116

Homes for Sale near St. Michaels Middle/High School

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  • /21

    $319,500

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    8898 New Rd, Wittman, MD 21676

    Welcome to this charming 3-bedroom, 2-bathroom stick built rancher nestled in the heart of beautiful Talbot County, Maryland. Situated on a spacious, landscaped lot, this home offers a perfect blend of modern comforts and classic appeal. The open floor plan features a light-filled living area that seamlessly flows into a cozy dining space, making it ideal for gatherings. The updated kitchen

    BJ Kilby EXIT On The Bay

    8898 New Rd, Wittman, MD 21676
  • /27

    $749,000

    • 4 Beds
    • 3 Baths
    • 4,164 Sq Ft

    6253 Middle Point Rd, Neavitt, MD 21652

    A myriad of possibilties come with this unique property. Two homes for the price of one. The main house has 3 BR’s and 2 full baths, and the attached smaller home has two BR’s and one full bath. Both have fireplaces and light filled rooms. Located on about 2.1 +/_ acres in a quiet country setting and just minutes to a Talbot County boat ramp.

    Jane Baker Benson & Mangold, LLC

    6253 Middle Point Rd, Neavitt, MD 21652
  • /35

    $699,000

    • 9 Beds
    • 2.5 Baths
    • 5,389 Sq Ft

    21486 Mission Rd, Tilghman, MD 21671

    History:"The Elms" is located on the Northeast corner of Mission Road and Route 33 in the village of Tilghman on Tilghman Island, Talbot County, MD. The house faces west, with the gable oriented on a north/south axis. Built around 1893. The Elms is clad in weatherboard and supported by a brick pier foundation. The roof of this two story frame home is covered in asphalt shingles. The five bay

    Daphne Cawley TTR Sotheby's International Realty

    21486 Mission Rd, Tilghman, MD 21671
  • /8

    $550,000

    • Land
    • 2.85 Acres
    • $192,982 per Acre

    7649 Cooper Point Rd, Bozman, MD 21612

    Just 7 miles (10 - 12 minute drive) outside historic St. Michaels, MD: Rare 2.85-acre waterfront building lot, providing panoramic SE (sunrise) views looking directly down the waters of Grace Creek (a deep, scenic tributary of Broad Creek). Prime, well-elevated building site (on the site of the ruins of an older home). Over 600' of shoreline. Two older "Grandfathered" docks (both in need of

    Tom Crouch Benson & Mangold, LLC

    7649 Cooper Point Rd, Bozman, MD 21612
  • /81

    $1,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,951 Sq Ft

    10425 Aberdeen Ln, Easton, MD 21601

    Conveniently located North of Easton with easy Rt 50 access, 9.8+/- acres on the upper Miles River, Southern exposure, dock with lift and electric, exceptional privacy with panoramic natural non developed land water views, with pool and gazebo, 3 car attached garage, exceptionally large trees and mature landscaping. Split floorplan offering 3,000+/- sf with primary bedroom on one side and other

    Bill Wieland Benson & Mangold, LLC

    10425 Aberdeen Ln, Easton, MD 21601
  • /50

    $16,750,000

    • 5 Beds
    • 9 Baths
    • 12,638 Sq Ft

    27772 Sharp Rd, Easton, MD 21601

    Stock Range Farm offers a once-in-a-lifetime opportunity to experience the best the Eastern Shore has to offer. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility.Sited on 350 acres of prime waterfront, the 12,698 sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect

    Laura Carney TTR Sotheby's International Realty

    27772 Sharp Rd, Easton, MD 21601
  • /5

    $1,250,000

    • Land
    • 48 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

    Tracy Higgs-Wagner Meredith Fine Properties

    0 Unionville Rd Unit MDTA2008824, Easton, MD 21601
  • /83

    $895,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,550 Sq Ft

    4912 Bar Neck Rd, Tilghman, MD 21671

    Great value - this home is in move in condition. You can start enjoying your slice of Paradise immediately. Price has been reduced on this awesome waterfront with one of the best sunset views in Tilghman. Property is in and estate and Owners are sadly ready to let this sweet property go. Welcome home to your own little bit of paradise. Three bedrooms, eat in kitchen, dining room or den,

    Connie Loveland Benson & Mangold, LLC

    4912 Bar Neck Rd, Tilghman, MD 21671
  • /28

    $475,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft

    25070 Hurley Ln, Saint Michaels, MD 21663

    Welcome to this stunning 3-Bedroom, 2.5 Bath home nestled in a tranquil, private cul-de-sac in a charming St. Michaels neighborhood. Be dazzled by the 30 foot vaulted ceiling, loft overlook and wood burning Fireplace. This beautifully maintained residence boasts an inviting open floor plan, the perfect ambiance for relaxation. The modern kitchen has been expertly remodeled with upgrades and

    Stephany Barrett Long & Foster Real Estate, Inc.

    25070 Hurley Ln, Saint Michaels, MD 21663
  • /29

    $8,000,000

    • Land
    • 57 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
  • /57

    $269,900

    • 3 Beds
    • 1 Bath
    • 1,282 Sq Ft

    10376 Claiborne Rd, Claiborne, MD 21624

    Looking for a sweet little cottage in a waterfront town minutes from Saint Michaels? The cottage has a brand-new septic system, just installed new toilet, vanity, stove, and refrigerator, hardwood floors, fireplace, large porch off the back, and short walk to Eastern Bay or Tilghman Creek. This home is ready to be loved by its next owner. This property is being sold "as is." Call today for

    Jana Meredith Meredith Fine Properties

    10376 Claiborne Rd, Claiborne, MD 21624
  • /30

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,784 Sq Ft

    25320 White Hall Rd, Royal Oak, MD 21662

    "WHITEHALL FARM" 99 +/- exclusive Talbot County waterfront acres. Property consists of four parcels including three platted SDA's and over 2000 ft of shoreline bordering Irish Creek. MLW water depth average 2-3 ft. Parcels 1 and 3 percs are currently in re-evaluation process with the county. Parcel 2 improvements include a 2784 sq ft 4 bd 3 bath farmhouse and an updated BAT septic along with

    Shawn Moore Meredith Fine Properties

    25320 White Hall Rd, Royal Oak, MD 21662
  • /30

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,784 Sq Ft

    25320 White Hall Rd, Royal Oak, MD 21662

    "WHITEHALL FARM" 99 +/- exclusive Talbot County waterfront acres. Property consists of four parcels including three platted SDA's and over 2000 ft of shoreline bordering Irish Creek. MLW water depth average 2-3 ft. Parcels 1 and 3 percs are currently in re-evaluation process with the county. Parcel 2 improvements include a 2784 sq ft 4 bd 3 bath farmhouse and an updated BAT septic along with

    Shawn Moore Meredith Fine Properties

    25320 White Hall Rd, Royal Oak, MD 21662
  • /18

    $399,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    100 Lee St, Saint Michaels, MD 21663

    This low-maintenance two-bedroom cottage, located across from the Inn at Perry Cabin at the corner of Talbot and Lee Streets, has been fully renovated with luxury vinyl plank flooring, board & batten siding, updated fixtures, recessed lighting, crown molding, tile shower surround, and a front-loading washer/dryer. It's ideal for a weekend retreat or as an investment property. The landscaping has

    Stacie Luhrman Benson & Mangold, LLC

    100 Lee St, Saint Michaels, MD 21663
  • /66

    $3,995,000

    • 6 Beds
    • 10 Baths
    • 11,700 Sq Ft

    6153 Long Point Rd, Neavitt, MD 21652

    Discover a haven of exquisite living with this magnificent property set over 5 acres of prime waterfront, just 15 minutes from St. Michaels. Designed for multi-generational families, large families, or entertaining, the property includes a main residence and a recently renovated guest house, both featuring ground-floor primary suites. The main residence offers breathtaking water vistas, spacious

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    6153 Long Point Rd, Neavitt, MD 21652
  • /122

    $3,495,000

    • 5 Beds
    • 6 Baths
    • 7,300 Sq Ft

    9791 Pintail Place, Saint Michaels, MD 21663

    Inspired by the architecture of the French West Indies, this unique 7,300 +/- square foot waterfront retreat features five octagonal wings linked together, offering stunning panoramic views of the Miles River from nearly every room. Step into the luxurious interiors of Rivermark and you'll find yourself immersed in a world of exquisite craftsmanship and timeless elegance. Every detail has been

    Alicia Gannon Dulin Benson & Mangold, LLC

    9791 Pintail Place, Saint Michaels, MD 21663
  • /50

    $3,295,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 5,690 Sq Ft

    6694 Hopkins Neck Rd, Easton, MD 21601

    This beautiful waterfront estate with broad views of Plaindealing Creek is being sold furnished (except for owners personal belongings and some artwork) and was tastefully decorated by Come by Chance out of St Michaels. Sited on 21 acres (zoned agricultural) the property provides the utmost in privacy, and features a waterside pool, hot tub, and pier with lift and 3+ MLW. The main house offers

    Laura Carney TTR Sotheby's International Realty

    6694 Hopkins Neck Rd, Easton, MD 21601
  • /72

    $2,395,000

    • 4 Beds
    • 3.5 Baths
    • 4,254 Sq Ft

    5993 Hopkins Neck Rd, Easton, MD 21601

    Privately located between Easton and St. Michaels this beautiful Southern Living Eastern Shore Cape Cod style home sits on the sought after Tred Avon River offering 400'+ of water frontage, pier, newly protected shoreline, gorgeous water views, and waterside swimming pool .Water views from most every room, this home offers a beautiful rocking chair style front porch, great room with vaulted

    Barbara Watkins Benson & Mangold, LLC

    5993 Hopkins Neck Rd, Easton, MD 21601
  • /61

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    204 W Chew Ave, Saint Michaels, MD 21663

    Price improvement, bring offers! Small house with big heart! A St. Michaels treasure! Absolutely charming, completely renovated historic property only steps to the waterfront park & a block into town. This beautiful home has been renovated from top to bottom & has been designed to offer style & coastal feel all while retaining it’s historic charm. Featuring a new, lifetime blue metal roof,

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    204 W Chew Ave, Saint Michaels, MD 21663
  • /93

    $9,950,000

    • 5 Beds
    • 7 Baths
    • 10,309 Sq Ft

    24629 Beverly Rd, Saint Michaels, MD 21663

    Travel down a mature, holly tree-lined drive and One Beverly reveals itself with understated Eastern Shore elegance. Situated on the 9 acre original farmstead of the 1867 Beverly Manor, this Georgian home provides a southwestern view overlooking San Domingo and Broad Creeks. The 5-bedroom main house, first occupied in 2003, is a traditional Georgian design meticulously built according to

    Clifford Meredith Meredith Fine Properties

    24629 Beverly Rd, Saint Michaels, MD 21663
  • /60

    $9,950,000

    • 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
  • /9

    $200,000

    • Land
    • 8 Acres
    • $24,907 per Acre

    00 New Rd, McDaniel, MD 21647

    8.037 Acres located just west of St. Michaels, MD. All wooded and has been used primarily for hunting and fire wood. There is one and possibly two approved perc sites though they may need to be updated. Access off of New Road and Walkers Turn road, there may be an opportunity to subdivide but would need to be discussed with County Planning and Zoning. Opportunity to build your home with a lot of

    James Bent Benson & Mangold, LLC

    00 New Rd, McDaniel, MD 21647
  • /2

    $140,000

    • Land
    • 0.05 Acre
    • $2,800,000 per Acre

    402 N Talbot St, Saint Michaels, MD 21663

    A rare opportunity to own a residential lot in the heart of St. Michaels! Located at 402 Talbot St, this prime homesite offers the perfect blend of small-town charm and modern convenience. Just steps from shops, restaurants, and the waterfront, this property provides the ideal setting to build your dream home in one of Maryland’s most sought-after coastal communities.

    Catina Fair Northrop Realty

    402 N Talbot St, Saint Michaels, MD 21663
  • /2

    $45,000

    • Land
    • 1.90 Acres
    • $23,684 per Acre

    0 Unionville Rd Unit MDTA2009208, Easton, MD 21601

    NICE WOODED, 1.9 ACRE LOT BEHIND THE UNIONVILLE CHURCH ON UNIONVILLE RD. THIS LOT DOES NOT HAVE A SEWER HOOK-UP AND NO PERC HAS EVER BEEN ESTABLISHED. GREAT DEER HUNTING SPOT!

    Henry Gibbons-Neff Meredith Fine Properties

    0 Unionville Rd Unit MDTA2009208, Easton, MD 21601
  • /5

    $799,000 New Construction

    • 3 Beds
    • 2.5 Baths

    25833 Turner Ave, Royal Oak, MD 21662

    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 kayak launch with nearby public park with playground and marina. Just minutes to Talbot County's favorite waterfront towns by car,

    Chuck Mangold Benson & Mangold, LLC

    25833 Turner Ave, Royal Oak, MD 21662
  • /17

    $889,800 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    Lot 2 Meadow St, Saint Michaels, MD 21663

    Welcome to Saint Michaels. Located near the historic district, close to the harbor and 2 waterfront parks,and the numerous quaint shops and eating establishments as well as the museums. Lacrosse homes is proud to present The Midshore. This 4 bedroom 4.5 bath home with open floor plan is designed for everyday enjoyment or the perfect second home. Every bedroom has its own private bathroom. The

    George Bailey Keller Williams Flagship

    Lot 2 Meadow St, Saint Michaels, MD 21663
  • /24

    $799,000 New Construction

    • 4 Beds
    • 2.5 Baths

    Lot 16A Meadow St, Saint Michaels, MD 21163

    Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe.Time to make your personal selections.Make this home your personal staement.Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more.Make this

    George Bailey Keller Williams Flagship

    Lot 16A Meadow St, Saint Michaels, MD 21163
  • /37

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    110 Lee St, Saint Michaels, MD 21663

    A NEW BUILD FOR UNDER $500,000. Welcome to your dream home in an adorable small town! This NEW rancher comes with elegance and comfort. Featuring a well-designed Open floor plan, this home offers spacious living areas ideal for both relaxation and entertaining.As you step inside, you'll be greeted by the warm ambiance of the inviting living room, perfect for cozy gatherings with loved ones. The

    Chance Stem LPT Realty, LLC

    110 Lee St, Saint Michaels, MD 21663
  • /26

    $554,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft

    5648 Trafalgar Cir, Tilghman, MD 21671

    Gemcraft Homes' exquisite bay access community is nestled in the heart of the Eastern Shore. Here, homeowners can experience the perfect blend of luxury living and coastal charm in Tilghman, MD, where every day feels like a retreat. Our community, known for its breathtaking views of the Chesapeake Bay, offers a unique blend of tranquility and excitement, accompanied by stunning new homes in

    Mary Ann Hammel Mary Ann Hammel

    5648 Trafalgar Cir, Tilghman, MD 21671
  • /14

    $509,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    5654 Trafalgar Cir, Tilghman, MD 21671

    The New Castle is a modern ranch-style home with 3 bedrooms, 2.5 baths, and a 2 car garage with drop zone entry, attached to a laundry room, that leads through to the Kitchen. The Kitchen has a large amount of space, plenty of cabinets, and a pantry, making storage and organization plentiful and manageable. The well-equipped kitchen is ready for entertaining and with family and friends. The open

    Mary Ann Hammel Mary Ann Hammel

    5654 Trafalgar Cir, Tilghman, MD 21671
  • /52

    $799,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,736 Sq Ft

    8134 Easton Village Dr, Easton, MD 21601

    Fabulous Cape in Easton Village! Gracious and well-appointed, this Harrington model built in 2022 offers an easy blend of comfort and style with a first-floor primary suite, custom trim and inviting living spaces. The upgraded kitchen flows effortlessly into the family room with fireplace—ideal for gatherings—while the formal living and dining rooms provide room to entertain. A second

    Kathy Christensen TTR Sotheby's International Realty

    8134 Easton Village Dr, Easton, MD 21601
  • /15

    $549,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    22757 Almost Neavitt Rd, Neavitt, MD 21652

    Enjoy this sweet waterfront cottage on Balls Creek. Protected cove with 3+ MLW, new pier, 3 bedroom & 1 bathroom. Oversized kitchen and water-view living room! Recent upgrades. Lot is .82 acres. Vacation here until it's time to build on this lot. Budget friendly!

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    22757 Almost Neavitt Rd, Neavitt, MD 21652
  • /2

    $549,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,260 Sq Ft

    6641 Tilghman Island Rd, Sherwood, MD 21665

    Welcome to this charming 3-bedroom, 2-bath home designed for easy, one-level living. Thoughtfully maintained with beautiful landscapes, this residence offers the best of comfortable, yet elegant living. The formal living room includes a wood burning fireplace prefect to enjoy a cozy winter evening and just off the back, there is a screened-in porch overlooking the beautiful gardens, a great

    Monica Penwell TTR Sotheby's International Realty

    6641 Tilghman Island Rd, Sherwood, MD 21665
  • /15

    $165,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    6369 Neavitt Manor Rd, Neavitt, MD 21652

    Price adjustment! Opportunity abounds in this lovely 2 Bedroom 1 Bath detached home located in the picturesque waterfront town of Neavitt. This home boasts central air, attic space, a large yard, a shed and much more. Close to St. Michales and Tilghman Island this is a boaters and bird lovers paradise with a public boat ramp about a 1/2 mile away plus stores, shops , dining and

    Richard Perrera Century 21 Downtown

    6369 Neavitt Manor Rd, Neavitt, MD 21652
  • /6

    $39,000

    • Land
    • 0.83 Acre
    • $46,988 per Acre

    21738 Cabin Ln, Sherwood, MD 21665

    .8 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21738 Cabin Ln, Sherwood, MD 21665
  • /6

    $25,000

    • Land
    • 0.23 Acre
    • $108,696 per Acre

    21747 Cabin Ln, Sherwood, MD 21665

    .2 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21747 Cabin Ln, Sherwood, MD 21665

Showing Results 81 - 116, Page 3 of 3

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