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, and land. You may also be interested in viewing real estate listings in other Vermont towns.

Homes for Sale in Windsor

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11 Foster Avenue Windsor VT 05089

Windsor, VT11 Foster Avenue

Price$189,000

Est. Mortgage: $/month

MLS Number 4894228

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 3
  • Square Feet 2,671
  • Construction Existing

This is your chance to house hack at it's finest. Have a beautiful 3 bedroom 1.5 bathroom side or a 3 bedroom, 1 bathroom side to live in and let the tenant pay the mortgage. Both units had new windows in 2008, and new roof. Sevca has insulated in the last 10 years and electrical was updated also. Each unit pays their own heat and electric, so completely separated. More photos coming after the New Year! Location is an easy walk to all town amenities, including hopping on the Amtrak. Plenty of parking for both units, as well Must give 48 hour notice.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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11 Foster Avenue Windsor VT 05089

Windsor, VT11 Foster Avenue

Price$189,000

Est. Mortgage: $/month

MLS Number 4894227

  • Multifamily
  • Square Feet 2,671
  • Units 2
  • Bathroom 2
  • Acreage 0.14

This is your chance to house hack at it's finest. Have a beautiful 3 bedroom 1.5 bathroom side or a 3 bedroom, 1 bathroom side to live in and let the tenant pay the mortgage. Both units had new windows in 2008, and new roof. Sevca has insulated in the last 10 years and electrical was updated also. Each unit pays their own heat and electric, so completely separated. More photos coming after the New Year! Location is an easy walk to all town amenities, including hopping on the Amtrak. Plenty of parking for both units, as well Must give 48 hour notice.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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148 State Street Windsor VT 05089

Windsor, VT148 State Street

Price$223,600

Est. Mortgage: $/month

Active With Contract

MLS Number 4894074

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,744
  • Bathroom 1

Located in the heart of Windsor this Lovely large 3 bedrooms, 1 full bathroom home is within walking distance of the school and town. Come take a look and make this Windsor home your new address!! Showings begin 12/31/21

Listed by Heather Ashline of BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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123 Orchard Lane Windsor VT 05089

Windsor, VT123 Orchard Lane

Price$224,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4893837

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,434
  • Bathroom 2

Great location! Just minutes to town. Master br.W/bath plus 2 guest br's, fully applianced kitchen and laundry. Basement, rec room w/woodstove plus den. Attached 2 car garage with auto doors and handicapped ramp. Nice level acre lot.

Listed by Don Chabot of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 Bridge Street Windsor VT 05089-1402

Windsor, VT9 Bridge Street

Price$239,000

Est. Mortgage: $/month

MLS Number 4893177

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,538
  • Bedrooms 3

Lovely in-town home, with a guest house to help pay your taxes! First-floor bedroom potential, with a full first-floor bath and laundry room. This has been a family home for many years. Large dining room, large living room. Full basement. Both roofs need work. This property will be very popular, so don't wait! Property being sold As Is with Cash or portfolio loan only.

Listed by John Hatton of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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39 Bridge Street Windsor VT 05089

Windsor, VT39 Bridge Street

Price$145,000

Est. Mortgage: $/month

Pending

MLS Number 4888740

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Square Feet 1,312
  • Bedrooms 3

Available for occupancy 12/1/2021. Located in the heart of Windsor, easy commute to Upper Valley. 12 miles to West Lebanon or 9 miles to Claremont. House had major rehab in 2011; new heating system, structural, electrical, plumbing new kitchen and bathrooms. Manageable sized yard but big enough for gardens and play area. Owner is Licensed Real Estate Broker.

Listed by Crystal Moses of Crystal Moses

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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81 Paradise Drive Windsor VT 05089

Windsor, VT81 Paradise Drive

Price$54,780

Est. Mortgage: $/month

MLS Number 4877208

  • Land
  • Acreage 0.98
  • Zoning Residential

Looking for that ideal building lot that is ready for your dream home? This piece of property is simply waiting for you! Location, location, location. Just under an acre of level land, this lot is just right for enjoying your outdoor space without having to commit to all day maintenance. The driveway has been roughed in. It has been cleared once already. It has that perfect combination of town sewer and private water. Well is needed. Get ready for the fun part and imagining what life would be like in your very own, built for you, home.

Listed by Chelsea Bevis of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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42 Paradise Drive Windsor VT 05089

Windsor, VT42 Paradise Drive

Price$96,000

Est. Mortgage: $/month

MLS Number 4871430

  • Land
  • Acreage 19.01
  • Zoning Res

Exciting 19 acre homesite with public sewer. Nice topography allows for choice of home sites. Paradise Drive is a neighborhood of well kept homes and has easy access to I91 and all Upper Valley amenities.

Listed by Jeffrey Flynn of Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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253 Channing Drive Windsor VT 05089

Windsor, VT253 Channing Drive

Price$57,900

Est. Mortgage: $/month

Pending

MLS Number 4871395

  • Land
  • Acreage 0.3
  • Zoning Residential

Rare flat, surveyed and cleared house lot with town water and sewer. Popular Juniper Terrace is close to I91 and I89 with easy access to all Upper Valley amenities. This is an ideal lot that is easy to build on.

Listed by Jeffrey Flynn of Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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29 Ascutney Street Windsor VT 05089

Windsor, VT29 Ascutney Street

Price$425,000

Est. Mortgage: $/month

MLS Number 4860808

  • Multifamily
  • Square Feet 3,592
  • Units 3
  • Bathroom 3
  • Acreage 0.26

New Price! Located in the heart of Windsor-Just steps away from schools, shopping, dining, recreation and town amenities, this stately brick home was completely restored in 2013. Currently operating as a 3-unit with excellent rental history-renovation was done carefully to preserve original features, central stairway and room layout for future conversion back to a grand main home with 3-bedroom townhouse apartment in back. All units have warm wood floors, high ceilings, natural light, plentiful storage, laundry and updated kitchens and baths. Completely updated systems including all electric service, plumbing, heating, hot water and extensive closed cell foam insulation in basement and ceilings. A rare opportunity to own a lovely, updated home in a great community whether you are looking for investment property or a primary home with income from one or two units to help with a mortgage. In-town living close to abundant outdoor recreation-Mill Pond, Lake Runnemeade, CT River, Ascutney Outdoors, Saint Gaudens National Park and so much more. Convenient to I-91 for access to Upper Valley and beyond. Just 20 minutes from Dartmouth College and Hanover, NH and under 30 minutes from Dartmouth Hitchcock Medical Center and Lebanon, NH.!!!

Listed by Tambrey Vutech of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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29 Ascutney Street Windsor VT 05089

Windsor, VT29 Ascutney Street

Price$425,000

Est. Mortgage: $/month

MLS Number 4860908

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 3
  • Square Feet 3,592

New Price! Located in the heart of Windsor-Just steps away from schools, shopping, dining, recreation and town amenities, and 20 minutes from Dartmouth College/Hanover NH and less than 30 minutes from DHMC Lebanon, NH-this stately brick home was completely restored in 2013. Although it is currently operating as a 3-unit with excellent rental history-the extensive and thoughtful renovation was done carefully to preserve original features, central stairway and room layout for future conversion back to the grand primary home with 3-bedroom townhouse apartment if desired. All units have warm wood floors, high ceilings, natural light, plentiful storage, laundry and updated kitchens and baths. Completely updated systems including all electric service, plumbing, heating, hot water and extensive closed cell foam insulation in basement and ceilings. A rare opportunity to own a lovely, updated home in a great community- whether you are looking for investment property or a primary home with income from one or two units to help with a mortgage or space for guests-the options are many! In-town living close to abundant outdoor recreation-Mill Pond, Lake Runnemeade, CT River, Ascutney Outdoors, Saint Gaudens National Park and so much more. Convenient to I-91 for access to Upper Valley and beyond. Note that .26 Ac conveys and current tax bill reflects .61 Ac Lot.

Listed by Tambrey Vutech of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 Main Street Windsor VT 05089

Windsor, VT26 Main Street

Price$875,000

Est. Mortgage: $/month

MLS Number 4851384

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 6,232

Welcome to the Snapdragon Inn! This majestic property, built in 1815, can be converted into a grand residence or continue operation as a tranquil inn. There are 9 private bedrooms that include their own ensuite baths with radiant heat. This estate includes a dining area, library, and guest lounge. Each room is filled with sunlight and warmth. This spot offers walking distance to shopping and in town activities and Paradise Park for hiking or a walk around the lake. You will quickly see how centrally located the Snapdragon Inn is to the Upper Valley amenities including the beautiful downtown areas of Hanover, Nh & Woodstock, VT, I-91/89, and all of the ample skiing in the East. If you have ever dreamed of owning a quintessential Vermont inn, then look no further!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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

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Copyright 2022 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 January 21, 2022.