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!

1621 South Hill Ludlow VT 05149

Ludlow, VT1621 South Hill

Price$350,000

Est. Mortgage: $/month

MLS Number 4979197

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,526

Significant price adjustment! Nicknamed the Octagon House, but it is really 12 sided. This is a fun house set well back from the town-maintained gravel road on a neat one-acre lot. The privacy of this setting is a real surprise. There's a nice lawn area, perfect for volleyball or corn hole, complete with a fire pit. Entrances on the lower level into a mudroom which has room to add cubbies or off the upstairs deck into the kitchen. The living/dining area has a wood stove and a big picture window to enjoy your setting from the inside, too. Two bedrooms and a full bath upstairs. A spiral staircase to the newly renovated lower level. There is a good sized bonus room which is big enough to create a third bedroom and still have a second sitting area. I could see the play crowd downstairs and the folks enjoying a good book relaxing upstairs. The lower level has nice pine walls, new windows and new 3/4 bath. The utility room offers storage, laundry and mechanicals which includes an up-to-date Buderus boiler. You may make some cosmetic updates upstairs, but it comes fully furnished and you can begin enjoying things on day one! There's a small barn in need of a new roof, but a good place to store your bikes, snowmobiles and kayaks. South Hill is quiet and just a couple of miles from town. You will enjoy skiing, the lakes, golf, biking, hiking and more, all right here in town. It doesn't get much better. Is this your new home?

Listed by Betty McEnaney of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

156 Jenneville Road Hartland VT 05048

Hartland, VT156 Jenneville Road

Price$99,000

Est. Mortgage: $/month

MLS Number 4979182

  • Land
  • Acreage 18
  • Area Rural
  • PricePerSqFt 5500
  • Zoning None

Located near a network of popular back roads for cyclists, this 18 acre +/- property is comprised of two lots of similar size on either side of the road. An abandoned mobile home is located in the level area between the Cady brook and the road and, once removed, would make a pleasant camp site or picnic area. There is an electric meter box in place. Across the stream is an old dug well/spring built into the side of the hill. The adjacent parcel has a level area of old pasture land between the road and the Lull Brook with a large forested section beyond. Set up camp, fish in the brook and have a campfire and explore the local area. Ascutney Mountain is just a few minutes down the road for skiing, mountain biking and hiking. The Hartland Town Forest is just around the corner and Woodstock, Quechee and White River Junction are within 20-30 min.

Listed by Geralyn Donohue of Engel & Volkers Okemo

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

13 Candlelight Terrace Hartford VT 05001

Hartford, VT13 Candlelight Terrace

Price$147,500

Est. Mortgage: $/month

MLS Number 4979179

  • Condo
  • Square Feet 680
  • Bedrooms 1
  • New Contruction Existing
  • Village Wilder

Welcome to Candlelight Terrace! This one-bedroom condo features new vinyl plank flooring, an updated kitchen, and the convenience of in-unit laundry. The open layout creates an inviting space, and the sleek kitchen with modern appliances is perfect for culinary adventures. The oversized bedroom walks out to the private balcony, ideal for relaxation. With easy access to Hanover and I91, this condo provides a perfect blend of comfort and convenience. Schedule a viewing today!

Listed by Megan Moseley of Moseley Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

67 Okemo Trailside Extension Ludlow VT 05149

MLS Number 4979152

  • Condo
  • Square Feet 1,842
  • Bedrooms 3
  • New Contruction Existing
  • Complex Okemo Trailside

Views for miles! This spacious mountainside three bedroom condominium is a wonderful retreat for anyone looking for an easy keeper in a great location. Enjoy the townhouse style floorplan with a den and two bedrooms on the lower level that share a bath and access to the cedar sauna, and sliders to the lower level deck and hot tub. The main level is the perfect entertainment space for gathering around the wood burning fireplace after a day on the slopes. The upper level is all about the primary bedroom and ensuite with soaking tub. This home has been well cared for over the years and is ready for someone to start making new memories and enjoy everything the Trailside Community has to offer. An on demand shuttle service will pick you up and bring you around the corner to the Sachem Ski Trail. Some folks will enjoy the healthy walk to the trail, but the shuttle is reliable and easy. During the summer months, in addition to hiking and biking, the beautiful fieldstone in ground pool and tennis courts are very popular amenities for all ages.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

204 Spoonerville Road Springfield VT 05150

MLS Number 4979102

  • Residential Single Family
  • Bathroom 1
  • Square Feet 1,008
  • Construction Existing
  • Bedrooms 3

Completely renovated ranch with energy-efficient upgrades throughout! Freshly renovated 3 bedroom, 1 bath single-family home nestled on a quiet street in north springfield, vt. Features include: new windows, doors, and flooring throughout. All new mineral wool insulation in ceiling and exterior walls. New recessed lighting and fixtures. Eat-in kitchen with matching stainless appliances. On-demand combination propane boiler heat and domestic hot water. Newly installed septic system. New deck, front steps and bulkhead doors. Newly painted exterior siding. Full basement with solid concrete foundation. Fantastic opportunity to own a like-new home, and become an owner, leaving the rental world behind. Carefully review showing instructions and the welcome vt buyer agent document attached to this listing.

Listed by Paul Marino of WWW.FLATFEEMLS4FREE.COM

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

2444 Brandon Mountain Road Rochester VT 05767

MLS Number 4979035

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 2
  • Construction Existing
  • Square Feet 1,560

Private Country setting!! Cabin on 3.20 acres with two bedrooms and two baths and 1560 square feet of living space. Detached two car garage. Come and see your Vermont get-a-way!! Showings begin December 11, 2023.

Listed by Diana Lynn Harvey of Alison McCullough Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

720 Harris Road Baltimore VT 05143

Baltimore, VT720 Harris Road

Price$220,000

Est. Mortgage: $/month

MLS Number 4978977

  • Land
  • Acreage 26
  • PricePerSqFt 8461.54
  • Zoning Residential

Listed by Glenn Olney of Barrett & Valley Associates,Inc/Sprin

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

00 Tyson Road Reading VT 05062

Reading, VT00 Tyson Road

Price$97,000

Est. Mortgage: $/month

MLS Number 4978699

  • Land
  • Acreage 5
  • PricePerSqFt 19400
  • Zoning residential

Looking for an affordable building lot? Come check out this five acre parcel with 400' of road frontage. State of Vermont Land Use Permit in place for a four bedroom home. This parcel is in a country location on a town maintained road. Woodstock Village and Okemo Mountain Resort are within about 20 minutes. Close to Colby Pond and Knapp Pond Wildlife area for more outdoor recreation enjoyment. Stone walls, some mature woodland and a quiet country lifestyle can be yours in Southern Vermont !

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

134 Acorn Street Hartford VT 05001

Hartford, VT134 Acorn Street

Price$449,900

Est. Mortgage: $/month

MLS Number 4978666

  • Residential Single Family
  • Village White River Junction
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Wonderful cape style home conveniently located in the Sykes Mountain Avenue neighborhood of White River Junction. This 3 bedroom, 2 bath home radiates warmth and hospitality and could be set up perfectly for buyers looking for single level living. A large open concept dining area / living room space features handsome hardwood floors, lots of natural light and plenty of space to host holiday gatherings with family and friends. In the generously sized kitchen, you will find a French door style Stainless-steel refrigerator, stainless steel gas range, range hood, dishwasher, an abundance of cabinets for storage and a built-in workstation / desk to surf the internet while you're cooking. Outside enjoy a nice level lawn area, paved driveway, 4x8 shed for storage and a large 16 x 21 covered porched to sit back, relax and chat with family and friends on those warm summer days and nights. Conveniently located just minutes from I89 & I91, Dartmouth College, DHMC, VA Hospital, Lebanon Airport technology park, Northern Stage Theatre, restaurants, shopping, schools and all that the Upper Valley has to offer!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Raymond Road Springfield VT 05156

Springfield, VT1 Raymond Road

Price$199,000

Est. Mortgage: $/month

MLS Number 4978599

  • Residential Single Family
  • Square Feet 1,218
  • Bathroom 2
  • Bedrooms 3
  • Construction Existing

Ask your agent for a walkthrough video and how you can lock this home up now with absolutely no risk! Perched atop a peaceful hill in a quiet neighborhood rests a charming mid-century ranch, a humble abode filled with warmth and character. Step into a home where simplicity reigns supreme, embracing the timeless allure of wood floors and an eat-in kitchen just waiting for you to prepare family meals. In addition to three bedrooms, you'll find a bonus room; a versatile space ready to adapt to your desires - a cozy nook for quiet moments, a haven for hobbies, or a snug hideaway for relaxation. But the true highlight? A spacious, private screened-in porch, where you can enjoy the outdoors in tranquil seclusion. Backing up to a wooded backdrop, this home offers a serene escape in a neighborhood setting. This isn't just a house; it's a cozy retreat waiting for you to add your personal touch. Embrace the understated elegance of mid-century living in this quiet, unassuming haven perched atop the hill. Seller has priced the home fairly for a quick sale. Showings begin Friday, 12/1.

Listed by Kevin Holmes of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 2023 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 December 2, 2023 2:53 AM EST