320

Homes for Sale near Easton High School

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  • /29

    $454,900

    • 4 Beds
    • 3.5 Baths
    • 2,036 Sq Ft

    202 Tubman Dr, Easton, MD 21601

    Beautifully maintained 4 bedroom, 3.5 bath home minutes to downtown Easton offering a rear two tiered deck, formal living and dining rooms, family room w/ wood floors, and open kitchen with island , newer built-in microwave, dishwasher, range, frig, and granite counters. Mostly finished basement has a full bath w/shower-tub. Laundry room (w/newer W/D) on 2nd floor where bedrooms and primary

    Craig Linthicum Benson & Mangold, LLC

    202 Tubman Dr, Easton, MD 21601
  • /85

    $2,995,000

    • 6 Beds
    • 4.5 Baths
    • 4,352 Sq Ft

    7421 Quaker Neck Rd, Bozman, MD 21612

    Mortgage savings may be available for buyers of this listing. For the first time in over half a century, an extraordinary opportunity presents itself—a chance to claim a piece of history that has remained in the loving stewardship of one family for generations. Nestled on over 13 private acres, this breathtaking 6-bedroom, 4.5-bath waterfront estate offers an unparalleled living

    Barbara McCaffrey Redfin Corp

    7421 Quaker Neck Rd, Bozman, MD 21612
  • /65

    $899,000

    • 4 Beds
    • 2 Baths
    • 1,724 Sq Ft

    22769 Almost Neavitt Rd, Bozman, MD 21612

    Mortgage savings may be available for buyers of this listing.PUBLIC SEWER COMING THIS YEAR! Immerse yourself in luxurious Eastern Shore living at this breathtaking waterfront retreat! Expertly designed by renowned local architect Pam Gardener, this four-bedroom, two-bath sanctuary rests at the end of a private road on a .92-acre lot, perfectly balancing tranquil seclusion with panoramic

    Barbara McCaffrey Redfin Corp

    22769 Almost Neavitt Rd, Bozman, MD 21612
  • /41

    $1,695,000 Open Sun 11AM - 1PM

    • 5 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 property overlooking the Links at Perry Cabin Golf Course with direct water access to 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. This

    Craig Linthicum Benson & Mangold, LLC

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
  • /39

    $3,275,000

    • 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
  • /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

    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 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
  • /6

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    101 Robes Harbor Ct, Oxford, MD 21654

    Completely Remodeled Coastal Gem with Deeded Boat Slip. Located on a beautifully landscaped corner lot in a quiet cul-de-sac, this fully remodeled 3-bedroom, 2.5-bath single-family home offers 1,980 sq.ft. of thoughtfully designed living space on a generous 7,538 sq. ft. lot. The open-concept layout features bright, airy living spaces and a tastefully updated kitchen with modern cabinetry,

    henry hale Benson & Mangold, LLC

    101 Robes Harbor Ct, Oxford, MD 21654
  • /42

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    304 N Talbot St, Saint Michaels, MD 21663

    The best of St. Michaels living.Step into the heart of St. Michaels and experience the ease of in-town living. Across from the iconic Inn at Perry Cabin and just a short stroll to the Maritime Museum, boutique shops, and waterfront dining, this home offers a rare blend of modern comfort and small-town charm. Built in 2021, the two-story residence was thoughtfully designed for both relaxation

    Wink Cowee Benson & Mangold, LLC

    304 N Talbot St, Saint Michaels, MD 21663
  • /54

    $825,000

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    24312 Oakwood Park Rd, Saint Michaels, MD 21663

    Dappled in shade along the tranquil shores of San Domingo Creek, this picturesque Oakwood Park cottage is a serene waters-edge haven blending refined renewal with carefree charm. Originally constructed in 1952 and reimagined from its frame in 2024, the home’s tailored Eastern Shore character boasts 836 square feet of soft hues, wide-planked floors, and finishes of delightful simplicity. Within,

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24312 Oakwood Park Rd, Saint Michaels, MD 21663
  • /54

    $1,095,000

    • 5 Beds
    • 3.5 Baths
    • 5,070 Sq Ft

    9900 Eagle Dr, Easton, MD 21601

    First time offered in 30 years, this stately brick Colonial is set on approximately 7± acres in the desirable Ashby neighborhood. Designed with both comfort and functionality in mind, the home offers 5 bedrooms and 3.5 bathrooms, including an expansive primary suite with two walk-in closets, a private den, dedicated vanity/dressing room, soaking tub, and glass-enclosed shower. An additional

    Chuck Mangold Benson & Mangold, LLC

    9900 Eagle Dr, Easton, MD 21601
  • /61

    $839,000

    • 4 Beds
    • 3.5 Baths
    • 3,168 Sq Ft

    28667 Hope Cir, Easton, MD 21601

    Located in a tree-lined private community that captures the warmth of small-town charm while offering modern conveniences, this bright and sunny home blends elegance, luxury, and everyday comfort.At the heart of the home, the custom chef’s kitchen with fireplace and breakfast nook is designed to impress—perfectly appointed for everyday meals or entertaining. From the kitchen, flow easily into

    Bridget Oppenheimer Cummings & Co. Realtors

    28667 Hope Cir, Easton, MD 21601
  • /38

    $349,900

    • 2 Beds
    • 2.5 Baths
    • 1,340 Sq Ft

    13 N Thoroughgood Ln, Easton, MD 21601

    Beautifully maintained 2-story end-unit condo just steps from shops, restaurants, and the heart of Historic downtown Easton. This 2 bed, 2.5 bath home offers hardwood floors, a wood-burning fireplace, wet bar, and spacious kitchen. Private patio perfect for relaxing or entertaining. Enjoy low-maintenance living with professional landscaping and a private driveway. A rare find with charm,

    Brian Kloster Douglas Realty, LLC

    13 N Thoroughgood Ln, Easton, MD 21601
  • /61

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft

    113 Thompson St, Saint Michaels, MD 21663

    Nestled in the heart of the St. Michaels Historic District, this charming 3-bedroom, 2-bath home is a designated historic landmark that beautifully blends classic character with modern convenience. Step inside to find refinished original wood floors (2021), stunning historic details like a pocket door between the hallway and living room, coffered ceiling and back staircase up to the

    Kim Lally EXP Realty, LLC

    113 Thompson St, Saint Michaels, MD 21663
  • /56

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    510 Tenant Cir, Saint Michaels, MD 21663

    Location! You really can’t beat this spot! Just head a few houses left and you’ll hit the Rio Vista waterfront park on the beautiful Miles River. Go a few houses to the right and you’re at the Rio Vista community dock—super handy if you have a boat. With this water-privileged location, you get easy access to both the park and the dock. This place has gotten some great updates over the years,

    Larry Brennan TTR Sotheby's International Realty

    510 Tenant Cir, Saint Michaels, MD 21663
  • /53

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 2,869 Sq Ft

    11 Brookletts Ave, Easton, MD 21601

    Fabulous Victorian in Historic Easton, Circa 1910Step into timeless elegance just a block from the heart of Easton's vibrant downtown—home to the famous Plein Air Festival, Crackerjacks, The Avalon Theatre, Legal Assets, Doc’s Downtown Grille, Vintage Books, charming boutiques, and art galleries galore.This stunning 4–5 bedroom, 3,800+ sq ft Victorian beauty offers classic

    Martha Suss Coldwell Banker Realty

    11 Brookletts Ave, Easton, MD 21601
  • /41

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    6705 Tilghman Island Rd, Sherwood, MD 21665

    Escape to Eastern Shore Living! Welcome to this spacious 4-bedroom, 2.5-bath gem nestled in a sought-after water-access community. Enjoy an open-concept layout flooded with natural light, perfect for entertaining or relaxing. The kitchen features stainless steel appliances, while the cozy living room includes a fireplace for year-round comfort and a bedroom on the main level. Three additional

    Bean Rehbein The KW Collective

    6705 Tilghman Island Rd, Sherwood, MD 21665
  • /51

    $639,000

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    8629 Unionville Rd, Easton, MD 21601

    BRAND NEW AND READY FOR IMMEDIATE OCCUPANCY! This spacious 2200+ square foot new build features a main level owners suite and is clad with high end appointments throughout. Step into the main level and enjoy an open concept layout including a spacious family room with gas fireplace, formal office with cathedral ceiling, morning room, dining area and a half bath. The luxury kitchen features a

    Adam Ellison Long & Foster Real Estate, Inc.

    8629 Unionville Rd, Easton, MD 21601
  • /45

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    506 Goldsborough St, Easton, MD 21601

    Located in Historic Easton and rightfully historic as well, Caldwells Brick Cottage T459. Caldwell was the Station Master for the Easton Railroad and built 506 Goldsborough Street along with several houses in 1861. The house is listed with Maryland Historic Trust and given the number T459. It can be seen in the Talbot Public Library's History room along with further references. A thoughtful

    Kelly Showell Benson & Mangold, LLC

    506 Goldsborough St, Easton, MD 21601
  • /39

    $659,000

    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    9560 Martingham Cir, Saint Michaels, MD 21663

    Located in the popular Martingham community just beyond historic St. Michaels, this well-built one-level home has a prime location, with The Links at Perry Cabin golf course right behind it. The open, spacious floor plan features a large primary suite at one end and two bedrooms and bath at the other for maximum privacy. The owners added a sunroom with a grilling deck off the side. The kitchen

    Debra Crouch Benson & Mangold, LLC

    9560 Martingham Cir, Saint Michaels, MD 21663
  • /56

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    8000 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original

    Kim Crouch Ozman Benson & Mangold, LLC

    8000 Bozman Neavitt Rd, Bozman, MD 21612
  • /57

    $709,000

    • 3 Beds
    • 3.5 Baths
    • 3,288 Sq Ft

    13474 Rustling Oaks Dr, Wye Mills, MD 21679

    Welcome to your dream home in The Preserve at Wye Mills! This beautiful move-in-ready colonial offering designer touches and exceptional outdoor living sits on nearly an acre and offers the perfect blend of classic charm and modern upgrades with 3,288 sq. ft which includes the finished and walk-out basement. Featuring nine-foot ceilings and hardwood floors throughout the main level excluding

    Janet Powers Berkshire Hathaway Homeservice Homesale Realty

    13474 Rustling Oaks Dr, Wye Mills, MD 21679
  • /61

    $699,000

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

    703 S Morris St, Oxford, MD 21654

    Major Price Reduction. Motivated seller. Seller will entertain reasonable offers. Welcome to Oxford, a storybook town where the streets are quiet, the air smells like salt and summer, and neighbors wave as you pass by. Tucked along the peaceful Tred Avon River, this beloved waterfront community invites you to slow down and enjoy life’s simple pleasures-sunset walks by the marina, weekend

    Christie Bishop Northrop Realty

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

    $635,000

    • 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
  • /46

    $675,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,510 Sq Ft

    13443 Blackberry Ln, Wye Mills, MD 21679

    Beautiful home on a cul-de-sac in the sought after neighborhood 'The Preserve at Wye Mills'! Spacious, two story family room with hardwood floors, gas fireplace, and lots of natural light. Large kitchen with oversized island with built in gas cooktop, double ovens, lots of cabinets and counter space. First floor office could also work as a guest room. Four large bedrooms with three and a

    Keith Hensley Meredith Fine Properties

    13443 Blackberry Ln, Wye Mills, MD 21679
  • /43

    $650,000

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

    24749 Swan Rd, Saint Michaels, MD 21663

    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 kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the

    Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
  • /31

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    103 Richardson St, Oxford, MD 21654

    Oxford, Unique Carriage House sits on large, high lot, with plenty of off street parking. Located on the quiet side of Town, this 2-BR, 2-Bath house offers open living plan with views of Town Creek. Nestled in a Maritime Community, that offers a feeling of privacy but puts you close to Marinas and a short walk to the center of Town. This is the perfect weekend or retirement house, with the

    Ray Stevens Benson & Mangold, LLC

    103 Richardson St, Oxford, MD 21654
  • /56

    $699,999

    • 5 Beds
    • 3.5 Baths
    • 2,254 Sq Ft

    7392 Back St, Newcomb, MD 21653

    *Seller to include a 1 year American Home Shield Warranty "Complete" package which covers everything inside your home plus roof coverage! And the owner has just put a new upper roof on the main house August 2025!Coastal meets Victorian in this exquisitely renovated home in the quaint waterfront village of Newcomb! The open floor plan exudes a peaceful vibe in every room--airy, light color

    Tiffany Cloud Meredith Fine Properties

    7392 Back St, Newcomb, MD 21653
  • /59

    $649,000

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

    3860 Main St, Trappe, MD 21673

    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 decorative fireplaces that add timeless

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    3860 Main St, Trappe, MD 21673
  • /62

    $600,000

    • 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
  • /39

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,075 Sq Ft

    4260 Windrush Rd, Oxford, MD 21654

    This charming Cape Cod is located on a beautifully landscaped 2 acre lot. Old trees, gardens and beautiful lawn. First floor features living room, nice kitchen with woodburning fireplace and dining area, sunroom, primary suite, laundry/mud room and half bath. The 2nd floor features 2 nice size bedrooms, full bath and spacious attic/storage. Detached 2-car garage and big deck. Close to Oxford

    Ray Stevens Benson & Mangold, LLC

    4260 Windrush Rd, Oxford, MD 21654
  • /67

    $1,175,000

    • 3 Beds
    • 3.5 Baths
    • 3,740 Sq Ft

    29764 Paddock Ln, Easton, MD 21601

    Discover this beautiful custom designed and custom-built home. Perfectly situated on over 3.5 tranquil acres in a country setting yet close to conveniences. Offering one-level living at its finest, this home features 3 spacious bedrooms, each with its own bath, a home office, half bath, and main level laundry/mud room. The open design showcases cathedral ceilings in the living room and primary

    Cynthia Taylor CENTURY 21 New Millennium

    29764 Paddock Ln, Easton, MD 21601
  • /99

    $1,249,000

    • 3 Beds
    • 3 Baths
    • 1,612 Sq Ft

    24318 Oakwood Park Rd, Saint Michaels, MD 21663

    St Michaels is just 2 miles away... Oakwood park known to be a slice of Eastern Shore heaven. This one story cottage with a dreamy porch and carriage house serves as the owners get away and vacation rental. Features are riprap shoreline and a boat ramp, the Carriage house with second floor guest and a balcony overlooking San Domingo Creek, a 2 car garage with workshop, laundry space and

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24318 Oakwood Park Rd, Saint Michaels, MD 21663
  • /16

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    31020 Skipton Cordova Rd, Cordova, MD 21625

    This 3-bedroom, 1-bath ranch-style home is set on a generous .52+/- acre lot near Cordova Park and local schools. Inside, you’ll find a family room, an eat-in kitchen, and plenty of yard space with room to relax or entertain. With a solid layout and convenient location, this property offers excellent potential for a variety of uses.

    Alicia Gannon Dulin Benson & Mangold, LLC

    31020 Skipton Cordova Rd, Cordova, MD 21625
  • /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
  • /44

    $399,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    10 N Park St, Easton, MD 21601

    The "Happy House" located just off of Dover St in the Artful Eastside of Easton. One block from Rise Up Coffee Roasters and Rails to Trails. This delightful home has been thoughtfully updated to include all modern conveniences and fixtures as well as a Whole House Ranaii System. Paver Patio and Porches complete the new siding, roof, windows and extensive landscaping. A great home just a short

    Gary Marquardt Coldwell Banker Realty

    10 N Park St, Easton, MD 21601
  • /24

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,581 Sq Ft

    222 W Dover St, Easton, MD 21601

    Completely Renovated in the Heart of Easton! Welcome to 222 W Dover Street, a stunning 4-bedroom, 2-bathroom home that has been beautifully brought back to life with modern updates throughout. Step inside to find luxury vinyl plank flooring flowing through the home, creating a fresh and stylish look that’s also easy to maintain.Enjoy peace of mind with a brand-new roof, new HVAC system,

    Heather Brummell Shore Living Real Estate

    222 W Dover St, Easton, MD 21601
  • /29

    $425,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    300 Dixon St Unit 307, Easton, MD 21601

    This beautifully updated townhouse offers an abundance of recent upgrades and a prime location just minutes from downtown. Step inside to freshly painted interiors, brand-new carpet, and hardwood floors that highlight the main level. The open layout features a bright kitchen with granite countertops, upgraded GE appliances, and a dining area that opens to a balcony-style deck. A spacious living

    Alicia Gannon Dulin Benson & Mangold, LLC

    300 Dixon St Unit 307, Easton, MD 21601

Showing Results 41 - 80, Page 2 of 8

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