Windsor VT Real Estate

Windsor, Vermont real estate provides owners with access to a rich history, outdoor recreational opportunities, and unique shops. Popular activities include hiking, biking, fishing, paddling, and snowshoeing. Browse current Windsor, Vermont real estate listings below, including single family homes, multi family homes, commercial properties, and land.

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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: 3.81% last updated on Jul 18, 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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9 Front Street Windsor VT 05089

Price$60,000

Est. Mortgage: $/month

MLS Number 4762779

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 2,407

This home is a wonderful opportunity for those who love to pour their hearts into a pride worthy project. It has many great things already going for it. It is located in a desirable quiet neighborhood with tons of space. It has potential to carry old charm to a new and updated renovation. There is a diamond to be discovered!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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22 Day Street Windsor VT 05089

Price$148,500

Est. Mortgage: $/month

MLS Number 4762826

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,158

This 2 BR/2BA Cape style well-maintained home with a wonderful cottage feeling is ready for new homeowners. Flower gardens surround the house as well as the many plantings within the fenced in yard. Living room with fireplace. Enclosed back porch off of the living room. Separate dining room. Well-appointed kitchen includes a separate breakfast nook with built in cabinet and plenty of cabinets and counter space. Double kitchen sink with cabinets. Bedroom and full bath on the first floor. Second floor master bedroom suite includes full bath, walk-in close, sitting area and skylight. Beautiful wood floors throughout the house.

Listed by Amy Messina of Town and Country Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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84 State Street Windsor VT 05089

Price$99,000

Est. Mortgage: $/month

MLS Number 4762405

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 4
  • Square Feet 1,535

This early 1800's home has lots to offer with a nice back yard over looking beautiful Lake Runnemede. In town location, walking distance to schools and village amenities. 4 Bedrooms, attic space accessible via 2nd floor hallway; laundry/utility room off rear of kitchen; and most windows have been updated.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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1A Clough Avenue Windsor VT 05089

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4761050

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 3,459

Offered for the first time in 20 years, this is the home everyone will want to take a tour of. It's tucked up on the hill overlooking the town, hidden by gorgeous maple trees, but it opens up to reveal a picturesque setting to come home to. Walking into the kitchen, you will suddenly feel an urge to entertain, utilizing your formal dining room with room for the whole family. Travel on to the cozy living room with fireplace then into the library area that opens onto a beautiful porch you will be sure to have your morning coffee on, rain or shine. With 6 bedroom options, including 2 on the 3rd level, with a renovated 3/4 bathroom, everyone can enjoy their own space. The second level is home to 4 bedrooms, a full bath with claw foot soaking tub, and a 1/2 bath in the master. It also has 2 sleeping porches for warm summer nights. Owners are continuously working on upgrades.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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: 3.81% last updated on Jul 18, 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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437 Brook Road Windsor VT 05089

Price$149,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4760720

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,056

This unassumming country cape has way more than meets the eye. This property features lots of wonderful and inviting space and is situated on a nice level lot with plenty of yard space for the kids and animals to play. Several garage bays for the cars and toys and two extra quality built sheds for an ample amount of storage or workshop space. Inside the home features many quality built cabinets in the kitchen and beautiful custom woodworking in the dining area, living room and stairway . Updates also include newer laminate floors in the kitchen and dining space as well as updated plush carpet in the living room. Just a Great place to call home as the current owners have for 60 years.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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159 State Street Windsor VT 05089

Price$139,900

Est. Mortgage: $/month

MLS Number 4759404

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,514

This is a well maintained, updated home. It is located in town, yet set back from the main road, bringing a sense of privacy. It is a comfortable size with endless character and charm. Bring your gardening tools to put a fresh spin on the landscaped, terrace gardens. Walk into town, school, recreation center, Paradise Park and even the pond for swimming. More photos coming~

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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: 3.81% last updated on Jul 18, 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 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: 3.81% last updated on Jul 18, 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

52 Central Street Windsor VT 05089

Price$64,900

Est. Mortgage: $/month

MLS Number 4756747

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,553

Large village home located on easily maintained lot. Lots of original features still in place, large kitchen with two pantries, first floor laundry

Listed by Linda Benoit of Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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20 Elm Street Windsor VT 05089

Price$139,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4756296

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,025

Sometimes we are reminded that the basics are all we need. Bring your finishing touches to this cute, 3 bedroom, 1 bathroom home with attached garage in a wonderful neighborhood. Room to roam in the Ascutney Cemetery behind, walk around the circular neighborhood, or take advantage of Kennedys Pond, steps away. - more photos coming

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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

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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 July 23, 2019.