Guilford, VT Houses for Sale

/28
$249,000
- 3 Beds
- 1 Bath
- 1,213 Sq Ft
5704 Coolidge Hwy, Guilford, VT 05301

Tucked back off the road, equidistant between Brattleboro, Vermont and Bernardston, MA, this “cute-as-a-button,” chalet-influenced cape is an excellent opportunity for a cozy, 3-bedroom home or an Airbnb, on a 7.9-ac lot in beautiful Guilford, Vermont. Nice mix of sun and shade. Excellent gardening spot. High-speed internet available. Single-level living is possible, with a first-floor

Dan Normandeau Berkley & Veller Greenwood Country

5704 Coolidge Hwy, Guilford, VT 05301
/40
$489,000
- 5 Beds
- 3 Baths
- 2,917 Sq Ft
3550 Coolidge Hwy, Guilford, VT 05301

This lovely property has classic character and charm with modern updates and upgrades making this a truly comfortable place to call home! There's the main house with attached garage as well as the accessory in-law suite/apartment/accessory living space for longer term guests to stay that provides privacy from your main home. There's the nicely sized barn for parking, animals or storage which

A.J. Bellville Bellville Realty

3550 Coolidge Hwy, Guilford, VT 05301
/47
$995,000
- 5 Beds
- 1 Bath
- 1,224 Sq Ft
6036 Jacksonville Stage Rd, Guilford, VT 05301

Welcome to a rare and breathtaking slice of Vermont. This expansive 216-acre farm offers a beautiful mix of open pastures, mature woodlands, fruit trees, berry bushes, and a small section of scenic wetlands – a true haven for nature lovers and outdoor enthusiasts seeking peace and space in every direction. Set along a quiet dirt road near the Massachusetts border, with the added convenience of

Melissa Nebelski Skihome Realty

6036 Jacksonville Stage 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

Chad Lackey Deerfield Valley Real Estate

3185 Higley Hill Rd, Guilford, VT 05301
/52
$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

Vermont Windham County Guilford

Why Live in Guilford

Guilford, Vermont, is a rural town located just south of Brattleboro and near the Massachusetts border. Known as the gateway to Vermont, it welcomes travelers with lush rolling hills, quiet rural roads, and local farms producing lumber and maple syrup. With a population of around 1,600, Guilford is a close-knit community where neighbors are well-acquainted despite the spread-out homes. The town has a low crime risk compared to the national average. Guilford Community Park, located at the intersection of U.S. Route 5 and Guilford Center Road, features a playground, fire pit, labyrinth, and a wooden pavilion used for community events. Fort Dummer State Park offers 217 acres of woodlands with hiking trails and campsites. The Broad Brook Community Center hosts various activities, including ukulele lessons, art workshops, yoga classes, and tai chi. Green River Village, about 3 miles away, is home to a historic red covered bridge and the Green River Timber Crib Dam, creating a picturesque waterfall and swimming hole. Guilford’s housing market includes historic farmhouses, mid-century ramblers, rustic log cabins, colonial-style homes, and contemporary custom-built homes. The town’s educational programs emphasize agricultural roots, with initiatives like the GCS Farm-to-School program. Local establishments along U.S. Route 5 include the Guilford Country Store, which hosts events like wine tastings and open mic nights. The Guilford Fair, held every Labor Day Weekend, celebrates agricultural traditions with various activities. Brattleboro, about 3 miles away, offers larger supermarkets, restaurants, breweries, and entertainment options.

Learn more about living in Guilford

Home Trends in Guilford, VT

On average, homes in Guilford, VT sell after 52 days on the market compared to the national average of 70 days. The median sale price for homes in Guilford, VT over the last 12 months is $220,000, down 50% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$220,000

Median Single Family Sale Price

$220,000

Median Townhouse Sale Price

$235,000

Median 2 Bedroom Sale Price

$235,000

Average Price Per Sq Ft

$249

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.00

Median List Price

$225,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-50%

How to Buy a Home How to Finance a Home How to Sell a Home

In Guilford, there are currently 5 houses for sale, offering an array of options for potential buyers. With houses priced between $249,000 to $995,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Guilford is $225,000, while the average sale price is $219,000, offering insights into the local housing market. On average, houses spend 52 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Guilford, VT and find the perfect place to call home.

Guilford Types of Homes for Sale

Guilford Homes for Sale

More About Living in Guilford

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.