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Brattleboro, VT Homes for Sale | Realty.com

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Homes for Sale in Brattleboro, VT

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23 of 58 Listings

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23 of 58 Listings

8Active

Homes for Sale in Brattleboro, VT

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23 of 58 Listings

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Homes for Sale in Brattleboro, VT

23 of 58 Listings

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

8Active

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

$89,000

3 bd · 2 ba · 1,000 sqft

7 Winding Hill, Brattleboro, VT

Michaela Lawyer · Brattleboro Area Realty

26Active

$439,000

2 bd · 2 ba · 1,635 sqft

160 Wantastiquet Drive, Brattleboro, VT

Oona Madden · Berkley & Veller Greenwood Country

19Active

$339,000

3 bd · 2 ba · 1,400 sqft

12 Thorn Lane, Brattleboro, VT

Robert Doyle · Berkley & Veller Greenwood Country

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

21Active

$219,000

2 bd · 2 ba · 1,248 sqft

9 Robin Way, Brattleboro, VT

John McPherson · Berkley & Veller Greenwood Country

Price Reduced26Active

$229,000

2 bd · 1 ba · 1,485 sqft

56 Fuller Drive, Brattleboro, VT

Cassandra Ehrlich · BHG Masiello Brattleboro

51Active

$239,900

2 bd · 2 ba · 1,056 sqft

78 Morningside Commons, Brattleboro, VT

Sally Fegley · BHG Masiello Brattleboro

14Active

$280,000

3 bd · 1 ba · 1,300 sqft

35 Fairground Road, Brattleboro, VT

A.J. Bellville · Bellville Realty

49Active

$349,900

4 bd · 2 ba · 1,152 sqft

311 Guilford Street, Brattleboro, VT

Steve Schoppmeyer · BHG Masiello Brattleboro

23Active

$230,000

2 bd · 2 ba · 1,248 sqft

9 Evergreen Lane, Brattleboro, VT

Peggy Winchester · ACORN REAL ESTATE GROUP LLC

18Active

$275,000

3 bd · 1 ba · 1,112 sqft

43 Winter Street, Brattleboro, VT

Christine Lewis · Brattleboro Area Realty

14Active

$339,000

3 bd · 2 ba · 1,395 sqft

625 Black Mountain Road, Brattleboro, VT

Heidi Bernier · Berkley & Veller Greenwood Country

39Active

$189,500

2 bd · 2 ba · 966 sqft

29 Morningside Commons, Brattleboro, VT

Sally Fegley · BHG Masiello Brattleboro

29Active

$229,000

2 bd · 2 ba · 1,096 sqft

164 Morningside Commons, Brattleboro, VT

Sally Fegley · BHG Masiello Brattleboro

3Active

$310,000

3 bd · 2 ba · 1,536 sqft

627 Abbott Road, Brattleboro, VT

Ginny Read · Read Realty LTD

Price Reduced27Active

$279,000

2 bd · 2 ba · 1,139 sqft

104 Morningside Commons, Brattleboro, VT

Dan Normandeau · Berkley & Veller Greenwood Country

21Active

$179,000

1 bd · 1 ba · 700 sqft

40 Brookside Drive, Brattleboro, VT

Angela Sherman · Brattleboro Area Realty

Price Reduced30Active

$279,000

3 bd · 2 ba · 1,406 sqft

36 Pine Street, Brattleboro, VT

Christine Lewis · Brattleboro Area Realty

23Active

$270,000

2 bd · 1 ba · 1,061 sqft

41 Organ Street, Brattleboro, VT

Desiree Stango · Berkley & Veller Greenwood Country

Price Reduced32Active

$269,900

3 bd · 1 ba · 1,104 sqft

48 Wilsons Woods Road, Brattleboro, VT

Cassandra Ehrlich · BHG Masiello Brattleboro

34Active

$149,900

3 bd · 2 ba · 1,232 sqft

14 Deepwood Park, Brattleboro, VT

Steve Schoppmeyer · BHG Masiello Brattleboro

23Active

$190,000

2 bd · 1 ba · 930 sqft

39 Brookside Drive, Brattleboro, VT

Angela Sherman · Brattleboro Area Realty

17Active

$439,000

2 bd · 2 ba · 1,550 sqft

77 Buttonwood Drive, Brattleboro, VT

Christine M Lewis · Brattleboro Area Realty

Price Reduced37Active

$585,000

4 bd · 3 ba · 2,212 sqft

354 Orchard Street, Brattleboro, VT

Christine Lewis · Brattleboro Area Realty

1 2 3

Listing data & MLS disclosures

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

October 2026 · This period is still settling

Selling at 97.5% of asking price

Buyers here are paying below asking. MLS · 18 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 22, 2026

Median sale price: $413,750$297,375–$697,125 typical range
Price per sq. ft.: $245
Sales: 14
Paid in cash: 100.0%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $319,500
Homes for sale: 62
Median days on market: 29 days

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

Year-over-year: 52.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,588 sq. ft.

Brattleboro, VT community profile

Area: 146.7 sq. mi.

Source: HJN community data

Explore Brattleboro homes

By price

Homes Under $300K
Homes Under $400K
Homes Under $500K

By type

Single-Family Homes

Nearby areas

ZIP codes

05356 (123)
05363 (87)
05301 (70)
05343 (41)
05155 (38)
05340 (38)
05361 (24)
05355 (23)

Cities

Wilmington (87)
Jamaica (41)
Wardsboro (29)
Whitingham (25)
Grafton (21)
Newfane (18)
Putney (14)
Westminster (13)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

John White

Realty.com

Lic. #81.0094848

Call John

Listing data & MLS disclosures

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.

Nearby areas

ZIP codes

05356 (123)
05363 (87)
05301 (70)
05343 (41)
05155 (38)
05340 (38)
05361 (24)
05355 (23)

Cities

Wilmington (87)
Jamaica (41)
Wardsboro (29)
Whitingham (25)
Grafton (21)
Newfane (18)
Putney (14)
Westminster (13)

Brattleboro, VT community profile

Area: 146.7 sq. mi.

Source: HJN community data

Brattleboro housing market

October 2026 · This period is still settling

Selling at 97.5% of asking price

Buyers here are paying below asking. MLS · 18 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 22, 2026

Median sale price: $413,750$297,375–$697,125 typical range
Price per sq. ft.: $245
Sales: 14
Paid in cash: 100.0%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $319,500
Homes for sale: 62
Median days on market: 29 days

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

Year-over-year: 52.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,588 sq. ft.