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Recently Sold Homes near St. Michaels Middle/High School

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  • 103 W Marengo St, Saint Michaels, MD 21663
    103 W Marengo St, Saint Michaels, MD 21663
    103 W Marengo St, Saint Michaels, MD 21663
    /39

    $545,000 Sold Jul 11, 2025

    • 1,209 Sq Ft
    • $451/SF
    • 51 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1940

    103 W Marengo St, Saint Michaels, MD 21663

    Quintessential St. Michaels Charm! Nestled in the heart of this historic and picturesque waterfront town, this adorable cedar shake home is straight out of Nantucket! With two bedrooms, one and a half baths, and classic coastal curb appeal, this home sits on a generous fenced lot backing up to alley way—perfect for outdoor entertaining, gardening, or simply soaking in the Chesapeake breeze.

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    103 W Marengo St, Saint Michaels, MD 21663
  • 8831 Quailsar Rd, Easton, MD 21601
    8831 Quailsar Rd, Easton, MD 21601
    8831 Quailsar Rd, Easton, MD 21601
    /64

    $2,895,000 Sold Jul 11, 2025

    • 8,107 Sq Ft
    • $357/SF
    • 741 Days On Market
    • 8 Beds
    • 6 Baths
    • Built 1994

    8831 Quailsar Rd, Easton, MD 21601

    The perfect Eastern Shore escape from the rest of the world. Situated on Glebe Creek with 12.7 acres of well-planned outdoor amenities including approximately 1,300' bulk-headed shoreline, private pier with electricity, hot & cold water, two 10,000 lb boat lifts, 2 jet ski lifts, and floating docks. Upon arrival to the gated entry, your stresses of the day melt away as you drive across the

    Chuck Mangold Benson & Mangold, LLC

    8831 Quailsar Rd, Easton, MD 21601
  • 400 Railroad Ave, Saint Michaels, MD 21663
    400 Railroad Ave, Saint Michaels, MD 21663
    400 Railroad Ave, Saint Michaels, MD 21663
    /35

    $505,000 Sold Jul 09, 2025

    • 1,674 Sq Ft
    • $302/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    400 Railroad Ave, Saint Michaels, MD 21663

    Nestled on a desirable corner lot in the historic waterfront town of St. Michaels, this 1930 bungalow blends classic architecture with modern comforts. Ideally located just a short distance from the Chesapeake Bay Maritime Museum, shops, restaurants, and the harbor, this home offers the best of in-town living. A spacious front porch welcomes you - perfect for morning coffee or casual

    Monica Penwell TTR Sotheby's International Realty

    400 Railroad Ave, Saint Michaels, MD 21663
  • 9270 Goldsborough Neck Rd, Easton, MD 21601
    9270 Goldsborough Neck Rd, Easton, MD 21601
    9270 Goldsborough Neck Rd, Easton, MD 21601
    /46

    $310,000 Sold Jul 03, 2025

    • 2,064 Sq Ft
    • $150/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    9270 Goldsborough Neck Rd, Easton, MD 21601

    6.12.25 Seller has received multiple competing offers and has requested 'Highest and Best' offer by 5 pm Friday, June 13. Located just outside Easton on approximately 2± acres, this 3-bedroom, 3-bath ranch-style home offers a flexible layout with room to personalize. Built in 1985, the home includes a spacious second-floor addition over the garage—ideal for a studio home office, gym, or

    Coard Benson Benson & Mangold, LLC

    9270 Goldsborough Neck Rd, Easton, MD 21601
  • 6641 Tilghman Island Rd, Sherwood, MD 21665
    6641 Tilghman Island Rd, Sherwood, MD 21665
    6641 Tilghman Island Rd, Sherwood, MD 21665
    /65

    $549,000 Sold Jun 30, 2025

    • 2,260 Sq Ft
    • $243/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    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 and mature

    Monica Penwell TTR Sotheby's International Realty

    6641 Tilghman Island Rd, Sherwood, MD 21665
  • 22757 Almost Neavitt Rd, Neavitt, MD 21652
    22757 Almost Neavitt Rd, Neavitt, MD 21652
    22757 Almost Neavitt Rd, Neavitt, MD 21652
    /15

    $522,000 Sold Jun 30, 2025

    • 1,164 Sq Ft
    • $448/SF
    • 8 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1974

    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
  • 7896 Hart Glen Ct, Saint Michaels, MD 21663
    7896 Hart Glen Ct, Saint Michaels, MD 21663
    7896 Hart Glen Ct, Saint Michaels, MD 21663
    /70

    $795,000 Sold Jun 30, 2025

    • 3,038 Sq Ft
    • $262/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    7896 Hart Glen Ct, Saint Michaels, MD 21663

    Located at the end of a quiet cul-de-sac in the desirable Back Creek Landing neighborhood of St. Michaels, Maryland, this beautifully maintained home offers privacy, quality upgrades, and a fantastic Eastern Shore lifestyle. The large, inviting front porch sets the tone as you arrive. Step inside and you are welcomed by a warm, light-filled interior that immediately feels like home. The floor

    Kathleen Coale Benson & Mangold, LLC

    7896 Hart Glen Ct, Saint Michaels, MD 21663
  • 6508 Partridge Ln, Royal Oak, MD 21662
    6508 Partridge Ln, Royal Oak, MD 21662
    6508 Partridge Ln, Royal Oak, MD 21662
    /53

    $1,872,601 Sold Jun 30, 2025

    • 3,765 Sq Ft
    • $497/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2013

    6508 Partridge Ln, Royal Oak, MD 21662

    STUNNING WESTERLY SETTING WITH AMAZING VIEWS. THIS 3 BEDROOM HOME WITH 12 FOOT CEILINGS IS LIVING ON ONE FLOOR AT ITS BEST. OPEN FLOORPLAN ,HEATED FLOORS IN ALL ROOMS,SLIDING DOORS FROM DINING ROOM AND KITCHEN LEADING TO FABULOUS SCREENED PORCH, OUTDOOR KITCHEN, PATIO AND WALK WAYS TO THE INGOUND POOL AREA. ENDLESS UNOBSTRUCTED VIEWS ACROSS BRIDGE CREEK,THE MOUTH OF BROAD CREEK AND THE CHOPTANK

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    6508 Partridge Ln, Royal Oak, MD 21662
  • 21271 Phillips Rd, Tilghman, MD 21671
    21271 Phillips Rd, Tilghman, MD 21671
    21271 Phillips Rd, Tilghman, MD 21671
    /59

    $430,000 Sold Jun 27, 2025

    • 1,445 Sq Ft
    • $298/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1976

    21271 Phillips Rd, Tilghman, MD 21671

    Welcome to your Eastern Shore escape! Located in the heart of Tilghman Island, this beautifully maintained 3-bedroom, 1.5-bath home combines coastal charm with thoughtful modern updates—and best of all, it offers water-privileged living with deeded right-of-way access to a nearby beach. Take in stunning bay views from the large front bay window and enjoy the ease of LVP flooring throughout. The

    Adam Chubbuck Douglas Realty, LLC

    21271 Phillips Rd, Tilghman, MD 21671
  • 106 Boundary Ln, Saint Michaels, MD 21663
    106 Boundary Ln, Saint Michaels, MD 21663
    106 Boundary Ln, Saint Michaels, MD 21663
    /58

    $575,000 Sold Jun 27, 2025

    • 1,490 Sq Ft
    • $386/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    106 Boundary Ln, Saint Michaels, MD 21663

    Nestled in the heart of St. Michaels, this beautifully maintained one-level home offers 2–3 bedrooms and 2 full bathrooms. A welcoming stone front porch leads to a foyer that opens into a bright, airy interior filled with natural light and wide plank wood floors throughout. The updated kitchen features quartz countertops, a farmhouse sink, tile backsplash and stainless steel appliances. Just off

    Kim Crouch Ozman Benson & Mangold, LLC

    106 Boundary Ln, Saint Michaels, MD 21663
  • 5772 Tilghman Island Rd, Tilghman, MD 21671
    5772 Tilghman Island Rd, Tilghman, MD 21671
    5772 Tilghman Island Rd, Tilghman, MD 21671
    /59

    $366,250 Sold Jun 27, 2025

    • 1,652 Sq Ft
    • $222/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    5772 Tilghman Island Rd, Tilghman, MD 21671

    Nestled on a charming corner lot in the heart of Tilghman Island, this delightful three-bedroom, one-and-a-half-bath Victorian offers timeless character and modern comfort. The home features a vibrant kitchen, beautiful hardwood floors, detailed millwork arches and built-in bookshelves. The spacious primary bedroom boasts a vaulted ceiling, creating a bright and airy retreat. Relax on the

    Greta Corkran Benson & Mangold, LLC

    5772 Tilghman Island Rd, Tilghman, MD 21671
  • 4912 Bar Neck Rd, Tilghman, MD 21671
    4912 Bar Neck Rd, Tilghman, MD 21671
    4912 Bar Neck Rd, Tilghman, MD 21671
    /83

    $780,000 Sold Jun 27, 2025

    • 1,550 Sq Ft
    • $503/SF
    • 276 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    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
  • 7220 Cabin Cove Rd S, Sherwood, MD 21665
    7220 Cabin Cove Rd S, Sherwood, MD 21665
    7220 Cabin Cove Rd S, Sherwood, MD 21665
    /24

    $569,900 Sold Jun 26, 2025

    • 2,144 Sq Ft
    • $266/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    7220 Cabin Cove Rd S, Sherwood, MD 21665

    Nestled on a little over 2.5 acres of beautifully maintained land, this charming home features a lush lawn and mature landscaping that provide a picturesque and private setting. Inside, you’ll find gleaming hardwood floors and a traditional floor plan that flows seamlessly throughout. The inviting living room is centered around a cozy wood-burning fireplace, perfect for relaxing evenings. Bright

    Chuck Mangold Benson & Mangold, LLC

    7220 Cabin Cove Rd S, Sherwood, MD 21665
  • 7171 Drum Point Rd, Saint Michaels, MD 21663
    7171 Drum Point Rd, Saint Michaels, MD 21663
    7171 Drum Point Rd, Saint Michaels, MD 21663
    /70

    $1,840,000 Sold Jun 25, 2025

    • 3,000 Sq Ft
    • $613/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    7171 Drum Point Rd, Saint Michaels, MD 21663

    Your own private resort in St Michael’s Maryland!! This one has it all and then some! Dock with boat lift, swimming pool, tennis court, 4 to 5 bedrooms, beautiful baths, hardwood floors. Within the last five years the owners have put on a new roof and dormers, redone the kitchen, encapsulated the crawlspace, installed a boat lift, replaced the boiler and painted the exterior. Don’t miss your

    Larry Brennan TTR Sotheby's International Realty

    7171 Drum Point Rd, Saint Michaels, MD 21663
  • 5793 Tilghman Island Rd, Tilghman, MD 21671
    5793 Tilghman Island Rd, Tilghman, MD 21671
    5793 Tilghman Island Rd, Tilghman, MD 21671
    /11

    $265,000 Sold Jun 24, 2025

    • 810 Sq Ft
    • $327/SF
    • 40 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1950

    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
  • 21503 Mission Rd, Tilghman, MD 21671
    21503 Mission Rd, Tilghman, MD 21671
    21503 Mission Rd, Tilghman, MD 21671
    /17

    $350,000 Sold Jun 24, 2025

    • 1,652 Sq Ft
    • $212/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    21503 Mission Rd, Tilghman, MD 21671

    This former parsonage on Tilghman Island is a spacious and bright property featuring an eat-in kitchen with granite countertops, a breakfast bar, and ample cabinet space. The kitchen opens into a family room that overlooks the backyard and deck. The first floor includes an additional living area and a primary bedroom with an en-suite bathroom. Upstairs, there are two large bedrooms with vaulted

    Jennifer Brown Meredith Fine Properties

    21503 Mission Rd, Tilghman, MD 21671
  • 9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
    /41

    $435,000 Sold Jun 23, 2025

    • 1,752 Sq Ft
    • $248/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663

    DESIRABLE END UNIT TOWNHOME WITH 1ST FLOOR BEDROOM AND BATH, VERY PRIVATE VIEW OF THE GOLF COURSE PLANTINGS AND A SMALL WATER VIEW FROM THE 2ND FLOOR DECK OFF THE PRIMARY BEDROOM.THE KITCHEN HAS BEEN RENOVATED, WHITE CABINETS WITH STONE COUNTERTOPS, A LARGE GLASS DOOR OPENS TO THE TILE FLOORED SUN ROOM FROM THE KITCHEN AND FROM THE DINING ROOM, LETTING THE LIGHT FILL THE UNIT. THE SECOND

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
  • 4897 Black Walnut Point Rd, Tilghman, MD 21671
    4897 Black Walnut Point Rd, Tilghman, MD 21671
    4897 Black Walnut Point Rd, Tilghman, MD 21671
    /52

    $547,000 Sold Jun 20, 2025

    • 1,056 Sq Ft
    • $518/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    4897 Black Walnut Point Rd, Tilghman, MD 21671

    CHESAPEAKE COTTAGE WITH QUAINT COZY BEACHY VIBE AT THE VERY END OF TILGHMAN ISLAND FOR YOUR FAMILY WEEKENDS.SUNRISE VIEWS ON THE WATERSIDE AND SUNSET VIEWS AT THE FRONT OF THE HOUSE, THERE IS NEVER A SHORTAGE OF SUMMER BREEZES TO ENJOY LAZY SUMMER DAYS PICKING CRABS OUTSIDE.THIS CHARMING THREE BEDROOM COTTAGE HAS 2 ADDITIONAL BUILDINGS ( 12X20 AND 9X19 ) FOR STORAGE OF KAYAKS, OUTDOOR GAMES ,

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    4897 Black Walnut Point Rd, Tilghman, MD 21671
  • 9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    /65

    $335,000 Sold Jun 20, 2025

    • 1,800 Sq Ft
    • $186/SF
    • 221 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1973

    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663

    Nestled amongst the prestigious ‘Links at Perry Cabin Golf Course,’ this desirable Martingham condo features 2 bedrooms and 2.5 baths. The home opens to a foyer and flows into a spacious living and dining area, complete with laminate wood floors and a wood-burning fireplace. The sunroom offers versatile living space, perfect as an office, sitting room or additional relaxation area and opens to a

    Kim Crouch Ozman Benson & Mangold, LLC

    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
  • 9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    /60

    $480,000 Sold Jun 19, 2025

    • 1,800 Sq Ft
    • $267/SF
    • 9 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1996

    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663

    This stunning three-bedroom, three-bath home is, without question, the nicest townhome in the very desirable Martingham Quail Hollow community. The home has been extensively upgraded with exquisite finishes, and it enjoys a beautiful, landscaped setting that backs onto the Links at Perry Cabin Golf Course. The spacious great room opens to the charming, landscaped patio with an automatic awning

    Eugene Smith TTR Sotheby's International Realty

    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
  • 26515 Presquile Dr S, Easton, MD 21601
    26515 Presquile Dr S, Easton, MD 21601
    26515 Presquile Dr S, Easton, MD 21601
    /50

    $1,250,000 Sold Jun 18, 2025

    • 2,833 Sq Ft
    • $441/SF
    • 85 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    26515 Presquile Dr S, Easton, MD 21601

    Look no further. This private waterfront retreat is the perfect little getaway. An all one level home with 3 bedrooms and 2 full baths and an open floor plan with plenty of windows to capture the nature and Water views throughout. This turn-key Home was built in 2004 with features to include an open floor plan with the Living/Dining area and views from every room overlooking Gross Creek. Private

    Daphne Cawley TTR Sotheby's International Realty

    26515 Presquile Dr S, Easton, MD 21601
  • 27168 Anchorage Rd, Easton, MD 21601
    27168 Anchorage Rd, Easton, MD 21601
    27168 Anchorage Rd, Easton, MD 21601
    /50

    $2,750,000 Sold Jun 12, 2025

    • 4,503 Sq Ft
    • $611/SF
    • 378 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1990

    27168 Anchorage Rd, Easton, MD 21601

    Welcome to this serene oasis nestled on the coveted Miles River, where tranquility meets luxury in this Japanese-inspired waterfront property. The meticulously crafted home has been curated to offer the ultimate in comfort, style, and refined elegance. The exterior of the home is a masterpiece of design, featuring lush gardens with native plants and flowers, trickling fountains, attractive foot

    Laura Carney TTR Sotheby's International Realty

    27168 Anchorage Rd, Easton, MD 21601
  • 4768 Bar Neck Rd, Tilghman, MD 21671
    4768 Bar Neck Rd, Tilghman, MD 21671
    4768 Bar Neck Rd, Tilghman, MD 21671
    /91

    $1,995,000 Sold Jun 11, 2025

    • 2,801 Sq Ft
    • $712/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    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
  • 6130 Elston Shore Rd, Neavitt, MD 21652
    6130 Elston Shore Rd, Neavitt, MD 21652
    6130 Elston Shore Rd, Neavitt, MD 21652
    /71

    $1,706,140 Sold Jun 10, 2025

    • 4,382 Sq Ft
    • $389/SF
    • 12 Days On Market
    • 7 Beds
    • 7 Baths
    • Built 1988

    6130 Elston Shore Rd, Neavitt, MD 21652

    Exquisite Waterfront Estate in Neavitt, Maryland just minutes from historic St. Michaels.Welcome to a rare opportunity to own a truly exceptional waterfront estate in the heart of Maryland’s Eastern Shore. Nestled on over 14 pristine acres, this magnificent property boasts 7 spacious bedrooms, 5 full bathrooms, and 2 powder rooms, offering luxurious comfort for both everyday living and

    Klaus Breitsameter RE/MAX Realty Group

    6130 Elston Shore Rd, Neavitt, MD 21652
  • 5877 Tilghman Island Rd, Tilghman, MD 21671
    5877 Tilghman Island Rd, Tilghman, MD 21671
    5877 Tilghman Island Rd, Tilghman, MD 21671
    /33

    $550,000 Sold Jun 09, 2025

    • 2,107 Sq Ft
    • $261/SF
    • 95 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    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

    Angela Simonelli Compass

    5877 Tilghman Island Rd, Tilghman, MD 21671
  • 28090 Glebe Rd, Easton, MD 21601
    28090 Glebe Rd, Easton, MD 21601
    28090 Glebe Rd, Easton, MD 21601
    /116

    $2,000,000 Sold Jun 06, 2025

    • 4,392 Sq Ft
    • $455/SF
    • 12 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2005

    28090 Glebe Rd, Easton, MD 21601

    NO DRIVE- BY DO NOT COME UP DRIVEWAY WITHOUT APPOINTMENT- Paradise Found - 72 KICK 72 HOUR KICK-OUT IN EFFECT AS OF 5/6/2025 CONTINUE TO SHOW!!! Meticulously maintained 5.53 landscaped waterfront oasis located on MD Eastern Shore in Talbot County. Extensive plantings and hardscaping design have been incorporated into the layout, design and extensive renovations in this waterfront retreat.

    Douglas Kayhoe Douglas Realty LLC

    28090 Glebe Rd, Easton, MD 21601
  • 23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    /50

    $3,300,000 Sold Jun 06, 2025

    • 4,090 Sq Ft
    • $807/SF
    • 4 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1998

    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    You'll feel like you're on a continuous vacation in this spectacular 4-bedroom, 4.5 bath coastal style home that features breathtaking, panoramic views of Broad Creek and only 2.5 miles from charming historic St. Michaels. A setting that is truly "vacation like" with a stunning waterside pool/spa complex, outdoor fireplace, outdoor room with automatic screens, a large hardscaped patio, 300 feet

    Eugene Smith TTR Sotheby's International Realty

    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
  • 25839 Turner Ave, Royal Oak, MD 21662
    25839 Turner Ave, Royal Oak, MD 21662
    25839 Turner Ave, Royal Oak, MD 21662
    /39

    $2,350,000 Sold Jun 06, 2025

    • 3,085 Sq Ft
    • $762/SF
    • 524 Days On Market
    • 4 Beds
    • 4.5 Baths

    25839 Turner Ave, Royal Oak, MD 21662

    4 bedroom, 4.5 bath Coastal style home with in-ground pool and pier! Just 60' from the water, this is the epitome of waterfront living. Large second floor balcony, wrap-around porch, and open floor plan with wide banks of windows provide ample opportunity to enjoy the gorgeous water views. Main-level primary suite with dramatic cathedral ceiling and luxurious spa-like bath. Attached 2-car

    Chuck Mangold Benson & Mangold, LLC

    25839 Turner Ave, Royal Oak, MD 21662
  • 8071 Fox Squirrel Way, Easton, MD 21601
    8071 Fox Squirrel Way, Easton, MD 21601
    8071 Fox Squirrel Way, Easton, MD 21601
    /84

    $870,000 Sold Jun 05, 2025

    • 2,935 Sq Ft
    • $296/SF
    • 5 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2020

    8071 Fox Squirrel Way, Easton, MD 21601

    Welcome home, where coastal elegance meets modern convenience! This stunning property boasts unobstructed westerly views, allowing you to bask in the breathtaking hues of sunset from both the great room and the inviting covered front porch. As you step through the grand entry with double glass doors, you will be greeted by soaring ceilings and rich wood floors that enhance the open concept

    Dee Dee Miller Long & Foster Real Estate, Inc.

    8071 Fox Squirrel Way, Easton, MD 21601
  • 8419 Ingleton Rd, Easton, MD 21601
    8419 Ingleton Rd, Easton, MD 21601
    8419 Ingleton Rd, Easton, MD 21601
    /58

    $1,147,500 Sold May 30, 2025

    • 5,388 Sq Ft
    • $213/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    8419 Ingleton Rd, Easton, MD 21601

    Luxury Smart Home, High-End Upgrades & Off-Grid Solar. Prime Location with Waterviews and Water Access!Nestled on a 2.4-acre lot in the scenic Ingleton community, this custom-built smart homeoffers breathtaking water views and shared waterfront access, perfect for kayaking,paddleboarding, or simply enjoying the tranquil setting. Ideally located between Easton and St. Michaels, you get the

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    8419 Ingleton Rd, Easton, MD 21601
  • 6998 Hopkins Neck Rd, Easton, MD 21601
    6998 Hopkins Neck Rd, Easton, MD 21601
    6998 Hopkins Neck Rd, Easton, MD 21601
    /27

    $550,000 Sold May 30, 2025

    • 2,410 Sq Ft
    • $228/SF
    • 67 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2019

    6998 Hopkins Neck Rd, Easton, MD 21601

    Built in 2019, this well-maintained 4-bedroom, 3-bathroom Cape Cod situated on a 1+/- acre lot is waiting for you. As you arrive, the inviting covered front porch welcomes you into the home. Inside, you'll discover an open floor plan on the main level, seamlessly connecting the living, dining, and kitchen areas. The main floor also features 2 bedrooms, including the primary suite complete with 2

    Chuck Mangold Benson & Mangold, LLC

    6998 Hopkins Neck Rd, Easton, MD 21601
  • 5993 Hopkins Neck Rd, Easton, MD 21601
    5993 Hopkins Neck Rd, Easton, MD 21601
    /2

    $1,700,000 Sold May 30, 2025

    • 4,254 Sq Ft
    • $400/SF
    • 380 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1996

    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
  • 6053 Sunset Ln, Tilghman, MD 21671
    6053 Sunset Ln, Tilghman, MD 21671
    6053 Sunset Ln, Tilghman, MD 21671
    /50

    $335,000 Sold May 29, 2025

    • 1,169 Sq Ft
    • $287/SF
    • 198 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    6053 Sunset Ln, Tilghman, MD 21671

    Discover Your Slice of Paradise on Tilghman IslandWelcome to this charming retreat just a stone's throw from the shimmering waters of the Chesapeake Bay. This lovingly maintained home offers the perfect blend of cozy comfort and untapped potential. Step inside to find gleaming hardwood floors and an abundance of natural light throughout the first floor. The efficient galley kitchen flows

    John McGlannan Meredith Fine Properties

    6053 Sunset Ln, Tilghman, MD 21671
  • 27564 Saint Michaels Rd, Easton, MD 21601
    27564 Saint Michaels Rd, Easton, MD 21601
    27564 Saint Michaels Rd, Easton, MD 21601
    /28

    $500,000 Sold May 28, 2025

    • 1,456 Sq Ft
    • $343/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    27564 Saint Michaels Rd, Easton, MD 21601

    Just Listed | 27564 Saint Michaels Road, Easton, MDWelcome to this beautifully updated three bedroom, two full bathrooms Eastern Shore gem, perfectly nestled on a serene TWO acres just minutes from both downtown Easton and St. Michaels. This home blends timeless charm with modern upgrades, including brand new stainless steel appliances (with manufacturer warranties), a brand new HVAC system,

    Erene Katris Coldwell Banker Realty

    27564 Saint Michaels Rd, Easton, MD 21601
  • 24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    /55

    $389,900 Sold May 28, 2025

    • 1,296 Sq Ft
    • $301/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663

    Bright, open, and beautifully updated, this one-level condo offers spectacular views of the prestigious Links at Perry Cabin golf course. Featuring 2 bedrooms and 2 baths, this home boasts an inviting living room with wood floors, a cozy gas fireplace, crown molding and plantation shutters. The updated kitchen features white cabinetry, matte granite countertops, a stylish tile backsplash, a

    Kim Crouch Ozman Benson & Mangold, LLC

    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
  • 26675 N Point Rd, Easton, MD 21601
    26675 N Point Rd, Easton, MD 21601
    26675 N Point Rd, Easton, MD 21601
    /68

    $1,475,000 Sold May 23, 2025

    • 2,729 Sq Ft
    • $540/SF
    • 48 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    26675 N Point Rd, Easton, MD 21601

    Welcome to this premier waterfront home on Maryland’s Eastern Shore, where breathtaking southern views of the Tred Avon River are just the beginning. Set on a 2.12-acre lot with over 120 feet of prime waterfrontage, this exceptional home offers unparalleled beauty and tranquility, perfect for those seeking the ultimate in luxury living. Wake up to unobstructed views of the river each day. The

    Eddie Mangold Benson & Mangold, LLC

    26675 N Point Rd, Easton, MD 21601
  • 27919 Jarboe Dr, Easton, MD 21601
    27919 Jarboe Dr, Easton, MD 21601
    27919 Jarboe Dr, Easton, MD 21601
    /60

    $3,000,000 Sold May 23, 2025

    • 2,923 Sq Ft
    • $1026/SF
    • 449 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    27919 Jarboe Dr, Easton, MD 21601

    **Luxurious Waterfront Modern Farmhouse in Easton, Maryland** PLEASE VIEW THE VIDEO TOUR OF THIS BEAUTIFUL HOME! Situated 12 feet above mean high water, discover serenity and luxury with this 2022-built modern farmhouse on Dixon Creek. Elevated for breathtaking southwest views, it features a 20-foot-high ceiling in the main room, modern finishes, and a vibrant tapestry of nature. Enjoy a 50-foot

    Clifford Meredith Meredith Fine Properties

    27919 Jarboe Dr, Easton, MD 21601
  • 9638 Tilghman Island Rd, McDaniel, MD 21647
    9638 Tilghman Island Rd, McDaniel, MD 21647
    9638 Tilghman Island Rd, McDaniel, MD 21647
    /7

    $270,000 Sold May 20, 2025

    • 2,042 Sq Ft
    • $132/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    9638 Tilghman Island Rd, McDaniel, MD 21647

    Bring your vision and creativity to this charming Victorian-style home, ready to be restored to its former glory. Offering over 2,000 square feet of living space, this unique property is full of character and opportunity. The welcoming front porch is perfect for your favorite rocking chairs and overlooks the spacious front yard. Inside, you'll find a cozy den off the front foyer and an

    Kim Crouch Ozman Benson & Mangold, LLC

    9638 Tilghman Island Rd, McDaniel, MD 21647
  • 24981 Back Creek Dr, Saint Michaels, MD 21663
    24981 Back Creek Dr, Saint Michaels, MD 21663
    24981 Back Creek Dr, Saint Michaels, MD 21663
    /47

    $765,000 Sold May 19, 2025

    • 3,166 Sq Ft
    • $242/SF
    • 4 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2006

    24981 Back Creek Dr, Saint Michaels, MD 21663

    Fabulous 5 bedrooms, 3.5 bath home with sought after floorplan, a spacious screened porch and deck located in the desirable Back Creek Landing neighborhood on the Easton side of St. Michaels with 40 acres of community areas, trails, ponds, and water access to San Domingo Creek. The wooded rear yard offers privacy with easy access to trails, community areas, and water access kayak pier. The

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24981 Back Creek Dr, Saint Michaels, MD 21663
  • 104 W Chew Ave, Saint Michaels, MD 21663
    104 W Chew Ave, Saint Michaels, MD 21663
    104 W Chew Ave, Saint Michaels, MD 21663
    /18

    $1,310,000 Sold May 16, 2025

    • 2,654 Sq Ft
    • $494/SF
    • 2 Beds
    • 2 Baths
    • Built 1900

    104 W Chew Ave, Saint Michaels, MD 21663

    Sited on an unusually spacious 9000 square foot lot, this beautifully-restored c. 1900 home combines the best of historic charm with a modern, open floor plan. With heart pine floors throughout, three fireplaces, and lots of light, the home is warm and welcoming. During renovation, the house was raised and a new foundation was put in place. The yard is extensively landscaped and there is a large

    datacorrect BrightMLS Non Subscribing Office

    104 W Chew Ave, Saint Michaels, MD 21663

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