Windsor VT Real Estate

Windsor  - A small town that is filled to the brim with American history. Windsor’s forefathers played key roles in the foundation of the country, the establishment of the VT constitution, and their industrious nature and determination clearly live on in this tight-knit locality. If you seek community living near the Upper Valley and immersed in a rich past, a home in Windsor, VT, may be right for you.

Windsor VT is a community that offers everything you need to keep your family happy, including the Windsor School District and the award-winning Mt. Ascutney Hospital. Real Estate in Windsor is surrounded by the allure of this historically significant town. Come find out why Windsor has great real estate values and discover the convenience of living here for yourself. Learn more about Windsor.

Windsor VT Homes for Sale

Questions about a property? Give us a call at 802.457.2244!

26 Main Street Windsor VT 05089

Windsor, VT26 Main Street

Price$875,000

Est. Mortgage: $/month

MLS Number 4851384

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 6,232

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 includes a dining area, library, and guest lounge. Each room is filled with sunlight and warmth. This spot offers walking distance to shopping and in town activities and Paradise Park for hiking or a walk around the lake. You will quickly see how centrally located the Snapdragon Inn is to the Upper Valley amenities including the beautiful downtown areas of Hanover, Nh & Woodstock, VT, I-91/89, and all of the ample skiing in the East. If you have ever dreamed of owning a quintessential Vermont inn, then look no further!

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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222 Paradise Drive Windsor VT 05089

Windsor, VT222 Paradise Drive

Price$599,000

Est. Mortgage: $/month

Pending

MLS Number 4908529

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,100

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 overlooks extensive rock gardens, the fire pit on the knoll with views to Mt. Ascutney, and trails throughout the 13+ acres. Oversized two car garage with storage above. Walk-out basement with big windows, full bath, both oil and wood burning furnaces, and shop space with plenty of cabinets. Located at the cul de sac of Paradise Drive while being easily accessible to Windsor village amenities, hospital, golf course and less than 4 miles from exit 9, I-91.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Weston Heights Windsor VT 05089

Windsor, VT19 Weston Heights

Price$239,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4902592

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Bathroom 1
  • Square Feet 1,532

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.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2227 Rt. 5 South Highway Windsor VT 05089

Windsor, VT2227 Rt. 5 South Highway

Price$235,000

Est. Mortgage: $/month

MLS Number 4910200

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,662

Very Nice well landscaped Gambrel home on .57 acre. Inside you will be pleased with the well kept, recently painted interior and period trim, doors and hardware. A large dinning room and living room with a fireplace and built in bookcase's make for great entertaining for family and friends. Upstairs you will find a very large primary bedroom as well as two more along with a full bath. Out side there is a large side yard and a large lower level area for all your recreational needs. Delayed showings until May18th and 19th. Located only 30 Mins. to all the Upper Valley has to offer and just 15 mins. to Claremont.

Listed by Richard Ballou, The Clerkin Agency,P.C.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Bridge Street Windsor VT 05089

Windsor, VT9 Bridge Street

Price$234,000

Est. Mortgage: $/month

MLS Number 4907749

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Square Feet 1,538

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 built-ins, spacious kitchen and first floor laundry make for a great place to start a new chapter. A separate driveway provides access to the guest house. Enter through a sun filled three season porch and mudroom which leads into the kitchen. This home also has three bedrooms, a full bath, dining area, and living room! The lot is level with great opportunities for flower gardens, produce beds, or fencing off for the safety and security of your loved ones as they play.

Listed by Chelsea Bevis, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Durkee Street Windsor VT 05089

Windsor, VT12 Durkee Street

Price$230,000

Est. Mortgage: $/month

Pending

MLS Number 4908684

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,121
  • Bedrooms 4
  • Bathroom 2

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. Walking distance to school and restaurants and easy access to I-91. This home is move in ready, don't wait!

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Hall Street Windsor VT 05089

Windsor, VT6 Hall Street

Price$205,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4907913

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,608

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 in kitchen, custom cabinetry, and new flooring. The expansive living room is inviting and comfortable. As a bonus, there is a partially finished basement with additional bedroom and office space. A large storage shed with power and two floors of storage for all your toys, bikes, and gardening equipment complete this cozy and efficient home.

Listed by Seth Barbiero, Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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59 Weston Heights Windsor VT 05089

Windsor, VT59 Weston Heights

Price$203,500

Est. Mortgage: $/month

Pending

MLS Number 4904888

  • Residential Single Family
  • Bathroom 1
  • Square Feet 1,008
  • Bedrooms 3
  • Construction Existing

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 used as an office. Two bedrooms upstairs. Additional options to consider: bring your carpentry skills with you and add a dormer if you are interested in potentially expanding a bedroom or perhaps adding a second floor bathroom. Basement includes a workshop area. Garden space by the side of the garage can be expanded as well as the front of the house. Room for additional gardens in the backyard, perhaps a patio as well. Close proximity to Paradise Park for hiking and Kennedy Pond, for swimming! Open House: Saturday: April 16: 11:00AM - 1:00PM. Masks are required.

Listed by Amy Messina, Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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494 County Road Windsor VT 05089

Windsor, VT494 County Road

Price$185,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4906883

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,096
  • Bathroom 1
  • Bedrooms 3

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 all town amenities, and just minutes to I-91.

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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159 State Street Windsor VT 05089

Windsor, VT159 State Street

Price$175,000

Est. Mortgage: $/month

Pending

MLS Number 4900766

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,514
  • Construction Existing

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 road, bringing a sense of privacy. It is a comfortable size with endless character and charm. Bring your gardening tools to put a fresh spin on the landscaped, terrace gardens. Walk into town, school, recreation center, Paradise Park and even the pond for swimming.

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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128 Weston Heights Windsor VT 05089

Windsor, VT128 Weston Heights

Price$159,000

Est. Mortgage: $/month

Pending

MLS Number 4903026

  • Residential Single Family
  • Square Feet 1,373
  • Bedrooms 4
  • Construction Existing
  • Bathroom 2

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 bathroom are ideal. Hardwood floors in much of the house, 1 car garage under and a big yard out back create all the pieces for this to be an easy move in ready house for you. House to be sold as-is.

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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475 County Road Windsor VT 05089

Windsor, VT475 County Road

Price$79,900

Est. Mortgage: $/month

Pending

MLS Number 4906427

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,350
  • Bathroom 1
  • Bedrooms 2

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 attributes to entice you. Delayed showings begin Monday, 4/25/2022.

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 May 18, 2022.