Homes in ZIP Code 05301

/44
$599,000 Under Contract
- 4 Beds
- 4 Baths
- 4,060 Sq Ft
141 Piney Brook Way, Brattleboro, VT 05301

Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind

Desiree Stango Berkley & Veller Greenwood Country

141 Piney Brook Way, Brattleboro, VT 05301
/27
$347,500 Sold Nov 06, 2025

15 Laurel St, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1946
Last Sold Summary
- 6% Above List Price
- $268/SF
- 8 Days On Market
Current Estimated Value $331,119

Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

15 Laurel St, Brattleboro, VT 05301

/25
Est $253,383 Not Listed For Sale

88 Washington St, Brattleboro, VT 05301
- 3 Beds
- 1 Bath
- 1,033 Sq Ft
- Built 1925
88 Washington St, Brattleboro, VT 05301

Last Sold Summary
- 3% Above List Price
- $239/SF
- 14 Days On Market
Last Sold Price $247,000

Last Listing Agent Christine Lewis Brattleboro Area Realty

/32
$499,000
- 2 Beds
- 2 Baths
- 1,550 Sq Ft
77 Buttonwood Dr, Brattleboro, VT 05301

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

Dan Normandeau Berkley & Veller Greenwood Country

77 Buttonwood Dr, Brattleboro, VT 05301
/32
$325,000 Sold Dec 30, 2025

91 Sunny Acres Rd, Brattleboro, VT 05301
- 3 Beds
- 2.5 Baths
- 1,890 Sq Ft
- Built 1967
Last Sold Summary
- 6% Below List Price
- $172/SF
- 30 Days On Market
Current Estimated Value $329,204

Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

91 Sunny Acres Rd, Brattleboro, VT 05301

/27
Est $252,844 Not Listed For Sale

10 Washington St, Brattleboro, VT 05301
- 3 Beds
- 1.5 Baths
- 900 Sq Ft
- Built 1870
10 Washington St, Brattleboro, VT 05301

Last Sold Summary
- 3% Below List Price
- $291/SF
- 10 Days On Market
Last Sold Price $262,000

Last Listing Agent Emily Webb

/2
$90,000
- 3 Beds
- 1 Bath
- 1,030 Sq Ft
93 Clark St, Brattleboro, VT 05301

An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please, only

Christine Lewis Brattleboro Area Realty

93 Clark St, Brattleboro, VT 05301
/37
$339,000 Sold Dec 12, 2025

144 Belmont Ave, Brattleboro, VT 05301
- 3 Beds
- 1.5 Baths
- 1,520 Sq Ft
- Built 1916
Last Sold Summary
- $223/SF
- 7 Days On Market
Current Estimated Value $337,173

Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

144 Belmont Ave, Brattleboro, VT 05301

/26
Est $431,481 Not Listed For Sale

109 Washington St, Brattleboro, VT 05301
- 4 Beds
- 2.5 Baths
- 3,080 Sq Ft
- Built 1871
109 Washington St, Brattleboro, VT 05301

Last Sold Summary
- $140/SF
- 87 Days On Market
Last Sold Price $432,000

Last Listing Agent Jeffrey Sheehan Cummings & Co

/39
$295,000
- 4 Beds
- 1 Bath
- 1,248 Sq Ft
552 - 554 Hinesburg Rd, Brattleboro, VT 05301

Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2

Steve Schoppmeyer BHG Masiello Brattleboro

552 - 554 Hinesburg Rd, Brattleboro, VT 05301
/29
$269,000 Sold Jul 07, 2025

27 Horton Place, Brattleboro, VT 05301
- 4 Beds
- 2 Baths
- 2,242 Sq Ft
- Built 1890
Last Sold Summary
- $120/SF
- 65 Days On Market
Last Listing Agent Patrice Schneider Southern Vermont Realty Group

27 Horton Place, Brattleboro, VT 05301

/31
Est $232,390 Not Listed For Sale

39 Clark St, Brattleboro, VT 05301
- 4 Beds
- 1 Bath
- 1,592 Sq Ft
- Built 1880
39 Clark St, Brattleboro, VT 05301

Last Sold Summary
- 50% Above List Price
- $97/SF
- 31 Days On Market
Last Sold Price $155,000

Last Listing Agent Rebecca Seymour Brattleboro Area Realty

/48
$380,000
- 3 Beds
- 1.5 Baths
- 2,433 Sq Ft
183 Bear Hill Rd, Dummerston, VT 05301

Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency. This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with

Kate Barry EXP Realty

183 Bear Hill Rd, Dummerston, VT 05301
/27
$425,000 Sold Dec 29, 2025

16 Vermont Ave, Brattleboro, VT 05301
- 3 Beds
- 1.5 Baths
- 1,846 Sq Ft
- Built 1920
Last Sold Summary
- $230/SF
- 6 Days On Market
Current Estimated Value $423,919

Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

16 Vermont Ave, Brattleboro, VT 05301

/22
Est $260,559 Not Listed For Sale

95 Frost St, Brattleboro, VT 05301
- 4 Beds
- 1 Bath
- 1,146 Sq Ft
- Built 1870
95 Frost St, Brattleboro, VT 05301

Last Sold Summary
- 11% Above List Price
- $205/SF
- 23 Days On Market
Last Sold Price $235,000

Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

/9
$250,000
- Land
- 3.79 Acres
- $65,963 per Acre
000 Fort Dummer Heights, Brattleboro, VT 05301

Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

Christine Lewis Brattleboro Area Realty

000 Fort Dummer Heights, Brattleboro, VT 05301
/22
$336,000 Sold Aug 12, 2025

62 Lawton Dr, Brattleboro, VT 05301
- 3 Beds
- 1 Bath
- 1,104 Sq Ft
- Built 1968
Last Sold Summary
- 3% Above List Price
- $304/SF
- 63 Days On Market
Last Listing Agent Christine Lewis Brattleboro Area Realty

62 Lawton Dr, Brattleboro, VT 05301

/20
Est $355,615 Not Listed For Sale

203 Elliot St, Brattleboro, VT 05301
- 3 Beds
- 3.5 Baths
- 2,012 Sq Ft
- Built 1880
203 Elliot St, Brattleboro, VT 05301

Last Sold Summary
- 11% Below List Price
- $199/SF
- 2 Days On Market
Last Sold Price $400,000

Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

/40
$525,000
- 3 Beds
- 2 Baths
- 1,977 Sq Ft
1355 Whitneyville Rd, Halifax, VT 05301

Welcome to this charming country log home set on 30.6 private acres at the peaceful end of the road. Thoughtfully positioned to capture its surroundings, the home sits just high enough to enjoy pleasant views and beautiful mountain sunsets, best experienced from the inviting covered porches and open deck. Inside, the open-concept main level features abundant windows and cathedral ceiling creating

Leslie Fraser Four Seasons Sotheby's Int'l Realty

1355 Whitneyville Rd, Halifax, VT 05301
/39
$312,450 Sold Jul 03, 2025

96 Brattle St, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 1,758 Sq Ft
- Built 1952
Last Sold Summary
- 2% Below List Price
- $178/SF
- 49 Days On Market
Current Estimated Value $331,746

Last Listing Agent Darlene Conca

96 Brattle St, Brattleboro, VT 05301

/41
Est $319,711 Not Listed For Sale

196 Fairview St, Brattleboro, VT 05301
- 5 Beds
- 2 Baths
- 1,714 Sq Ft
- Built 1890
196 Fairview St, Brattleboro, VT 05301

Last Sold Summary
- 3% Above List Price
- $180/SF
- 5 Days On Market
Last Sold Price $309,000

Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

/27
$397,000 Under Contract
- 4 Beds
- 3.5 Baths
- 2,800 Sq Ft
87 Orchard St, Brattleboro, VT 05301

If you love light, this is your new home! This condo is special, in that it is one of only 2 homes in the complex. Easy to manage, make an agreement for next year's expenses and you are done. This 4 bedroom, 3.5 bath unit is extraordinary for the area, with an attached 2 car garage, back deck, nice yard, and minutes to everything... hospital, Co-op, schools, interstate. Open concept first floor

Christine Lewis Brattleboro Area Realty

87 Orchard St, Brattleboro, VT 05301
/33
$348,000 Sold May 21, 2025

145 Marlboro Ave, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 2,313 Sq Ft
- Built 1940
Last Sold Summary
- 4% Above List Price
- $150/SF
- 50 Days On Market
Current Estimated Value $367,819

Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

145 Marlboro Ave, Brattleboro, VT 05301

/35
Est $323,470 Not Listed For Sale

31 Pleasant St, Brattleboro, VT 05301
- 1 Bed
- 2 Baths
- 1,560 Sq Ft
- Built 1884
31 Pleasant St, Brattleboro, VT 05301

Last Sold Summary
- 19% Below List Price
- $257/SF
- 9 Days On Market
Last Sold Price $401,000

Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

/12
$159,500
- 1 Bed
- 1 Bath
- 685 Sq Ft
39 Brookside Dr Unit 7, Brattleboro, VT 05301

Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. Located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Shared basement with assigned storage space. Association fees include heat,

Angela Sherman Brattleboro Area Realty

39 Brookside Dr Unit 7, Brattleboro, VT 05301
/2
$145,000 Sold Jul 18, 2025

29 Elliot Terrace, Brattleboro, VT 05301
- 6 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1885
Last Sold Summary
- 12% Above List Price
- $60/SF
- 45 Days On Market
Current Estimated Value $149,027

Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

29 Elliot Terrace, Brattleboro, VT 05301

/39
Est $366,594 Not Listed For Sale

95 Maple St, Brattleboro, VT 05301
- 4 Beds
- 2 Baths
- 1,970 Sq Ft
- Built 1890
95 Maple St, Brattleboro, VT 05301

Last Sold Summary
- 20% Below List Price
- $234/SF
- 4 Days On Market
Last Sold Price $460,000

Last Listing Agent Kate Barry EXP Realty

/34
$389,000 Pending
- 1 Bed
- 1 Bath
- 650 Sq Ft
137 Pleasant Valley Rd, Brattleboro, VT 05301

This is a rare opportunity to own a piece of Pleasant Valley road in west Brattleboro Vermont. A solid Timberframe, designed and built in 2019 with sustainability and long term affordability as the guiding factors. This 650 square foot home is just enough to provide comfortable living with its high ceiling and extravagant windows, without having to heat and maintain extraneous space. With its

Christine Lewis Brattleboro Area Realty

137 Pleasant Valley Rd, Brattleboro, VT 05301
/40
$447,700 Sold Dec 08, 2025

10 Ethan Hill, Brattleboro, VT 05301
- 3 Beds
- 2.5 Baths
- 2,399 Sq Ft
- Built 1987
Last Sold Summary
- 1% Below List Price
- $187/SF
- 7 Days On Market
Current Estimated Value $456,342

Last Listing Agent John Mcpherson Berkley & Veller Greenwood Country

10 Ethan Hill, Brattleboro, VT 05301

/23
Est $310,176 Not Listed For Sale

100 Whetstone Dr, Brattleboro, VT 05301
- 2 Beds
- 1.5 Baths
- 1,519 Sq Ft
- Built 1990
100 Whetstone Dr, Brattleboro, VT 05301

Last Sold Summary
- 7% Below List Price
- $221/SF
- 2 Days On Market
Last Sold Price $335,000

Last Listing Agent Christine Lewis Brattleboro Area Realty

/39
$585,000
- Land
- 67.63 Acres
- $8,650 per Acre
932 Middle Rd, Dummerston, VT 05301

Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits atop

Peggy Winchester ACORN REAL ESTATE GROUP LLC

932 Middle Rd, Dummerston, VT 05301
/50
$659,000 Sold Sep 29, 2025

86 Stark Rd, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 2018
Last Sold Summary
- $412/SF
- 4 Days On Market
Current Estimated Value $669,927

Last Listing Agent Victoria Woods Brattleboro Area Realty

86 Stark Rd, Brattleboro, VT 05301

/23
Est $285,858 Not Listed For Sale

204 Williams St, Brattleboro, VT 05301
- 3 Beds
- 1.5 Baths
- 1,611 Sq Ft
- Built 1840
204 Williams St, Brattleboro, VT 05301

Last Sold Summary
- 180% Above List Price
- $63/SF
- 405 Days On Market
Last Sold Price $102,000

Last Listing Agent Sherry Price REALHome Services and Solutions, Inc.

/2
$99,900
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
321 Williams St, Brattleboro, VT 05301

Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance.

Susan Bellville Bellville Realty

321 Williams St, Brattleboro, VT 05301
/2
$94,500 Sold Jun 30, 2025

000 Cow Path 40, Marlboro, VT 05301
- Land
- 8.3 Acres
- $11,386 per Acre
Last Sold Summary
- 44 Days On Market
Last Listing Agent John Hatton Berkley & Veller Greenwood Country

000 Cow Path 40, Marlboro, VT 05301

/35
Est $341,634 Not Listed For Sale

25 Strand Ave, Brattleboro, VT 05301
- 3 Beds
- 1 Bath
- 1,488 Sq Ft
- Built 1880
25 Strand Ave, Brattleboro, VT 05301

Last Sold Summary
- 9% Below List Price
- $252/SF
- 11 Days On Market
Last Sold Price $375,000

Last Listing Agent Rebecca Seymour Brattleboro Area Realty

/45
$264,900 Under Contract
- 4 Beds
- 1.5 Baths
- 1,200 Sq Ft
49 Clark Ave, Brattleboro, VT 05301

Set in a fantastic, highly sought-after neighborhood, this home is ideally located directly across from Oak Grove School, just around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro’s vibrant downtown shops and restaurants.This 4-bedroom, 1.5-bath Cape Cod–style home offers a quick closing opportunity and

Lisa Friedman Great American Dream Realty

49 Clark Ave, Brattleboro, VT 05301
/40
$790,000 Sold May 01, 2025

373 Summit Cir, Brattleboro, VT 05301
- 4 Beds
- 3.5 Baths
- 2,474 Sq Ft
- Built 2011
Last Sold Summary
- 15% Below List Price
- $319/SF
- 246 Days On Market
Current Estimated Value $743,372

Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

373 Summit Cir, Brattleboro, VT 05301

/39
Not Listed For Sale

30 Crosby St, Brattleboro, VT 05301
- 4 Beds
- 5 Baths
- 2,660 Sq Ft
- Built 1940
30 Crosby St, Brattleboro, VT 05301

Last Sold Summary
- $263/SF
- 89 Days On Market
Last Sold Price $700,000

Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

/26
$550,000
- 8 Beds
- 4 Baths
- 6,466 Sq Ft
72 Landmark Hill Dr, Brattleboro, VT 05301

What will the next life be for this iconic property? From popular and innovative hair salon to successful dental practice to a 4 unit family complex....pick your use!!! Owner occupied business...roomy apartments...small business complex...this multi use property has been renovated in the last few years with nice kitchens and baths..and has been used essentially as a single family with a huge

Christine Lewis Brattleboro Area Realty

72 Landmark Hill Dr, Brattleboro, VT 05301

Showing Results 161 - 200, Page 5 of 18

Vermont Windham County Brattleboro 05301

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