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8 Terrace Dr, Sherman
$429,900
3 Beds ⋅ 1 Baths ⋅ 24197493 MLS
Welcome to your private retreat nestled on a scenic wooded lot with distant views of Green Pond. Located in a quiet gated community, this charming 3-bedroom, 1-bath ranch offers a peaceful layout designed for relaxed living and effortless indoor-outdoor connection. Step inside to discover a bright, expansive sunroom wrapped in wall-to-wall windows that fill the home with natural light and frame beautiful views of the surrounding trees. Off the back, two spacious decks provide the perfect setting for morning coffee, evening relaxing, or outdoor entertaining. The primary level offers single-story convenience, while the walk-out basement presents fantastic potential to be finished into extra living space, a media room, or a home gym. Enjoy access to Green Pond, a pristine 30-acre private lake where you can spend your weekends kayaking, paddleboarding, and swimming in total tranquility-no motorboats allowed. Combining privacy, natural beauty, and lakeside amenities, this property is a rare find ready for your personal touch.

8 Terrace Dr, Sherman

210 Rte 37 S, Sherman
$410,000
2 Beds ⋅ 2 Baths ⋅ 24214386 MLS
Set on 2+ acres, this single level 2 bed 1.5 bath home makes everyday living easy. The spacious, light filled living room is anchored by a wood burning stove, and the well laid out kitchen has views with a patio just outside the door. It's an easy spot for morning coffee or dinner outdoors. A fully fenced yard gives you secure outdoor space for pets, play, or garden plants, plus a nice swath of land in the front yard adds even more room to spread out. A garage and carport cover your vehicles, plus the walkout basement adds plenty of storage. The detached workshop, with its large windows, is brimming with potential. Picture a studio, hobby space, or workshop. Located in Sherman with a small corner of the parcel in New Fairfield, this home offers beach access on Candlewood Lake through both towns, a rare perk. Minutes to the charming town center w/ community amenities, hiking trails, library & playhouse. One level, loads of space, and a location that gives you the best of both towns - but the low taxes of Sherman! THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208.

210 Rte 37 S, Sherman

150 Rte 39 S, Sherman
$399,000
2 Beds ⋅ 1 Baths ⋅ 24202184 MLS
Welcome home to this charming 2-bedroom, 1-bath Cape Cod overflowing with character in the desirable Candlewood Echoes community of Sherman, CT. Nestled along the tranquil northern shores of Squantz Pond near New Fairfield, this private beach neighborhood offers an idyllic lifestyle with direct beach access for year-round swimming, kayaking, paddleboarding, fishing, and winter ice sports. Inside, a generous wide-open floor plan seamlessly connects the living and family room spaces to a dining area with custom built-ins and a corner curio and space for an in-home office. The spacious eat-in kitchen features ample cabinetry, a pantry, and rustic vaulted wood ceilings, stepping out to a covered small side porch that leads to a sprawling backyard with a firepit. The main level boasts a serene primary bedroom and an updated full bath with a glass-enclosed brick-tiled shower, wainscoting, and newer fixtures. The upper-level loft bedroom offers built-in drawers and under-eaves storage. Downstairs, the unfinished walk-out lower level includes laundry and abundant storage with direct access to the back lawn. Complete with parking just steps up from the front door, major updates including a brand-new well pump, new hot water heater, and newer asphalt roof, plus low HOA fees and low taxes, this Cape home is just 60 minutes from Manhattan with easy highway and Metro-North access. Efficient oil heat, gravel driveway parking, super value with large open floor plan, just minutes to beach!

150 Rte 39 S, Sherman

33 Rte 55 W, Sherman
$399,000
3 Beds ⋅ 1 Baths ⋅ 24197820 MLS
PRICE ADJUSTMENT! Bring your vision and make this home your own! Priced to reflect the need for cosmetic updates, this property offers a great opportunity for buyers ready to refresh, reimagine, and personalize a home to suit their style. If LOW TAXES are high on your wish list, this one deserves a look! Set back from the road on a little over 3 acres of park-like property, the home offers plenty of open space, a deck for entertaining, and privacy. With Deer Pond Farm Sanctuary bordering the rear of the property, enjoy a peaceful natural setting with no development directly behind you. Inside, the easy one-level layout features cathedral ceilings and plenty of natural light throughout the open-concept kitchen and living room. A pellet stove adds warmth and coziness during the winter months, while a newer roof allows you to focus your energy on putting your personal stamp on the interior. Bring your ideas and unlock the possibilities! Enjoy summers at Sherman Town Beach, available exclusively to residents, along with a convenient location for commuting to New York and easy access to the charming downtowns of Kent and New Milford. Opportunity, privacy, acreage, and potential...come see what you can create!

33 Rte 55 W, Sherman

8a Taber Rd, Sherman
$369,000
24166929 MLS
TABER ACRES-last lot in 3 lot subdivision. This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 400 AMP ELECTRIC SERVICE INSTALLED. 7.4 ACRES means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation, and have hiking trails, a bridge, and boardwalks! This is your chance to partner with an award-winning local design-build firm to create the home of your dreams! House plans shown are just a sample; this firm can do anything! Check out Sherman Building Design on the web or on Instagram to see their amazing work. The sale price listed represents a building allowance starting at $500/ sf. Ease & proximity 5M-Metro North Train Station/4M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 4M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

8a Taber Rd, Sherman

208 Rte 37 S, Sherman
$338,000
2 Beds ⋅ 1 Baths ⋅ 24214342 MLS
Built in the 1920s and wrapped in cedar shingles, this 2 bed 1 bath cottage was designed to harmonize with its surroundings. It sits right beside a protected land trust parcel, so your view stays green with privacy insured. Step onto the front deck and take in the mountain views with your morning coffee. Inside, the living room is cozy and full of character with custom built-ins and a wood burning stove for cold New England nights. The large eat-in kitchen is the heart of the home with a convenient laundry closet tucked to the side. Out back, a gravel patio and tiered backyard make a great spot for gardening, gathering, or a fire pit. A cabin/shed adds flexible space for a studio, workshop, or storage. The walkout basement has room to finish into a home gym or office. Charming, private, and full of potential! Located in Sherman just steps from the New Fairfield line, this is small-town Connecticut at its best. Residents enjoy access to Candlewood Lake through the Sherman Town Beach. Minutes to charming town center w/ community amenities, library & playhouse. Sherman is known for low taxes and K-8 school. And when you need more than country life offers, major shopping and routes in both CT & NY are only a short drive away. THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208

208 Rte 37 S, Sherman

41 Long River Rd, Sherman
$299,000
24200446 MLS
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.

41 Long River Rd, Sherman

97 Long River Rd, Sherman
$275,000
24204536 MLS
Build Your Dream Home in River Oaks Golf Course Living. Gated Privacy. An Exceptional Setting. Imagine stepping out your front door and looking directly onto the 18th hole of River Oaks, with beautiful golf course views and a large pond creating a truly spectacular backdrop. This privately situated homesite offers a rare opportunity to build your dream home in Sherman's premier gated golf and country club community, River Oaks. With approximately 200 feet of road frontage, golf course views, and convenient access for construction, this property provides an ideal canvas for creating a spectacular custom residence in a championship-caliber community. Enjoy the tranquility and privacy of a gated setting while being just 8 minutes from the Wingdale Train Station and approximately 75 minutes from New York City. And with Sherman's attractive property taxes, this is an opportunity to enjoy an exceptional lifestyle without sacrificing convenience. The property also includes deeded rights to optional membership at River Oaks Golf Club. Membership is available for an additional fee and offers access to an impressive array of amenities, including: Championship golf course, Tennis courts, Club pool, Clubhouse & Restaurant, Fitness center/gym, Pro shop, Social activities & more Whether you envision a sophisticated golf retreat, a year-round luxury residence, or a peaceful weekend escape, this is your opportunity to create something truly special.

97 Long River Rd, Sherman

Rte 39 N, Sherman
$99,000
24179102 MLS
Escape the ordinary and build your dream retreat on this spectacular **5.86-acre canvas** in the quintessential New England town of Sherman. Perfectly positioned to offer the ultimate blend of pristine privacy and elevated living, this rare parcel of land boasts breathtaking, panoramic vistas overlooking the protected lush canopy of The Wimisink Preserve and rolling hills. The expansive acreage offers a private, natural sanctuary with the perfect backdrop for a striking architectural masterpiece or a classic country estate. While the property feels remarkably secluded, it places an outdoor enthusiast's paradise right at your doorstep. You are just minutes from the boating and fishing of **Candlewood Lake**, the iconic hiking of the **Appalachian Trail**, and scenic fly fishing along the **Housatonic River**. Offering true country living without sacrificing convenience, this exceptional lot is just a short drive from Sherman's charming town center and local amenities, yet sits within easy commuting distance to New York City. Bring your architect, bring your vision and claim this beautiful lot today.

Rte 39 N, Sherman

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