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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 Depot Street Windsor VT 05089

MLS Number 4946823

  • Commercial
  • Year Built 1900
  • Square Feet 2,888
  • Acreage 0.31
  • PricePerSqFt 190.44

Historic Masterpiece. The original station built around 1849 suffered extensive damage by fire, the Central Vermont Railway re-built this Depot in 1900. Windsor Station remained an active train station until the mid-sixties when the building was shuttered. In the mid-1970's a team leased the building from Central Vermont Railway and converted it into a restaurant. The restaurant changed hands in 1976 and was successfully run by the same family for 35 years. The building was abandoned in October of 2010. In April 2013 the current owner/operators rescued the then derelict property and made extensive renovations and added period decorations. Along with providing excellent food and service, they have turned the property into a thriving and successful operation. Amtrak service continues with the newly built platform alongside the building. The “Vermonter Train” runs from Washington D.C. to St. Albans-Burlington, VT passing through Baltimore, NYC, Philadelphia along the way. The Southbound train stops at Windsor Station around noon and the Northbound stops around 6pm to the delight of the dinners. Step inside this epic station and it will take you back to a different era. Windsor Station Restaurant is the pulse of the Town.

Listed by Dick Palmer of Hospitality Consultants,LLC

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$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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 Pine Street Windsor VT 05089

Windsor, VT2 Pine Street

Price$499,000

Est. Mortgage: $/month

MLS Number 4972807

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,933

Nestled in downtown Windsor, this property boasts breathtaking views of Lake Runnemede, offering a unique blend of convenience and privacy, as it abuts the trail systems leading to town or around the picturesque lake. A truly majestic house, it awaits a thoughtful rehab to restore it to its former glory, showcasing a large kitchen space, a formal dining room, and two spacious living rooms on the main floor, all adorned with high ceilings and inviting fireplaces. The first floor is complemented by a bedroom with an attached bath, providing a convenient and accessible living arrangement. Ascend the stairs to discover five additional bedrooms, a dedicated laundry room, and well-appointed bathrooms, creating a harmonious balance between historical charm and modern functionality. With winterization already completed, the seller eagerly awaits and welcomes all offers, envisioning this property as the perfect canvas for a loving family to transform it into a cherished home with the potential of historical inlayed hardwood floors awaiting revitalization.

Listed by Jenna Luce and Deb Roberts of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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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108 Main Street Windsor VT 05089

Windsor, VT108 Main Street

Price$340,000

Est. Mortgage: $/month

MLS Number 4955144

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.11
  • Square Feet 4,096

This charming piece of VT history was originally built as an apothecary in 1804. Now it's a charming, fully occupied, four unit multi-family building consisting of three one-bedroom units and one two-bedroom. Original features and high ceilings. Small yard requires little maintenance. One parking space per unit. Convenient location in a commercial zone. Close to restaurants, schools and hospital.

Listed by Rachel Brandli of Fidelity Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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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40 Village Green Windsor VT 05089

Windsor, VT40 Village Green

Price$340,000

Est. Mortgage: $/month

MLS Number 4986017

  • Multifamily
  • Units 4
  • Acreage 0.22
  • Square Feet 3,176
  • PricePerSqFt 107.05

Whether you're looking to invest or settle in with the family, this property offers the perfect blend of comfort, convenience, and community. *4 Units: 3 Cozy 1-Bedroom Apartments + 1 Spacious 3-Bedroom Owner's Unit *Updated interiors with modern finishes - Move-in Ready! *Detached 2-Car heated garage - Convenience at your fingertips *Ample yard space for gardening or outdoor recreation *Prime Location - Enjoy easy access to town amenities, dining, and shopping, school, and paradise park *Unit 1 currently being renovated to include all new kitchen and bath

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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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40 Village Green Windsor VT 05089

Windsor, VT40 Village Green

Price$340,000

Est. Mortgage: $/month

MLS Number 4986161

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 3,176

Whether you're looking to invest or settle in with the family, this property offers the perfect blend of comfort, convenience, and community. *4 Units: 3 Cozy 1-Bedroom Apartments + 1 Spacious 3-Bedroom Owner's Unit *Updated interiors with modern finishes - Move-in Ready! *Detached 2-Car heated garage - *Convenience at your fingertips *Ample yard space for gardening or outdoor recreation *Prime Location - Enjoy easy access to town amenities, dining, and shopping, school, and paradise park *Unit 1 currently being renovated to include all new kitchen and bath

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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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333 Brook Road Windsor VT 05089

Windsor, VT333 Brook Road

Price$249,900

Est. Mortgage: $/month

Pending

MLS Number 4981557

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,008

This charming raised ranch is nestled on a spacious and level lot with meandering stream, offering both comfort and quiet. Here's your opportunity to experience the perfect blend of modern living and serene surroundings. Easy entry into the lower level where you'll find a tv room, 1/2 bath, storage rooms, and 1 bedroom. Upstairs on the main level is an open concept kitchen, dining, and living room with access to the deck. Complete this floor with 3 more bedrooms, and a full bathroom. Convenience is key, and this home delivers with its proximity to local amenities, schools, and parks. Windsor's rich history and vibrant community make it an ideal location to call home. Offer deadline Wednesday January 10, 2024 at 5pm

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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: 6.9% last updated on Feb 22, 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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357 Route 5 Windsor VT 05089

Windsor, VT357 Route 5

Price$20,000

Est. Mortgage: $/month

MLS Number 4973374

  • Land
  • Acreage 0.39
  • Utilities None
  • PricePerSqFt 51282.05
  • Water View

Potential build site on the Connecticut River. Public water and power nearby.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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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2781 Us Route 5 N Windsor VT 05089

MLS Number 4985204

  • CommercialLease
  • Lease 3500
  • Square Feet 2,450
  • Year Built 1997
  • Acreage 0.48

This Former McDonald's Restaurant is a Great Property for your Business. Situated Adjacent to a Plaza with Price Chopper, Aubuchon Hardware and Dollar General and Sited on Busy US Rte 5 only Minutes from Historic Windsor Means You Have Many Free Benefits. Being Well Maintained and with a Drive Thru Window, 14 Ft Ansul System Range Hood, Open Concept, and 2 ADA Rest Rooms Equates to an "Easy to Start Your Operations Property". Close to I-91 Access, Ski Areas, Golf Course, and Local Hospital and 20 Minutes to Hanover/Lebanon and Extra Benefits So Don't Wait on thie Unique Opportunity.

Listed by Brian Whipple of Coldwell Banker Homes Unlimited

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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 February 29, 2024 10:38 PM EST