Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
Advanced Search

      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

      2218 Route 5 North, Windsor, VT

      Price$559,000The price has recently decreased

      MLS Number 4722209

      • Commercial
      • Listing Agent Name Danny Kogut
      • Acreage 3.2

      Excellent business/development potential with great visibility and accessibility just north of Windsor town center. Easy access to I-91. There are two existing buildings. One is a beautiful post and beam barn structure currently being used as office space. The second is ideal for manufacturing and/or warehousing. Underground municipal utility lines in place for future development.

      Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      2 Pine Street, Windsor, VT 05089

      Price$420,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4702200

      • Residential Single Family
      • Listing Agent Name Paula Small
      • Construction Existing
      • Bathroom 4
      • Bedrooms 6

      MAJESTIC, LAKEFRONT VICTORIAN. This lovingly renovated in town home is a true Gem! Nicely located....so convenient yet so private. Tucked away on a beautiful site with protected views, overlooking Lake Runnemede and abutting a trail system that provides easy access to downtown or a scenic stroll around the lake! This is a "one of a kind' home, featuring ample rooms for family and guests, a spacious country kitchen, stunning wood floors, high ceilings and fireplaced living rooms with lake views! You will be transported the minute you enter....and you will not want to leave!

      Listed by Paula Small of Coldwell Banker LIFESTYLES - Hanover

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      26 Depot, Windsor, VT

      Price$398,000The price has recently decreased

      MLS Number 4688048

      • Commercial
      • Listing Agent Name Danny Kogut
      • Year Built 1901
      • Acreage 0.31

      "Windsor Station" is the go-to place for special occasion dinners, a quick bite or a cocktail at the lively bar. Located in an authentic 1900's train depot with the character and period charm intact and a seating capacity of 84, the Station serves dinner six nights a week. The vibrant live music program four nights weekly attracts talent locally and worldwide. With an outstanding reputation for great food at a fair price, the Station has been in successful operation for five years. This is a great opportunity with excellent growth potential.

      Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      418 Moonrise Hill, Windsor, VT 05089

      Price$299,900The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4670674

      • Residential Single Family
      • Lister Office Name RE/MAX Upper Valley
      • Listing Agent Name Katie Ladue Gilbert
      • Bedrooms 3
      • Bathroom 3

      BIG: it's time to think it.... Big Mountainside Views, Big Rooms for entertaining, Big open land space to utilize, Big potential for finishing touches to make this one your HOME, and BIGGER price drop to get you there! This Contemporary house is sited nicely on 5.80 acres to capture tremendous views, and give you some manageable land to garden, roam, and play. Solar power is here, giving a surplus most often, and you have options galore for heating sources including a wood boiler and woodstove in the Living Room. Roof has been updated, a screened porch added, and home was recently painted. 2 car under garage, and an easy driveway from a town maintained road. Take advantage of country location within minutes to downtown Windsor.

      Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      1097 County Road, Windsor, VT 05089

      Price$289,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4633307

      • Residential Single Family
      • Listing Agent Name Seth Warren
      • Bedrooms 4
      • Bathroom 2
      • Construction Existing

      Extensively renovated cape farmhouse with attached garage and barn with heated workshop sited on 2 acres of mostly open, gently sloping lawn. Updated kitchen with granite and stainless, 4 bedrooms, 2 updated baths, floor plan flows nicely, hardwood floors, first floor laundry, and extensively recently re-insulated. Attached garage and large practical mudroom, and a large hand hewn post and beam barn with another garage bay, plenty of room for storage, huge loft, and a fully finished, insulated, heated workshop / game room with plenty of windows in the south end of the barn.

      Listed by Seth Warren of Seth Warren Real Estate

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      108 Main, Windsor, VT

      Price$259,000The price has recently decreased

      MLS Number 4723837

      • Commercial
      • Listing Agent Name Susan Wylie
      • Lister Office Name Vermont Realty Group
      • Year Built 1804
      • Acreage 0.11

      Own a piece of Vermont history! Thomas Jefferson was entering his second term in office when this lovely, Colonial brick masterpiece was built as an Apothecary by physician, Isaac Green, in 1804. Green's home, built in 1796, still rests on the hill behind the Old Apothecary. Now a 4-unit multi-family building, with 3-1 BR units and 1-2 BR unit, this building is fully rented and includes four parking spaces for your tenants. The small lot requires no lawn care and very little maintenance. Monthly rental income is currently $3,375 with plenty of room for growth! Unit #4 has been used for both residential and commercial use over the years. Currently a one-bedroom apartment, this first floor, Main Street-facing unit is perfect for your business as well. Boasting original interior shutters, wide plank, wood flooring and 12-foot ceilings, this space is ready for instant residential or commercial use.

      Listed by Susan Wylie of Vermont Realty Group

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      108 Main, Windsor, VT 05089

      Price$259,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4725496

      • Multifamily Multi-Family
      • Lister Office Name Vermont Realty Group
      • Listing Agent Name Susan Wylie
      • Square Feet 4096
      • Units 4

      Own a piece of Vermont history! Thomas Jefferson was entering his second term in office when this lovely, Colonial brick masterpiece was built as an Apothecary by physician, Isaac Green, in 1804. Green's home, built in 1796, still rests on the hill behind the Old Apothecary. Now a 4-unit multi-family building, with 3-1 BR units and 1-2 BR unit, this building is fully rented and includes four parking spaces for your tenants. The small lot requires no lawn care and very little maintenance. Monthly rental income is currently $3,375 with plenty of room for growth! Unit #4 has been used for both residential and commercial use over the years. Currently a one-bedroom apartment, this first floor, Main Street-facing unit is perfect for your business as well. Boasting original interior shutters, wide plank, wood flooring and 12-foot ceilings, this space is ready for instant residential or commercial use.

      Listed by Susan Wylie of Vermont Realty Group

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      77 Taylor Drive, Windsor, VT 05089

      Price$254,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4720406

      • Residential Single Family
      • Listing Agent Name Ara Cardew
      • Construction Existing
      • Bathroom 3
      • Bedrooms 5

      Great family building with large yard, garden space, children's log cabin, horse shoe pit and sugar house, lots of storage space. Easily converts back to a single family dwelling, this 3 unit rental is a desirable location for tenants with easy access to the upper Valley with Exit 9 just a few miles away. Additional trailer to rent. Live in one unit and have your expenses paid for while quickly building equity. Cameron 70 mobile home, lot has its own septic and is span #76824412229 Pictures were taken before tenants moved in, some changes have been made.

      Listed by Ara Cardew of BH&G - The Masiello Group

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      77 Taylor, Windsor, VT 05089

      Price$254,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4705728

      • Multifamily Multi-Family
      • Listing Agent Name Ara Cardew
      • Square Feet 2383
      • Units 3
      • Acreage 1.93

      Easily converts back to a single family dwelling, this 3 unit rental is in a desirable location for tenants with easy access to the upper valley with exit 9 just a few miles away. Additional trailer to rent. Live in one unit and have your expenses paid for while quickly building equity. Cameron 70 foot mobile home, lot has its own septic and is span # 76824412229 Great Family building with large yard, Garden space, children's Log Cabin, Horse shoe pit and sugar house, lots of storage space. Pictures were taken before tenants moved in, some changes have been made.

      Listed by Ara Cardew of BH&G - The Masiello Group

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      8 Kiniry Street, Windsor, VT 05089

      Price$235,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4727825

      • Residential Single Family
      • Listing Agent Name Katie Ladue Gilbert
      • Lister Office Name RE/MAX Upper Valley
      • Construction Existing
      • Bathroom 3

      8 Kiniry Street is a family compound that you will know is home. 3 bedrooms, 2 bathrooms on the main living levels, and an in-law apartment in the basement with separate entrance is just the beginning. There is a beautiful level yard to garden, play with your kiddos, let the dogs roam, or gather with friends. Did I mention the 2 car garage with 2 bedroom apartment above? It is time for new beginnings in this great property!

      Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

      Ludlow/Okemo
      156 Main street
      Ludlow VT, 05149
      Office: 802-228-5678

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

      Broker Reciprocity

      Copyright 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.