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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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153 Pembroke Windsor VT 05089

Windsor, VT153 Pembroke Road

Price$1,195,000The price has recently decreased

MLS Number 4821346

  • Commercial
  • Year Built 1902
  • Acreage 14

The Windsor Mansion, sits high on Juniper Hill within the town limits of the historic hamlet of Windsor, Vermont. Built in 1902 by prominent New York lawyer Maxwell Evarts and listed on the National Register of Historic Places, it has welcomed countless distinguished guests in its storied past including Presidents Theodore Roosevelt, Woodrow Wilson, and Calvin Coolidge. The stately 17-bedroom Colonial Revival home is perched on 14 private acres replete with breathtaking views of Lake Runnemede, the Cornish Hills, and Mount Ascutney. A recent million dollar+ restoration and renovation project, though large in scale, beautifully preserved the elegant historic integrity of the original design while complementing with state-of-the-art modern amenities. Sprawling lawns with impeccably manicured gardens and an expansive deck and patio overlooking the Connecticut River Valley make it the perfect setting for entertaining friends and family. Currently the property is operating as an Inn but could also make a spectacular large family home. Only 19 miles to Hanover, NH/Dartmouth College and 16 miles to Woodstock, Vermont, Windsor Mansion is centrally located to all the best that the Upper Valley and New England have to offer.

Listed by David Donegan of Snyder Donegan Real Estate Group

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

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.87% last updated on 2020-09-17

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

153 Pembroke Road Windsor VT 05089

Windsor, VT153 Pembroke Road

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4819544

  • Residential Single Family
  • Construction Existing
  • Bathroom 21
  • Bedrooms 17
  • Square Feet 14,000

The Windsor Mansion, sits high on Juniper Hill within the town limits of the historic hamlet of Windsor, Vermont. Built in 1902 by prominent New York lawyer Maxwell Evarts and listed on the National Register of Historic Places, it has welcomed countless distinguished guests in its storied past including Presidents Theodore Roosevelt, Woodrow Wilson, and Calvin Coolidge. The stately 17-bedroom Colonial Revival home is perched on 14 private acres replete with breathtaking views of Lake Runnemede, the Cornish Hills, and Mount Ascutney. A recent million dollar+ restoration and renovation project, though large in scale, beautifully preserved the elegant historic integrity of the original design while complementing with state-of-the-art modern amenities. Sprawling lawns with impeccably manicured gardens and an expansive deck and patio overlooking the Connecticut River Valley make it the perfect setting for entertaining friends and family. Currently the property is operating as an Inn but could also make a spectacular large family home. Only 19 miles to Hanover, NH/Dartmouth College and 16 miles to Woodstock, Vermont, Windsor Mansion is centrally located to all the best that the Upper Valley and New England have to offer.

Listed by David Donegan of Snyder Donegan Real Estate Group

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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: 2.87% last updated on 2020-09-17

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

1672 Hunt Road Windsor VT 05089

Windsor, VT1672 Hunt Road

Price$905,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4791655

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 8
  • 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

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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: 2.87% last updated on 2020-09-17

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

2469 US RT. 5 North Route Windsor VT 05089

Windsor, VT2469 US RT. 5 North Route

Price$349,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4825065

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,766

Sitting just North of the village of Windsor, this 1805 Greek Revival is sure to entice your sense of prestige and distinction. This home boasts a beautiful kitchen, front and back parlors, endless bedroom options, office space, expansive yard for gardening or playing with the kiddos, and garage/barn space that lends itself to working nicely for a business entity. With endless historic notations, including the National Historic Registry, you will feel the character and charm of years gone by, with simple touches being added by each owner. Bring your own ideas, and make this one HOME.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

{$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: 2.87% last updated on 2020-09-17

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

Windsor, VT418 Moonrise Hill Hill

Price$289,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4822255

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,740

Beautiful southerly views of Mt Ascutney, nice lot and location, privately sited but convenient to town and the upper valley. Spacious rooms, master suite with bath and walk-in closet. Lovely screen porch off the kitchen overlooking the open land and view. Full walk-out basement. Outdoor wood boiler can provide supplemental heat if desired. Solar array.

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: 2.87% last updated on 2020-09-17

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

66 State Street Windsor VT 05089

Windsor, VT66 State Street

Price$250,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4819922

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,052

This home is truly a gem. Nicely updated with modern touches and old world charm. With a versatile floor plan this home currently offers an eat in kitchen, formal dining room, parlor, formal living room and a fireplaced den. The 3 season porch with gas woodstove is the perfect place for morning coffee, dinner on a warm summer night or leisurely visits with friends. Working from home? There's an office with private entrance that's ideal today's worklife. Topping it all off is a studio apartment with separate entrance that brings in $1200/mo in rent. Don't want to rent? It would make a perfect in-law spot too.

Listed by Kasia Butterfield of Coldwell Banker LIFESTYLES - Quechee

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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: 2.87% last updated on 2020-09-17

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

46 Union Street Windsor VT 05089-1511

Windsor, VT46 Union Street

Price$249,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4828360

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,808

Completely renovated Antique home that is just about ready for new residents! Fabulous ceiling height, beautiful wood floors, all new appliances and utilities. There is a front garden area, close to schools and walking distance to the Village of Windsor.

Listed by Daphne Lowe and Carol Wood of Williamson Group Sothebys Intl. Realty

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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: 2.87% last updated on 2020-09-17

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

25 Sherwin Avenue Windsor VT 05089

Windsor, VT25 Sherwin Avenue

Price$209,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4802882

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,100

Located on the corner lot of a dead end street sits this charming home.Tons of potential with spacious rooms and an apartment above the heated two car garage. Newer windows, standing seam roof, and Thermopride furnace. Natural wood throughout and the three season porch add to the home's charm. With both privacy and ideal proximity to village and recreation amenities, this home is sure to please. Bring your own ideas, and make this home your own.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

{$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: 2.87% last updated on 2020-09-17

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

1 Kiniry Street Windsor VT 05089

Windsor, VT1 Kiniry Street

Price$201,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4815254

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 2,146

Lovely, Newly renovated Move in Ready 3-Bedroom 1-Bathroom Ranch style home located in the Historical Town of Windsor. This home has plenty of new upgrades. New Roof, New Deck, New Flooring, New Hot Water Heater, Large fenced in private yard, updated windows and a detached garage for extra parking and storage with a paved driveway. Just a short walk to enjoy the beautiful Kennedy Pond.

Listed by Heather Ashline of BH&G - The Masiello Group

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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: 2.87% last updated on 2020-09-17

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

55 Main Windsor VT 05089

Windsor, VT55 Main Street

Price$189,000The price has recently decreased

Active With Contract

MLS Number 4782518

  • Commercial
  • Year Built 1999
  • Acreage 0.68

Downtown commercial / retail building on large level lot with plenty of onsite parking. Main building is 30X60, large windows, heated and cooled by heat pump, open span, on slab, 1/2 bath, presently utilized as a bicycle / ski retail / repair shop. An unfinished building behind the main building was formerly a car wash, has two tall drive-through doors, high ceiling, on slab, 18X36.

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: 2.87% last updated on 2020-09-17

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

93 Weston North Heights Windsor VT 05089

Windsor, VT93 Weston North Heights

Price$172,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4826752

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,064

Cozy little Cape in a great location. On the North end of Weston Heights and on a dead-end road. Bedroom and bathroom on the main level make this simple for anyone who might be ready for less stairs, and 2 good sized rooms upstairs for a traditional Cape style. The yard is spacious, there's room to expand, and it is ready for your spin on cosmetic updates!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

{$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: 2.87% last updated on 2020-09-17

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

51 State Windsor VT 05089

Windsor, VT51 State Street

Price$169,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4785589

  • Multifamily Multi-Family
  • Square Feet 3,097
  • Units 3
  • Acreage 0.63

Great location - ideal for owner occupied w/a 3 br apt on 2nd floor. Harvey replacement windows and buderus boiler. Great upside for additional income for investor.

Listed by Don Chabot of Town and Country Realty

{$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: 2.87% last updated on 2020-09-17

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 2020 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 September 18, 2020.

 

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