2,677

Homes in ZIP Code 21663

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  • 24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    /29

    $359,000

    $16K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft

    24700 Deepwater Unit 23, Saint Michaels, MD 21663

    Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    24700 Deepwater Unit 23, Saint Michaels, MD 21663
  • 111 Mitchell St, Saint Michaels, MD 21663
    111 Mitchell St, Saint Michaels, MD 21663
    111 Mitchell St, Saint Michaels, MD 21663
    /7

    Call for Price

    • 1 - 2 Beds

    111 Mitchell St, Saint Michaels, MD 21663

    Riverwoods at Saint Michaels

    111 Mitchell St, Saint Michaels, MD 21663
  • 24345 Widgeon Place Unit 25, Saint Michaels, MD 21663
    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663
    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663
    /36

    $418,000

    Sold Apr 07, 2026

    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 1,752 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $239/SF
    • 17 Days On Market

    Current Estimated Value $417,943

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

    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663
    • 1026 Riverview Terrace, Saint Michaels, MD 21663
      1026 Riverview Terrace, Saint Michaels, MD 21663
      1026 Riverview Terrace, Saint Michaels, MD 21663
      /79

      Est $1,144,617

      Not Listed For Sale

      1026 Riverview Terrace, Saint Michaels, MD 21663

      • 4 Beds
      • 4 Baths
      • 2,535 Sq Ft
      • Built 1954
      1026 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 123 Days On Market

      Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

  • 803 New Ln, Saint Michaels, MD 21663
    803 New Ln, Saint Michaels, MD 21663
    803 New Ln, Saint Michaels, MD 21663
    /39

    $695,000

    $154K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    803 New Ln, Saint Michaels, MD 21663

    NEW PRICE!! Thoughtfully reimagined from the studs out, this exceptional residence offers the character of an in-town cottage with the quality, comfort, and finishes of a newly constructed home. Every detail has been carefully considered, creating a seamless blend of timeless charm and modern design.A welcoming front porch with a classic porch swing sets the tone before stepping inside to

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    803 New Ln, Saint Michaels, MD 21663
  • 217 Dodson Ave, Saint Michaels, MD 21663
    217 Dodson Ave, Saint Michaels, MD 21663
    217 Dodson Ave, Saint Michaels, MD 21663
    /10

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • House for Rent

    217 Dodson Ave, Saint Michaels, MD 21663

    Embrace the quintessential Saint Michaels lifestyle in this beautifully renovated Classic Tidewater Cottage, ideally positioned in the heart of one of Maryland’s most beloved waterfront towns. Stroll to local restaurants, boutique shops, galleries, marinas, and the scenic harbor, then return home to relax on the porch or gather in the rear garden for effortless outdoor

    Michael Dillon Benson & Mangold, LLC

    217 Dodson Ave, Saint Michaels, MD 21663
  • 109 Bush Terrace, Saint Michaels, MD 21663
    109 Bush Terrace, Saint Michaels, MD 21663
    109 Bush Terrace, Saint Michaels, MD 21663
    /56

    $525,000

    Sold Sep 26, 2025

    109 Bush Terrace, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1998

    Last Sold Summary

    • $284/SF
    • 4 Days On Market

    Current Estimated Value $507,527

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

    109 Bush Terrace, Saint Michaels, MD 21663
    • 10376 Claiborne Rd, Claiborne, MD 21624
      10376 Claiborne Rd, Claiborne, MD 21624
      10376 Claiborne Rd, Claiborne, MD 21624
      /56

      Est $237,690

      Not Listed For Sale

      10376 Claiborne Rd, Claiborne, MD 21624

      • 3 Beds
      • 1 Bath
      • 1,282 Sq Ft
      • Built 1960
      10376 Claiborne Rd, Claiborne, MD 21624

      Last Sold Summary

      • 358 Days On Market

      Last Listing Agent Jana Meredith Meredith Fine Properties

  • 601 Cove Rd, Saint Michaels, MD 21663
    601 Cove Rd, Saint Michaels, MD 21663
    601 Cove Rd, Saint Michaels, MD 21663
    /39

    $3,250,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,289 Sq Ft

    601 Cove Rd, Saint Michaels, MD 21663

    Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .68 acres overlooking the Miles River.This cottage-style home was completely renovated by Focus ConstructionFeaturing exquisite architectural and interior design details throughout and include custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    601 Cove Rd, Saint Michaels, MD 21663
  • 24700 Deepwater Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Unit 1, Saint Michaels, MD 21663
    /24

    $2,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • Townhouse for Rent

    24700 Deepwater Unit 1, Saint Michaels, MD 21663

    GREAT RENTAL OPPORTUNITY !Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24700 Deepwater Unit 1, Saint Michaels, MD 21663
  • 204 Mulberry St, Saint Michaels, MD 21663
    204 Mulberry St, Saint Michaels, MD 21663
    204 Mulberry St, Saint Michaels, MD 21663
    /40

    $1,350,000

    Sold Oct 27, 2025

    204 Mulberry St, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,320 Sq Ft
    • Built 1860

    Last Sold Summary

    • $582/SF
    • 2 Days On Market

    Current Estimated Value $1,319,715

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    204 Mulberry St, Saint Michaels, MD 21663
    • 24629 Beverly Rd, Saint Michaels, MD 21663
      24629 Beverly Rd, Saint Michaels, MD 21663
      24629 Beverly Rd, Saint Michaels, MD 21663
      /93

      Est $6,722,446

      Not Listed For Sale

      24629 Beverly Rd, Saint Michaels, MD 21663

      • 5 Beds
      • 7 Baths
      • 10,309 Sq Ft
      • Built 2002
      24629 Beverly Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 472 Days On Market

      Last Listing Agent Clifford Meredith Meredith Fine Properties

  • 24362 Widgeon Place Unit 5, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 5, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 5, Saint Michaels, MD 21663
    /36

    $368,000

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    24362 Widgeon Place Unit 5, Saint Michaels, MD 21663

    All resonable offers considered! Move in ready! Meticulously maintained 2 bedroom, 2.5 bath townhome offers comfort, privacy, and inviting living spaces throughout. The galley kitchen features a charming breakfast nook and flows into the dining and living area, highlighted by a wood-burning fireplace. Just beyond, a cozy sitting area opens to a brick patio overlooking a lovely backyard bordered

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    24362 Widgeon Place Unit 5, Saint Michaels, MD 21663
  • 101 Mulberry St, Saint Michaels, MD 21663
    101 Mulberry St, Saint Michaels, MD 21663
    101 Mulberry St, Saint Michaels, MD 21663
    /38

    $3,900 Per Month

    • 0.5 Baths
    • 1,500 Sq Ft
    • House for Rent

    101 Mulberry St, Saint Michaels, MD 21663

    Dramatic Price Drop!!! Seller ready to sell this beautifully restored Historic Victorian in the heart of Saint Michaels. This charming home has a strong rental history, last tenant was paying $4,500 a month. From the wide, welcoming front porch to the gated, manicured yard—complete with a hammock ideal for long afternoon naps—every space is designed for comfort and relaxation. A brick walkway

    Jana Meredith Meredith Fine Properties

    101 Mulberry St, Saint Michaels, MD 21663
  • 24965 Back Creek Dr, Saint Michaels, MD 21663
    24965 Back Creek Dr, Saint Michaels, MD 21663
    24965 Back Creek Dr, Saint Michaels, MD 21663
    /64

    $680,000

    Sold Sep 15, 2026

    24965 Back Creek Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,798 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $243/SF
    • 129 Days On Market

    Current Estimated Value $727,600

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    24965 Back Creek Dr, Saint Michaels, MD 21663
    • 23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      /137

      Est $2,900,186

      Not Listed For Sale

      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      • 4 Beds
      • 4.5 Baths
      • 2,649 Sq Ft
      • Built 1965
      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kimberly Kepnes Monument Sotheby's International Realty

  • 204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    /72

    $539,900

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    Just reduced - Priced to sell! The perfect weekend getaway does exist—and it's more attainable than you might think.Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect

    Agent Photo

    Gretchen Wichlinski

    Compass

    204 E Marengo St, Saint Michaels, MD 21663
  • 105 Bush Terrace, Saint Michaels, MD 21663
    105 Bush Terrace, Saint Michaels, MD 21663
    /2

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • House for Rent

    105 Bush Terrace, Saint Michaels, MD 21663

    Suzanne Silverstein Benson & Mangold, LLC

    105 Bush Terrace, Saint Michaels, MD 21663
  • 24420 Mallard Place, Saint Michaels, MD 21663
    24420 Mallard Place, Saint Michaels, MD 21663
    24420 Mallard Place, Saint Michaels, MD 21663
    /33

    $787,500

    Sold Jan 15, 2026

    24420 Mallard Place, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,493 Sq Ft
    • Built 1988

    Last Sold Summary

    • $316/SF
    • 97 Days On Market

    Current Estimated Value $787,887

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    24420 Mallard Place, Saint Michaels, MD 21663
    • 312 N Talbot St, Saint Michaels, MD 21663
      312 N Talbot St, Saint Michaels, MD 21663
      312 N Talbot St, Saint Michaels, MD 21663
      /42

      Est $532,121

      Not Listed For Sale

      312 N Talbot St, Saint Michaels, MD 21663

      • 4 Beds
      • 3 Baths
      • 2,080 Sq Ft
      • Built 2022
      312 N Talbot St, Saint Michaels, MD 21663

      Last Sold Summary

      • 527 Days On Market

      Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

  • 9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
    /20

    $339,900

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663

    Located in the desirable Martingham community, this two-bedroom, two-and-a-half-bath condominium offers comfortable living just minutes from historic downtown St. Michaels. The main level features a spacious living room with hardwood flooring and a wood-burning fireplace, a convenient half bath, and a full-season sunroom overlooking the backyard with direct access to the outdoor space. A detached

    Chuck Mangold Benson & Mangold, LLC

    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
  • 103 Douglas Ln, Saint Michaels, MD 21663
    103 Douglas Ln, Saint Michaels, MD 21663
    103 Douglas Ln, Saint Michaels, MD 21663
    /6

    $2,400 Per Month

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • House for Rent

    103 Douglas Ln, Saint Michaels, MD 21663

    St. Michaels Cape. First floor offers living room with fireplace, dining area/kitchen combo, 2 bedrooms and bath. 2nd floor features 2 bedrooms and bath. Rear deck overlooking private backyard. Storage shed. Walking distance to downtown amenities, shopping and restaurants. Rented unfurnished. No pets. Non-smokers. Credit check and references required. One year + lease. Immediate occupancy.

    Judy Moore Benson & Mangold, LLC

    103 Douglas Ln, Saint Michaels, MD 21663
  • 7312 Solitude Rd, Saint Michaels, MD 21663
    7312 Solitude Rd, Saint Michaels, MD 21663
    7312 Solitude Rd, Saint Michaels, MD 21663
    /43

    $1,800,000

    Sold Oct 09, 2025

    7312 Solitude Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 3 Baths
    • 3,308 Sq Ft
    • Built 1920

    Last Sold Summary

    • $544/SF
    • 1 Day On Market

    Current Estimated Value $1,821,739

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    7312 Solitude Rd, Saint Michaels, MD 21663
    • 202 Mulberry St, Saint Michaels, MD 21663
      202 Mulberry St, Saint Michaels, MD 21663
      202 Mulberry St, Saint Michaels, MD 21663
      /51

      Est $1,162,303

      Not Listed For Sale

      202 Mulberry St, Saint Michaels, MD 21663

      • 4 Beds
      • 3 Baths
      • 2,703 Sq Ft
      • Built 1890
      202 Mulberry St, Saint Michaels, MD 21663

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Monica Penwell TTR Sotheby's International Realty

  • 109 W Marengo St, Saint Michaels, MD 21663
    109 W Marengo St, Saint Michaels, MD 21663
    109 W Marengo St, Saint Michaels, MD 21663
    /32

    $995,000

    $54K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft

    109 W Marengo St, Saint Michaels, MD 21663

    This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area

    Chuck Mangold Benson & Mangold, LLC

    109 W Marengo St, Saint Michaels, MD 21663
  • 24345 Widgeon Place Unit 29, Saint Michaels, MD 21663
    24345 Widgeon Place Unit 29, Saint Michaels, MD 21663
    24345 Widgeon Place Unit 29, Saint Michaels, MD 21663
    /38

    $2,200 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    24345 Widgeon Place Unit 29, Saint Michaels, MD 21663

    Golf Course Town House in beautiful St. Michaels. Enjoy watching golfers just out your back slider. Renovated unit 2 bedroom, 2.5 bath unit, gas fireplace, balcony, and 1-car garage. Located in the beautiful Martingham Circle, with community pool, golf, tennis, restaurants, and a beautiful waterfront community.

    Jana Meredith Meredith Fine Properties

    24345 Widgeon Place Unit 29, Saint Michaels, MD 21663
  • 24318 Oakwood Park Rd, Saint Michaels, MD 21663
    24318 Oakwood Park Rd, Saint Michaels, MD 21663
    24318 Oakwood Park Rd, Saint Michaels, MD 21663
    /44

    $1,130,000

    Sold Feb 06, 2026

    24318 Oakwood Park Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,085 Sq Ft
    • Built 1968

    Last Sold Summary

    • $542/SF
    • 73 Days On Market

    Current Estimated Value $1,129,761

    Last Listing Agent Kathleen Eder Compass

    24318 Oakwood Park Rd, Saint Michaels, MD 21663
    • 112 Conner St, St. Michaels, MD 21663
      112 Conner St, St. Michaels, MD 21663
      112 Conner St, St. Michaels, MD 21663
      /24

      Est $488,549

      Not Listed For Sale

      112 Conner St, St. Michaels, MD 21663

      • 4 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1997
      112 Conner St, St. Michaels, MD 21663

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • 24678 New Post Rd, Saint Michaels, MD 21663
    24678 New Post Rd, Saint Michaels, MD 21663
    24678 New Post Rd, Saint Michaels, MD 21663
    /41

    $3,495,000

    $300K PRICE DROP Pending
    • 4 Beds
    • 5 Baths
    • 6,404 Sq Ft

    24678 New Post Rd, Saint Michaels, MD 21663

    Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the Miles River at the confluence of Eastern Bay, this stunning, classic eastern shore brick colonial has everything the most decerning buyer needs. This Daffin custom-built home features a generous, main-level primary suite featuring

    Chuck Mangold Benson & Mangold, LLC

    24678 New Post Rd, Saint Michaels, MD 21663
  • 205 Railroad Ave Unit A, Saint Michaels, MD 21663
    205 Railroad Ave Unit A, Saint Michaels, MD 21663
    205 Railroad Ave Unit A, Saint Michaels, MD 21663
    /10

    $1,899 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    205 Railroad Ave Unit A, Saint Michaels, MD 21663

    For rent is the upper floor apartment in a 2-apartment building in the Historic District of St. Michaels. Apartment is bright with high ceilings, wood flooring, 2 bedrooms, 1 bath, spacious modern kitchen and an attractive upper deck oriented to the back yard. Off street parking. Pets are strictly case by case. 12 months lease. Good credit and references required.

    Carolina Barksdale Benson & Mangold, LLC

    205 Railroad Ave Unit A, Saint Michaels, MD 21663
  • 106 E Chestnut St, Saint Michaels, MD 21663
    106 E Chestnut St, Saint Michaels, MD 21663
    106 E Chestnut St, Saint Michaels, MD 21663
    /39

    $1,225,000

    Sold Jun 05, 2026

    106 E Chestnut St, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 2,282 Sq Ft
    • Built 1830

    Last Sold Summary

    • 8% Below List Price
    • $537/SF
    • 49 Days On Market

    Current Estimated Value $1,234,934

    Last Listing Agent Justin Pokrywka Taylor Properties

    106 E Chestnut St, Saint Michaels, MD 21663
    • 107 Carpenter St, Saint Michaels, MD 21663
      107 Carpenter St, Saint Michaels, MD 21663
      107 Carpenter St, Saint Michaels, MD 21663
      /30

      Est $744,615

      Not Listed For Sale

      107 Carpenter St, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 1,228 Sq Ft
      • Built 1900
      107 Carpenter St, Saint Michaels, MD 21663

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • 1211 Washington Dr, Saint Michaels, MD 21663
    1211 Washington Dr, Saint Michaels, MD 21663
    1211 Washington Dr, Saint Michaels, MD 21663
    /14

    $499,000

    $26K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1211 Washington Dr, Saint Michaels, MD 21663

    Desirable Rio Vista Duplex – Live in One Unit and Rent the Other! Rare opportunity to own a duplex in the sought-after Rio Vista community. Move into one unit and generate rental income from the other to help offset your mortgage payments. Properties like this seldom come on the market. Located in a water-access community, residents may enjoy dock access upon approval of the owner's application

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1211 Washington Dr, Saint Michaels, MD 21663
  • 215 E Chew Ave, Saint Michaels, MD 21663
    215 E Chew Ave, Saint Michaels, MD 21663
    215 E Chew Ave, Saint Michaels, MD 21663
    /41

    $4,900 Per Month

    • 4 Beds
    • 3 Baths
    • 2,304 Sq Ft
    • House for Rent

    215 E Chew Ave, Saint Michaels, MD 21663

    Custom-built in 2019, this home masterfully blends the charm of a historic replica with today’s modern conveniences. Ideally located just a short walk from shops, restaurants, the historic St. Michaels Harbor, and the Chesapeake Bay Maritime Museum, it offers the perfect balance of comfort and lifestyle.Inside, the home features an inviting open-concept living, family, and dining area

    Jana Meredith Meredith Fine Properties

    215 E Chew Ave, Saint Michaels, MD 21663
  • 934 Calvert Ave, Saint Michaels, MD 21663
    934 Calvert Ave, Saint Michaels, MD 21663
    /2

    $499,000

    Sold Jul 20, 2026

    934 Calvert Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • Built 2001

    Last Sold Summary

    • $317/SF
    • 14 Days On Market

    Current Estimated Value $496,104

    Last Listing Agent Will Stone Benson & Mangold, LLC

    934 Calvert Ave, Saint Michaels, MD 21663
    • 107 Chesapeake Ave, Saint Michaels, MD 21663
      107 Chesapeake Ave, Saint Michaels, MD 21663
      107 Chesapeake Ave, Saint Michaels, MD 21663
      /56

      Est $686,136

      Not Listed For Sale

      107 Chesapeake Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,026 Sq Ft
      • Built 2022
      107 Chesapeake Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Jennifer Pogoda Redfin Corp

  • 1215 Washington Dr, Saint Michaels, MD 21663
    1215 Washington Dr, Saint Michaels, MD 21663
    1215 Washington Dr, Saint Michaels, MD 21663
    /30

    $499,000

    $26K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1215 Washington Dr, Saint Michaels, MD 21663

    RDesirable Rio Vista Duplex – Live in One Unit and Let Rental Income Help Pay Your Mortgage! Opportunities to own one of these sought-after duplexes are rare. Located in the desirable Rio Vista water-access community, this property offers potential dock access (subject to owner approval, application, and applicable fees). The building features two mirror-image units, each offering: A kitchen with

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1215 Washington Dr, Saint Michaels, MD 21663
  • 113 Fremont St, Saint Michaels, MD 21663
    113 Fremont St, Saint Michaels, MD 21663
    /2

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    113 Fremont St, Saint Michaels, MD 21663

    Enjoy the charm of St. Michaels from this inviting 2-bedroom, 1-bath apartment located at 113 Fremont Street. Situated within walking distance of downtown, this convenient location makes it easy to enjoy the restaurants, boutique shops, galleries, waterfront attractions, and historic streets that make St. Michaels one of the Eastern Shore’s most desirable destinations. Stroll into town for

    Jarnell Foster Samson Properties

    113 Fremont St, Saint Michaels, MD 21663
  • 938 Marea Terrace, Saint Michaels, MD 21663
    938 Marea Terrace, Saint Michaels, MD 21663
    /2

    $2,000,000

    Sold Jun 18, 2026

    938 Marea Terrace, Saint Michaels, MD 21663

    • 4 Beds
    • 5.5 Baths
    • 3,000 Sq Ft
    • Built 2020

    Last Sold Summary

    • 16% Below List Price
    • $667/SF
    • 83 Days On Market

    Current Estimated Value $2,124,614

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    938 Marea Terrace, Saint Michaels, MD 21663
    • 8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
      8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
      8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
      /71

      Est $4,102,806

      Not Listed For Sale

      8941 Bozman Neavitt Rd, Saint Michaels, MD 21663

      • 4 Beds
      • 4.5 Baths
      • 4,459 Sq Ft
      • Built 2001
      8941 Bozman Neavitt Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

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