Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Brattleboro, VT Homes for Sale — Page 2 | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

54 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search

Homes for Sale in Brattleboro, VT

Homes for Sale in Brattleboro, VT

Hide Map
22 of 54 Listings
Map

Homes for Sale in Brattleboro, VT

22 of 54 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
  1. 1644 Upper Dummerston Road — photo28Active

    $385,000

    2 bd · 2 ba · 1,499 sqft

    1644 Upper Dummerston Road, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  2. 117 Oak Grove Avenue — photo23Active

    $339,000

    3 bd · 1 ba · 1,300 sqft

    117 Oak Grove Avenue, Brattleboro, VT

    Liz M LaVorgna · Brattleboro Area Realty

  3. 390 Pleasant Valley Road — photo53Active

    $1,249,000

    4 bd · 4 ba · 4,491 sqft

    390 Pleasant Valley Road, Brattleboro, VT

    Kristen Ziter Taylor · Brattleboro Area Realty

  4. 9 Evergreen Lane — photo29Active

    $175,000

    2 bd · 2 ba · 1,248 sqft

    9 Evergreen Lane, Brattleboro, VT

    Kate Barry · EXP Realty

  5. 25 Speno Court — photo34Active

    $379,000

    3 bd · 2 ba · 1,966 sqft

    25 Speno Court, Brattleboro, VT

    Dan Normandeau · Berkley & Veller Greenwood Country

  6. 171 Green Meadow — photo37Active

    $595,000

    3 bd · 3 ba · 2,172 sqft

    171 Green Meadow, Brattleboro, VT

    Thom Dahlin · Berkley & Veller Greenwood Country

  7. 550 South Main Street — photoPrice Reduced20Active

    $305,000

    3 bd · 2 ba · 1,280 sqft

    550 South Main Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  8. 108 Morningside Commons — photo10Active

    $250,000

    2 bd · 2 ba · 1,139 sqft

    108 Morningside Commons, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  9. 81 Chapin Street — photoPrice Reduced27Active

    $475,000

    3 bd · 3 ba · 1,246 sqft

    81 Chapin Street, Brattleboro, VT

    John Hatton · Berkley & Veller Greenwood Country

  10. 11 Strawberry Hill — photo37Active

    $639,000

    4 bd · 3 ba · 2,573 sqft

    11 Strawberry Hill, Brattleboro, VT

    Dan Normandeau · Berkley & Veller Greenwood Country

  11. 5 Hillwinds North — photo37Active

    $795,000

    4 bd · 4 ba · 3,600 sqft

    5 Hillwinds North, Brattleboro, VT

    Robert Doyle · Berkley & Veller Greenwood Country

  12. 116 Birge Street — photoPrice Reduced17Active

    $239,000

    1 bd · 1 ba · 1,320 sqft

    116 Birge Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  13. 77 Buttonwood Drive — photoPrice Reduced32Active

    $469,000

    2 bd · 2 ba · 1,550 sqft

    77 Buttonwood Drive, Brattleboro, VT

    Dan Normandeau · Berkley & Veller Greenwood Country

  14. 219 High Street 3 — photo23Active

    $159,000

    1 bd · 1 ba · 592 sqft

    219 High Street 3, Brattleboro, VT

    Kristen Ziter Taylor · Brattleboro Area Realty

  15. 39 Brookside Drive 7 — photo15Active

    $159,500

    1 bd · 1 ba · 685 sqft

    39 Brookside Drive 7, Brattleboro, VT

    Angela Sherman · Brattleboro Area Realty

  16. 39 Brookside Drive — photoPrice Reduced19Active

    $135,000

    1 bd · 1 ba · 685 sqft

    39 Brookside Drive, Brattleboro, VT

    Angela Sherman · Brattleboro Area Realty

  17. 39 Atwood Street — photoPrice Reduced22Active

    $320,000

    3 bd · 2 ba · 1,152 sqft

    39 Atwood Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  18. 87 Orchard Street 87 — photoPrice Reduced34Active

    $387,000

    4 bd · 4 ba · 2,800 sqft

    87 Orchard Street 87, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  19. 552 - 554 Hinesburg Road — photoPrice Reduced57Active

    $259,900

    4 bd · 1 ba · 1,248 sqft

    552 - 554 Hinesburg Road, Brattleboro, VT

    Steve Schoppmeyer · BHG Masiello Brattleboro

  20. 39 Williston Street — photo22Active

    $400,000

    4 bd · 4 ba · 2,182 sqft

    39 Williston Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  21. 1089 Marlboro Road — photoPrice Reduced30Active

    $339,000

    3 bd · 2 ba · 1,703 sqft

    1089 Marlboro Road, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  22. 109 Central Street — photo2Active

    $300,000

    4 bd · 2 ba · 1,808 sqft

    109 Central Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

123

Explore Brattleboro homes

By price

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

By type

  • Single-Family Homes
Realty.com

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

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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.
  • Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Nearby areas

    ZIP codes

    • 05356 (123)
    • 05363 (88)
    • 05301 (66)
    • 05155 (43)
    • 05340 (39)
    • 05343 (39)
    • 05355 (24)
    • 05146 (22)

    Cities

    • Wilmington (88)
    • Jamaica (39)
    • Wardsboro (30)
    • Whitingham (23)
    • Grafton (22)
    • Newfane (17)
    • Putney (13)
    • Westminster (13)

    Brattleboro, VT community profile

    Area
    146.7 sq. mi.

    Source: HJN community data

    Brattleboro housing market

    September 2026

    Brattleboro 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 12 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $202,600$62,000–$340,000 typical range
    Price per sq. ft.
    $128
    Sales
    27
    Paid in cash
    100.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $319,000
    Homes for sale
    64
    Median days on market
    15 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -24.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,586 sq. ft.