41 Homes For Sale in Windsor, VT

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$185,000Est. Payment
-- Beds | -- Baths | 2,662 Sqft
36 River Street, Windsor, VT 05089
Multi Family For Sale

Investment opportunity awaits. Two large units, side by side. Live in one side, and pay the mortgage with the rental income. Small yards, and parking for each unit. Nice side porches are a bonus feature. Good rental history and great neighbors.

$450,000Est. Payment
3 Beds | 2 Baths | 2,530 Sqft
1747 Hunt Road, Windsor, VT 05089
House For Sale

Cider Hill Farm is one of Windsor's favorite hidden gems. Located just minutes from the West Windsor town line, and Windsor Village, this tranquil, secluded farm property features a three bedroom post and beam cape filled with warmth, comfort, and creative, inspiring elements. The living room has cathedral ceilings anchored by a fireplace, and sliders that step out to a private deck. The spacious, open country kitchen is the perfect place to gather and entertain friends and family. There are two cozy bedrooms on the main level, and a painter's studio that could serve as a great family room, or bedroom. There is one bedroom upstairs, with two oversized loft spaces (an easy conversion to sleeping quarters). The finished lower level could transition to a master suite, office or playroom. There is a lot of multi-functional space within a very efficient footprint. The grounds are lovely, with copious, established perennial gardens, and footpaths lacing through an everchanging palette of specialized woodland plantings. There is a separate studio/office cottage, garden and equipment sheds, apple orchards, an old cider house / barn, and a pond. Its a bird sanctuary by day, with owls to serenade you at night. This is a true working farm, with countless options and directions that one could take - retreat, artist colony, airbnb, events venue, farm to table, on and on. Come see for yourself, and experience the magic of Cider Hill Farm. For additional information, or a private showing, please contact Listing Agent, Daniel Kogut at Williamson Group Sotheby's Intl Real Estate in Woodstock. This property is offered for sale "As Is".

$199,000Est. Payment
3 Beds | 2 Baths | 1,775 Sqft
56 Union St, Windsor, VT 05089
House For Sale

In town house sits along the Mill Brook, nice backyard with koi pond, large deck and garden shed. The house has an attached one car garage and paved driveway. The main floor boast a lovely oak kitchen with slider onto the side deck, family room with pellet stove and spacious front living room. Three bedrooms and attic storage on the second floor. Lots of upgrades to the systems including a newer furnace, on-demand hot water, circuit breakers and a metal roof.

$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!

$134,500Est. Payment
-- Beds | -- Baths | 1,700 Sqft
29 River Street, Windsor, VT 05089
Multi Family For Sale

Excellent location! This 2 unit makes this property a perfect investment. Well maintained property with many updates. Just a short walk from downtown, restaurants and other businesses. Plenty of outdoor space to enjoy. Fantastic opportunity to own + occupy and/or add to your investment portfolio! Showings to start Saturday 4/10/21

$135,000Est. Payment
3 Beds | 1 Bath | 925 Sqft
18 Cherry Street, Windsor, VT 05089
House For Sale

Cozy, recently updated, 3-bed, 1-bath ranch in convenient Windsor location! This property offers a nice front yard and an attached covered parking area to shield you from any weather as you head inside. The open concept living area features laminate floors throughout the main level, a pellet-burning stove, spacious kitchen, and an abundance of natural sunlight. Newer appliances include an electric stove, large fridge and microwave. Down the hall from your kitchen and living room you can find the three bedrooms and shared full bath. The private backyard is a great spot to put out an outdoor dining set for the warmer Vermont months. Easy walking distance to Mill Pond and the fairgrounds, and just a short drive to Mount Ascutney + local trails, you won't want to miss checking out this wonderful home!

$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.

$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.

$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.

$195,000Est. Payment
-- Beds | -- Baths | 2,973 Sqft
47 River Street, Windsor, VT 05089
Multi Family For Sale

Nice investment opportunity or owner occupy and enjoy the benefits of extra income. Property includes house with 3 well maintained apartments, covered front porch, (5 bay garage with attached workshop and 1st & 2nd floor storage.) Two of the garage bays are rented ($50/month each). Potential extra rental income if you rent the other bays and work shop. Recent improvements include upgraded electric, replaced oil tank, all apartments interior painted, new appliances in two of the apartments, and new carpeting. Also covered storage in the car port at the back of the lot. Town water & sewer. Currently receiving 2700/month rents. Property sits in the flood plain but did not flood in Irene. Owner currently pays $2400/Year flood insurance.

$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

$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!

$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.

$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.

$399,000Est. Payment
2.84 Acres
5755 Us Route 5, Weathersfield, VT 05089
Lots Land For Sale

Not just land, but land with a septic system that is Vermont approved for 4,950 gallons a day. Think about it that is over 30 bedroom per day capacity. Great sight for development of over 55 housing or work force 1 bedroom units. Town water at the street and into 2 buildings on the property. The main building a 100 person Theater has been renovated, including an energy audit, new windows, doors, walls, insulation, pellet furnace, roof, side exits on both sides of building, State approved fire permit for commercial building and front exit handicap ramp. Septic system was enlarged and connected to the Theater building & Duplex building. Duplex needs renovation, old restaurant building needs to be torn down, small cottage needs to be renovated. Owner financing available with down payment.

$175,000Est. Payment
14.33 Acres
0 Brownsvillehartland Road, West Windsor, VT 05089
Lots Land For Sale

Tremendous large building lot privately situated off of paved Brownsville-Hartland Road. This 14.33 acre lot has two open building sites, mixed among existing timber, wonderful bridge crossing the year round brook that runs the entire length of the property and offers endless potential! This property offers both subdivision potential as well as convenience, with easy access to the upper valley. This is a wonderful lot, come and take a look!

$210,000Est. Payment
17 Acres
Knob Hill Road, West Windsor, VT 05089
Lots Land For Sale

Very desirable parcel including open meadow, woods, walls and a brook. Located on a quiet road that becomes class IV there is excellent dirt road and trail access for outdoor recreation. This is a parcel worth pursuing. Surveyed. Power on property. Area of fine homes. Note the tax map overlay is not accurate as this parcel was sub divided off. For more info contact Dana direct at 802 291 3299 or call office 802 484 7388. www.DarkHorseRealty.com See survey

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