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31 Houses For Sale in West Windsor, VT

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New
$234,900Est. Payment
3 Beds | 2 Baths | 1,320 Sqft
385 Taylor Drive, Windsor, VT 05089
House For Sale

This one is immaculate. The open concept is welcoming, the bedrooms are nicely arranged, and the partially finished basement is ready for even more space to enjoy. But... outside, you will find an oasis tucked away from the road. There are 3 bedrooms, including a master suite. The neighborhood will speak for itself, and you will feel right at home.

New
$199,900Est. Payment
-- Beds | -- Baths | 3,906 Sqft
1 Maple Street, Windsor, VT 05089
House For Sale

Wonderful 2 unit duplex! Both units recently renovated, with all separate utilities. This building has a nice level lot, 1 car garage, garden space one enclosed porch with potential of additional finished space! Excellent tenants, to pay the mortgage, this is a turnkey property!

New
$550,000Est. Payment
4 Beds | 3 Baths | 3,040 Sqft
1194 Bible Hill Road, West Windsor, VT 05037
House For Sale

This house is all about views, lifestyle, and flexibility. Sited on 5.5 acres with a swimming pool in a beautiful country setting, breathtaking views of Mount Ascutney fill nearly every window on both floors of this versatile home. The upper level offers a master bedroom, kitchen, dining room, full bath, and half bath in addition to a den and an office off the foyer. The lower level which could be its own apartment or in-law suite walks out to the backyard and enjoys equally beautiful views, two or three bedrooms, a full kitchen, laundry, and full bath. The seller disclosure was completed by the heirs, none of whom have resided in the home. A building inspection was performed and may be available to serious buyers. Please call or email Jennifer Falvey of Snyder Donegan Real Estate to schedule a showing.

$199,900Est. Payment
3 Beds | 2 Baths | 1,776 Sqft
181 Jewett Road, Windsor, VT 05089
House For Sale

Join us here on Jewett Road, in one of the most desirable neighborhoods. You will be just minutes from town, easy access to I-91, and with the benefits of town utilities. This 2003 Ranch with finished basement is ready for new owners to put their touches in and enjoy it for years to come.

$99,900Est. Payment
5 Beds | 3 Baths | 1,903 Sqft
33 Bridge Street, Windsor, VT 05089
House For Sale

The bones are good, the yard is great, and the investment potential is excellent. With this easy, walkable to town location, you'll have endless rental opportunities. Or....this easily becomes a single family home at an affordable price. Sold as-is.

$459,000Est. Payment
2 Beds | 2 Baths | 2,138 Sqft
49 Best Road, Hartland, VT 05089
House For Sale

Gorgeous views and tons of potential with this property comprised of 2 buildings and a swimming pond! The original dwelling is a converted barn with ample living space and plenty of storage area. The home is currently being used as a single family, but in addition to the main kitchen, there is a kitchenette on the ground floor, so possibilities exist for an accessory studio apartment. The living room, dining room, kitchen, primary bedroom and full bath are on the upper floor, with a deck for enjoying the view. The lower floor is comprised of a second bedroom, 3/4 bath, laundry room and the kitchenette with pantry storage. A second newly built building is in the early stages of interior construction to include a lower area workshop with garage door, and a planned 1 bedroom apartment above. Buyer will take over the project- finish it as you wish! The property has a selection of fruit trees and gardens and there is ample room to take further advantage of the view with a potential house site on the upper field overlooking the pond. Live on-site while you build your dream home! Call Susan Hickey at Snyder Donegan Real Estate for more information on this unique opportunity. 802-353-5090

$995,000Est. Payment
9 Beds | 9 Baths | 6,232 Sqft
26 Main Street, Windsor, VT 05089
House For Sale

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!

$199,000Est. Payment
4 Beds | 2 Baths | 2,044 Sqft
119 Ascutney Street, Windsor, VT 05089
House For Sale

This village home is ready to go. You'll love the hardwood floors and stone fireplace in the family room, and the room is filled with light and brand new windows. Complete with 4 bedrooms, there is room for everyone. The new boiler is a fantastic addition. You are walking distance to the pond, the school, the fairgrounds, and Paradise Park.

$1,360,000Est. Payment
4 Beds | 3 Baths | 4,200 Sqft
89 Silver And Knob Hill Road, West Windsor, VT 05037
House For Sale

NEW CONSTRUCTION! Situated on 26.19 acres of woods and rolling grassy meadows and a great opportunity to develop a gentleman horse farm in the heart of horse country. This exquisite newly built in 2021 country home boasts 4,200+ sqft, 3-4 bedrooms, 2.5 baths, hand-plastered walls, fiber optic high-speed internet, a 2-car garage, and a stunning 18-foot beamed cathedral ceiling with a soaring New England stone fireplace in the Family Room. There is a fully equipped country kitchen with custom walnut cabinetry, Kitchen Aid appliances, a 48-inch WOLF dual-fuel double oven range, and elegant Equinox VT Soapstone countertops will accommodate generous counter space for your next dinner party. This home has a gracious open flowing floor plan, and the large first-floor private master bedroom suite has a spa-like bathroom (all baths have marble countertops). Quality Andersen series windows, Hardwood and title flooring, a 48-foot mahogany porch, and a private office in wainscoted Alderwood. Oversized Andersen Patio doors extend out to the rear lawn & lovely, stonewalled grounds. There is a full foundation, abundant attic storage, and the drilled well delivers over 50gpm with enough water for a pond. Underground utilities, upscale mechanicals, and even radiant & FHW heat. Exceptional craftsmanship and superior location in West Windsors horse country give you easy access to GMHA trails, Woodstock, & Ascutney Outdoor Center recreational trails. Purchase now and be in around early May!

$365,000Est. Payment
3 Beds | 4 Baths | 2,321 Sqft
2 Walker Cemetery Trail Road, Hartland, VT 05089
House For Sale

Magical Forge Cottage, the 1800s blacksmith shop, beckons you to come to Vermont. Located on just over 2 acres in Hartland, VT with gardens, stone walls, outdoor patio, and a spring fed pond. The house exudes charm with its cozy eat in kitchen, combination dining and living room, main floor office for working from home, 3 bedrooms and 4 baths - including a first floor bedroom suite. Many classic features like wide pine floors and hand hewn beams. Spend cozy winter nights in front of the fire and breezy summer nights by the pond! Great for a getaway retreat or to plant your Upper Valley roots! Quick commute to Woodstock, VT and Hanover, NH. Showings start Tuesday, February 16th.

$668,000Est. Payment
3 Beds | 3 Baths | 4,440 Sqft
786 Banister Road, West Windsor, VT 05089
House For Sale

Carefully maintained custom log home on 26 acres mix of open & woods with long range views. Great room with fireplace, wonderful for entertaining! Kitchen/Dining opens to large deck & beautiful back yard. 3 bedrooms and 2 full baths on ground floor. Finished basement with 4 very attractive new rooms, full bath and family room down gives you space for friends & family. Very private. ON the trails - has equestrian trail easement. Automatic generator. Privately located in area of fine homes, on good gravel road. Good access to Killington, Okemo, Woodstock & the Upper Valley. Great area for people & pets! Potential horse property. Close to mountain biking & snow mobile trails. For more info please call Dana 802 291 3299 or the office 802 484 7388 or visis www.DarkHorseRealty.com

$169,000Est. Payment
2 Beds | 1 Bath | 1,300 Sqft
2 Day Street, Windsor, VT 05089
House For Sale

Located on a dead end street, this home has been well cared. Newly renovated kitchen, bath, and living space opens up the floor plan for comfortable living. With a den and bedroom downstairs, this home has a lot to offer. The detached two car garage has vinyl siding and storage above and the deck off the kitchen is perfect for outdoor dining. The fully fenced in yard comes in handy, as does the short walk to Kennedy pond and the fairgrounds. We look forward to showing you this wonderful opportunity.

$650,000Est. Payment
4 Beds | 4 Baths | 4,000 Sqft
729 Jewett Road, West Windsor, VT 05089
House For Sale

This light-filled Yankee Barn is sited on 31.4 acres with a pond and direct trail access. There are fabulous views of Mt. Ascutney from most of the rooms in the front of the house. The well-thought-out floor plan has plenty of space for entertaining. The cathedral ceiling great room has a wall of windows and a wood burning fireplace. The primary en suite bedroom is on the main level with a loft and three additional bedrooms upstairs. The lower level has some finished space and ample storage.

$179,000Est. Payment
4 Beds | 2 Baths | 1,744 Sqft
10 Clough Avenue, Windsor, VT 05089
House For Sale

This spacious, low maintenance home in the Village of Windsor offers comfort and convenience. It has an updated kitchen, baths, appliances, hot water heater, oil tank, a new pellet stove and deck with a view of Kennedy Pond, as well as a full unfinished basement perfect for a workshop. The tri level floor plan offers a space for everyone including plenty of room for an office for remote working and a home gym or studio. The home offers a fenced in back yard for the family pet or play area for young children. Various mature berry bushes add to the appeal of this home. Sale includes 2 lawnmowers and 2 snow shovels this is walking distance to schools, the recreation center and downtown restaurants and shopping. A must see!

$199,000Est. Payment
3 Beds | 2 Baths | 2,205 Sqft
16 Fairview Avenue, Windsor, VT 05089
House For Sale

The yard is spectacular, and so is the neighborhood. There are plenty of bedroom options, and bonus rooms. This home benefits from being walking distance to the fairgrounds, the swimming pond(also amazing kayaking) and the K-12 school. It's all here, just awaiting some fresh paint colors, and a bit of TLC.

$340,000Est. Payment
3 Beds | 2 Baths | 2,352 Sqft
902 Bible Hill Road, West Windsor, VT 05037
House For Sale

Stunning views of Mt. Ascutney and into NH. Light-filled rooms, living room with fireplace, deck overlooking the fields and views. Full walk-out lower level with a family room and workshop. Attached 2 gar garage. Very comfortable single level living. Parcel has a recently planted orchard, comprised of open land, overlooking a large hayfield. Easily accessible to the village and W. Windsor's wonderful recreational trail network.

$289,000Est. Payment
4 Beds | 2 Baths | 2,500 Sqft
1097 County Road, Windsor, VT 05089
House For Sale

This beautifully renovated cape farmhouse is full of sunshine! The property offers much more than just a gorgeous home, it has an attached garage and barn with heated workshop! Set on a two acre lot of mostly open, gently sloping lawn, the possibilities for outdoor entertainment are limitless. Updated kitchen. The floor plan flows nicely over hardwood floors. Large mudroom with propane stove, first floor laundry, and high ceilings add to the overall comfort of this home. Hand hewn post and beam barn with another garage bay adds plenty of room for whatever your life brings. The enormous loft is ready for your needs, and the fully finished, insulated, heated game room has plenty of southern windows to let that much needed sunshine in. So much to love and appreciate about this property!

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