Windsor, VT Real Estate

MLS Number 5001669

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 3
• Bathroom 3

Fox Penny Farm, an established horse farm on 62 acres of open fields, trails, and woods on the Windsor/West Windsor line with westerly views of Mt Ascutney, is now offered for sale. Offering an expansive 3-bedroom 2.5 baths colonial with light-filled spaces, hardwood floors, spacious kitchen, dining room & propane fireplaced living room. Upstairs provides three large bedrooms with a primary ensuite. The lower level offers a partially finished living area with a wood stove and French doors leading to a private deck. Complete with 36x50 5-stall barn, 1000 bale hay storage heated tack room, and wash stall. Multiple run-in sheds, fenced paddocks, 100' x 200 outdoor arena, equipment shed, and workshop with woodstove, all on open flat land. Fully wired generator servicing the house, barn, and outbuildings. Easily adaptable for farming pursuits. Prime location for hiking, biking, and skiing. Easily accessible to Woodstock & the Upper Valley. A special property that must be seen to appreciate all the possibilities.

Listed by Scott Monahan and Danny Kogut of Williamson Group Sothebys Intl. Realty

MLS Number 5001343

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 4
• Bathroom 2

Welcome to this exquisite four-bedroom, two-bathroom Colonial home, built in 1801, nestled on a sprawling 10.4-acre lot in Windsor, Vermont. This charming residence boasts maple and bamboo floors as well as original wide pine flooring, spacious bedrooms, and tiled bathrooms. The property includes a two-bedroom, one-bathroom ADU, perfect for generating rental income or accommodating guests. Enjoy the serene rural setting with level land ideal for animals, fenced pastures, and extensive perennial gardens. Outdoor amenities include a glamping site over the barn, RV hookups, an in-ground pool, and a tranquil majestic pond surround by natural iris that bloom every spring. Recent updates blend historic charm with modern appointments, maintaining the home beautifully for 30 years under the same owner. Located close to local amenities, this home offers both seclusion and convenience. Additional features include outbuildings and an animal barn, providing ample storage and versatile use. Don't miss this unique opportunity to own a piece of Vermont history with endless potential.

Listed by Kate Cassidy of Four Seasons Sotheby's Int'l Realty

MLS Number 5010502

• Residential Single Family
• Full Bath 4
• Construction Existing
• Bedrooms 4
• Bathroom 4

This property is the perfect fit if you are new to home ownership and would like to have a portion of your mortgage paid monthly. The main home is 3 bedrooms, 3 bathrooms, new deck, spacious yard, and updated appliances. The 1 bedroom unit has a nice enclosed porch, adding seasonal living space, and has been renovated. There is also storage space above that could be added to this unit. In the last 10 years, the roof, windows, and heating system were all updated. In the last 2 years, a new hot water heater, appliances and gutters have been done. This is as move in ready as any home could be! And, let's not forget the additional lawn mower /toy garage and detached oversized 1 car garage. Easy Route 5 access to I-91.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

MLS Number 5009762

• Multifamily
• Units 2
• Bathroom 4
• Acreage 0.78
• Square Feet 2,656

This property is the perfect fit if you are new to home ownership and would like to have a portion of your mortgage paid monthly. The main home is 3 bedrooms, 3 bathrooms, new deck, spacious yard, and updated appliances. The 1 bedroom unit has a nice enclosed porch, adding seasonal living space, and has been renovated. There is also storage space above that could be added to this unit. In the last 10 years, the roof, windows, and heating system were all updated. In the last 2 years, a new hot water heater, appliances and gutters have been done. This is as move in ready as any home could be! And, let's not forget the additional lawn mower/toy garage and detached oversized 1 car garage. Easy Route 5 access to I-91.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

MLS Number 5011948

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 3
• Bathroom 2

Don't scroll past this listing without flipping through all the pictures! This turn-key 1988 ranch with a full concrete basement and attached garage in a quiet cul-de-sac neighborhood located in Windsor, Vermont is calling your name! Move right in with ease as the property is available now. Live comfortably on the main level with three bedrooms and two full bathrooms, plus the downstairs has high ceilings and represents a lot of potential future finished living space, if you need room to grow. Brand new appliances in the kitchen still have the tags on them. The private back deck leads to a side entrance to the garage and through to the basement, which conveniently connects back up to the main level. Primary suite with private bathroom. Plenty of parking for your guests. Recent upgrades include new bathroom vanities, toilets, flooring and fresh paint. Close to Interstate 91 and 15 minute commute to White River and West Lebanon where you can run errands. Easy access to the highway to zip down to Boston and New York City. Dartmouth Hitchcock Hospital with a trauma center is within 30 minutes. Close to many dining options, retail shopping, outdoor adventures on the Connecticut River, a historic downtown area, colleges, airports, breweries, distilleries, dispensaries, country clubs, golf courses, Mt. Ascutney, and all the things! Don't delay, set up a viewing today.

Listed by Krista Harness of Green Light Real Estate

MLS Number 5008240

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 4
• Bathroom 2

Charming Cape with a spacious L addition and attached barn with storage above. Features include 3 bedrooms and a full bath upstairs, and a bedroom with a half bath on the first floor (just needs a door). Enjoy a 22x12 front living room with beautiful old wood floors, a remodeled kitchen with newer stainless appliances and a walk-in pantry, and a sunny dining room with built-ins. The private, large fenced-in backyard is perfect for entertaining with a patio and gazebo. Beautiful plantings surround the home. Cedar shake siding, a roof updated in 2015, hot air heat, and a new hot water heater from last year. Delayed showing until Friday 9th, Open house Saturday from 10:00 to 12:30

Listed by Deb Roberts and Jenna Luce of RE/MAX Upper Valley

MLS Number 5006169

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 2
• Bathroom 2

Come check out this very cute diamond in the rough! This home offers 2 good sized bedrooms with huge closets and a primary with a deck off the bedroom, as well as potential for a en suite bathroom....Several possibilities for the downstairs as well....Along with a 2 car garage with possible furnace hook up and its own electrical panel. This property is convenient to in town amenities and all that Windsor has to offer!

Listed by Jenn Boyer of Coldwell Banker Homes Unlimited

MLS Number 5002505

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 6
• Bathroom 2

Amazing opportunity to easily convert this 6 bedroom duplex into a single family home! Or, have a perfect in-law apartment. Great location across the street from Windsor High School and backing to Lake Runnemede! The yard has mature shade trees. With a little clearing, you may be able to have views of Lake Runnemede which is just down the hill from the house. There is a narrow strip of park land between the house and the lake. This home has strong bones, feels solid, and has level flooring which is rare for homes of this age. It is a tremendous value with so much potential - it just needs some cosmetic work to bring it up to date. There are hardwood floors under all carpeting with the exception of the 17' bedroom over the garage which is an addition. Deeded access to shared driveway. Downtown shops and restaurants are just a short .3 mile walk on sidewalks. Convenient location just 20 miles to both Lebanon and Hanover, NH. Mt. Ascutney Hospital is less than a mile. Nature enthusiasts will love easy access to the 5 miles of trails at Paradise Park just a half mile away. Neighboring Lake Runnemede is a birding hotspot with over 215 species of birds sighted and beautiful Mill Pond is just 1 mile. So many amenities for such a low price!

Listed by Lisa Friedman of Great American Dream Realty

MLS Number 5002501

• Multifamily
• Units 2
• Bathroom 2
• Acreage 0.12
• Square Feet 2,392

Amazing opportunity to own a 6 bedroom duplex across the street from Windsor High School and backing to Lake Runnemede! Live in one side while collecting rental income from the other. Right side has 4 bedrooms, an extra large 20' kitchen, large living room, and garage. Left side has 2 bedrooms, living room, dining room, and eat in kitchen. Both units have large basement storage spaces with exterior access to the yard. The yard has mature shade trees. With a little clearing, you may be able to have views of Lake Runnemede which is just down the hill from the house. There is a narrow strip of park land between the house and the lake. This home has strong bones, feels solid, and has level flooring which is rare for homes of this age. This home is a tremendous value with so much potential - it just needs some cosmetic work to bring it up to date. There are hardwood floors under all carpeting with the exception of the 17' bedroom over the garage which is an addition. Deeded access to shared driveway. Separate utilities. Downtown shops and restaurants are just a short .3 mile walk on sidewalks. Convenient location just 20 miles to both Lebanon and Hanover, NH. Mt. Ascutney Hospital is less than a mile. Nature enthusiasts will love easy access to the 5 miles of trails at Paradise Park just a half mile away. Neighboring Lake Runnemede is a birding hotspot with over 215 species of birds sighted and beautiful Mill Pond is just 1 mile. So many amenities for such a low price!

Listed by Lisa Friedman of Great American Dream Realty

MLS Number 4992919

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 3
• Bathroom 2

Spacious and affordable 3-story dwelling in Windsor. Buy it as a starter home, or take the opportunity for renovation and rental or resale. Pleasant stone landscaping in the yard. A kitchenette is found in the 3rd floor apartment (perhaps a rental unit or an in-law suite?) There's proximity to shopping (including a fine glass store, brewery, distillery, and jam shop), Amtrak, Mount Ascutney Hospital, and across the street from the Connecticut River!

Listed by Zachary Zupan of EXP Realty