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2 Bedroom Homes in Brattleboro, VT
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3 bedsNew constructionWith a pool

2 Bedroom Homes in Brattleboro, VT

2 Bedroom Homes in Brattleboro, VT

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15 Listings
Map

2 Bedroom Homes in Brattleboro, VT

15 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. 21 Winding Hill — photo24Active

    $120,000

    2 bd · 1 ba · 924 sqft

    21 Winding Hill, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  4. 39 Brookside Drive 5 — photo21Active

    $190,000

    2 bd · 1 ba · 930 sqft

    39 Brookside Drive 5, Brattleboro, VT

    Angela Sherman · Brattleboro Area Realty

  5. 77 Buttonwood Drive — photo17Active

    $439,000

    2 bd · 2 ba · 1,550 sqft

    77 Buttonwood Drive, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  6. 162 Buttonwood Drive — photo19Active

    $479,000

    2 bd · 2 ba · 1,775 sqft

    162 Buttonwood Drive, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

  7. 147 Morningside Commons — photo50Active

    $250,000

    2 bd · 2 ba · 1,056 sqft

    147 Morningside Commons, Brattleboro, VT

    Sally Fegley · BHG Masiello Brattleboro

  8. 9 Evergreen Lane — photoPrice Reduced35Active

    $230,000

    2 bd · 2 ba · 1,248 sqft

    9 Evergreen Lane, Brattleboro, VT

    Ayden Hardy · BHG Masiello Keene

  9. 203 Fairview Street — photoPrice Reduced35Active

    $315,000

    2 bd · 1 ba · 640 sqft

    203 Fairview Street, Brattleboro, VT

    Kristen Ziter Taylor · Brattleboro Area Realty

  10. 9 Village Drive — photo24Active

    $59,000

    2 bd · 1 ba · 744 sqft

    9 Village Drive, Brattleboro, VT

    Rebecca Seymour · Brattleboro Area Realty

  11. 11 Evergreen Lane — photoPrice Reduced26Active

    $230,000

    2 bd · 2 ba · 1,248 sqft

    11 Evergreen Lane, Brattleboro, VT

    Janet Lucier · Barrett & Valley Assoc. Inc

  12. 22 Valley Road — photoPrice Reduced35Active

    $56,000

    2 bd · 1 ba · 552 sqft

    22 Valley Road, Brattleboro, VT

    Grayson VanHendrick · Flex Realty

  13. 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

  14. 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

  15. 108 Morningside Commons — photo10Active

    $250,000

    2 bd · 2 ba · 1,139 sqft

    108 Morningside Commons, Brattleboro, VT

    Christine M Lewis · Brattleboro Area Realty

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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.

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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.
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    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

    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
    -8.9%

    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.