Guilford, VT Homes for Sale

Q: What are the most popular zip codes in Guilford, VT?

The most popular zip codes in Guilford, VT include 05301 , 01337 , 05354 , 05358 and 03451 .

/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
/51
$425,000
- 4 Beds
- 2 Baths
- 2,445 Sq Ft
17 Tinker Hill Rd, Guilford, VT 05301

This one is the right one! So very special, nestled in the countryside just waiting.... So many options to choose from...a first floor main bedroom is perfect for aging in place, an x gen who still lives at home, in-law suite...or...perfect for an Air B&B. The other main bedroom features a walk out to the upper gardens, vaulted ceilings, room for a private getaway or reading nook. Plenty of

Christine Lewis Brattleboro Area Realty

17 Tinker Hill Rd, 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
/16
$259,900
- Land
- 29 Acres
- $8,901 per Acre
1270 Melendy Hill Rd, Guilford, VT 05301

A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is

Christine Lewis Brattleboro Area Realty

1270 Melendy Hill Rd, 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
/11
$250,000
- Land
- 18 Acres
- $13,889 per Acre
0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

Christine Lewis Brattleboro Area Realty

0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
/5
$139,900
- Land
- 1.30 Acres
- $107,615 per Acre
00 Creamery Rd, Guilford, VT 05301

Just in time! Unbelievable! A high rolling meadow of your very own! Build the new home, the one you have been waiting for all your life, on this beautifully cared for sweet spot in the Vermont countryside community of Guilford. The boundaries are easy to find, one being right up to the edge of an old stone wall, the others marked with posts. Pick the high point and have a local view of old

Christine Lewis Brattleboro Area Realty

00 Creamery 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
/10
$250,000
- Land
- 23 Acres
- $10,823 per Acre
184 Dupre Dr, Guilford, VT 05301

Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

A.J. Bellville Bellville Realty

184 Dupre Dr, 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

Frequently Asked Questions

What is the average home price in Guilford, VT?

Homes for sale in Guilford, VT have an average home price of $249,000.

Are home prices dropping in Guilford?

Yes, home prices in Guilford are down 44% in the last 12 months.

How many homes have sold over the last 12 months in Guilford, VT?

6 homes have sold in Guilford, VT over the last 12 months.

What are the most popular zip codes in Guilford, VT?

The most popular zip codes in Guilford, VT include 05301, 01337, 05354, 05358 and 03451.

How much do you need to make to afford a house in Guilford?

The median home price in Guilford is $225,000. If you put a 20% down payment of $45,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,160 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $50K a year to afford the median home price in Guilford.

How are the schools in Guilford, VT?

Guilford, VT has highly rated public and private schools. Some of the best schools in Guilford based on Niche Grades are Halifax West School, Brattleboro Union High School and Guilford Central School. Browse all the schools in Guilford, VT to learn more.

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

More About Living in Guilford

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.