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Windsor VT Real Estate

Search the latest real estate in Windsor, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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26 Main Street Windsor VT 05089

Windsor, VT26 Main Street

Price$995,000The price has recently decreased

MLS Number 4850881

  • Commercial
  • Year Built 1815
  • Acreage 1.1

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

26 Main Street Windsor VT 05089

Windsor, VT26 Main Street

Price$995,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Ascutney Street Windsor VT 05089

Windsor, VT29 Ascutney Street

Price$425,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Ascutney Street Windsor VT 05089

Windsor, VT29 Ascutney Street

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4860808

  • Multifamily Multi-Family
  • 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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

64 Main Street Windsor VT 05089

Windsor, VT64 Main Street

Price$295,000The price has recently decreased

MLS Number 4848316

  • Commercial
  • Year Built 1920
  • Acreage 0.11

For Sale or Lease!...The Newbury Bldg was occupied by a popular retail business by that name in the 1950's and 60's. Just 2 doors down from the Historic Windsor House, this 4,400 sq. ft. retail / Office Bldg can serve one or two businesses, being easily divided down the middle, with each side having a full basement. A curtain wall-drain system was installed across the full east wall of the basement to handle water seepage from the front foundation, and perimeter floor drain to direct such water seepage to a sump pump in the rear of the basement. Consequently the basement floor has been used for dry storage. The "village lot" is roughly 55' frontage x 86' deep, approximately 0.11 acre. Any business wanting to be "Front & Center" in an attractive historic Vermont Town, the oldest in Vermont, should thrive in this location!

Listed by Ray Ault of Ault Commercial Realty, Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

131 Main Street Windsor VT 05089

Windsor, VT131 Main Street

Price$275,000The price has recently decreased

MLS Number 4853436

  • Commercial
  • Acreage 0.2

Remodeled Mixed Use Income Property: Restaurant/Retail on main floor, 2 residential apartments up, and storage rental to single tenant in basement. Total of 4 rental units in bldg. Gross Income $36,600 Annually. Parking in rear of bldg, via right of way over parcel north of subject. Roof is "Built-up", new in 2007, repaired in 2019. Restaurant has new grease trap in 2020.

Listed by Ray Ault of Ault Commercial Realty, Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

72 Harris Road Windsor VT 05089

Windsor, VT72 Harris Road

Price$275,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4872922

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,734

This elegant Cape home is tucked back off the road and is sitting on a beautiful landscaped lot. The entire downstairs has been renovated in just the last three years. It is been tastefully redone for single floor living and not a thing has been left untouched. This house is located just outside of town and is practically across the street from the Fairgrounds. The lot is level with a garden and multiple flower beds, a new shed was installed in 2019 with an attached single car carport. The upstairs has yet to see renovations and the two bedrooms are awaiting your vision. Plenty of room, plenty of head space, and plenty of possibilities up there. This home is practical and lovable.

Listed by Chelsea Bevis of KW Vermont Woodstock

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2781 US Route 5 North Windsor VT 05089

Windsor, VT2781 US Route 5 North

Price$265,000The price has recently decreased

MLS Number 4840641

  • Commercial
  • Year Built 1997
  • Acreage 0.48

Perfect for a drive-thru, take-out, delivery, catering type restaurant, consistent with current needs, this property was formerly a McDonald's, is currently leased by a catering business, is on a month-to-month basis, rent is $1900/mo. NNN, monthly CAM, $700. Building has drive-thru window, probably not enough parking for sit-down restaurant. Located in a small shopping center with a Price Chopper, Aubuchon Hardware, and Dollar General, within walking distance of downtown historic Windsor Village, on US Route 5, close to I-91 access, ski areas, local hospital. Zoned "Roadside Business", usage may be limited to restaurant/food business as a grandfathered non-conforming usage, or, another "Permitted Use" under the Windsor Zoning Regulations (see supporting documents)--"Restaurant" usage is a "Conditional Use" under the Regulations, which would require more acreage than exists here, as would other "Conditional Uses". Interior inspections will be arranged only for serious potential buyers, so as not to disturb tenant unnecessarily. Survey states property lies in 100-yr. flood hazard area, AE Zone

Listed by William Johnson of Big Green Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

226 Tracy Farm Road Windsor VT 05089

Windsor, VT226 Tracy Farm Road

Price$249,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4869826

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,536

Beautiful views of Mount Ascutney, quiet, private location but easily accessible to village amenities, the Upper Valley, and I-91. Open floor plan, updated windows, hardwood floors, fireplace and wood stove, wrap around deck. Large open yard, storage shed, mature hardwoods. Just over a mile from the village of Windsor.

Listed by Seth Warren of Seth Warren Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

245 Cole Hill Road Windsor VT 05089

Windsor, VT245 Cole Hill Road

Price$235,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4871604

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,200

This home impresses as soon as you approach it. You will see the larger lot with maintained yard, the gorgeous stone patio, the Generac for powering the whole house if the power was ever to go out. Enter from the attached one car garage or side door into a mudroom. The mudroom exits out onto a backyard deck. From there enjoy a large flat backyard. Hike up the small hill and you have access to some pretty wonderful trails! Inside you can easily appreciate the hardwood floors and original trim, a built in cabinet in the dining room, and a splendid fireplace with a Harman pellet stove insert. New windows and new 3/4 bathroom. This combination, with much more, make this home not only charming but desirable.

Listed by Chelsea Bevis of KW Vermont Woodstock

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

37 River Street Windsor VT 05089

Windsor, VT37 River Street

Price$207,500The price has recently decreased

MLS Number 4853438

  • Commercial
  • Acreage 0.22

4-Unit Apartment House plus 6 garage rental spaces generate Annual Gross Rents of $38,880. Ample on-site parking. Less than 2-block walk from downtown banks, restaurants and other businesses.

Listed by Ray Ault of Ault Commercial Realty, Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Maple Street Windsor VT 05089

Windsor, VT1 Maple Street

Price$199,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4855581

  • Multifamily Multi-Family
  • Square Feet 2,906
  • Units 2
  • Bathroom 2
  • Acreage 0.23

Wonderful 2 unit duplex! Both units recently renovated, with all separate utilities. This building has a nice level lot, 1 car garage, garden space one enclosed porch with potential of additional finished space! Excellent tenants, to pay the mortgage, this is a turnkey property!

Listed by Justin Ranney of Coldwell Banker Homes Unlimited

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

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 August 3, 2021.

 

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