Devil's Den Real Estate

Devil's Den Real Estate

Welcome to Devil's Den, a hidden gem nestled in the picturesque town of Weston, Connecticut. This enchanting neighborhood is renowned for its stunning natural beauty and tranquil atmosphere, making it an ideal place for families, nature enthusiasts, and anyone seeking a serene lifestyle away from the hustle and bustle of city life.

Devil's Den is home to the largest nature preserve in Fairfield County, offering over 1,700 acres of lush woodlands, rolling hills, and pristine trails. Whether you're an avid hiker, a birdwatcher, or simply someone who enjoys leisurely strolls amidst nature, the preserve provides a perfect backdrop for outdoor activities. The trails wind through diverse ecosystems, featuring picturesque streams and an abundance of wildlife, ensuring that every visit feels like a new adventure.

The community is characterized by its charming homes, many of which boast spacious yards and stunning views of the surrounding landscape. With a strong emphasis on family values and a close-knit atmosphere, Devil's Den is a place where neighbors become friends and children can thrive in a safe environment.

Education is a top priority in Weston, with highly rated schools that foster a love for learning and provide excellent resources for students. Residents enjoy a variety of local amenities, including boutique shops, artisanal eateries, and community events that bring everyone together.

In Devil's Den, you're not just buying a home; you're investing in a lifestyle rich in natural beauty and community spirit. Discover the charm of this remarkable neighborhood and experience the perfect blend of tranquility and convenience in Weston, CT.

Newest Listings in Devil's Den

$2,189,000
5 Beds 5 Baths ACTIVE Status 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 ACTIVE Status 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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