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Guilford, VT Houses for Sale

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  • /37

    $420,000

    • 3 Beds
    • 1 Bath
    • 1,608 Sq Ft

    880 Green River Rd, Brattleboro, VT 05301

    Sweet, passive solar cape in the delightful Green River Road area of Guilford, Vermont. Meticulously located in a meadow, well set back from the road, this inviting and cozy home adeptly collects and distributes the sun’s energy when needed in the winter. While designed for passive solar comfort and low energy needs, the home also offers modern conveniences, such as a newer propane furnace, a

    Dan Normandeau Berkley & Veller Greenwood Country

    880 Green River Rd, Brattleboro, VT 05301
  • /36

    $395,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,284 Sq Ft

    1486 Sweet Pond Rd, Guilford, VT 05301

    Tucked away on 25.7 picturesque acres along the beloved Sweet Pond Road—with easy, year-round access—this enchanting property welcomes you with two stately sentinel trees and a sweeping wraparound driveway. The first to greet you is a spacious barn, where cords of dry firewood await cozy evenings by the classic Vigilant wood stove. The barn also offers a heated studio and office—ideal for

    Desiree Stango Berkley & Veller Greenwood Country

    1486 Sweet Pond Rd, Guilford, VT 05301
  • /42

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    44 Russell Rd, Guilford, VT 05301

    Set on 10.4 acres in Guilford, this versatile property offers open pasture, multiple outbuildings, and direct views across Weatherhead Hollow Pond. Located on a town-maintained road, the property includes a 3-bedroom home with a new roof and many updated windows, a new septic tank in 2014, a large living area with floor to ceiling windows that look out to the pond, an attached 2-bay garage, two

    Erica Reynolds Southern Vermont Realty Group

    44 Russell Rd, Guilford, VT 05301
  • /52

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,239 Sq Ft

    3185 Higley Hill Rd, Guilford, VT 05301

    Originally built for the 1980 Lake Placid Winter Olympics, this iconic A-frame was later relocated to a serene 2+ acre setting in Marlboro Vermont. Tucked away on a quiet paved road, this 3-bedroom, 2-bath home blends rustic charm with thoughtful updates, including spacious additions and featuring a large mudroom—perfect for storing winter gear after a day on the slopes. The open-concept main

    Chad Lackey Deerfield Valley Real Estate

    3185 Higley Hill Rd, Guilford, VT 05301
  • /46

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,023 Sq Ft

    6940 Coolidge Hwy, Guilford, VT 05301

    Located just north of the Massachusetts border, this home with two car detached garage is conveniently just 15 minutes from both Greenfield and Brattleboro.As you step inside to the mudroom you'll enter the coziest of kitchens radiating warmth and character. Featuring a wood stove, a stunning brick hearth with beehive oven, wooden beams adding rustic charm, while a cathedral ceiling keeps the

    Rebecca Seymour Brattleboro Area Realty

    6940 Coolidge Hwy, Guilford, VT 05301

Why Live in Guilford

Just south of Brattleboro, Guilford is a rural Vermont town that hugs the Massachusetts border. “Guilford is the first stop in Vermont for people coming up from Massachusetts,” says Trent Stephens, a Realtor with Wohler Realty Group. As the gateway to Vermont, travelers cruising along Interstate 91 are greeted with lush rolling hills, quiet rural roads and local farms that source everything from lumber to maple syrup. “Guilford used to be one of the smaller towns in Vermont, but its proximity to Brattleboro has made it a more popular bedroom co ...

Home Trends in Guilford, VT

Housing Trends

Median Sale Price
$394,500
Median Single Family Sale Price
$399,000
Median Townhouse Sale Price
$190,200
Average Price Per Sq Ft
$294
Number of Homes for Sale
4
Last 12 months Home Sales
20
Months of Supply
2.40
Median List Price
$412,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
7%
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