2,844

Saint Michaels, MD Homes

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  • 602 Landing Rd, Saint Michaels, MD 21663
    602 Landing Rd, Saint Michaels, MD 21663
    602 Landing Rd, Saint Michaels, MD 21663
    /57

    $1,725,000

    • 3 Beds
    • 2.5 Baths
    • 3,078 Sq Ft

    602 Landing Rd, Saint Michaels, MD 21663

    Welcome to waterfront living in the heart of St. Michaels. This fully renovated 3-bedroom plus office, 2.5-bath home offers a thoughtful blend of modern updates and coastal charm, all set against expansive views of the Miles River. The first-floor primary suite is a true retreat, featuring a custom California Closet system and a beautifully updated bath with a walk-in shower, freestanding tub,

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (866) 970-6336

    602 Landing Rd, 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

    (667) 226-9229

    111 Mitchell St, Saint Michaels, MD 21663
  • 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

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

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1978

    Last Sold Summary

    • $301/SF
    • 14 Days On Market

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    • 919 Riverview Terrace, Saint Michaels, MD 21663
      919 Riverview Terrace, Saint Michaels, MD 21663
      919 Riverview Terrace, Saint Michaels, MD 21663
      /40

      Est $780,044 Not Listed For Sale

      919 Riverview Terrace, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,948 Sq Ft
      • Built 2005
      919 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 6% Above List Price
      • $251/SF
      • 8 Days On Market
      • Last Sold Price $739,000
      • May 02, 2025

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

  • 216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    /144

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft

    216 E Chew Ave, Saint Michaels, MD 21663

    Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a

    Agent Photo

    Christopher Clinton

    Coldwell Banker Chesapeake Real Estate Company

    (855) 940-3395

    216 E Chew Ave, Saint Michaels, MD 21663
  • 100 Mulberry St, Saint Michaels, MD 21663
    100 Mulberry St, Saint Michaels, MD 21663
    100 Mulberry St, Saint Michaels, MD 21663
    /3

    $2,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,390 Sq Ft
    • Condo for Rent

    100 Mulberry St, Saint Michaels, MD 21663

    Welcome to your future home in beautiful Saint Michaels, MD! This charming property is perfect for those looking to enjoy the peaceful atmosphere of this picturesque district while being conveniently close to several great restaurants. Key property features include comfortable living spaces that are well-suited for various lifestyles. The central heating and cooling system ensures a

    (443) 258-5358

    100 Mulberry St, 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

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

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Built 1996

    Last Sold Summary

    • $267/SF
    • 9 Days On Market

    Last Listing Agent Eugene Smith TTR Sotheby's International Realty

    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    • 113 W Chestnut St, Saint Michaels, MD 21663
      113 W Chestnut St, Saint Michaels, MD 21663
      113 W Chestnut St, Saint Michaels, MD 21663
      /75

      Est $1,084,910 Not Listed For Sale

      113 W Chestnut St, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,548 Sq Ft
      • Built 1817
      113 W Chestnut St, Saint Michaels, MD 21663

      Last Sold Summary

      • 1% Below List Price
      • $432/SF
      • 4 Days On Market
      • Last Sold Price $1,100,000
      • Apr 24, 2025

      Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

  • 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 nearly

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (855) 789-7380

    601 Cove Rd, Saint Michaels, MD 21663
  • 921 C S Talbot St Unit C, Saint Michaels, MD 21663
    921 C S Talbot St Unit C, Saint Michaels, MD 21663
    921 C S Talbot St Unit C, Saint Michaels, MD 21663
    /28

    $2,650 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • House for Rent

    921 C S Talbot St Unit C, Saint Michaels, MD 21663

    Great location!! First floor primary bedroom! Plus 3 additional bedrooms and a full bath upstairs. Walk to town, trail, schools and pool! Breezy front porch and rear deck, large family room with fireplace for cozy nights. Lawn maintenance included !! pets on case by case. Credit report and references required.

    Drew Buniski Benson & Mangold, LLC

    921 C S Talbot St Unit C, 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 $433,290

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

    24345 Widgeon Place Unit 25, 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

      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

      • $326/SF
      • 527 Days On Market
      • Last Sold Price $678,000
      • Mar 05, 2024

      Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

  • 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

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    The perfect weekend getaway does exist — and it’s affordable. Escape the city / suburbs and spend your weekends in the quintessential Eastern Shore town of St. Michaels, known for its picturesque streets, quaint shops, vibrant dining scene, wineries, and distilleries. This charming waterfront community has everything you need to relax, recharge, and truly enjoy life on Maryland’s Eastern Shore -

    Agent Photo

    Gretchen Wichlinski

    Compass

    (844) 461-3815

    204 E Marengo St, Saint Michaels, MD 21663
  • 1004 Riverview Terrace, Saint Michaels, MD 21663
    1004 Riverview Terrace, Saint Michaels, MD 21663
    1004 Riverview Terrace, Saint Michaels, MD 21663
    /3

    $1,450

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    1004 Riverview Terrace, Saint Michaels, MD 21663

    This is a well maintained 3-bedroom, 1.5-bath brick rambler located in the quiet and desirable community of Rio Vista in Saint Michaels.This home offers a warm and inviting layout with hardwood floors throughout, a spacious living area, and abundant natural light. The large front window and sunroom-style space create a bright, relaxing atmosphere perfect for everyday living.The kitchen

    1004 Riverview Terrace, 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 $520,463

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

    109 Bush Terrace, Saint Michaels, MD 21663
    • 8130 Bozman Neavitt Rd, Bozman, MD 21612
      8130 Bozman Neavitt Rd, Bozman, MD 21612
      8130 Bozman Neavitt Rd, Bozman, MD 21612
      /69

      Est $1,066,773 Not Listed For Sale

      8130 Bozman Neavitt Rd, Bozman, MD 21612

      • 2 Beds
      • 2 Baths
      • 1,772 Sq Ft
      • Built 1967
      8130 Bozman Neavitt Rd, Bozman, MD 21612

      Last Sold Summary

      • 6% Above List Price
      • $570/SF
      • 83 Days On Market
      • Last Sold Price $1,010,000
      • May 30, 2023

      Last Listing Agent Debra Crouch Benson & Mangold, LLC

  • 24580 #2 Deepwater Point, Saint Michaels, MD 21663
    24580 #2 Deepwater Point, Saint Michaels, MD 21663
    24580 #2 Deepwater Point, Saint Michaels, MD 21663
    /37

    $409,500

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    24580 #2 Deepwater Point, Saint Michaels, MD 21663

    Transformative renovation in Martingham! This beautifully updated 2-bedroom, 2-bath single-level Gull Wing Villa overlooks the 6th fairway at Links at Perry Cabin, offering a serene golf course setting just minutes from the heart of St. Michaels. Thoughtfully redesigned, the home features new flooring throughout, a fully renovated kitchen and baths, and a reimagined layout that enhances both flow

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    (877) 313-6280

    24580 #2 Deepwater Point, 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
  • 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 $1,320,980

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    204 Mulberry St, 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 $1,144,610 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

      • 4% Below List Price
      • $442/SF
      • 8 Days On Market
      • Last Sold Price $1,196,000
      • Jan 21, 2025

      Last Listing Agent Monica Penwell TTR Sotheby's International Realty

  • 314 Cove View Dr, Saint Michaels, MD 21663
    314 Cove View Dr, Saint Michaels, MD 21663
    /2

    $498,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    314 Cove View Dr, Saint Michaels, MD 21663

    Cozy Waterview Townhome Discover serene living in this charming townhome located in the peaceful Cove View Condominium Community. Enjoy breathtaking waterfront views and exclusive access to the community pier, ideal for boating enthusiasts. Situated on a tranquil street, this residence offers the perfect blend of quiet privacy and convenient proximity to local attractions.Inside, you’ll find

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    (877) 708-6124

    314 Cove View Dr, Saint Michaels, MD 21663
  • 24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
    /17

    $2,300 Per Month

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

    24362 Widgeon Place Unit 2, Saint Michaels, MD 21663

    Great Martingham 2 bedroom townhouse available immediately. Great outdoor spaces with generous open floor plan. Some furniture included if wanted. Two en-suite bedrooms. Pets case by case.

    Jim Corson Benson & Mangold, LLC

    24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
  • 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

    24981 Back Creek Dr, Saint Michaels, MD 21663

    • 5 Beds
    • 3.5 Baths
    • 3,166 Sq Ft
    • Built 2006

    Last Sold Summary

    • $242/SF
    • 4 Days On Market

    Current Estimated Value $756,184

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

    24981 Back Creek Dr, Saint Michaels, MD 21663
    • 24114 Mount Pleasant Rd, Saint Michaels, MD 21663
      24114 Mount Pleasant Rd, Saint Michaels, MD 21663
      24114 Mount Pleasant Rd, Saint Michaels, MD 21663
      /44

      Est $541,966 Not Listed For Sale

      24114 Mount Pleasant Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 2,036 Sq Ft
      • Built 2005
      24114 Mount Pleasant Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 13% Above List Price
      • $236/SF
      • 7 Days On Market
      • Last Sold Price $480,000
      • May 05, 2023

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

  • 24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    /32

    $375,000

    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft

    24700 Deepwater Unit 23, Saint Michaels, MD 21663

    Escape to Swan Road Villa Townhomes — a bright, low-maintenance retreat. This reverse-living 2‐bedroom, 2.5‐bath townhome features an open floor plan on the second level with a galley kitchen, dining area, and a combined living room that opens to a balcony spanning the entire back of the floor — perfect for indoor/outdoor living and filled with natural light. The main level includes two bedrooms,

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    (844) 569-6559

    24700 Deepwater Unit 23, Saint Michaels, MD 21663
  • 23869 Mount Misery Rd, Saint Michaels, MD 21663
    23869 Mount Misery Rd, Saint Michaels, MD 21663
    23869 Mount Misery Rd, Saint Michaels, MD 21663
    /34

    $3,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • House for Rent

    23869 Mount Misery Rd, Saint Michaels, MD 21663

    Located just outside downtown St. Michaels, this beautifully maintained one-level home is available for immediate occupancy, with lawn and flower bed maintenance included in the rent. Set on a well manicured lot directly across from the community waterfront lot, the home offers water views and easy access. Inside, a bright, open layout features vaulted ceilings, hardwood floors and a gas

    Kim Crouch Ozman Benson & Mangold, LLC

    23869 Mount Misery Rd, Saint Michaels, MD 21663
  • 10770 Rich Neck Rd, Claiborne, MD 21624
    10770 Rich Neck Rd, Claiborne, MD 21624
    10770 Rich Neck Rd, Claiborne, MD 21624
    /109

    $6,000,000 Sold Apr 15, 2026

    10770 Rich Neck Rd, Claiborne, MD 21624

    • 8 Beds
    • 5 Baths
    • 10,240 Sq Ft
    • Built 1824

    Last Sold Summary

    • $586/SF
    • 291 Days On Market

    Current Estimated Value $7,617,601

    Last Listing Agent Robert G. Shannahan Shoreline Realty

    10770 Rich Neck Rd, Claiborne, MD 21624
    • 123 Grace St, St. Michaels, MD 21663
      123 Grace St, St. Michaels, MD 21663
      123 Grace St, St. Michaels, MD 21663
      /33

      Est $503,753 Not Listed For Sale

      123 Grace St, St. Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 720 Sq Ft
      • Built 1963
      123 Grace St, St. Michaels, MD 21663

      Last Sold Summary

      • 4% Above List Price
      • $674/SF
      • 3 Days On Market
      • Last Sold Price $485,000
      • Aug 16, 2023

      Last Listing Agent Beth Wynne Remax 100

  • 408 Spinnaker Ln, Saint Michaels, MD 21663
    408 Spinnaker Ln, Saint Michaels, MD 21663
    408 Spinnaker Ln, Saint Michaels, MD 21663
    /82

    $699,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 1,957 Sq Ft

    408 Spinnaker Ln, Saint Michaels, MD 21663

    This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with

    Christie Bishop Northrop Realty

    408 Spinnaker Ln, Saint Michaels, MD 21663
  • 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

    9240 Martingham Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,910 Sq Ft
    • Built 1998

    Last Sold Summary

    • $285/SF
    • 3 Days On Market

    Current Estimated Value $824,921

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

    9240 Martingham Dr, 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 $538,778 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

      • 3% Above List Price
      • $260/SF
      • 9 Days On Market
      • Last Sold Price $525,000
      • Jul 01, 2024

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

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

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1211 Washington Dr, Saint Michaels, MD 21663

    DESIREABLE RIO VISTA LIVING -MOVE IN ONE SIDE OF THIS DUPLEX AND RENT THE OTHER ONE TO HELP PAYING FOR YOUR MORTGAGE. THESE DUPLEXES RARELY BECOME AVAILABLE.The duplex is located in a water access community with dock access through the owner's approved application and payment.The building consists of two units with mirrored floor plans. They offer a kitchen with small eating area, an open

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1211 Washington Dr, Saint Michaels, MD 21663
  • 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

    103 W Marengo St, Saint Michaels, MD 21663

    • 2 Beds
    • 1.5 Baths
    • 1,209 Sq Ft
    • Built 1940

    Last Sold Summary

    • $451/SF
    • 51 Days On Market

    Current Estimated Value $521,469

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

    103 W Marengo 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 $757,023 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

      • 8% Below List Price
      • $668/SF
      • 2 Days On Market
      • Last Sold Price $820,000
      • Jan 02, 2025

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

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

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1215 Washington Dr, Saint Michaels, MD 21663

    DESIREABLE RIO VISTA LIVING -MOVE IN ONE SIDE OF THIS DUPLEX AND RENT THE OTHER ONE TO HELP PAYING FOR YOUR MORTGAGE. THESE DUPLEXES RARELY BECOME AVAILABLE. The duplex is located in a water access community with dock access through the owner's approved application and payment. The building consists of two units with mirrored floor plans. They offer a kitchen with small eating area, an open

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1215 Washington Dr, Saint Michaels, MD 21663
  • 103 N Harbor Rd, Saint Michaels, MD 21663
    103 N Harbor Rd, Saint Michaels, MD 21663
    103 N Harbor Rd, Saint Michaels, MD 21663
    /72

    $2,325,000 Sold May 09, 2025

    103 N Harbor Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 4.5 Baths
    • 3,732 Sq Ft
    • Built 1954

    Last Sold Summary

    • $623/SF
    • 6 Days On Market

    Current Estimated Value $2,354,051

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    103 N Harbor Rd, Saint Michaels, MD 21663
    • 111 Dodson Ave, Saint Michaels, MD 21663
      111 Dodson Ave, Saint Michaels, MD 21663
      111 Dodson Ave, Saint Michaels, MD 21663
      /50

      Est $686,036 Not Listed For Sale

      111 Dodson Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 2,015 Sq Ft
      • Built 2021
      111 Dodson Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 10% Above List Price
      • $310/SF
      • 106 Days On Market
      • Last Sold Price $625,000
      • Jul 17, 2023

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

  • 114 W Chestnut St, St. Michaels, MD 21663
    114 W Chestnut St, St. Michaels, MD 21663
    114 W Chestnut St, St. Michaels, MD 21663
    /66

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,528 Sq Ft

    114 W Chestnut St, St. Michaels, MD 21663

    Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the town’s many amenities, the home provides

    Wink Cowee Benson & Mangold, LLC

    114 W Chestnut St, St. 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 $789,250

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    24420 Mallard Place, 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 $718,231 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

      • 13% Above List Price
      • $313/SF
      • 103 Days On Market
      • Last Sold Price $635,000
      • Nov 18, 2024

      Last Listing Agent Jennifer Pogoda Redfin Corp

Showing Results 1 - 40, Page 1 of 18

Maryland Talbot County Saint Michaels

Real Estate & Homes

Home Trends in Saint Michaels, MD

On average, homes in Saint Michaels, MD sell after 80 days on the market compared to the national average of 57 days. The median sale price for homes in Saint Michaels, MD over the last 12 months is $775,000, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$470,000
Median 2 Bedroom Sale Price
$349,500
Average Price Per Sq Ft
$416
Number of Homes for Sale
45
Last 12 months Home Sales
73
Months of Supply
7.40
Median List Price
$795,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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