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$442,999
3 Beds 2 Baths 5100530 MLS
Open House Sunday July 26th 10a.m. - 12 p.m.! 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 separate 1 bedroom units, each with its own utilities. That kind of flexibility is hard to find, whether you're thinking multigenerational living, rental income, or just extra breathing room. And then there's the view. Gorgeous lake views greet you from inside this home, the kind that make you stop and appreciate where you live every single day. This is a true Victorian, full of the character and detail that newer homes just can't replicate. The full basement includes a bonus room, perfect for a home office, workshop, or extra storage. A detached garage adds even more convenience for parking and yard equipment. Tucked into charming Windsor, you're close to 91 and just minutes from local shops and restaurants downtown. Homes with this much versatility and this kind of view don't come along often.

6 Pine St, Windsor

$1,399,000
4 Beds 4 Baths 5095057 MLS
"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, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dining room, with built-in cabinets and a second wood burning fireplace, connects to the kitchen which is open to the family room. A beautiful spindle staircase with oversized steps leads you upstairs to the four bedrooms, including the primary with an ensuite bath and an attached office. The main guest/children's bedroom features a magnificent turret style sunroom taking in views of the Connecticut River, and a second set of stairs leads back down to the mudroom. The full basement offers plenty of storage and all the utilities. The large 2 story garage offers room for 4 vehicles and plenty of storage on the 2nd floor. This unique property presents a rare opportunity to own a special homestead in the Windsor area, just minutes from downtown shopping and restaurants.

145 The Plateau, Windsor

$674,000
3 Beds 3 Baths 5085664 MLS
Tucked away at the end of a quiet dead-end street, this beautifully reimagined contemporary Craftsman offers the perfect blend of privacy, nature, and modern comfort. Set on 5.12 wooded acres with a serene beaver pond and breathtaking mountain views, this one-of-a-kind property delivers peaceful living in one of New Hampshire’s lowest tax rate towns. Completely renovated down to the studs, this 3-bedroom home features 1 full bath and 2 three-quarter baths, thoughtfully designed for easy single-level living. The open-concept layout is highlighted by vaulted ceilings, exposed post-and-beam character, and abundant natural light throughout. The stunning new kitchen is a true centerpiece, showcasing quartz countertops, Energy Star-rated appliances, a gas stove, and double ovens—perfect for both everyday living and entertaining. The spacious living area is anchored by a cozy gas fireplace, creating a warm and inviting atmosphere year-round. Enjoy the convenience of first-floor laundry and step outside to expansive side and rear decks—ideal for taking in the incredible sunrise and sunset views or hosting gatherings surrounded by nature. Additional features include a detached 2-car garage, proximity to lake for swimming and boating, and easy access to numerous nearby hiking trails. Don’t miss this rare opportunity to own a private New Hampshire retreat with modern upgrades and timeless character. ** Recently appraised in March 2026 at $715,000, this exceptional property presents immediate value and built-in equity. A rare opportunity to own a turnkey mountain retreat that perfectly balances comfort, style, and nature. **

162 Rocky Ledge Rd, Windsor

$413,900
4 Beds 3 Baths 5080622 MLS
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 Colonial blends timeless New England character with the modern updates today's buyers appreciate. Rich in craftsmanship and architectural detail, this one-of-a-kind home offers the perfect balance of historic charm, everyday comfort, and exciting future potential. Inside, you'll find wide-plank hardwood and softwood floors, abundant natural light from updated windows, fresh interior paint, and thoughtfully updated electrical and heating systems. A classic standing seam roof enhances both the home's historic appeal and long-term durability. At the heart of the home is a truly unforgettable kitchen, where carefully repurposed materials create a warm, inviting space full of personality and Vermont character. The attached one-car garage features a dedicated workshop and storage area, while the expansive attic—accessible from both levels—offers incredible flexibility for a studio, workshop, additional storage, or future finished living space. Located just moments from Artisans Park, downtown Windsor, and Interstate 91 (Exit 9), this property provides convenient access to the Upper Valley, DHMC, Dartmouth College, and nearby NH communities. Whether you're commuting, working remotely, or looking for a centrally located Vermont home, you'll appreciate the convenience without sacrificing small-town charm. With commercial zoning potential, this property presents a rare opportunity for entrepreneurs, professionals, investors, or anyone seeking a live-work lifestyle. Imagine a boutique office, gallery, creative studio, or small business operating from one of Windsor's historic homes while enjoying all the comforts of a private residence. Whether you're searching for a historic Vermont home, a unique investment property, or a place where your home and business can thrive, stop scrolling and come see.

273 Rte 5 N, Windsor

$96,232
2 Beds 2 Baths 5050701 MLS
Welcome to 132 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont. The park owner is offering up $4,000 in closing costs and a waiver of the first 2 months of lot rent.

108 Cubb Ct, Windsor

$96,232
2 Beds 2 Baths 5050699 MLS
Welcome to 517 Back Mountain Rd., Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont.

517 Back Mountain Rd, Windsor

$96,232
2 Beds 2 Baths 5050703 MLS
Welcome to 11 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont. The park owner is offering up $4,000 in closing costs and a waiver of the first 2 months of lot rent.

11 Cubb Ct, Windsor

$87,826
1 Beds 1 Baths 5050702 MLS
Welcome to 23 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 1 bedroom, 1 bathroom, and 643 sq. ft. (13'4"x48) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is approximately 90% complete. Interior showings will be available beginning August 15th. This property participates in the MHIP and is open exclusively to current residents of Vermont. The park owner is offering up $4,000 in closing costs and a waiver of the first 2 months of lot rent.

23 Cubb Ct, Windsor

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