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Classic New Englander, ideally set in town on an easy-to-maintain lot. The inviting porch adds to curb appeal. The manageable yard means less time on upkeep and more time...
- 3 Beds
- 1 Baths
- 5115777 MLS
- ACTIVE Status
Affordable 2 BR village home with an attached two vehicle carport. First floor has a small front porch, living room, dining room and kitchen. The second floor has an offi...
- 2 Beds
- 1 Baths
- 5113821 MLS
- ACTIVE Status
Owned waterfront on the Connecticut River! This solid 2 bedroom, 1 bath home sits on a 0.94 acre lot with direct river frontage and hill views across to New Hampshire. Bu...
- 2 Beds
- 1 Baths
- 5113320 MLS
- PENDING Status
Classic 1930s character meets thoughtful updates at 19 Weston Heights. This 1,532-square-foot Cape retains the charm of its era, including wood floors and a traditional g...
- 3 Beds
- 1 Baths
- 5113301 MLS
- ACTIVE UNDER CONTRACT Status
Open House Sunday 10/18 2:00-4:00. A renovated home with character, flexibility, and a neighborhood that welcomes you with open arms. Purchased in 2022 and thoughtfully r...
- 3 Beds
- 2 Baths
- 5113217 MLS
- ACTIVE Status
This wonderful home in a quiet convenient location may be a perfect fit for you! It has been lovingly well maintained with freshly painted interior, gorgeous refinished h...
- 2 Beds
- 2 Baths
- 5112163 MLS
- ACTIVE Status
If you've been waiting for a home that feels fresh, comfortable, and ready for its next chapter, this might be the one you've been looking for. Tucked into a welcoming W...
- 3 Beds
- 1 Baths
- 5111715 MLS
- ACTIVE Status
Nestled on 6.62 private acres in the heart of Windsor, Vermont, this striking contemporary home offers a unique blend of rustic charm and modern updates. Built in 1983, t...
- 2 Beds
- 1 Baths
- 5110782 MLS
- CLOSED Status
Offering 3 bedrooms and 1 full bath. Bright living spaces flow easily to a deck, plus a versatile enclosed porch for year-round enjoyment. Set in a convenient Windsor loc...
- 3 Beds
- 1 Baths
- 5110505 MLS
- CLOSED Status
Property being sold as-is. Opportunity knocks with the potential this home holds with a little bit of elbow grease. This 2019 three bedroom, two full bathroom manufacture...
- 3 Beds
- 2 Baths
- 5107190 MLS
- ACTIVE UNDER CONTRACT Status
Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features a...
- 2 Beds
- 1 Baths
- 5106677 MLS
- CLOSED Status
RECENT RENOVATIONS INCLUDE A NEW HOT WATER HEATING SYSTEM, NEW PARTIAL ROOF AND FULLY REPAINTED INTERIOR. TWO - 2BR's APARTMENTS AND ONE - 3BR's APARTMENT. ESTIMATED GROS...
- 5106186 MLS
- ACTIVE UNDER CONTRACT Status
Move-in ready 3-bedroom, 1-bath bungalow, fully renovated and waiting for you! Too many renovations to list (needed a separate list)!! Even with the extensive renovation...
- 3 Beds
- 1 Baths
- 5104866 MLS
- CLOSED Status
None
- 3 Beds
- 1 Baths
- 5104329 MLS
- CLOSED Status
None
- 3 Beds
- 1 Baths
- 5104328 MLS
- CLOSED Status
Welcome to 143 Ascutney Street, a well-maintained 2-bedroom, 1.5-bath home offering 1,092 square feet of comfortable living space. Thoughtfully cared for over the years, ...
- 2 Beds
- 2 Baths
- 5103773 MLS
- CLOSED Status
Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-lev...
- 2 Beds
- 1 Baths
- 5103442 MLS
- CLOSED Status
Why keep paying rent when you can own? This one bedroom just makes sense. Nothing overwhelming to maintain. A comfortable living space, a kitchen that works, and a bedr...
- 1 Beds
- 1 Baths
- 5102391 MLS
- PENDING Status
Special private land offering, rare 5 acre parcel, abutting a 850 acre wildlife bird sanctuary: 850 acres of protected Windsor Grasslands State of Vermont Wildlife Manage...
- 5101039 MLS
- ACTIVE Status
Shown by Appointment Only! Single Family or Duplex! Live in it as a spacious 3 bedroom, 2 bath single family home, or take advantage of the current setup as two separat...
- 3 Beds
- 2 Baths
- 5100530 MLS
- CLOSED Status
Looking for an affordable way into homeownership? This ranch features 3 bedrooms and 1 full bath, this single-level home is perfect for first-time buyers or downsizers....
- 3 Beds
- 1 Baths
- 5098856 MLS
- CLOSED Status
Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic...
- 2 Beds
- 1 Baths
- 5096070 MLS
- ACTIVE Status
"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields,...
- 4 Beds
- 4 Baths
- 5095057 MLS
- ACTIVE Status
High and dry 5-acre building lot that is priced to sell. Located in a very private area, this property is situated just 10 minutes from downtown Hillsborough on Hilltop C...
- 5093453 MLS
- CLOSED Status
Exceptional Cape in Historic Windsor: Pool, Views & In-Law Suite Welcome home to this impeccably maintained Cape-style residence, where timeless charm meets modern elega...
- 3 Beds
- 3 Baths
- 5090593 MLS
- CLOSED Status
Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown...
- 6 Beds
- 4 Baths
- 5089288 MLS
- ACTIVE Status
**PRICE REDUCTION**Tucked away at the end of a quiet dead-end street, this beautifully reimagined contemporary Craftsman offers the perfect blend of privacy, nature, and ...
- 3 Beds
- 3 Baths
- 5085664 MLS
- CLOSED Status
In the heart of Windsor, this charming opportunity was fully rebuilt in 2018. During the renovation, the foundation was raised to sit securely out of the flood zone, givi...
- 1 Beds
- 1 Baths
- 5085360 MLS
- CLOSED Status
Looking for a secluded location in the woods that isn't a three-hour drive to the wilderness? This land offers that "middle of nowhere" feeling in the deep woods of Winds...
- 5084543 MLS
- CLOSED Status
Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, t...
- 4 Beds
- 2 Baths
- 5082070 MLS
- CLOSED Status
Motivated Seller - Price Improved! Own a remarkable piece of Vermont history in the heart of Windsor. Built circa 1790, this beautifully preserved brick-and-frame Colonia...
- 4 Beds
- 3 Baths
- 5080622 MLS
- CLOSED Status
Windsor’s income-producing potential meets turnkey ease in this updated five-unit multifamily, perfectly positioned in Vermont’s historic “Birthplace of Vermont” along th...
- 5079828 MLS
- CLOSED Status
Classic Vermont character meets everyday convenience in this sweet in-town New Englander. Set in the heart of Windsor, this three-bedroom, one-bath home puts you steps fr...
- 3 Beds
- 1 Baths
- 5079791 MLS
- CLOSED Status
This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home feat...
- 1 Beds
- 1 Baths
- 5079488 MLS
- ACTIVE Status
This lovely home has plenty of sunny light filled space. Home features a large kitchen/eating area, with a formal-sized dining room, and spacious living room. First floor...
- 4 Beds
- 3 Baths
- 5072087 MLS
- CLOSED Status
Conveniently located from Interstate 91 and Route 5 in the Taylor Drive neighborhood sits a tidy cape home ready for its new owners. Many choices for bedrooms including...
- 4 Beds
- 3 Baths
- 5071233 MLS
- CLOSED Status
Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash preferred but will c...
- 3 Beds
- 1 Baths
- 5068975 MLS
- CLOSED Status
Peaceful 5.28-Acre Retreat — Ready to Build! Experience the best of New Hampshire living on this beautifully improved 5.28-acre lot—offering the ideal mix of privacy, nat...
- 5068442 MLS
- CLOSED Status
Welcome to 2545 County Road in Windsor, Vermont! This inviting 3-bedroom, 2-bath raised ranch offers over 2,200 square feet of comfortable living space on a picturesque o...
- 3 Beds
- 2 Baths
- 5068382 MLS
- CLOSED Status
68 Jarvis Street — a freshly painted, move-in ready 3-bedroom, 1-bath home on a double lot in downtown Windsor, Vermont. This well-kept property offers just the right amo...
- 3 Beds
- 1 Baths
- 5067807 MLS
- CLOSED Status
Discover the perfect blend of privacy and possibility with this 7.3-acre stonewall-bound parcel in the charming town of Windsor, NH. Nestled amidst New Hampshire’s pictur...
- 5064655 MLS
- CLOSED Status
Step into the timeless appeal of this beautifully maintained 1920s home, ideally situated in the heart of Olde Windsor. The inviting front patio welcomes you into a charm...
- 3 Beds
- 2 Baths
- 5064694 MLS
- CLOSED Status
None
- 2 Beds
- 1 Baths
- 5058855 MLS
- CLOSED Status
Welcome to 3-5 Foster Avenue – A Rare Opportunity with Generational Charm Lovingly cared for by the same owner for over 77 years, this classic duplex is full of warmth, c...
- 5044374 MLS
- CLOSED Status
None
- 3 Beds
- 2 Baths
- 5001342 MLS
- CLOSED Status
This charming raised ranch is nestled on a spacious and level lot with meandering stream, offering both comfort and quiet. Here's your opportunity to experience the perfe...
- 4 Beds
- 2 Baths
- 4981557 MLS
- CLOSED Status
Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermont’s historic birthplace. As yo...
- 6 Beds
- 2 Baths
- 5040488 MLS
- CLOSED Status
Welcome to your serene retreat set on 6.40 acres with very low taxes, this property seamlessly combines rustic charm with modern amenities, offering the perfect blend of ...
- 3 Beds
- 3 Baths
- 5016032 MLS
- CLOSED Status
Welcome to your dream mountain retreat! This stunning 3-bedroom, 2.5-bathroom home nestled on a sprawling 16-acre lot offers the perfect blend of rustic charm & modern co...
- 3 Beds
- 3 Baths
- 4988658 MLS
- CLOSED Status
Welcome to this inviting 2-bedroom, 1.5-bath ranch-style home located just a short distance from Main Street in Windsor, VT. Set on a manageable and sunny .29-acre lot, t...
- 2 Beds
- 2 Baths
- 5045341 MLS
- CLOSED Status
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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .
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