Devil's Den Homes for Sale

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

26 Pent Rd, Weston
$2,250,000
4 Beds ⋅ 6 Baths ⋅ 24208616 MLS
Gorgeous & Beautifully Renovated Riverfront Retreat along the western banks of the Saugatuck River bordering nearly 1,800 acres of protected nature at Devil's Den Preserve. This Craftsman-style home offers refined living, privacy & immersion in nature. Surrounded by a wildlife sanctuary, the property is a haven for cranes, hummingbirds, an occasional bald eagle & an abundance of native bird species creates a peaceful setting that feels worlds away while remaining close to everything. Renovated with attention to detail, the home blends Craftsman character with sophisticated modern amenities. Expansive windows bring the landscape indoors with tranquil views. A two-sided fireplace provides a dramatic focal point seen from both the living room & kitchen. One of the most distinctive spaces is the Family Room, affectionately known as the "Tree House". Perched among the treetops, this special retreat offers a spectacular view, a peaceful place to read, gather & enjoy each season from above the canopy. A wrap-around deck, heated Gunite pool, hot tub & firepit create spaces for entertaining & enjoying the natural beauty of the property. Updates include Hardie Board Siding, Anderson Windows, Radiant Heated Floors, New Boiler 2018, New Indirect Water Heater 2023, Updated Gunite Pool & Patio 2025, Leaded Copper Standing-Seam Roof, Whole Home Heavy Duty Generator, Exterior EV/RV Charging Station & more! Pls note seller's lender did NOT require flood insurance due to home's high elevation.

26 Pent Rd, Weston
36 Old Orchard Dr, Weston
$2,095,000
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
10 Dragonwood Ln, 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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