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Brattleboro, VT Homes for Sale | Realty.com
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3 beds
54 listings
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New construction
With a pool

Homes for Sale in Brattleboro, VT

Homes for Sale in Brattleboro, VT

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24 of 54 Listings
Map

Homes for Sale in Brattleboro, VT

24 of 54 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
  1. 41 Organ Street — photo23Active

    $270,000

    2 bd · 1 ba · 1,061 sqft

    41 Organ Street, Brattleboro, VT

    Desiree Stango · Berkley & Veller Greenwood Country

  2. 59 Highland Street — photo44Active

    $319,000

    2 bd · 2 ba · 1,883 sqft

    59 Highland Street, Brattleboro, VT

    Rebecca Seymour · Brattleboro Area Realty

  3. 145 Belmont Avenue — photo19Active

    $289,000

    3 bd · 1 ba · 1,056 sqft

    145 Belmont Avenue, Brattleboro, VT

    Teddy C Kramer · Berkley & Veller Greenwood Country

  4. 48 Wilsons Woods Road — photo30Active

    $299,000

    3 bd · 1 ba · 1,104 sqft

    48 Wilsons Woods Road, Brattleboro, VT

    Cassandra Ehrlich · BHG Masiello Brattleboro

  5. 14 Deepwood Park — photo32Active

    $149,900

    3 bd · 2 ba · 1,232 sqft

    14 Deepwood Park, Brattleboro, VT

    Steve Schoppmeyer · BHG Masiello Brattleboro

  6. 21 Winding Hill — photo24Active

    $120,000

    2 bd · 1 ba · 924 sqft

    21 Winding Hill, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  7. 39 Brookside Drive 5 — photo21Active

    $190,000

    2 bd · 1 ba · 930 sqft

    39 Brookside Drive 5, Brattleboro, VT

    Angela Sherman · Brattleboro Area Realty

  8. 77 Buttonwood Drive — photo17Active

    $439,000

    2 bd · 2 ba · 1,550 sqft

    77 Buttonwood Drive, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  9. 162 Buttonwood Drive — photo19Active

    $479,000

    2 bd · 2 ba · 1,775 sqft

    162 Buttonwood Drive, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  10. 354 Orchard Street — photo37Active

    $615,000

    4 bd · 3 ba · 2,212 sqft

    354 Orchard Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  11. 147 Morningside Commons — photo50Active

    $250,000

    2 bd · 2 ba · 1,056 sqft

    147 Morningside Commons, Brattleboro, VT

    Sally Fegley · BHG Masiello Brattleboro

  12. 9 Evergreen Lane — photoPrice Reduced35Active

    $230,000

    2 bd · 2 ba · 1,248 sqft

    9 Evergreen Lane, Brattleboro, VT

    Ayden Hardy · BHG Masiello Keene

  13. 203 Fairview Street — photoPrice Reduced35Active

    $315,000

    2 bd · 1 ba · 640 sqft

    203 Fairview Street, Brattleboro, VT

    Kristen Ziter Taylor · Brattleboro Area Realty

  14. 110 Western Avenue — photo29Active

    $289,000

    4 bd · 2 ba · 1,860 sqft

    110 Western Avenue, Brattleboro, VT

    Wilma Skovinski · Berkley & Veller Greenwood Country

  15. 23 Williams Street — photo4Active

    $182,000

    3 bd · 2 ba · 1,114 sqft

    23 Williams Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  16. 72 Green Meadow — photo27Active

    $450,000

    3 bd · 2 ba · 2,530 sqft

    72 Green Meadow, Brattleboro, VT

    Thom Dahlin · Berkley & Veller Greenwood Country

  17. 9 Village Drive — photo24Active

    $59,000

    2 bd · 1 ba · 744 sqft

    9 Village Drive, Brattleboro, VT

    Rebecca Seymour · Brattleboro Area Realty

  18. 11 Evergreen Lane — photoPrice Reduced26Active

    $240,000

    2 bd · 2 ba · 1,248 sqft

    11 Evergreen Lane, Brattleboro, VT

    Janet Lucier · Barrett & Valley Assoc. Inc

  19. 455 South Main Street — photoPrice Reduced12Active

    $285,000

    3 bd · 1 ba · 1,050 sqft

    455 South Main Street, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  20. 22 Valley Road — photoPrice Reduced35Active

    $68,000

    2 bd · 1 ba · 552 sqft

    22 Valley Road, Brattleboro, VT

    Grayson VanHendrick · Flex Realty

  21. 412 Western Avenue — photoPrice Reduced37Active

    $265,000

    3 bd · 3 ba · 1,872 sqft

    412 Western Avenue, Brattleboro, VT

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

  22. 136 Morningside Commons — photoPrice Reduced31Active

    $299,000

    2 bd · 3 ba · 1,607 sqft

    136 Morningside Commons, Brattleboro, VT

    Desiree Stango · Berkley & Veller Greenwood Country

  23. 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

  24. 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

123

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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.
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Brattleboro, VT community profile

    Area
    146.7 sq. mi.

    Source: HJN community data

    Nearby areas

    ZIP codes

    • 05356 (138)
    • 05363 (83)
    • 05301 (64)
    • 05340 (40)
    • 05155 (38)
    • 05343 (35)
    • 05355 (27)
    • 05146 (25)

    Cities

    • Dover (144)
    • Wilmington (81)
    • Winhall (42)
    • Jamaica (35)
    • Stratton (35)
    • Wardsboro (35)
    • Grafton (25)
    • Newfane (24)

    Brattleboro housing market

    August 2026

    Brattleboro 12-month median sale price trend

    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
    -8.8%

    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.