Our NH and VT Real Estate Listings

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View a list of our New Hampshire and Vermont real estate for sale below, brokered by the agents here at Brattleboro Area Realty.  If you could like to save your favorite listings, register with our website.  

Please contact us if you have a question or would like to learn more about one of our properties.

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162 Buttonwood Drive Brattleboro VT 05301

Brattleboro, VT162 Buttonwood Drive

Price$479,000

Est. Mortgage: $/month

MLS Number 5106580

  • Residential Single Family
  • PricePerSqFt 269.86
  • Full Bath 1
  • Address 162 Buttonwood Drive
  • Construction Existing

It has all you wanted! Shiny wood floors to celebrate New England building, plenty of windows to capture every inch of light possible, granite tops on a multitude of cabinets, a step in shower but also a tub for long soaks or the little ones who visit....total one floor living, so rare locally, even no stairs to the direct entry garage. A service that plows, shovels and mows.....a playground for adults with pickle ball, dedicated exercise room, meeting room and kitchen, and a cozy place by the fire to sit and visit. If you are at an age when you can appreciate an easier lifestyle, come take a look and see if this is your next adventure. This property is being subdivided from a larger parcel.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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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77 Buttonwood Drive Brattleboro VT 05301

Brattleboro, VT77 Buttonwood Drive

Price$439,000

Est. Mortgage: $/month

MLS Number 5106541

  • Residential Single Family
  • PricePerSqFt 283.23
  • Full Bath 1
  • Address 77 Buttonwood Drive
  • Construction Existing

You've earned it.....the right to easy living.....have someone to do the heavy lifting...This community has become a much needed addition to the housing community. All are designed for the 55 and over who are looking for an easy way to settle in. Just think, the snowplowing, shoveling and salting are all taken care of, as well as the summer mowing and hedge trimming. One level living with no steps, a step in shower...no hopping over the tub rim...no cleaning off the car when you park in the garage...Besides all this there is a community center featuring exercise equipment, a function room, cozy fireplace and kitchen. A great place for walking, meeting the neighbors and making friends. Pickle Ball anyone? Located right off I91, you CAN get there from here. No mud season, no fuss. You have earned it! This property is being subdivided from a larger parcel.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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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45 Kopkind Road Guilford VT 05301

Guilford, VT45 Kopkind Road

Price$289,000

Est. Mortgage: $/month

MLS Number 5106522

  • Residential Single Family
  • PricePerSqFt 312.43
  • Full Bath 1
  • Address 45 Kopkind Road
  • Construction Existing

Tucked into a peaceful, wooded setting on 2.1 acres in Guilford, just over the Massachusetts border, this cozy 2-bedroom, 1-bath home offers simple Vermont living with plenty of charm. Designed for convenient one-level living, the home features a back deck overlooking the yard surrounded by the quiet of the woods. Several recent improvements add to the home's comfort and practicality, including a re-shingled roof in 2023, a 50-amp exterior generator connection, and new water and electric lines for a washer and dryer in a bedroom closet. The home is heated by a new woodstove installed in July 2026, with electric baseboard heat providing added flexibility. The property is also close to Sweet Pond State Park, a peaceful local favorite offering a scenic woodland trail, along with opportunities for paddling, swimming, and enjoying the outdoors. Rustic and comfortable, this Vermont property could make a wonderful year-round home, weekend getaway, or downsizing option for someone looking for a smaller place surrounded by nature. Enjoy mornings on the back deck listening to the birds, space to garden or relax outdoors, and the simplicity of having your own little retreat in the Guilford woods. Sellers are offering a concession at closing for the GMP electrical upgrades.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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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354 Orchard Street Brattleboro VT 05301

Brattleboro, VT354 Orchard Street

Price$585,000

Est. Mortgage: $/month

MLS Number 5106451

  • Residential Single Family
  • PricePerSqFt 264.47
  • Full Bath 1
  • Address 354 Orchard Street
  • Construction Existing

You don't have to wear pearls to live here! This home oozes classic charm, memories of Thanksgivings and every holiday celebrated. The first step in has a welcoming wood stove for winter chill and glass french doors to fling open the first day of spring....Bring them home to the heart of the house with a dining room big enough for a feast...living room with a fireplace....warm hardwood floors, a lovely staircase and windows everywhere. Inside or out... every season will capture your heart....you will find them on the patio surrounded by blooms and summer sounds, tucked in reading a book while the snow swirls, taking in a game while the snacks flow. There is room for it all, and they will come home.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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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752 Butternut Hill Road Guilford VT 05301

Guilford, VT752 Butternut Hill Road

Price$275,000

Est. Mortgage: $/month

MLS Number 5106167

  • Residential Single Family
  • PricePerSqFt 229.17
  • Construction Existing
  • Square Feet 1,200
  • Acreage 2

A perfect start! Well, power and driveway are all installed & septic design is available. The building constructed on slab, mostly finished surfaces, cathedral ceiling in the "living room". The interior is already sectioned into 4 rooms, waiting for kitchen and bath fixtures. Seller has plans for a one or 2 unit home build out. Sitting near the end of a quiet country road in no zoning Guilford, minutes to Brattleboro, interstate and shopping. Be snug as a bug by winter! Easy to show.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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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752 Butternut Hill Road Guilford VT 05301

MLS Number 5105736

  • Commercial
  • PricePerSqFt 229.17
  • Year Built 2011
  • Square Feet 1,200
  • Acreage 2

NO ZONING! Well, power and driveway are all installed & septic design is available. There are many uses for this well constructed building, from your small repair shop, to storage, residential and many other uses. Currently there are 4 varying sized rooms with a wood stove and mini split for heat. Owner had design for potential 2 family, but bring your thoughts and use as is or fancy it up for a sweet home. There is plenty of parking, on this mostly level lot, with room for gardens, a garage, or other fun things. Easy to show. This property is being subdivided from the larger parcel. Property will have it's own span # and property id at closing.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

1137 Upper Dummerston Road Brattleboro VT 05301
Active With Contract

MLS Number 5105327

  • Residential Single Family
  • PricePerSqFt 274.38
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3

Elegant and charming cape with an enchanting, exceptional garden that will impress even the seasoned green thumb. This magnificent home is solar equipped; the owner has had no electric bills for 3 years and the solar agreement may be transferred to the new buyer. Classic Vermont timeless style throughout features gorgeous archways, built-ins, and oak flooring. The kitchen is spacious with a traditional counter and views out to the tranquil gardens. The circular first floor plan graciously leads you into the long living room with a woodstove and pretty mantel. A second dining space, a bedroom, and a full bath complete the circle, allowing for easy single-floor living. Upstairs are two more bedrooms, a full bath, and an impressively large sitting room/den. The two mini-splits provide both heating and air conditioning for year-round comfort. In addition, there is an attached two-car garage and a full basement with space for your workshop. Visit this gem that has beauty and functionality.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

37 Hillside Drive Charlestown NH 03603

Charlestown, NH37 Hillside Drive

Price$79,900

Est. Mortgage: $/month

MLS Number 5105112

  • Mobile
  • PricePerSqFt 105.69
  • Area NH-Sullivan
  • Listing Agent Name Christine Lewis
  • Address 37 Hillside Drive

Manageably priced, easy living will impress you with a covered patio for cookouts, paved parking for 2 cars, light and bright inside and open concept living/dining/kitchen. Bedrooms are at either end for privacy, full bath has an attached laundry room to help with being tidy and nice sized closets and very convenient. Sheds for outside storage are a plus! Park is restricted on breeds and number of dogs, so check with the park for approval of your dog. Buyers must be park approved

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

85 Highland Avenue Hinsdale NH 03451

Hinsdale, NH85 Highland Avenue

Price$269,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5105076

  • Residential Single Family
  • PricePerSqFt 127.13
  • Full Bath 2
  • Address 85 Highland Avenue
  • Construction Existing

New England country living at its finest! This versatile home offers exceptional flexibility with generous living space that can easily adapt to a variety of needs. Previously configured as a two-family home, it offers the potential to convert back, subject to local regulations and approvals, creating an opportunity for rental income or additional living space. Located on a quiet street in a small-town setting, the property enjoys the convenience of municipal water and sewer. The spacious backyard borders wooded land, providing a peaceful backdrop with room for gardening, outdoor entertaining, recreation, or simply enjoying nature throughout all four seasons. Start your day on the welcoming front porch with the sounds of birdsong, then gather in the beautifully updated kitchen featuring newer appliances and abundant storage. In the evening, relax outdoors as fireflies fill the yard while the distant town clock and passing trains add to the charm of this New England setting. The gardens have been lovingly cultivated for nearly two decades without the use of pesticides, creating a vibrant landscape filled with established perennials, flowering shrubs, berry canes, and habitat for birds, bees, and butterflies. Additional highlights include high-speed internet availability, a convenient location for travel to Brattleboro or Keene, and well-maintained heating systems, including a new Roth oil tank installed in 2025.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

13 Winding Hill Road Brattleboro VT 05301

Brattleboro, VT13 Winding Hill Road

Price$115,000

Est. Mortgage: $/month

Pending

MLS Number 5104665

  • Mobile
  • PricePerSqFt 94.11
  • Area VT-Windham
  • Listing Agent Name Victoria Woods
  • Address 13 Winding Hill Road

This Park home has so much to offer! There are 2 bedroom and 2 full baths, with a large living area and a mudroom. Upgrades include new vinyl plank flooring, some new windows and a new mini split. There are solid Oak cabinets. The one car garage is attached and behind it there is a 3-season screened porch. From the back you can also access the 2 additional sheds. The grassy yard wraps around to the side where there is an additional patio and a 2nd driveway. You could park 6 cars at this house!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

203 Fairview Street Brattleboro VT 05301

Brattleboro, VT203 Fairview Street

Price$305,000

Est. Mortgage: $/month

MLS Number 5103959

  • Residential Single Family
  • PricePerSqFt 476.56
  • Full Bath 1
  • Address 203 Fairview Street
  • Construction New Construction

PRICE IMPROVEMENT! MOTIVATED SELLER! Welcome to this brand NEW, beautiful home, professionally blower-door tested at an exceptional 1.7 providing outstanding airtightness, energy efficiency, & year-round comfort. Completed in July 2026 & designed for low-maintenance living, the home benefits from net-metered solar credits that have offset the owner's electrical needs, including heating & cooling. Warrantied ENERGY STAR® appliances, two quiet high-efficiency mini-splits, & a continuous fresh-air ventilation system support healthy indoor air, low operating costs, & efficient climate control. Just minutes from Brattleboro Hospital, shopping, restaurants, downtown, & Interstate 91, the home also offers walking access to miles of peaceful forested hiking trails. Designed for one-level living, the first floor includes an inviting foyer, abundant natural light, an open-concept kitchen, dining, & living area, a primary bedroom & full bath, & a large pantry with a washer & dryer. The cozy loft offers flexible space for a second bedroom, office, studio, or guests. Southeast-facing windows & double glass doors open to a rear deck overlooking the Connecticut River Valley. Enjoy autumn foliage, mountain views, classic winter landscapes, colorful sunrises, & warm-weather privacy from mature maple, oak, & locust trees. The poured-concrete walk-out basement is plumbed for radiant heat & includes two windows & double glass doors, offering potential for a workshop, recreation room, studio, guest suite, or possible efficiency apartment, subject to local approvals. The backyard offers room for gardens & outdoor enjoyment. Solar credits are available for purchase separately, creating an exceptional opportunity for long-term energy savings. Every major design decision reflects quality, durability, energy performance, & ease of living. Whether as a year-round residence, Vermont retreat, or simplified one-level home, this home offers thoughtful design, modern comfort, & long-term value.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

7 Cross Street Newfane VT 05345

Newfane, VT7 Cross Street

Price$499,000

Est. Mortgage: $/month

MLS Number 5103610

  • Residential Single Family
  • PricePerSqFt 266.28
  • Full Bath 2
  • Address 7 Cross Street
  • Construction Existing

This is your chance to be part of the historic and lively community in the center of Newfane. This home underwent a complete overhaul in the early 2000s, including a new slate roof, a relocated fireplace for a more practical layout, a reinforced stone foundation with a poured concrete floor, new windows, boiler, cement clapboard, and new kitchen countertops. The main level features radiant heating, an open-concept living and dining area, a modern kitchen, and the primary bedroom with an ensuite full bath. It also includes a large bonus room with its own egress, perfect for a mudroom, office, studio, or playroom. The second floor offers two additional bedrooms, a unique bathroom, and a large attic space with great potential to be finished. Outside, the yard boasts beautiful stonework and plenty of flat, green space for gardening or activities. The property is also within walking distance to the country store, bank, restaurants, and yoga studios. You can rest easy knowing all the heavy lifting has already been done!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 2026
* 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 TourAsk A QuestionMore Details

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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 September 23, 2026 10:54 AM UTC