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Brattleboro town, VT - homes for sale
74 of 74 results displayed
- Coming Soon
$599,000Coming Soon4 beds 3 baths179 Hillwinds North Road, Brattleboro, VT 05301
MLS# 5102586Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
- Open Sat, 11am to 1pmNew
$415,000Active3 beds 2 baths1,934 sq. ft.138 Wantastiquet Drive, Brattleboro, VT 05301
MLS# 5102500Listed by: BRATTLEBORO AREA REALTY - New
$680,000Active7 beds -- baths5,540 sq. ft.50 Terrace Street, Brattleboro, VT 05301
MLS# 5102102Listed by: BERKLEY & VELLER GREENWOOD COUNTRY - New
$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
$279,000Active2 beds 1 baths1,000 sq. ft.98 Greenleaf Street, Brattleboro, VT 05301
MLS# 5100548Listed by: BELLVILLE REALTY
$350,000Active4 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
$250,000Active2 beds 2 baths1,248 sq. ft.9 Evergreen Lane, Brattleboro, VT 05301
MLS# 5099429Listed by: BRATTLEBORO AREA REALTY
Listed by BHGRE$300,000Pending3 beds 1 baths1,522 sq. ft.69 Carriage Hill Road, Brattleboro, VT 05301
MLS# 5099340Listed by: BHG MASIELLO KEENE
$250,000Active2 beds 2 baths2,496 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
$495,000Active5 beds -- baths3,882 sq. ft.1309 Putney Road, Brattleboro, VT 05301
MLS# 5099165Listed by: RED MAPLE REALTY LLC
$255,000Pending2 beds 2 baths1,248 sq. ft.23 Robin Way, Brattleboro, VT 05301
MLS# 5098028Listed by: BRATTLEBORO AREA REALTY
$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
$465,500Active8 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
$490,000Pending3 beds 3 baths2,182 sq. ft.160 Akley Road, Brattleboro, VT 05301
MLS# 5096932Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
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
$380,000Pending3 beds 2 baths1,056 sq. ft.15 Lawton Drive, Brattleboro, VT 05301
MLS# 5094740Listed by: BRATTLEBORO AREA REALTY
$69,000Pending2 beds 1 baths728 sq. ft.4 Reservoir Road, Brattleboro, VT 05301
MLS# 5094697Listed by: BRATTLEBORO AREA REALTY
$299,000Active3 beds 3 baths1,872 sq. ft.412 Western Avenue, Brattleboro, VT 05301
MLS# 5094671Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
Listed by BHGRE$545,000Active2 beds 1 baths1,576 sq. ft.211 Pleasant Valley Road, Brattleboro, VT 05301
MLS# 5094642Listed by: BHG MASIELLO BRATTLEBORO
$305,000Active2 beds 3 baths1,607 sq. ft.136 Morningside Commons, Brattleboro, VT 05301
MLS# 5093917Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$339,000Active4 beds 2 baths2,250 sq. ft.65 Cedar Street, Brattleboro, VT 05301
MLS# 5093467Listed by: EXP REALTY
$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
$325,000Active4 beds 1 baths1,216 sq. ft.6 Sycamore Street, Brattleboro, VT 05301
MLS# 5091728Listed by: COLDWELL BANKER LIFESTYLES - HANOVER
Listed by BHGRE$344,900Active3 beds 2 baths1,550 sq. ft.90 Wilsons Woods Road, Brattleboro, VT 05301
MLS# 5091453Listed by: BHG MASIELLO BRATTLEBORO
$499,000Active3 beds 3 baths2,594 sq. ft.94 Brets Road, Brattleboro, VT 05301
MLS# 5091438Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$350,000Active4 beds 2 baths1,800 sq. ft.39 Locust Street, Brattleboro, VT 05301
MLS# 5091381Listed by: BRATTLEBORO AREA REALTY
$350,000Active3 beds 2 baths1,521 sq. ft.82 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5091364Listed by: BRATTLEBORO AREA REALTY
$340,000Active3 beds 2 baths1,272 sq. ft.184 Carriage Hill Road, Brattleboro, VT 05301
MLS# 5091277Listed by: EXP REALTY
$399,000Pending7 beds -- baths3,700 sq. ft.197 Western Avenue, Brattleboro, VT 05301
MLS# 5090264Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$399,000Active9 beds -- baths3,286 sq. ft.19 Canal Street, Brattleboro, VT 05301
MLS# 5090247Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$319,000Active3 beds 1 baths1,300 sq. ft.117 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5089873Listed by: BRATTLEBORO AREA REALTY
$245,000Active4 beds 2 baths2,148 sq. ft.69 Grove Street, Brattleboro, VT 05301
MLS# 5088353Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$1,100,000Active4 beds 4 baths4,491 sq. ft.390 Pleasant Valley Road, Brattleboro, VT 05301
MLS# 5088064Listed by: BRATTLEBORO AREA REALTY
$595,000Active3 beds 3 baths2,172 sq. ft.171 Green Meadow, Brattleboro, VT 05301
MLS# 5086904Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$329,000Active3 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
$349,900Active-- beds -- baths3,240 sq. ft.458 Williams Street, Brattleboro, VT 05301
MLS# 5084519Listed by: BRATTLEBORO AREA REALTY
$795,000Active4 beds 4 baths3,212 sq. ft.104 Juniper Ridge Road, Brattleboro, VT 05301
MLS# 5082195Listed by: BRATTLEBORO AREA 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
$429,000Active2 beds 2 baths1,550 sq. ft.77 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5081478Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$149,900Active1 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
$550,000Pending8 beds 4 baths6,466 sq. ft.72 Landmark Hill Drive, Brattleboro, VT 05301
MLS# 5076291Listed 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
$359,000Pending4 beds 4 baths2,800 sq. ft.87 Orchard Street, Brattleboro, VT 05301
MLS# 5075118Listed by: BRATTLEBORO AREA REALTY
$48,000Active6.1 Acres0 Cooke Road, Brattleboro, VT 05301
MLS# 5068751Listed by: BRATTLEBORO AREA REALTY
$899,000Active4 beds 5 baths4,908 sq. ft.131 Stark Road, Brattleboro, VT 05301
MLS# 5064709Listed by: BRATTLEBORO AREA REALTY
$339,000Pending3 beds 2 baths1,703 sq. ft.1089 Marlboro Road, Brattleboro, VT 05301
MLS# 5060860Listed by: BRATTLEBORO AREA REALTY
$350,000Active4 beds 2 baths1,808 sq. ft.109 Central Street, Brattleboro, VT 05301
MLS# 5054423Listed by: BRATTLEBORO AREA REALTY
$90,000Active3 beds 1 baths1,030 sq. ft.93 Clark Street, Brattleboro, VT 05301
MLS# 5050433Listed 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
$285,000Pending3 beds 1 baths1,323 sq. ft.164 Chestnut Street, Brattleboro, VT 05301
MLS# 5044816Listed by: BRATTLEBORO AREA REALTY
$225,000Active4 beds 3 baths2,209 sq. ft.16 Washington Street, Brattleboro, VT 05301
MLS# 5024829Listed 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
$370,000Active5 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
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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 July 31, 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.