Brattleboro, VT homes for sale & real estate

26 minutes on Rocket

$649,000

4 beds • 2.5 baths • 2,226 sqft

395 Hillwinds Rd, Brattleboro, VT 05301

#5049724, Desiree Stango, Listing office: Berkley & Veller Greenwood Country

1 hour on Rocket

$329,000

3 beds • 1.5 baths • 1,435 sqft

157 Pine St, Brattleboro, VT 05301

#5049698, Kristen Ziter Taylor, Listing office: Brattleboro Area Realty

Room to negotiate?

Median Sold Price

$325K

Based on our June 2025 Market Report.

2 hours on Rocket

$235,000

2 beds • 1.5 baths • 1,056 sqft

67 Morningside Commons, Brattleboro, VT 05301

#5049674, Sally Fegley, Listing office: BHG Masiello Brattleboro

23 hours on Rocket

$695,000

3 beds • 2.5 baths • 3,415 sqft

23 Meetinghouse Rd, Brattleboro, VT 05301

#5049508, Robert Inman, Listing office: RE/MAX Town & Country

1 day on Rocket

$420,000

Land • 106 Acres

2745 Bonnyvale Rd, Guilford, VT 05301

#5049450, Mary Wallace Collins, Listing office: Berkley & Veller Greenwood Country

2 days on Rocket

$175,000

Land • 8 Acres

680 W River Rd, Brattleboro, VT 05301

#5049235, Chris Long, Listing office: BHG Masiello Brattleboro

Tour

$375,000

4 beds • 2.5 baths • 2,132 sqft

156 Sherwood Cir, Brattleboro, VT 05301

#5048166, Fine Homes Group International, Listing office: Keller Williams Realty-Metropolitan

$325,000

3 beds • 1 bath • 1,174 sqft

138 Cedar St, Brattleboro, VT 05301

#5048053, Claire Renaud, Listing office: Berkley & Veller Greenwood Country

$80,250

Land • 3.10 Acres

0 Orchard St, Brattleboro, VT 05301

#5047716, Bill Hickok, Listing office: Berkley & Veller Greenwood Country

$100,000

1 bed • 1 bath • 700 sqft

39 Brookside Dr Unit 7, Brattleboro, VT 05301

#5047017, Christine Lewis, Listing office: Brattleboro Area Realty

$550,000

3 beds • 3 baths • 3,148 sqft

672 E Orchard St, Brattleboro, VT 05301

#5046793, John Hatton, Listing office: Berkley & Veller Greenwood Country

$299,000

3 beds • 1 bath • 1,222 sqft

1082 W River Rd, Brattleboro, VT 05301

#5046422, Kate Barry, Listing office: EXP Realty

$729,000

3 beds • 2 baths • 2,731 sqft

49 Tyler St, Brattleboro, VT 05301

#5046381, Dan Normandeau, Listing office: Berkley & Veller Greenwood Country

$949,000

5 beds • 6.5 baths • 7,430 sqft

925 Hinesburg Rd, Brattleboro, VT 05301

#5045909, Christine Lewis, Listing office: Brattleboro Area Realty

$465,000

3 beds • 1.5 baths • 1,560 sqft

660 Bonnyvale Rd, Brattleboro, VT 05301

#5045510, Kate Barry, Listing office: EXP Realty

$859,000

3 beds • 3.5 baths • 3,212 sqft

104 Juniper Ridge Rd, Brattleboro, VT 05301

#5045085, Kristen Ziter Taylor, Listing office: Brattleboro Area Realty

$895,000

3 beds • 3 baths • 2,258 sqft

266 Ursa Ridge Rd, Brattleboro, VT 05301

#5045061, Randi Ziter, Listing office: Brattleboro Area Realty

$319,900

3 beds • 1 bath • 1,323 sqft

164 Chestnut St, Brattleboro, VT 05301

#5044816, Christine Lewis, Listing office: Brattleboro Area Realty

$1,150,000

Land • 0.16 Acres

69-71 Elliot St, Brattleboro, VT 05301

#5041424, Erica Reynolds, Listing office: Southern Vermont Realty Group

$225,000

3 beds • 1.5 baths • 1,531 sqft

316 Putney Rd, Brattleboro, VT 05301

#5041257, Kerry Mulverhill, Listing office: Brattleboro Area Realty

$488,875

Land • 0.14 Acres

176 High St, Brattleboro, VT 05301

#5040246, Susan Bellville, Listing office: Bellville Realty

$325,000

3 beds • 1 bath • 1,104 sqft

62 Lawton Dr, Brattleboro, VT 05301

#5039094, Christine Lewis, Listing office: Brattleboro Area Realty

$725,000

Land • 0.09 Acres

29 Canal St, Brattleboro, VT 05301

#5037977, Michael Gilman, Listing office: 3GEN Real Estate Inc

$650,000

4 beds • 2 baths • 3,090 sqft

301 Maple St, Brattleboro, VT 05301

#5036197, Christine Lewis, Listing office: Brattleboro Area Realty

$600,000

Land • 0.40 Acres

14 Clark Ave, Brattleboro, VT 05301

#5035320, Christine Lewis, Listing office: Brattleboro Area Realty

$544,400

Land • 0.37 Acres

22 Chestnut St, Brattleboro, VT 05301

#5035396, Erica Reynolds, Listing office: Southern Vermont Realty Group

$425,000

Land • 0.44 Acres

36 Spruce St, Brattleboro, VT 05301

#5031880, Christine Lewis, Listing office: Brattleboro Area Realty

$275,000

Land • 0.21 Acres

16 Washington St, Brattleboro, VT 05301

#5024829, Rebecca Seymour, Listing office: Brattleboro Area Realty

$2,490,000

7 beds • 7 baths • 8,718 sqft

1324 Middle Rd, Dummerston, VT 05301

#5023586, Adam Palmiter, Listing office: Berkley & Veller Greenwood/Dover

$250,000

Land • 23.10 Acres

184 Dupre Dr, Guilford, VT 05301

#5020773, A.J. Bellville, Listing office: Bellville Realty

$89,000

Land • 0.21 Acres

46-48 Lexington Ave, Brattleboro, VT 05301

#5018349, Stephanie Wilde, Listing office: Brattleboro Area Realty

$680,000

Land • 0.48 Acres

50 Terrace St, Brattleboro, VT 05301

#5016387, Dan Normandeau, Listing office: Berkley & Veller Greenwood Country

$90,000

Land • 1.97 Acres

24 Summit Cir, Brattleboro, VT 05301

#5009351, Claire Renaud, Listing office: Berkley & Veller Greenwood Country

$59,900

Land • 0.25 Acres

203 Fairview St, Brattleboro, VT 05301

#5007492, Rebecca Seymour, Listing office: Brattleboro Area Realty

$100,000

Land • 0.14 Acres

211 High St, Brattleboro, VT 05301

#5000243, A.J. Bellville, Listing office: Bellville Realty

$145,000

Land • 2.90 Acres

00 W River Rd, Brattleboro, VT 05301

#4985654, John Hatton, Listing office: Berkley & Veller Greenwood Country

$380,000

Land • 0.15 Acres

25 Cottage St, Brattleboro, VT 05301

#4950677, Christine Lewis, Listing office: Brattleboro Area Realty

$250,000

Land • 3.79 Acres

000 Fort Dummer Hts, Brattleboro, VT 05301

#4934983, Christine Lewis, Listing office: Brattleboro Area Realty

$350,000

Land • 0.65 Acres

573 S Main St, Brattleboro, VT 05301

#4930318, Christine Lewis, Listing office: Brattleboro Area Realty

$370,000

Land • 0.15 Acres

10 Birge St, Brattleboro, VT 05301

#4928848, Christine Lewis, Listing office: Brattleboro Area Realty

Brattleboro, VT Real Estate Market Overview

There are 41 homes for sale in Brattleboro, VT. The following market insights reflect all property types in the Brattleboro, VT real estate market. Between May 2025 and June 2025, Brattleboro, VT real estate market has seen an increase in the number of listings by 46.7%. Listings spent 0 days on the market in June 2025, and had a median list price of $325,000 during the same period. Brattleboro, VT housing market in June 2025 saw over 5 listings sold above listed price, more than 1 sold at listed price and over 3 sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Brattleboro, VT

Overview

Brattleboro is located in Windham County, Vermont. There are roughly 11,930 residents, living in 5,490 households. The average temperature for Brattleboro this time of the year is low of 56F and high of 80F. On average, Brattleboro gets about 4.03 inches of precipitation in July. Most residents are home owners (51%), have a post secondary degree (49%) and are single, no kids (55%).

Data provided by Home Junction

Housing types

The housing landscape in Brattleboro is characterized by a mix of architectural styles, with a notable presence of Victorian, Colonial, and Cape Cod homes. Single-family homes are prevalent, comprising a significant portion of the market, while apartments and condominiums offer alternatives for those seeking smaller living spaces or a more urban lifestyle. The town's historical charm is reflected in many properties that date back to the early 20th century, though there are also newer developments that provide modern amenities.

Advantages

Brattleboro prides itself on its vibrant arts scene and community-oriented atmosphere. The town is celebrated for its monthly Gallery Walk, where locals and visitors alike can explore the numerous art galleries and studios. The community also hosts a variety of festivals throughout the year, including the famed Brattleboro Film Festival, which showcases independent films and attracts a diverse audience. The presence of the Connecticut River and surrounding green hills adds to the town's picturesque and tranquil character.

Convenience

Brattleboro is served by a range of essential services, including a well-regarded hospital that offers a variety of healthcare services, from emergency care to specialized treatments. The town's educational needs are met by several public schools, including elementary, middle, and high schools, as well as private educational options. Residents have access to a public library system that supports lifelong learning and community engagement. The local economy is supported by a variety of retail shops and restaurants, many of which highlight local products and flavors.

Transportation

Transportation in Brattleboro includes a public bus system that provides residents with access to key areas within the town and connections to nearby communities. The town also features Amtrak service for those looking to travel longer distances by train. While ride-sharing services are available, the town's compact size and layout make it conducive to walking and biking, with several areas offering pedestrian-friendly streets and paths. The town is easily accessible via major roadways, including Interstate 91, which facilitates travel to and from the area.

Schools near Brattleboro, VT

Elementary Schools

Green Street School
164 Green St
Public District PK-6
Academy School
860 Western Ave
Public District PK-6
Canal Street/Oak Grove Schools
15 Moreland Ave
Public District PK-6

Middle Schools

Brattleboro Area Middle School
109 Sunny Acres Rd
Public District 7-8

High Schools

Brattleboro Union High School
131 Fairground Rd
Public District 9-12

Data provided by Great Schools

Homes for sale in Brattleboro, VT