Devil's Den Homes for Sale

Welcome to Devil's Den, a hidden gem nestled in the picturesque town of Weston, Connecticut. This enchanting neighborhood is renowned for its lush landscapes, serene environment, and a strong sense of community. With its proximity to the stunning Devil's Den Preserve, residents enjoy easy access to over 1,700 acres of unspoiled wilderness, offering an array of outdoor activities such as hiking, birdwatching, and nature photography. The preserve’s winding trails and tranquil settings make it a perfect escape for nature lovers and families alike.

Devil's Den exudes a charming suburban vibe, characterized by beautiful tree-lined streets and an array of stunning homes. The architecture here reflects a blend of contemporary designs and classic New England styles, providing an inviting atmosphere that appeals to a variety of tastes. Whether you’re looking for a sprawling estate or a cozy cottage, Devil's Den has something for everyone. Homes for sale in this neighborhood often feature spacious yards, modern amenities, and proximity to top-rated schools, making it an ideal choice for families seeking a nurturing environment.

Living in Devil's Den means enjoying the best of both worlds: a peaceful retreat away from the hustle and bustle of city life, yet conveniently located near shopping, dining, and cultural attractions in Weston and nearby Fairfield County. With its exceptional community spirit and beautiful surroundings, Devil's Den is more than just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the enchanting lifestyle that awaits you in this delightful neighborhood!

Newest Devil's Den Homes for Sale

$2,995,000

4 Beds ⋅ 6 Baths ⋅ 24176936 MLS

Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

22 Pent Rd, Weston

$1,300,000

3 Beds ⋅ 2 Baths ⋅ 24147378 MLS

The Oasis at Richmond Hill is a rare mid-century modern retreat nestled at the end of a quiet cul-de-sac in Weston. Set on 2 acres of landscaped grounds bordered by towering spruce, elms, and rhododendrons, this 1956 residence offers a seamless blend of architecture and nature. Inspired by the Harvard Five, its design features clean lines, warm materials, and walls of glass that frame the changing seasons. A dramatic stone fireplace anchors the main living space, while French doors from the granite-appointed kitchen open to a stone terrace overlooking tiered lawns and a gunite pool with cabana. A winding path leads through mature gardens to the pool, creating a private, resort-like setting perfect for entertaining. The home offers three bedrooms and two full baths, including a serene primary suite with en-suite bath, private deck, and tranquil views. Custom built-ins in the secondary rooms allow for flexible use as bedrooms, offices, or studios. Additional highlights include central air, updated systems, and a detached garage once used as an artist's studio. Located near nature preserves, walking trails, and Weston's beloved dog park, this property offers a rare opportunity to live within architecture - not just inside it.

17 Richmond Hill Rd, Weston

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