15

Saint Michaels, MD 1-Story Homes for Sale

Section Image Section Image
  • 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

    $525,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    Priced to Sell - Huge Price Improvement! Your St. Michaels weekend escape may be more attainable than you think.Trade the traffic and weekly routine for weekends in one of the Eastern Shore’s most beloved waterfront towns. 204 E Marengo Street offers the perfect combination of location, low-maintenance living, and your own private backyard oasis—ideal as a weekend retreat or primary

    Agent Photo

    Gretchen Wichlinski

    Compass

    204 E Marengo St, Saint Michaels, MD 21663
  • 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
  • 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
  • 23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    /64

    $3,000,000

    • 4 Beds
    • 3 Baths
    • 2,815 Sq Ft

    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    FALL IN LOVE WITH LIFE IN ST. MICHAELS!As summer fades, the Eastern Shore becomes even more captivating. Just one mile from vibrant downtown St. Michaels, this meticulously renovated waterfront residence offers easy access to seasonal festivals, exceptional dining, charming boutiques and year-round waterfront activities.Designed for effortless one-level living, the home combines

    Carrie Mock Engel & Völkers Annapolis

    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
  • 806 Calvert Ave, Saint Michaels, MD 21663
    806 Calvert Ave, Saint Michaels, MD 21663
    806 Calvert Ave, Saint Michaels, MD 21663
    /27

    $525,000

    • 2 Beds
    • 2 Baths
    • 851 Sq Ft

    806 Calvert Ave, Saint Michaels, MD 21663

    Located in Bentley Hay and within walking distance of Historic St. Michaels, this charming cottage would make an exceptional pied-à-terre. Enjoy two bedrooms and two bathrooms on separate levels, with tremendous privacy and rear alley access. Easy access to nearby parks is perfect for leisurely strolls. Convenient public services and amenities are just a stone's throw away, making daily errands a

    Schuyler Benson Benson & Mangold, LLC

    806 Calvert Ave, Saint Michaels, MD 21663
  • 210 Brooks Ln, Saint Michaels, MD 21663
    210 Brooks Ln, Saint Michaels, MD 21663
    210 Brooks Ln, Saint Michaels, MD 21663
    /7

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    210 Brooks Ln, Saint Michaels, MD 21663

    Discover a prime investment opportunity in the desirable St. Michaels community. This 3-bedroom, 2-bathroom ranch-style home, built in 1960, boasts a spacious 1,340 sq. ft. of potential. With its classic vinyl siding, this property is ready for some TLA and future enhancements. The roof is less than 5 years old and layout offers flexibility, making it easy to adapt the space. The 0.17-acre lot

    Marla Baines Meredith Fine Properties

    210 Brooks Ln, Saint Michaels, MD 21663
  • 9818 Tilghman Island Rd, McDaniel, MD 21647
    9818 Tilghman Island Rd, McDaniel, MD 21647
    9818 Tilghman Island Rd, McDaniel, MD 21647
    /38

    $399,900

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    9818 Tilghman Island Rd, McDaniel, MD 21647

    Wonderful price for a wonderful property! Don't miss out ! The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate

    Valerie Brown Coldwell Banker Realty

    9818 Tilghman Island Rd, McDaniel, MD 21647
  • 7149 Drum Point Rd, Saint Michaels, MD 21663
    7149 Drum Point Rd, Saint Michaels, MD 21663
    7149 Drum Point Rd, Saint Michaels, MD 21663
    /53

    $2,149,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,017 Sq Ft

    7149 Drum Point Rd, Saint Michaels, MD 21663

    BACK ON THE MARKET WITH A NEW PRICE — DON’T MISS THIS EXCEPTIONAL WATERFRONT OPPORTUNITY!Tucked away in the highly desirable Drum Point neighborhood of St. Michaels, this exceptional waterfront retreat offers a rare combination of privacy, comfort, and quintessential Eastern Shore charm—all just minutes from the heart of town.Formerly a successful vacation rental, this beautifully

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7149 Drum Point Rd, Saint Michaels, MD 21663
  • 104 Madison Ave, Saint Michaels, MD 21663
    104 Madison Ave, Saint Michaels, MD 21663
    /2

    $459,900

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

    104 Madison Ave, Saint Michaels, MD 21663

    This well-maintained duplex with new roof in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractions—all while benefiting from no town taxes. With both units

    Chuck Mangold Benson & Mangold, LLC

    104 Madison Ave, Saint Michaels, MD 21663
  • 8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    /73

    $939,000

    $54K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    8090 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled in the serene enclave of Bozman, on Harris Creek this exquisite 1940s style bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers along with fantastic sunset views and a sheltered cove. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed

    Bill Wieland Benson & Mangold, LLC

    8090 Bozman Neavitt Rd, Bozman, MD 21612
  • 24580 Deepwater Point Dr Unit 3, Saint Michaels, MD 21663
    24580 Deepwater Point Dr Unit 3, Saint Michaels, MD 21663
    24580 Deepwater Point Dr Unit 3, Saint Michaels, MD 21663
    /43

    $398,000

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

    24580 Deepwater Point Dr Unit 3, Saint Michaels, MD 21663

    Nestled in the serene enclave of Gull Wing Villas, this exquisite bungalow-style townhouse offers a harmonious blend of comfort and relaxation. Step inside to discover an inviting open floor plan that seamlessly combines the dining and living areas, perfect for both relaxation and entertaining. The warmth of wood floors and the charm of a brick gas fireplace create an ambiance that feels like

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24580 Deepwater Point Dr Unit 3, Saint Michaels, MD 21663
  • 301 Lincoln Ave, Saint Michaels, MD 21663
    301 Lincoln Ave, Saint Michaels, MD 21663
    301 Lincoln Ave, Saint Michaels, MD 21663
    /16

    $474,900

    Open House 10/10 Coming Soon Oct 9
    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    301 Lincoln Ave, Saint Michaels, MD 21663

    Coming soon in St. Michaels! **OPEN HOUSE Saturday October 3rd 11AM-1PM** This charming cottage-styled home is beautifully maintained and truly pristine inside and out. Hardwood floors, a cozy wood-burning fireplace, spacious bedrooms, updated bathrooms and a bright and airy sunroom create a home that feels warm and inviting from the moment you step inside. Outside, enjoy a large private backyard

    Crystal Smith RE/MAX Executive

    301 Lincoln Ave, Saint Michaels, MD 21663
  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /25

    $779,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity to pair a half-acre+ wooded in-town parcel with a thoughtfully designed single-level home concept in the heart of St. Michaels. This Concept A plan illustrates a 3-bedroom, 2-bath residence totaling approximately 1,710 square feet, featuring one-level living and an attached one-car garage. Designed to maximize functionality and flow, the concept offers flexible living spaces

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 24575 Deepwater Point Dr, Saint Michaels, MD 21663
    24575 Deepwater Point Dr, Saint Michaels, MD 21663
    24575 Deepwater Point Dr, Saint Michaels, MD 21663
    /30

    $660,000

    • 3 Beds
    • 2.5 Baths
    • 2,796 Sq Ft

    24575 Deepwater Point Dr, Saint Michaels, MD 21663

    Sprawling, 3 bedroom, 2 full bath, 1 half bath contemporary ranch home with an oversized 2-car attached garage, rear sunroom overlooking a rear patio, fish pond and gazebo. All of this on a 1.28 +/- acre parcel that backs to a pond/green of the Links at Perry Cabin Golf Course. This home has access to said golf club (membership required), scenic walking and biking trails, a nearby waterfront

    John Fifer Brokers Realty Group, LLC

    24575 Deepwater Point Dr, Saint Michaels, MD 21663
  • 409 Railroad Ave, Saint Michaels, MD 21663
    409 Railroad Ave, Saint Michaels, MD 21663
    409 Railroad Ave, Saint Michaels, MD 21663
    /8

    $329,000

    • 3 Beds
    • 1.5 Baths
    • 1,312 Sq Ft

    409 Railroad Ave, Saint Michaels, MD 21663

    This property has been gutted and the floor joists replaced, new Advantac subfloor installed, drywall removed, new interior framing, new roof, insulation, new electric and a new sewer line to the street.. The hard work has been done. It's ready for you to make it your own. Off street parking and large rear yard. Please be careful showing as there is still building materials on the property.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    409 Railroad Ave, Saint Michaels, MD 21663
Maryland Talbot County

1-Story Homes for Sale in Saint Michaels, MD

Home Prices in Saint Michaels, MD

The median home sale price in Saint Michaels, MD is $786,250, down 1% year-over-year. Homes in Saint Michaels sell in 76 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$786,250
Median Single Family Sale Price
$937,500
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$399,000
Average Price Per Sq Ft
$420
Number of Homes for Sale
15
Last 12 months Home Sales
86
Months of Supply
5.40
Median List Price
$799,475
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group