21 Windsor, VT 05089 Houses For Sale

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$132,900Est. Payment
1 Bed | 1 Bath | 800 Sqft

14 Central St, Windsor, VT 05089

House For Sale

What an amazing way to live.... Beautifully designed home in the village of Windsor, with ease of maintenance, easy to heat, walking distance to all town amenities, and a garage. It may be only 1 bedroom, but you will feel the warmth in this home, as soon as you walk in!

$1,195,000Est. Payment
17 Beds | 21 Baths | 14,000 Sqft

153 Pembroke Road, Windsor, VT 05089

House For Sale

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. For more information please contact David Donegan of Snyder Donegan Real Estate Group.

$610,000Est. Payment
3 Beds | 3 Baths | 2,738 Sqft

3482 Hartlandbrownsville Road, West Windsor, VT 05089

House For Sale

Lovely, private, 40+ acre property is located just 3 miles from historical Brownsville, VT. This south-facing, newer home, with 1st floor Master suite, overlooks rolling perennial beds to a cool, spring-fed swimming pond. Beyond, lies a woodland trail network perfect for walking and skiing. In the summer, open the french doors to a deck and patio rimmed with established gardens that weave down to the pond. In the winter, curl up with a book from your private library while warming yourself with radiant floor heat or by the Tulikivi Soap Stone Wood Stove. Both solar (with Tesla battery pack) and conventional electricity serve the main house and the two-story detached artist studio. This property is airy and light, forward-thinking and traditional. A unique find in Vermont! Minutes to GMHA, I-91, Skiing and Recreation. 30 mins to Hanover, NH; DHMC, Dartmouth.

$2,595,000Est. Payment
9 Beds | 9 Baths | 6,921 Sqft

122 Best Road, Hartland, VT 05089

House For Sale

BEST ROAD- Historically significant farmstead in a spectacular setting renovated into a modern masterpiece. The options are endless- the property can be run as a working farm, sophisticated rustic resort, family compound, event & wedding space, production facility or all of the above. There are 59 acres- a lovely mix of open pasture, orchards, fields & woodlands- with commanding views to the east and northeast. The attention to detail, quality of workmanship, and style are premium from the house to the cabins to the barns. The 5 cabins enjoy a successful rental business- although they are more contemporary small homes that are beautifully constructed. The barns and outbuildings can house any variety of animals. Currently there are sheep, goats, chickens, and seasonal horses on the farm. A wonderful 1 mile walking trail meanders through the woods/meadow, and established blueberries and fruit trees can be found throughout the property. Bring your ideas and dreams to this turnkey estate. The farm is perfectly located in a private setting with easy access to Woodstock, Vermont & Hanover, New Hampshire (home of Dartmouth College). Easy interstate access as well for guests or commerce. For more information, please contact David Donegan of Snyder Donegan Real Estate Group.

$675,000Est. Payment
4 Beds | 3 Baths | 3,602 Sqft

414 Brownsville Hartland Road, West Windsor, VT 05089

House For Sale

This beautifully built log home has a comfortable floor plan. An attached two-car garage leads into a generous mudroom for all your Vermont gear and equipment. The lovely great room offers natural light and an incredible floor-to-ceiling stone fireplace. The gourmet kitchen has ample room for gathering with the ambience of a wood fire. Pull up a stool at the soapstone counter or nestle in the booths for your Sunday coffee. Youll also enjoy the large walk-in pantry. The master bedroom has private ensuite, walk-in closet and screened porch. Three additional bedrooms, one with ensuite, a full bathroom plus laundry complete the first floor. The loft, overlooking the great room, makes a perfect office space. The large deck and screened porch provide a view of the picturesque setting year round. For more information contact Holly Hall of Snyder Donegan Real Estate Group

$209,000Est. Payment
4 Beds | 2 Baths | 2,248 Sqft

9 Dorrance St, Windsor, VT 05089

House For Sale

Lovely, well-maintained 4 bedroom, 1.5 bath, home situated on a beautifully landscaped half acre lot. Multiple special features include an eat-in kitchen, gleaming hardwood floors, propane stove in the den, fireplace in the living room and a spacious play room in the basement. You'll love the detached garage that includes a work-shop room in the back. This classic two story home is solidly built, well maintained and in move-in condition, not to mention part of a great neighborhood that is walking distance to Kennedy Pond. BONUS: Seller has a transferable share of a sun common solar array at $76 per month that off sets 100% of electric usage.

$600,000Est. Payment
2 Beds | 2 Baths | 2,108 Sqft

515 Mountain Road, West Windsor, VT 05089

House For Sale

A rare find! 82 unencumbered acres with a pond, stream, ancient stone walls, and spectacular long range Northern to South Easterly views. The inventory of hardwoods is pristine. There is an existing farm road that brings you to multiple plateaus ready for you to create your dream. Height of land is 1500'. There is an existing, well-kept c 1980 classic A Frame with 2 BR's, 2 BA that will make a charming guest house, or a revenue producing rental property. Located on a quiet road in the heart of West Windsor's magnificent trail system. 10 minutes to I-91, 20 minutes to Woodstock Village. Easy access to skiing and recreation.

$201,000Est. Payment
3 Beds | 1 Bath | 2,146 Sqft

1 Kiniry Street, Windsor, VT 05089

House For Sale

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.

$53,000Est. Payment
-- Beds | -- Baths | -- Sqft

191 Channing Dr, Windsor, VT 05089

House For Sale

This is the ideal spot for your dream home. Nice neighborhood location, close to Paradise Park, recreation and downtown, and just minutes to I-91

$40,000Est. Payment
-- Beds | -- Baths | -- Sqft

132 Strawberry Hl, Windsor, VT 05089

House For Sale

On the corner of a private little neighbor, this lot is in a great spot. Set off County Road, this lot is ready for your visions to come to life. Minutes from I91 yet set just outside of town. Great hiking/walking trails are within walking distance. This could be the beginning of a very adventurous and exciting time for the new owners!

$96,000Est. Payment
-- Beds | -- Baths | -- Sqft

Lot #42 Paradise Drive, Windsor, VT 05089

House For Sale

This home is located at Lot #42 Paradise Drive Windsor, VT 05089 US and has been listed on Homes.com since 2 July 2020 and is currently priced at $96,000. Lot #42 Paradise Drive is within the school district(s) Mount Ascutney Unified School District with nearby schools including Windsor School. Similar properties nearby are <a href="/property/11-maple-st-windsor-vt-05089/id-700018366941/">11 Maple St</a>, <a href="/property/windsor-vt-05089/id-1000014837250/">72 Bunker Hill Ct</a>, 12 Wayside Ln, 81 Paradise Dr, and <a href="/property/12-wayside-ln-cornish-nh-03745/id-500023914007/">12 Wayside Ln</a>.

$905,000Est. Payment
8 Beds | 5 Baths | 5,265 Sqft

1672 Hunt Road, Windsor, VT 05089

House For Sale

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. Davenports 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 farms 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.

$160,000Est. Payment
-- Beds | -- Baths | 8,000 Sqft

101 Main St, Windsor, VT 05089

House For Sale

Diverse commercial space ready to have new owners move in and add to the long list of successful businesses that have graced these buildings. From Blacksmithing to a Point Shop and on to Plumbing, Guns, Woodworking, and so much more. If you've been thinking about having a great store front, and plenty of storage, now is the time to JUMP. Come join Windsor's growing economy, all while being 4 miles to I-91. Owner will consider seller financing.

$1,995,000Est. Payment
5 Beds | 5 Baths | 4,884 Sqft

974 Cemetery Hill Road, West Windsor, VT 05089

House For Sale

White Fox Farms c. 1790 yellow clapboard farmhouse and attached red barn is set just outside the village of Brownsville on a quiet country road where it seems like more horses go by than cars. The 39 acres scale of the farm is manageable with the key Vermont features: a pond, pastures and big views of Mt. Ascutney. The five-bedroom house underwent a major renovation in 2012. The kitchen with its hand hewn beams was enlarged to include a sitting area with views over the field, and outfitted with top-flight appliances for a cook that likes to prepare meals while surrounded by family and friends. Pssstthere is a secret room, believed to be part of the Underground Railway. There are fireplaces in the living room, the two master bedrooms, the birthing room (now used as an office), dining room and paneled family room. The third level is a great place for innovative thoughts (the owner launched a business here) with a two-room study with built in book shelves and a bath. Throughout the house there is a sense of fine craftsmanship that has stood the test of time in form and function. White Fox Farm is integral to the Green Mountain Horse Association community as the 83-mile marker for the hundred-mile ride.

$89,500Est. Payment
2 Beds | 2 Baths | 1,210 Sqft

11 Maple Street, Windsor, VT 05089

House For Sale


$153,000Est. Payment
-- Beds | -- Baths | -- Sqft

Windsor, VT 05089

House For Sale

This property is up for Auction because the owner couldn't make their payments, even after a grace period expired. This property will be sold to the highest bidder at the location below, or at the county courthouse on the date listed. It is possible to win an auction at an attractive price, especially if few bidders show up. If available, the auction's starting minimum bid (the smallest amount you can offer for the home) is provided.

$114,900Est. Payment
-- Beds | -- Baths | -- Sqft

Windsor, VT 05089

House For Sale

This property is Real Estate Owned, or REO. The property was foreclosed and repossessed by a lender when the owner failed to make payments. A bank is now the owner. Since banks are not in business to own homes, they are usually interested in selling foreclosed homes quickly at attractive low prices. A list price is published but reasonable offers can be submitted for consideration. Offers can be submitted through the official Listing Agent but in some cases, no agent is listed and offers can be submitted the bank owner directly.

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