Windsor VT Real Estate & Homes for Sale

12 Properties Found

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,092
Status:
NEW LISTING
MLS#:
5103773
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1930
Courtesy: Real Broker LLC
View additional info

ADDITIONAL INFORMATION

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, this home features a functional layout with bright living areas, an eat-in kitchen, and the convenience of a first-floor half bath. Outside, enjoy a manageable yard that's easy to maintain while still providing space for gardening, pets, or relaxing. A detached garage offers additional storage or workshop potential. Conveniently located just minutes from downtown Windsor, local restaurants, shopping, and recreation, this property is also within walking distance of Kennedy Pond, making it easy to enjoy fishing, kayaking, or an evening stroll. Whether you're searching for your first home, looking to downsize,this move-in ready property is one you won't want to miss.

Beds:
2
Baths:
1.00
Sq.Ft.:
783
Status:
NEW LISTING
MLS#:
5103442
Type:
Single Family
Lot size:
2.51 Acres
Year built:
1988
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

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-level living with plenty of potential. The open-concept living, dining, and kitchen area creates a functional layout, while the attached direct-entry garage and unfinished attached space provide excellent storage or future expansion possibilities. Outside, the property features a circular driveway, a partially level yard, a small, fenced area off the garage, a larger split-rail fenced paddock with a run-in, a storage shed, and a dedicated chicken coop area, offering flexibility for gardening, hobbies, small animals, or outdoor enjoyment. Conveniently located with easy access to area amenities, this property presents a wonderful opportunity to make it your own. Easy access to I-91, 23 min to DHMC, 15 min from West Lebanon, 22 min to Woodstock, 40 min to Okemo. Open house Saturday, August 8th, 10am-12pm

Beds:
1
Baths:
1.00
Sq.Ft.:
504
Status:
Active
MLS#:
5102391
Type:
Single Family
Lot size:
0.04 Acres
Year built:
1917
Courtesy: BHHS Verani Upper Valley
View additional info

ADDITIONAL INFORMATION

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 bedroom to relax in. Outside you've got a yard that's easy to keep up with, and just enough space to enjoy. And the location can't be beat. Near downtown Windsor, grab dinner or coffee nearby, hop on 91 in minutes, or take a stroll along the Connecticut River. This is Vermont living without the price tag or the headache. Homes like this at this price point don't sit around, so come see it before it's gone!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,961
Status:
Active
MLS#:
5100530
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1880
Courtesy: BHHS Verani Upper Valley
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ADDITIONAL INFORMATION

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 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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,095
Status:
Active
MLS#:
5098856
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1958
Courtesy: BHHS Verani Upper Valley
View additional info

ADDITIONAL INFORMATION

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. Cozy up in the living room next to the fireplace or relax on the covered porch with your morning coffee. The easy, one-floor layout means low-maintenance living at a price that's hard to beat. Located just minutes from downtown Windsor's shops, restaurants, K-12 school, and Kennedys Pond, this home offers small-town charm with everyday convenience. Priced to sell at $225,000: Schedule your showing today.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,000
Status:
Active
MLS#:
5095057
Type:
Single Family
Lot size:
4.96 Acres
Year built:
1900
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

"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.

Beds:
6
Baths:
4.00
Sq.Ft.:
4,933
Status:
Active
MLS#:
5089288
Type:
Single Family
Lot size:
0.48 Acres
Year built:
1855
Courtesy: Bellville Realty
View additional info

ADDITIONAL INFORMATION

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 village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch or enjoy the private yard and great living room that overlook the nearby pond providing a peaceful retreat at the end of a long day!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
5085358
Type:
Single Family
Lot size:
0.08 Acres
Year built:
2025
Courtesy: KW Vermont Woodstock
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ADDITIONAL INFORMATION

Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs. You are within walking distance to the Amtrak station and downtown, and our local Moover public transit service is ready to help. The community hospital is just a shore drive as well. Whether you want a low-maintenance home for yourself or a solid rental property near major employers, this new construction is a great choice.

Beds:
1
Baths:
1.00
Sq.Ft.:
240
Status:
Active
MLS#:
5079488
Type:
Single Family
Year built:
2024
Courtesy: RE/MAX Upper Valley
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ADDITIONAL INFORMATION

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 features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built deck--perfect for converting in to a sunroom--as well as a screened gazebo and a storage shed included in the sale. Located in a small, quiet park just 4 miles from I-91, this property offers both charm and convenience. If you've ever dreamed of owning a Tiny Home, this is your opportunity!

Beds:
2
Baths:
2.00
Sq.Ft.:
777
Status:
Active
MLS#:
5050703
Type:
Mobile Home
Year built:
2025
Courtesy: EXP Realty
View additional info

ADDITIONAL INFORMATION

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.

Beds:
1
Baths:
1.00
Sq.Ft.:
643
Status:
Active
MLS#:
5050702
Type:
Mobile Home
Year built:
2025
Courtesy: EXP Realty
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
777
Status:
Active
MLS#:
5050701
Type:
Mobile Home
Year built:
2025
Courtesy: EXP Realty
View additional info

ADDITIONAL INFORMATION

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.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Windsor Real Estate

Windsor is located in Vermont. Windsor, Vermont has a population of 3,561. Windsor is less family-centric than the surrounding county with 20.97% of the households containing married families with children. The county average for households married with children is 26.01%.

The median household income in Windsor, Vermont is $44,761. The median household income for the surrounding county is $63,787 compared to the national median of $69,021. The median age of people living in Windsor is 43 years.

Windsor Weather

The average high temperature in July is 80.5 degrees, with an average low temperature in January of 7 degrees. The average rainfall is approximately 44.1 inches per year, with 75.3 inches of snow per year.

Windsor Map

Windsor Real Estate Market Conditions

  • Median sales price

    $139,000
    19.1%
    change since last quarter
  • # Active listings

    13
    30-day change

Windsor Schools and Demographics

Education near Windsor, VT

City County
High School Graduates 88.21 94.16
College Degree - 2 year 8.42 8.49
College Degree - 4 year 26.24 40.21
Graduate Degree 9.22 12.49
Expenditures per Student 26,463 26,463
Students per Teacher 12.3 12.3

Elementary Schools near Windsor, VT

Grades Students P/T Ratio ZIP
Albert Bridge School (West Windsor) PK - 06 80 7.3 05037
Hartland Elementary School PK - 08 316 14.4 05048
Reading Elementary School PK - 06 57 9.4 05062
Weathersfield School PK - 08 215 12.8 05030
Windsor State Street School PK - 06 274 16.3 05089

High Schools near Windsor, VT

Grades Students P/T Ratio ZIP
Windsor High School 07 - 12 294 12.2 05089

Demographics near Windsor, VT

City County
Neighborhood Type Small town
Population 3,561 57,593
Population Density 183 59
Median Age 43 47.8
People per Household 2.1 2.3
Median Household Income 44,761 63,787
Average Income per Capita 31,922 39,377

Real estate near Windsor