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Guilford VT Homes for Sale

Just north of the Massachusetts border, Guilford, VT is home to many rivers and ponds. This is a year-round active community that takes full advantage of everything Vermont has to offer. In Guilford you will find many types of properties from new construction to classic Vermont farmhouses. 

Learn More About Guilford, VT

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View Homes For Sale in Guilford

 

398-404 Sugar House Hill Road, Guilford, VT 05301

Price$575,000

Est. Mortgage: $/month

MLS Number 4689227

  • Residential Single Family
  • Listing Agent Name Christine Lewis
  • Bedrooms 6
  • Bathroom 4
  • Construction Existing

TWO HOMES TOTALING OVER 4,000 SQUARE FEET! Amazing, versatile, private! Thoughtfully designed, this property has 2 homes, situated for maximum privacy but taking advantage of the view of the lovely lawn (meadow), pond, spring water and beautiful landscaping. Ideal for shared ownership, splitting expenses and not too close companionship, or living in one and having the other as a guest house, studio or other fun use. Each has it's own lovely large deck for outside entertaining, lots and lots of windows for light and air, unique design and open concept living. A wonderland of lighted paths wandering thru groves of rhododendrons, a series of delightful spring fed garden ponds, sweet deck under the arbor and whimsical off path nooks for hideaway picnics are only a small part of what creates this magical experience. Lovingly created to capture your heart. Lovingly created to sooth you soul. Lovingly created to spark the magic. Come home. Bring your family and friends and come home to the magic of Vermont. *No Drive-byes please.

Listed by Chris Lewis of Brattleboro Area Realty

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%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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38 Borkowski Road, Guilford, VT 05301

Price$549,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4709557

  • Residential Single Family
  • Listing Agent Name Chris Long
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Southern Vermont Gem! This exquisite gentleman's farm is situated on nearly 70 acres (25 open fields) of lush rolling meadows, hardwood forests, beautiful stone walls, towering old growth Maple, Red Oak and Locust trees in a magical setting. The rural yet accessible location is quite simply ideal. Only 8/10 of a mile from pavement and minutes to I-91 in Brattleboro yet the property has a very peaceful and tranquil feel that demands relaxation. The home has been extensively renovated with a focus on high efficiency, low maintenance, comfortable living and combines modern amenities with the warmth and beauty of a traditional home. The house features an amazing 28' gourmet kitchen with original exposed beams and antique butternut flooring re-purposed into unique walls and doors. Over 42' of Corian counter tops, maple cabinets, center island with prep sink, farm sink and lots of windows affording views and great air flow. The 1st floor master bedroom is huge and walks out to the covered porch and the lighted stone patios and features a large master bath with both a walk in shower and claw foot tub. One of the greatest attributes of the home is the marriage of indoor and outdoor living areas. A 95' covered porch steps down to 1500 sqft of astonishing stone patios, stairways and retaining walls complete with a large stone fire pit. Multiple outbuildings & new barns with 10 bays for equip. & toys. The owner has a documented cost basis exceeding $1M. This is a tremendous value!

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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905 Melendy Hill Road, Guilford, VT 05301

Price$549,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4692197

  • Residential Single Family
  • Listing Agent Name Chris Long
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Custom contemporary red/white Oak timber frame and matching barn/carriage house located in the rural, lush farmland of Guilford VT. on over 10 acres of rolling land at the end of the town maintained portion of a dead end country road only minutes to downtown Brattleboro and I-91. This stunning home has loads of character and the quality of construction and materials used is evident throughout. The gorgeous oak frame is exposed in every room of the main living area. Lots of south facing windows flood the home with natural light. The spacious kitchen has cherry cabinetry,pantry and granite counter tops. Other interior features include: hardwood/softwood flooring, foyer, sunroom, tower room, open concept dining/living, a great room with cathedral and balcony, built in book shelves, loft/balcony office, tons of built in storage and multiple doors to the numerous decks leading to the private fenced back yard. Standing seam metal roof and cedar clapboard siding on both the house and barn. There is also a streamside cottage accessed by the woodland trails that meander through the property. The cottage is insulated, has oak flooring, power and a woodstove. Have you ever wanted to observe nature from the tree tops? Well there is also an observation tower offering a unique perspective from high above with views of the neighboring conserved farmland and the mountains beyond. This property offers more than can be described. See additional features page on this tremendous property.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2023 Tater Lane, Guilford, VT 05301

Price$410,000

Est. Mortgage: $/month

MLS Number 4703165

  • Residential Single Family
  • Listing Agent Name Bill Murray
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

The owners bought 20.50 acres & a classic, circa 1927 cabin, with panoramic views in 1976. In 1984 they began construction of an impressive, post & beam contemporary, home with attached garage, workshop & sunroom/mudroom. The house features a Tedd Benson, red oak timber frame enclosed by stress-skin panels. The open 1st floor centers around the central brick hearth with Jotul woodstove & offers incredible natural light & breathtaking views from almost every window. The oak floors, red oak timber-frame with gunstock knee-braces & den with pocket doors all provide plenty of character & warmth. The upper floor features two bedrooms, the larger with vaulted ceiling with Velux skylights & exposed beams, a full bath with laundry & a large loft. A walkout basement, offers possibilities for additional finished space for home office, family room or additional bedroom. Oriented not only to take in the spectacular views, but also to capture as much solar gain as possible, the original planning included energy analysis & favored high-quality materials & workmanship. The one bedroom cabin has been used as a seasonal guest house with detached "bathhouse". It features a massive stone chimney with Vt Castings woodstove & cathedral ceiling. Generator, central vac, Verizon Wireless Internet, Direct TV. (13.88 in Guilford & 6.62 in Brattleboro- surveyed) Added 6.07 acres 1994-surveyed & Perc-tested.Total acreage 26.57+/-)

Listed by Bill Murray of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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438 River Road, Guilford, VT 05301

Price$399,000

Est. Mortgage: $/month

MLS Number 4715765

  • Residential Single Family
  • Listing Agent Name Tamara Purcell
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Beautiful reproduction 1712 Gambrel sits on close to 16 acres of fields and woodland with long frontage on the Green River. Lovely attention to detail with crown molding, chair rails, 12 over 12 true divided light windows and 3 fireplaces. Kitchen offers cherry cabinets and Corian counters. A beautiful great room was added offering lots of light and access to the screened porch. A 4-stall barn offers space for animals, storage or 4 cars. Stunning pastoral setting with beautiful open meadows.

Listed by Tamara Purcell of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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204 Wocell Drive, Guilford, VT 05301

Price$390,000

Est. Mortgage: $/month

MLS Number 4716648

  • Residential Single Family
  • Listing Agent Name Thom Dahlin
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

If you love the outdoors, this home meets & exceeds all your desires in this tranquil setting, surrounded by miles of peaceful forest, a playground for hiking, biking, hunting, fishing & general enjoyment. This gracious Colonial home, located at the end of the road is touched by tradition, drenched in warm hospitality & offers an elegant simplicity w/subtle touches that make it stand out from the rest. The eat in kitchen with custom cherry cabinets and a working brick fireplace is adjoined by a formal dining room, large formal living room w/brick fireplace & a charming den - the beams, walls and floors are milled from original pine trees right from the property! Three generous bedrooms including a Master with an en-suite bath and custom cedar closet. Three partially finished rooms round out the basement including a workshop. This home also includes a 2-car garage, back deck & charming covered front porch to spend time with family and friends! This beautiful home is situated on over 6 beautiful acres of landscaped gardens, apple & pear trees abound, raised vegetable & herb beds, large custom-built wood shed, gorgeous local slate patio with stone fireplace, fenced in area suitable for small livestock & stunning pond in the front yard. An additional area is already plumbed for utilities for a guest house or in-laws just waiting to be built! Only minutes to I-91, Brattleboro's thriving downtown business, art and restaurant districts & short drives to all of the local ski areas.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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860 Lakeridge Drive, Guilford, VT 05301

Price$385,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4698017

  • Residential Single Family
  • Listing Agent Name A.J. Bellville
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Come be amazed by this wonderful home on just over 10 acres that features a flowing floor plan, custom woodwork and privacy. Appreciate nature and wildlife as you take your evening stroll by the big pond out front or relax in your Adirondack chairs by your own personal pond on the property. The full length back deck affords privacy and plenty of space for entertaining and gatherings. The very large front porch/sunroom provides relaxation just out of the elements as well as a quick mudroom for keeping nature outside! The direct entry two car garage includes a bulkhead into the basement (when needed) and adds that little touch of convenience that can be hard to find. The interior features open concept living between the kitchen/eating area/living room, a formal dining room, family room and nicely sized bedrooms throughout including a master suite with bathroom. The newly constructed, very large bedroom with a woodstove hookup could be a great master bedroom, additional family room or perhaps working space. There's even another area that could be used for an office or media room. All this plus a basement for additional storage and you have an incredible destination a few minutes out of town and still convenient to where you need to go!

Listed by A.J. Bellville of Bellville Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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56 Oak Hill Road, Guilford, VT 05301

Price$331,000

Est. Mortgage: $/month

MLS Number 4716088

  • Residential Single Family
  • Listing Agent Name Claire Renaud
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

This delightful sunlit home, nestled at the top of a meadow, is surrounded by sensational views by day and stars by night. Beautifully constructed post & beam with wrap-around porch this hilltop sanctuary offers out the door access to the Vermont countryside and a wonderful way of life. An exquisitely designed open concept first floor kitchen-dining-living room, three charming second floor bedrooms, two bathrooms, and a third floor studio/office/living space offer infinite possibilities. This home's 5.4 acres of meadow, open sky, wooded hills, and magnificent surroundings provide constant inspiration. Readily accessible to downtown Brattleboro (6 miles), Massachusetts (4 miles), New Hampshire (6 miles), and Mt. Snow (28 miles), this home is located in the heart of a wonderful, vibrant Vermont community.

Listed by Claire Renaud of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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133 Briggs Road, Guilford, VT 05301

Price$325,000

Est. Mortgage: $/month

MLS Number 4698334

  • Residential Single Family
  • Listing Agent Name Christine Lewis
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Tucked away, overlooking a lovely meadow, fringed by woods for peace and privacy but just minutes to downtown Brattleboro, this home is a welcome surprise. The nearly level meadow is such a gift in our rolling hills of Vermont! In the summer you can farm it, creating endless gardens or in the winter create a fabulous cross country ski loop or just enjoy the sun coming up on the crystal landscape. Inside you will find a lovingly renovated home with gorgeous exposed beams and a fabulous flow of space. You will have your choice of an eat-in kitchen or a formal dining room designed for entertaining. The sunken living room with the brick fireplace and views of the meadow will certainly be the most perfect ending to your day while you enjoy the quiet of the countryside and warm fire. Boasting four bedrooms and four baths there is plenty of room for family and friends. If you desire first floor living there is currently a bed/bath on the main level. The master en suite on the second floor has a fabulous space that most of us dream about. The finished basement features a second kitchen, dry bar and bath. A perfect home for those that entertain being close to skiing and lakes or choose to be a permanent resident and enjoy the quiet privacy and all of our local offerings. *Please respect owners privacy & do not pull into private drive.

Listed by Chris Lewis and Kristen Ziter Taylor of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1241 Tyler Hill Road, Guilford, VT 05301

Price$308,000

Est. Mortgage: $/month

MLS Number 4696725

  • Residential Single Family
  • Listing Agent Name Christine Lewis
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

What a great find! Privacy and more privacy! This sweet location is right off a paved road, with easy access to both MA and VT. Take yourself home, after a hard day's work or play and dive up your own winding, very private driveway away from the hustle and bustle and just relax. You will look forward to the huge wrap deck and patio expanding the living space to outside entertaining in the summer. Don't forget the winter when you can bask in the sun, shining thru the 2 story wall of windows and grow lazy with your book. No matter what the season, you can enjoy the views and commune with nature, feeding the birds, watching the wildlife and gazing at the stars. The master bedroom with it's fab bath has a 2 person walk-in shower, lots of counter top so sharing is easy and tons of closets, will take a king sized bed and is deliciously private. Just the right size for entertaining friends and family in the great room and the cook will not be left out of the fun, while whipping up tempting treats. This is a fun and private place to call home!

Listed by Chris Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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71 Great Blue Heron Drive, Guilford, VT 05301

Price$254,000

Est. Mortgage: $/month

MLS Number 4690905

  • Residential Single Family
  • Listing Agent Name David Brown
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Well cared for home in country setting off paved road and only 10 minutes to Brattleboro. The space in the home belies what you think it may provide. Three levels of nicely finished space and still provides good storage and a workshop or craft area. The large deck will also increase your enjoyment of this home and setting. Must give tenants 48 hr notice and work around their schedule until end of May.

Listed by David Brown of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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843 Coolidge Highway, Guilford, VT 05301

Price$179,900

Est. Mortgage: $/month

MLS Number 4709173

  • Residential Single Family
  • Listing Agent Name Christine Lewis
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

What a great opportunity! This affordable home needs just a few touches to complete the package! The master bedroom is a nice size with a vaulted ceiling, on the first floor with it's own tiled shower bath and joins a lovely sitting/exercise room for great privacy. Eat in kitchen has lot of cabinets and nice light. The "barn" doubles as a garage for your toys and the overflow can sit in the good sized drive/parking. Close to town, sitting on a corner lot, paved road (no mud season here), and minutes to I91 for easy access in or out of town! This is a home to put on your list of must see.

Listed by Chris Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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