Sherman Homes for Sale

Welcome to Sherman, Connecticut, a hidden gem nestled in the picturesque Fairfield County. Known for its stunning landscapes and tranquil atmosphere, Sherman offers a unique blend of small-town charm and natural beauty. With its rolling hills, serene lakes, and lush forests, this quaint town is perfect for those seeking a peaceful retreat from the hustle and bustle of city life.

Sherman is a community that values its rich history and strong sense of community. Residents enjoy a variety of outdoor activities, from hiking and biking in the nearby parks to fishing and kayaking on Lake Candlewood. The town’s commitment to preserving its natural beauty is evident in the well-maintained parks and recreational areas that invite families and individuals to explore the great outdoors.

When it comes to real estate, Sherman boasts an array of homes for sale that cater to diverse tastes and lifestyles. Whether you are searching for a charming cottage, a spacious family home, or a luxurious estate, Sherman has something to offer everyone. Many of the properties feature expansive yards, scenic views, and easy access to nature, making them ideal for those who appreciate the serenity of rural living while still being close to urban amenities.

With a strong sense of community, excellent schools, and a vibrant local culture, Sherman is not just a place to live; it’s a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect setting for your next chapter. Welcome to Sherman, where your dream home awaits!

Newest Sherman Homes for Sale

$849,000

4 Beds ⋅ 3 Baths ⋅ 24192388 MLS

Welcome to this Contemporary masterpiece nestled in the serene town of Sherman, CT. The home boasts incredible curb appeal with crisp white architectural siding, bold dark-trimmed windows, a grand stone-accented entryway, and a spacious attached 2-car garage. Step inside to discover a bright, beautifully updated interior anchored by a massive, sun-drenched living area. the fluid, open-concept floor plan features a magnificent floor-to-ceiling fieldstone fireplace with a raised hearth, pristine gleaming hardwood floors, and seamless transitions into the main living spaces. Large sliding glass doors lead to a private back deck, perfect for indoor-outdoor entertaining. The heart of the home is the chef's kitchen, seamlessly connected to the living room, featuring an expansive quartz island with casual seating, custom white cabinetry with modern black hardware, premium stainless steel appliances, and a stunning tile backsplash. Offering 4 spacious bedrooms, 4 bathrooms, and fluid open-concept living spaces, this home perfectly blends modern luxury with everyday functionality. Situated on a private lot in a highly desirable neighborhood, this turnkey property is ready to welcome its next owners.

7 Glenview Dr, Sherman

$999,500

2 Beds ⋅ 3 Baths ⋅ 24192148 MLS

Hard to find direct waterfront cottage on a small pristine spring fed lake. Green Pond also known as Emerald Lake is widely regarded as one of the cleanest natural waters in Ct. Additionally, this property is in a gated community and has access to 2 beaches on Candlewood Lake. The 2 bedroom 3 full bath home has amazing lake views and is light and bright with lots of character. Fireplace. Hardwood floors. Central air. Unique land with lots of rock outcroppings. Lots of decking to entertain while enjoying the tranquil lake views. There is a winding path down to the gazebo and your own private dock. Over 200 feet of direct water frontage. Green Pond is a 30 acre lake with no motor boats. Amazing swimming, canoeing, paddle boarding, etc. 2 year old septic. This is a unique offering!!

153 Green Pond Rd, Sherman

$739,000

3 Beds ⋅ 3 Baths ⋅ 24191473 MLS

Welcome home! Nestled in the desirable Pinewood Shores lake community, this charming 3-bedroom, 3 full bathroom home perfectly blends serene outdoor living with exceptional interior flexibility. The main living areas feature a bright and welcoming layout, complemented by a fully finished, walkout lower level boasting a private entrance and full bath-an ideal space for a potential in-law suite, home office, or guest quarters. Outside, the property transforms into a private sanctuary where you can relax on the porch, entertain on the spacious deck, and take a walk through the peaceful, mature gardens. The exterior is completed by an oversized two-car garage and neighborhood access to a community beach and dock.Offering incredible value, the residence features the unique financial advantage of low Sherman taxes. This turnkey lakeside retreat balances modern comforts, versatile living spaces, and low-maintenance perks in an unbeatable community setting. Purchase includes boat slip on the association's dock!

16 Pinewood Shrs, Sherman

$2,250,000

4 Beds ⋅ 5 Baths ⋅ 24187861 MLS

Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic double-height living room, where a wall of glass frames the breathtaking vistas. There are two luxurious primary suites - one on each level - with the main-level BR featuring a fireplace and French doors opening to the expansive deck. The top-of-the-line eat-in kitchen features custom cherry cabinetry, a sun-filled dining area, adjoining butler's pantry, and formal dining room. Upstairs are the second ensuite primary bedroom, two additional bedrooms, a den, full bath, and flexible space/artist's studio. The walk-out lower level is an exceptional space, with custom millwork, marble floors, an antique English bar, gas fireplace, sauna, and gym. Pocket doors reveal a spectacular in-home spa featuring a 24' x 14' heated Gunite spa pool, radiant heated floors, a Desert Aire climate-control system, and walls of glass overlooking the mountains and gardens. Outside, stone pathways meander through beautifully landscaped English gardens to the spring-fed pond and guest house, while classic stone walls and a circular driveway connect the main residence, guest house, and attached and detached garages.

30 Cozier Hill Rd, Sherman

$345,000

2 Beds ⋅ 1 Baths ⋅ 24189208 MLS

This 1890 Cape-style residence in Sherman, CT, offers a combination of historic charm and updated features. The interior includes hardwood floors throughout and two fireplaces. The kitchen is equipped with granite countertops, an updated dishwasher, and a modern range. The property features double-insulated windows in both the home and the expansive garage. Climate control is managed by forced oil hot air heat and central air conditioning. The primary bedroom includes built-in storage solutions. The garage provides remote access. Den offering views of the surrounding natural landscape. Additionally, the garage has dry storage space underneath. Located approximately one mile from Sherman town center, the home offers convenient access to community tennis courts and beach access to Candlewood Lake. The backyard features a fire pit. The property also benefits from low property taxes. Charming!!!

123 Rte 37 S, Sherman

$699,900

3 Beds ⋅ 3 Baths ⋅ 24187138 MLS

Welcome to Deer Run Shores, one of Candlewood Lake's most sought after lake communities! Situated on just under an acre, this beautifully maintained Colonial offers 3 bedrooms plus a private office that can easily serve as a fourth bedroom, 2.5 bathrooms, and a thoughtfully designed floor plan perfect for everyday living and entertaining. The main level features gleaming hardwood floors, a formal living room, a formal dining room with custom built-ins, and a spacious family room with a cozy fireplace that opens to the well-appointed kitchen with ample cabinetry and a sunny breakfast nook. A first floor laundry room and powder room add convenience. Upstairs, the spacious primary suite offers upgraded carpeting, a walk-in closet, and a beautifully updated en suite bath with a stunning floor to ceiling stone and tile shower. Two additional bedrooms, a full bath, and a private office provide flexible living space, while the lower level offers bonus space for storage and more. Enjoy the private fenced backyard with a deck and patio, plus a charming butterfly garden accented by a stone retaining wall. The property also includes a deeded boat slip with direct access to Candlewood Lake. Residents enjoy a private beach, dock, pool, and easy access to boating, fishing, kayaking, paddleboarding, and swimming. Whether you're looking for a full-time residence or a weekend escape with an easy commute to New York City, this low tax property offers the best of Candlewood Lake living.

19 Candleview Dr, Sherman

$799,000

5 Beds ⋅ 3 Baths ⋅ 24186663 MLS

Welcome to this sprawling 5 bedroom Antique Colonial in the beautiful town of Sherman. The property invites you with many gardens, flowers and a serene coy pond. Plenty of parking for year round entertainment. Separate heated and cooled detached garage has been converted to a studio or home office. Can also be converted back to garage if that suits your needs. As you enter the large open foyer, you will see that this home has been tastefully upkept with tons of charm. Enter the newly remodeled living room with beams and beautiful fireplace to keep you nice and warm in the months of winter wonderland. Super versatile layout has option for private master bedroom wing or inlaw/au-pair on Oppposite side of the house. Tons of parking. Brand new septic. Fenced yard. Has its own well plus access to community water if necessary. Great Southern Sherman location for New York commute and directly across from large pond for row boating/fishing. This is great value and a must see. Low taxes

172 Rte 37 S, Sherman

$475,000

3 Beds ⋅ 2 Baths ⋅ 24186664 MLS

Nestled on one of our most desirable roads in town, CHURCH ROAD, find this easy living home for individuals seeking a peaceful retreat situated to 2.65 ACRES in back to nature setting. Carefree living w/views of nature and large acreage parcels. Enjoy walking down this road with numerous farms and our adorable brook, The Naromiyocknowhusunkatankshunk Brook (water flowing from the hills) A nature lovers paradise. ML offers LR w/bay windows, kitchen w/door to rear deck, 3 BD and 2 full BA. DR has sliders to spacious rear deck andadjoining screened porch. LL offers flex space for office or addition BD, game/rec room and laundry hookup with access to 1 Car Garage & walkout. Extra parking available. 2M to quaint Town Center/2.5M to Town Park w/Basketball, Baseball, Jogging Path, Jungle Gym, Tennis & Pickle Ball Courts, then a short walk to Town Pavaillion Beach and boat slips on CANDLEWOOD LAKE. 4M to private golf club-The Club @ River Oaks/5M to NY Line/10M to Metro North Train Station/5M to CT Audubon Deer Pond Farm Sanctuary/2M to White Silo Farm & Winery. Welcome to SMALL TOWN USA and low taxes!

63 Church Rd, Sherman

$735,000

4 Beds ⋅ 3 Baths ⋅ 24179323 MLS

Welcome to this extra large raised ranch set on a beautifully private lot, offering the perfect combination of space, comfort, and relaxation. This well-maintained home features 4 generously sized bedrooms and 3 full bathrooms, providing plenty of room for family, guests, and work-from-home needs. The heart of the home is the oversized eat-in kitchen, offering abundant cabinet and counter space, making it ideal for everyday living and entertaining. The bright and inviting layout flows seamlessly into the main living areas, creating an open and comfortable atmosphere throughout. The spacious lower level provides additional living space with endless possibilities for a family room, recreation area, home office, or guest suite. Outside, enjoy the tranquility and privacy of the expansive lot, surrounded by mature landscaping and plenty of room for outdoor activities, gardening, or relaxing. This house also has a two car detached garage. Conveniently located yet tucked away in a peaceful setting, this exceptional property offers the space and privacy you've been searching for. A rare opportunity to own a truly spacious home in a desirable location!

2 Leach Hollow Rd, Sherman

$699,900

3 Beds ⋅ 2 Baths ⋅ 24183870 MLS

Welcome to 10 Candleview Drive, a beautifully renovated home in the highly sought-after Deer Run Shores community on Candlewood Lake. Thoughtfully updated from top to bottom, this move-in-ready property offers the perfect blend of modern luxury, lake living, and convenient access to New York City. Step inside to discover a stunning new designer kitchen featuring premium finishes, custom cabinetry, stone countertops, and high-end appliances. The home also boasts two fully renovated bathrooms, updated lighting, and a bright, open floor plan ideal for both everyday living and entertaining. Set on a private, wooded lot, the home offers nearly 2,000 square feet of comfortable living space with spacious gathering areas, generous bedrooms, and seamless indoor-outdoor flow. As a resident of Deer Run Shores, you'll enjoy access to one of Candlewood Lake's most desirable private communities, featuring a private beach, swimming area, clubhouse, pool, and a boat slip-allowing you to enjoy boating, fishing, and waterfront recreation without the expense of direct waterfront ownership. Located approximately 90 minutes from Manhattan, this property is ideal as a full-time residence, weekend retreat, or vacation home. Rarely does a fully renovated, turnkey home with lake access and a boat slip become available in this price range. Experience the best of Candlewood Lake living-just bring your boat and start enjoying summer.

10 Candleview Dr, Sherman

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 24183159 MLS

Impeccably maintained home in desirable Southern Sherman on 3.8 private, flat acres, right along the CT/ NY border. Welcome to 2 Hollow Brook Road! A rare find where every major mechanical, structural and cosmetic update has already been expertly handled. Truly turn-key and ready for its next chapter. This meticulously updated home blends smart infrastructure with a resort-style backyard. Inside find fresh paint, new interior doors and a stunning chef's kitchen with premium GE Cafe appliances. The primary suite is a true sanctuary with new hardwood floors, a completely remodeled spa-like bath with a walk-in glass shower, spacious walk-in closet and a large office that could also be used as a dressing room. Upstairs features new carpets while the finished basement boasts a private 5th bedroom with full bath - 600 SF of space that could also function as an in-law suite, gym or playroom. Outside is an entertainer's dream: a bluestone patio with a built-in grill, heated salt water pool with new LED lighting and a Sundance hot tub, all framed by professional landscaping & irrigation. Mechanicals are top-tier: 2-year-old roof & solar system, 5 new ductless mini-splits, Nest-controlled heating, epoxy-floor garage, constant-pressure well pump, UV water system and a whole-home alarm. There is nothing left to do but move in and enjoy your private country oasis! Sherman boasts a town beach on Candlewood Lake with boat slips. Easy commutes: 45 min to White Plains, 60 miles to NYC.

2 Hollow Brook Rd, Sherman

$899,000

4 Beds ⋅ 3 Baths ⋅ 24182903 MLS

COMPLETED New Construction!! Quick closing available. Custom 4 bedroom colonial with lots of upgrades. 9 Ft ceilings on the main level. Propane heat and central air. Fireplace. Center island kitchen. Large dinette/breakfast nook. Hardwood floors throughout. Oversized deck. Primary with awesome bath and walk in closet with custom built ins. Beautiful tile and glass shower doors. Convenient upper level laundry room with quartz counters. Oversized composite deck. 2 car attached garage. Walk out basement. Pond Views in the winter!

86 Rte 37th Rd S, Sherman

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