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 lives 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.

Questions? Give us a call at 802.457.2244!

3652 Route 44 Windsor VT 05089

Price$425,000

Est. Mortgage: $/month

MLS Number 4740732

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,986

Well maintained Dutch Colonial sited on 10.2 beautifully landscaped acres with mountain views. Step inside and enjoy the hardwood floors, exposed wood beams and open concept kitchen/dining room that allows guests to step outside onto the deck that overlooks the open fields below. A large living room with cathedral ceiling and a gas burning stove is the perfect place to gather with friends and family. First floor master bedroom with walk-in closet, full bath, laundry and two bedrooms complete the first floor. Upstairs, two additional rooms, 3/4 bath and a loft will be the perfect spot for your out-of-town guests. The lower walkout level provides a large, dry heated space for storage and a two car garage. Outside, walkout onto the plush green lawn with mature perennial gardens, hand picked stone walls, a small apple orchard, and a private little sitting spot overlooking the babbling brook. The private back yard hides the full length multi-level decks that drop down to the above ground pool and allows plenty of space for entertaining and outdoor grilling. Walk down to the lower back yard and you will find a 24x30 Post and Beam barn with electricity and hay storage above. Just a few steps away from the blueberry and raspberry patch sits a 35 year old sugar shack and small maple orchard. It is here where maple syrup and memories were made by a family who has loved and cared for this home. Less than one mile to Mt. Ascutney, 30 minutes to DHMC, and 20 minutes to GMHA.

Listed by Annette Hartley-White and Jon Merrill, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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2 Pine Street Windsor VT 05089

Price$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4702200

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 4,440

MAJESTIC, LAKEFRONT VICTORIAN. This lovingly renovated in town home is a true Gem! Nicely located....so convenient yet so private. Tucked away on a beautiful site with protected views, overlooking Lake Runnemede and abutting a trail system that provides easy access to downtown or a scenic stroll around the lake! This is a "one of a kind' home, featuring ample rooms for family and guests, a spacious country kitchen, stunning wood floors, high ceilings and fireplaced living rooms with lake views! You will be transported the minute you enter....and you will not want to leave!

Listed by Paula Small, Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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418 Moonrise Hill Windsor VT 05089

Price$295,000

Est. Mortgage: $/month

MLS Number 4733786

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,740

Rare to find a home with great views AND a flat driveway! Near end of road setting with commanding views over your own fields of Ascutney Mountain. 3 bedroom 3 bath home with enclosed porch. 2 car under. Lots of storage. New roof about 10 yrs ago. New boiler. Owned solar system. There is a Vermont Castings wood stove, and a outdoor wood boiler not currently being used. Potential horse property. Fields and gravel roads. Great location close to Windsor Village and the Hospital. Easily commutable to the Upper Valley. Priced below assessment.

Listed by Dana Waters, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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1801 Hunt Road Windsor VT 05089

Price$249,000

Est. Mortgage: $/month

MLS Number 4736398

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,700

Lovely setting abutting Cider Hill Gardens on desirable Hunt Road. Comfortable single level living, master suite with attached bath, spacious and sunny kitchen and living room with vaulted ceilings. Attached two car garage, basement, and 5 acres of gently rolling land, easily accessible to the Upper Valley.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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3 Old Mill Pond Road Windsor VT 05089

MLS Number 4759426

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,581

This condo unit is located in one of the most private and scenic settings in our area. Located in town yet set far away from it all. This condo has new flooring, ample storage, 2 fireplaces, a skylight and pond excess for non-motorized boats. It's spacious rooms are full of natural light and the back deck is overlooking the pond, and it has enough room to gather a crowd. This is a special unit with an attached garage on the ground floor level, the only one of all 12 units. With so many added benefits, including the entire full basement with bar and gas fireplace, this unit is sure to impress. Close proximity to Dartmouth College, Dartmouth Hitchcock and all Upper Valley Amenities. Let this be your home away from home.

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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3 Front Street Windsor VT 05089

Price$214,900

Est. Mortgage: $/month

MLS Number 4732352

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,000

Just over the river from NH and close to I-91, this home is just enough away from downtown to get a true neighborhood feel, but close to the schools, restaurants and Ascutney Hospital. This is a true family home. Lot of room to spread out, 3 bedrooms with a bonus room in the attic that can be used as a 4th bedroom or play room. Move in as is or this home would be incredible with some thoughtful updates! Nice size fenced in yard which is great for BBQ's, children and pets! *Subject to 3rd Party Approval

Listed by Amy Gamache, Keller Williams Realty Metropolitan-Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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35 Main Street Windsor VT 05089

Price$199,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4733147

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,586

This stunning Gothic Revival home in the heart of downtown Windsor is seeking new owners to enjoy it just as much as these owners have. It's been lovingly cared for, with new heating systems, extensive plumbing and electrical work, replacement windows and roof updates as well. 35 Main Street welcomes you with a charm and elegance of the period; tin ceilings, built ins, and exquisite exterior architecture, but will leave you feeling comfortable knowing that it does not need complete updating. Explore the facets of this home, enjoy the beautiful kitchen, take in the landscaping this Spring, and relish in the fact that you can walk to the park, the downtown, and are still only minutes to I-91.

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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459 US 5 South Route Windsor VT 05089

Price$184,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4748330

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,236

OWNED WATERFRONT on the CONNECTICUT RIVER! This neat two bedroom one bath home is ready for new owners. Well built in 1947, this home has some nice woodwork and craftsmanship that you would expect for this vintage, including arched doorways and some neat built-ins. Beautiful fireplace in the large living room. Dining has amazing view of the park-like 0.94 ac lot looking right to the CT River. Hill views of NH, too! One bed and one full bath on first level, long master bedroom taking up entire 2nd floor. Wonderful deck and hot-tub on the back, also with great river views. Breezeway connects to one car garage. This is a solid house with character on a beautiful lot ON THE RIVER. Walk to the village for essentials or dinner at Windsor Station. Short drive to grocery store and only a few miles to the RT 91, exit 9. Come and see this home before it sells!

Listed by Mark Roden, BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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87 Kennedy Windsor VT 05089

Price$174,000

Est. Mortgage: $/month

MLS Number 4712652

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,246

Cute Cape in pleasant neighborhood. Oversized lot is flat, open, and fenced for pets. End of road privacy. Overlooking fields to the CT River. Paved roads to Route 5 with easy access to the interstate at exits 8 or 9 on 91. Convenient to Upper Valley. Low maintenance with roof done 12 years ago. Vinyl siding. 1 bedroom down, 2 up. Attached 1 car garage. Woodstove. Fresh interior paint. Large storage area. Basement could be finished or used as a workshop.

Listed by Dana Waters, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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1223 County Road Windsor VT 05089

Price$169,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4752684

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 4
  • Square Feet 1,365

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

6-8 Elm Street Windsor VT 05089

Price$169,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4745144

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 6
  • Square Feet 2,304

What a great way to get your feet wet with home owning. Haven't your parents been telling you to look for a duplex? Well, here it is! The owners unit is freshly painted, carpeted, has newer heating system and central air, has replacement windows, and a beautiful kitchen with double sink. The rental unit is ready for some TLC and elbow grease, but will be ready in no time for your first tenant. Make money, pay your mortgage and start your investment portfolio in a great neighborhood, just steps to the walk-able community of Windsor.

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

24 Dewey Avenue Windsor VT 05089

Price$159,900

Est. Mortgage: $/month

Pending

MLS Number 4747466

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,723

Come see all Windsor has to offer, 2 ponds around the corner, school within walking distance, a beautiful historic downtown, and Paradise Park just steps away. This one could be a welcomed downsize for easy living on one level, or a great family home to get a start. 3 bedrooms, an expansive sun room, finish-able space in the basement, and just enough yard to play toss or have a barbecue. Showings begin Sunday, April 28th, 2019

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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Copyright 2019 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 June 24, 2019.