Windsor VT Real Estate

Windsor town is located in Windsor County, Vermont with a population of 3553. The town has a total area of 19.8 square miles, of which 19.5 square miles is land and 0.2 square miles is water. Nearby towns are Hartland, West Windsor, and Wethersfield. Students attend Windsor School for study.

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New Listing - 5 days online
$230,000
4
BEDS
2
TOTAL BATHS
2,121
SQFT
12 Durkee Street Windsor, VT 05089
Single Family Home For Sale
- Active

Well maintained home on a level lot with privacy fencing which created a nice oasis. Don't be detoured by the in town location as this house has a lot to offer. Good sized rooms, updated renovations, and tall ceilings are some of what sets it apart.

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
New Listing - 6 days online
$599,000
3
BEDS
3
TOTAL BATHS
2,100
SQFT
222 Paradise Drive Windsor, VT 05089
Single Family Home For Sale
- Active

5 year old home in superb condition. Single level living. Open floor plan. Master suite with walk-in closet and bath with custom tiled walk-in shower. Large porch overlooks nicely landscaped gently sloping yard complemented by fruit trees. Deck ov

Listing courtesy of Seth Warren of Seth Warren Real Estate: 802-484-3000
New Listing - a week online
$205,000
3
BEDS
1
TOTAL BATH
1,608
SQFT
6 Hall Street Windsor, VT 05089
Single Family Home For Sale
- Active

An ideal location in a great neighborhood. This 3 Bedroom 1 bath ranch style home located is a short walk to everything, Kennedy Pond, Recreational Fields, Schools, and all downtown amenities. This home is in great condition, custom tile backsplash

Listing courtesy of Seth Barbiero of Bean Group / Vermont: 800-450-7784
New Listing - a week online
$234,000
3
BEDS
2
TOTAL BATHS
1,538
SQFT
9 Bridge Street Windsor, VT 05089
Single Family Home For Sale
- Active

Wow, what an opportunity this is! Two charming homes. The Big house, has a one car garage, covered entryway that has been modified for easy access. The three season front porch is just asking for you to sit and watch the traffic. Hardwood floors and

Listing courtesy of Chelsea Bevis of KW Vermont Woodstock: 802-432-3105
New Listing - 2 weeks online
$260,000
3
BEDS
2
TOTAL BATHS
1,354
SQFT
369 Juniper Hill Road Windsor, VT 05089
Single Family Home For Sale
- Pending

3 bedroom Cape, 2 car garage, and a barn sited on just shy of 3 beautiful acres abutting the Windsor Town Forest. Well preserved period detail: wood floors, soapstone sink in kitchen, living room w/ fireplace, and numerous built-ins. Town water and

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
New Listing - 2 weeks online
$185,000
3
BEDS
1
TOTAL BATH
1,096
SQFT
494 County Road Windsor, VT 05089
Single Family Home For Sale
- Active Under Contract

We know you are looking for an efficient home, on a smaller lot(easier to mow) with 3 bedrooms and a full bath, so come visit County Road. The furnace was replaced in 2019 and it is move in ready. You would be walking distance to Paradise Park and

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
New Listing - 3 weeks online
$79,900
2
BEDS
1
TOTAL BATH
1,350
SQFT
475 County Road Windsor, VT 05089
Single Family Home For Sale
- Pending

There will be so many dreams that can be brought to life with this home. It needs a total renovation, but if that does not scare you, then this is the project for you. 3 potential bedroom spaces, room for a garage, and plenty of yard are just a few

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
New Listing - 3 weeks online
$251,000
3
BEDS
4
TOTAL BATHS
2,517
SQFT
3 Old Mill Pond Road Windsor, VT 05089
Condo For Sale
- Pending

Tucked away in a private setting, this property offers country living, but with all the amenities. An inground pool, basketball and tennis courts with plenty of manicured lawns to spread out, feels like home. Enjoy sitting on your private spacious de

Listing courtesy of Linde Mcnamara of LindeMac Real Estate: 603-643-4900
$203,500
3
BEDS
1
TOTAL BATH
1,008
SQFT
59 Weston Heights Windsor, VT 05089
Single Family Home For Sale
- Pending

Well-maintained Cape-style home is ready for a new owner. Comfortable living room; eat-in kitchen with many cabinets. Completely redone bathroom on the first floor. Main BR on the first floor with connecting door into room which is currently being

Listing courtesy of Amy Messina of Town and Country Realty: 802-674-6311
$159,000
4
BEDS
2
TOTAL BATHS
1,373
SQFT
128 Weston Heights Windsor, VT 05089
Single Family Home For Sale
- Pending

The kids are raised, basketball and soccer were played in the yard, and bikes were rode for hours around this great neighborhood just minutes from town. This home is ready to be be loved by a new family. Plenty of bedroom options, and more than 1 bat

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
$234,500
2,608
SQFT
8/10 Foster Avenue Windsor, VT 05089
Multi-Family For Sale
- Active

This is a great opportunity for investors or homeowners alike. Rent out one side and live in the other, or rent out both for a lucrative income property. Both units have an upstairs, downstairs, and their own separate basements with separate utilitie

Listing courtesy of Chelsea Cary of Barrett & Valley Associates, Inc/Sprin: 802-885-8282
$239,000
3
BEDS
1
TOTAL BATH
1,532
SQFT
19 Weston Heights Windsor, VT 05089
Single Family Home For Sale
- Active Under Contract

Bright and sunny cape on a level open lot in a quiet cup de sac neighborhood. Hardwood floors, first floor bedroom, kitchen with cherry cabinets. Easily accessible to I-91 and the Upper Valley.

Listing courtesy of Seth Warren of Seth Warren Real Estate: 802-484-3000
$299,000
5,032
SQFT
8 Union Street Windsor, VT 05089
Multi-Family For Sale
- Active Under Contract

Strong Cash Flow! Profitable Investment Opportunity! This multi-family property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra rents pay fo

Listing courtesy of Alex Defelice of The Clerkin Agency, P.C.: 802-295-1355
$229,000
73.9
ACRES
WINDSOR
COUNTY
324 Old Mill Pond Road Windsor, VT 05089
Land For Sale
- Active

Waterfront parcel with extensive development possibilities in a private yet very convenient location. The 73.9 acres are comprised of mature woodlands, open meadows, and water frontage on Old Mill Pond, linked to a private smaller pond and Mill Broo

Listing courtesy of Daphne Lowe of Williamson Group Sothebys Intl. Realty: 802-457-2000
$214,900
3
BEDS
1
TOTAL BATH
1,164
SQFT
210 Weston Heights Windsor, VT 05089
Single Family Home For Sale
- Pending

With a great neighborhood to walk in, a comfortable home to live in, and a yard with pool to entertain in, what more could you ask for? This home is small in stature, but oozes perfection in every other way. It's a traditional Cape, with 2 bedrooms

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
$175,000
3
BEDS
1
TOTAL BATH
1,514
SQFT
159 State Street Windsor, VT 05089
Single Family Home For Sale
- Pending

It is almost Spring, and this home will warm you up. This is a well maintained, updated listing. There is a new stove, updated electrical, new mini split, and more cosmetic updates you will enjoy. It is located in town, yet set back from the main ro

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
$54,780
0.98
ACRES
WINDSOR
COUNTY
81 Paradise Drive Windsor, VT 05089
Land For Sale
- Active

Looking for that ideal building lot that is ready for your dream home? This piece of property is simply waiting for you! Location, location, location. Just under an acre of level land, this lot is just right for enjoying your outdoor space without ha

Listing courtesy of Chelsea Bevis of KW Vermont Woodstock: 802-432-3105
$96,000
19.01
ACRES
WINDSOR
COUNTY
42 Paradise Drive Windsor, VT 05089
Land For Sale
- Active

Exciting 19 acre homesite with public sewer. Nice topography allows for choice of home sites. Paradise Drive is a neighborhood of well kept homes and has easy access to I91 and all Upper Valley amenities.

Listing courtesy of Jeffrey Flynn of Atlantic Real Estate Network: 802-356-0600
$875,000
9
BEDS
9
TOTAL BATHS
6,232
SQFT
26 Main Street Windsor, VT 05089
Single Family Home For Sale
- Active

Welcome to the Snapdragon Inn! This majestic property, built in 1815, can be converted into a grand residence or continue operation as a tranquil inn. There are 9 private bedrooms that include their own ensuite baths with radiant heat. This estate

Listing courtesy of Katie Ladue Gilbert of KW Vermont Woodstock: 802-432-3105
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