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Windsor County Real Estate

Windsor County is located along Vermont's eastern border with New Hampshire. It like many of its fellow counties has so much for avid outdoor enthusiasts. From skiing at Okemo Mountain and Suicide Six to flyfishing on the Connecticut River or golfing at the Quechee Club, there is something to do every season in Windsor County. Windsor County also contains many quintessential New England village squares. For instance, the  Village of Woodstock features a retail block, a town square, and the historic Woodstock Inn. Not to be outdone though, the County also has other villages, such as Weston which has its own village square and features the famous Vermont Country Store. The largest towns in Windsor County are Hartford, Springfield, and Woodstock. Browse available Windsor County real estate below. 

Windsor County VT Homes for Sale

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Remington Road Chester VT 05143

Chester, VTRemington Road

Price$29,900

Est. Mortgage: $/month

MLS Number 4996522

  • Land
  • Acreage 1.34
  • Area Neighborhood
  • PricePerSqFt 22313.43
  • Zoning Residential

This affordable lot has under ground power and a permitted inground septic design. Ready for you and your home plans. Seller is a licesensed Vermont Realtor.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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5 Pierce Road Springfield VT 05150

Springfield, VT5 Pierce Road

Price$269,000

Est. Mortgage: $/month

MLS Number 4996521

  • Residential Single Family
  • Village North Springfield
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Welcome to this ranch-style home with great potential, offering 4 bedrooms and 1 3/4 bathrooms. Located on a spacious lot, this single-story house is perfect for those looking to add their personal touch. As you enter, you'll find a practical layout featuring a well laid out kitchen and dining area that offers plenty of room as well as a living room with large windows that provide plenty of natural light and a wonderful brick fireplace. 4 Spacious bedrooms and a primary bedroom with a 3/4 bathroom. Walk outside, the backyard features an inground pool and private fenced in swimming area, providing a great spot for summer fun. The patio area is expansive and ideal for outdoor activities. The home also includes a two-car attached garage and is conveniently located near schools, shopping, and parks; this house is a great opportunity for those looking to invest some effort into making it their own. Schedule a showing today to see the potential this home has to offer.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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00 Stackpole Road Barnard VT 05031

Barnard, VT00 Stackpole Road

Price$139,000

Est. Mortgage: $/month

MLS Number 4996502

  • Land
  • Acreage 3.5
  • Area Mountain, Rural
  • Utilities None
  • PricePerSqFt 39714.29

Enjoy this partially open 3.5 acre buildable lot less than 20 minutes to the Woodstock Green! With power and high speed fiber optic internet at the road and a level house site already cleared just drop a driveway, drill a well and add a septic. The state already has record of the lot so septic permitting will be more straightforward than usual. The land has a beautiful mix of birch and maple trees and the boundary is a lovely stream rolling through. Take a walk and listen to the birds and dream about what you will build this summer!

Listed by Holly Hall and Fran Collins of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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00 Pleasant Valley Road Springfield VT 05156

MLS Number 4996483

  • Land
  • Acreage 9
  • Utilities None
  • PricePerSqFt 9988.89
  • Zoning Res

On a quiet country road, you will find this peaceful 9+/- acre lot. Untouched for many years this property is pristine and is ready for our imagination. If its off-grid living you want; here it is! With just a little clearing this can be the sunny spot of your dreams. Build that cabin or pitch that tent. The peaceful life waits! A short drive to Chester or Springfield for all your life needs and with Southern Vermont's premier ski resort, Okemo Mountain, under 30 minutes away you'll have access to everything there is to love about Vermont life! Come look today!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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13 Stackpole Road Barnard VT 05031

Barnard, VT13 Stackpole Road

Price$850,000

Est. Mortgage: $/month

MLS Number 4996479

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,300

Custom built and being sold by the original owners and builder! An expansive cleared corner lot with frontage along the coveted North Road with spectacular seasonal mountain views. Enjoy this 5.25 acre lot with clearings and park-like trees such as maple/birch/ash/and apple, perennial gardens, stone walls, and a screened gazebo. The paved driveway, equipped with an entry alarm, is lined with colorful maple trees and leads to an oversized insulated 2 car garage. Built with high quality materials such as cedar clapboard siding, a metal standing seam roof, cherry and birch hardwood flooring, a poured concrete basement, and radiant flooring. The covered porch welcomes you through the front door opening to a tiled entry and vaulted ceilings. The main floor has a half bath for dinner party guests, a kitchen with an eat-in breakfast space, family room, separate formal dining and living room areas. Some other features include central heat and air conditioning, radiant heated floors, a kitchen sink with wide windows overlooking the gazebo and a Jenn-Air downdraft range. Upstairs has 3 bedrooms, 2 full bathrooms and a separate office space for your work-from-home needs. There is a primary bedroom ensuite with seasonal mountain views, jetted tub, separate step-in shower, and spacious walk-in closet. Don't forget the additional 1300 sqft of finish-able basement space with plenty of ceiling height, and tidy buried utilities including fiber optic, and the carpenter's workshop!

Listed by Holly Hall and Fran Collins of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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7137 Us Route 4 Bridgewater VT 05034

Bridgewater, VT7137 Us Route 4

Price$950,000

Est. Mortgage: $/month

MLS Number 4996457

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 5,000

THE BRIDGEWATER INN! Strong short term rental income producing investment property! Prime location minutes to the Killington Skyeship Base Lodge and beautiful Woodstock Village. Walk to the Long Trail Brewery from the property. This historic, locally themed lodging experience has a 3 bedroom / 3 bath spacious home fabulous for entertaining family and friends. The home has two covered porches, a large eat in brand new kitchen, living room with gas fireplace, two really cool game room areas, two wonderful ensuites, and a cozy bedroom for extra guests. The property also has 4 turnkey inn suites (1 bed/1 bath) and an official state inn license. New mini splits throughout the entire property. There is a detached barn that one could renovate into more living space. Enjoy and chill out on the land across the road that abuts the Ottauquechee River. This sale is being sold furnished and well equipped inclusive of the Airbnb profile, website for the property, and the Google Business Profile. There are over 100+ 5 Star Reviews. If you are looking for an impressive short term rental income producing property look no further! Act Now!

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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732 Bridgewater Center Road Bridgewater VT 05035

MLS Number 4996446

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,534

Discover a remarkable investment opportunity with 732 Bridgewater Center Road, a property that boasts a successful AirBnB, "Southgate Healing," with the potential for additional income-producing spaces. Here is why this property stands out. Proximity Long Trail Brewery a stones throw away, perfect for beer enthusiasts and visitors and hikers. Killington Mountain is just seven minutes to this world-class ski venue, attracting tourists year-round. Four bedrooms and four baths spread across multiple levels, ideal for both primary residence or vacation home. Outdoor space available on one acre of land providing ample space for various outdoor activities. Multiple decks perfect for relaxing in the quiet or enjoying the abundant nature. Nearby conveniences include downtown Woodstock, Vermont only a ten-minute drive, offering shopping, dining, and entertainment options. Scenic Route 100 is just three minutes away, providing picturesque drives and easy access to other attractions. Investment potential with its current success as an AirBnB and the possibility for additional income-producing spaces, 732 Bridgewater Center Road is not just a beautiful property but also a lucrative investment. This property combines charm, location, and potential, making it an ideal choice for investors looking to capitalize on the booming vacation rental market. Do not miss out on this opportunity to own a piece of the thriving Vermont hospitality industry.

Listed by Kate Cassidy of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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111 Lyon Drive Hartford VT 05059

Hartford, VT111 Lyon Drive

Price$459,000

Est. Mortgage: $/month

MLS Number 4996439

  • Residential Single Family
  • Village Quechee
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Be ready to love this country home in the heart of Quechee Lakes. Built in 1987, this cape-style home has timeless beauty and charm. The home features three bedrooms, two bathrooms, an open eat-in kitchen, a living room, a front porch, two two-car garage, and multiple bathrooms. Located in a quiet country setting, it will allow you to enjoy an escape from the hustle and bustle of everyday life. Not only does the property offer peace and quiet; it can also be used as an investment with a stellar rental history. Whether this is your resident or vacation home, the rental possibility is a bonus. Located in Quechee Lakes, you will have the benefits of enjoying all that the club offers while living in a country setting.

Listed by Lucas deSousa of Vermont Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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25 Carney Road Royalton VT 05068

Royalton, VT25 Carney Road

Price$399,000

Est. Mortgage: $/month

MLS Number 4996430

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

This delightful one story home has had many recent improvements including heating system, new primary bath, appliances, paint and flooring. The very comfortable floor plan allows for large gatherings but also space for privacy and work. The large kitchen-dining area with soapstone wood stove spills out to the airy screened porch with views of the pretty yard and landscaping. Large primary suite with vaulted ceiling, FP and walk-in cedar closet. Two additional bedrooms and office/nursery complete the first floor. There is a large rec room in the lower level (that just needs some flooring ) and a 1/2 bath. Two car attached garage, fruit trees, blueberries all on one acre with views of the distance hills and large organic meadow across the road.

Listed by Susanne Pacilio of Martha E. Diebold/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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

19 Broad Brook Drive Bridgewater VT 05035

Bridgewater, VT19 Broad Brook Drive

Price$499,000

Est. Mortgage: $/month

MLS Number 4996426

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,472

A well respected local builder has totally renovated this attractive home, with energy efficiency in mind! Radiant floor heating throughout, with every room having a separately controlled heating zone! Super insulated walls and ceilings! Double pane windows with the further enhancement of additional storm windows in place! The pleasantly bright interior features gorgeous bamboo wood flooring, a well designed kitchen with butternut wood cabinets and contemporary appliances, a large full bath with both a shower and a luxurious soaking tub, and 3 bedrooms. The exterior appearance of the home is very pleasing, with a stone faced front side and new natural color wood clapboards on both of the ends and on the rear side. A covered porch is both practical and graceful, with a beautiful timber framed archway. A sunlit 2 acres of open level land present the opportunity for endless outdoor recreation activities! To the rear of this extensive yard is frontage on a branch of the Ottauquechee River! Sitting by this flowing river water can be truly mesmerizing! A wide area of river stoned beach provides easy access to the water, for wading, skipping stones and fishing! The location of the home is both convenient for access to skiing at Killington or for enjoying the well known amenities of shopping, dining and cultural events in the historic Woodstock Village. Truly a turn key home, of a manageable size! Equally well suited as a 4 season vacation home or a well located year round residence!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 May 20, 2024 4:54 PM EDT