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Brattleboro town, VT - homes for sale
80 of 80 results displayed
- Coming Soon
$319,000Coming Soon2 beds 2 baths1,883 sq. ft.59 Highland Street, Brattleboro, VT 05301
MLS# 5109552Listed by: BRATTLEBORO AREA REALTY
- New
$135,000Active1.5 Acres0 Meetinghouse Lane, Brattleboro, VT 05301
MLS# 5109235Listed by: BRATTLEBORO AREA REALTY - New
$289,000Active3 beds 1 baths1,056 sq. ft.145 Belmont Avenue, Brattleboro, VT 05301
MLS# 5108845Listed by: BERKLEY & VELLER GREENWOOD COUNTRY - New
Listed by BHGRE$299,000Active3 beds 1 baths1,104 sq. ft.48 Wilsons Woods Road, Brattleboro, VT 05301
MLS# 5108647Listed by: BHG MASIELLO BRATTLEBORO - New
Listed by BHGRE$149,900Active3 beds 2 baths1,232 sq. ft.14 Deepwood Park, Brattleboro, VT 05301
MLS# 5108342Listed by: BHG MASIELLO BRATTLEBORO - New
$139,000Active3.8 Acres0 Marlboro Road #18B, Brattleboro, VT 05301
MLS# 5107996Listed by: BRATTLEBORO AREA REALTY 
$804,650Active-- beds -- baths7,120 sq. ft.820 & 28 Western Avenue, Brattleboro, VT 05301
MLS# 5107807Listed by: NANCY JENKINS REAL ESTATE
$190,000Active2 beds 1 baths930 sq. ft.39 Brookside Drive #5, Brattleboro, VT 05301
MLS# 5107706Listed by: BRATTLEBORO AREA REALTY
$120,000Active2 beds 1 baths924 sq. ft.21 Winding Hill, Brattleboro, VT 05301
MLS# 5107649Listed by: BRATTLEBORO AREA REALTY
Listed by BHGRE$16,900Pending2 beds 1 baths672 sq. ft.11 Crescent Drive, Brattleboro, VT 05301
MLS# 5107263Listed by: BHG MASIELLO BRATTLEBORO
$525,000Pending3 beds 3 baths2,330 sq. ft.205 Wantastiquet Drive, Brattleboro, VT 05301
MLS# 5106903Listed by: BRATTLEBORO AREA REALTY
$499,000Pending2 beds 2 baths1,775 sq. ft.171 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5106916Listed by: BRATTLEBORO AREA REALTY
$115,000Pending2 beds 2 baths1,222 sq. ft.13 Winding Hill Road, Brattleboro, VT 05301
MLS# 5104665Listed by: BRATTLEBORO AREA REALTY
$479,000Active2 beds 2 baths1,775 sq. ft.162 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5106580Listed by: BRATTLEBORO AREA REALTY
$439,000Active2 beds 2 baths1,550 sq. ft.77 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5106541Listed by: BRATTLEBORO AREA REALTY
$299,000Active6 beds 3 baths3,125 sq. ft.75 Moreland Avenue, Brattleboro, VT 05301
MLS# 5106434Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$615,000Active4 beds 3 baths2,212 sq. ft.354 Orchard Street, Brattleboro, VT 05301
MLS# 5106451Listed by: BRATTLEBORO AREA REALTY
$439,000Active3 beds 2 baths1,600 sq. ft.1137 Upper Dummerston Road, Brattleboro, VT 05301
MLS# 5105327Listed by: BRATTLEBORO AREA REALTY
$290,000Active5 beds 2 baths2,167 sq. ft.207 Elliot Street, Brattleboro, VT 05301
MLS# 5105369Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$390,000Active2 beds 3 baths1,614 sq. ft.116 Green Meadow Road, Brattleboro, VT 05301
MLS# 5104900Listed by: KELLER WILLIAMS REALTY METRO-KEENE
Listed by BHGRE$250,000Active2 beds 2 baths1,056 sq. ft.147 Morningside Commons, Brattleboro, VT 05301
MLS# 5104720Listed by: BHG MASIELLO BRATTLEBORO
$190,000Active2 beds 1 baths930 sq. ft.39 Brookside Drive #4, Brattleboro, VT 05301
MLS# 5104626Listed by: FLEX REALTY
Listed by BHGRE$230,000Active2 beds 2 baths1,248 sq. ft.9 Evergreen Lane, Brattleboro, VT 05301
MLS# 5104214Listed by: BHG MASIELLO KEENE
$315,000Active2 beds 1 baths640 sq. ft.203 Fairview Street, Brattleboro, VT 05301
MLS# 5103959Listed by: BRATTLEBORO AREA REALTY
$299,000Active3 beds 2 baths1,400 sq. ft.68 East Bonnyvale Lane, Brattleboro, VT 05301
MLS# 5103897Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$289,000Active4 beds 2 baths1,860 sq. ft.110 Western Avenue, Brattleboro, VT 05301
MLS# 5103506Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$182,000Active3 beds 2 baths1,114 sq. ft.23 Williams Street, Brattleboro, VT 05301
MLS# 5103420Listed by: BRATTLEBORO AREA REALTY
$450,000Active3 beds 2 baths2,530 sq. ft.72 Green Meadow, Brattleboro, VT 05301
MLS# 5103012Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$295,000Active3 beds 1 baths1,092 sq. ft.30 Lexington Avenue, Brattleboro, VT 05301
MLS# 5103014Listed by: BRATTLEBORO AREA REALTY
$59,000Active2 beds 1 baths744 sq. ft.9 Village Drive, Brattleboro, VT 05301
MLS# 5102920Listed by: BRATTLEBORO AREA REALTY
$198,000Active3.27 Acres0 Pleasant Valley Road, Brattleboro, VT 05301
MLS# 5102764Listed by: BRATTLEBORO AREA REALTY
$599,000Pending4 beds 3 baths3,576 sq. ft.179 Hillwinds North, Brattleboro, VT 05301
MLS# 5102586Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$415,000Pending3 beds 2 baths1,934 sq. ft.138 Wantastiquet Drive, Brattleboro, VT 05301
MLS# 5102500Listed by: BRATTLEBORO AREA REALTY
$680,000Active7 beds -- baths5,540 sq. ft.50 Terrace Street, Brattleboro, VT 05301
MLS# 5102102Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$249,999Active29 Acres0 Stickney Brook Road, Dummerston, VT 05301
MLS# 5101849Listed by: GREENWALD REALTY GROUP
$425,000Pending5 beds 5 baths3,439 sq. ft.126 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5100788Listed by: BRATTLEBORO AREA REALTY
$729,000Active3 beds 3 baths3,400 sq. ft.219 Hillcrest Terrace, Brattleboro, VT 05301
MLS# 5100444Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$340,000Active4 beds -- baths2,745 sq. ft.120 Western Avenue, Brattleboro, VT 05301
MLS# 5100544Listed by: ACORN REAL ESTATE GROUP LLC
$295,000Active3 beds 1 baths1,350 sq. ft.136 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5100010Listed by: BRATTLEBORO AREA REALTY
$240,000Active2 beds 2 baths1,248 sq. ft.11 Evergreen Lane, Brattleboro, VT 05301
MLS# 5099302Listed by: BARRETT & VALLEY ASSOC. INC
$110,000Active0.12 Acres117 * Fuller Drive, Brattleboro, VT 05301
MLS# 5099250Listed by: BRATTLEBORO AREA REALTY
$495,000Pending5 beds -- baths3,882 sq. ft.1309 Putney Road, Brattleboro, VT 05301
MLS# 5099165Listed by: RED MAPLE REALTY LLC
$285,000Active3 beds 1 baths1,050 sq. ft.455 South Main Street, Brattleboro, VT 05301
MLS# 5097858Listed by: BRATTLEBORO AREA REALTY
$422,000Active6 beds 4 baths3,756 sq. ft.820 Western Avenue, Brattleboro, VT 05301
MLS# 5097400Listed by: NANCY JENKINS REAL ESTATE
$425,000Active8 beds 4 baths3,364 sq. ft.28 Brook Street, Brattleboro, VT 05301
MLS# 5097401Listed by: NANCY JENKINS REAL ESTATE
$68,000Active2 beds 1 baths552 sq. ft.22 Valley Road, Brattleboro, VT 05301
MLS# 5096935Listed by: FLEX REALTY
Listed by BHGRE$299,000Active3 beds 1 baths1,140 sq. ft.48 Carriage Hill Road, Brattleboro, VT 05301
MLS# 5096011Listed by: BHG MASIELLO KEENE
$189,000Active2 beds 2 baths966 sq. ft.1 Morningside Commons, Brattleboro, VT 05301
MLS# 5095431Listed by: BRATTLEBORO AREA REALTY
$369,000Active4 beds 2 baths1,882 sq. ft.120 Carriage Hill Road, Brattleboro, VT 05301
MLS# 5095156Listed by: BRATTLEBORO AREA REALTY
$265,000Active3 beds 3 baths1,872 sq. ft.412 Western Avenue, Brattleboro, VT 05301
MLS# 5094671Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$299,000Active2 beds 3 baths1,607 sq. ft.136 Morningside Commons, Brattleboro, VT 05301
MLS# 5093917Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$1,350,000Active-- beds 11 baths7,660 sq. ft.131,133,141 Green Street, Brattleboro, VT 05301
MLS# 5093440Listed by: BELLVILLE REALTY
$499,000Active12 beds 6 baths6,000 sq. ft.16 School Street, Brattleboro, VT 05301
MLS# 5092212Listed by: EXP REALTY
$340,000Active4 beds 3 baths1,918 sq. ft.50 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5091977Listed by: RED MAPLE REALTY LLC
Listed by BHGRE$335,000Pending3 beds 2 baths1,550 sq. ft.90 Wilsons Woods Road, Brattleboro, VT 05301
MLS# 5091453Listed by: BHG MASIELLO BRATTLEBORO
$350,000Pending3 beds 2 baths1,521 sq. ft.82 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5091364Listed by: BRATTLEBORO AREA REALTY
$399,000Active9 beds -- baths3,286 sq. ft.19 Canal Street, Brattleboro, VT 05301
MLS# 5090247Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$245,000Active4 beds 2 baths2,148 sq. ft.69 Grove Street, Brattleboro, VT 05301
MLS# 5088353Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$595,000Active3 beds 3 baths2,172 sq. ft.171 Green Meadow, Brattleboro, VT 05301
MLS# 5086904Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$319,000Active3 beds 2 baths1,280 sq. ft.550 South Main Street, Brattleboro, VT 05301
MLS# 5086341Listed by: BRATTLEBORO AREA REALTY
$475,000Active-- beds -- baths4,116 sq. ft.33 Oak Street, Brattleboro, VT 05301
MLS# 5086282Listed by: EXP REALTY
$139,000Active1 beds 1 baths592 sq. ft.219 High Street #3, Brattleboro, VT 05301
MLS# 5081405Listed by: BRATTLEBORO AREA REALTY
$769,900Active4 beds 4 baths3,600 sq. ft.5 Hillwinds North, Brattleboro, VT 05301
MLS# 5081610Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$255,000Active1 beds 1 baths1,320 sq. ft.116 Birge Street #2, Brattleboro, VT 05301
MLS# 5081546Listed by: BRATTLEBORO AREA REALTY
$135,000Active1 beds 1 baths685 sq. ft.39 Brookside Drive #7, Brattleboro, VT 05301
MLS# 5081287Listed by: BRATTLEBORO AREA REALTY
$239,000Active1 beds 1 baths2,000 sq. ft.116 Birge Street #3, Brattleboro, VT 05301
MLS# 5077121Listed by: BRATTLEBORO AREA REALTY
$320,000Active3 beds 2 baths1,152 sq. ft.39 Atwood Street, Brattleboro, VT 05301
MLS# 5075506Listed by: BRATTLEBORO AREA REALTY
$284,000Active5 beds 3 baths2,360 sq. ft.5 Reynolds Drive, Brattleboro, VT 05301
MLS# 5075171Listed by: EXP REALTY
$48,000Pending6.1 Acres0 Cooke Road, Brattleboro, VT 05301
MLS# 5068751Listed by: BRATTLEBORO AREA REALTY
$350,000Active4 beds 2 baths1,808 sq. ft.109 Central Street, Brattleboro, VT 05301
MLS# 5054419Listed by: BRATTLEBORO AREA REALTY
$235,000Pending2 beds 3 baths2,112 sq. ft.116 Morningside Commons, Brattleboro, VT 05301
MLS# 5046051Listed by: BRATTLEBORO AREA REALTY
$899,800Active5 beds 8 baths7,430 sq. ft.925 Hinesburg Road, Brattleboro, VT 05301
MLS# 5045909Listed by: BRATTLEBORO AREA REALTY
$225,000Active5 beds 3 baths2,209 sq. ft.16 Washington Street, Brattleboro, VT 05301
MLS# 5024828Listed by: BRATTLEBORO AREA REALTY
$80,000Active1.97 Acres24 Summit Circle, Brattleboro, VT 05301
MLS# 5009351Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$380,000Active6 beds 4 baths3,264 sq. ft.25 Cottage Street, Brattleboro, VT 05301
MLS# 4950677Listed by: BRATTLEBORO AREA REALTY
$250,000Active6 beds 2 baths2,112 sq. ft.556 South Main Street, Brattleboro, VT 05301
MLS# 4926981Listed by: BRATTLEBORO AREA REALTY
$350,000Active5 beds 4 baths3,002 sq. ft.10 Birge Street, Brattleboro, VT 05301
MLS# 4928848Listed by: BRATTLEBORO AREA REALTY
$350,000Active2 beds 4 baths3,312 sq. ft.573 South Main Street, Brattleboro, VT 05301
MLS# 4930318Listed by: BRATTLEBORO AREA REALTY
$125,000Active1.75 Acres0 Fort Dummer Heights #1, Brattleboro, VT 05301
MLS# 4934976Listed by: BRATTLEBORO AREA REALTY
$150,000Active3.79 Acres00 Fort Dummer Heights #2, Brattleboro, VT 05301
MLS# 4934978Listed by: BRATTLEBORO AREA REALTY
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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 14, 2026
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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.