Devil's Den Homes for Sale

Devil's Den Homes for Sale

Welcome to Devil's Den, a hidden gem nestled in the heart of Weston, Connecticut. This enchanting neighborhood boasts a unique blend of natural beauty and suburban charm, making it an ideal place for families and nature enthusiasts alike. Known for its picturesque landscapes, Devil's Den is surrounded by lush greenery, serene woodlands, and breathtaking views, offering residents a tranquil escape from the hustle and bustle of city life.

The area is home to the renowned Devil's Den Preserve, a sprawling 1,700-acre nature reserve that features miles of hiking trails, diverse wildlife, and stunning vistas. Whether you're an avid hiker, a birdwatcher, or simply someone who appreciates the peace of nature, this preserve is a treasure trove waiting to be explored. The neighborhood's commitment to preserving its natural surroundings creates an inviting atmosphere where outdoor activities abound.

In addition to its natural allure, Devil's Den offers a range of beautiful homes for sale, catering to various tastes and lifestyles. From charming colonial-style residences to modern architectural masterpieces, there’s something for everyone. Each property is thoughtfully designed, often featuring spacious yards, elegant interiors, and easy access to local amenities. Families will appreciate the top-rated schools in the Weston district, ensuring a quality education for their children.

With its perfect blend of nature, community, and real estate opportunities, Devil's Den is not just a neighborhood; it's a lifestyle. Explore the homes for sale today and discover the enchanting charm that makes Devil's Den a place you’ll be proud to call home.

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

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