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: 4.17% last updated on Apr 18, 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

2 Pine Street Windsor VT 05089

Price$420,000

Est. Mortgage: $/month

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: 4.17% last updated on Apr 18, 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

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 going in soon. Owned solar system. There is a Vermont Castings wood stove, and an outdoor wood boiler not currently being used. 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: 4.17% last updated on Apr 18, 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

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: 4.17% last updated on Apr 18, 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

8 Kiniry Street Windsor VT 05089

Price$235,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4727825

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,408

8 Kiniry Street is a family compound that you will know is home. 3 bedrooms, 2 bathrooms on the main living levels, and an in-law apartment in the basement with separate entrance is just the beginning. There is a beautiful level yard to garden, play with your kiddos, let the dogs roam, or gather with friends. Did I mention the 2 car garage with 2 bedroom apartment above? It is time for new beginnings in this great property!

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

12 Fairview Street Windsor VT 05089

Price$230,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4742701

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 3,192

Get ready to fall in love with this stunning, picturesque farmhouse! Conveniently located near Mill Pond and right next to the Windsor Fairgrounds, this lovely home boasts endless charm and character throughout with wood flooring and beautiful, unique finishes! Open floor plan throughout the Kitchen and Dining area complete with an island lead to an expansive family room featuring beautiful built-in cabinets! You'll love the cozy den nestled behind french doors with a wood stove leading to the sunroom overlooking the many perennials throughout the property. Upstairs you'll find three spacious bedrooms including a huge master suite with his and her closets. Additionally, there is a gorgeous red barn and storage shed for storage and work space for all your projects.

Listed by Hergenrother Realty Group and Daniel Preston, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

35 Main Street Windsor VT 05089

Price$214,900

Est. Mortgage: $/month

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: 4.17% last updated on Apr 18, 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

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: 4.17% last updated on Apr 18, 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

119 Paradise Drive Windsor VT 05089

Price$210,000

Est. Mortgage: $/month

Pending

MLS Number 4739795

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,278

Lovely cape located close to the Upper Valley, Beautiful open concept first floor - large kitchen with island opens into dining/living room.1 st floor/ laundry/ mudroom conveniently located by the back door. 1st floor bedroom or den. 3 bedrooms upstairs with oversized bathroom, possibility exists to use unfinished attic space and turn one of the bedrooms into an amazing master suite. Add to this a large open unfinished basement that can be transformed how ever your like. Then step out side to the private 4.9 acres and a lovely carriage shed that can be used as a studio, guest house, garage, workshop. Oh and don't forget the generator.The possibilities are endless. Hurray out and take a look at this price and with these possibilities it will disappear fast!

Listed by Linda Benoit, Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

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: 4.17% last updated on Apr 18, 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

6-8 Elm Street Windsor VT 05089

Price$169,900

Est. Mortgage: $/month

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: 4.17% last updated on Apr 18, 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

369 Juniper Hill Road Windsor VT 05089

Price$149,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4744324

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,354

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, numerous built-ins, and the exterior features a standing seam roof and recent paint job. Town water and sewer. The lot includes a large level yard, mature apple trees of numerous varieties, rhubarb,asparagus, and perennials.

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

Broker Reciprocity

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 April 19, 2019.