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      Guilford VT Real Estate

      Guilford, Vermont is a small yet lively community nestled in the Connecticut River Valley. Guilford's close proximity to the Connecticut River, mountains, streams, and ponds offer year-round recreation to its residents. Learn more about Guilford, VT!

      Search Real Estate for Sale in Guilford

      Scroll down to browse all currently listed properties for sale in Guilford, Vermont. Contact us if you have questions or would like to schedule a tour.

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      375 Serkin Road, Guilford, VT 05301

      Price$1,100,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4640982

      • Residential Single Family
      • Bedrooms 7
      • Bathroom 5
      • Stories 2
      • Construction Existing

      This amazing 107+ acre piece of heaven with a history of famous classic musicians is surrounded with outstanding long range Vermont and New Hampshire views. The residence is approached via a long driveway shared with only 2 neighbors. The stately main house resides at the top of the property and looks out over acres of fields, woodlands and a breathtaking mountainous landscape. A separate beautiful Gambrel roofed building was used as the music studio. Additional buildings include a detached garage with attached care-taker cottage, a separate building with billiard room and an old pole barn. Come take a look and make this rare offering your country estate, you will never want to leave.

      Listed by Leslie Fraser and Donna Cote of Four Seasons Sotheby's Int'l Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      4271 Sweet Pond Road, Guilford, VT 05301

      Price$479,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4631419

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 3
      • Stories 1.5
      • Construction Existing

      Sweet Water Farm is a magical country retreat providing 15 acres of beautiful meadow, mixed woodland, lovely views, treehouse and a babbling brook. The location is convenient to vibrant Brattleboro (voted a Best Small Town by Smithsonian in 2012), yet is rural and country in feel. There are stone walls and walkways, well placed perennials, majestic old trees, large rear decking and a small two level barn. The interior is spacious, warm & inviting with southern exposure and includes 2700 sq ft of delightful living space with: Charming Kitchen with Corian counters and stainless appliances; Formal Dining Room/Family Room; Large Living Room with wide board flooring and fireplace; Mud Room; Office/or 4th Bedroom; 3 ample Bedrooms and 3 luxurious Baths. A special place to call home in beautiful Vermont!

      Listed by Robert Doyle of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      148 Weatherhead Hollow Road, Guilford, VT 05301

      Price$450,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4637737

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 2
      • Stories 3
      • Construction Existing

      This wonderful contemporary home takes full advantage of its pastoral setting to offer beautiful views of its swimming pond & screened pond house, across surrounding farmland & on to East Mountain's ridgeline. The open & wooded land offers that rare combination of privacy, protection & a possible additional site for guest cottage, barn or studio. All up a gentle driveway, within 5 miles of Brattleboro on paved roads. The 3-level home takes advantage of its gentle hillside location & offers a spacious feel far beyond its actual size. The good design also capitalizes on both the close at hand views as well as the more distant ones. It provides an at-grade entry vestibule & foyer as well as a mudroom from the attached 2-car garage. The lower level also features a study, dark room and music practice room. As you move to the main floor you're struck by the artful combination of natural light, varied ceiling heights, a comfortable open floor plan as well as the coziness offered by the brick hearth and woodstove. A master bedroom suite with private bath & office occupies the 3rd level. An attached wing with 2 additional bedrooms, a full bath, den, study, laundry room & a rear entry provides additional space for family, guests or the conversion into a separate apartment or home office. Additional equipment shed, stone patio and attractive, but manageable landscaping help complete the appeal of this very special property. Finished Square footage includes above grade lower spaces.

      Listed by Bill Murray of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      1353 Melendy Hill, Guilford, VT 05301

      Price$449,900The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4631182

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 3
      • Stories 1.5
      • Construction Existing

      Custom Red Oak Timber Frame situated privately high on a hill in Guilford on 17 plus or minus acres with mid to long range easterly views of Mt. Monadnock and Mt. Wantastiquet. No neighbors in site yet only minutes to I-91 in Brattleboro. The house features a completely exposed timber frame with super insulated panel construction and ample east and south facing windows for passive solar heating and a very efficient design. Large open concept kitchen/dining area that flows into the 18' X 23' great room complete with stone fireplace and cathedral ceiling. Other features include a 22' X 24' recreation room, a cozy living room with office, master bedroom/bath with loft area overlooking the great room and a balcony to take in the sunrise, a covered front porch and open back deck, walkout basement with wood shop and other semi-finished space, attached 2 car garage and also a 2 story 30' X 40' detached barn with a large area on the second floor ideal for studio, home business or additional storage. This is an impressively built house that has great character. If privacy and quality of construction are on the wish list then this is a must visit property. Property consists of 20 plus or minus acres but Seller plans to retain approx. 3 acres. Sale subject to Seller obtaining all state and local permits necessary to retain some acreage. Seller would consider selling entire property.

      Listed by Chris Long of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      1354 Weatherhead Hollow Road, Guilford, VT 05301

      Price$325,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4383567

      • Residential Single Family
      • Bedrooms 6
      • Bathroom 3
      • Area Valley
      • Stories 2

      Priced to Move! C.1760 Colonial home, consisting of 3,000+ sq. ft. offers ample room for friends and family making this a perfect retreat! Custom cabinetry, beautifully refinished wood floors and quality craftsmanship throughout, all combine to create a very appealing ambiance. Instantly feel at home when you enter the perfect VT mudroom, complete with stone tile and storage space. The thoughtfully designed open concept kitchen, dining and living room, provide a gracious space to entertain with ease. Also on the 1st floor are the laundry, den, guest room and master bedroom with room to expand. A sun filled foyer and open staircase lead to the 2nd floor, complete with 4 bedrooms and 2 full baths. Additionally, a small barn, 2-car garage, in-ground pool and screened porch enhance this property. Step out the door and enjoy hiking, skiing, snow shoeing, cycling, peaceful country living, all located within an easy 10 minute commute to Brattleboro, or I-91.

      Listed by Heidi Bernier of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      3550 Coolidge, Guilford, VT 05301

      Price$298,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4619678

      • Residential Single Family
      • Bedrooms 5
      • Bathroom 3
      • Stories 1.75
      • Construction Existing

      The perfect blend of old and new. Classic 1750's cape situated on 2.28 acres complete with a hillside apple orchard in Guilford VT. Main house features 3-4 bedrooms, office/study, hardwood and softwood flooring, exposed beams,spacious floor plan, NEW first floor bath, formal dining room, large living room and a gorgeous sunroom. Attached barn/garage has ample storage and a cute 1 bedroom apartment built in the 1990's. There is also a 20 X 30 two story detached barn and an in-ground pool with a cedar privacy fence. Foyer woodstove and living room woodstove make this a very warm and cozy country home. Three original fireplaces(one in use). Many recent updates and improvements including: New drilled well in 1995, Roof in 2010, heating system in 2009, Wiring and main panel in 2009, re-support of foundation 2009. Two septic systems on site, main house and separate system for apartment. Located near the Mass border so easy access to points south. 2 Hrs. to Boston, 1 Hr. to Hartford CT.

      Listed by Chris Long of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Sweet Pond, Guilford, VT 05301

      Price$295,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4648038

      • Land
      • Area Rural
      • Zoning none
      • Acreage 68.5

      What a sweet find! his very unusual 68 acres in lovely Guildford is a mixture of open meadow, beaver pond and rolling forest land. Just a smidgen off pavement, with easy level access off Sweet Pond to the meadow and easy building site. Or take the privacy rout, have a bit longer drive and a bit more view. You choose! This one is worth taking a long walk, enjoying the wildlife, breathing in the fresh air and relaxing. Build your dream home, in these gentle hills of Guilford and you will never want to leave home! Property has been perk tested and a design is available for a 9 unit cluster housing development.

      Listed by Chris Lewis of Brattleboro Area Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      43 Stable Drive, Guilford, VT

      Price$275,000The price has recently decreased

      MLS Number 4514072

      • Commercial
      • Area Rural
      • Year Built 1998
      • Utilities Cable - Available

      Beautiful barn on 2.77 acres in lovely Guilford! 10 stalls, great riding ring (130x 69, 15.5 ceiling height)! The Details-One bathroom with shower -10 aisle side-configured 12x10 stalls (potential for two more stalls).-Center aisle is 10 feet wide with aisle pavers on gravel/sand base. -One tack room, one utility room-Hay loft area is divided into three separate sections. -8 outside automatic waterers (heated in the winter.) placed so the front area can be divided into 5 separate paddocks and the side paddock area could be divided into 4. Ceiling in arena has been lowered to reduce heat loss. Exhaust fan is present in the arena.

      Listed by John Hatton of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      628 River Road, Guilford, VT 05301

      Price$229,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4646804

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 2
      • Stories 1.5
      • Construction Existing

      A classic Vermont location, half a mile from the Green River covered bridge and a coveted destination for walkers, runners, and cyclists. Enjoy three flat acres of fertile soil, a fenced garden with raised beds, and unsurpassed bird watching, while a 7.2 kW solar array covers ALL your heating and cooling costs. This charming home has an open concept kitchen/dining/living area, plus a spacious master bedroom with ensuite bath and views down the picturesque Green River valley. A large barn provides additional space for projects and storage.

      Listed by Darlene Conca of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      Melendy Hill Rd., Guilford, VT 05301

      Price$190,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4626447

      • Land
      • Zoning Residential
      • Acreage 20

      Views, views and more views. 360 degree views possible on this beautiful 20 acre parcel. Privacy to build your dream home atop Melendy Hill. Lot has not been perc tested, a wastewater permit will be supplied by owner prior to closing. 15 acres across the street is also for sale, Seller is willing to sell both for a reduced price.

      Listed by Jamie Watson of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      561 Sugar House Hill Rd, Guilford, VT 05301

      Price$190,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4639735

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 2
      • Stories 2
      • Construction Existing

      Well built house in a quiet, peaceful spot in beautiful Guilford. Large eat-in Kitchen with a Breakfast Bar. Front to back Living Room with a fabulous brick Fireplace perfect for chilly evenings. Three Bedrooms and two Full Baths. A large wrap-around Deck overlooks an expansive tree-lined backyard perfect for entertaining and outdoor fun. Enjoy the local mountain views. Walk-out lower level. Just minutes to downtown Brattleboro and I-91.

      Listed by Kyle Arnold of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      5463 Coolidge Highway, Guilford, VT 05301

      Price$125,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 4648184

      • Residential Single Family
      • Next Open House: Sat 22nd 12:00 pm - 2:00 pm
      • Bedrooms 3
      • Bathroom 1
      • Stories 1

      What a beautifully updated and adorable home! This home sits on very private and captivating grounds with mature trees and slate stone walls. Peek inside and see newly refinished hardwood floors in every room, a beautiful modern kitchen with all stainless steel appliances, and a cook's dream: a big gas stove! The dining room has fabulous built-ins and overlooks the spacious sun filled deck. Seller offering $6,000 towards roof replacement with acceptable offer, payable at closing. This home is close to everything, 12 minutes to Brattleboro, close to Massachusetts and I-91. It's so hard to find a home at this price with these updates! This little gem will not stay on the market long-come see it today before it is snatched up!

      Listed by Maria Diran and Thom Dahlin of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

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      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-07-13

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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      Copyright 2017 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.