Guilford Homes for Sale

Welcome to Guilford, Vermont – a hidden gem nestled in the heart of Windham County. This charming town offers a perfect blend of rural tranquility and community spirit, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. With its picturesque landscapes, rolling hills, and lush forests, Guilford is a haven for nature lovers and outdoor enthusiasts. Imagine waking up to the sound of chirping birds and the sight of vibrant fall foliage right outside your window!

Guilford boasts a rich history and a warm, welcoming community. The town is known for its friendly atmosphere, where neighbors become friends and local events bring everyone together. Take a stroll through the historic village center, where you’ll find quaint shops, cozy cafes, and charming architecture that tells the story of this beautiful region.

For those looking to call Guilford home, there are a variety of homes for sale that cater to diverse tastes and budgets. From charming country cottages to spacious family homes, the real estate market in Guilford offers something for everyone. Many properties feature expansive yards, stunning views, and easy access to outdoor activities such as hiking, fishing, and skiing in the nearby Green Mountains.

Whether you’re searching for your first home, a vacation retreat, or a peaceful place to retire, Guilford, VT, has it all. Come explore the beauty, community, and opportunities that await you in this enchanting town. Your dream home in Guilford is just a visit away!

Newest Guilford Homes for Sale

$260,000

4 Beds ⋅ 3 Baths ⋅ 5101087 MLS

Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment has another two. You could live in the apartment while you work on updating the house. You'll need to budget for insulating the walls, extensive rewiring, renovating 2 bathrooms plus cosmetics. If you have a business or need storage, there is a 24' x 34' barn with electricity and a large concrete parking lot. Once you see all that's here, you'll quickly realize your investment will yield a spacious and comfortable home with reliable income potential in a convenient Guilford location.

106 Coolidge Highway Unit 6-276, Guilford

$330,000

4 Beds ⋅ 2 Baths ⋅ 5101085 MLS

Welcome to a bright, airy home that blends comfort, character, and convenience! Set on 1.26 acres of sunny lawn and wooded privacy, this four-bedroom, two-bath property offers inviting, freshly painted living spaces, central air, and efficient baseboard radiant heat. The living room features a welcoming fireplace, while the kitchen includes a woodstove setup and comes fully applianced with a dishwasher, refrigerator, gas stove, microwave, washer, and dryer. Upstairs, the primary bedroom makes a memorable impression with its vaulted ceiling and exposed brick chimney, adding warmth and architectural charm. Floors are easy to maintain light-toned vinyl planks with carpeted stairs for quiet. Practical features include a drilled well and town sewer, offering ease of ownership in a desirable setting. The location is especially convenient, just a short distance to Exit 1, making it easy to access nearby services, commuting routes, and local amenities. With character-filled details and a 1.26-acre setting, this property is ready to welcome its next owner.

36 Pauls Rd Unit 6-259, Guilford

$795,000

6 Beds ⋅ 7 Baths ⋅ 5093647 MLS

Only a fortunate few have the privilege of calling Green River Village home—a quintessential Vermont hamlet distinguished by its historic covered bridge, the 1811 timber crib dam, and the iconic wood-spired church proudly perched on the hillside above. Sited next to the bridge, the Green River Bridge House, originally a blacksmith shop, enjoys 300 feet of frontage along the Green River. Built in the 1830s and extensively renovated in 2002, the home overlooks a sweeping lawn that stretches to the river’s edge, framed by stone-walled perennial gardens and a private porch perfectly positioned to enjoy the beauty and tranquility of the surrounding landscape. The home is thoughtfully designed for rural family life centered around a welcoming country kitchen featuring a six-burner Garland stove, Moffat turbo oven, cozy wood stove, and an impressive marble-topped island ideal for casual dining and gathering. Friends are welcomed through the front door into a gracious living and dining room that is both elegant and inviting. Beyond, you'll find a bright and charming fireplaced pub for entertaining or quiet evenings, a cozy game room/office, and a sweeping staircase leading to the sleeping accommodations. Each bedroom is uniquely enchanting, featuring remarkable recessed chandeliers, dormer windows, and private en-suite baths, including one with a jetted tub for relaxing after a day of outdoor adventure. A lower-level office and studio apartment offer private exterior access with flexibility for personal or business use. Formerly, a bed and breakfast, this is an exceptional country retreat for family & friends. Skiing, cycling, hiking, swimming, fishing, kayaking, & endless exploration of Vermont’s scenic back roads are all at your door. Picture the gentle Green River lulling you asleep each night! Also listed under commercial MLS #5094262.

2435 Stage Rd, Guilford

$475,000

6 Beds ⋅ 3 Baths ⋅ 5093324 MLS

Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambience and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar...great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor...for those who want to age in place. The land is a combination of open...for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by...Private! But, off a paved road for easy access... Loved by the owners for many years, it is time to pass to the next generation who will bring upgrades and new ideas to this very speical home.

4303 Hinesburg Rd, Guilford

$995,000

4 Beds ⋅ 4 Baths ⋅ 5092445 MLS

Surrounded by 65 acres of glorious land w/meadows, woodland, stone walls, and the meandering Keets Brook, this exceptional property offers a blend of beauty, privacy, and thoughtful design. The grounds are exquisitely landscaped with Gordon Hayward-designed gardens, specimen trees , stone walkways and mature blueberry bushes. A saltwater pool, private rear deck, oversized two-car garage, Kohler generator and sweet guest house w/bath & kitchenette complete this remarkable setting. The home (half new build and the other half totally renovated, all in 2001) is light-filled with imaginative touches that beautifully blend form and function. A front porch welcomes you into the mudroom featuring slate flooring, built-ins, closet, and adjacent laundry. The stunning kitchen is the centerpiece with maple and porcelain flooring, sloped ceilings, cherry cabinetry, slate countertops, huge windows framing the landscape, a Viking six-burner range, Sub-Zero refrigerator & Bosch dishwasher. To the right of the kitchen is a gracious dining room with oversized windows, cherry cabinetry w/slate counters, and a patio door to the deck and gardens. To the left is an intimate family room w/ a stained-glass window. A spacious living room offers hardwood flooring, fireplace with gas insert, and access to the front porch. The main level also includes a den with built-in cabinetry and a large bay window, along with a powder room and double closets. Upstairs (A/C) are 3 spacious bedrooms and a shared tile bath with double vanity and hand-painted dolphin tiles. The primary suite features cathedral ceilings with fan, a large window overlooking the gardens, walk-in closet, and a luxurious bath with jetted soaking tub surrounded by windows, double marble-top vanity, and a glass-fronted tile shower. A truly magical Vermont retreat where exceptional craftsmanship and breathtaking natural surroundings come together in perfect harmony. (Land is in Current Use for tax savings). Showings start 6/11/26.

3924 Sweet Pond Rd, Guilford

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