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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10 Clough Avenue Windsor VT 05089

Windsor, VT10 Clough Avenue

Price$179,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4847548

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,744

This spacious, low maintenance home in the Village of Windsor offers comfort and convenience. It has an updated kitchen, baths, appliances, hot water heater, oil tank, a new pellet stove and deck with a view of Kennedy Pond, as well as a full unfinished basement perfect for a workshop. The tri level floor plan offers a space for everyone including plenty of room for an office for remote working and a home gym or studio. The home offers a fenced in back yard for the family pet or play area for young children. Various mature berry bushes add to the appeal of this home. Sale includes 2 lawnmowers and 2 snow shovels this is walking distance to schools, the recreation center and downtown restaurants and shopping. A must see!

Listed by Jennifer Snyder of Coldwell Banker LIFESTYLES - Hanover

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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1097 County Road Windsor VT 05089

Windsor, VT1097 County Road

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4847015

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,500

This beautifully renovated cape farmhouse is full of sunshine! The property offers much more than just a gorgeous home, it has an attached garage and barn with heated workshop! Set on a two acre lot of mostly open, gently sloping lawn, the possibilities for outdoor entertainment are limitless. Updated kitchen. The floor plan flows nicely over hardwood floors. Large mudroom with propane stove, first floor laundry, and high ceilings add to the overall comfort of this home. Hand hewn post and beam barn with another garage bay adds plenty of room for whatever your life brings. The enormous loft is ready for your needs, and the fully finished, insulated, heated game room has plenty of southern windows to let that much needed sunshine in. So much to love and appreciate about this property!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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106 Apothecary Lane Windsor VT 05089

Windsor, VT106 Apothecary Lane

Price$339,000

Est. Mortgage: $/month

MLS Number 4846923

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4,500

The Dr. Isaac Green Mansion: A beautiful, historic building in downtown Windsor w/ a rich past. Downtown zoning allows for many options. Many original historic features still in tact, such as floors, wavy glass windows, doors, hardware, etc. Previously operated as a B&B, we were on track to convert back to single family residence- this means only 4 bedrooms w/ all of ground FL being living space (could still do a 6 BR B&B.) Work completed in the last 3 yrs incl new roof, chimneys repointed, Driveway paved, 200 amp electrical service, refinished original wide plank wood floors in half of the home, 2 renovated bathrooms, 25 new custom low E storm windows, newly painted exterior, attached barn structure repairs currently in the works make for a total & comprehensive exterior restoration. Still work to do on the interior. (the extent depends on your end use & budget.) Currently a fully functional "make shift" Ikea kitchen inside main house (complete w/ dishwasher!) but floorplan allows AMAZING potential for a new kitchen. There is also a larger kitchen in the attached 2 story carriage barn that could be restored back to a B&B type use. Main house interior still needs bathroom, laundry, some plasterwork repair & a couple of new ceilings & painting throughout most of the interior. We have freshly painted the living room, entry and stair hall, one bedroom, and two of the 6 baths. The gardens are lovely and, even in the center of town, there is a sense of privacy.

Listed by Dave White of OwnerEntry.com

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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 Day Street Windsor VT 05089

Windsor, VT3 Day Street

Price$40,000

Est. Mortgage: $/month

MLS Number 4846587

  • Land
  • Acreage 0.25
  • Zoning residential

Cleared and level lot on a dead end road, close to town and amenities, ready for your new home. Building site is level with a nice tree buffer behind. I promise there will be green grass under this snow cover!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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Lot # 42 Paradise Drive Windsor VT 05089

MLS Number 4844585

  • Land
  • Acreage 19.01
  • Utilities None
  • Zoning

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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59 Weston Heights Windsor VT 05089

Windsor, VT59 Weston Heights

Price$110,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4844440

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

This classic cape is located in nice neighborhood off the beaten path, but still close to all town amenities and the Upper Valley. Three to Four bedrooms, first floor bathroom, detached garage and level back yard. With some updating and cosmetics you will have a fine place to call home. Well priced and easy to show!

Listed by Judith Thompson of Walnut Hill Realty

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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133 State Street Windsor VT 05089

Windsor, VT133 State Street

Price$174,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4843534

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,500

Convenient location - walk to school and town. Nice open floor plan w/ hardwood floors, bay window, 3 br's, 2 baths & enclosed porch.

Listed by Don Chabot of Town and Country Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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191 Channing Drive Windsor VT 05089

Windsor, VT191 Channing Drive

Price$53,000

Est. Mortgage: $/month

MLS Number 4842773

  • Land
  • Acreage 0.3
  • Utilities None
  • Zoning Residential

This is the ideal spot for your dream home. Nice neighborhood location, close to Paradise Park, recreation and downtown, and just minutes to I-91

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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667 County Road Windsor VT 05089

Windsor, VT667 County Road

Price$115,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4842514

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,596

Time for a new family to love this home, and make it their own. The lot may be small, but Paradise Park is just a short walk out your front door. With 4 bedrooms, 2 baths, and an office, this is a steal of a deal to do your own cosmetic upgrades!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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132 Strawberry Hill Windsor VT 05089

Windsor, VT132 Strawberry Hill

Price$40,000

Est. Mortgage: $/month

MLS Number 4842445

  • Land
  • Acreage 1.07
  • Zoning Residential

On the corner of a private little neighborhood, this is in a great spot. Set off County Road, this lot is ready for your visions to come to life. Minutes from I91, yet set just outside of town. Great hiking/ walking trails are within walking distance. This could be the beginning of a very adventurous and exciting time for the new owners!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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1528 Route 5 South Windsor VT 05089

Windsor, VT1528 Route 5 South

Price$1,625,000

Est. Mortgage: $/month

MLS Number 4830038

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 9,352

Extraordinary opportunity to own one of the 'finest homes in the Upper Valley' formerly known as 'Gilnocky Farm' located in Windsor, the 'Birthplace of Vermont' is private yet convenient to I-91. This home built in 1810 has a wonderfully understated Federal exterior; the interior which was later renovated in the Georgian Revival style, offers 9352 sq ft of living space. Character abounds in large rooms, accented by beautiful 'wavy glass' windows complete with Indian shutters & 'pumpkin pine' floors original to the house. The subtle detail of fine craftsmanship is evident throughout. 10' ceilings, natural light, a lovely foyer, 6 fireplaces, 6 bedrooms, 7 baths, a south facing porticoed porch overlooks the 217.82 acres offering an in-ground pool, 6 car garage, stables w/ 9 stalls, 3 bay closed equipment shed, tennis court, perennials, lawns & pastures, woods and 4-5 miles of equestrian trails. Property is served by town water & sewer, enrolled in the VT current use program and conserved with Upper Valley Land Trust.

Listed by Dana Waters and Paula Waters of Dark Horse Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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1672 Hunt Road Windsor VT 05089

Windsor, VT1672 Hunt Road

Price$905,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4791655

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,265

Kimball Brook Farm, C. 1789, has a storied history. It was once the residence of author and music critic Marcia Davenport, and is featured in her 1967 autobiography, “Too Strong for Fantasy”. Residents of Windsor report that Katherine Hepburn, a long-time friend of Ms. Davenport's was a visitor to the farm. This spectacular home embodies rambling country elegance and provides generous amounts of room for entertaining, family gatherings and/or events. Kimball Brook is comprised of 8 bedrooms and 5 baths - a total of 5,300 sq feet. There are both large formal areas and cozy spaces, which along with its 5 working fireplaces, highlight the farm's classic Vermont country character. The systems and structure, including heat, water, roofing, siding, foundation, and security have all been intelligently updated with state-of-the-art systems and materials. The large antique barn is a remarkable entity, providing space for projects, animals, vehicles, or celebrations. The property is nestled in a quiet valley amidst the rolling hills of historic Windsor on 32 ac of mixed open and wooded land, overlooking a pond with views into New Hampshire. It is a very short walk (or snowshoe, or bike ride) to an 900+ acre State Wildlife Management Area that provides the many year-round, outdoor activities enjoyed by all Vermonters. Despite its privacy and tranquility, the farm remains easily accessible to local attractions, including Hanover, NH and Woodstock, VT, both within 20 minutes.

Listed by Seth Warren of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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Copyright 2021 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 March 5, 2021.