Woodstock Homes with Cape Cod Style

Welcome to Woodstock, Connecticut—a picturesque town nestled in the heart of Windham County, where New England charm meets serene countryside living. Known for its rich history and vibrant community spirit, Woodstock offers residents a perfect blend of rural tranquility and modern conveniences. With its lush landscapes, scenic walking trails, and historic sites, this enchanting town is ideal for those seeking a peaceful yet engaging lifestyle.

One of the standout features of Woodstock is its stunning collection of Cape Cod-style homes. These iconic residences, characterized by their steep roofs, symmetrical facades, and inviting dormer windows, exude a timeless charm that captivates both residents and visitors alike. Cape Cod homes in Woodstock often feature warm wood accents, spacious interiors, and picturesque yards that seamlessly blend with the natural beauty of the area. Whether you’re sipping your morning coffee on a cozy porch or hosting a gathering in a sunlit living room, these homes offer a perfect backdrop for creating lasting memories.

Living in Woodstock means embracing a close-knit community, where local farmers' markets, quaint shops, and seasonal festivals bring neighbors together. The town’s commitment to preserving its natural beauty and historical heritage ensures that residents enjoy a high quality of life. With its enchanting landscapes and charming homes, Woodstock, CT, is not just a place to live but a place to thrive. Discover your dream Cape Cod-style home in this idyllic town and experience the magic of Woodstock for yourself!

Newest Woodstock Homes with Cape Cod Style

$698,900

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193568 MLS

Enjoy Lake Living in Woodstock's Quiet Corner at Quasset Lake! Welcome to this beautifully landscaped 2-3 bedroom, 2.5-bath home in the desirable Quasset Lake community, where lake living and year-round recreation await. Located directly across the street from the association's private boat launch and deeded lake/beach access, you'll enjoy convenient access to swimming, boating, kayaking, and fishing just steps from your front door. Designed for both everyday living and entertaining, the open-concept main level features a gourmet kitchen with a center island, fixed breakfast bar, and seamless flow into the dining area and family room. A stunning floor-to-ceiling, double-sided fireplace creates a warm and inviting atmosphere, serving both the family room and the first-floor primary suite. The spacious primary bedroom includes a full en-suite bath and a private sauna and standup tanning booth, offering the perfect retreat after a day on the lake.

20 Loyola Rd, Woodstock

$650,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187780 MLS

Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

511 Perrin Rd, Woodstock

$1,275,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185273 MLS

This extraordinary waterfront estate on Chamberlain Lake offers a lifestyle rarely found in Connecticut. With 200ft of private lake frontage, this custom post-and-beam Cape was thoughtfully crafted using timber milled directly from trees harvested on the property, creating a residence that is as authentic as it is remarkable. A dramatic center chimney anchors the home, while wide-board pine floors, exposed beams, and walls of windows showcase breathtaking views. The primary suite features a private balcony overlooking the lake, two walk-in closets, and a spa-like bath. Generously sized rooms and oversized step-in closets throughout the home provide exceptional comfort and storage. A private entrance way will lead you to the lake to enjoy fishing, kayaking, canoeing, swimming and peaceful lake living await. Gather around the fire pits, enjoy the outdoor shower after a day on the water, or simply relax on the covered deck among professionally landscaped grounds. This exceptional property combines privacy, craftsmanship, recreation, and timeless New England beauty in one truly unforgettable offering.

95 Pole Bridge Rd, Woodstock

$1,450,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24177811 MLS

Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence offers over 6,000SF above grade plus an extensively finished lower level designed for entertaining and everyday comfort. The kitchen features granite countertops, a large center island, and abundant cabinetry. The first-floor primary suite includes tray ceilings, a spa-like bath with double sinks, a 2-person jetted tub, and separate shower. The finished lower level offers a completely unique atmosphere with a custom speakeasy-style bar, theater room, full bath, dog washing station, laundry area, and private office suite with 2 rooms and an additional full bath. An attached in-law apartment has its own bedroom, full bath, kitchen & loft/office area, and newly added white oak flooring. 4 oversized garage bays, 2 of which offer unfinished loft space above. Outside, enjoy the fenced inground pool area with beautifully updated landscaping & a pool house complete with plumbing, granite counters, half bath, & outdoor shower. Fiber internet with mesh nodes provides seamless connectivity throughout the house. A rare Woodstock Valley retreat where privacy, nature, and luxury come together.

1374 Rte 171, Woodstock

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