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Brattleboro town, VT - homes for sale
64 of 64 results displayed
- New
$550,000Active4 beds 4 baths2,372 sq. ft.187 Hillwinds Road, Brattleboro, VT 05301
MLS# 5061423Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
- New
$379,000Active4 beds 2 baths1,446 sq. ft.155 Oak Grove Avenue, Brattleboro, VT 05301
MLS# 5061342Listed by: BRATTLEBORO AREA REALTY - New
$560,000Active2 beds 2 baths1,775 sq. ft.162 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5061214Listed by: BERKLEY & VELLER GREENWOOD COUNTRY - New
$585,000Active2 beds 2 baths1,775 sq. ft.24 Dogwood Drive, Brattleboro, VT 05301
MLS# 5061215Listed by: BERKLEY & VELLER GREENWOOD COUNTRY - New
$585,000Active2 beds 2 baths1,775 sq. ft.161 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5061188Listed by: BERKLEY & VELLER GREENWOOD COUNTRY - New
$400,000Active3 beds 2 baths1,703 sq. ft.1089 Marlboro Road, Brattleboro, VT 05301
MLS# 5060860Listed by: BRATTLEBORO AREA REALTY - New
$625,000Active5 beds 4 baths3,748 sq. ft.58 Oak Street, Brattleboro, VT 05301
MLS# 5060836Listed by: BRATTLEBORO AREA REALTY - New
$84,500Active3 beds 1 baths1,490 sq. ft.7 Nichols Drive, Guilford, VT 05301
MLS# 5060709Listed by: DEREK GREENE - New
$395,000Active4 beds 2 baths2,715 sq. ft.105 Chestnut Street, Brattleboro, VT 05301
MLS# 5060368Listed by: BRATTLEBORO AREA REALTY - New
$395,000Active-- beds -- baths2,715 sq. ft.105 Chestnut Street, Brattleboro, VT 05301
MLS# 5060371Listed by: BRATTLEBORO AREA REALTY 
$299,000Active3 beds 1 baths912 sq. ft.91 Carriage Hill, Brattleboro, VT 05301
MLS# 5059839Listed by: BRATTLEBORO AREA REALTY
$442,500Active4 beds 4 baths2,794 sq. ft.87 Orchard Street, Brattleboro, VT 05301
MLS# 5059763Listed by: BELLVILLE REALTY
$150,000Active1 beds 1 baths700 sq. ft.59 Brookside Drive #8, Brattleboro, VT 05301
MLS# 5059638Listed by: BRATTLEBORO AREA REALTY
$249,000Active2 beds 2 baths1,250 sq. ft.70 Arbor Hill Commons #15, Brattleboro, VT 05301
MLS# 5059494Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$425,000Active3 beds 2 baths1,655 sq. ft.155 Upper Dummerston Road, Brattleboro, VT 05301
MLS# 5059246Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$849,000Active4 beds 4 baths3,600 sq. ft.5 Hillwinds North Road, Brattleboro, VT 05301
MLS# 5058499Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$475,000Active4 beds 3 baths3,314 sq. ft.76 Spruce Street, Brattleboro, VT 05301
MLS# 5058294Listed by: BRATTLEBORO AREA REALTY
$289,900Pending5 beds 4 baths2,579 sq. ft.11 Culbertson Drive, Brattleboro, VT 05301
MLS# 5058015Listed by: GREAT AMERICAN DREAM REALTY
$549,900Active3 beds 2 baths2,476 sq. ft.458 Bonnyvale Road, Brattleboro, VT 05301
MLS# 5057835Listed by: GREENWALD REALTY GROUP
$659,000Pending3 beds 2 baths1,600 sq. ft.86 Stark Road, Brattleboro, VT 05301
MLS# 5057578Listed by: BRATTLEBORO AREA REALTY
$345,000Active-- beds -- baths2,408 sq. ft.78-80 Central Street, Brattleboro, VT 05301
MLS# 5057525Listed by: ACORN REAL ESTATE GROUP LLC
$568,000Active3 beds 2 baths2,066 sq. ft.192 Western Avenue, Brattleboro, VT 05301
MLS# 5057026Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$189,000Active2 beds 1 baths1,000 sq. ft.22 Chestnut Street #1, Brattleboro, VT 05301
MLS# 5056875Listed by: SOUTHERN VERMONT REALTY GROUP
$279,900Active4 beds 2 baths1,733 sq. ft.1177 Western Avenue, Brattleboro, VT 05301
MLS# 5055636Listed by: BRATTLEBORO AREA REALTY
$350,000Pending3 beds 2 baths1,768 sq. ft.177 Fairview Street, Brattleboro, VT 05301
MLS# 5055395Listed by: BRATTLEBORO AREA REALTY
$249,000Active2 beds 2 baths864 sq. ft.45 Blakeslee Street, Brattleboro, VT 05301
MLS# 5055151Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$300,000Active4 beds 2 baths1,808 sq. ft.109 Central Street, Brattleboro, VT 05301
MLS# 5054419Listed by: BRATTLEBORO AREA REALTY
$300,000Active-- beds -- baths1,808 sq. ft.109 Central Street, Brattleboro, VT 05301
MLS# 5054423Listed by: BRATTLEBORO AREA REALTY
$299,900Active3 beds 3 baths1,025 sq. ft.35 Hillcrest Terrace, Brattleboro, VT 05301
MLS# 5053993Listed by: BHG MASIELLO BRATTLEBORO
$269,000Pending-- beds -- baths2,376 sq. ft.50 Grove Street, Brattleboro, VT 05301
MLS# 5052555Listed by: EXP REALTY
$579,000Active4 beds 2 baths2,656 sq. ft.204 Meetinghouse Lane, Brattleboro, VT 05301
MLS# 5052046Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$795,000Active3 beds 5 baths2,663 sq. ft.1194 Ames Hill Road, Brattleboro, VT 05301
MLS# 5051780Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$849,000Pending5 beds 5 baths4,150 sq. ft.65 Hillwinds North Road, Brattleboro, VT 05301
MLS# 5050760Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$90,000Pending3 beds 1 baths1,030 sq. ft.93 Clark Street, Brattleboro, VT 05301
MLS# 5050433Listed by: BRATTLEBORO AREA REALTY
$89,000Active5 beds 3 baths2,108 sq. ft.321 Williams Street, Brattleboro, VT 05301
MLS# 5050347Listed by: BELLVILLE REALTY
$595,000Active3 beds 3 baths3,415 sq. ft.23 Meetinghouse Lane, Brattleboro, VT 05301
MLS# 5049508Listed by: RE/MAX TOWN & COUNTRY
$175,000Active8 Acres680 West River Road, Brattleboro, VT 05301
MLS# 5049235Listed by: BHG MASIELLO BRATTLEBORO
$176,500Pending2 beds 1 baths888 sq. ft.15 Lynwood Drive, Brattleboro, VT 05301
MLS# 5048377Listed by: BHG MASIELLO BRATTLEBORO
$80,250Active3.1 Acres0 Orchard Street #Lot 59, Brattleboro, VT 05301
MLS# 5047716Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$550,000Active3 beds 3 baths3,148 sq. ft.672 East Orchard Street, Brattleboro, VT 05301
MLS# 5046793Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$299,000Active3 beds 1 baths1,222 sq. ft.1082 W River Road, Brattleboro, VT 05301
MLS# 5046422Listed by: EXP REALTY
$649,000Active3 beds 2 baths2,731 sq. ft.49 Tyler Street, Brattleboro, VT 05301
MLS# 5046381Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$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
$895,000Active3 beds 3 baths2,258 sq. ft.266 Ursa Ridge Road, Brattleboro, VT 05301
MLS# 5045061Listed by: BRATTLEBORO AREA REALTY
$319,900Active3 beds 1 baths1,323 sq. ft.164 Chestnut Street, Brattleboro, VT 05301
MLS# 5044816Listed by: BRATTLEBORO AREA REALTY
$1,150,000Active-- beds -- baths6,442 sq. ft.69-71 Elliot Street, Brattleboro, VT 05301
MLS# 5041424Listed by: SOUTHERN VERMONT REALTY GROUP
$488,875Active5 beds 3 baths3,064 sq. ft.176 High Street, Brattleboro, VT 05301
MLS# 5040246Listed by: BELLVILLE REALTY
$329,000Active4 beds 2 baths1,548 sq. ft.11 Maple Street, Brattleboro, VT 05350
MLS# 5040112Listed by: BHG MASIELLO BRATTLEBORO
$725,000Pending-- beds -- baths4,932 sq. ft.29 Canal Street, Brattleboro, VT 05301
MLS# 5037977Listed by: 3GEN REAL ESTATE INC
$586,000Active4 beds 2 baths3,090 sq. ft.301 Maple Street, Brattleboro, VT 05301
MLS# 5036197Listed by: BRATTLEBORO AREA REALTY
$425,000Pending3 beds 2 baths2,074 sq. ft.36 Spruce Street, Brattleboro, VT 05301
MLS# 5031879Listed by: BRATTLEBORO AREA REALTY
$425,000Active-- beds -- baths2,074 sq. ft.36 Spruce Street, Brattleboro, VT 05301
MLS# 5031880Listed by: BRATTLEBORO AREA REALTY
$175,000Active-- beds -- baths3,370 sq. ft.148 Elliot Street, Brattleboro, VT 05301
MLS# 5025706Listed by: BHG MASIELLO BRATTLEBORO
$275,000Active5 beds 3 baths2,209 sq. ft.16 Washington Street, Brattleboro, VT 05301
MLS# 5024828Listed by: BRATTLEBORO AREA REALTY
$275,000Active-- beds -- baths2,209 sq. ft.16 Washington Street, Brattleboro, VT 05301
MLS# 5024829Listed by: BRATTLEBORO AREA REALTY
$680,000Active-- beds -- baths5,540 sq. ft.50 Terrace Street, Brattleboro, VT 05301
MLS# 5016387Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$80,000Active1.97 Acres24 Summit Circle, Brattleboro, VT 05301
MLS# 5009351Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$75,000Active-- beds -- baths2,090 sq. ft.211 High Street, Brattleboro, VT 05301
MLS# 5000243Listed by: BELLVILLE REALTY
$145,000Active2.9 Acres00 West River Road, Brattleboro, VT 05301
MLS# 4985654Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$380,000Active-- beds -- baths3,264 sq. ft.25 Cottage Street, Brattleboro, VT 05301
MLS# 4950677Listed by: BRATTLEBORO AREA REALTY
$270,000Active-- beds -- baths2,112 sq. ft.556 South Main Street, Brattleboro, VT 05301
MLS# 4926981Listed by: BRATTLEBORO AREA REALTY
$370,000Active-- beds -- baths3,002 sq. ft.10 Birge Street, Brattleboro, VT 05301
MLS# 4928848Listed by: BRATTLEBORO AREA REALTY
$350,000Active-- beds -- baths3,312 sq. ft.573 South Main Street, Brattleboro, VT 05301
MLS# 4930318Listed by: BRATTLEBORO AREA REALTY
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Copyright 2025 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 16, 2025
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Protect your home and budget with an American Home Shield© home warranty. Learn more© 2023 - 2025 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.