40

Wittman, MD Homes for Sale with Acreage

Section Image Section Image
  • /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

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

    $5,045,000

    $200K PRICE DROP
    • 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 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 Gunite saltwater pool with

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    8051 Leehaven Rd, Easton, MD 21601
  • /6

    $945,000

    $50K PRICE DROP
    • Land
    • 2.18 Acres
    • $433,486 per Acre

    0 I-Way Court Lot #10, Easton, MD 21601

    A prime commercial opportunity awaits at Easton Technology Park. This fully cleared 2.185-acre lot comes with all utilities — water, sewer, electric, and gas — already brought to the curb, making it truly move-in ready for your business. Zoned BC (Business Commercial), the property offers exceptional visibility and accessibility with direct access from Route 50. Situated directly across from

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    0 I-Way Court Lot #10, Easton, MD 21601
  • /2

    $599,000

    • Land
    • 19.82 Acres
    • $30,222 per Acre

    26383 Royal Oak Rd, Easton, MD 21601

    Discover the perfect blend of privacy, space, and location with this exceptional 20± acre parcel ideally situated between Easton and St. Michaels. Offering a peaceful rural setting while remaining just minutes from shopping, dining, and waterfront attractions, this property presents a rare opportunity to build your dream home or invest in future development potential. With approximately 20 acres

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    26383 Royal Oak Rd, Easton, MD 21601
  • /6

    $845,000

    $50K PRICE DROP
    • Land
    • 2 Acres
    • $422,500 per Acre

    0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601

    A prime commercial opportunity awaits at Easton Technology Park. This fully cleared 2-acre lot comes with all utilities — water, sewer, electric, and gas — already brought to the curb, making it truly move-in ready for your business. Zoned BC (Business Commercial), the property offers exceptional visibility and accessibility with direct access from Route 50. Situated directly across from Easton

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601
  • /7

    $1,250,000

    • Land
    • 47.52 Acres
    • $26,305 per Acre

    0 Unionville Rd Unit MDTA2008824, Easton, MD 21601

    Presenting 47+ acres of stunning land just minutes from Easton, perfectly positioned at the intersectionof Unionville Road and Miles River Road, extending along Anchorage Road. This expansive property iscurrently leased for farming and hunting, offering both income potential and recreational opportunities.While it has not been perc tested, the property holds potential for multiple

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    0 Unionville Rd Unit MDTA2008824, 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
  • /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
  • /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

    Bill Wieland Benson & Mangold, LLC

    306 Port St, 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
  • /2

    $1,250,000

    $430K PRICE DROP
    • Land
    • 18.86 Acres
    • $66,278 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
  • /43

    $2,995,000

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

    9338 Bantry Rd, Easton, MD 21601

    Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly 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
  • /7

    $699,000

    • Land
    • 5.9 Acres
    • $118,475 per Acre

    8992 Mistletoe Dr, Easton, MD 21601

    Priced to Sell!! Positioned within the popular Talbot Commerce Park in Easton, this ±5.90-acre commercial/industrial lot presents an opportunity to secure a development-ready site in one of the Eastern Shore’s premier business hubs (approvals and permits required). Strategically located just off the Easton Bypass and U.S. Route 50, the Property offers exceptional regional connectivity, allowing

    Wesley Cox, CCIM SVN |Miller Commercial Real Estate

    8992 Mistletoe Dr, Easton, MD 21601
  • /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
  • /84

    $335,000

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

    6608 Ocean Gateway, Easton, MD 21601

    JUST REDUCED, sale price to be sold as is . ON MONDAY 7/27 AT NOON IS DEADLINE FOR BEST AND FINAEL OFFER.Inspections welcome for buyers information 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

    Levin Elzey Long & Foster Real Estate, Inc.

    6608 Ocean Gateway, Easton, MD 21601
  • /27

    $549,000

    • Land
    • 4.26 Acres
    • $128,873 per Acre

    28850 Jennings Rd, Easton, MD 21601

    Build your dream home on this exceptional 4.26-acre waterfront lot in the prestigious Llandaff at Cookes Hope community. Perc approved for a 7-bedroom home with the rare option for a basement, this property offers approximately 361 feet of frontage on Peachblossom Creek with the ability to build a dock—perfect for enjoying serene views and waterfront living. Ideally located just minutes from

    Tim Velasco ERA Martin Associates

    28850 Jennings Rd, Easton, MD 21601
  • /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
  • /50

    $2,275,000

    Open Sun 11AM - 1PM $400K PRICE DROP
    • 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
  • /71

    $2,149,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,017 Sq Ft

    7149 Drum Point Rd, Saint Michaels, MD 21663

    NEW PRICE DO NOT MISS THIS ONENestled in the highly desirable Drum Point neighborhood of St. Michaels, this exceptional waterfront property offers the perfect blend of privacy, comfort, and Eastern Shore charm. Just minutes from the vibrant heart of town, you'll enjoy easy access to renowned restaurants, boutique shopping, cozy cafés, the Classic Motor Museum, and the Chesapeake Bay Maritime

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7149 Drum Point Rd, Saint Michaels, MD 21663
  • /91

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,610 Sq Ft

    28091 Oaklands Cir, Easton, MD 21601

    Some homes check the boxes. Others create a lifetime of memories......Welcome Home to 28091 Oaklands Circle Perfectly situated on over 2.5 beautifully landscaped acres in the highly desirable Oaklands community, this exceptional five-bedroom, four-and-a-half-bath custom home offers the rare combination of luxury, comfort, privacy, and a truly move-in-ready lifestyle.From the moment you

    Jamie Latham Benson & Mangold, LLC

    28091 Oaklands Cir, Easton, MD 21601
  • /36

    $410,000

    • 4 Beds
    • 2 Baths
    • 2,102 Sq Ft

    29328 Dutchmans Ln, Easton, MD 21601

    Renovated 4 BR, 2 full bath home close to schools and Idlewild Park. Situated on private 1.54 acres. R10A zoning which allows up to 5 building lots according to study. Possibility of building your dream home on the back of the property near the pond and stream that runs along the property line while living in the current residence, then sell off the existing house to help offset your building

    Brian Petzold Benson & Mangold, LLC

    29328 Dutchmans Ln, 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
  • /5

    $189,000

    • Land
    • 1.15 Acres
    • $164,348 per Acre

    0 Mecklenburg Ave, Easton, MD 21601

    Rare Easton Building Lot with Creek, Woods & Endless Possibilities Discover one of Easton's hidden gems! This beautiful, one-of-a-kind lot offers a private backyard sanctuary featuring a picturesque creek flowing through the property and peaceful wooded views. Nestled in a desirable family-friendly neighborhood, the lot is within walking distance of schools, ball fields, and community amenities.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    0 Mecklenburg Ave, Easton, MD 21601
  • /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
  • /75

    $5,295,000

    • 4 Beds
    • 7 Baths
    • 5,115 Sq Ft

    5381 Morgans Point Dr, Oxford, MD 21654

    First time offering in Morgans Point. Custom built estate designed by architect Lauren Dianich of Atelier 11, this elegant Georgian-style brick and shingle residence offers over 5,200± square feet of thoughtfully designed living space filled with natural light and panoramic water views of the Tred Avon River. Set on 5± acres, the home is crafted for both refined entertaining and private, relaxed

    Chuck Mangold Benson & Mangold, LLC

    5381 Morgans Point Dr, Oxford, MD 21654
  • /46

    $1,595,000

    • 4 Beds
    • 2.5 Baths
    • 1,983 Sq Ft

    6905 Pea Neck Rd, Saint Michaels, MD 21663

    Nestled beneath a canopy of mature pines along the protected waters of Solitude Creek, this beautifully renovated waterfront retreat captures the timeless appeal of Maryland's Eastern Shore. Occupying approximately 2.745 private acres with nearly 200 feet of shoreline, the property offers an exceptional blend of privacy, boating, and relaxed luxury—just minutes from the historic waterfront town

    Eddie Mangold Benson & Mangold, LLC

    6905 Pea Neck Rd, Saint Michaels, MD 21663
  • /11

    $275,000

    • Land
    • 2.28 Acres
    • $120,614 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
  • /53

    $3,100,000

    • 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
  • /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
  • /52

    $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
  • /66

    $1,595,000

    • 4 Beds
    • 3 Baths
    • 2,852 Sq Ft

    28674 Edgemere Rd, Easton, MD 21601

    Nestled on Peachblossom Creek in Easton is a property that won’t disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access

    Barbara Watkins Benson & Mangold, LLC

    28674 Edgemere Rd, Easton, MD 21601
  • /4

    $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
  • /61

    $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
  • /17

    $1,650,000

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

    0 Calvert St, Easton, MD 21601

    Prime Development Opportunity in Downtown Easton – 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 projects. The property includes

    Coard Benson Benson & Mangold, LLC

    0 Calvert St, Easton, MD 21601
  • /28

    $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
  • /24

    $725,000

    • Land
    • 1.99 Acres
    • $364,322 per Acre

    n/s Gosling Ln, Royal Oak, MD 21662

    Discover a prime investment opportunity with this 1.991-acre parcel of land featuring direct access to the picturesque Plaindealing Creek. This waterfront property offers significant potential with a perc test approved for a 4-bedroom dwelling. With navigable water access, this land is ideal for activities such as boating, swimming, and kayaking, or for creating a serene retreat, enhancing its

    Marguerite Lucas Long & Foster Real Estate, Inc.

    n/s Gosling Ln, Royal Oak, MD 21662
  • /60

    $3,595,000

    • 5 Beds
    • 5.5 Baths
    • 5,947 Sq Ft

    25610 Chance Farm Ct, Royal Oak, MD 21662

    Perfectly nestled on 4.96± private waterfront acres between Easton and St. Michaels, this extraordinary estate embodies the very best of Eastern Shore living, anchored by rare deep water dockage (6’+ MLW) for the ultimate Chesapeake boating lifestyle. This Royal Oak home’s western exposure offers amazing sunset views across Solitude Creek.This listing also includes a fully prepaid 96-year

    Barbara Watkins Benson & Mangold, LLC

    25610 Chance Farm Ct, Royal Oak, MD 21662
How to Buy a Home How to Finance a Home How to Sell a Home