and narrow your search. If you have fewer than 200 results, you can save your search.

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, in the  Village of Woodstock features a retail block, town square, and the historic Woodstock Inn. Not be outdone though, the County also has other villages, such as Weston that 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. 

Tip - Create an account (it’s free) to save your favorite Vermont real estate listings and get notified when similar properties are posted.

Questions? Give us a call at 802-318-0833 or contact us online!

Plymouth, VT 05056

Price$12,000

Est. Mortgage: $/month

MLS Number 4730462

  • Land
  • Acreage 1.61
  • Zoning VR-1

Super buy on a nice level lot in Hawk Resort. Great location in the lakes region, halfway between Killington and Okemo, with easy access to Route 100. Hawk Resort offers an array of optional property management services and four-season amenities. Subject to ROFR.

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 Beechwood, Springfield, VT 05156

Price$29,500

Est. Mortgage: $/month

MLS Number 4730367

  • Land
  • Acreage 3.26
  • Zoning Res

Springfield Parcel located at the end of a cul-de-sac/development consisting of 3.26+/- acres with access to town water, town sewer and power. Nicely terraced lot with seasonal brook off to the side. Some site improvements with garage and septic line. Priced to sell.

Listed by Lori Muse of Muse and Associates Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

873 Liberty Hill Road, Rochester, VT 05767

Price$265,000

Est. Mortgage: $/month

MLS Number 4730277

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1759

Come home to this amazing three bedroom property originally built in 1900 but with modern upgrades all around. Work from home? Connect to Fiber Optic Internet at the road! Endless mountain views are enjoyed from both of the screened in porches or relax in the media room with radiant heat floors for those cold winter days. A fenced yard will keep your pets contained and allow them to enjoy hours of running all year long. The wood stove in the basement heats the house or use the furnace. With ample natural light this home has something for everyone! Call today to find out more about this amazing home.

Listed by Nathan Mastroeni of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

6182 Tyson Road, Reading, VT 05062

Price$525,000

Est. Mortgage: $/month

MLS Number 4730245

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 3272

Spectacular views of Okemo from almost every room! This well-built Adirondack home would make a great primary home, outstanding vacation retreat, or maybe a home business. Beautiful kitchen has plenty of counter space, stainless appliances, as well as a fully equipped butler's pantry. The 2 story living room has a soaring stone fireplace and French doors that lead to the expansive front porch. The second level has a wrap-around balcony and 2 large bedrooms that could both be master suites. The third bedroom has a private entry and is part of a family suite with its' own kitchen, living, and laundry. The lower level has a massive game room with billiards, large full bar, exercise area, sauna, and woodstove. The 3 bay plus garage is self-contained with a ¾ bath, heating system, compressed air stations, and workshop. Stone walls border the property and it abuts 9,000 acres of Vermont State forest. Only 5 mins to the lakes region, 10 mins to Okemo, 25 mins to Killington or Woodstock, and the VAST snowmobile trail system is right down the road by Colby Pond. Don't miss out on this property.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

386 Baker Turn Street, Hartford, VT 05059

Price$778,000

Est. Mortgage: $/month

MLS Number 4730246

  • Residential Single Family
  • Village Quechee
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

This home was designed with the Quechee lifestyle in mind. Expansive windows fill the rooms with sunshine. Open spaces on the main floor make spending time with friends and family easy. Gather in the brand new gourmet kitchen with top of the line appliances. The recently added expansive three season porch is the perfect place to enjoy morning coffee or an evening visit with friends. Cozy up to the gas fireplace on cold nights or enjoy a warm summer evening on the deck all while taking in the lovely local views. Retreat to the generous first floor master with exquisite en suite bath and his and hers walk in closets. Sited privately on the second level are two bedrooms each with its own private full bath. On the lower level you'll find multiple sizable spaces suitable for a home gym, family room, theatre room, additional bedroom, the uses are limitless. Located in easy carting distance to the Club, you'll have quick access to Quechee's two championship golf courses, tennis center, lake and beach, hiking trails, ski hill, health club and fine dining. Come see this home where no detail has been missed and make it your perfect Quechee home.

Listed by Kasia Butterfield of BHG Masiello Group/Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

3 Galaxy Hill Road, Hartford, VT 05059

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4730371

  • Residential Single Family
  • Village Quechee
  • Construction Pre-Construction
  • Bathroom 4
  • Bedrooms 4

Dramatic 180 degree views sweep across 2 states, overlooking lake, river, and 2 championship golf courses. The property is located just 15 minutes from 2 interstates making it easily accessible to the culture of the area. The home is architect designed and being sold pre-construction. This will allow you to fine tune the details to fit your own personal needs. Currently designed with 4 bedrooms, there is an unfinished walk-out lower level that can be finished out to be 2 more bedrooms, bath and family room. Come walk the site and picture the excitement of living here.

Listed by Barbara West of Quechee Associates, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

14 County Rd, Springfield, VT 05150

Price$163,900

Est. Mortgage: $/month

MLS Number 4730317

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1600

Comfortable 3 bedroom 2 bath raised ranch on a nice level corner lot in No. Springfield. Upper level has oak floors in nice condition, living room, bedroom and full bath. Lower level is at grade (walk out) with 2 bedrooms, laundry room, utility room and a 3/4 bath. Standing seam metal roof. Oversized 2 car garage with older wood furnace. Convenient to Chester and Ludlow. EZ access to 91.

Listed by Dana Waters of Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

99 Davis Road, Plymouth, VT 05149

Price$267,000

Est. Mortgage: $/month

MLS Number 4730199

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2856

This 7.3 acre well maintained property has a main floor with a large kitchen, a master bedroom, full bath and an impressive large family/great room with nice views to the back part of the property. The nicely finished walkout basement includes a second kitchen, 2 bedrooms, a 3/4 bathroom and a large family room with great views to the back yard. The grounds are beautiful with apple trees, blueberry bushes, flower beds , and mowed lawn--2 out buildings also on the property along with two car attached garage. The long driveway adds to privacy of this property.

Listed by Chuck Sweetman of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

124 Grafton Street, Chester, VT 05143

Price$249,000

Est. Mortgage: $/month

MLS Number 4730211

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1880

Artfully updated 4 bedroom, 1.5 bath village farmhouse that shines inside and out! Beautifully designed entry off the paved driveway opens to the convenient mudroom area adjoining the spacious, attractively outfitted gourmet kitchen featuring a generous center island, ample cabinets and counter work space, stainless steel farm-style sink and appliances, recessed lighting, pantry cupboard with pullouts, a first floor laundry room with barn style door and a half bath. A light filled dining room with bay window and built-ins just off the kitchen area is accented by charming french doors. The large, comfortable living room features a wood burning fireplace, built-in bookcases and wood flooring. The second floor features a large landing with 4 bedrooms balanced by a renovated full bath. A two story attached barn affords space for projects and storage. The delightful screened porch off the kitchen takes in the lovely backyard and town park beyond. Both levels of living space are appointed with high ceilings and many replacement windows for energy efficiency. The owners wisely acquired an additional parcel with frontage on the Williams River.

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

85 Main, Ludlow, VT 05149

MLS Number 4730282

  • Condo
  • Year Built 1985
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 759

Colonial Condo #306 - Located in a prime Ludlow village location overlooking Veteran's Park and the town library. Two-bedroom, one-bathroom condominium located on the end, second floor with deck space and mountain views. Come enjoy all that Ludlow village has to offer as you will be within walking distance to local shopping and restaurants and just a short drive to the Okemo Valley Golf Course and the lakes region. Located on the Okemo Shuttle route for the ultimate convenience.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.