27

Homes for Sale near Tilghman Elementary School

Section Image Section Image
  • /33

    $550,000 Open Fri 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 2,107 Sq Ft

    5877 Tilghman Island Rd, Tilghman, MD 21671

    This unique property is nestled in a setting of mature trees and lush landscaping that gives it privacy from the main road. The original two-story, three room house’s first owner was probably a waterman and there are views of Dogwood Harbor from the rear of the property. The house dates from the early 1900’s and has undergone extensive renovations through the years, without compromising its

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    5877 Tilghman Island Rd, Tilghman, MD 21671
  • /10

    $80,000

    • Land
    • 0.30 Acre
    • $266,667 per Acre

    21472 Willey Rd, Tilghman, MD 21671

    Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 382-8747

    21472 Willey Rd, Tilghman, MD 21671
  • /12

    $89,000

    • Land
    • 0.30 Acre
    • $296,667 per Acre

    0 Sinclair Rd, Tilghman Island, MD 21671

    Sinclair Ave. Tilghman Island. Clear level building lot with public sewer. This lot is ready for you to make your dream of island life come true.Enjoy the best sunsets at the end of the street at Sinclair Community Park .

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 297-6839

    0 Sinclair Rd, Tilghman Island, MD 21671
  • /24

    $189,000

    • Land
    • 2.49 Acres
    • $75,904 per Acre

    0 Holly Woods Rd, 5, Bay Hundred, MD 21665

    Deep Harbour Farm Sherwood 2.49. Acre Building Lot.This is one of the last remaining building lots available in this wonderful water privileged community.Located at the end of a cul-de-sac on Holly Woods Road just steps away from the community waterfront pier & boat dock. Great opportunity to build the home of your own design now or in the future.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 222-5571

    0 Holly Woods Rd, 5, Bay Hundred, MD 21665
  • /45

    $895,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft

    4957 Bar Neck Rd, Tilghman, MD 21671

    Don't miss out on this beautifully landscaped yard with a deck and pool, perfect for entertaining and enjoying the serene water views. This gorgeous two-story traditional home features three bedrooms and three baths, offering the perfect location to enjoy the picturesque views of Black Walnut Creek and the Chesapeake Bay.The current owners have meticulously maintained the property and spent a

    Lori Neske Coldwell Banker Realty

    4957 Bar Neck Rd, Tilghman, MD 21671
  • /134

    $1,749,000

    • 4 Beds
    • 3 Baths
    • 2,731 Sq Ft

    9175 Mallard Point Ct, McDaniel, MD 21647

    PROFESSIONAL PHOTOS TO COME!Experience luxury at its finest on Harris Creek with this stunning newly remodeled 4 bedroom, 3 bathroom custom home designed and meticulously remodeled by RBCI, Inc., an award-winning custom home builder. No expense was spared in creating this 2,731 sq. ft. masterpiece on over 1.5 acres of magnificent waterfront living. New flooring, counter tops,

    Ann Holtz Coldwell Banker Realty

    9175 Mallard Point Ct, McDaniel, MD 21647
  • /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
  • /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
  • /50

    $2,795,000

    • 7 Beds
    • 7 Baths
    • 6,377 Sq Ft

    6020 Sunset Ln, Tilghman, MD 21671

    Welcome to Tilghman Landing on the Chesapeake Bay! This unique waterfront property offers an incredible opportunity, featuring three separate homes, two of which include garages, as well as a charming crab shack and private dock, all situated on .625 acres of Chesapeake Bay shoreline.Home #1: 6020 Sunset LaneThis spacious residence offers breathtaking, unobstructed views of the Bay. It includes 3

    Melissa Tippett TTR Sotheby's International Realty

    6020 Sunset Ln, Tilghman, MD 21671
  • /88

    $1,995,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,801 Sq Ft

    4768 Bar Neck Rd, Tilghman, MD 21671

    Welcome to your private waterfront retreat in charming Tilghman Island on over 5 acres of beautifully maintained property. The huge wraparound water views and broad open skies are equally inspiring. Uniquely situated at the base of the Island, this southern facing home looks across the mouth of the Choptank River and down the Chesapeake and for miles and miles. Find your tranquility in this

    Debra Crouch Benson & Mangold, LLC

    4768 Bar Neck Rd, Tilghman, MD 21671
  • /11

    $289,000

    • 3 Beds
    • 1 Bath
    • 810 Sq Ft

    5793 Tilghman Island Rd, Tilghman, MD 21671

    Local Skipjack Captain Bart Murphy and wife Florence raised their family in this sweet Island home. Conveinently located close to Dogwood Harbor and fine restaurants. Cozy oil heat was perfect after a cold day on the Bay. This house had many seafood dinners and is waiting for the next owners to enjoy Island life. There is a small attached lot that is included.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    5793 Tilghman Island Rd, Tilghman, MD 21671
  • /91

    $8,875,000

    • 7 Beds
    • 7.5 Baths
    • 10,240 Sq Ft

    10770 Rich Neck Rd, Claiborne, MD 21624

    Incredible 300+ acre landmark estate located 5 miles beyond St. Michaels. Over FOUR MILES OF SHORELINE on Eastern Bay, the Miles River and Tilghman Creek. Deep protected anchorage. High land. Sandy beaches. Very livable 10,000+ sq ft home that underwent two-year renovation 2005/2006. 13 ft ceilings on first story and almost10 ft on second story. Formal and informal living areas. Chef's kitchen

    Robert G. Shannahan Shoreline Realty

    10770 Rich Neck Rd, Claiborne, MD 21624
  • /43

    $374,000

    • 2 Beds
    • 2 Baths
    • 1,222 Sq Ft

    8858 Howeth Rd, Wittman, MD 21676

    Welcome to this delightful cottage nestled in the historic village of Wittman. Situated on a charming corner lot, this home has been thoughtfully updated while preserving its historic character. The second level boasts a private en-suite primary bedroom, complete with a cozy nook ideal for a home office. On the main level, you’ll find a second bedroom, a versatile den or craft room with built-in

    Monica Penwell TTR Sotheby's International Realty

    8858 Howeth Rd, Wittman, MD 21676
  • /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
  • /47

    $2,695,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,847 Sq Ft

    21825 Langdon Farm Rd, Sherwood, MD 21665

    It doesn't get any better than this ! Stunning brand-new ,one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an

    Robert Lacaze TTR Sotheby's International Realty

    21825 Langdon Farm Rd, Sherwood, MD 21665
  • /58

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 2,110 Sq Ft

    5582 Trafalgar Cir, Tilghman, MD 21671

    The Nottingham, (elevation Z) is a modern ranch-style home with 3 bedrooms, 2.5 baths, and a 2-car garage with entry through a mudroom that leads to an expansive Great Room area that opens to the Kitchen. The Kitchen is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer a plethora of space for informal dining. You can take

    Stacie Luhrman Benson & Mangold, LLC

    5582 Trafalgar Cir, Tilghman, MD 21671
  • /5

    $25,000

    • Land
    • 0.13 Acre
    • $192,308 per Acre

    21732 Cabin Ln, Sherwood, MD 21665

    .2 +/- acres located off of Cabin Ln 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

    21732 Cabin Ln, Sherwood, MD 21665
  • /5

    $25,000

    • Land
    • 0.80 Acre
    • $31,250 per Acre

    21748 Cabin Ln, Sherwood, MD 21665

    .8 +/- acres located off of Punch Point Rd. Approximately 2.5 miles from Tilghman, Md.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21748 Cabin Ln, Sherwood, MD 21665
  • /41

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 5,344 Sq Ft

    7683 Tilghman Island Rd, Sherwood, MD 21665

    Welcome to this beautifully updated 3-bedroom, 1.5-bath home, offering both charm and versatility. The home features three spacious bedrooms, including one with an attached area that can serve as a walk-in closet, nursery, or home office—perfect for adapting to your needs. With 1.5 bathrooms, you'll enjoy the convenience of a full bath and an additional half bath, ideal for family living or

    Katie Mister Keller Williams Select Realtors of Cambridge

    7683 Tilghman Island Rd, Sherwood, MD 21665
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
How to Buy a Home How to Finance a Home How to Sell a Home