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Windsor Vermont Real Estate

Windsor County
Chartered: July 6, 1761
Area: 12,650 Acres = 19.77 Square Miles
Population (US Census, 2000): 3,756
Population Density (persons per square mile): 190

Schools

Windsor Southeast Supervisory Union 802-674-2144
Windsor High School 802-674-6344
Windsor State Street School 802-674-2310

Windsor Vermont is located on the eastern side of the state, right on the border of New Hampshire. Bromley Mountain Resort is just the next town over in Brownsville, Vermont. This Southern Vermont town enjoys the company of the Connecticut River, which winds through the town and the village area. Windsor is the “Birthplace of Vermont,” and the Old Constitution House, where the constitution of the “Free and Independent Republic of Vermont” was drafted, still stands today. Windsor Vermont real estate has Vermont’s best ski resort recreation just a drive away. In an hour or less one can ski or snowboard Ascutney Mountain Resort, Suicide Six Ski Area, Killington Resort, Pico Ski Resort, Okemo Mountain Resort, Magic Mountain Ski Resort, and Stratton Mountain Ski Resort.

Windsor Regional Chamber of Commerce

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: 3.05% last updated on Oct 14, 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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26 Main Street Windsor VT 05089

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

29 Ascutney Street Windsor VT 05089

Windsor, VT29 Ascutney Street

Price$425,000

Est. Mortgage: $/month

MLS Number 4860908

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

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: 3.05% last updated on Oct 14, 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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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: 3.05% last updated on Oct 14, 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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64 Main Street Windsor VT 05089

MLS Number 4848316

  • Commercial
  • Year Built 1920
  • Acreage 0.11

For Sale or Lease!...For Sale at $295,000...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 with its 2 Store Fronts, with each side having a full basement. A "Dry Basement Solution" consisting of a curtain wall-drain system was installed on the east wall of the basement to handle potential 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. Owner states that During his ownership there has been no water on the basement floor. Consequently the basement floor has been used for dry storage. Recent upgrades include: A new boiler, a 10-year new roof and 3 new electric service entrances. The "village lot" is roughly 57' frontage x an average of 80' 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! (See ML#4848319 for the Listing For Lease).

Listed by Ray Ault of Ault Commercial Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

131 Main Street Windsor VT 05089

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

2781 US Route 5 North Windsor VT 05089

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. Tenant is expected to vacate in September. 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. Elevation Certificate available.

Listed by William Johnson of Big Green Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

230 Route 44 Windsor VT 05089

Windsor, VT230 Route 44

Price$225,000

Est. Mortgage: $/month

Pending

MLS Number 4884818

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,440

Cozy home in Windsor with 3 bedrooms, 1 and 3/4 bathrooms and a huge enclosed front porch just across from the Fairgrounds! Entering inside this home into the front porch is the perfect mud room and storage space. Filled with windows that line the whole front wall this room gets amazing lighting and creates a bright and sunny room to greet you into the rest of the home. Your expansive living room is inviting and comfortable with additional seating space and closet storage on one side of the room. Your kitchen includes plenty of counter space, and the updated appliances make it a great spot to cook meals for family and friends, with a great dining rooms just off the kitchen! Stairs off the dining area lead you to the upper level where there are 3 bedrooms, including the master with attached bathroom + laundry and walk in closet. The remaining two bedrooms provide the same cozy feel and round out the upper level. Call today to come check out this charming home!

Listed by Hergenrother Realty Group and Daniel Preston of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

37 River Street Windsor VT 05089

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

70 Main Street Windsor VT 05089

MLS Number 4853428

  • Commercial
  • Year Built 1850
  • Acreage 0.05

Great downtown Historic Building, with a 2,046 sq. ft. main floor Restaurant. Current building owner invested over $150,000 in improvements in 2006, including all new electric wiring and panels, asbestos removed and certified, handicapped toilet facilities installed, office space in basement, new attic stairs, a new roof and new front awning. Additionally, a new propane furnace was installed in 2014. While there is 2,926 sq. ft. above grade, the 880 sq. ft. 2nd floor needs some renovation to bring into use. Currently leased to a new restaurant business, this property has been upgraded to yield a good income in a prime location.

Listed by Ray Ault of Ault Commercial Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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 October 16, 2021.