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Windsor VT Real Estate & Homes for Sale

7 Properties Found

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$165,000

44 Route 44 Windsor, VT 05089

MLS: 5040643 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
NEW LISTING
MLS#:
5040643
Type:
Mobile Home
Lot size:
0.46 Acres
Year built:
1979
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Vermont Woodstock
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ADDITIONAL INFORMATION

Single-Level Home in the Heart of Windsor! Welcome to this inviting 3-bedroom, 2-bath home nestled on a quiet street in historic Windsor, Vermont. This well-maintained, single-level property offers the perfect blend of comfort, convenience, and New England charm. Step inside to discover a bright and open living space with warm hardwood floors, plenty of natural light, and a cozy atmosphere that makes you feel right at home. The kitchen features ample cabinet space and a functional layout, ideal for everyday living or entertaining. Each of the three bedrooms is generously sized with closet space and pleasant views of the surrounding neighborhood. A full basement offers extra storage or the potential for a workshop or hobby area. The Fairgrounds is right across the street, complete with dog park, skate park, basketball courts, tennis courts, ball fields, and a playground, and let's not forget the trail system. Located just minutes from local shops, schools, parks, and the picturesque Connecticut River, this home offers small-town charm with easy access to I-91 for commuting. Whether you're a first-time buyer, looking to downsize, or searching for a peaceful retreat, this property is a must-see.

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$240,000

338 5 South Route Windsor, VT 05089

MLS: 5040488 Photos
Beds:
6
Baths:
2.00
Sq.Ft.:
2,504
Status:
NEW LISTING
MLS#:
5040488
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1840
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Blue Slate Realty
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ADDITIONAL INFORMATION

Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermontâ??s historic birthplace. As you sip coffee in the sunlit kitchen, the Connecticut River glimmers across the street, promising a day of serenity. This -bedroom, 2-bath home, brimming with character, becomes your sanctuary. Upstairs, the tranquil bedrooms offer restful retreats, while the convenient laundry room keeps life humming smoothly. Transform the expansive bonus rooms into a lively playspace or cozy den for movie nights. The third-floor loft, with its kitchenette and sweeping bonus space, becomes your haven for creative pursuitsâ??an art studio, yoga retreat, or a cozy guest suite for visiting friends. Weekends are filled with possibility. Your mornings begin with a stroll through the yard, where stone pathways wind through gardens, perfect for quiet reflection or playful moments with family. You tinker in the large attached barn, now a workshop for woodworking or a rustic venue for hosting farm-to-table dinners under string lights. The nearby towns of Lebanon and Claremont buzz with farmersâ?? markets and quaint shops, just a short drive away, while Dartmouthâ??s medical facility ensures peace of mind. When winter blankets the landscape, you head to nearby ski areas for powdery adventures. Showings begin Saturday, May 17.

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$240,000

2125 Route 5 South Windsor, VT 05089

MLS: 5037505 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,654
Status:
Active
MLS#:
5037505
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1940
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Vermont Woodstock
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ADDITIONAL INFORMATION

With fabulous curb appeal and a welcoming covered porch, this turn-key circa 1940 New England home beautifully blends timeless design with modern comfort. The open-concept kitchen and dining area flow seamlessly into spacious living areas, creating a warm and inviting atmosphere. Elegant features such as French doors, a fireplace with a classic brick hearth, and bay windows add character and sophistication throughout. Enjoy breathtaking eastern views that bring a sense of calm to your everyday routineâ??your morning coffee spot just got an upgrade. Conveniently located just 5 minutes from the interstate, this home offers an easy commute to the Upper Valley while providing a peaceful retreat to come home to.

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$199,000

28 Bishops Loop Windsor, VT 05089

MLS: 5036367 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,352
Status:
Active
MLS#:
5036367
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1938
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Vermont Woodstock
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ADDITIONAL INFORMATION

OFFER DEADLINE: MONDAY 4/21/25 6pm Ready to start your real estate investment journey? This 3-bedroom home is the perfect opportunity for someone eager to build equity and willing to add their own personal touch. Upstairs, youâ??ll find three spacious bedrooms and a convenient half bathâ??ideal for families or future tenants. The eat-in kitchen is ready for your updates, offering a blank canvas to create the heart of the home. Picture cozy evenings gathered around the woodstove, a feature that not only adds warmth and ambiance but can also boost your propertyâ??s value and appeal, especially in Vermontâ??s colder months. The practical mudroom is a must-have for Vermont living, keeping the outdoors where it belongs and making daily life a breeze. Outside, the older garage still gets the job done, and thereâ??s plenty of space for gardening or simply enjoying the fresh air. A picturesque stream runs along the property, adding a peaceful, natural touch. Outdoor enthusiasts will love being close to the Mt. Ascutney trails, while commuters will appreciate the easy access to I-91â??making this location as convenient as it is scenic. Whether youâ??re looking for your first rental, a fix-and-flip, or a place to call home while you build sweat equity, this property offers endless potential. Donâ??t miss your chance to invest in a home with character, charm, and room to grow! Being sold as-is.

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$255,000

59 Weston Heights Windsor, VT 05089

MLS: 5034384 Photos
Beds:
4
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
5034384
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1942
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Town and Country Realty
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ADDITIONAL INFORMATION

Great Location! Well-Maintained! 4BR's Cape Full Basement with work bench, Many recent updates in the last three years, Rear deck, Garden area and Private backyard.

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$399,900

30 Union Street Windsor, VT 05089

MLS: 5018205 Photos
Beds:
4
Baths:
5.00
Sq.Ft.:
3,990
Status:
Active
MLS#:
5018205
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1900
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Vermont Woodstock
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ADDITIONAL INFORMATION

Step into timeless elegance with this grand Victorian home, beautifully situated on a charming in-town lot. This stately residence showcases stunning hardwood floors throughout, preserving its classic heritage while offering modern comforts. The spacious first-floor bedroom features an en suite bath, providing both luxury and convenience. A cozy fireplace adds warmth and character to the main living space, perfect for relaxing evenings. The 2nd floor has more ensuite bedoom options, a second living room and even a wet bar, or send your food up in the dumbwaiter. The home boasts a generously-sized walk-in pantry, ideal for storage and organization. An added bonus is the potential separate apartment, offering endless possibilities for rental income, guest accommodations, or an in-law suite. Completing the property is a two-car detached garage, providing ample storage and parking. This house will suit a buyer who hopes to fill it's halls, expand, or be a welcome haven for a family compound. Minutes into downtown Windsor, an easy jaunt to the K-12 school, and a stones throw away from the Recreation Center makes for flexibility if transportation is an issue. Or...let's consider the potential for a home business or commercial opportunity with a change of use permit. 6 additional spaces in the back, add ample parking. 2-3 office spaces and a 1/2 on main level and excellent street visibility. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own!

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$195,000

70-74 State Street Windsor, VT 05089

Photos
Beds:
5
Baths:
4.00
Sq.Ft.:
4,011
Status:
Active
MLS#:
4953869
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1784
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Wade I Treadway Real Estate
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ADDITIONAL INFORMATION

The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion.

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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


Copyright 2025 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 {{last updated}}.



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

    $222,000
    19.1%
    change since last quarter

  • # Active listings

    14
    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

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