Timber Trails Real Estate

Timber Trails Real Estate

Welcome to Timber Trails, a hidden gem nestled in the serene town of Sherman, Connecticut, within the picturesque Fairfield County. This charming neighborhood offers a unique blend of natural beauty and community spirit, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Timber Trails is characterized by its lush woodlands, rolling hills, and tranquil lakes, providing residents with ample opportunities for outdoor activities. Whether you enjoy hiking, fishing, or simply taking leisurely strolls, the area’s scenic trails and pristine nature reserves invite you to explore the great outdoors. The nearby Candlewood Lake, Connecticut's largest lake, is perfect for boating, swimming, and picnicking, ensuring that every day can feel like a vacation.

The community itself is tight-knit, with friendly neighbors and a welcoming atmosphere. Local events, farmers' markets, and seasonal festivities foster a sense of belonging and make it easy to forge lasting friendships. Families will appreciate the top-rated schools in the region, which emphasize academic excellence and community involvement.

Sherman's charming downtown area is just a short drive away, offering quaint shops, delightful eateries, and essential services. With easy access to major highways, residents can enjoy the tranquility of Timber Trails while still being within reach of urban conveniences and attractions in nearby towns.

Discover the elegance of Timber Trails, where nature meets community, and make this enchanting neighborhood your new home!

Newest Listings in Timber Trails

$1,295,000
6 Beds 6 Baths 24202896 MLS
Tucked back from the road behind a privacy screen of mature evergreens on almost an acre and a half of level property, is the c. 1862 Charles A. Briggs House-famously known as the Timber Trails Inn of the early 1900s. This historic Sherman landmark has been thoughtfully modernized to pair 19th-century soul with 21st-century luxury. Antique wide-board floors, authentic exposed beams, and original working fireplaces are perfectly juxtaposed by modern upgrades, including a new steam boiler and newly installed multi-zone HVAC system with heat pump technology-painstakingly fitted to preserve historical details-and a new 26kw whole house standby generator. A timeless center-hall colonial with over 4,200 square feet of living space, this 6-bedroom, 5 1/2-bath home has all the classic features you'd expect to find, from the oversized living room, private study, double staircases and formal dining room to the original blown glass windows, ornate trim, and cast-iron radiators. But you'll be pleasantly surprised to also discover a modern chef's kitchen outfitted with premium appliances, not one, but two en-suite bedrooms, a large main-level media/rec room, and a heated/cooled, semi-finished walk-up attic-the perfect art studio, workout space, or storage haven. A wall of windows in the open-concept kitchen/sunroom overlooks a backyard oasis featuring a bluestone patio, outdoor shower, and a heated saltwater Gunite pool with an automatic cover and new propane heater.

201 Rte 37 S, Sherman

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.