Flat Fee Real Estate logo

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, 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

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

Questions? Call Flat Fee Real Estate at 802-318-0833 or contact us online!

107 Blueberry Ledge Ridge Plymouth VT 05056

MLS Number 5013943

  • Condo
  • Square Feet 1,428
  • Bedrooms 3
  • New Contruction Existing
  • Year Built 1980

Location to the top of Hawk Mountain Resort, In between Okemo (15min) and Killington (20min), with amaizing views of the sunset through the woods and mountain from living and main bedroom. All elegant furnished, everything included, ready to move in, private cull-de-sac location on top of Hawk Mountain Resort. Pristine maintained, never used for rental. o Enjoy views of the surrounding mountains and forest from your private balcony and expansive living area as well from main suite bedroom. Perfect for sunrise coffee or sunset cocktails. o Bonus, additional room on the second floor for possible extra storage or 4th bedroom easy to finish with local contractor. o Storage: Additional storage for outdoor gear and seasonal items. o Spacious Living: The open-concept living and dining area features large windows that frame the incredible views, while a cozy stone fireplace adds a touch of warmth and charm. o Modern updated appliances Kitchen: The fully-equipped kitchen boasts high-end appliances, amazing quality cabinets, making it a dream for both everyday meals and entertaining guests. o Master Suite: The luxurious master royal bedroom, all furnished includes a private balcony, an en-suite bathroom with a soaking tub, and a spacious closet. o Additional Bedrooms: Two additional bedrooms provide ample space for all, all furnished, each with its own unique view and easy access to the second full bathroom.

Listed by Ralph Harvey of Listwithfreedom.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

111 Forest Lane Rochester VT 05767

Rochester, VT111 Forest Lane

Price$505,000

Est. Mortgage: $/month

MLS Number 5013935

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Located in the sought after Great Hawk community of Rochester is this 4 bedroom, 3 bath home with updates that make maintaining this home easy on your checkbook. Solar array reduces power bill to minimum fee for 9 months out of the year. Heat pumps further reduce energy costs. This home could use some cosmetic updating as owner put home investment into the utility of the home, new roof and new decks. Plenty of space on three levels for family and friends, generator ready and a landscaped yard for enjoying outdoors. Escape to the Green Mountain and surrounding areas for hiking, mountain biking, cross country skiing and just walking around enjoying the beauty of central Vermont. Just a couple miles from the New England town of Rochester with restaurants, grocery and events to mingle with the locals!

Listed by Patricia Harvey of Xsell Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

76 Shute Road Hartland VT 05048

Hartland, VT76 Shute Road

Price$399,900

Est. Mortgage: $/month

MLS Number 5013925

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Welcome to your private sanctuary nestled on 13.43 picturesque acres. This unique property features two dwellings, ideal for multi-generational living, guest accommodations, or rental opportunities. Step into the heart of the main home and be greeted by an abundance of natural light streaming through large windows that enhance the spacious, open living area. The generously sized remodeled kitchen has all-new appliances and a cozy dining corner, perfect for casual meals and entertaining. The master bedroom, conveniently located just off the living room, offers a private retreat with an ensuite bathroom for added comfort and privacy. Two additional bedrooms are situated down the hall, along with a full bathroom. Additional features of this home include an A/C unit, generator, and a versatile unfinished basement that provides potential for customization to suit your needs. Adjacent to the double-wide, you'll find a single-wide home. This additional dwelling provides a perfect opportunity for extended family, guests, or rental income. Located less than 10 minutes from Hartland Four Corners and only 5 miles from additional local dining, attractions, and breweries. Outdoor enthusiasts will appreciate nearby hiking trails, fishing on the Connecticut River, and winter sports. Experience the serenity of country living with the convenience of nearby amenities and endless recreational opportunities.

Listed by Livian Vermont and Daniel Preston of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

285 Westfield Drive Hartford VT 05001

Hartford, VT285 Westfield Drive

Price$429,900

Est. Mortgage: $/month

MLS Number 5013889

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Wonderful modern ranch style home that has way more than meets the eye! Three bedroom two bath home in the quiet Westfield Acres neighbor hood. This home features primarily single level living and boasts a spacious kitchen and eat in dining area, warm lighting and a newer sliding glass door allowing easy access to the deck overlooking the pool and the spacious lawn. A generously sized living room with fire place, bay window and handsome vinyl plank floors, three bedrooms and a full bath all on the main floor. Downstairs enjoy a lovely finished basement with large family room for movie nights or a cozy space to read next to the wood stove on one side and a rec.room / game room including a built-in wet bar on the other side. Also a large bonus room that could be used for a home office, exercise area or a guest room complete with a bathroom and laundry area just across the hall. An updated walk out sliding glass door to access the back yard and to easily move things in and out. Outside find tasteful landscaping and a large lawn for kids and pets to play. A deck for lounging in the sun or grilling with family and friends and an in ground pool to relax in. This home is conveniently located just minutes from downtown White River junction Arts and Theatre district, the library, I89 & I91, DHMC, Dartmouth College, V.A. Hospital, restaurants, shopping and more.This property offers the perfect opportunity to own a quality, well maintained and affordable home.

Listed by Alex DeFelice of The Clerkin Agency,P.C.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

79-81 High Street Cavendish VT 05142

Cavendish, VT79-81 High Street

Price$650,000

Est. Mortgage: $/month

MLS Number 5013885

  • Multifamily
  • Units 3
  • Acreage 0.47
  • Square Feet 4,000
  • PricePerSqFt 162.5

Have you been waiting for just the right property with a large renovated antique home plus another separate house? Come and take a look and decide how that you would like to use this property. The renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom unit on the main level). There is even additional space on the third floor too. This property has a second three-bedroom home built in 1988. This second home has access off Pleasant Street as well as sharing a driveway with the antique home. There is a huge, unfinished third floor which gives even more possibilities! There is a shared drive plus an upper driveway off Pleasant Street for a more private access. In addition to the three bedrooms, the newer home has a large family room on the lower walkout level and a large side deck. Rent all three units and maximize your income or use one unit and rent the other two. Perhaps you have a large family or another family to share this property or desire to bring the antique home back to a single-family showplace. Subdivision is possible too with the current permit. Come and take a look at this property with many potential uses in the Cavendish community just minutes from Okemo, the lakes, and an easy drive to Rt. 91.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

79 Breezy Hill Road Springfield VT 05156

Springfield, VT79 Breezy Hill Road

Price$325,000

Est. Mortgage: $/month

MLS Number 5013879

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Step into this charming 3-bedroom, 1.5-bath ranch, nestled on a beautifully landscaped lot that welcomes you with mature plantings and a sense of calm privacy. As you approach, you'll be greeted by a beautiful stone wall, pretty flowers, and a nice-sized open courtyard, The two-car garage offers plenty of space for vehicles and storage. Inside, the warmth of wood floors flows throughout, setting a cozy tone that invites you to settle in by the crackling fireplace. It's the kind of place where family stories are shared, and the little moments become treasured memories. The bonus room in the basement is a hidden gem, offering endless possibilities - be it a playroom, home office, or personal retreat. It wold also be an ideal in-law apartment with a ground-floor entry, bathroom, and laundry room and plenty of basement space to expand if needed.Out back, you'll find more privacy, where nature's touch meets the charm of this home. You'll find a beautiful patio surrounded by flowers and fauna; perfect for enjoying your morning brew or gathering with friends on warm summer evenings. A space where life moves softer, and the world feels just a little bit brighter. .The home has been fabulously maintained and it shows! An updated septic system and modern conveniences make this a home ready for the future. The ideal location is close to the amenities of Springfield, yet in a peaceful rural neighborhood providing the best of both worlds, convenience and privacy. Come see today!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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

5686 Vermont Route 14 Royalton VT 05068

Royalton, VT5686 Vermont Route 14

Price$150,000

Est. Mortgage: $/month

MLS Number 5013790

  • Land
  • Acreage 5.57
  • Utilities Telephone Available
  • PricePerSqFt 26929.98
  • Zoning None

Commercial/residential possibilities on this open and wooded 5.5 acre lot. Conveniently located within minutes of I-89, Exit 3.

Listed by Dean Goulet of Dunrovin Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

4945 South Road Woodstock VT 05091

Woodstock, VT4945 South Road

Price$2,865,000

Est. Mortgage: $/month

MLS Number 5013744

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves just such a balance. The three bedroom two story brick Federal home, built in 1811, has a prominent position on the main street in South Woodstock hamlet. It's setting belies the unique qualities the 2.7 acres offers. A drive to the lower level two car garage separates the main house and the renovated Kingley Barn, a two bedroom with loft guest house with a deck overlooking the Kedron Brook. There is a timber bridge crossing the Kedron Brook which accesses the open field and meadow and the two bay barn. The 450 feet of frontage on the Kedron Brook is an ideal tranquil retreat to enjoy the water element, firepit and surrounding environment with complete privacy. The John Arnold Cottle House has been fully renovated/restored with all of the best systems and finishes. The newer addition on the rear of the house has a gourmet kitchen, large brick fireplace, and relaxed living space.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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

823 Gold Coast Road Bridgewater VT 05035

Bridgewater, VT823 Gold Coast Road

Price$399,000

Est. Mortgage: $/month

MLS Number 5013721

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Highly desired Bridgewater location on Gold Coast Road minutes to the Killington Skyeship Gondola & Base Lodge, and the beautiful Village of Woodstock. Close to VAST snowmobile trails, and endless hiking/mountain biking trails. Five minutes to the legendary Long Trail Brewery. This 3 bedroom, 2 full bath home is set on 2.6 tranquil, well-maintained acres. The home has an eat in kitchen, spacious living room, primary suite with full bath inclusive of a soaking tub, and a great deck to enjoy the sounds of nature. The town of Bridgewater has no zoning, and this property may be able to afford another home/large barn structure to make a family compound or perhaps a short-term rental investment property. Bring your ideas and imagination. Check out this property with loads of potential today.

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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

27 Barred Owl Lane Ludlow VT 05149

Ludlow, VT27 Barred Owl Lane

Price$569,000

Est. Mortgage: $/month

MLS Number 5013717

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

This turn-key home offers the perfect balance of convenience and privacy. With four spacious bedrooms and three baths, there's plenty of room for entertaining your family and friends. The main level has an inviting, open floor plan with a cozy living room with gas fireplace, spacious kitchen & dining area, primary bedroom, full bath and laundry room…all with access to the wrap-around deck and hot tub. The upper level features two, oversized bedrooms and a full bath. Access the lower level from the carport and covered deck/walkway to a tiled mudroom entry, 3/4 bath, the 4th bedroom and a second family room/entertainment area. Recent upgrades enhance the home's appeal, making it move-in ready. StarLink high-speed internet keeps you "connected", if you need to be... Nestled just minutes from Okemo Mountain and the Scenic 100 Lakes Region, 27 Barred Owl is ideally located for both relaxation and outdoor adventure.

Listed by Suzanne Garvey and McLaughlin Team of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 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

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 September 12, 2024 10:43 AM EDT