18$275,000
3 bd · 1 ba · 1,112 sqft
43 Winter Street, Brattleboro, VT
Homes Under $300K in Brattleboro, VT
Hide MapHomes Under $300K in Brattleboro, VT
23 of 28 Listings
18$275,000
3 bd · 1 ba · 1,112 sqft
43 Winter Street, Brattleboro, VT
39$189,500
2 bd · 2 ba · 966 sqft
29 Morningside Commons, Brattleboro, VT
29$229,000
2 bd · 2 ba · 1,096 sqft
164 Morningside Commons, Brattleboro, VT
Price Reduced27$279,000
2 bd · 2 ba · 1,139 sqft
104 Morningside Commons, Brattleboro, VT
Dan Normandeau · Berkley & Veller Greenwood Country
21$179,000
1 bd · 1 ba · 700 sqft
40 Brookside Drive, Brattleboro, VT
Angela Sherman · Brattleboro Area Realty
Price Reduced30$295,000
3 bd · 2 ba · 1,406 sqft
36 Pine Street, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
23$270,000
2 bd · 1 ba · 1,061 sqft
41 Organ Street, Brattleboro, VT
Desiree Stango · Berkley & Veller Greenwood Country
Price Reduced32$284,000
3 bd · 1 ba · 1,104 sqft
48 Wilsons Woods Road, Brattleboro, VT
Cassandra Ehrlich · BHG Masiello Brattleboro
34$149,900
3 bd · 2 ba · 1,232 sqft
14 Deepwood Park, Brattleboro, VT
Steve Schoppmeyer · BHG Masiello Brattleboro
23$190,000
2 bd · 1 ba · 930 sqft
39 Brookside Drive, Brattleboro, VT
Angela Sherman · Brattleboro Area Realty
34$16,900
2 bd · 1 ba · 672 sqft
11 Crescent Drive, Brattleboro, VT
Steve Schoppmeyer · BHG Masiello Brattleboro
24$59,000
2 bd · 1 ba · 744 sqft
9 Village Drive, Brattleboro, VT
Rebecca Seymour · Brattleboro Area Realty
Price Reduced27$230,000
2 bd · 2 ba · 1,248 sqft
11 Evergreen Lane, Brattleboro, VT
Janet Lucier · Barrett & Valley Assoc. Inc
Price Reduced16$269,000
3 bd · 1 ba · 1,050 sqft
455 South Main Street, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
Price Reduced35$56,000
2 bd · 1 ba · 552 sqft
22 Valley Road, Brattleboro, VT
Grayson VanHendrick · Flex Realty
Price Reduced31$289,000
2 bd · 3 ba · 1,607 sqft
136 Morningside Commons, Brattleboro, VT
Desiree Stango · Berkley & Veller Greenwood Country
29$175,000
2 bd · 2 ba · 1,248 sqft
9 Evergreen Lane, Brattleboro, VT
Kate Barry · EXP Realty
10$250,000
2 bd · 2 ba · 1,139 sqft
108 Morningside Commons, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
Price Reduced17$239,000
1 bd · 1 ba · 1,320 sqft
116 Birge Street, Brattleboro, VT
Christine M Lewis · Brattleboro Area Realty
Price Reduced25$139,000
1 bd · 1 ba · 592 sqft
219 High Street, Brattleboro, VT
Kristen Ziter Taylor · Brattleboro Area Realty
23$159,000
1 bd · 1 ba · 592 sqft
219 High Street 3, Brattleboro, VT
Kristen Ziter Taylor · Brattleboro Area Realty
15$159,500
1 bd · 1 ba · 685 sqft
39 Brookside Drive 7, Brattleboro, VT
Angela Sherman · Brattleboro Area Realty
Price Reduced19$135,000
1 bd · 1 ba · 685 sqft
39 Brookside Drive, Brattleboro, VT
Angela Sherman · Brattleboro Area Realty
Homes Under $300K in Brattleboro, VT: 28 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Condominium | 14 | 50.0% |
| Single Family Residence | 10 | 35.7% |
NERENPrimeMLSSource: HJN community data
September 2026
Selling at 100.0% of asking price
Sales here are closing essentially at asking. MLS · 12 sales · as of Sep 30, 2026