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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47 Oak Hill Drive Dummerston VT 05301

Dummerston, VT47 Oak Hill Drive

Price$575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5108648

  • Residential Single Family
  • PricePerSqFt 273.81
  • Full Bath 1
  • Address 47 Oak Hill Drive
  • Construction Existing

Perched high on six acres of open fields and woods, this 3-bedroom, 2-bath home has an open feel inside and out. Reached by a private drive and just a short drive from Brattleboro, it offers country surroundings with convenient access to town, along with a two-car garage. Inside, new skylights brighten the upper spaces, sliders open the living areas to the outdoors, and a wide kitchen window looks out across the property. The sunroom adds another bright space with views of the surrounding land and changing seasons. The kitchen, dining, and living areas connect easily, creating a comfortable layout for everyday use. A first-floor bedroom sits beside an updated bathroom, and first-floor laundry adds to the option for one-floor living. A second washer and dryer setup is available in the basement. Upstairs, two additional bedrooms and a bathroom provide space for family, guests, or a home office. The current owner has carefully maintained and updated the home and its systems. The roof was replaced in recent years and carries a 35-year warranty, and the property also includes a whole-house generator and solar hot water system. Outside, the mix of field and woods offers room for gardening, outdoor projects, recreation, or simply enjoying the acreage. Please do not drive by; property is located on a private road. Showings to begin Friday, September 11th by appointment.

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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112 Outwater Road Shaftsbury VT 05262

Shaftsbury, VT112 Outwater Road

Price$204,000

Est. Mortgage: $/month

MLS Number 5108455

  • Residential Single Family
  • PricePerSqFt 139.73
  • Full Bath 2
  • Address 112 Outwater Road
  • Construction Existing

Enjoy the effortless flow and convenience of single-level living in this 3-bedroom, 2-bathroom manufactured home. Thoughtfully set back above the road on a private, expansive 1+ acre lot. A long driveway leads to the property, offering enhanced privacy and curb appeal. Inside, the inviting open floor plan is anchored by an expansive kitchen with abundant storage and a bright dining nook that seamlessly connects to a dedicated laundry room with a utility sink. Generously sized bedrooms provide comfortable accommodations throughout, led by a primary suite featuring a spacious ensuite complete with a double vanity, large soaking tub, separate shower, and exceptional cabinet storage. Outside, enjoy the spacious yard and outdoor space, complete with a hot tub included with the sale.

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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0 Marlboro Road Brattleboro VT 05301

Brattleboro, VT0 Marlboro Road

Price$139,000

Est. Mortgage: $/month

MLS Number 5107996

  • Land
  • PricePerSqFt 36578.95
  • Address 0 Marlboro Road
  • Acreage 3.8
  • Area VT-Windham

This beautiful, elevated, and sparsely wooded in-town lot features an established shared driveway with power nearby, as well as a woods road running throughout the property. Significant clearing has already been completed, and a substantial amount of firewood remains on the lot. The property will require a septic system and well; however, the neighboring lot has perc'd for an inground system. Call for parking instructions. No sign on Rte 9, as the driveway is a right of way. See directions.

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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7 Randall Hill Road Rockingham VT 05101

Rockingham, VT7 Randall Hill Road

Price$369,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5107836

  • Residential Single Family
  • PricePerSqFt 312.71
  • Full Bath 1
  • Address 7 Randall Hill Road
  • Construction Existing

Set on 9 acres just outside Bellows Falls, this solid split-level home offers a great combination of space, land, and classic Vermont character. The property features a mix of wooded and open areas, with plenty of room for a garden, outdoor projects, or simply enjoying the acreage, all while being only about 10 minutes from town. Inside, hardwood floors add warmth to the main level, where an open living and dining area connects to the kitchen and a back porch overlooking the yard. Two bedrooms and a full bath complete the main floor. Downstairs, the finished walkout basement offers an additional bedroom, a bonus room, a 3/4 bath, and a large living space that provides flexibility for guests, a home office, recreation space, or extended living. The home is heated with electric heat and a woodstove, offering the comfort and character of wood heat during the colder months. Outside, the 9-acre parcel provides room to spread out, explore, and make the property your own. There is also a former naturally fed pond site that could be reclaimed. With two levels of finished living space, a walkout basement, and a substantial piece of land, this is a comfortable and versatile property for anyone looking for a year-round home or Vermont getaway with room to grow.

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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39 Brookside Drive Brattleboro VT 05301

MLS Number 5107706

  • Condo
  • PricePerSqFt 204.3
  • Square Feet 930
  • Bedrooms 2
  • New Contruction Existing

Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more.

Listed by Angela Sherman of 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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245 S. Wardsboro Road Newfane VT 05345-4419

Newfane, VT245 S. Wardsboro Road

Price$359,000

Est. Mortgage: $/month

MLS Number 5107663

  • Residential Single Family
  • PricePerSqFt 258.27
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2

Welcome to 245 S. Wardsboro Road, a lovely cedar-shake home located in a private yet accessible county location, a mere 1.5 mile to Newfane's renowned historic village and attractions. This inviting, single level home features a brand-new highly efficient heating (to -22 degrees) and cooling system and hardwood floors throughout. You'll appreciate the contemporary eat-in kitchen w/ cathedral ceiling, newer appliances and mudroom nook. Adjoining this space is a light-filled sunroom- perfect for an office or exercise, and a bathroom with washer and dryer. Continue into the living room with its cozy-vibe showcasing its absolutely gorgeous custom built-in bookcases crafted by a highly skilled local artisan and the beautiful stone fireplace and hearth. Like the kitchen, this room is a wonderful gathering place and provides access to the newly installed composite back deck (2026) and private backyard (as does the sunroom). Onward to the two bedrooms and 3/4 bathroom that were designed at the end of the home for more privacy. The primary bedroom is "king-sized" and has a double closet. Of note, this home gets extra bonus points for the extensive insulation work by Farnum Insulators of the crawlspace and attic (2021) and recent chimney masonry work (2020). Outside you'll find a low-maintenance yard featuring a sweet front patio with stone-wall perennial beds, a spectacular Spring-flowering Magnolia tree, a woodshed and an attractive outbuilding used for storing recreational equipment and gardening tools. All of this a stone's throw to the Newfane General Store, the popular Fat Crow Restaurant, several cozy Inns, year-round farmstand/nursery, the hardware store, popular swimming and secret watering holes. Situated on a paved road and not far from Mount Snow or Stratton. This home would make a great primary home or secondary retreat from city life. A July '26 water-testing report and septic inspection will give you even more reason to want this property. Come see!

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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21 Winding Hill Brattleboro VT 05301

Brattleboro, VT21 Winding Hill

Price$120,000

Est. Mortgage: $/month

MLS Number 5107649

  • Mobile
  • PricePerSqFt 129.87
  • Area VT-Windham
  • Listing Agent Name Christine Lewis
  • Address 21 Winding Hill

Sweet! Taken to a new level, this home has new windows, flooring, bath, etc. Neat as a pin and ready for easy living! Plus...an enclosed porch for rainy day coffee and a sunny deck for every day use. Bedrooms at either end promote privacy or an office away from the main living. The oversized carport is perfect for the changing weather, but doubles as a patio and grilling station. A good choice for a long term, easy care home. Sale subject to seller finding suitable housing.

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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58 Hi Hopes Road Wardsboro VT 05355

Wardsboro, VT58 Hi Hopes Road

Price$479,000

Est. Mortgage: $/month

MLS Number 5107623

  • Residential Single Family
  • PricePerSqFt 415.44
  • Full Bath 1
  • Address 58 Hi Hopes Road
  • Construction Existing

Sweet! So easy... nothing to do but move right in and start to enjoy. This second-generation owner has updated the living area to an open concept featuring a huge kitchen island, dining area with built-ins, and a focal point fireplace/hearth to anchor the room. Add a picture window overlooking the meticulously landscaped lawn and pond the ducks call home, and you have a perfect recipe for home. Enter on the walk out level and find a mud room, sauna, 3/4 bath and family room, plus plenty of storage for equipment or lock away area if you are renting. Just off RT 100 and merely 11 minutes to Mount Snow, Skiing is an easy get, as well as boating, hiking and a ton of other recreation. Tuck in as a primary, easy care paved drive, garage parking and a sun porch off 2 of the bedrooms are all bonuses to ease of year round living. Possession after 11/1/26 please. Come, feed the ducks...play a little...

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

101 Cemetery Road Putney VT 05346

Putney, VT101 Cemetery Road

Price$269,000

Est. Mortgage: $/month

Pending

MLS Number 5107073

  • Residential Single Family
  • PricePerSqFt 311.34
  • Full Bath 1
  • Address 101 Cemetery Road
  • Construction Existing

If you've been waiting for that sweet little property in Putney to come along, here is your chance! Properties in Putney, in this condition, in this price range, don't come along too often and this one is a little gem. This extremely well maintained home is ready to go and comes fully furnished, perfect for that starter home! The property features two bedrooms, a tastefully updated eat-in kitchen, a living room with picture window, a full bathroom, and an attached single-car garage with extra space for a workshop and storage. Outside, you will find a nice front deck, a large front yard, and a backyard with a concrete patio offering plenty of room for gatherings, gardening, and play! OPEN HOUSE on Sunday the 30th from 10:00-12:00.

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

171 Buttonwood Drive Brattleboro VT 05301

Brattleboro, VT171 Buttonwood Drive

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 5106916

  • Residential Single Family
  • PricePerSqFt 281.13
  • Full Bath 1
  • Address 171 Buttonwood Drive
  • Construction Existing

Celebrate! You have earned it! A gentle neighborhood for 55 and more, mowing, plowing and shoveling included in the HOA.. Leave the tough stuff for the young at heart! Sit snug as a bug in the sun room and watch it snow, without a care or worry, or run off to play pickle ball in the warm seasons....Want to be snow birding? Perfect set up as the home is easy care inside and out. Park a car in the garage for the winter and forget about it till spring. Comfort is what you deserve and have earned. This is it.

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

205 Wantastiquet Drive Brattleboro VT 05301
Pending

MLS Number 5106903

  • Residential Single Family
  • PricePerSqFt 343.14
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

Just what you have been waiting for! The perfect spot in the perfect neighborhood! Watch the moon rise over Wantastiquet and the seasons change from your back yard! Listen for spring...when the ice cracks on the river and lets go...and watch the shoots pop to greet a new warm and beautiful summer season. This contemporary raised ranch has a wall of windows to the garden, a lovely little wood stove for chilly evenings and a cook's kitchen. The Star Trek elevator allows you to age in place, drive in to the garage, step on the elevator and zoom to the main floor so every inch of the house is accessible. Recently renovated, this is worth seeing. Possession on 11/6/26. Join us at the Open House 8/30/26, 11-1.

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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632 Putney Road Brattleboro VT 05301

MLS Number 5106674

  • Commercial
  • PricePerSqFt 1250
  • Address 632 Putney Road
  • Year Built 1995
  • Square Feet 480

Rare opportunity! This amazing 1 acre property is located on the gold strip of Putney road, with high visibility and tremendous versatility... the site could have many uses, but highest and best is likely exactly what it is...the well known.....much enjoyed and appreciated TOP OF THE HILL GRILL. This long standing business has morphed over the years from the take out stand, to a 1500 square foot, full service kitchen where all the prep and smoking is done....including 2 easily accessible bathrooms.....a newly renovated ice cream shack, a heated deck house, and a 2000 square foot deck with seating for about 75. There is room for potential expansion possible for breakfast or soups etc in the winter. It comes fully equipped, and seller is willing to discuss name and receipt transfer. Easy in and out parking, a view of the river set back and wild life and plenty of sit down space are just great benefits of the location. Check with town zoning for other use options, Tenant has lease until April of 2027. Just think, land and buildings for sale on Putney Road.

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.

Save 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 9:55 AM UTC