Windsor VT Real Estate for Sale

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

Contact LindeMac Real Estate at 603-643-4900 if you have questions or would like to schedule a tour. Register to save your favorite listings and get email notifications when similar properties become available.

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9 Durkee Street Windsor VT 05089

Windsor, VT9 Durkee Street

Price$249,900

Est. Mortgage: $/month

MLS Number 4995534

  • Multifamily
  • Units 11
  • Acreage 0.09
  • Square Feet 3,500
  • Utilities Other

Let this rooming house be your next great investment. 10 rooms, and a 2 bedroom apartment. Some long term renters. Rooms still available, and new boiler just installed.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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.

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9 Durkee Street Windsor VT 05089

Windsor, VT9 Durkee Street

Price$249,900

Est. Mortgage: $/month

MLS Number 4995187

  • Residential Single Family
  • Construction Existing
  • Bedrooms 12
  • Bathroom 3
  • Square Feet 3,500

Let this rooming house be your next great investment. 10 rooms, and a 2 bedroom apartment. Some long term renters. Rooms still available, and new boiler just installed.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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.

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2 Ascutney Street Windsor VT 05089-1106

Windsor, VT2 Ascutney Street

Price$239,000

Est. Mortgage: $/month

Pending

MLS Number 4994827

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,364

Absolutely charming Windsor Village home with authentic period detail. With a dining area that has a built-in China Cabinet, beautiful wood floors, natural woodwork and banister, you will immediately fall in love. Although this property sports old world character, the updates are what you are truly looking for; newer windows, vinyl siding, standing seam roof, newly lined septic line, newer heating system, as well as completely rewired in 2010, this home is move in ready! With a nice deck, enclosed porch, oversized 2 car garage and small yard this home is ready to tell your story with you. OPEN HOUSE FRIDAY, May 10, 4p-6p.

Listed by Jennifer Snyder Fogg of Black House Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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.

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338 Us Route 5 South Windsor VT 05089

Windsor, VT338 Us Route 5 South

Price$165,000

Est. Mortgage: $/month

MLS Number 4992919

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,504

Spacious and affordable 3-story dwelling in desirable Windsor. Buy it as a starter home, or take the opportunity for renovation and rental or resale. Pleasant stone landscaping in the yard. A kitchenette is found in the 3rd floor apartment (perhaps a rental unit or an in-law suite?) There's proximity to shopping (including a fine glass store, brewery, distillery, and jam shop), Amtrak, Mount Ascutney Hospital, and across the street from the Connecticut River!

Listed by Zachary Zupan of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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.

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1185 Route 5 South Windsor VT 05089

Windsor, VT1185 Route 5 South

Price$675,000

Est. Mortgage: $/month

MLS Number 4990468

  • Multifamily
  • Units 8
  • Acreage 1.44
  • Square Feet 2,768
  • Utilities None

Introducing a prime investment opportunity nestled on 1.44 acres of picturesque countryside just moments away from the convenience of town living. Whether you're a seasoned investor seeking a lucrative addition to your portfolio or a newcomer to the world of real estate investment, this 8-unit property presents an attractive proposition. With its idyllic location, modern updates, and reliable tenant base, it offers the perfect combination of rural charm and urban convenience-a truly rare find in today's market. Don't miss your chance to own a piece of country paradise with endless potential for growth and prosperity.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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.

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149 Main Street Windsor VT 05089

Windsor, VT149 Main Street

Price$157,000

Est. Mortgage: $/month

MLS Number 4986683

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,009

Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there is a good sized living room on the left, and bedroom to the right. There are rooms in the back of the first floor [including a ½ bath] which potentially could be converted a den or into a large kitchen with a dining area which would overlook the back deck, lawn and plantings. The second floor includes a kitchen, one bedroom, and a full bath with a tub. The lower level includes closet/storage space, two large rooms which could be completely finished for a family room, a playroom, or for additional storage. Walking out of the lower level, takes you onto a good-sized deck for relaxing, and outdoor dining. At the far back of the lawn, which also has plantings, is the garage which has room for a small workshop. The property is walking distance to restaurants, shops and banks and a short distance to a shopping center. License To Sell in place. If you are thinking of home ownership, appreciate older homes, with character and charm, consider this opportunity.

Listed by Amy Messina of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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.

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70-74 State Street Windsor VT 05089

Windsor, VT70-74 State Street

Price$195,000

Est. Mortgage: $/month

MLS Number 4953869

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,011

The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 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

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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 May 23, 2024 10:56 AM EDT