216

Recently Sold Homes near St. Michaels Middle/High School

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  • 901 S Talbot St, Saint Michaels, MD 21663
    901 S Talbot St, Saint Michaels, MD 21663
    /2

    $600,000 Sold Aug 08, 2025

    • 1,660 Sq Ft
    • $361/SF
    • 82 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    901 S Talbot St, Saint Michaels, MD 21663

    St. Michaels English style Cottage – This Adorable 3-bedroom 2 bath home offers a first-floor primary bedroom, updated kitchen and baths, formal dining room, rear sunroom, and a fenced side and rear patio thoughtfully landscaped. The yard is irrigated. Long sweeping gables and roof peaks, prominent front facing chimney and entrance vestibule standout as architectural features of this 1930’s

    Barbara Watkins Benson & Mangold, LLC

    901 S Talbot St, Saint Michaels, MD 21663
  • 9217 Martingham Dr, Saint Michaels, MD 21663
    9217 Martingham Dr, Saint Michaels, MD 21663
    9217 Martingham Dr, Saint Michaels, MD 21663
    /63

    $625,000 Sold Aug 07, 2025

    • 1,945 Sq Ft
    • $321/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    9217 Martingham Dr, Saint Michaels, MD 21663

    *NEW AERIAL PHOTOS ADDED* Welcome to 9217 Martingham Drive, St Michaels - A beautifully maintained 3-bedroom, 2.5-bath rancher nestled in the sought-after Martingham community. This inviting home sits on a wooded lot offering privacy and serene natural surroundings, while enjoying a prime location off the 10th fairway of The Links at Perry Cabin golf course. Inside you'll find a thoughtfully

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    9217 Martingham Dr, Saint Michaels, MD 21663
  • 5934 Tilghman Island Rd, Tilghman, MD 21671
    5934 Tilghman Island Rd, Tilghman, MD 21671
    5934 Tilghman Island Rd, Tilghman, MD 21671
    /41

    $350,000 Sold Aug 05, 2025

    • 892 Sq Ft
    • $392/SF
    • 29 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1949

    5934 Tilghman Island Rd, Tilghman, MD 21671

    Simple Pleasures & Smart Living : Tilghman Island Cottage RetreatCharming Eastern Shore Cottage with Endless PossibilitiesDiscover the perfect blend of simplicity and comfort at 5934 Tilghman Island Road, wherethoughtful upgrades meet cozy cottage charm. This delightful 2-bedroom, 1 and one half bathroom homeoffers a smartly designed living space that maximizes every corner for

    John McGlannan Meredith Fine Properties

    5934 Tilghman Island Rd, Tilghman, MD 21671
  • 27791 Villa Rd, Easton, MD 21601
    27791 Villa Rd, Easton, MD 21601
    27791 Villa Rd, Easton, MD 21601
    /61

    $3,000,000 Sold Aug 05, 2025

    • 4,848 Sq Ft
    • $619/SF
    • 67 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1983

    27791 Villa Rd, Easton, MD 21601

    This stunning 5-bedroom, 5.5-bath coastal retreat is set on over 5 acres along the serene shores of Glebe Creek. A shared, tree-lined driveway leads to a beautifully landscaped yard featuring paver walkways, a detached two-car garage with guest quarters above—conveniently connected to the main house by a covered walkway—and a separate cottage with full bath and an attached workshop, offering

    Clifford Meredith Meredith Fine Properties

    27791 Villa Rd, Easton, MD 21601
  • 9240 Martingham Dr, Saint Michaels, MD 21663
    9240 Martingham Dr, Saint Michaels, MD 21663
    9240 Martingham Dr, Saint Michaels, MD 21663
    /59

    $830,000 Sold Aug 01, 2025

    • 2,910 Sq Ft
    • $285/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    9240 Martingham Dr, Saint Michaels, MD 21663

    ST MICHAELS LIVING AT ITS BEST! MOVE IN READY STUNNING HOME ON GORGEOUS LANDSCAPED AND IRRIGATED LOT WITH ALL THE NEEDED AMENETIES. HIGH CEILING, THE FIREPLACE IN THE LIVING ROOM FRAMED BY LARGE WINDOWS DISPLAYING THE PARK LIKE YARD. THE GOURMET KITCHEN WITH WINE COOLER, ICE MAKER, SIX BURNER GOURMET STOVE WITH HOOD, SUB ZERO FRIDGE, KITCHEN ISLAND AND A VIEW FROM THE KITCHEN SINK. STEP FROM

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9240 Martingham Dr, Saint Michaels, MD 21663
  • 6884 Travelers Rest Cir, Easton, MD 21601
    6884 Travelers Rest Cir, Easton, MD 21601
    6884 Travelers Rest Cir, Easton, MD 21601
    /60

    $2,125,000 Sold Aug 01, 2025

    • 5,127 Sq Ft
    • $414/SF
    • 18 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 1959

    6884 Travelers Rest Cir, Easton, MD 21601

    Waterfront living on the Tred Avon River with water views from nearly every room. This spacious home sits on 3.2± acres and is introduced by a gorgeous circular drive. Enjoy waking to colorful sunrises from either the main-level primary suite with access to the back deck or the second-floor primary suite with its own balcony. The gourmet kitchen flows seamlessly into the main living areas and

    Chuck Mangold Benson & Mangold, LLC

    6884 Travelers Rest Cir, Easton, MD 21601
  • 330 Glebe Rd, Easton, MD 21601
    330 Glebe Rd, Easton, MD 21601
    330 Glebe Rd, Easton, MD 21601
    /3

    $105,000 Sold Aug 01, 2025

    • Land
    • 0.35 Acre
    • $300,000 per Acre
    • 24 Days On Market

    330 Glebe Rd, Easton, MD 21601

    330 Glebe Road is a residential lot in Easton, near restaurants, retail, and downtown. A lot line revision is currently being performed, and the lot size for this residential parcel is .35 acres +/-. It is zoned R10A.The offering is conditional on selling the contiguous commercial property, 320 Glebe Road as part of a 1031 exchange.

    Coard Benson Benson & Mangold, LLC

    330 Glebe Rd, Easton, MD 21601
  • 6868 Travelers Rest Cir, Easton, MD 21601
    6868 Travelers Rest Cir, Easton, MD 21601
    6868 Travelers Rest Cir, Easton, MD 21601
    /59

    $1,300,000 Sold Aug 01, 2025

    • 3,219 Sq Ft
    • $404/SF
    • 109 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    6868 Travelers Rest Cir, Easton, MD 21601

    New Price ***This Lovely property known as "Sunnyside" as written and listed in "Where Land and Water Intertwine" An Architectural History of Talbot County, Md. This home has been lovingly updated and improved with a collection of 19th C furnishings and artwork. The home retains many features that show the history yet lends itself to modern living. The previous owner improved the property with a

    Gary Marquardt Coldwell Banker Realty

    6868 Travelers Rest Cir, Easton, MD 21601
  • 6694 Hopkins Neck Rd, Easton, MD 21601
    6694 Hopkins Neck Rd, Easton, MD 21601
    6694 Hopkins Neck Rd, Easton, MD 21601
    /50

    $2,775,000 Sold Aug 01, 2025

    • 5,690 Sq Ft
    • $488/SF
    • 419 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2001

    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
  • 24989 Back Creek Dr, Saint Michaels, MD 21663
    24989 Back Creek Dr, Saint Michaels, MD 21663
    24989 Back Creek Dr, Saint Michaels, MD 21663
    /40

    $795,000 Sold Jul 31, 2025

    • 3,098 Sq Ft
    • $257/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    24989 Back Creek Dr, Saint Michaels, MD 21663

    Set in the welcoming Back Creek Landing neighborhood, this bright and beautifully updated home offers the best of Eastern Shore living—just moments from the shops, restaurants, and waterfront of downtown St. Michaels.A classic front porch invites you into a thoughtfully designed interior, where natural light and an easy floor plan make everyday living effortless. The open-concept kitchen

    Kathleen Coale Benson & Mangold, LLC

    24989 Back Creek Dr, Saint Michaels, MD 21663
  • 504 S Talbot St, Saint Michaels, MD 21663
    504 S Talbot St, Saint Michaels, MD 21663
    504 S Talbot St, Saint Michaels, MD 21663
    /52

    $850,000 Sold Jul 31, 2025

    • 2,072 Sq Ft
    • $410/SF
    • 76 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    504 S Talbot St, Saint Michaels, MD 21663

    Nestled in the heart of Historic St. Michaels, this beautifully renovated 1900’s home features, multiple fireplaces, hardwood floors and beams with natural light. This 3-bedroom, 2.5-bathroom residence is a perfect Eastern Shore retreat. A charming covered front porch welcomes you into the cozy living room highlighted by a wood-burning fireplace. The spacious, open-concept kitchen boasts granite

    Kim Crouch Ozman Benson & Mangold, LLC

    504 S Talbot St, Saint Michaels, MD 21663
  • 112 Mitchell St, Saint Michaels, MD 21663
    112 Mitchell St, Saint Michaels, MD 21663
    112 Mitchell St, Saint Michaels, MD 21663
    /19

    $275,000 Sold Jul 31, 2025

    • 1,368 Sq Ft
    • $201/SF
    • 126 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1984

    112 Mitchell St, Saint Michaels, MD 21663

    Located in Saint Michaels Maryland. Within close proximity to everything fun this local town has to offer. Great seafood, boating, at a price that allows you to make it your own. Currently 3 bedrooms and 1 bath. With a very easy remodel, you could make it a 4 bedroom 2 bath. Large rear yard and paved driveway. Full time, weekend home, or rental. OWNER IS READY TO SELL... Let’s see your offer...

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    112 Mitchell St, Saint Michaels, MD 21663
  • 6153 Long Point Rd, Neavitt, MD 21652
    6153 Long Point Rd, Neavitt, MD 21652
    6153 Long Point Rd, Neavitt, MD 21652
    /48

    $3,650,000 Sold Jul 30, 2025

    • 11,700 Sq Ft
    • $312/SF
    • 17 Days On Market
    • 6 Beds
    • 10 Baths
    • Built 2006

    6153 Long Point Rd, Neavitt, MD 21652

    This stunning waterfront retreat sits on over 5 acres just 15 minutes from St. Michaels and is designed with flexibility in mind—perfect for year-round living, hosting guests, or simply spreading out and enjoying the Eastern Shore lifestyle. The property includes both a main residence and a fully renovated guest wing, and each features a ground-floor primary suite.The main home offers

    Brad Kappel TTR Sotheby's International Realty

    6153 Long Point Rd, Neavitt, MD 21652
  • 26401 Royal Oak Rd, Easton, MD 21601
    26401 Royal Oak Rd, Easton, MD 21601
    26401 Royal Oak Rd, Easton, MD 21601
    /43

    $410,000 Sold Jul 30, 2025

    • 1,803 Sq Ft
    • $227/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1975

    26401 Royal Oak Rd, Easton, MD 21601

    Nestled on a private 1.25-acre lot in the peaceful community of Royal Oak, this charming home offers the perfect blend of rural tranquility and convenience—just minutes from the shops and restaurants of St. Michaels and Downtown Easton.This inviting 3-bedroom, 1.5-bath custom residence has many recent upgrades including a new roof, laminate wood flooring, an encapsulated crawl space, new

    Amy Kling Meredith Fine Properties

    26401 Royal Oak Rd, Easton, MD 21601
  • 111 Gloria Ave, Saint Michaels, MD 21663
    111 Gloria Ave, Saint Michaels, MD 21663
    111 Gloria Ave, Saint Michaels, MD 21663
    /5

    $165,000 Sold Jul 30, 2025

    • 1,125 Sq Ft
    • $147/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    111 Gloria Ave, Saint Michaels, MD 21663

    3BR 1 bath home in St Michaels just blocks from downtown. Property needs updating / renovation or tear down and build new. Value is in the lot, location, public water/sewer, and multiple possibilities with existing structure. Call for more details or to schedule a showing.

    Jamie Latham Benson & Mangold, LLC

    111 Gloria Ave, Saint Michaels, MD 21663
  • 9191 Deepwater Point Rd, Saint Michaels, MD 21663
    9191 Deepwater Point Rd, Saint Michaels, MD 21663
    9191 Deepwater Point Rd, Saint Michaels, MD 21663
    /103

    $2,725,000 Sold Jul 28, 2025

    • 5,088 Sq Ft
    • $536/SF
    • 187 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    9191 Deepwater Point Rd, Saint Michaels, MD 21663

    Welcome to this inviting estate set on over 12 acres along the Miles River and Long-Haul Creek. This 5-bedroom and 4-bathroom home offers breathtaking views, premium amenities, and a private deep-water dock with 8 ft. MLW and a new boat lift (2022) perfect for boating enthusiasts.The seller is committed to county sewer and fees, ensuring future utility access is in place. Additionally

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    9191 Deepwater Point Rd, Saint Michaels, MD 21663
  • 25367 White Hall Rd, Royal Oak, MD 21662
    25367 White Hall Rd, Royal Oak, MD 21662
    25367 White Hall Rd, Royal Oak, MD 21662
    /18

    $1,295,000 Sold Jul 25, 2025

    • 4,742 Sq Ft
    • $273/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1990

    25367 White Hall Rd, Royal Oak, MD 21662

    PRIVATE SETTING OFF BELLEVUE RD LOCATED TUCKED AWAY AT THE END OF A SHARED DRIVEWAY YOU ARRIVE AT THIS SOUTHERN LIVING BUILT HOME SURROUNDE BY GORGEOUS TREES AND FARMLAND.FOUR BEDROOMS, LIVING ROOM, DINING ROOM, A FAMILY ROOM OFF THE KITCHEN AND A SCREENED PORCH. THE PRIMARY BEDROOM IS LOCATED ON THE MAIN FLOOR AND CAN ACCESS THE SCREENED PORCH. GENEROUS STORAGE AREAS AND A WALK IN ATTIC

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    25367 White Hall Rd, Royal Oak, MD 21662
  • 7285 Quaker Neck Rd, Bozman, MD 21612
    7285 Quaker Neck Rd, Bozman, MD 21612
    7285 Quaker Neck Rd, Bozman, MD 21612
    /50

    $1,800,000 Sold Jul 25, 2025

    • 2,775 Sq Ft
    • $649/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    7285 Quaker Neck Rd, Bozman, MD 21612

    Welcome to this serene 3BR/2BA/2625 sq ft waterfront home perfectly sited on 4.52 private acres in Bozman, MD. With panoramic views of Broad Creek from nearly every room, this custom-built residence is the perfect blend of rustic charm and modern comfort. The home's chalet-like architecture features vaulted and two-story ceilings, three cozy fireplaces, a generous array of windows and skylights,

    Laura Carney TTR Sotheby's International Realty

    7285 Quaker Neck Rd, Bozman, MD 21612
  • 27447 Rest Cir, Easton, MD 21601
    27447 Rest Cir, Easton, MD 21601
    27447 Rest Cir, Easton, MD 21601
    /48

    $1,385,000 Sold Jul 24, 2025

    • 1,836 Sq Ft
    • $754/SF
    • 134 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1974

    27447 Rest Cir, Easton, MD 21601

    COVENIENTLY LOCATED JUST 3 MILES DISTANCE FROM THE TOWN OF EASTON. THIS COMFORTABLE 3 BEDROOM 3 BATH WATERFRONT HOME IS CONNECTED TO PUBLIC SEWER AND THERE IS SPACE FOR A WATERSIDE POOL.RENOVATED BATHROOMS AND NEW KITCHEN , HUGE WATERSIDE DECK FOR COMFORTABLE OUTDOOR LIVING. THERE IS A ONE CAR GARAGE, A SHED , GRAVEL DRIVE WITH ADDITIONAL PARKING. THE DOCK FEATURES A FLOATING DOCK FOR THE

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    27447 Rest Cir, Easton, MD 21601
  • 27753 Villa Rd, Easton, MD 21601
    27753 Villa Rd, Easton, MD 21601
    27753 Villa Rd, Easton, MD 21601
    /46

    $3,300,000 Sold Jul 18, 2025

    • 4,568 Sq Ft
    • $722/SF
    • 5 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2013

    27753 Villa Rd, Easton, MD 21601

    Stunning Ilex-built modern farmhouse set on over 3 acres along scenic Glebe Creek. This thoughtfully designed home features open-concept living with seamless sight lines from the kitchen through the dining area to the living room, creating an ideal space for everyday living and entertaining. A spacious screened-in porch extends from the main living areas and leads out to a waterside pool with an

    Clifford Meredith Meredith Fine Properties

    27753 Villa Rd, Easton, MD 21601
  • 7705 Quaker Neck Rd, Bozman, MD 21612
    7705 Quaker Neck Rd, Bozman, MD 21612
    7705 Quaker Neck Rd, Bozman, MD 21612
    /67

    $1,850,000 Sold Jul 18, 2025

    • 2,628 Sq Ft
    • $704/SF
    • 89 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1979

    7705 Quaker Neck Rd, Bozman, MD 21612

    This architecturally charming waterfront home sits on 5.6-acres of well-elevated land that offers an exceptional secluded setting and panoramic, wide views of Broad Creek. Located just minutes from Historic St. Michaels, this lovely home was thoughtfully expanded by the Easton architectural firm, Atelier 11 in a way that honors its distinctive New England “Bow House” architectural style while

    Eugene Smith TTR Sotheby's International Realty

    7705 Quaker Neck Rd, Bozman, MD 21612
  • 106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    /31

    $399,000 Sold Jul 18, 2025

    • 1,080 Sq Ft
    • $369/SF
    • 157 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1998

    106C Conner St, Saint Michaels, MD 21663

    Charming move in ready cottage in the center of St. Michaels. Enjoy very low electric bills due to 2 year old solar panels on the roof. This is an exceptional offering with a modern kitchen, equipped with 5-burner gas stove, white upgraded cabinetry and stainless steel appliances. Bright and open living space plus a dining area off the kitchen and an updated bathroom with walk in, custom glass

    Carolina Barksdale Benson & Mangold, LLC

    106C Conner St, Saint Michaels, MD 21663
  • 6824 Hopkins Neck Rd, Easton, MD 21601
    6824 Hopkins Neck Rd, Easton, MD 21601
    6824 Hopkins Neck Rd, Easton, MD 21601
    /46

    $450,000 Sold Jul 14, 2025

    • 1,602 Sq Ft
    • $281/SF
    • 80 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    6824 Hopkins Neck Rd, Easton, MD 21601

    Back on The Market after a Winter Break. New Price. Welcome to 6824 Hopkins Neck Rd. Situated on 1-1/3 acre lot , this property has a lot to offer for your Forever Home or Your Weekend Getaway. 1600+/- sq. ft. of living space on one level offers a great homefor a Family or Retiree. This home has been recently updated with new flooring in most of the rooms as well as an updated Gourmet

    Gary Marquardt Coldwell Banker Realty

    6824 Hopkins Neck Rd, Easton, MD 21601
  • 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

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