Sherman, CT —
A town you’ll never want to leave

Steeped in history and named for our notorious founding father, Roger Sherman, who ventured out on foot from Massachusetts and settled here as a young cobbler in the early 1700's. Roger became a surveyor, Justice of the Peace, Statesman, and the only signer of all four founding American documents. His original cobbler shop is located in the center of town behind the Historical Society. Be sure to stop in to The Old Store for something Sherman!

"Daredevils can try jumping from Chicken Rock or take a swing on the rope jump."

Sherman was voted Best Small Town in CT for three consecutive years by CT Magazine, and no wonder with bucolic vistas of its famous red barns and foothills of the Appalachians. Appealing to many famous writers, artists, musicians, actors, and corporate giants who want to escape city life. Enjoy the peace and serenity of hiking the many trail systems (Naromi, Audubon, Appalachian).

"Enjoy the peace and serenity of hiking the many trail systems"

Sherman is a town you’ll never want to leave. The perfect place to raise a family, find your perfect weekend home, or retire and enjoy the views and lifestyle. Although Sherman gives a rural, small town feel, you are only a few minutes from major shopping in New Milford as well as the trains to Manhattan.

Featured Listings

0000 Stilson Hill Road, New Milford, CT

A Beautiful New England country road of grand estates, lovely farm homes, horse farms and seasonal farm stands are the perfect setting for your new home, investment for the future and/or possible subdividable development nestled in this ideal setting. Residential single family subdivision maps, sewage,perk/deeps tests,etc., all previously done. Adequate road frontage. 5 separate 2 acre lots adjacent to Stilson Hill Road are listed separately on MLS at $125,000 each 99106467. This 74.967 acre property has frontage on Stilson Hill as well as Rte 37. A prelim. subdiv. study prepared by local engineer suggests this parcel could be suitable for development as residential subdivision according to current zoning. See attachments.

51 Webatuck Road, New Milford (Gaylordsville), CT

Move in ready within a few short months! Permit in place! Owner/builder has all necessary plans for a house design. Potential for a separate entry in-law apartment as well as many other design options. Beautiful, park-like 1.5 acres on level lot across the street from The Club at River Oaks resort/golf community on Sherman border. River Oaks memberships (various types) are available/optional to public. 10 minutes to NYC commuter train/Rte. 22 NY & 10 min. to New Milford shopping, 10 min. to Kent.

54 Long River Road, Sherman, CT

Resort Living in the foothills of historic New England! The Club at River Oaks is Northern Fairfield County's premier luxury gated golf resort community. Your new custom home is set on a 2 acre parcel on the established Club grounds along the famous Housatonic River. Design your custom dream home with our design/build team who handle the whole process for you to move into this custom home with in-law apartment and enjoy the resort lifestyle in just a few short months! Members enjoy the professionally designed private 18 hole course, tennis, driving range, fitness room, locker rooms, restaurant, wedding facility/ballroom and community pool. Have lunch by the pool, workout in the gym and meet friends at the bar/Grille Room for dinner. Different types of memberships are optional. Just 8 minutes to NYC/Grand Central train & 5 min to Candlewood Lake (Beach/Boat launch/Park). A great lifestyle for an unbelievable price. Schedule a tour today!
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