$503,578Average Value$278Average Price per Sq Ft21Homes For Sale
A hidden residential gem in the Quiet Corner of New England
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. Transplants and visitors from across the Northeast, particularly New York, head to the sprawling estate homes and vacation rentals amid the dairy farms and wineries of this rural community, anchored by a wide variety of established housing that is affordable enough for the average homeowner seeking natural beauty and seclusion rather than an exhilarating urban lifestyle. This tranquil town of fewer than 8,000 is located in the Quiet Corner, a segment of northeastern Connecticut known for its distance from any major cities.
Woodstock sign that tells it's neighborhood's story.
Pre-Railroad homes can be found easily in the Woodstock neighborhood.
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From cozy Cape Cods to sprawling estate homes
Homes are spread out among Woodstock’s large land area, which ranks second among Connecticut towns. Cozy Cape Cods and larger Colonial Revival homes are prominent among the town’s established housing, while new construction often features the traditional window-heavy facades of the Colonial Revival style. Ranch-style homes and contemporary custom designs also can be found among housing typically priced from the high $200,000s to more than $2 million. The median lot size is nearly 2 acres, although numerous homes occupy sprawling lands of 50 to 100 acres. Lavish estate homes on the high end of the price range can offer unique features such as their own airfield or medieval moat. Waterfront homes built along the town’s collection of lakes and large ponds are common as well. The average home value of just over $450,000 is more than $100,000 higher than the Windham County average.
The Olde Pineapple that blends in with Woodstock's National homes.
Colonial homes are common in Woodstock.
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Top-notch private education is free for Woodstock high schoolers
The Woodstock School District comprises Woodstock Elementary and Woodstock Middle, both B-minus-rated schools by Niche. Most high schoolers attend The Woodstock Academy, an A-minus-rated private college preparatory school that’s free for Woodstock residents. Founded in 1801, the academy serves approximately 1,100 students from Woodstock and five other surrounding towns. It offers more than 20 Advanced Placement courses among a curriculum of more than 230 courses and features the state-of-STEAM Center and Loos Center for the Arts.
Families from all over the country move to Woodstock for it's infamous Woodstock Academy.
Welcome to Woodstock Middle School in Woodstock.
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Water, water everywhere provides plenty of recreation
Woodstock’s parks make the most of the town’s many lakes and ponds. For example, Crystal Pond Park encourages visitors to bring their kayaks and canoes to paddle around the waterway, 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 youth baseball games are contested on the baseball field. Residents can swim Muddy Pond at Town Beach, although there are no lifeguards. The pond can be fished, and small watercraft are allowed. Golfers can enjoy a relaxing couple of hours on the links at Harrisville Golf Course’s public 9-hole layout.
Kayakers and canoers can paddle across the water at Crystal Pond Park.
Woodstock Town beach can also be a great spot for a family picnic with great views.
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A contemporary destination for antiquing
Antique shops and fresh food marketplaces define Woodstock’s business sector. Locals and tourists frequent the remote boutiques and emporiums spread across town. 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 medical center is UMass Memorial-Harrington Hospital 10 miles away.
Woodstock is infamous for its antique shop like Scranton's Shops.
Rusty Relic can easily be found by using one of their classic trucks as signage.
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Roseland Cottage: A venue fit for a president
Taylor Brooke Winery hosts gatherings and celebrations several times a week throughout the year, from indoor cornhole matches to live musical 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.
Built in 1846, Roseland Cottage today hosts an annual arts festival in Woodstock.
Roseland Park barn can be used for events.
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Boston, Worcester, Hartford within 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 path to Worcester, Mass., 30 miles to the north, Boston, 70 miles to the northeast and Hartford, Conn., 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.
Crime
The town enjoys the CAP Index’s lowest possible crime rate, scoring a 1-out-of-10.
Photography Contributed By
Jack Lourenco
Interested in learning more about homes in this area?
Reach out to
Rob Rosa,
an experienced agent in this area.
On average, homes in Woodstock, CT sell after 52 days on the market compared to the national average of 52 days. The median sale price for homes in Woodstock, CT over the last 12 months is $475,000, up 12% from the median home sale price over the previous 12 months.
Welcome home to this classic Colonial nestled on a 2-acre country lot in desirable Woodstock! Built in 2004, this spacious 2,016 sq. ft. home offers 3 bedrooms, 2.5 baths, and a layout designed for comfortable everyday living. The main level features a bright living room, formal dining area, and a large kitchen ready for your personal touch. Upstairs, you'll find three generous bedrooms including
Nestled on a picturesque 1.75-acre lot in the heart of Woodstock, Connecticut, this lovingly maintained 3-bedroom, 2-bathroom Cape offers the perfect blend of country charm and modern convenience. The first-floor primary bedroom features an ensuite bath and laundry, providing ideal single-level living. Two additional bedrooms and a full bath upstairs offer ample space for family or guests. A
Discover a timeless blend of history and modern comfort at 71 Rawson Road, a lovingly modernized 1800s Colonial-style farmhouse located off a serene country road in Woodstock, CT. This distinguished "gentleman's farm" encompasses 1,887 sq ft of living space with 4 well-appointed bedrooms and 2 1/2 baths-perfectly poised for today's lifestyle while retaining classical New England charm. Step
Welcome home to this classic Colonial nestled on a 2-acre country lot in desirable Woodstock! Built in 2004, this spacious 2,016 sq. ft. home offers 3 bedrooms, 2.5 baths, and a layout designed for comfortable everyday living. The main level features a bright living room, formal dining area, and a large kitchen ready for your personal touch. Upstairs, you'll find three generous bedrooms including
TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered
No Pets. Quaint 1800s Antique Home for Rent. Step back in time with this charming 2-bedroom, 1-bath antique home that blends character and comfort. A mini-split system on the main level provides efficient heating and cooling, and a mini-split system will also be installed on the upper level, which includes the two bedrooms. If you appreciate the warmth and charm of a true New England antique,
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.
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