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!

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, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

1672 Hunt Road Windsor VT 05089

Windsor, VT1672 Hunt Road

Price$905,000

Est. Mortgage: $/month

MLS Number 4791655

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 8
  • Square Feet 5,265

Kimball Brook Farm, C. 1789, has a storied history. It was once the residence of author and music critic Marcia Davenport, and is featured in her 1967 autobiography, “Too Strong for Fantasy”. Residents of Windsor report that Katherine Hepburn, a long-time friend of Ms. Davenport's was a visitor to the farm. This spectacular home embodies rambling country elegance and provides generous amounts of room for entertaining, family gatherings and/or events. Kimball Brook is comprised of 8 bedrooms and 5 baths - a total of 5,300 sq feet. There are both large formal areas and cozy spaces, which along with its 5 working fireplaces, highlight the farm's classic Vermont country character. The systems and structure, including heat, water, roofing, siding, foundation, and security have all been intelligently updated with state-of-the-art systems and materials. The large antique barn is a remarkable entity, providing space for projects, animals, vehicles, or celebrations. The property is nestled in a quiet valley amidst the rolling hills of historic Windsor on 32 ac of mixed open and wooded land, overlooking a pond with views into New Hampshire. It is a very short walk (or snowshoe, or bike ride) to an 900+ acre State Wildlife Management Area that provides the many year-round, outdoor activities enjoyed by all Vermonters. Despite its privacy and tranquility, the farm remains easily accessible to local attractions, including Hanover, NH and Woodstock, VT, both within 20 minutes.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

17 Moonrise Hill Windsor VT 05089

Windsor, VT17 Moonrise Hill

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4815846

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,013

You won't find a more perfect setting. This post and beam cape set on 8+ acres offers a spacious kitchen, open floor plan, 3 large bedrooms, a den and detached garage. Located in a private yet convenient location with a large covered porch to take in the beautiful view of the meadow. The sellers have added solar energy and electric splits for heat and air conditioning making this home practically free of utility costs. This home is sure to provide a peaceful haven away from it all.

Listed by Wendie Wright, Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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, Coldwell Banker LIFESTYLES - Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

10 Meadow Lane Windsor VT 05089

Windsor, VT10 Meadow Lane

Price$219,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4806057

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,376

Lovely updated one level living home in wonderful neighborhood of similar homes. Freshly painted rooms, new kitchen counters and flooring. Spacious living room with wood fireplace, hardwood floors throughout. Lovely back yard with patio area and a fenced in dog kennel. Full basement offers tons of storage space or future family room space. Large attached two car garage, paved driveway walk to main street and an easy commute to the Upper Valley.

Listed by Gerry Stark, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

9 Dorrance Street Windsor VT 05089

Windsor, VT9 Dorrance Street

Price$209,000

Est. Mortgage: $/month

Pending

MLS Number 4806608

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,248

Lovely, well-maintained 4 bedroom, 1.5 bath, home situated on a beautifully landscaped half acre lot. Multiple special features include an eat-in kitchen, gleaming hardwood floors, propane stove in the den, fireplace in the living room and a spacious play room in the basement. You'll love the detached garage that includes a work-shop room in the back. This classic two story home is solidly built, well maintained and in move-in condition, not to mention part of a great neighborhood that is walking distance to Kennedy Pond. BONUS: Seller has a transferable share of a sun common solar array at $76 per month that off sets 100% of electric usage.

Listed by Cheryl Herrmann, RE/MAX Group One Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

25 Sherwin Avenue Windsor VT 05089

Windsor, VT25 Sherwin Avenue

Price$209,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4802882

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

Located on the corner lot of a dead end street sits this charming home.Tons of potential with spacious rooms and an apartment above the heated two car garage. Newer windows, standing seam roof, and Thermopride furnace. Natural wood throughout and the three season porch add to the home's charm. With both privacy and ideal proximity to village and recreation amenities, this home is sure to please. Bring your own ideas, and make this home your own.

Listed by Katie Ladue Gilbert, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

1 Kiniry Street Windsor VT 05089

Windsor, VT1 Kiniry Street

Price$201,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4815254

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 2,146

Lovely, Newly renovated Move in Ready 3-Bedroom 1-Bathroom Ranch style home located in the Historical Town of Windsor. This home has plenty of new upgrades. New Roof, New Deck, New Flooring, New Hot Water Heater, Large fenced in private yard, updated windows and a detached garage for extra parking and storage with a paved driveway. Just a short walk to enjoy the beautiful Kennedy Pond.

Listed by Heather Ashline, BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

23 Clough Avenue Windsor VT 05089

Windsor, VT23 Clough Avenue

Price$189,000

Est. Mortgage: $/month

Pending

MLS Number 4807884

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,280

Move in ready! This Three Bedroom sturdy home is located in a quiet neighborhood, close to schools and shopping! Many upgrades including New Kitchen, New Bathroom, NEW FURNACE!! and New Oil tank. This charming home has Hardwood floors, tile floor in bathroom and new Laminate Kitchen floors. There is a big deck off the eat-in Kitchen to enjoy some peace and quiet in the big Fenced in backyard. Lake Runnemede close by. Many built-ins and Closets for storage. This property offers a Garage with extra room for storage and a paved driveway.

Listed by Tricia Husain, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

10 Clough Avenue Windsor VT 05089

Windsor, VT10 Clough Avenue

Price$174,000

Est. Mortgage: $/month

MLS Number 4799715

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,744

This spacious, low maintenance home in the Village of Windsor offers comfort and convenience. It has an updated kitchen, baths, appliances, hot water heater, oil tank and a new pellet stove and deck. Its' floor plan offers a space for everyone. All this is walking distance to schools and many town amenities. Just $174,000. Motived seller moving out of state wants to sell now and has reduced the price $5,000.

Listed by Diana Cushing, Montshire Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

38 Elm Street Windsor VT 05089

Windsor, VT38 Elm Street

Price$169,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819175

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 936

A neat house awaits you! Located in Windsor village on a quiet street...a corner lot that is an oversized parcel with giant lawn space on both sides. Take a peek at the aerial. A super low maintenance home with a metal roof and vinyl siding. There is an oversized two car garage with a shed attached. Enter through the front screen porch and then into the bright living room. There are new windows throughout for efficiency. Head through the archway to the dining room. There are two bedrooms on the main floor. One is a giant sized room that was two bedrooms in the past, and could be again. Full bath with great stack washer and dryer and a towel warmer! There is a full staircase to the attic area...you could create overflow office or den or maybe even another bedroom up there. Kitchen is loaded with storage. Efficient, too....new wiring, foam insulation, pex plumbing, vinyl siding. Off the kitchen you will step out onto a large deck overlooking the lawn, garden space and giant trees. Over on the other side, you have another huge side lawn and a two car garage. This is a quiet neighborhood for all to enjoy. It's a quick walk to town and an even shorter walk to the rec area at the pond! Handy to town and an easy ride to the upper valley. There is much to love in this home....see for yourself!

Listed by Betty McEnaney, TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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

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, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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 August 10, 2020.