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Windham County

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366 Hague Road Dummerston VT 05301

Dummerston, VT366 Hague Road

Price$389,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090453

  • Residential Single Family
  • Full Bath 2
  • Address 366 Hague Road
  • Bedrooms 3
  • Bathroom 2

Historical build by local artist, incorporating wood pews and other architectural pieces reclaimed from an old Vermont church, culminating into a beautiful country home. Appreciate the picturesque views of this 5.5+- acres located on a quiet road, looking south to a lovely meadow, complete with fruit trees and a pine-lined border. This home is perfectly sized with 3 bedrooms, 2 baths and a large partially finished basement with ancillary wood stove. The first floor offers an open, light-filled kitchen/dining/living with oak floors and pretty built-ins. Upstairs is a large room and an ample attic. To complete this quaint, affordable home, there is a two-car garage with a southern-facing windowed room that would be perfect for a studio, solarium or workshop. In the side yard is a large, divided shed that has raised flocks of chickens and has made a perfect garden shed. The extensive perennial flower beds will provide beauty as they are, yet there is plenty of room to grow your own garden if you choose. Access local walking trails and enjoy encounters with songbirds, owls, hawks, deer, foxes and other wildlife. This home is set in a quintessential Vermont community complete with a covered bridge, swimming holes and farm stands, yet is 15 minutes from town. Ideal for those wishing to downsize, seeking a VT retreat, or a family starting out, this will not just be your next home; this can be the setting of your beautiful story.

Listed by Kristen Ziter Taylor and Michaela Lawyer of Brattleboro Area Realty

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

3677 US-5 Westminster VT 05158

Westminster, VT3677 US-5

Price$385,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5087319

  • Residential Single Family
  • Full Bath 1
  • Address 3677 US-5
  • Bedrooms 5
  • Bathroom 2

Full of character, warmth, and charm, this Westminster farmhouse offers a special opportunity to enjoy classic Vermont living with plenty of space both inside and out. Set on an acre of land, the property features a large yard with fruit trees, berry bushes, room to garden, and a chicken coop with chickens included, so you'll be set up to enjoy fresh eggs right away! Inside, the home feels bright and welcoming, with inviting gathering spaces, a country kitchen, and an adjoining dining room featuring a beautiful built-in cabinet for added storage. The front living room is especially cozy, centered around the Lopi wood stove, and with 5 bedrooms, the layout offers great flexibility for family, guests, a home office, or changing needs. The large mudroom at the entrance houses the laundry area and serves as a great everyday drop zone, while also offering bonus space for an office or den. Outside, the covered porch and separate deck spaces each offer a wonderful place to relax or gather with family and friends, while the detached four-bay, double-depth open carport provides exceptional room for vehicles, equipment, storage, or hobbies. Plus, you'll have peace of mind knowing the roof on the house was replaced just three years ago. Ideally located in the village of Westminster, this home offers all the charms of small-town living with the library, school, and park nearby, along with easy access to trails, Bellows Falls, Brattleboro, and I-91.

Listed by Templeton Real Estate Group of KW Vermont

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

1644 Upper Dummerston Road Brattleboro VT 05301

Brattleboro, VT1644 Upper Dummerston Road

Price$385,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5090888

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,499

Found It! Live all on one level and tuck the guests in upstairs! The kitchen is modern with lots of counter top for the bakers and cookie makers, The laundry lives next to the kitchen and there is a second bath for visitors and guests. The sweet spot is the huge living room with a wood stove insert in the lovely fireplace. Mini-splits are already up and running for help with both heating and cooling and a bank of solar helps with energy cost for years to come! There is a sweet level easy access side yard, with gardens and layers of woodland for privacy and hiking. Plenty of room to build a garage but there are some nice storage sheds already waiting for the mower and other accoutrements. Minutes to town, near the West River and lots of hiking trails. Private, affordable, cute as a button!

Listed by Christine Lewis of Brattleboro Area Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

88-90 Westminster Street Rockingham VT 05101

Rockingham, VT88-90 Westminster Street

Price$382,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5068226

  • Residential Single Family
  • Full Bath 2
  • Village Bellows Falls
  • Bedrooms 6
  • Bathroom 3

Welcome to this stately New Englander located in the heart of Bellows Falls, offering the perfect blend of historic character and generous living space. With over 4,500 square feet, this grand home provides 15 rooms, 6 bedrooms and the potential for 4 bathrooms across multiple levels, giving plenty of room for family, guests, home office space, or multi-generational living. Beautiful period details remain throughout, including woodwork, tall windows, and inviting room layouts that reflect the charm of its era. The property offers both comfort and convenience, situated just moments from local shopping and dining, schools, the train station, and quick access to I-91 for easy commuting. Vermont Housing Improvement Program (VHIP) grants of up to $50,000 per unit to create new and desperately needed housing. Whether you're looking to restore and showcase its historic elegance or customize it to suit modern living, this home offers an exceptional opportunity to create something truly special in a central village location.

Listed by Jamie Smith of BHG Masiello Keene

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

30 Back Street Newfane VT 05345

Newfane, VT30 Back Street

Price$380,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5083236

  • Residential Single Family
  • Full Bath 2
  • Address 30 Back Street
  • Bedrooms 3
  • Bathroom 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 Randi Ziter of Brattleboro Area Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

4850 Route 100 Wardsboro VT 05355

Wardsboro, VT4850 Route 100

Price$380,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089447

  • Residential Single Family
  • Full Bath 2
  • Address 4850 Route 100
  • Bedrooms 4
  • Bathroom 2

Dual charming updated cottages located conveniently between Mount Snow and Stratton with easy access off a paved public road for peace of mind and tremendous rentability. The current owners have lovingly updated these 2 cape style homes. One partially burned down and has been completely rebuilt and just completed. That larger home features an open concept kitchen and dining area, large great room with new kitchen and full bath, main floor bedroom and upstairs loft bedroom, large mudroom area for gear storage and laundry. The second cottage has a full open concept floor plan with gas fireplace, dining area, and kitchen with breakfast bar, a full bath, and two bedrooms upstairs. Great storage options on the property, a built in gear shed, fire pit, and nearby access to multiple lakes, hiking trails, restaurants, and ski resorts. Great potential income offset or space for guests! First four photos are virtually staged and those furnishings will not be included.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

247 VT Route 100 Wilmington VT 05363

Wilmington, VT247 VT Route 100

Price$379,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5049066

  • Residential Single Family
  • Full Bath 2
  • Address 247 VT Route 100
  • Bedrooms 6
  • Bathroom 2

Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you!

Listed by Janet Boyd of Boyd Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

292 Tallwood Circle Londonderry VT 05155

Londonderry, VT292 Tallwood Circle

Price$379,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5078654

  • Residential Single Family
  • Full Bath 3
  • Address 292 Tallwood Circle
  • Bedrooms 4
  • Bathroom 3

Welcome to this charming chalet in the Sherwood Forest neighborhood of Londonderry! Come inside to a bright, open great room featuring living and dining areas, large windows, a cozy wood stove, and a breakfast bar. This inviting home is the perfect Vermont getaway for you or your guests. Just off the great room, the classic country kitchen offers an ideal space for preparing meals and entertaining. Out front, an expansive deck provides plenty of room to relax and take in the peaceful surroundings. The primary bedroom includes a versatile side den or walk-in closet and an en suite bathroom with both tub and shower. Two additional bedrooms complete the first floor. Downstairs, which stays very cool in the summer, is its own world for the kids and their friends! This finished lower level is a very private retreat of its own including a full bathroom with shower stall, hot tub room overlooking the forest, and a spacious recreation room with air hockey, a foosball table, and two separate TV lounging areas. A garage door provides convenient exterior access and makes for easy storage of snowmobiles, kayaks, and all your seasonal gear. Offered fully furnished, this property is just minutes from downtown Londonderry, Pingree Park, Flood Brook School and Bromley and Magic Mountain Resorts. A short drive further will find you Okemo, Stratton, the iconic Vermont Country Store, and shopping and dining in quaint downtown Manchester.

Listed by The Malley Group of KW Vermont

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

25 Speno Court Brattleboro VT 05301

Brattleboro, VT25 Speno Court

Price$379,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5087868

  • Residential Single Family
  • Full Bath 1
  • Address 25 Speno Court
  • Bedrooms 3
  • Bathroom 2

Speno Court-one of Brattleboro's most sought after neighborhoods-is a quiet, dead end street tucked between the beloved “Tree Streets” and just a short walk from downtown. With effortless access to over 9 miles of Retreat Farm trails, this tastefully remodeled home offers the perfect blend of convenience, comfort, and charm. Natural light fills the home through large picture windows and second floor dormers, while various species of hardwood flooring throughout create a bright, cheerful feel. The spacious kitchen features granite counters, Cherry shelving, a Catalpa wood bar, and stainless appliances. It opens directly into an expansive great room-designed as a combined dining and family space-offering excellent flow and energy for gatherings of any size. On the other side of the kitchen, the formal living room adds another inviting space, complete with a fireplace, built ins, and a large picture window. A ¾ bath and two additional rooms-currently used as a bedroom and an office-round out the first floor, providing flexibility for guests, work from home needs, or single level living. Upstairs, you'll find two generous bedrooms and a spacious full bath. The primary bedroom includes a dreamy walk in closet that feels like a rare luxury at this price point. A full basement with newer 200 amp electrical service adds storage and utility, while the large, attached 2 car garage includes fantastic stand up storage space above. Homes like this don't come along every day. Make your move and schedule your viewing today! Showings begin 5/16/26.

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

40 Ellis Brook Road Dover VT 05356

Dover, VT40 Ellis Brook Road

Price$375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5066015

  • Residential Single Family
  • Address 40 Ellis Brook Road
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,512

Welcome to the beloved "Papa's Blue House," a cherished family home since its construction in 1968. Nestled in the desirable Dover Hills section of Dover, VT, this property offers the perfect blend of charm and potential. With good bones and a generous layout, it's an ideal canvas for creating your dream home. Featuring a spacious open-concept living room, dining room, and kitchen, perfect for entertaining or relaxing with family and friends. With two bedrooms and a bath on each level, this home provides convenience, and the layout offers flexibility for customization to suit your lifestyle, whether you're looking for a full-time home or searching for a serene retreat. Enjoy year-round activities with opportunities for golfing, skiing, and snowboarding, at nearby Mount Snow, Haystack, and the Hermitage Club. If boating is more your thing, you are a short drive to Lake Raponda and Harriman Reservoir. Recent enhancements to the crawl space ensure a solid foundation and peace of mind for future owners. With some updating, "Papa's Blue House" is ready to welcome its next owners. Whether you're looking for a seasonal getaway or a year-round residence, this property offers endless possibilities for enjoyment and adventure. Don't miss the chance to make this charming house your forever home!

Listed by Donna Brown of Skihome Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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 15, 2026 4:22 AM UTC

 

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