$306,565Average Value$171Average Price per Sq Ft0Homes For Sale
History and an outdoor lifestyle in Windsor, Vermont
Located in the shadow of Mount Ascutney and on the banks of the Connecticut River, which separates Vermont from New Hampshire, Windsor is a township of about 3,500 residents as of the 2020 census. Known as the “birthplace of Vermont,” it's where the Constitution of the Vermont Republic was signed in 1777; Vermont would become a U.S. state in 1791. Windsor remained the state capital until 1805. Now, the area is known for for a mix of outdoor recreation opportunities, shops and restaurants in its small downtown area — and for a unique fall festival. Starting in 2020, Windsor and surrounding townships saw an influx of younger residents who moved to the area during the COVID-19 pandemic to work remotely. “It’s a very doable lifestyle for a lot of people,” says Danny Kogut, an associate broker with Williamson Group Sotheby’s International Realty who has 15 years of local real estate experience. “That’s what we’re seeing lately, in the years since COVID.”
History is around every corner in the city of Windsor.
Golfers of Windsor tee it high and let it fly at John P. Larkin Country Club.
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Varied styles, older builds and expansive country lots
Homes in and around the small downtown can cost between $110,000 and $430,000, depending on size, age and level of restoration needed. Some homes in this central area date from the late 1700s or mid-1800s, while others were built in the 1930s through the 1950s. Cape Cods and ranch-style homes are tucked along Ascutney Street as it heads south out of town. Half-stories line small streets near the Connecticut River. Ranch-style homes on well-kept lawns sit amid tall trees on Huntington and Channing drives, just north of the downtown area. Many homes have outbuildings, and some offer attached garages. Out in the country, where lots can include dozens of acres of land, homes lurk among dense woods or sprawl near open farmland, and prices can range from around $820,000 to $1.3 million. Windsor holds a CAP Index Crime Score of 2, lower than the national average of 4.
New England homes line a quiet street in Windsor.
Cape Cod homes dot the landscape all across Windsor.
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Paradise Park, Mount Ascutney, many trails and river access
Outdoor recreation is a vital component of Windsor’s character. Paradise Park, in Windsor Town Forest, offers several trails around Lake Runnemede and through forests and wetlands. South of town, Mount Ascutney has undergone a volunteer-based revival. “Now there’s a J-Bar lift, a rope tow and a tubing run,” Kogut says. “All your neighbors are there volunteering.” Southeast Vermont offers a large network of trails, some of which cut through private land. “As long as you recreate responsibly, you can walk the trails through private land,” Kogut says. “It’s pretty nice to have right outside your door.” Great River Outfitters offers canoe and kayak tours and rentals on the banks of the Connecticut. The outfitter is also home to the Path of Life Sculpture Garden.
Well-maintained paths give visitors to Paradise Park easy access to Lake Runnemede in Windsor.
Windsor bikers size up the jumps at the bike park on Mount Ascutney.
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Downtown shops and eateries, Artisans Park and Brownsville Butcher & Pantry
While small, Windsor’s downtown area has more to it than many other nearby townships. Artisans Park, just north of the downtown and near Great River Outfitters, is home to Harpoon Brewery’s second location outside Boston, Silo Distillery, as well as Blake Hill Preserves and the Vermont Farmstead Cheese Company Market. Windsor Station Restaurant and Barroom serves pasta and craft cocktails in an old train depot. “The train comes right by the window every hour," Kogut says. "They left everything intact, so you really feel like you’re in a train station.” Price Chopper has groceries along U.S. Route 5. In the next town over, Brownsville Butcher & Pantry in West Windsor is a destination for its market, menu and community space in a former general store. “It’s all just community,” Kogut says. “You know everybody there.”
Residents of Windsor update their wardrobes with new threads from Cassie's Resale Boutique.
After a day of hiking and biking Mount Ascutney, Windsor residents enjoy a cold beverage from Brownsville Butcher & Pantry.
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Autumn Moon Festival and an all-season farmers market
Windsor’s Autumn Moon Festival, formerly known as Moon Dance, has been an annual event for over two decades. It fills downtown with live music, magic, educational activities, a pumpkin carving contest, kids' activities, vendors and a beer garden. The Windsor Farmers Market runs year-round, moving indoors during colder months.
Windsor School serves pre-kindergarten through 12th grade
Students in Windsor can attend Windsor Southeast Supervisory Union, of which Mount Ascutney School District is a part. Windsor School serves grades from pre-kindergarten through 12th and earns a C-plus grade from Niche. Students from other townships join Windsor School from grades nine through 12. High school seniors participate in the capstone program, in which students complete a self-directed research project and publicly exhibit their work.
Kids make friends that will last a lifetime at the Windsor School.
Students are eager to learn as soon as they walk through the doors at the Windsor School.
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Interstate 91 and Amtrak connect Windsor to surrounding areas
Interstate 91 runs near the downtown area’s western edge. U.S. Route 5 follows the river and cuts through downtown, becoming Main Street. Vermont Routes 12 and 44 are other significant roads. Claremont, New Hampshire, is about 10 miles away. Burlington International Airport is about 100 miles away. Windsor has daily Amtrak service, with the Vermonter stopping at Windsor-Mt. Ascutney Station. Mt. Ascutney Hospital is about a mile from the downtown area near I-91.
The Amtrak train makes a daily trip from Windsor to Washington D.C.
Public transportation helps Windsor residents move around the city easily.
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Written By
Ty Phelps
Photography Contributed By
Shawn Miller
Video By
Francisco de la Vera
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GreatSchools:
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On average, homes in Windsor, VT sell after 68 days on the market compared to the national average of 70 days. The median sale price for homes in Windsor, VT over the last 12 months is $281,500, down 11% from the median home sale price over the previous 12 months.
Brimming with character and thoughtful upgrades, this lovingly maintained turnkey Colonial offers the perfect balance of rural New England charm and everyday convenience. Enjoy serene pastoral views from cozy living spaces, and a functional kitchen enhanced with tasteful improvements. Expansive yard spaces provide endless possibilities—garden, play, or host memorable gatherings with friends and
Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont’s natural beauty while being just minutes from town amenities, schools, and I-91.Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed
PRICE REDUCTION! Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is perfect for those who appreciate historic charm and are ready to make it their own. Inside, you’ll find a welcoming layout and abundant natural light. The first floor features a full bathroom, laundry, spacious living and dining
Brimming with character and thoughtful upgrades, this lovingly maintained turnkey Colonial offers the perfect balance of rural New England charm and everyday convenience. Enjoy serene pastoral views from cozy living spaces, and a functional kitchen enhanced with tasteful improvements. Expansive yard spaces provide endless possibilities—garden, play, or host memorable gatherings with friends and
Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont’s natural beauty while being just minutes from town amenities, schools, and I-91.Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed
PRICE REDUCTION! Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is perfect for those who appreciate historic charm and are ready to make it their own. Inside, you’ll find a welcoming layout and abundant natural light. The first floor features a full bathroom, laundry, spacious living and dining
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
