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16, Madison, MD - homes for sale
18 of 18 results displayed
$599,000Active4 beds 3 baths2,721 sq. ft.1507 Deep Water Rd, WOOLFORD, MD 21677
MLS# MDDO2013258Listed by: COLDWELL BANKER REALTY
$534,900Pending4 beds 3 baths2,463 sq. ft.4911 Laurie Ln, WOOLFORD, MD 21677
MLS# MDDO2013224Listed by: COLDWELL BANKER REALTY
$1,495,000Active7 beds 5 baths4,072 sq. ft.5207 Brooks Rd, WOOLFORD, MD 21677
MLS# MDDO2013062Listed by: BENSON & MANGOLD, LLC
$35,000Active2.7 AcresLaurie Ln, WOOLFORD, MD 21677
MLS# MDDO2013006Listed by: MCCLAIN-WILLIAMSON REALTY, LLC
$789,000Active3 beds 2 baths2,254 sq. ft.4820 Madison Canning House Rd, MADISON, MD 21648
MLS# MDDO2012840Listed by: COMPASS
$595,000Pending4 beds 3 baths2,128 sq. ft.4825 Madison Canning House Rd, MADISON, MD 21648
MLS# MDDO2012836Listed by: MEREDITH FINE PROPERTIES
$469,000Pending2 beds 1 baths1,212 sq. ft.1609 Deep Point Rd, WOOLFORD, MD 21677
MLS# MDDO2012692Listed by: LONG & FOSTER REAL ESTATE, INC.
$1,375,000Active4 beds 5 baths5,037 sq. ft.1252 Old Madison Rd, MADISON, MD 21648
MLS# MDDO2012510Listed by: REDFIN CORP
$199,000Pending3 beds 1 baths1,060 sq. ft.4658 White Marsh Rd, MADISON, MD 21648
MLS# MDDO2012502Listed by: EASTERN SHORE REAL ESTATE, LLC
$8,950,000Active24 beds 13 baths9,583 sq. ft.964 Taylors Island Rd, MADISON, MD 21648
MLS# MDDO2012494Listed by: NATIONAL LAND REALTY, LLC
$297,000Active1.9 Acres1609 Heliport Rd, WOOLFORD, MD 21677
MLS# MDDO2012410Listed by: KELLER WILLIAMS REALTY DELMARVA
$450,000Active1 beds 1 baths1,040 sq. ft.5023 Russell Rd, WOOLFORD, MD 21677
MLS# MDDO2012308Listed by: SHARON REAL ESTATE P.C.- Open Sat, 2 to 4pm
$599,000Active2 beds 2 baths1,352 sq. ft.1514 Deep Point Rd, WOOLFORD, MD 21677
MLS# MDDO2012310Listed by: LONG & FOSTER REAL ESTATE, INC. 
$499,999Active91.5 AcresTaylors Island Rd, WOOLFORD, MD 21677
MLS# MDDO2012124Listed by: BENSON & MANGOLD, LLC
$1,595,000Active4 beds 3 baths3,633 sq. ft.5227 Brooks Rd, WOOLFORD, MD 21677
MLS# MDDO2012022Listed by: BENSON & MANGOLD, LLC
$8,950,000Active24 beds 13 baths9,583 sq. ft.964 Taylors Island Rd, MADISON, MD 21648
MLS# MDDO2011358Listed by: NATIONAL LAND REALTY, LLC
$799,999Active3 beds 2 baths2,120 sq. ft.1318 Bell Ln, WOOLFORD, MD 21677
MLS# MDDO2011692Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$449,000Pending20.57 Acres4926 Timbermarsh Ln, WOOLFORD, MD 21677
MLS# MDDO2004606Listed by: BENSON & MANGOLD, LLC
Local realty services provided by:Better Homes and Gardens Real Estate GSA 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.