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22727, VA - single-family homes for sale
29 of 29 results displayed
- New
$524,900Active4 beds 4 baths1,976 sq. ft.17 Riding Trail Ln, MADISON, VA 22727
MLS# VAMA2002704Listed by: LONG & FOSTER REAL ESTATE, INC. 
$560,000Active3 beds 2 baths1,344 sq. ft.2123 Oak Park, MADISON, VA 22727
MLS# VAMA2002694Listed by: SAMSON PROPERTIES
$384,999Active3 beds 2 baths1,502 sq. ft.399 Shelby Rd, MADISON, VA 22727
MLS# VAMA2002682Listed by: SAMSON PROPERTIES- Open Sun, 11am to 2pm
$650,000Active4 beds 3 baths3,080 sq. ft.205 N Main St, MADISON, VA 22727
MLS# VAMA2002642Listed by: KELLER WILLIAMS REALTY/LEE BEAVER & ASSOC. 
$535,000Pending4 beds 3 baths2,302 sq. ft.462 Fox Hunters Ln, MADISON, VA 22727
MLS# 675281Listed by: LORING WOODRIFF REAL ESTATE ASSOCIATES
$475,000Pending3 beds 2 baths2,376 sq. ft.65 Chestnut Rail Ln, MADISON, VA 22727
MLS# VAMA2002670Listed by: RE/MAX GATEWAY
$474,000Active3 beds 2 baths1,472 sq. ft.2586 W Hoover Rd, HAYWOOD, VA 22722
MLS# VAMA2002666Listed by: COWAN REALTY, INC.
$395,000Active4 beds 3 baths1,692 sq. ft.115 Washington St, MADISON, VA 22727
MLS# VAMA2002656Listed by: MONTAGUE, MILLER & COMPANY
$525,000Pending3 beds 2 baths1,785 sq. ft.247 Rapidan Church Ln, WOLFTOWN, VA 22748
MLS# 674918Listed by: MONTAGUE, MILLER & CO. - WESTFIELD
$290,000Pending3 beds 1 baths1,280 sq. ft.111 Resettlement, MADISON, VA 22727
MLS# VAMA2002654Listed by: XREALTY.NET LLC
$225,000Pending3 beds 1 baths1,293 sq. ft.1380 S F T Valley Rd, MADISON, VA 22727
MLS# 674784Listed by: KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE
$420,000Active3 beds 2 baths1,942 sq. ft.984 Oak Park, MADISON, VA 22719
MLS# VAMA2002650Listed by: SPRING HILL REAL ESTATE, LLC.
$349,900Active3 beds 1 baths2,112 sq. ft.85 Elementary Acres, Madison, VA 22727
MLS# VAMA2002620Listed by: SAMSON PROPERTIES
$325,000Active3 beds 1 baths1,050 sq. ft.84 Clore Rd, Madison, VA 22727
MLS# VAMA2002622Listed by: MONTAGUE, MILLER & COMPANY
$435,000Active3 beds 2 baths2,744 sq. ft.319 N Main St, MADISON, VA 22727
MLS# VAMA2002626Listed by: RE/MAX GATEWAY
$299,900Active3 beds 1 baths912 sq. ft.114 Marshall Rd, Madison, VA 22727
MLS# 673723Listed by: MASSANUTTEN REALTY
$5,850,000Active3 beds 2 baths3,575 sq. ft.1830 Thrift Rd, Madison, VA 22727
MLS# VAMA2002606Listed by: VIRGINIA ESTATES, INC.
$375,000Active3 beds 2 baths1,486 sq. ft.453 Lost Valley Rd, MADISON, VA 22727
MLS# VAMA2002600Listed by: EXP REALTY, LLC
$599,000Active4 beds 4 baths2,290 sq. ft.256 Blue Ridge, MADISON, VA 22727
MLS# VAMA2002598Listed by: CENTURY 21 NEW MILLENNIUM
$299,250Pending3 beds 4 baths1,906 sq. ft.732 Courthouse Mountain, MADISON, VA 22727
MLS# VAMA2002590Listed by: LONG & FOSTER REAL ESTATE, INC.
$374,900Active3 beds 2 baths1,708 sq. ft.2004 Twymans Mill Rd, MADISON, VA 22727
MLS# VAMA2002572Listed by: HOUWZER, LLC
$385,000Active3 beds 2 baths1,502 sq. ft.399 Shelby Rd, Madison, VA 22727
MLS# VAMA2002540Listed by: SAMSON PROPERTIES
$885,000Pending3 beds 5 baths4,993 sq. ft.298 Courthouse Mountain Ln, MADISON, VA 22727
MLS# 671261Listed by: NEST REALTY GROUP
$529,000Pending4 beds 3 baths183 Sleigh Bell Ln, MADISON, VA 22727
MLS# VAMA2002486Listed by: RE/MAX GATEWAY
$599,000Active3 beds 3 baths3,100 sq. ft.107 Sylvan, Madison, VA 22727
MLS# VAMA2002472Listed by: CORCORAN WILEY
$274,900Pending3 beds 3 baths1,305 sq. ft.359 Williamsburg Pike, MADISON, VA 22727
MLS# VAMA2002452Listed by: XREALTY.NET LLC
$450,000Active4 beds 3 baths1,856 sq. ft.319 Fox Hunters Ln, Madison, VA 22727
MLS# VAMA2002310Listed by: RAPPAHANNOCK REAL ESTATE, LLC.
$392,000Active2 beds 2 baths1,100 sq. ft.33 E Circle Rd, MADISON, VA 22727
MLS# VAMA2002144Listed by: HOMES BY OWNER, INC.
$439,000Active4 beds 3 baths2,932 sq. ft.150 N Main St, MADISON, VA 22727
MLS# VAMA2002478Listed by: RE/MAX GATEWAY
Local realty services provided by:CENTURY 21 Harbor Realty, CENTURY 21 Realty @ Home
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.