Windsor VT Real Estate

Windsor, Vermont real estate provides owners with access to a rich history, outdoor recreational opportunities, and unique shops. Popular activities include hiking, biking, fishing, paddling, and snowshoeing. Browse current Windsor, Vermont real estate listings below, including single family homes, multi family homes, commercial properties, and land.

Contact LindeMac Real Estate at 603-643-4900 if you have questions or would like to schedule a tour. Register to save your favorite listings and get email notifications when similar properties become available.

24 Dewey Avenue Windsor VT 05089

Price$159,900

Est. Mortgage: $/month

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 of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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

11 Bavier Avenue Windsor VT 05089

Price$109,900

Est. Mortgage: $/month

MLS Number 4745481

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 918

It's just right! The right price, the right great neighborhood, the right size for a downsize or an investment, the right cost to heat, and the right one for you! This home has wore many hats over the years, a daycare, a small home, and an investment. The garage is a bonus at this price.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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

26 Depot Windsor VT 05089

MLS Number 4744741

  • Commercial
  • Year Built 1901
  • Acreage 0.31
  • Area Near Railroad

"Once in a lifetime," beautiful historical restaurant property "Windsor Station" for sale! Housed in classical Train Station at an active Amtrak stop in the beautiful town of Windsor VT! Ambiance of a Victorian era Depot and decorated with period railroad paraphernalia, this restaurant has a seating capacity for 84. Popular local area restaurant and bar just a short drive from Interstate 91 exits 8 or 9. Popular restaurant that attracts sight and fall foliage seekers, skiers as well as locals from the Upper Valley, Claremont and Woodstock VT areas! Unparalleled reputation for great food, craft beers and entertainment! Owners currently operate dinner only but potential for increased revenue if opened for lunch and breakfast! So much more potential with expansion to covered portion of the Depot structure or outdoor seating!

Listed by Roz Caplan of Century 21 Highview Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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

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 of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 of Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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

13 Fairview Avenue Windsor VT 05089

Price$143,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4739583

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,144

Back on the market!! Maintained 3BR/1BA ranch style home. Nice-sized living room; dining area with built-in curio off of the kitchen. Kitchen has a breakfast bar, plenty of cabinets and counter space. Basement is sectioned with a fireplace in the partially finished area, a small workshop section, section with built-in shelving for additional storage and remaining section with washer/dryer hook-ups. Basement can potentially be turned into a family room. Level yard is partially fenced. Covered walkway from garage to the house.

Listed by Amy Messina of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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

46 Union Street Windsor VT 05089

Price$69,900

Est. Mortgage: $/month

MLS Number 4738557

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 4
  • Square Feet 1,808

Come bring this old gal back to her former glory. Large single family home easily converted into multi-family. So if you are looking for an investment or just some additional income why not consider it while you are doing the needed updates. Lots of original features still in place. Huge walk in pantry, lovely front staircase, screened in porch - come take a look before it's gone!!!

Listed by Linda Benoit of Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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

2264 County Windsor VT 05089

Price$199,000

Est. Mortgage: $/month

MLS Number 4734713

  • Land
  • Acreage 115.9

This is what buyers are always asking for! 115.9 +/- acres located in the beautiful country town of Windsor, VT. Mature forests containing Sugar Maple, Red Oak and Hickory, with approximately 14 acres of pastures and wonderful views of Ascutney Mountain. Several seasonal streams and the Hubbard Brook curves into the property. Many potential places to place your dream home or cabin all accessed by town-maintained year round roads with power on the frontage. There is an old homestead site featuring wonderful stone walls and easy access to power and potential for town sewer. Drill a well or reconnect to the old spring located across the street. Other potential homesites may be located in one of three pastures consisting of approximately 8 ac, 4 ac and 2 ac. The larger two have great views of the Mountain. There is an excellent trail through the south end of the property bringing you through the forest with deer, turkeys and upland game. The seller has allowed a snowmobile trail through the property, great if you enjoy the sport, but it is at will of any future owner and can be easily removed. The property is generally south west facing and gently sloping to the east. Windsor is just off exit 9 of I-91 with easy access to Hanover/Lebanon NH and Dartmouth offering great shopping, medical facilities and employment. Quick drive to 5 ski mountains.

Listed by Curtis Trousdale of Preferred Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 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 26, 2019.