24$120,000
2 bd · 1 ba · 924 sqft
21 Winding Hill, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
2 Bedroom Homes in Brattleboro, VT
Hide Map2 Bedroom Homes in Brattleboro, VT
13 Listings
24$120,000
2 bd · 1 ba · 924 sqft
21 Winding Hill, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
21$190,000
2 bd · 1 ba · 930 sqft
39 Brookside Drive 5, Brattleboro, VT
Angela Sherman · Brattleboro Area Realty
19$499,000
2 bd · 2 ba · 1,775 sqft
171 Buttonwood Drive, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
17$439,000
2 bd · 2 ba · 1,550 sqft
77 Buttonwood Drive, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
19$479,000
2 bd · 2 ba · 1,775 sqft
162 Buttonwood Drive, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
50$250,000
2 bd · 2 ba · 1,056 sqft
147 Morningside Commons, Brattleboro, VT
Sally Fegley · BHG Masiello Brattleboro
Price Reduced35$240,000
2 bd · 2 ba · 1,248 sqft
9 Evergreen Lane, Brattleboro, VT
Ayden Hardy · BHG Masiello Keene
Price Reduced35$325,000
2 bd · 1 ba · 640 sqft
203 Fairview Street, Brattleboro, VT
Kristen Ziter Taylor · Brattleboro Area Realty
Price Reduced26$240,000
2 bd · 2 ba · 1,248 sqft
11 Evergreen Lane, Brattleboro, VT
Janet Lucier · Barrett & Valley Assoc. Inc
Price Reduced35$68,000
2 bd · 1 ba · 552 sqft
22 Valley Road, Brattleboro, VT
Grayson VanHendrick · Flex Realty
Price Reduced30$305,000
2 bd · 3 ba · 1,607 sqft
136 Morningside Commons, Brattleboro, VT
Desiree Stango · Berkley & Veller Greenwood Country
28$385,000
2 bd · 2 ba · 1,499 sqft
1644 Upper Dummerston Road, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
10$250,000
2 bd · 2 ba · 1,139 sqft
108 Morningside Commons, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
NERENPrimeMLSSource: HJN community data
August 2026 · This period is still settling
Selling at 96.9% of asking price
Buyers here are paying below asking. MLS · 17 sales · as of Aug 27, 2026