Devil's Den Homes for Sale

Welcome to Devil's Den, a hidden gem nestled in the picturesque town of Weston, Connecticut, within the charming Fairfield County. This enchanting neighborhood combines the tranquility of nature with the comforts of suburban living, making it a perfect retreat for families and nature enthusiasts alike.

Devil's Den is renowned for its stunning landscapes and rich biodiversity, with the Devil's Den Preserve offering over 1,700 acres of scenic trails, lush woodlands, and serene ponds. Residents enjoy easy access to hiking, birdwatching, and outdoor activities that allow them to immerse themselves in the beauty of the great outdoors. The neighborhood is also conveniently located near Weston’s top-rated schools, making it a fantastic choice for families seeking an excellent education for their children.

The homes for sale in Devil's Den reflect the charm and character of this unique community. From sprawling estates to cozy single-family homes, the architectural styles are diverse, offering something for everyone. Many properties feature expansive yards, perfect for entertaining or simply enjoying the peaceful surroundings. With a strong sense of community and friendly neighbors, Devil's Den provides a welcoming atmosphere that makes you feel right at home.

As you explore the real estate opportunities in Devil's Den, you’ll discover not just a house, but a lifestyle enriched by nature, community, and a strong sense of belonging. Whether you're looking for a serene retreat or a vibrant family home, Devil's Den is ready to welcome you to its enchanting embrace. Come experience the magic of this remarkable neighborhood and find your dream home today!

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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.