006 per Acre

    0 Calvert St, Easton, MD 21601

    Prime Development Opportunity in Downtown Easton – This 14 +/- acre parcel, part of the original 1963 Calvert Terrace subdivision, offers an exceptional in-town development prospect just two blocks from Route 50/Ocean Gateway and minutes from downtown Easton. Situated adjacent to an established residential neighborhood, this land combines location and potential for a variety of development

    Coard Benson Benson & Mangold, LLC

    0 Calvert St, Easton, MD 21601
  • /29

    $8,000,000

    • Land
    • 56.62 Acres
    • $141,293 per Acre

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601

    Don’t miss out on this rare opportunity to transform this 56+/ -acre parcel into a premier development project. This expansive property offers a blend of zoning options and fantastic exposure on Route 50, making it an ideal investment for developers. The property is well-suited for high-visibility projects including home improvement stores, pad sites, restaurants, and so much more. All utilities

    Barbara Watkins Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
  • /6

    $299,900

    • Land
    • 25.29 Acres
    • $11,858 per Acre

    0 Skipton Cordova Rd, Cordova, MD 21625

    Price Improvement..."Builder's Delight" - Recently approved perc for a 4 bedroom home! Introducing a rare opportunity in Talbot County this expansive 25.29-acre lot boasts immense potential for development. Nestled in a sought-after area renowned for its charm and tranquility, this property offers the ideal location for those seeking to build their dreams in a rural community setting. With the

    Myisha Walker Long & Foster Real Estate, Inc.

    0 Skipton Cordova Rd, Cordova, MD 21625
  • /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
  • /4

    $950,000

    • Land
    • 10.5 Acres
    • $90,476 per Acre

    1700 Ocean Gateway, Trappe, MD 21673

    Excellent Traffic Exposure - Frontage on Choptank River - Potential Winter Boat Storage - All Earnest Money Deposits (EMD) shall be held in escrow by listing broker.

    Robert E. Latshaw Jr Latshaw Real Estate Brokers & Advisors

    1700 Ocean Gateway, Trappe, MD 21673
  • /3

    $1,149,000

    • Land
    • 1.46 Acres
    • $786,986 per Acre

    9043 Ocean Gateway, Easton, MD 21601

    1.46 acre commercial lot fronting US Rt. 50 in Easton Commons. Finished street with utilities to site. Zoned CL. Perfect for restaurant and other retail uses. AADT of 35,000

    Alicia Gannon Dulin Benson & Mangold, LLC

    9043 Ocean Gateway, Easton, MD 21601
  • /2

    $2,650,000

    • Land
    • 49.53 Acres
    • $53,503 per Acre

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673

    Prime hunting farm on the Choptank River in Talbot County. 49+ acres, duck, geese, deer, 500'+ of waterfrontage, 3.5-4' MLW, pond, sandy beach, beautiful, broad, westerly views.

    Clifford Meredith Meredith Fine Properties

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673
  • /2

    $129,000

    • Land
    • 3.32 Acres
    • $38,855 per Acre

    29543 Ella Brooks Ln, Easton, MD 21601

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    29543 Ella Brooks Ln, Easton, MD 21601
  • /60

    $1,379,800 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,332 Sq Ft

    7865 Pea Neck Rd, Saint Michaels, MD 21663

    Under construction by Laine Street Homes, this exceptional property offers over 3,300 sq ft of finished living space plus an additional 480 sq ft of covered outdoor living. Set on approximately 2 acres with mature trees and located just minutes from the heart of historic St. Michaels, the home blends privacy, luxury, and convenience. Designed with a main-level primary suite, the floor plan

    Jana Meredith Meredith Fine Properties

    7865 Pea Neck Rd, Saint Michaels, MD 21663
  • /12

    $898,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    25835 Turner Ave, Royal Oak, MD 21662

    Designed to optimize water views of the Tred Avon and access to the community kayak launch and beach area is this to be built home. Centrally located between Easton and St Michaels and just a stone's throw from the Oxford Bellevue Ferry on the Tred Avon, one of Talbot County's premier waterfront communities with 13 half acre to 1.5 acre home sites. The community features its own private beach and

    Chuck Mangold Benson & Mangold, LLC

    25835 Turner Ave, Royal Oak, MD 21662
  • /20

    $3,495,000 New Construction

    • 4 Beds
    • 4.5 Baths

    25826 Orchard Terrace, Royal Oak, MD 21662

    Buildable 1.6 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25826 Orchard Terrace, Royal Oak, MD 21662
  • /16

    $2,475,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    8075 Leehaven Rd, Easton, MD 21601

    Professional Photos Coming**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

    Laura Carney TTR Sotheby's International Realty

    8075 Leehaven Rd, Easton, MD 21601
  • /9

    $650,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,311 Sq Ft

    8780 Marsh View Rd, Easton, MD 21601

    8780 Marsh View offers a custom-built home with one owner. This home rests on just over 4 acres with waterviews of the Choptank River in High Banks. The exterior features a beautiful landscape with a private-garden feel. A large carriage house with electric offers space for storage or to continue to use as a workshop. Also included are 2 Gazebos, one on the oversized deck and a Wooden one in the

    Roger Boyce Chesapeake Real Estate Associates, LLC

    8780 Marsh View Rd, Easton, MD 21601
  • /83

    $1,100,000

    • 5 Beds
    • 2.5 Baths
    • 4,214 Sq Ft

    5520 Leeward Ln, Tilghman, MD 21671

    Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland’s Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a

    Samantha Jackson Keller Williams Realty

    5520 Leeward Ln, Tilghman, MD 21671

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