Windham County

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

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

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Your Questions & Comments I have a question about the property at 1644 Upper Dummerston Road Brattleboro VT 05301 (#5090888).

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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

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

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Your Questions & Comments I have a question about the property at 88-90 Westminster Street Rockingham VT 05101 (#5068226).

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MLS Number 5075630

• Residential Single Family
• Full Bath 1
• Bedrooms 5
• Bathroom 3
• Square Feet 2,336

Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat-ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property's timeless rural appeal.

Listed by Monique White of Deerfield Valley Real Estate

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

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Your Questions & Comments I have a question about the property at 1033 Burrington Hill Road Whitingham VT 05361 (#5075630).

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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

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

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Your Questions & Comments I have a question about the property at 30 Back Street Newfane VT 05345 (#5083236).

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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

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

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Your Questions & Comments I have a question about the property at 4850 Route 100 Wardsboro VT 05355 (#5089447).

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MLS Number 5090867

• Residential Single Family
• Full Bath 2
• Address 442 Brookline Road
• Bedrooms 3
• Bathroom 2

Welcome to the Green Mountains! Nestled on 12.8 private acres, this quintessential, one-of-a-kind timber frame cabin offers a rare blend of craftsmanship and nature. Bordering the protected Pinnacle Association preserve, you can walk right out your front door to explore amazing trails and local wildlife. Lovingly constructed by local artist and builder Nathan Guest, the home's creative vision is evident in every detail-from the 1800s wagon wheel chandelier to the handcrafted dining table. The main floor features two bedrooms, a full bath, and an inviting living room anchored by a Quadra-Fire Explorer wood stove and a custom bar, perfect for entertaining. The amazing kitchen flows directly out to a splendid deck, where you can take in the fresh Vermont air and listen to the flowing brook-which features natural pools large enough for a dip. The main level also offers a large dining room and a cozy sitting room. Energy-efficient mini-splits provide additional heating and cooling for all of Vermont's picturesque seasons. Upstairs, you'll find a spacious and charming primary suite. Outside, the property includes a dedicated workshop and an adorable tiny guesthouse, ideal for meditation, relaxation, or hosting occasional visitors. This ultimate Vermont getaway is less than an hour from Bromley, Stratton, and Mount Snow. A truly special place to call home.

Listed by Kristen Ziter Taylor of Brattleboro Area Realty

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

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Your Questions & Comments I have a question about the property at 442 Brookline Road Athens VT 05345 (#5090867).

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