Guilford, VT

Guilford VT Real Estate

127Results

Guilford, Vermont is a small town located in Windham County. Home to the Green Mountain National Forest and part of the Deerfield Valley trails system, Guilford is the perfect place for outdoor enthusiasts looking for an escape from the hustle and bustle of city life. Whether you’re looking for a peaceful retreat with breathtaking views or an adventurous exploration of Vermont’s natural landscape, Guilford has something for everyone. From kayaking on Stratton Brook to snowshoeing at Hawk Mountain Ski Area, there are plenty of activities to keep you busy during your stay in this picturesque town!

Newest

Sold

Sale Price: $798,219

Guilford, VT

1736 River Road

3 Beds
2 Baths
13.63 Acres
2,300 SqFt
0 Days on Market

Listed by Robert Doyle of Berkley & Veller Greenwood Country

Listing Sold by Berkley & Veller Greenwood Country

MLS#: 5095214

New Listing

$849,000

Guilford, VT

2435 Stage Road

6 Beds
7 Baths
0.93 Acres
3,877 SqFt
20 Days on Market

Listed by John McPherson of Berkley & Veller Greenwood Country

MLS#: 5093647

New Listing

$475,000

Guilford, VT

4303 Hinesburg Road

6 Beds
3 Baths
10.9 Acres
3,682 SqFt
21 Days on Market

Listed by Christine Lewis of Brattleboro Area Realty

MLS#: 5093324

New Listing

$995,000

Guilford, VT

3924 Sweet Pond Road

4 Beds
4 Baths
64.3 Acres
2,800 SqFt
26 Days on Market

Listed by Robert Doyle of Berkley & Veller Greenwood Country

MLS#: 5092445

$699,000

Guilford, VT

2416 Stage Road

4 Beds
3 Baths
53.5 Acres
2,353 SqFt
46 Days on Market

Listed by Chris Long of BHG Masiello Brattleboro

MLS#: 5088798

Pending

$489,000

Guilford, VT

49 Oles Drive

3 Beds
2 Baths
2.5 Acres
1,716 SqFt
52 Days on Market

Listed by Kristen Ziter Taylor of Brattleboro Area Realty

MLS#: 5087831

Active Under Contract

$275,000

Guilford, VT

757 Weatherhead Hollow Road

1 Bed
1 Bath
1.53 Acre
850 SqFt
67 Days on Market

Listed by Kate Barry of EXP Realty

MLS#: 5085145

Sold

Sale Price: $301,000

Guilford, VT

2380 Guilford Center Road

3 Beds
1 Bath
5 Acres
1,152 SqFt
25 Days on Market

Listed by Claire Renaud of Berkley & Veller Greenwood Country

Listing Sold by BHG Masiello Brattleboro

MLS#: 5067195

Sold

Sale Price: $210,000

Guilford, VT

402 Butternut Hill Road

1 Bed
1 Bath
2.9 Acres
800 SqFt
-5 Days on Market

Listed by Laura D'Angelo of Berkley & Veller Greenwood Country

Listing Sold by

MLS#: 5065856

Sold

Sale Price: $367,500

Guilford, VT

257 Partridge Road

2 Beds
2 Baths
2 Acres
1,321 SqFt
83 Days on Market

Listed by Stephanie Peduzzi-Baker of Brattleboro Area Realty

Listing Sold by Deerfield Valley Real Estate

MLS#: 5065647

Sold

Sale Price: $65,000

Guilford, VT

7 Nichols Drive

3 Beds
1 Bath
0.5 Acres
1,490 SqFt
98 Days on Market

Listed by Derek Greene of Derek Greene

Listing Sold by Flex Realty

MLS#: 5060709

Sold

Sale Price: $225,000

Guilford, VT

5704 Coolidge Highway

3 Beds
1 Bath
7.9 Acres
1,213 SqFt
114 Days on Market

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

Listing Sold by Berkley & Veller Greenwood Country

MLS#: 5053696

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Copyright 2026 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. Data last updated June 28, 2026 8:08 PM EDT