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Windsor Vermont Real Estate

Windsor County
Chartered: July 6, 1761
Area: 12,650 Acres = 19.77 Square Miles
Population (US Census, 2000): 3,756
Population Density (persons per square mile): 190

Schools

Windsor Southeast Supervisory Union 802-674-2144
Windsor High School 802-674-6344
Windsor State Street School 802-674-2310

Windsor Vermont is located on the eastern side of the state, right on the border of New Hampshire. Bromley Mountain Resort is just the next town over in Brownsville, Vermont. This Southern Vermont town enjoys the company of the Connecticut River, which winds through the town and the village area. Windsor is the “Birthplace of Vermont,” and the Old Constitution House, where the constitution of the “Free and Independent Republic of Vermont” was drafted, still stands today. Windsor Vermont real estate has Vermont’s best ski resort recreation just a drive away. In an hour or less one can ski or snowboard Ascutney Mountain Resort, Suicide Six Ski Area, Killington Resort, Pico Ski Resort, Okemo Mountain Resort, Magic Mountain Ski Resort, and Stratton Mountain Ski Resort.

Windsor Regional Chamber of Commerce

2151 Hunt Road Windsor VT 05089

Price$425,000

Est. Mortgage: $/month

MLS Number 4765375

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,456

It doesn't get much better than this view! Privately situated on 4.5 level acres with multiple outbuildings and a beautiful pond. This well cared for home has had the same owners for 35 years who have taken meticulous care of the property. Stand out features include a large kitchen, open concept floor plan, spacious master suite, wrap around deck, attached 2 car garage and a full walkout basement. If this wasn't enough you'll also find a 1 bedroom apartment space above the attached garage that could be converted into more living space if desired. This truly is Vermont living at its best.

Listed by Wendie Wright of Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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3652 Route 44 Windsor VT 05089

Price$425,000

Est. Mortgage: $/month

MLS Number 4740732

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,986

Well maintained Dutch Colonial sited on 10.2 beautifully landscaped acres with mountain views. Step inside and enjoy the hardwood floors, exposed wood beams and open concept kitchen/dining room that allows guests to step outside onto the deck that overlooks the open fields below. A large living room with cathedral ceiling and a gas burning stove is the perfect place to gather with friends and family. First floor master bedroom with walk-in closet, full bath, laundry and two bedrooms complete the first floor. Upstairs, two additional rooms, 3/4 bath and a loft will be the perfect spot for your out-of-town guests. The lower walkout level provides a large, dry heated space for storage and a two car garage. Outside, walkout onto the plush green lawn with mature perennial gardens, hand picked stone walls, a small apple orchard, and a private little sitting spot overlooking the babbling brook. The private back yard hides the full length multi-level decks that drop down to the above ground pool and allows plenty of space for entertaining and outdoor grilling. Walk down to the lower back yard and you will find a 24x30 Post and Beam barn with electricity and hay storage above. Just a few steps away from the blueberry and raspberry patch sits a 35 year old sugar shack and small maple orchard. It is here where maple syrup and memories were made by a family who has loved and cared for this home. Less than one mile to Mt. Ascutney, 30 minutes to DHMC, and 20 minutes to GMHA.

Listed by Annette Hartley-White and Jon Merrill of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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165 State Street Windsor VT 05089

Price$410,000

Est. Mortgage: $/month

MLS Number 4760823

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 4,182

They don't build houses like this anymore. This amazing colonial revival house has been updated to like-new condition while maintaining the period charm. High ceilings, wood floors, custom built-ins, chandeliers, this house has it all. The recently remodeled kitchen features custom cabinetry reproduced in the style of existing woodwork in the house. Completely private location just minutes from the town center, and within 30 minutes of Dartmouth College and downtown Woodstock. Fabulous mountain views!

Listed by Kyle Arnold of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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26 Depot Windsor VT 05089

MLS Number 4744741

  • Commercial
  • Year Built 1901
  • Acreage 0.31
  • Area Near Railroad

"Once in a lifetime," beautiful historical restaurant property "Windsor Station" for sale! Housed in classical Train Station at an active Amtrak stop in the beautiful town of Windsor VT! Ambiance of a Victorian era Depot and decorated with period railroad paraphernalia, this restaurant has a seating capacity for 84. Popular local area restaurant and bar just a short drive from Interstate 91 exits 8 or 9. Popular restaurant that attracts sight and fall foliage seekers, skiers as well as locals from the Upper Valley, Claremont and Woodstock VT areas! Unparalleled reputation for great food, craft beers and entertainment! Owners currently operate dinner only but potential for increased revenue if opened for lunch and breakfast! So much more potential with expansion to covered portion of the Depot structure or outdoor seating!

Listed by Roz Caplan of Century 21 Highview Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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418 Moonrise Hill Windsor VT 05089

Price$295,000

Est. Mortgage: $/month

MLS Number 4733786

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,740

Rare to find a home with great views AND a flat driveway! Near end of road setting with commanding views over your own fields of Ascutney Mountain. 3 bedroom 3 bath home with enclosed porch. 2 car under. Lots of storage. New roof about 10 yrs ago. New boiler. Owned solar system. There is a Vermont Castings wood stove, and a outdoor wood boiler not currently being used. Potential horse property. Fields and gravel roads. Great location close to Windsor Village and the Hospital. Easily commutable to the Upper Valley. Priced below assessment.

Listed by Dana Waters of Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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788 Weeden Hill Road Windsor VT 05089

Price$286,500

Est. Mortgage: $/month

MLS Number 4770627

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,865

Wonderful combination of a C.1840s farmhouse with modern addition containing a bedroom suite, gracious library / great room, and oversized 2 car garage. Wide pine floors, kitchen with cherry cabinets and pantry, fireplaces, master suite with walk-in closet, jetted tub, and custom tile shower. Quality systems include Viessmann boiler and generator. 16.41 acres of land, southern exposure, and recreational trail access out your door.

Listed by Seth Warren of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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108 Main Windsor VT 05089

Price$259,000

Est. Mortgage: $/month

MLS Number 4749008

  • Multifamily Multi-Family
  • Square Feet 4,096
  • Units 4
  • Bathroom 4
  • Acreage 0.11

Own a piece of Vermont history! Thomas Jefferson was entering his second term in office when this lovely, Colonial brick masterpiece was built as an Apothecary by physician, Isaac Green, in 1804. Green's home, built in 1796, still rests on the hill behind the Old Apothecary. Now a 4-unit multi-family building, with 3-1 BR units and 1-2 BR unit, this building is fully rented and includes four parking spaces for your tenants. The small lot requires no lawn care and very little maintenance. Monthly rental income is currently $3,375 with plenty of room for growth! Unit #4 has been used for both residential and commercial use over the years. Currently a one-bedroom apartment, this first floor, Main Street-facing unit is perfect for your business as well. Boasting original interior shutters, wide plank, wood flooring and 12-foot ceilings, this space is ready for instant residential or commercial use.

Listed by Susan Wylie of Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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3 Old Mill Pond Road Windsor VT 05089

MLS Number 4759426

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,581

This condo unit is located in one of the most private and scenic settings in our area. Located in the birthplace of Vermont, a charming, historic town, yet set far away from it all. This condo has new flooring, ample storage, 2 fireplaces, a skylight and pond in your backyard for non-motorized boats. Its spacious rooms are full of natural light and the back deck is overlooking the pond, and it has enough room to gather with a crowd. There are essentially 3 master suites, all with full bathrooms, and another office space on the basement level that has a shower, perfect for after using the pool. This is a special unit with an attached garage on the ground floor level, the only one of all 12 units. With so many added benefits, including the entire full basement with bar and gas fireplace and full laundry room with wash basin, this unit is sure to impress. Close proximity to Dartmouth College, Dartmouth Hitchcock and all Upper Valley Amenities. Windsor is home to a grocery store, drugstore, a bit of shopping, eateries, and a 9-hole golf course, but if you seek more, several options are but 20 minutes away. And, if skiing strikes your fancy, there are endless options all within 45 minutes away, for all levels of enthusiasts. Let this be your home away from home.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Old Mill Pond Windsor VT 05089

MLS Number 4759424

  • Condo
  • New Contruction Existing
  • Complex Old Mill Pond
  • Year Built 1989
  • Square Feet 2,581

This condo unit is located in one of the most private and scenic settings in our area. Located in the birthplace of Vermont, a charming, historic town, yet set far away from it all. This condo has new flooring, ample storage, 2 fireplaces, a skylight and pond in your backyard for non-motorized boats. Its spacious rooms are full of natural light and the back deck is overlooking the pond, and it has enough room to gather with a crowd. There are essentially 3 master suites, all with full bathrooms, and another office space on the basement level that has a shower, perfect for after using the pool. This is a special unit with an attached garage on the ground floor level, the only one of all 12 units. With so many added benefits, including the entire full basement with bar and gas fireplace and full laundry room with wash basin, this unit is sure to impress. Close proximity to Dartmouth College, Dartmouth Hitchcock and all Upper Valley Amenities. Windsor is home to a grocery store, drugstore, a bit of shopping, eateries, and a 9-hole golf course, but if you seek more, several options are but 20 minutes away. And, if skiing strikes your fancy, there are endless options all within 45 minutes away, for all levels of enthusiasts. Let this be your home away from home.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

8 Meadow Lane Windsor VT 05089

Price$199,000

Est. Mortgage: $/month

MLS Number 4717094

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,498

Wonderfully maintained and presented home with a lovely landscaped back yard and patio off the kitchen. Hardwood floors, bright sunny rooms, fireplace in the living room, master suite with attached full bath, spacious additional rooms downstairs, low maintenance exterior, on a quiet cul-de-sac walking distance to downtown Windsor.

Listed by Seth Warren of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

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Copyright 2019 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 18, 2019.