2,809

Homes in ZIP Code 21663

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  • 24822 Swan Rd, Saint Michaels, MD 21663
    24822 Swan Rd, Saint Michaels, MD 21663
    24822 Swan Rd, Saint Michaels, MD 21663
    /37

    $785,000 Sold Apr 30, 2026

    24822 Swan Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,439 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $322/SF
    • 9 Days On Market

    Current Estimated Value $827,588

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    24822 Swan Rd, Saint Michaels, MD 21663
    • 9792 Martingham Cir Unit 8, Saint Michaels, MD 21663
      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663
      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663
      /51

      Est $904,047 Not Listed For Sale

      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 2,135 Sq Ft
      • Built 1990
      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663

      Last Sold Summary

      • 10% Above List Price
      • $386/SF
      • 22 Days On Market
      • Last Sold Price $825,000
      • Oct 04, 2023

      Last Listing Agent Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

  • Lot 16A Meadow St, Saint Michaels, MD 21163
    Lot 16A Meadow St, Saint Michaels, MD 21163
    Lot 16A Meadow St, Saint Michaels, MD 21163
    /25

    $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 statement.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
  • 231 Madison Ave, Saint Michaels, MD 21663
    231 Madison Ave, Saint Michaels, MD 21663
    231 Madison Ave, Saint Michaels, MD 21663
    /47

    $619,000 Sold Oct 20, 2025

    231 Madison Ave, Saint Michaels, MD 21663

    • 2 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 1972

    Last Sold Summary

    • $364/SF
    • 18 Days On Market

    Current Estimated Value $609,855

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    231 Madison Ave, Saint Michaels, MD 21663
    • 24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
      /35

      Est $424,002 Not Listed For Sale

      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 1,752 Sq Ft
      • Built 1986
      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663

      Last Sold Summary

      • 3% Below List Price
      • $248/SF
      • 178 Days On Market
      • Last Sold Price $435,000
      • May 10, 2024

      Last Listing Agent Skipper Marquess Coldwell Banker (NRT-Southeast-MidAtlantic)

  • 203 E Chew Ave, Saint Michaels, MD 21663
    203 E Chew Ave, Saint Michaels, MD 21663
    203 E Chew Ave, Saint Michaels, MD 21663
    /93

    $2,538,000

    • 5 Beds
    • 5.5 Baths
    • 4,673 Sq Ft

    203 E Chew Ave, Saint Michaels, MD 21663

    Welcome to 203 E Chew Avenue, a residence of exceptional craftsmanship and refined luxury, originally constructed in 2008 and thoughtfully reimagined through comprehensive renovations completed in 2023 and 2024. Encompassing more than 4,700 +/- square feet of finished living space, with 5 bedrooms, this home offers an elevated blend of sophistication, comfort, and timeless Eastern Shore charm—

    Richard Minchik Benson & Mangold, LLC

    203 E Chew Ave, Saint Michaels, MD 21663
  • 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

    24989 Back Creek Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 3,098 Sq Ft
    • Built 2006

    Last Sold Summary

    • $257/SF
    • 0 Days On Market

    Current Estimated Value $764,255

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    24989 Back Creek Dr, Saint Michaels, MD 21663
    • 24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
      /75

      Est $353,691 Not Listed For Sale

      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1986
      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663

      Last Sold Summary

      • 9% Below List Price
      • $217/SF
      • 78 Days On Market
      • Last Sold Price $390,000
      • Aug 15, 2024

      Last Listing Agent David Boutin RE/MAX

  • 9791 Pintail Place, Saint Michaels, MD 21663
    9791 Pintail Place, Saint Michaels, MD 21663
    9791 Pintail Place, Saint Michaels, MD 21663
    /80

    $3,475,000 Under Contract

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

    9791 Pintail Place, Saint Michaels, MD 21663

    Welcome to Rivermark - a true waterfront retreat in St. Michaels on the Eastern Shore. This custom-built home is an artistic masterpiece with five octagonal interconnected wings, creating distinct yet flowing spaces and breathtaking panoramic views of Porters Creek, Miles River, Wye River and the Eastern Bay from every room.With architecture inspired by the French West Indies, this home

    Kathleen Eder Compass

    9791 Pintail Place, Saint Michaels, MD 21663
  • 9792 Martingham Cir, Saint Michaels, MD 21663
    9792 Martingham Cir, Saint Michaels, MD 21663
    9792 Martingham Cir, Saint Michaels, MD 21663
    /39

    $965,000 Sold Jan 30, 2026

    9792 Martingham Cir, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $452/SF
    • 12 Days On Market

    Current Estimated Value $984,614

    Last Listing Agent Keith Hensley Meredith Fine Properties

    9792 Martingham Cir, Saint Michaels, MD 21663
    • 526 Tenant Cir, Saint Michaels, MD 21663
      526 Tenant Cir, Saint Michaels, MD 21663
      526 Tenant Cir, Saint Michaels, MD 21663
      /22

      Est $491,212 Not Listed For Sale

      526 Tenant Cir, Saint Michaels, MD 21663

      • 3 Beds
      • 1 Bath
      • 1,216 Sq Ft
      • Built 1956
      526 Tenant Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 16% Above List Price
      • $350/SF
      • 8 Days On Market
      • Last Sold Price $425,000
      • Jun 05, 2024

      Last Listing Agent Cornelia Heckenbach Long & Foster

  • 912 Calvert Ave, Saint Michaels, MD 21663
    912 Calvert Ave, Saint Michaels, MD 21663
    912 Calvert Ave, Saint Michaels, MD 21663
    /11

    $219,000

    • Land
    • 10,890 Sq Ft
    • $876,000 per Acre

    912 Calvert Ave, Saint Michaels, MD 21663

    One of the few remaining building lots in the St. Michaels area. This is a prime building lot, 75' x 150', ready for someone to design and construct a new home. Public water/sewer and high-speed internet available for hookup. Calvert Avenue is a convenient address, near schools, banks, grocery stores, boat ramps and St. Michaels' many fine shops, museums and restaurants. A public waterfront park

    Tom Crouch Benson & Mangold, LLC

    912 Calvert Ave, Saint Michaels, MD 21663
  • 9235 Martingham Dr, Saint Michaels, MD 21663
    9235 Martingham Dr, Saint Michaels, MD 21663
    9235 Martingham Dr, Saint Michaels, MD 21663
    /30

    $699,000 Sold Nov 13, 2025

    9235 Martingham Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • Built 1995

    Last Sold Summary

    • $264/SF
    • 6 Days On Market

    Current Estimated Value $693,493

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    9235 Martingham Dr, Saint Michaels, MD 21663
    • 24640 Yacht Club Rd, Saint Michaels, MD 21663
      24640 Yacht Club Rd, Saint Michaels, MD 21663
      24640 Yacht Club Rd, Saint Michaels, MD 21663
      /94

      Est $2,357,112 Not Listed For Sale

      24640 Yacht Club Rd, Saint Michaels, MD 21663

      • 10 Beds
      • 9.5 Baths
      • 6,433 Sq Ft
      • Built 1910
      24640 Yacht Club Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 16% Below List Price
      • $435/SF
      • 31 Days On Market
      • Last Sold Price $2,800,000
      • Sep 13, 2024

      Last Listing Agent Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

  • 222 E Chestnut St, Saint Michaels, MD 21663
    222 E Chestnut St, Saint Michaels, MD 21663
    222 E Chestnut St, Saint Michaels, MD 21663
    /59

    $1,885,000

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft

    222 E Chestnut St, Saint Michaels, MD 21663

    Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this 2,284 square foot colonial captivates as serene dockside stillness gives way to elevated coastal personality. Whether welcoming guests from its end-of-lane circular drive or stepping ashore from one of your four boat slips, your restful retreat pampers with beautifully renovated interiors by local shop, Come

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    222 E Chestnut St, Saint Michaels, MD 21663
  • 24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    /41

    $330,000 Sold Mar 17, 2026

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1986

    Last Sold Summary

    • $183/SF
    • 136 Days On Market

    Current Estimated Value $344,814

    Last Listing Agent Amy Berry Meredith Fine Properties

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    • 506 Railroad Ave, Saint Michaels, MD 21663
      506 Railroad Ave, Saint Michaels, MD 21663
      506 Railroad Ave, Saint Michaels, MD 21663
      /44

      Est $432,544 Not Listed For Sale

      506 Railroad Ave, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1972
      506 Railroad Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 4% Below List Price
      • $468/SF
      • 34 Days On Market
      • Last Sold Price $449,000
      • Aug 29, 2023

      Last Listing Agent Monica Penwell TTR Sotheby's International Realty

  • 807 Radcliff Ave, Saint Michaels, MD 21663
    807 Radcliff Ave, Saint Michaels, MD 21663
    807 Radcliff Ave, Saint Michaels, MD 21663
    /49

    $859,900

    • 3 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    807 Radcliff Ave, Saint Michaels, MD 21663

    This BRAND NEW Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze accessories, artisan wood range

    Adam Ellison Long & Foster Real Estate, Inc.

    807 Radcliff Ave, Saint Michaels, MD 21663
  • 100 Grace St, St. Michaels, MD 21663
    100 Grace St, St. Michaels, MD 21663
    100 Grace St, St. Michaels, MD 21663
    /46

    $1,000,000 Sold Feb 13, 2026

    100 Grace St, St. Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,445 Sq Ft
    • Built 1890

    Last Sold Summary

    • $692/SF
    • 28 Days On Market

    Current Estimated Value $1,008,064

    Last Listing Agent Debra Crouch Benson & Mangold, LLC

    100 Grace St, St. Michaels, MD 21663
    • 705 Riverview Terrace, Saint Michaels, MD 21663
      705 Riverview Terrace, Saint Michaels, MD 21663
      705 Riverview Terrace, Saint Michaels, MD 21663
      /72

      Est $2,748,128 Not Listed For Sale

      705 Riverview Terrace, Saint Michaels, MD 21663

      • 4 Beds
      • 4 Baths
      • 4,000 Sq Ft
      • Built 1960
      705 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 7% Below List Price
      • $742/SF
      • 12 Days On Market
      • Last Sold Price $2,970,000
      • Apr 12, 2024

      Last Listing Agent Barbara Watkins Benson & Mangold, LLC

  • 24912 Back Creek Dr, Saint Michaels, MD 21663
    24912 Back Creek Dr, Saint Michaels, MD 21663
    24912 Back Creek Dr, Saint Michaels, MD 21663
    /66

    $795,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    24912 Back Creek Dr, Saint Michaels, MD 21663

    Back Creek Landing home for sale in St. Michaels, MD — located in one of the town’s most desirable neighborhoods, known for its peaceful setting, friendly community, and proximity to downtown St. Michaels. This home is just minutes away by bike or golf cart, offering easy access to shops, restaurants, the harbor, and waterfront activities while still feeling private and serene. This beautifully

    Kathleen Coale Benson & Mangold, LLC

    24912 Back Creek Dr, Saint Michaels, MD 21663
  • 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

    106C Conner St, Saint Michaels, MD 21663

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1998

    Last Sold Summary

    • $369/SF
    • 157 Days On Market

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    106C Conner St, Saint Michaels, MD 21663
    • 7920 Church Neck Rd, Saint Michaels, MD 21663
      7920 Church Neck Rd, Saint Michaels, MD 21663
      7920 Church Neck Rd, Saint Michaels, MD 21663
      /49

      Est $2,527,711 Not Listed For Sale

      7920 Church Neck Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 3.5 Baths
      • 4,825 Sq Ft
      • Built 1997
      7920 Church Neck Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 1% Below List Price
      • $528/SF
      • Last Sold Price $2,550,000
      • Jun 03, 2024

      Last Listing Agent datacorrect BrightMLS Non Subscribing Office

  • 7149 Drum Point Rd, Saint Michaels, MD 21663
    7149 Drum Point Rd, Saint Michaels, MD 21663
    7149 Drum Point Rd, Saint Michaels, MD 21663
    /73

    $2,249,000

    • 3 Beds
    • 3 Baths
    • 3,017 Sq Ft

    7149 Drum Point Rd, Saint Michaels, MD 21663

    ST MICHAELS TUCKED AWAY ON DESIRABLE DRUM POINT NEIGHBORHOOD, MINUTES FROM THE BUZZLING TOWN OF ST MICHAELS AND ITS MANY RESTAURANTS, SHOPS , CAFES, THE MOTOR MUSEUM AND THE CHESAPEAKE BAY MARITIME MUSEUM. WHERE EVER YOU TURN YOU SEE WATER. FEEL THE BREEZES , LOUNGE BY THE POOL OR NAP IN YOUR HAMMOCK UNDER THE SHADY TREES BY THE SHORELINE. THIS THREE BEDROOM SOLID BRICK HOME WITH OPEN FLOORPLAN ,

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7149 Drum Point Rd, Saint Michaels, MD 21663
  • 204 W Chew Ave, Saint Michaels, MD 21663
    204 W Chew Ave, Saint Michaels, MD 21663
    204 W Chew Ave, Saint Michaels, MD 21663
    /76

    $660,000 Sold Sep 16, 2025

    204 W Chew Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1890

    Last Sold Summary

    • $440/SF
    • 4 Days On Market

    Current Estimated Value $654,564

    Last Listing Agent Ani Gonzalez-Brunet Coldwell Banker Realty

    204 W Chew Ave, Saint Michaels, MD 21663
    • 7135 Solitude Rd, Saint Michaels, MD 21663
      7135 Solitude Rd, Saint Michaels, MD 21663
      7135 Solitude Rd, Saint Michaels, MD 21663
      /79

      Est $2,057,285 Not Listed For Sale

      7135 Solitude Rd, Saint Michaels, MD 21663

      • 4 Beds
      • 4.5 Baths
      • 3,200 Sq Ft
      • Built 1969
      7135 Solitude Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 4% Below List Price
      • $672/SF
      • 33 Days On Market
      • Last Sold Price $2,150,000
      • Jun 30, 2023

      Last Listing Agent Eugene Smith TTR Sotheby's International Realty

  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /27

    $295,000

    • Land
    • 23,958 Sq Ft
    • $536,364 per Acre

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot,

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 602 S Talbot St, Saint Michaels, MD 21663
    602 S Talbot St, Saint Michaels, MD 21663
    602 S Talbot St, Saint Michaels, MD 21663
    /46

    $740,000 Sold Oct 02, 2025

    602 S Talbot St, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,433 Sq Ft
    • Built 1890

    Last Sold Summary

    • 33% Below List Price
    • $304/SF
    • 844 Days On Market

    Current Estimated Value $753,546

    Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

    602 S Talbot St, Saint Michaels, MD 21663
    • 24519 New Post Rd, Saint Michaels, MD 21663
      24519 New Post Rd, Saint Michaels, MD 21663
      24519 New Post Rd, Saint Michaels, MD 21663
      /3

      Est $2,076,007 Not Listed For Sale

      24519 New Post Rd, Saint Michaels, MD 21663

      • 4 Beds
      • 3.5 Baths
      • 2,881 Sq Ft
      • Built 2001
      24519 New Post Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 1% Below List Price
      • $729/SF
      • 0 Days On Market
      • Last Sold Price $2,100,000
      • Dec 04, 2023

      Last Listing Agent Amy Berry Meredith Fine Properties

  • 9206 Martingham Dr, Saint Michaels, MD 21663
    9206 Martingham Dr, Saint Michaels, MD 21663
    9206 Martingham Dr, Saint Michaels, MD 21663
    /81

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 2,841 Sq Ft

    9206 Martingham Dr, Saint Michaels, MD 21663

    Improved pricing on this beautiful four-bedroom contemporary home, now offered at $725,000. Privately situated on a on a one + acre lot overlooking the 12th fairway of the Links at Perry Cabin golf course, this light-filled interior residence features a vaulted living room with fireplace, and wood-burning insert for added warmth and comfort, spacious family room and dining room, and a bright

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    9206 Martingham Dr, Saint Michaels, MD 21663
  • 103 Mulberry St, Saint Michaels, MD 21663
    103 Mulberry St, Saint Michaels, MD 21663
    103 Mulberry St, Saint Michaels, MD 21663
    /69

    $800,000 Sold Aug 15, 2025

    103 Mulberry St, Saint Michaels, MD 21663

    • 4 Beds
    • 1.5 Baths
    • 1,596 Sq Ft
    • Built 1860

    Last Sold Summary

    • $501/SF
    • 149 Days On Market

    Current Estimated Value $768,608

    Last Listing Agent Tom Crouch Benson & Mangold, LLC

    103 Mulberry St, Saint Michaels, MD 21663
    • 8726 Mount Pleasant Ct, Saint Michaels, MD 21663
      8726 Mount Pleasant Ct, Saint Michaels, MD 21663
      8726 Mount Pleasant Ct, Saint Michaels, MD 21663
      /32

      Est $1,666,085 Not Listed For Sale

      8726 Mount Pleasant Ct, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 2,152 Sq Ft
      • Built 1976
      8726 Mount Pleasant Ct, Saint Michaels, MD 21663

      Last Sold Summary

      • 17% Above List Price
      • $662/SF
      • 0 Days On Market
      • Last Sold Price $1,425,000
      • May 16, 2023

      Last Listing Agent Angela Simonelli Compass

  • 9359 Martingham Cir, Saint Michaels, MD 21663
    9359 Martingham Cir, Saint Michaels, MD 21663
    9359 Martingham Cir, Saint Michaels, MD 21663
    /72

    $795,000

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft

    9359 Martingham Cir, Saint Michaels, MD 21663

    FABULOUS ONE STORY LIVING WITH PRIVATE BACKYARD WITH VIEW OF THE POND OF THE 4TH GREEN OF THE LINK AT PERRY CABIN . JUST MINUTES FROM HISTORIC ST MICHAELS CENTER THE COMMUNITY IS A FAVORITE WITH ITS BEAUTIFUL WATERSIDE PARK FOR RESIDENTS ONLY OVERLOOKING THE MILES RIVER.THE HOME IS IN IMMACULATE RENOVATED CONDITION, BATHROOMS , KITCHEN, PAINT , THE ROOF WAS REPLACED IN SEPTEMBER 2025; 30 YEAR

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9359 Martingham Cir, Saint Michaels, MD 21663
  • 320 Perry Cabin Dr, Saint Michaels, MD 21663
    320 Perry Cabin Dr, Saint Michaels, MD 21663
    320 Perry Cabin Dr, Saint Michaels, MD 21663
    /16

    $1,000,000 Sold Oct 08, 2025

    320 Perry Cabin Dr, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1988

    Last Sold Summary

    • $642/SF
    • 1 Day On Market

    Current Estimated Value $1,132,602

    Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    320 Perry Cabin Dr, Saint Michaels, MD 21663
    • 402 Railroad Ave, Saint Michaels, MD 21663
      402 Railroad Ave, Saint Michaels, MD 21663
      402 Railroad Ave, Saint Michaels, MD 21663
      /50

      Est $854,539 Not Listed For Sale

      402 Railroad Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1900
      402 Railroad Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $357/SF
      • Last Sold Price $875,000
      • Mar 28, 2025

      Last Listing Agent Cornelia Heckenbach Long & Foster

  • 23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    /68

    $3,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    23961 Lynnewood Dr, Saint Michaels, MD 21663

    Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining

    Barbara Watkins Benson & Mangold, LLC

    23961 Lynnewood Dr, Saint Michaels, MD 21663
  • 207 Seymour Ave, Saint Michaels, MD 21663
    207 Seymour Ave, Saint Michaels, MD 21663
    207 Seymour Ave, Saint Michaels, MD 21663
    /38

    $800,000 Sold Nov 17, 2025

    207 Seymour Ave, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 1,983 Sq Ft
    • Built 1949

    Last Sold Summary

    • $403/SF
    • 17 Days On Market

    Current Estimated Value $787,092

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    207 Seymour Ave, Saint Michaels, MD 21663
    • 1015 Riverview Terrace, Saint Michaels, MD 21663
      1015 Riverview Terrace, Saint Michaels, MD 21663
      1015 Riverview Terrace, Saint Michaels, MD 21663
      /43

      Est $1,837,392 Not Listed For Sale

      1015 Riverview Terrace, Saint Michaels, MD 21663

      • 5 Beds
      • 4 Baths
      • 3,301 Sq Ft
      • Built 1958
      1015 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $568/SF
      • 24 Days On Market
      • Last Sold Price $1,875,000
      • Nov 13, 2024

      Last Listing Agent Laura Carney TTR Sotheby's International Realty

  • 23857 Ebb Point Rd, Bozman, MD 21612
    23857 Ebb Point Rd, Bozman, MD 21612
    23857 Ebb Point Rd, Bozman, MD 21612
    /88

    $1,895,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    23857 Ebb Point Rd, Bozman, MD 21612

    *Furniture and decor included in sale*Experience elevated coastal living in this impeccably renovated 2,250 sq ft post-and-beam home, reimagined as a coastal modern contemporary masterpiece by interior designer Hollace Kutay. Known as Oyster Cove for its picturesque 2.5 acre location on Broad Creek, this home is perfectly situated for boaters and kayakers seeking both adventure and

    Tiffany Cloud Meredith Fine Properties

    23857 Ebb Point Rd, Bozman, MD 21612
  • 24312 Oakwood Park Rd, Saint Michaels, MD 21663
    24312 Oakwood Park Rd, Saint Michaels, MD 21663
    24312 Oakwood Park Rd, Saint Michaels, MD 21663
    /54

    $825,000 Sold Oct 28, 2025

    24312 Oakwood Park Rd, Saint Michaels, MD 21663

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • Built 1952

    Last Sold Summary

    • $987/SF
    • 25 Days On Market

    Current Estimated Value $810,365

    Last Listing Agent Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24312 Oakwood Park Rd, Saint Michaels, MD 21663

Showing Results 81 - 120, Page 3 of 18

Maryland Talbot County Saint Michaels 21663

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