Homes Under $300K in Brattleboro, VT

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3 beds New construction With a pool

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22 of 29 Listings

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Homes Under $300K in Brattleboro, VT

22 of 29 Listings

21

29 listings

Homes Under $300K in Brattleboro, VT

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22 of 29 Listings

Map

Homes Under $300K in Brattleboro, VT

22 of 29 Listings

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

21

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

Active

$179,000

1 bd · 1 ba · 700 sqft

40 Brookside Drive 2, Brattleboro, VT

Angela Sherman · Brattleboro Area Realty

23Active

$270,000

2 bd · 1 ba · 1,061 sqft

41 Organ Street, Brattleboro, VT

Desiree Stango · Berkley & Veller Greenwood Country

19Active

$289,000

3 bd · 1 ba · 1,056 sqft

145 Belmont Avenue, Brattleboro, VT

Teddy C Kramer · Berkley & Veller Greenwood Country

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

27Active

$299,000

3 bd · 1 ba · 1,104 sqft

48 Wilsons Woods Road, Brattleboro, VT

Cassandra Ehrlich · BHG Masiello Brattleboro

32Active

$149,900

3 bd · 2 ba · 1,232 sqft

14 Deepwood Park, Brattleboro, VT

Steve Schoppmeyer · BHG Masiello Brattleboro

24Active

$120,000

2 bd · 1 ba · 924 sqft

21 Winding Hill, Brattleboro, VT

Christine M Lewis · Brattleboro Area Realty

21Active

$190,000

2 bd · 1 ba · 930 sqft

39 Brookside Drive 5, Brattleboro, VT

Angela Sherman · Brattleboro Area Realty

26Active

$290,000

5 bd · 2 ba · 2,167 sqft

207 Elliot Street, Brattleboro, VT

Bill Hickok · Berkley & Veller Greenwood Country

50Active

$250,000

2 bd · 2 ba · 1,056 sqft

147 Morningside Commons, Brattleboro, VT

Sally Fegley · BHG Masiello Brattleboro

Price Reduced35Active

$230,000

2 bd · 2 ba · 1,248 sqft

9 Evergreen Lane, Brattleboro, VT

Ayden Hardy · BHG Masiello Keene

29Active

$289,000

4 bd · 2 ba · 1,860 sqft

110 Western Avenue, Brattleboro, VT

Wilma Skovinski · Berkley & Veller Greenwood Country

4Active

$182,000

3 bd · 2 ba · 1,114 sqft

23 Williams Street, Brattleboro, VT

Christine M Lewis · Brattleboro Area Realty

24Active

$59,000

2 bd · 1 ba · 744 sqft

9 Village Drive, Brattleboro, VT

Rebecca Seymour · Brattleboro Area Realty

Price Reduced26Active

$230,000

2 bd · 2 ba · 1,248 sqft

11 Evergreen Lane, Brattleboro, VT

Janet Lucier · Barrett & Valley Assoc. Inc

Price Reduced12Active

$285,000

3 bd · 1 ba · 1,050 sqft

455 South Main Street, Brattleboro, VT

Christine M Lewis · Brattleboro Area Realty

Price Reduced35Active

$56,000

2 bd · 1 ba · 552 sqft

22 Valley Road, Brattleboro, VT

Grayson VanHendrick · Flex Realty

Price Reduced37Active

$265,000

3 bd · 3 ba · 1,872 sqft

412 Western Avenue, Brattleboro, VT

Keith Nowak · Four Seasons Sotheby's Int'l Realty

Price Reduced31Active

$299,000

2 bd · 3 ba · 1,607 sqft

136 Morningside Commons, Brattleboro, VT

Desiree Stango · Berkley & Veller Greenwood Country

10Active

$250,000

2 bd · 2 ba · 1,139 sqft

108 Morningside Commons, Brattleboro, VT

Christine M Lewis · Brattleboro Area Realty

Price Reduced17Active

$239,000

1 bd · 1 ba · 1,320 sqft

116 Birge Street 2, Brattleboro, VT

Christine M Lewis · Brattleboro Area Realty

23Active

$159,000

1 bd · 1 ba · 592 sqft

219 High Street 3, Brattleboro, VT

Kristen Ziter Taylor · Brattleboro Area Realty

Price Reduced15Active

$135,000

1 bd · 1 ba · 685 sqft

39 Brookside Drive 7, Brattleboro, VT

Angela Sherman · Brattleboro Area Realty

Listing data & MLS disclosures

NEREN: Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
PrimeMLS: Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.

Brattleboro housing market

August 2026

Selling at 96.9% of asking price

Buyers here are paying below asking. MLS · 19 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $317,000$260,000–$439,000 typical range
Price per sq. ft.: $197
Sales: 31
Paid in cash: 100.0%

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

Median list price: $339,000
Homes for sale: 55
Median days on market: 23 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -8.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,586 sq. ft.

Brattleboro, VT community profile

Area: 146.7 sq. mi.

Source: HJN community data

Explore Brattleboro homes

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

Listing data & MLS disclosures

NEREN: Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
PrimeMLS: Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.

Brattleboro, VT community profile

Area: 146.7 sq. mi.

Source: HJN community data

Brattleboro housing market

August 2026

Selling at 96.9% of asking price

Buyers here are paying below asking. MLS · 19 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $317,000$260,000–$439,000 typical range
Price per sq. ft.: $197
Sales: 31
Paid in cash: 100.0%

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

Median list price: $339,000
Homes for sale: 55
Median days on market: 23 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -8.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,586 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Brattleboro housing market

Homes that sold · County records, as of Aug 28, 2026

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Brattleboro, VT community profile

Explore Brattleboro homes

Your local brokerage

Listing data & MLS disclosures

Brattleboro, VT community profile

Brattleboro housing market

Homes that sold · County records, as of Aug 28, 2026

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026