Brattleboro, VT homes for sale & real estate

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ABOUT THIS HOME
Brattleboro, VT Homes for Sale
Welcome home! Four bedroom, 4-bathroom home with dedicated office space is located in one of the area’s most desirable communities. Just minutes from Brattleboro, it offers the perfect blend of convenience, comfort, and outdoor living, with walking trails right nearby. The bright, open layout is ideal for everyday living and entertaining, featuring a welcoming kitchen, dining, and living area. A private office provides the perfect space for remote work or creative projects. Upstairs, the primary suite includes a fireplace, en-suite bath, with three additional bedrooms and ample bathrooms for family or guests. Set in a friendly, vibrant neighborhood, this home is close to shopping, din

$550,000

4 beds3 baths2,372 sq ft

187 Hillwinds Rd, Brattleboro, VT 05301

Private office • Primary suite • Prime location

ABOUT THIS HOME
Brattleboro, VT Homes for Sale
All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate. Renovated kitchen displays striking quartz counter tops. Thoughtfully, the owners preserved the antique hardware, including glass door knobs, as well as doors which feature French and solid-core paneling. The property also includes eye-catching window and baseboard trim, rectangular bay window in din

$379,000

4 beds2 baths1,446 sq ft

155 Oak Grove Ave, Brattleboro, VT 05301

Manicured corner lot • Renovated kitchen • Two covered porches

NEW CONSTRUCTION

ABOUT THIS HOME
Brattleboro, VT Homes for Sale
A cute cabin/camp on 8.3 acres of land. Easy access to Brattleboro, Wilmington and Dover. Off grid with a propane generator. Beautiful finishes, full kitchen and a full bath. Brand new septic system, and a dug well. Near VAST trails. Make this yours just in time for hunting season.

$324,900

1 bed1 bath897 sq ft

141 Mercier Rd, Marlboro, VT 05344

Full kitchen • Full bath • Propane generator

ABOUT THIS HOME
Brattleboro, VT Homes for Sale
BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lou

$585,000

2 beds2 baths1,775 sq ft

24 Dogwood Dr, Brattleboro, VT 05301

Single-story • Open green space • Private nature trail

ABOUT THIS HOME
Brattleboro, VT Homes for Sale
BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lou

$560,000

2 beds2 baths1,775 sq ft

162 Buttonwood Dr, Brattleboro, VT 05301

Single-story • Open green space • Private nature trail

Property at 161 Buttonwood Dr, Brattleboro, VT 05301, 2 beds, 2 baths

$585,000

2 beds2 baths1,775 sq ft

161 Buttonwood Dr, Brattleboro, VT 05301

Property at 1089 Marlboro Rd, Brattleboro, VT 05301, 3 beds, 2 baths

$400,000

3 beds2 baths1,703 sq ft

1089 Marlboro Rd, Brattleboro, VT 05301

Property at 58 Oak St, Brattleboro, VT 05301, 5 beds, 4 baths

$625,000

5 beds4 baths3,748 sq ft

58 Oak St, Brattleboro, VT 05301

Property at 7 Nichols Dr, Guilford, VT 05301, 3 beds, 1 bath

$84,500

3 beds1 bath1,490 sq ft

7 Nichols Dr, Guilford, VT 05301

Property at 105 Chestnut St, Brattleboro, VT 05301, 4 beds, 2 baths

$395,000

4 beds2 baths2,715 sq ft

105 Chestnut St, Brattleboro, VT 05301

Property at 91 Carriage Hl, Brattleboro, VT 05301, 3 beds, 1 bath

$279,000

3 beds1 bath912 sq ft

91 Carriage Hl, Brattleboro, VT 05301

Property at 87 Orchard St, Brattleboro, VT 05301, 4 beds, 3.5 baths

$442,500

4 beds3.5 baths2,794 sq ft

87 Orchard St, Brattleboro, VT 05301

Property at 59 Brookside Dr #8, Brattleboro, VT 05301, 1 bed, 1 bath

$150,000

1 bed1 bath700 sq ft

59 Brookside Dr #8, Brattleboro, VT 05301

Property at 155 Upper Dummerston Rd, Brattleboro, VT 05301, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,655 sq ft

155 Upper Dummerston Rd, Brattleboro, VT 05301

Property at 17 Tinker Hill Rd, Guilford, VT 05301, 4 beds, 2 baths

$425,000

4 beds2 baths2,445 sq ft

17 Tinker Hill Rd, Guilford, VT 05301

Property at 5 Hillwinds North Rd, Brattleboro, VT 05301, 4 beds, 3 baths

$849,000

4 beds3 baths3,600 sq ft

5 Hillwinds North Rd, Brattleboro, VT 05301

Property at 76 Spruce St, Brattleboro, VT 05301, 4 beds, 3 baths

$475,000

4 beds3 baths3,314 sq ft

76 Spruce St, Brattleboro, VT 05301

Property at 458 Bonnyvale Rd, Brattleboro, VT 05301, 3 beds, 2 baths

$549,900

3 beds2 baths2,476 sq ft

458 Bonnyvale Rd, Brattleboro, VT 05301

Property at 78-80 Central St, Brattleboro, VT 05301, 4 beds, 2 baths

$345,000

4 beds2 baths2,408 sq ft

78-80 Central St, Brattleboro, VT 05301

Property at 192 Western Ave, Brattleboro, VT 05301, 3 beds, 2 baths

$568,000

3 beds2 baths2,066 sq ft

192 Western Ave, Brattleboro, VT 05301

Property at 22 Chestnut St #1, Brattleboro, VT 05301, 2 beds, 1 bath

$189,000

2 beds1 bath1,000 sq ft

22 Chestnut St #1, Brattleboro, VT 05301

Property at 1177 Western Ave, Brattleboro, VT 05301, 4 beds, 2 baths

$279,900

4 beds2 baths1,733 sq ft

1177 Western Ave, Brattleboro, VT 05301

Property at 109 Central St, Brattleboro, VT 05301, 4 beds, 2 baths

$300,000

4 beds2 baths1,808 sq ft

109 Central St, Brattleboro, VT 05301

Property at 1469 Higley Hill Rd, West Marlboro, VT 05363, 4 beds, 2 baths

$399,000

4 beds2 baths1,768 sq ft

1469 Higley Hill Rd, West Marlboro, VT 05363

Property at 321 Leonard Rd, Dummerston, VT 05301, 3 beds, 2 baths

$499,000

3 beds2 baths1,568 sq ft

321 Leonard Rd, Dummerston, VT 05301

Property at 204 Meetinghouse Ln, Brattleboro, VT 05301, 4 beds, 2 baths

$579,000

4 beds2 baths2,656 sq ft

204 Meetinghouse Ln, Brattleboro, VT 05301

Property at 321 Williams St, Brattleboro, VT 05301, 5 beds, 3 baths

$89,000

5 beds3 baths2,108 sq ft

321 Williams St, Brattleboro, VT 05301

Property at 23 Meetinghouse Ln, Brattleboro, VT 05301, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths3,415 sq ft

23 Meetinghouse Ln, Brattleboro, VT 05301

Property at 1591 Higley Hl, West Marlboro, VT 05344, 3 beds, 3 baths

$475,000

3 beds3 baths2,463 sq ft

1591 Higley Hl, West Marlboro, VT 05344

Property at 164 Chestnut St, Brattleboro, VT 05301, 3 beds, 1 bath

$319,900

3 beds1 bath1,323 sq ft

164 Chestnut St, Brattleboro, VT 05301

Property at 925 Hinesburg Rd, Brattleboro, VT 05301, 5 beds, 6.5 baths

$899,800

5 beds6.5 baths7,430 sq ft

925 Hinesburg Rd, Brattleboro, VT 05301

Property at 266 Ursa Ridge Rd, Brattleboro, VT 05301, 3 beds, 3 baths

$895,000

3 beds3 baths2,258 sq ft

266 Ursa Ridge Rd, Brattleboro, VT 05301

Property at 183 Bear Hill Rd, Dummerston, VT 05301, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths2,433 sq ft

183 Bear Hill Rd, Dummerston, VT 05301

Property at 69-71 Elliot St, Brattleboro, VT 05301, 7 baths

$1,150,000

— beds7 baths6,442 sq ft

69-71 Elliot St, Brattleboro, VT 05301

Property at 176 High St, Brattleboro, VT 05301, 5 beds, 4 baths

$488,875

5 beds4 baths3,064 sq ft

176 High St, Brattleboro, VT 05301

Property at 301 Maple St, Brattleboro, VT 05301, 4 beds, 2 baths

$586,000

4 beds2 baths3,090 sq ft

301 Maple St, Brattleboro, VT 05301

Property at 1845 Hatch School Rd, Brattleboro, VT 05358, 4 beds, 3.5 baths

$1,195,000

4 beds3.5 baths3,400 sq ft

1845 Hatch School Rd, Brattleboro, VT 05358

Property at 16 Washington St, Brattleboro, VT 05301, 5 beds, 3 baths

$275,000

5 beds3 baths2,209 sq ft

16 Washington St, Brattleboro, VT 05301

Property at 25 Cottage St, Brattleboro, VT 05301, 6 beds, 4 baths

$380,000

6 beds4 baths3,264 sq ft

25 Cottage St, Brattleboro, VT 05301

Property at 573 S Main St, Brattleboro, VT 05301, 2 beds, 4 baths

$350,000

2 beds4 baths3,312 sq ft

573 S Main St, Brattleboro, VT 05301

Property at 10 Birge St, Brattleboro, VT 05301, 5 beds, 4 baths

$370,000

5 beds4 baths3,002 sq ft

10 Birge St, Brattleboro, VT 05301

Viewing page 1 of 2

Average home prices near Brattleboro, VT

Cities

Walpole homes for sale
$1,400,000
Westminster homes for sale
Putney homes for sale
$675,000
Hinsdale homes for sale
$295,000
Wilmington homes for sale
$725,000
Keene homes for sale
$417,000
West Brattleboro homes for sale
$279,450
Newfane homes for sale
$389,900
Bellows Falls homes for sale
$255,000
Winchester homes for sale
$337,450

Zip Codes
Minor Civil Divisions

05301 homes for sale
$399,000
05303 homes for sale

Brattleboro, VT real estate trends

$317K

Sale price

-15.5%
since last year

$197

Sale $/sq ft

-5.5%
since last year

Over list price

1.7%

Days on market

44.5

Down payment

—

Total homes sold

See more Brattleboro, VT market insights

More to explore in Brattleboro, VT

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Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Thu Sep 18 2025 on the search page

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