6

Guilford, VT Houses for Sale

Section Image
  • /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
  • /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
How to Buy a Home How to Finance a Home How to Sell a Home