View 299 Sunset Lake Road Brattleboro, VT MLS# 5074103
$650,000
3

Beds

2.1

Baths

1,995

Sq.Ft.

299 Sunset Lake Road

Brattleboro, VT

NNEREN
Courtesy of ACORN REAL ESTATE GROUP LLC
View 11 Strawberry Hill Brattleboro, VT MLS# 5082239
  • Recently Listed with Virtual Tour
1 of 37
$639,000
4

Beds

2.1

Baths

2,573

Sq.Ft.

11 Strawberry Hill

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 143 Hillwinds Road Brattleboro, VT MLS# 5082786
  • Recently Listed
1 of 46
$625,000
5

Beds

3.1

Baths

2,520

Sq.Ft.

143 Hillwinds Road

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076290
$550,000
6,466

Sq.Ft.

72 Landmark Hill Drive

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 72 Landmark Hill Drive Brattleboro, VT MLS# 5076291
$550,000
8

Beds

4.0

Baths

6,466

Sq.Ft.

72 Landmark Hill Drive

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 77 Buttonwood Drive Brattleboro, VT MLS# 5081478
  • Recently Listed
1 of 32
$499,000
2

Beds

2.0

Baths

1,550

Sq.Ft.

77 Buttonwood Drive

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 214 Putney Road Brattleboro, VT MLS# 5076579
$495,000
4

Beds

2.1

Baths

2,756

Sq.Ft.

214 Putney Road

Brattleboro, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 81 Chapin Street Brattleboro, VT MLS# 5082621
  • Recently Listed
1 of 27
$495,000
3

Beds

3.0

Baths

1,246

Sq.Ft.

81 Chapin Street

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 23 Wilsons Woods Road Brattleboro, VT MLS# 5077786
$489,000
4

Beds

3.1

Baths

2,312

Sq.Ft.

23 Wilsons Woods Road

Brattleboro, VT

NNEREN
Courtesy of EXP REALTY
View 24 Laurel Street Brattleboro, VT MLS# 5073849
  • Virtual Tour
1 of 35
$475,000
3

Beds

2.0

Baths

2,480

Sq.Ft.

24 Laurel Street

Brattleboro, VT

NNEREN
Courtesy of SOUTHERN VERMONT REALTY GROUP
View 176 High Street Brattleboro, VT MLS# 5075240
$459,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

176 High Street

Brattleboro, VT

NNEREN
Courtesy of HOFFMAN REAL ESTATE
View 56 Lee Road Brattleboro, VT MLS# 5078629
$449,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

56 Lee Road

Brattleboro, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 387 Meadow Brook Road Brattleboro, VT MLS# 5079663
$429,000
4

Beds

2.0

Baths

1,568

Sq.Ft.

387 Meadow Brook Road

Brattleboro, VT

NNEREN
Courtesy of BHG MASIELLO BRATTLEBORO
View 87 Orchard Street # 87 Brattleboro, VT MLS# 5075118
$397,000
4

Beds

3.1

Baths

2,800

Sq.Ft.

87 Orchard Street # 87

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 135 Country Hill Brattleboro, VT MLS# 5077870
$395,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

135 Country Hill

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 137 Pleasant Valley Road Brattleboro, VT MLS# 5067862
$389,000
1

Beds

1.0

Baths

650

Sq.Ft.

137 Pleasant Valley Road

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 25 Cottage Street Brattleboro, VT MLS# 4950677
$380,000
6

Beds

4.0

Baths

3,264

Sq.Ft.

25 Cottage Street

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 10 Birge Street Brattleboro, VT MLS# 4928848
$370,000
5

Beds

4.0

Baths

3,002

Sq.Ft.

10 Birge Street

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 85 Stockwell Drive Brattleboro, VT MLS# 5064216
$365,000
5

Beds

3.0

Baths

2,254

Sq.Ft.

85 Stockwell Drive

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 573 South Main Street Brattleboro, VT MLS# 4930318
$350,000
2

Beds

1.0

Baths

3,312

Sq.Ft.

573 South Main Street

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY

About Brattleboro

Listings in Brattleboro, VT

66

Estimated median home price

$332,000
Brattleboro VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Brattleboro, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Brattleboro, VT.

Homes for Sale by Price in Brattleboro, VT

Price Count
$0 - 100K 5
$100K - 200K 7
$200K - 300K 18
$300K - 400K 13
$400K - 500K 8
$500K - 600K 2
$600K - 700K 3
$700K - 800K 2
$800K - 900K 1
$900K - 1M 1
$1M - Max 6

Homes for Sale by Type in Brattleboro, VT

Property Type Count
Single Family 29
Townhouse 0
Condo 12
Commercial 9
Rental 12
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 10
Mobile Home 1
Farms 0

(Data as of 4/19/2026)

Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 4/19/2026”

Trends Information provided by ATTOM Data Solutions.