Our NH and VT Real Estate Listings

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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0 Hunter Brook Road Marlboro VT 05344

Marlboro, VT0 Hunter Brook Road

Price$75,000

Est. Mortgage: $/month

MLS Number 5085588

  • Land
  • Address 0 Hunter Brook Road
  • Acreage 20.8
  • Area VT-Windham
  • Utilities None

*Please do not go onto the neighbors driveways.* Deep into Marlboro, on a seasonal rd, set up camp and fall asleep to the white noise of the brook. The campsite is flat, right off the road and then the land slopes upward. At the back there is a shared pond site. Hunter Brook Rd is not maintained in the wintertime, from the Marlboro side; you'll need to snowmobile, ski or walk in.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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108 Morningside Commons Brattleboro VT 05301

MLS Number 5085527

  • Condo
  • Square Feet 1,139
  • Bedrooms 2
  • New Contruction Existing
  • Complex Morningside

Take a deep breath...enjoy your free time...sit back and wait for the walks to be clear, the lawn mowed and the flowers to bloom...without lifting a finger! Take a dip in the clear waters of the fenced, private pool or have a game of friendly tennis or pickleball! No clean up there either! The best of the best! Top floor, end unit 2nd floor deck for looking down at the world, and windows everywhere.....light! airy! 2 baths are to be coveted. Everything on one floor within easy reach. All highly appreciated by folks who live here. A sweet community where residents walk an easy level stroll around the grounds. Easy care and easy living! Subject to seller finding suitable housing.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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458 Williams Street Brattleboro VT 05301

Brattleboro, VT458 Williams Street

Price$349,900

Est. Mortgage: $/month

MLS Number 5084519

  • Multifamily
  • Address 458 Williams Street
  • Units 2
  • Acreage 4.3
  • Square Feet 3,240

458 Williams Street, formerly the WKVT headquarters, presents an opportunity for buyers exploring potential residential or mixed-use conversion in a convenient Brattleboro location. The 3,240 SF building is currently configured for office use across two levels, with more than 10 individual rooms, multiple bathrooms, and an existing kitchenette. This layout may lend itself to reconfiguration depending on a buyer's plans, whether for multi-unit housing, live/work spaces, or continued commercial use. Built in 2003, the structure offers the advantage of more modern construction compared to many conversion properties, with central A/C, public water and sewer, high-speed internet availability, and a standby generator system already in place. On-site parking is established, which is an important consideration for any future use. The property sits on 4.3 acres with frontage along Whetstone Brook, providing a natural setting and additional land area that could be incorporated into future plans. The building itself is set above the brook, offering privacy and separation from the surrounding area. Located in a commercial zoning district just minutes from I-91 and downtown Brattleboro, the property offers flexibility for a range of potential uses. Buyers should perform their own due diligence regarding zoning, permitting, and feasibility of any intended conversion.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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458 Williams Street Brattleboro VT 05301

MLS Number 5084518

  • Commercial
  • Address 458 Williams Street
  • Year Built 2003
  • Square Feet 3,240
  • Acreage 4.3

Located just minutes from I-91 and downtown Brattleboro, the former WKVT radio station offers a unique opportunity to own a well maintained commercial property. Tucked into a quiet neighborhood with close proximity to the activity of Western Avenue, this 3,240 SF building strikes an ideal balance between accessibility and privacy, making it well-suited for a variety of professional, creative, or service-based uses. The two-level layout provides flexibility and functionality. The upper level features five private offices, multiple storage areas and closets, two bathrooms, a welcoming entry/reception area, and a kitchenette making it well suited for a range of uses including administrative operations or client-facing businesses. The lower level, previously home to radio station operations, includes five additional offices along with a bathroom, utility room, and storage space, offering potential for collaborative workspace, production, or specialized use. Constructed in 2003, the building benefits from modern systems including central A/C, public water and sewer, high-speed internet availability, and a standby generator system to support continuous operations. On-site parking adds convenience for both staff and visitors. Set on a 4.3-acre parcel with frontage on Whetstone Brook, the property offers a natural, attractive setting rarely found with commercial properties. The building is positioned above the brook, providing a sense of separation and privacy while remaining close to major routes and downtown amenities. A strong option for businesses seeking a move-in-ready location with room to grow in Southern Vermont.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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8 Dorf Auf Radar Road Wilmington VT 05363

MLS Number 5084457

  • Mobile
  • Area VT-Windham
  • Listing Agent Name Christine Lewis
  • Year Built 1970
  • Bedrooms 2

Delightful, affordable! Be right in the heart of ski country with access to hiking, boating, fishing and biking! This tidy 2 bedroom home has a 10x16 storage shed for your gear! Big enough for a weekend of fun but small enough to keep the costs reasonable. This is better than renting, and always available when you are! This is an exciting find! The property can only be a vacation/second home only.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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119 Forest Street Brattleboro VT 05301

Brattleboro, VT119 Forest Street

Price$329,000

Est. Mortgage: $/month

Pending

MLS Number 5083243

  • Residential Single Family
  • Full Bath 1
  • Address 119 Forest Street
  • Construction Existing
  • Bedrooms 3

Great location in the heart of Brattleboro. This 3-bedroom, 1-bathroom Jewel of a home is as efficient as it is charming. Very well maintained, with gorgeous maple floors, built-ins, original natural woodwork, elegant marble countertops, and an open kitchen/dining/living space that shines with a southern exposure. Snug little wood stove adds to the uplifting spirit in this home. Large upstairs bedrooms and an impressive attic space with great potential for finishing. Enjoy your front covered porch and expansive back deck with pretty views of Mount Wantastiquet and organic vegetable beds the current owner has cultivated. There have been many fine updates, like a new 2025 oil tank, a new 2025 chimney liner, a woodstove, and more. This sweet home also has a detached garage and a walk-out basement with enclosed storage. If you are seeking a stylish in-town home, this may be it! Close proximity to downtown, to enjoy our vibrant art scene, year-round farmers market, eclectic restaurants, and our proud, strong, culturally diverse community. If you like to explore, you can catch the nearby retreat meadows entrance and hike away! Showings start Friday, April 17th by appointment.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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30 Back Street Newfane VT 05345

Newfane, VT30 Back Street

Price$380,000

Est. Mortgage: $/month

MLS Number 5083236

  • Residential Single Family
  • Full Bath 2
  • Address 30 Back Street
  • Construction Existing
  • Bedrooms 3

This 1790 historic cape is waiting to reclaim a splendor and idyllic beauty of decades past. Your efforts for its needed “Place-lift” will be well rewarded. Structurally and mechanically sound, the home is fully modernized ready for its next phase of upgrade, remodeling and energized vision, all to be executed at your own pace over time. The first floor has been reconstructed with an open concept design and touches of artistry. It flows from the natural light filled kitchen to the great-room combining dining and living room. A wall of continuous windows overlooks the lazy Smith Brook and woods beyond. This calm radiates into the interior. The home's elevation places it comfortingly above the flood plain. The first floor has a bedroom, bath and laundry. Two dormered bedrooms and full bath are on the second floor. An addition to the main house can incorporate more living space or can be ideal as a professional office or Bed & Breakfast. This has its own entrance and is uniquely designed with bath, vaulted ceiling, loft and an over-sized second floor bonus room. Heated with a wood stove and electrical wall units, it is ready for creative re-utilization. A second structure of substantial design provides 880 sq ft of additional space and includes a direct access, drive-in basement. But, it is the setting that TRULY sets this property apart. Imagine all of this as yours: two acres of open, sunny lawn; the soothing babbling of a meandering brook; a swimming hole & gardens wanting to be reclaimed; an easy stroll into Newfane center and Dutton's farmstand; a 10 minute drive to downtown Brattleboro along the spectacularly scenic West River (a drive to die for); and roughly 30 minutes to the ski mountains. If you have the desire, here is your opportunity, and really, how often will opportunity present itself?

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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206 Smith Road Jamaica VT 05343

Jamaica, VT206 Smith Road

Price$89,900

Est. Mortgage: $/month

MLS Number 5082980

  • Residential Single Family
  • Full Bath 2
  • Address 206 Smith Road
  • Construction Existing
  • Bedrooms 4

Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run from this property to the neighbor. There is some clean up on this property, but more around the neighborhood. Fix it up for a great ski crash pad, or do more and enjoy an affordable primary. This is an estate so no SPIR is available. The rooms beyond the staircase should not be walked on for safety. But, includes 2 bedrooms and a partially finished 3/4 bath. Power is not on, plumbing is not working.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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143 Hillwinds Road Brattleboro VT 05301

Brattleboro, VT143 Hillwinds Road

Price$625,000

Est. Mortgage: $/month

Pending

MLS Number 5082786

  • Residential Single Family
  • Full Bath 1
  • Address 143 Hillwinds Road
  • Construction Existing
  • Bedrooms 5

Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden shed with power is standing ready. The sweet sun room is a nice addition to the living area, just off the kitchen/family room so a great place to expand when entertaining in the warmer months. It overlooks the very peaceful conservancy and is a special place for a quiet read or fun games in the rain. No worries of power outages here with both a gas generator and the new Tesla Powerwall! Above the garage is a versatile space that can be used as a studio, guest room, mother-in-law suite, or a study boasting a mini-split, refrigerator, and three-quarter bath. Enjoy the fire pit in the evening, under the stars. Watch the bluebirds at the birdhouses as they raise their families, the chipmunks that scurry, and the turkeys in the meadow. This is a wonderful neighborhood. Make it yours. Open house Saturday, April 25th 11am - 1pm

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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104 Juniper Ridge Road Brattleboro VT 05301
Active With Contract

MLS Number 5082195

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has Italian ceramic countertops & butcher block, including a dinette with southern light. With an open concept living/dining arrangement, the living room has lovely radiant wood stove heat. The adjacent dining area is drenched in sunlight. The home affords views of the West River Valley and Green Mountain vistas as far as Hogback Mountain. The first floor offers a fabulous great room, 2 fireplaces, an office, a sun room with hot tub, a laundry room and decks for admiring the sunrises and sunsets. The second floor is exceptional with three expansive primary en suites and two more rooms perfect for study, meditation, or extra bedrooms if needed. The two car garage has plenty of room for a workshop and the landscape features stone walking paths, wildflowers, perennials, pear trees as well as an in-ground pool. Brattleboro offers that small town charm with culture everywhere, from our music center, the Brattleboro Museum and Art Center, galleries, cafes, and more. Convenient to ski mountains & easy access to Boston and NYC. The next owner will truly be fortunate! Showings start Friday, April 10th by appointment.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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219 High Street Brattleboro VT 05301

MLS Number 5081405

  • Condo
  • Square Feet 592
  • Bedrooms 1
  • New Contruction Existing
  • Address 219 High Street

Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $170.00/month.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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

39 Brookside Drive Brattleboro VT 05301

MLS Number 5081287

  • Condo
  • Square Feet 685
  • Bedrooms 1
  • New Contruction Existing
  • Complex Brookside

Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. Located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Shared basement with assigned storage space. 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: 6.53% last updated on May 28, 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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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 June 3, 2026 9:24 PM EDT