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, and land. You may also be interested in viewing real estate listings in other Vermont towns.

Homes for Sale in Windsor

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.

9 Old Mill Pond Road Windsor VT 05089

Windsor, VT9 Old Mill Pond Road

Price$225,000

Est. Mortgage: $/month

MLS Number 4829857

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,765

This townhouse style condominium is a sought after end unit. Enjoy gorgeous views of Mt. Ascutney and Kennedy Pond right from your deck. 3 master suites adorn this layout, including one on the main living level. A wood fireplace, finished basement space, a one car garage, hardwood Maple flooring, cathedral ceilings all in a private quiet setting. Excellent amenities: in-ground pool, basketball and tennis courts are all great places to spend hours and hours making memories. This home has everything you could want within walking distance to town and minutes from I91.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

46 Union Street Windsor VT 05089-1511

Windsor, VT46 Union Street

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4828360

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,808

Completely renovated Antique home that is just about ready for new residents! Fabulous ceiling height, beautiful wood floors, all new appliances and utilities. There is a front garden area, close to schools and walking distance to the Village of Windsor.

Listed by Daphne Lowe and Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

93 Weston North Heights Windsor VT 05089

Windsor, VT93 Weston North Heights

Price$172,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4826752

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,064

Cozy little Cape in a great location. On the North end of Weston Heights and on a dead-end road. Bedroom and bathroom on the main level make this simple for anyone who might be ready for less stairs, and 2 good sized rooms upstairs for a traditional Cape style. The yard is spacious, there's room to expand, and it is ready for your spin on cosmetic updates!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

2469 US RT. 5 North Route Windsor VT 05089

MLS Number 4825065

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,766

Sitting just North of the village of Windsor, this 1805 Greek Revival is sure to entice your sense of prestige and distinction. This home boasts a beautiful kitchen, front and back parlors, endless bedroom options, office space, expansive yard for gardening or playing with the kiddos, and garage/barn space that lends itself to working nicely for a business entity. With endless historic notations, including the National Historic Registry, you will feel the character and charm of years gone by, with simple touches being added by each owner. Bring your own ideas, and make this one HOME.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

2419 US Route 5 North Route Windsor VT 05089

MLS Number 4825064

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 2,400

Don't dismiss this one so fast. This home has a lot to offer. It is in need of some TLC and requires quite a bit of work to get it to it's full potential. It has so much to offer with careful polishing. Located just outside of town, on an amazing lot, this home has rooms that are grand in size and endless possibilities to make it your own. Come take a look and let the gears start turning!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

21 Ascutney Street Windsor VT 05089

Windsor, VT21 Ascutney Street

Price$104,900

Est. Mortgage: $/month

Pending

MLS Number 4824772

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,309

Located right next to the K-12 Windsor School. Walk around the square from your front door! Open floor plan gives the first level a big, airy feel, with plenty of natural light. Half bath off the dinning room and deck off the kitchen allow for functional living. Two bedrooms up stairs with a full bath. Skylights let in even more natural light while the rooms are spacious. The back yard is entirely fenced in. You will find a handy storage shed out back, with plenty of room to garden and relax right in your own back yard. This favorable circumstance will be appreciated by many, and in this market you won't want to wait!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

418 Moonrise Hill Windsor VT 05089

Windsor, VT418 Moonrise Hill

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4822255

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

Beautiful southerly views of Mt Ascutney, nice lot and location, privately sited but convenient to town and the upper valley. Spacious rooms, master suite with bath and walk-in closet. Lovely screen porch off the kitchen overlooking the open land and view. Full walk-out basement. Outdoor wood boiler can provide supplemental heat if desired. Solar array.

Listed by Seth Warren of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

1962 Thrasher Windsor VT 05089

Windsor, VT1962 Thrasher

Price$125,000

Est. Mortgage: $/month

Pending

MLS Number 4822086

  • Land
  • Acreage 17.9
  • Zoning Res

Mostly wooded 17.8 acres of land with building. On site well and septic with leach field already exists. There is a livable manufactured home with addition on a full foundation. Located just minutes to I-91.

Listed by Ann Jacques of Century 21 Highview Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

14 Central Street Windsor VT 05089

Windsor, VT14 Central Street

Price$132,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4820161

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 1
  • Square Feet 800

What an amazing way to live.... Beautifully designed home in the village of Windsor, with ease of maintenance, easy to heat, walking distance to all town amenities, and a garage. It may be only 1 bedroom, but you will feel the warmth in this home, as soon as you walk in!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

157 Marcy Court Windsor VT 05089

Windsor, VT157 Marcy Court

Price$89,000

Est. Mortgage: $/month

MLS Number 4820118

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,000

Great opportunity for a starter home or to add to your investment portfolio! Enjoy the efficiency, walk to all of downtown and the school in minutes, and the outdoor space is low maintenance yet big enough for a small garden and outdoor cooking. This suitable quaint home has plenty to appreciate and may even cost less than rent. Newer roof and hot water heater.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

66 State Street Windsor VT 05089

Windsor, VT66 State Street

Price$250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819922

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,052

This home is truly a gem. Nicely updated with modern touches and old world charm. With a versatile floor plan this home currently offers an eat in kitchen, formal dining room, parlor, formal living room and a fireplaced den. The 3 season porch with gas woodstove is the perfect place for morning coffee, dinner on a warm summer night or leisurely visits with friends. Working from home? There's an office with private entrance that's ideal today's worklife. Topping it all off is a studio apartment with separate entrance that brings in $1200/mo in rent. Don't want to rent? It would make a perfect in-law spot too.

Listed by Kasia Butterfield of Coldwell Banker LIFESTYLES - Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

153 Pembroke Road Windsor VT 05089

Windsor, VT153 Pembroke Road

Price$1,195,000

Est. Mortgage: $/month

MLS Number 4819544

  • Residential Single Family
  • Construction Existing
  • Bathroom 21
  • Bedrooms 17
  • Square Feet 14,000

The Windsor Mansion, sits high on Juniper Hill within the town limits of the historic hamlet of Windsor, Vermont. Built in 1902 by prominent New York lawyer Maxwell Evarts and listed on the National Register of Historic Places, it has welcomed countless distinguished guests in its storied past including Presidents Theodore Roosevelt, Woodrow Wilson, and Calvin Coolidge. The stately 17-bedroom Colonial Revival home is perched on 14 private acres replete with breathtaking views of Lake Runnemede, the Cornish Hills, and Mount Ascutney. A recent million dollar+ restoration and renovation project, though large in scale, beautifully preserved the elegant historic integrity of the original design while complementing with state-of-the-art modern amenities. Sprawling lawns with impeccably manicured gardens and an expansive deck and patio overlooking the Connecticut River Valley make it the perfect setting for entertaining friends and family. Currently the property is operating as an Inn but could also make a spectacular large family home. Only 19 miles to Hanover, NH/Dartmouth College and 16 miles to Woodstock, Vermont, Windsor Mansion is centrally located to all the best that the Upper Valley and New England have to offer.

Listed by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2020 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 September 21, 2020.