This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities, including an 18-hole, par-70 golf course, tennis courts, a heated swimming pool, fitness center, and both fine and casual dining options. Located just 60 miles from NYC, 45 miles from White Plains, and only minutes to the Wingdale Metro-North station, this property combines serenity with convenience. Enjoy Sherman's charming town center nearby, offering a library, parks, sandy beach, town boat slips, and easy access to Candlewood Lake. A builder is available to discuss custom home designs that integrate seamlessly with this stunning setting.
Build your dream home or escape to pure privacy, just one mile from the New York line. Tucked deep into nature, this approved 1.02-acre building lot sits in one of Sherman’s most peaceful settings, bordering protected open space and offering potential eastern views toward Timber Lake. If you’ve been searching for a property that feels worlds away yet keeps you connected, this one hits the sweet spot. The 1,600-foot driveway winds through a storybook entrance beside a tranquil pond, setting the tone the moment you arrive. The site is fully prepared with completed percolation testing, an approved 4-bedroom septic plan, and a professional survey and plot plan. Electric, cable, and phone are available at the road. Design your custom retreat or full-time residence surrounded by Connecticut’s natural beauty, while staying just minutes from Metro-North, making your Manhattan commute or weekend escape effortless. In 5 minutes you can be in Sherman’s charming town center, with its community park, tennis, pickleball, and basketball courts, jogging path, boat slips, kayak & canoe racks, and sandy Candlewood Lake beach. Outdoor enthusiasts will love the nearby 835-acre Deer Pond Farm Audubon Sanctuary with 20 miles of trails, while golf lovers will appreciate The Club at River Oaks and Quaker Hill Country Club, both less than ten minutes away. Low Sherman taxes, high quality of life, and unbeatable privacy make this a rare find, ideal for a weekend escape, investment build, or long-term homestead. A local builder is available with modern plans and will personally walk the land with interested buyers to discuss design options, building timelines, and cost expectations for the to-be-built package. Only 60 miles from NYC, experience the peace of rural Connecticut without sacrificing convenience. Where the drive ends, tranquility begins. Come walk it. Feel it. Picture your future here.
Absolute Privacy Tucked Away on 1+ Acre in true nature setting- abuts open space. POTENTIAL FOR VIEWS EAST TOWARD TIMBER LAKE. This approved building lot offers an acceptional opportunity awaits a savvy buyer to create their own personal retreat in the small Town of Sherman. Test work completed with approved 4 BDRM Septic Plan. Driveway is 1600 ft long, passiing through a majestic pond at the road entrance. 1 Mile to NY Line! Ease and proximity to Metro North Train Station/5 min to quaint Town Center w/community park, basketball, tennis & pickle ball courts, jogging path/tow boat slips/kayak-canoe racks & sandy beach on CANDLEWOOD LAKE. 10m to private golf club(The Club @ River Oaks) 10 M to Quaker Hill Country Club. 1M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/ its 20M of trails. Less than 60M to NYC - makes for a perfect weekend retreat or year round living. Welcome to Small Town USA and our LOW TAXES! Builder available with plans and will walk land.
Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location, this property affords easy access to the charming towns of Sherman and New Fairfield, ensuring that convenience and tranquility go hand in hand. The land's gentle slope reveals seasonal views of picturesque Squantz Pond, framing the horizon and providing a serene backdrop for future residences or a grand estate. The natural gradient of the terrain adds character to the landscape, ideal for homes with walk-out basements or terraced gardens that harmonize with the environment. This is more than just land; it's a canvas for your vision. With ample space for creativity and the promise of seasonal splendor, seize the chance to make a mark in an area known for its natural beauty and community spirit. Don't miss out on this superb opportunity to transform this sprawling acreage into something truly special.
Welcome to this extraordinary 110-acre parcel of land, a true gem for those seeking natural beauty and endless possibilities. With its breathtaking views and vast expanse of open land, this property offers the perfect canvas to build your dream home. This remarkable parcel also presents an incredible opportunity for developers wth the potential for an 18-lot subdivision. Imagine creating a vibrant community, where each home enjoys the same majestic views and serene surroundings that make this location truly special. Convenience is key, as this property is just minutes away from the charming towns of Sherman and Kent. New York City is just a 90-minute drive away, allowing you to experience the best of both worlds. Whether you're envisioning your own private sanctuary or envisioning a remarkable development opportunity, this 110-acre parcel of land is a rare find.
55 Wooded Acres along the western side of beautiful Wagon Wheel Rd. with 300' +/- Squantz Pond Water frontage.Have your own private nature preserve/compound or potentially build your dream home; 300 '+/- On Squantz Pond. Property sold As Is. No permits, percs or applications available. Untouched, undeveloped land. Sloped terrain. Deed restrictions- Conservation easement. Land trust gifting opportunity. There is a new access road to hike the land.


Sherman is located in Connecticut. Sherman, Connecticut has a population of 3,545. Sherman is less family-centric than the surrounding county with 22.29% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Sherman, Connecticut is $123,889. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Sherman is 58.2 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 17.6 degrees. The average rainfall is approximately 48.7 inches per year, with 46.4 inches of snow per year.