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

$2,189,000

5 Beds ⋅ 5 Baths ⋅ 24202562 MLS

The New Sensation! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace & sun solarium overlooking beautiful pool & grounds. The light & bright dining room w/ sliders to a private deck also flows into the spectacular kitchen. Your friends & family will love being entertained in this fabulous space w/ huge center island w/ five burner cook top & 2 sinks, 6 burner Viking range as well as two additional wall ovens (one w/ a pizza stone), 2 dishwashers, huge side by side Subzero, walk-in pantry, fireplace, built-ins & eat-in dining area leading to multi-tiered decking & heated in ground pool and pavilion. The main level of the home also includes lovely guest quarters w/ensuite bath & large closet. The light filled sunken Primary bedroom has fireplace, walls of glass for viewing spectacular sunrises, dual walk in closets & large bath w/spa tub & walk-in shower. The 2nd floor offers 2 bedrooms w/ bath & a bonus room (playroom, music room etc).The full walkout lower level boasts pool cabana, media room,full bath, office, workout space, large cedar closet & flexible spaces for 5th BR. All of this & so much more just minutes to Weston school campus & town center!

36 Old Orchard Dr, Weston

$2,250,000

4 Beds ⋅ 6 Baths ⋅ 24201533 MLS

Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open floorplan that seamlessly connects the main living areas, making it ideal for entertaining. It features four generously sized bedrooms, each with its own private bathroom. The main level includes a large living room and a den each with a fireplace and river views, an elegant dining room, and a family room off the expansive kitchen--all flowing effortlessly from one to the next. There is a second story great room with oversized windows and beautiful views. This bright and airy room with cathedral ceilings and a full bathroom can easily be converted into a fifth bedroom. Just outside, your own private oasis awaits--an expansive deck overlooking the river, scenic landscaping, and a stone patio with gunite pool--perfect for summer relaxation or entertaining under the stars. In addition to the numerous recent improvements to the key systems of the home, the driveway has been redone and the house has been painted on the interior and exterior. Whether you're looking for a peaceful retreat or a forever home, this extraordinary property offers an unparalleled lifestyle in an idyllic setting.

6 Old Orchard Dr, Weston

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 24196609 MLS

Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while bordering a serene nature preserve. A winding, tree-lined driveway leads past flowering cherry trees, a private electronic gate, and a lighted tennis court before unveiling the home's breathtaking contemporary design. Conceived by the renowned Leroy Street Studio of Manhattan, the approximately 8,500-square-foot residence draws inspiration from the art of folded geometry. Sculptural cube-like forms create dramatic ceiling heights, expansive walls of glass, and light-filled interiors that effortlessly blur the distinction between indoor and outdoor living. At the heart of the home is the spectacular Glass Great Room, inspired by I.M. Pei's iconic Louvre Pyramid. Enclosed by glass on three sides, this extraordinary space opens onto an expansive terrace overlooking one of two cascading waterfalls within the estate's nationally recognized koi sanctuary. Designed for both sophisticated everyday living and grand-scale entertaining, the residence offers:

10 Dragonwood Ln, Weston

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