$506,205Average Value$265Average Price per Sq Ft11Homes For Sale
A secluded New England retreat worth seeking
When successful New York businessman Henry Bowen built a pink summer home in the countryside of Woodstock, he started a trend that continues in the Connecticut town today. Visitors and transplants from across the Northeast, particularly New York, head to the vacation rentals and sprawling estates dotted among the dairy farms and wineries of this rural community. Woodstock lies in the Quiet Corner, the segment of northeastern Connecticut known for its distance from any major cities. Natural beauty and seclusion, rather than an exhilarating urban lifestyle, draw residents to Woodstock, explains Michael Deyorio. Deyorio is a Realtor at CR Premier Properties who moved to Woodstock in 1979. “It’s a long road to get anywhere, but people like that. I drive an hour to work just to live in Woodstock.”
In some situations homes can be found surrounded by green fields in Woodstock.
Woodstock sign that tells it's neighborhood's story.
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Lakeside homes and countryside retreats in Woodstock
Homes are spread out among Woodstock’s large land area, which ranks second among Connecticut towns. The median lot is nearly two acres, though numerous homes occupy estates of 50 to 100 acres. Some of these lavish retreats come with their own airfield or medieval moat and cost upward of $2 million. Woodstock’s housing market has attracted a few actors over the years, including the late Carroll Spinney, who played Big Bird on Sesame Street for nearly 50 years. Waterfront homes are common as well, built along Woodstock’s collection of lakes and large ponds. The average home value is roughly $430,000, $100,000 more than the average value across Windham County. “It’s somewhat expensive to live here, but it’s worth it,” Deyorio says.
Row of modern traditional homes are spread out in Woodstock.
Colonial homes are common in Woodstock.
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Waterfront fun at Crystal Pond and Roseland Lake
Woodstock’s parks make the most of the town’s peppering of lakes and ponds. For example, Crystal Pond Park encourages visitors to bring their kayaks and canoes to paddle around Crystal Pond, nearly as expansive as a lake. The park is open year-round, with boating and swimming in the warm months transitioning to ice skating and cross-country skiing in the winter. Though Roseland Park rests on the shore of Roseland Lake, swimming isn’t allowed. Instead, paddlers skim across the surface of the lake while kids frolic on the playground and little league games play out on the baseball field.
Kayakers and canoers can paddle across the water at Crystal Pond Park.
Swimming isn't allowed at Roseland Lake, but it's popular for walks and paddling.
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Woodstock Academy offers top-notch education
Students enrolled in Woodstock Public Schools can take classes at two campuses in the community: Woodstock Elementary School and Woodstock Middle School, both of which get Niche grades of B-minus. Most high schoolers attend The Woodstock Academy, an A-minus-rated private school that’s free for Woodstock residents. Founded in 1801, The Woodstock Academy offers 22 Advanced Placement courses and chances to travel to countries including Peru and Switzerland.
A 200-year-old private school, Woodstock Academy tuition is free for town residents.
Woodstock Middle School gets a Niche grade of B-minus.
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Built in 1846, Roseland Cottage today hosts an annual arts festival in Woodstock.
Roseland Cottage: A venue fit for a president
Taylor Brooke Winery hosts gatherings and celebrations several times a week all year, from indoor cornhole matches to live music performances. Of course, the vineyard’s wines often are incorporated into events, such as the December Sip & Shop Holiday Market. Roseland Cottage, Henry Bowen’s Gothic Revival estate visited by four U.S. presidents, hosts 150 artisans from across New England at the annual Roseland Cottage Fine Arts & Craft Festival.
Boston and Worcester in reach
Seclusion is part of Woodstock’s appeal, but it’s a simple drive to several New England cities. Highways such as Connecticut Routes 169 and 171, as well as nearby Interstate 395, put drivers on the paths to Worcester 30 miles to the north; Boston, 70 miles to the northeast; or Hartford, 45 miles west. Travelers can catch planes at Rhode Island T.F. Green International Airport. 40 miles away in Warwick, but Boston Logan International Airport offers more flight options.
A Connecticut antiquing destination
Antique shops and fresh food marketplaces define Woodstock’s business sector. Locals and tourists frequent the remote boutiques and emporiums spread across town, says Deyorio, who also serves as vice president of the Woodstock Business Association. They shop for vintage furniture at The Rusty Relic, browse antique home décor at The Olde Pineapple and pick up beef or milk straight from the farm at Elm Farm’s Farm to Table Market. Fruits and vegetables are on sale at Woodstock Orchards produce market, but residents need to drive to the town of Putnam to shop at a supermarket, such as Price Chopper. The nearest full-service hospital is UMass Memorial-Harrington Hospital, 10 miles away.
After shopping at Farm to Table Market, say hello to the farm's cows.
Farm-fresh milk, cheese and meat are for sale at Farm to Table Market.
Rusty Relic sells vintage furniture and other antiques in Woodstock, Connecticut.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Interested in learning more about homes in this area?
Reach out to
Kristopher Tramont,
an experienced agent in this neighborhood.
Parks in this Area
Putnam Rotary Park
Town Beach
Boating
Fishing
Picnic Area
Roseland Park
Basketball
Boating
Dog Park
Cabbage Hill Preserve
Hiking
Walking Paths
Crystal Pond Park
Boating
Disc Golf
Dog Park
Linda J. Rapoport Memorial Preserve
Trails
Hiking
Walking Paths
Transit
Airport
Worcester Regional
52 min drive
Crime and Safety
1 - Low Crime, 10 - High Crime
Outlying Woodstock
US
Homicide
1
4
Sexual Assault
1
4
Assault with Weapon
1
4
Robbery
1
4
Burglary
1
4
Motor Vehicle Theft
1
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Outlying Woodstock Demographics and Home Trends
On average, homes in Outlying Woodstock, Woodstock sell after 48 days on the market compared to the national average of 49 days. The median sale price for homes in Outlying Woodstock, Woodstock over the last 12 months is $425,000, down 6% from the median home sale price over the previous 12 months.
"Life is a Joy on Joy Road" Nestled in the heart of Woodstock, CT, this stunning 5.11-acre building lot offers the perfect balance of peaceful seclusion and easy access to modern conveniences. Surrounded by lush woodlands and gently rolling terrain, this property provides an idyllic setting for your dream home, offering privacy, natural beauty, and a connection to nature. Despite its serene
Location, location, location! Tucked away on a quiet scenic road just steps from historic Woodstock Hill and Woodstock Academy, this classic Colonial offers 2,682 sq. ft. of timeless charm on 1.6 acres-one of the most desirable and private settings in Woodstock. Inside, wide-plank oak floors, exposed beams, and two fireplaces create a warm and inviting atmosphere. The open kitchen and dining
Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates, a prestigious enclave of just eight finer homes nestled in one of Woodstock's most desirable settings. This 3,356 sq ft Colonial TO BE BUILT is thoughtfully designed for those seeking timeless sophistication, quality craftsmanship, and a connection to nature. With 18
Interested in learning more about homes in this area?
Reach out to
Kristopher Tramont,
an experienced agent in this neighborhood.
Average Home Value
Source: Public Records
Property Mix - Square Feet
This Neighborhood Has More Owners
Demographics
Total Population
5,891
Median Age
46
Population Density
1 person/acre
Population under 18
22.3%
On par with the national average
23.8%
Population over 65
21.3%
On par with the national average
19.1%
Finances
Median Household Income
$100,587
Significantly above the national average
$71,702
Average Household Income
$128,656
Education and Workforce
High School Graduates
96.9%
Above the national average
89.1%
College Graduates
46%
Above the national average
34.1%
Advanced Degrees
20.3%
% Population in Labor Force
71.7%
Weather
Annual Precipitation
44''
Average Winter Low Temperature
18°F
Average Summer High Temperature
82°F
Annual Snowfall
20''
Area Factors
Somewhat Bikeable
Bike Score®
10/ 100
Car-Dependent
Walk Score®
0/ 100
Source: Walk Score
Source: Walk Score
Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
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.
