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St Michaels, MD - homes for sale
26 of 26 results displayed
- New
$2,390,000Active4 beds 6 baths3,000 sq. ft.938 Marea Terrace, SAINT MICHAELS, MD 21663
MLS# MDTA2012838Listed by: BENSON & MANGOLD, LLC - New
$1,284,000Active4 beds 3 baths1,500 sq. ft.101 Mulberry St, SAINT MICHAELS, MD 21663
MLS# MDTA2013022Listed by: MEREDITH FINE PROPERTIES - New
$2,575,000Active5 beds 9 baths4,394 sq. ft.205 Cherry St, SAINT MICHAELS, MD 21663
MLS# MDTA2012738Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - New
$350,000Active2 beds 3 baths1,800 sq. ft.24354 Widgeon #20, SAINT MICHAELS, MD 21663
MLS# MDTA2012988Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY 
$1,365,000Active3 beds 3 baths2,336 sq. ft.114 E Chew Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012948Listed by: BENSON & MANGOLD, LLC
$1,685,000Active5 beds 5 baths4,728 sq. ft.9180 Saint Michaels, SAINT MICHAELS, MD 21663
MLS# MDTA2012944Listed by: LONG & FOSTER REAL ESTATE, INC.
$2,900,000Active4 beds 5 baths3,677 sq. ft.24645 Long Haul, SAINT MICHAELS, MD 21663
MLS# MDTA2012746Listed by: COLDWELL BANKER REALTY
$1,995,000Active6 beds 6 baths4,089 sq. ft.228 Perry Cabin Dr #228 / 226, SAINT MICHAELS, MD 21663
MLS# MDTA2012940Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$830,000Pending3 beds 3 baths2,439 sq. ft.24822 Swan Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2012848Listed by: BENSON & MANGOLD, LLC
$436,950Active3 beds 2 baths1,365 sq. ft.926 Calvert, SAINT MICHAELS, MD 21663
MLS# MDTA2012924Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$425,000Active3 beds 2 baths1,120 sq. ft.101 Brooks Ln, SAINT MICHAELS, MD 21663
MLS# MDTA2012900Listed by: BENSON & MANGOLD, LLC
$435,000Active3 beds 3 baths1,752 sq. ft.24345 Widgeon #25, SAINT MICHAELS, MD 21663
MLS# MDTA2012658Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$165,000Pending0.17 Acres117 Chesapeake Ave., SAINT MICHAELS, MD 21663
MLS# MDTA2012776Listed by: MEREDITH FINE PROPERTIES
$450,000Active2 beds 2 baths1,125 sq. ft.111 Gloria, SAINT MICHAELS, MD 21663
MLS# MDTA2012770Listed by: BENSON & MANGOLD, LLC
$389,000Active2 beds 3 baths1,486 sq. ft.24700 Deepwater Point Dr #1, SAINT MICHAELS, MD 21663
MLS# MDTA2012574Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$1,350,000Active3 beds 2 baths1,914 sq. ft.107 W Chestnut St, SAINT MICHAELS, MD 21663
MLS# MDTA2012552Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$229,000Pending2 beds 1 baths932 sq. ft.209 Webb Ln, SAINT MICHAELS, MD 21663
MLS# MDTA2012448Listed by: COLDWELL BANKER REALTY
$1,795,000Active4 beds 4 baths3,575 sq. ft.216 E Chew Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012450Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$295,000Active0.55 Acres108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012348Listed by: BENSON & MANGOLD, LLC
$479,999Pending3 beds 2 baths1,500 sq. ft.216 Brooks, SAINT MICHAELS, MD 21663
MLS# MDTA2011960Listed by: LPT REALTY, LLC
$699,000Active4 beds 3 baths1,957 sq. ft.408 Spinnaker Ln, SAINT MICHAELS, MD 21663
MLS# MDTA2011880Listed by: NORTHROP REALTY
$219,000Active0.25 Acres912 Calvert Ave., SAINT MICHAELS, MD 21663
MLS# MDTA2011868Listed by: BENSON & MANGOLD, LLC
$339,500Pending2 beds 3 baths1,800 sq. ft.24362 Widgeon Pl #4, SAINT MICHAELS, MD 21663
MLS# MDTA2011770Listed by: MEREDITH FINE PROPERTIES
$1,150,000Pending2 beds 3 baths1,557 sq. ft.320 Perry Cabin, SAINT MICHAELS, MD 21663
MLS# MDTA2012764Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$630,000Pending3 beds 3 baths2,496 sq. ft.24749 Swan Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2010756Listed by: BENSON & MANGOLD, LLC
$799,000Active4 beds 3 bathsLot 16a Meadow St, SAINT MICHAELS, MD 21663
MLS# MDTA2007414Listed by: KELLER WILLIAMS FLAGSHIP
Local realty services provided by:Better Homes and Gardens Real Estate Cassidon Realty
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.