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St Michaels, MD - homes for sale
27 of 27 results displayed
- New
$849,900Active3 beds 3 baths1,920 sq. ft.207 Brooks Ln, ST MICHAELS, MD 21663
MLS# MDTA2015310Listed by: COLDWELL BANKER WATERMAN REALTY - New
$1,075,000Active3 beds 3 baths2,061 sq. ft.700 S Talbot St, ST MICHAELS, MD 21663
MLS# MDTA2015278Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY 
$2,439,000Pending4 beds 5 baths3,800 sq. ft.984 Ruscello Vista Ct., SAINT MICHAELS, MD 21663
MLS# MDTA2015266Listed by: MEREDITH FINE PROPERTIES
$398,000Active2 beds 2 baths1,296 sq. ft.24580 Deepwater Point Drive #3, SAINT MICHAELS, MD 21663
MLS# MDTA2015200Listed by: LONG & FOSTER REAL ESTATE, INC.
$279,000Active3 beds 2 baths1,340 sq. ft.210 Brooks Ln, ST MICHAELS, MD 21663
MLS# MDTA2015172Listed by: MEREDITH FINE PROPERTIES
$525,000Active2 beds 2 baths851 sq. ft.806 Calvert Ave, ST MICHAELS, MD 21663
MLS# MDTA2015140Listed by: BENSON & MANGOLD, LLC
$329,000Active3 beds 2 baths1,312 sq. ft.409 Railroad Ave, ST MICHAELS, MD 21663
MLS# MDTA2015128Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC- Open Sat, 11am to 1pm
$799,950Active4 beds 4 baths2,154 sq. ft.407 Seymour Ave, ST MICHAELS, MD 21663
MLS# MDTA2015002Listed by: BENSON & MANGOLD, LLC 
$1,195,000Pending4 beds 4 baths3,528 sq. ft.114 W Chestnut St, ST MICHAELS, MD 21663
MLS# MDTA2014898Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,250,000Active3 beds 3 baths2,052 sq. ft.202 E Chestnut St, SAINT MICHAELS, MD 21663
MLS# MDTA2014844Listed by: BENSON & MANGOLD, LLC- Open Sat, 12 to 2pm
$949,000Active4 beds 3 baths2,168 sq. ft.111 Chesapeake Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2014834Listed by: MEREDITH FINE PROPERTIES 
$1,190,000Pending3 beds 3 baths2,300 sq. ft.925 Riverview Terrace, SAINT MICHAELS, MD 21663
MLS# MDTA2014744Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$359,000Pending2 beds 2 baths1,800 sq. ft.24362 Widgeon Pl #5, SAINT MICHAELS, MD 21663
MLS# MDTA2014768Listed by: MEREDITH FINE PROPERTIES
$1,399,000Active3 beds 3 baths1,938 sq. ft.104 Mulberry St, SAINT MICHAELS, MD 21663
MLS# MDTA2014766Listed by: RE/MAX ONE
$995,000Pending3 beds 3 baths2,091 sq. ft.101 Seymour, SAINT MICHAELS, MD 21663
MLS# MDTA2014666Listed by: MEREDITH FINE PROPERTIES
$459,900Active4 beds 4 baths2,420 sq. ft.104 Madison Ave, ST MICHAELS, MD 21663
MLS# MDTA2014616Listed by: BENSON & MANGOLD, LLC- Open Sat, 10am to 12pm
$525,000Active2 beds 1 baths1,200 sq. ft.204 E Marengo St, SAINT MICHAELS, MD 21663
MLS# MDTA2014132Listed by: COMPASS 
$2,250,000Pending5 beds 2 baths4,706 sq. ft.8209 Tricefield, SAINT MICHAELS, MD 21663
MLS# MDTA2013748Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC
$995,000Active4 beds 3 baths2,250 sq. ft.109 W Marengo St, SAINT MICHAELS, MD 21663
MLS# MDTA2013980Listed by: BENSON & MANGOLD, LLC
$385,000Active2 beds 3 baths1,477 sq. ft.24700 Deepwater Point #20, SAINT MICHAELS, MD 21663
MLS# MDTA2013730Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY- Open Sun, 1 to 3pm
$775,000Active3 beds 3 baths2,027 sq. ft.807 Radcliff Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2013534Listed by: LONG & FOSTER REAL ESTATE, INC. 
$598,000Active3 beds 2 baths2,348 sq. ft.204 Lincoln, SAINT MICHAELS, MD 21663
MLS# MDTA2013092Listed by: LONG & FOSTER REAL ESTATE, INC.- Open Sat, 10am to 12pm
$997,000Active4 beds 3 baths1,500 sq. ft.101 Mulberry St, SAINT MICHAELS, MD 21663
MLS# MDTA2013022Listed by: MEREDITH FINE PROPERTIES 
$1,685,000Active5 beds 5 baths4,728 sq. ft.9180 Saint Michaels, SAINT MICHAELS, MD 21663
MLS# MDTA2012944Listed by: LONG & FOSTER REAL ESTATE, INC.
$1,945,000Active6 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
$295,000Active0.55 Acres108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012348Listed by: BENSON & MANGOLD, LLC
$199,000Active0.25 Acres912 Calvert Ave., SAINT MICHAELS, MD 21663
MLS# MDTA2011868Listed by: BENSON & MANGOLD, LLC
Local realty services provided by:Better Homes and Gardens Real Estate Reserve
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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.