Homes for Sale in St. Michaels, Saint Michaels, MD

10 active listings · 64 sold since 2020

For Sale

$628K

Median Sale Price

Median Days on Market

97.1%

Sold-to-List

$342

Price / Sq Ft

Newest homes for sale in St. Michaels, Saint Michaels, MD

See all 10 on the map

204 E Marengo Street, Saint Michaels, MD 21663

Listing Courtesy of Compass

807 Radcliff Avenue, Saint Michaels, MD 21663

Listing Courtesy of Long & Foster Real Estate, Inc.

9020 Bozman Neavitt Road, Saint Michaels

9020 Bozman Neavitt Road, Saint Michaels, MD 21663

Listing Courtesy of Benson & Mangold, LLC

101 Mulberry Street, Saint Michaels, MD 21663

Listing Courtesy of Meredith Fine Properties

216 E Chew Ave, Saint Michaels, MD 21663

Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company

303 Manor, Saint Michaels, MD 21663

Listing Courtesy of TTR Sotheby's International Realty

9180 Saint Michaels, Saint Michaels, MD 21663

Listing Courtesy of Long & Foster Real Estate, Inc.

8620 Bozman Neavitt, Saint Michaels, MD 21663

Listing Courtesy of Washington Fine Properties, LLC

Lot 16a Meadow Street, Saint Michaels, MD 21663

Listing Courtesy of Keller Williams Flagship

St. Michaels, Saint Michaels, MD home price trend

Year	Median Sale Price	Homes Sold
2026	$425K	5
2025	$775K	13
2024	$810K	4
2023	$390K	5
2022	$595K	6
2021	$550K	15
2020	$745K	16

At the current trend, the median is modeled to reach about $571K in 2027 (estimate).

Cost to buy in St. Michaels, Saint Michaels, MD

At today's ~6.63% 30-year rate, the median $628K home in St. Michaels, Saint Michaels, MD runs about $4,053/mo with 20% down (principal & interest plus estimated taxes and insurance).

Estimate only — not a loan offer. Actual rate and payment depend on your profile.

Top agents in St. Michaels, Saint Michaels, MD

Most active agents by closed sales here over the past 18 months.

Thomas M CrouchBenson & Mangold, LLC2 sales
Barbara C WatkinsBenson & Mangold, LLC2 sales
Pamela B AckermannRE/MAX Executive1 sale
Kimberly A LallyEXP Realty, LLC1 sale
Harry KaiserColdwell Banker Realty1 sale

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St. Michaels, Saint Michaels, MD real estate FAQ

How many homes are for sale in St. Michaels, Saint Michaels, MD?

There are 10 homes currently for sale in St. Michaels, Saint Michaels, MD.

How much do homes sell for in St. Michaels, Saint Michaels, MD?

The median sale price in St. Michaels, Saint Michaels, MD is $628K, based on 64 sales since 2020 (ranging from $260K to $2.1M).

How fast do homes sell in St. Michaels, Saint Michaels, MD?

Homes in St. Michaels, Saint Michaels, MD typically go under contract in about 24 days on market (median).

Do homes in St. Michaels, Saint Michaels, MD sell above asking?

Over the past 12 months, homes in St. Michaels, Saint Michaels, MD sold for an average of 97.1% of list price — below asking.

What is the price per square foot in St. Michaels, Saint Michaels, MD?

Homes in St. Michaels, Saint Michaels, MD have sold for a median of $342 per square foot since 2020.

Is the St. Michaels, Saint Michaels, MD housing market heating up or cooling down?

The median sale price in St. Michaels, Saint Michaels, MD has fallen from $745K in 2020 to $425K in 2026. At the current trend, the median is on track for roughly $571K in 2027 (modeled estimate).

Who are the top real estate agents in St. Michaels, Saint Michaels, MD?

The most active agents in St. Michaels, Saint Michaels, MD over the past 18 months are: Thomas M Crouch (Benson & Mangold, LLC) — 2 sales; Barbara C Watkins (Benson & Mangold, LLC) — 2 sales; Pamela B Ackermann (RE/MAX Executive) — 1 sale.