26 Houses For Sale in Sherman, CT

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$999,000Est. Payment
3 Beds | 3 Baths | 2,351 Sqft
6 Crest Road, Sherman, CT 06784
House For Sale

Fabulous move-in-ready, direct waterfront home at Candlewood Lake in desirable Holiday Point! 100' of direct waterfront, west exposure so you can take in every sunset! Lovely home with wrap around stone patio, private dock at the waterfront and located in a peaceful, tranquil part of the lake where swimming is safe. Main level kitchen is updated with quartz counters, stainless steel appliances and large center island, dining area, living room with stone fireplace, full bath and laundry room - all with tile floors! Upper level family room is set up as master bedroom with awesome views of the lake, three bedrooms and two full baths. Hardwood floors in bedrooms and hall, tile baths. Being sold pretty much furnished (see inclusion/exclusion sheet), private dock, community sandy beach and BBQ area, only an hour out of Manhattan, this is a wonderful weekend/summer home and full-time retreat with plenty of fresh air and space to enjoy, close to MetroNorth trains, shopping, hiking trails!

Kathleen Harrison

$599,000Est. Payment
4 Beds | 4 Baths | 3,240 Sqft
62 Route 39, Sherman, CT 06784
House For Sale

Southern Sherman-Classic Country Colonial. Stately with easy living "charm". Set nicely back from the road find this comfortable home that offers a versatile floor plan for multi-generational needs. Brick walkway leads to entry into this New England Gem. ML boasts formal LR w/dental moldings and bookcases on right side of brick-surround Rumford-style fireplace. Formal Dining Room flows into Large Eat-In Country Kitchen (cherry cabinets) with it's free-standing coal stove and Commercial Grade GARLAND 6-burner w/gridle gas range and slider to Deck. Step down to a vaulted beamed GREAT ROOM w/Skylight & 2-story Brick Fireplace w/stone hearth & French doors to back deck. Beyond the FR is a vaulted beamed private office. Rounding out the ML, a half BA, laundry/mud room coming in from the 3 Car Garage. Easy to bring in the groceries! UL hosts primary BDRM w/2 walk in closets and lrg bath. 2 secondary bedrooms w/full BA plus a large en-suite guest bedroom/wing.NEW Roof 2020/New Driveway 2019A mere 1 M to quaint town center, community tennis, ballfields, basketball court, play area, jogging/dog path, town pavilion and Beach on CANDLEWOOD LAKE w/boat-kayak-canoe slips.Ask us what SMALL TOWN USA has to offer! Our low taxes also make this a very attractive investment for year round or weekend living.

Kathleen Harrison

$450,000Est. Payment
3 Beds | 3 Baths | 3,006 Sqft
14 Leach Hollow Road, Sherman, CT 06784
House For Sale

Southern Sherman- Desirable country lane for leisurely strolls & only 3M to NY Line for easy commutes.Enjoy a cup of coffee on the large covered Farmhouse style front porch or enjoy & curl up with a book on the vaulted screened porch off the Great Room.Gardens have wonderful pops of color all around the property with perennial gardens, lots of lawn area and natural rock outcroppings. Large fenced area for animals/pets. Formal Dining Room leads into large Eat-In Kitchen open to Vaulted Great Room w/large stone fireplace & pellet stove for efficiency. Floor plan perfect for multigenerational use with its MAIN LEVEL MASTER SUITE huge walk in closet Large tiled Bath w/tub & shower.The upper level hosts 2 oversized bedrooms and full Bath. Bonus Room offers truly versatile space and could be used as media room, office or studio with private entrance off garage but also easy access into kitchen through mudroom. Basement is fabulous for storage and offers a big double door for brining in furniture or larger toys/vehicles/equipment. That plus the oversized 2 Bay Garage you have plenty of storage! This is a great location for either full time residency or for easy living weekend use. 2M to Quaint Town Center, Community Park, Basketball, Fields, 1/2M jogging/walking path, kids play area, Tennis Court, pavilion and Beach with Docks on CANDLEWOOD LAKE.

$599,000Est. Payment
2 Beds | 3 Baths | 2,174 Sqft
21 Osborn Road, Sherman, CT 06784
House For Sale

SPECTACULAR SWEEPING VIEWS DEFINE THIS PROPERTY!!! This sundrenched home is a ranch style with a finished walk out basement that features an open layout with new hardwood floors and wrap around windows. The screened in porch off the living room is an ideal spot for watching the picturesque sunsets. A large bathroom on the lower level opens up to the deck which is just a few feet away from a rectangular inground swimming pool. The home sits back from a private road and private driveway where you will find a 2 car detached garage. Your new home, whether it be a weekend get away or even full time residence is just 90 minutes to Manhattan and an easy drive to Westchester and the Metro North trains. A few minutes away you will find The Sherman Playhouse, wineries, country club, skiing, Appalachian Trail, Candlewood Lake, retail shopping and restaurants, to name just a few local attractions. With 2 plus acres you have more than enough room for the perennial and vegetable garden of your dreams. And if you havent heard, Sherman taxes are one of the LOWEST in all of Fairfield County.

$550,000Est. Payment
3 Beds | 3 Baths | 3,219 Sqft
6 Meadow Lane, Sherman, CT 06784
House For Sale

Serenity at it finest. Less than one mile to the NY border and 60 minutes to NYC this updated cape has it all. It screams charm with its beautiful yard and white picket fence. Looking for a ranch style main floor living with extra room... look no more. The home has a full bath on every floor with a master on the main. The kitchen is newer with granite counter tops, wood cabinetry and stainless appliances. Upper level boasts two nice size bedrooms and another full bath. The walk out basement has plenty of natural light, provides another cozy family room with a pellet stove, walk out, an office/4th bedroom (with en suite) and laundry area. The state of the art heating/cooling system is geothermal and extremely efficient. Remote controlled built in blinds in the family room and lower level. The BRAND new 30 year asphalt roof comes with a fully transferable warranty. There is a generator hook up with a Generlink auto power transfer switch and a brand new iWave full home air purifier that kills airborne viruses. New LED lighting and more....its a must see!Please schedule your showing through Showingtime. Thank you!!

Kathleen Harrison

$895,000Est. Payment
3 Beds | 3 Baths | 2,300 Sqft
63 Spring Lake Road, Sherman, CT 06784
House For Sale

Circa 1780 Antique Home with all the Charm of the Era and modern updates. Truly one of Sherman's most desirable country roads! Absolutely exquisite property. Wrap Around Front Porch overlooks the countryside. Great Room, Cozy Living Room/Library, Formal Dining Room & Chef's Kitchen w/an adorable built in bench breakfast nook. Main level Master Bedroom Suite with updated Master Bath. Upper Level offers an adorable Den w/2 Bedrooms (1 with built ins / the other vaulted w/Loft area) and full bath. Sq Ft includes 600 sq ft 3-Season Vaulted Sunroom w/frplc & slider to large Brick Terrace - that overlooks professionally landscaped grounds for fantastic outdoor entertaining & relaxation. A short stroll to fenced Inground free-form Heated Gunite Pool in total private setting. 2M to quaint town center, community park w/basketball court, community tennis courts, jogging path and pavilion with boat slips and Beach on CANDLEWOOD LAKE. 10M to Metro North Train station.

Kathleen Harrison

$899,000Est. Payment
3 Beds | 3 Baths | 3,427 Sqft
12-14 Chimney Hill Road, Sherman, CT 06784
House For Sale

8.7 ACRES-The sounds of nature surround this home: A babbling brook, gentle winds sweeping the leafy trees, and the sweet songs of neighboring birds. Pristine woods and granite outcroppings are a delight from the minute you turn on to the country driveway where the brook welcomes you to this classy Country Cape. Relax on the bluestone porch or side patio. Home totally rebuilt in 2013. 2X6 Construction- Energy Star Rated-Radiant heated Floors/Wood/Stone/Tile thruout. LR w/stone wall & frplc open to Dining open to VLTD Chef's Kitchen w/6 burner gas stove/custom cabinets/granite.ML Master Suite. UL Loft/Game Room w/2 generous BD/lrg state of the art Bath w/stone shower & soaking tub/double sinks & rolling barn door.3 Room ML WFH OFFICE space w/separate entrance-handicapped accessible-ADA approved (This space could also easily be converted to BR/FR/Sunroom)32 x 27 Detached AMISH BARN/GARAGE w/Cupola (2014) also offers flexible space. Oversized 3 Bays/Storage/Workshop w/Loft (windows & floored) Potential for Studio/Apartment.2 Parcels Being Sold together.(See Supplements) Property possible for GUEST HOUSE or could sell 5 ACRE adjoining Lot. Area for pool! 1M to NYLine/1M to quaint town center, community tennis, jogging/hiking/biking & beach w/docks on CANDLEWOOD LAKE....Every day feels like a vacation!

$1,150,000Est. Payment
4 Beds | 4 Baths | 3,200 Sqft
32 Long River Road, Sherman, CT 06784
House For Sale

Nestled in the rolling hills of Connecticut along the Housatonic River, you will find the area's premier Golf Course Community. River Oaks is a quiet gated community with magnificent homes and properties situated around an 18 hole golf course with captivating views year-round. Just 65 miles north of NYC, River Oaks offers the relaxed experience of a country neighborhood combined with all amenities of a luxury lifestyle close by. Leave the stress behind you as you pass through the gates of this desirable, private residential community. The Prescott is a custom 3200 sf Ranch Style home that features 4 bedrooms, 3.5 baths, Gourmet Kitchen, 3 car attached garage, and sprawling backyard. This new home will allow you to indulge in all that country living has to offer with views overlooking the mountains and 7th fairway of an amazing championship golf course. The Club at River Oaks offers golf memberships for a signature 18-hole private course and social memberships providing tennis, gym, pool, restaurant and so much more. Just one of the many conveniences of the community is the short scenic walk down the road to the luxurious clubhouse full of amenities for all ages. Venture outside of the neighborhood and visit nearby Candlewood Lake, Sherman Town Beach, Bull's Bridge, Kent Falls, Mohawk Ski Mountain, Appalachian Trail, Restaurants and Shopping. Easy 90-minute commute to NYC or minutes to nearby Metro-North train.

$4,995,000Est. Payment
6 Beds | 7 Baths | 7,000 Sqft
1 Glen Brook Farm Road, Sherman, CT 06784
House For Sale

Just 90 minutes from NYC and minutes to both Kent and Sherman Connecticut this completely custom-built stone and timber Contemporary home offers modern country living on one of the rare acreages found in Sherman, CT. Situated on 75 acres, the substantial acreage is the perfect blend of open views, hilltop pastures, and mature forestland. Completed in 2018, featuring soaring cathedral ceilings, floor-to-ceiling walls of glass, lustrous walnut millwork, wide white oak floors, and rich tones of marble and granite. The heart-of-the-house bespoke kitchen is ready for entertaining with Miele appliances, a light-flooded breakfast area, and a spacious center island. Opening to the family room with a dramatic fireplace, soaring walls of glass invite you out to the broad entertaining terrace to enjoy breathtaking views. The second-floor master suite features a marble-appointed bath with a soaking tub and a glass-enclosed shower and two large walk-in closets. An additional ensuite bedroom has a custom-fitted dressing area. For work-at-home privacy, theres a coveted studio/office with a full bath. The walk-out garden level adds an additional private bedroom with an ensuite bath, media room, gym/recreation room, and laundry all with radiant heat floors. Across the sweeping lawn, theres a fully-equipped 11-stall barn with a caretakers house, and a large working studio is ready for the hobby/sports enthusiast. Surrounded by Land Trust ensures forever protection and privacy.

$461,000Est. Payment
4 Beds | 3 Baths | 2,974 Sqft
3 Peace Pipe Lane, Sherman, CT 06784
House For Sale

1969 Sherman Connecticut Colonial, 1.93 acres, 2974 Square ft with original wood floors all rooms. Year round or a great vacation home just 70 miles from NYC and 30 minutes from Brewster North Train Station. The main level, the living room has a to ceiling Stone fireplace. Adjacent to that is a roughed in addition with sub floor and electricity intended to be a family room with stairs to second level 19x22 rec room. There is a large formal dining room and eat in kitchen and laundry room. Off of the kitchen is a large screened in porch with cement floor that runs the length of the home and could be glass in or finished to extend the kitchen or family area. The upstairs has 4 bedrooms but currently is set up as three with a sitting area. The ack yard has small flat fenced. Behind this area are steps that lead to about quarter acre that is mostly treed but was a formerly the pool area. Lastly, This area is near to Lake Mauweehoo which is ideal for canoeing or your kayaks. iTown Sherman offers a public beach on Candlewood Lake exclusively for residents. This home has great bones but needs extensive updating and is being sold as is with the new owner responsible for the clean out of debree.

$1,295,000Est. Payment
4 Beds | 5 Baths | 3,752 Sqft
30 Long River Road, Sherman, CT 06784
House For Sale

Nestled in the rolling hills of Connecticut along the Housatonic River, you will find the area's premier Golf Course Community. River Oaks is a quiet gated community with magnificent homes and properties situated around an 18 hole golf course with captivating views year-round. Just 65 miles north of NYC, River Oaks offers the relaxed experience of a country neighborhood combined with all amenities of a luxury lifestyle close by. "The Roger Sherman", is a custom two story Colonial featuring four bedrooms, 4.5 baths, Bonus room and three car garage. Spacious first floor Master Suite, Gourmet Kitchen with panoramic views of the mountains and 7th fairway all throughout. Enjoy the serene outdoors from your covered porch and awake to stunning sunrise views. The Club at River Oaks offers golf memberships for a signature 18-hole private course and social memberships providing tennis, gym, pool, restaurant and so much more. Just one of the many conveniences of the community is the short scenic walk down the road to the luxurious clubhouse full of amenities for all ages. Venture outside of the neighborhood and visit nearby Candlewood Lake, Sherman Town Beach, Bull's Bridge, Kent Falls, Mohawk Ski Mountain, Appalachian Trail, Restaurants and Shopping. Easy 90-minute commute to NYC or minutes to nearby Metro-North train.

$799,900Est. Payment
4 Beds | 4 Baths | 5,442 Sqft
15 Long River Road, Sherman, CT 06784
House For Sale

River Oaks Lifestyle for Sale! Private community property in sought after River Oaks Golf Club, in the best little small town of Sherman, CT in Northern Fairfield County; just 90 short minute to midtown NYC. This well maintained newer Colonial is move in ready for those looking to spread their wings and move to the country. Plenty of room to get comfortable in this 4,200+/- square foot gem, complete with a main level master bedroom suite to die for, gorgeous light and bright sunroom off your granite and stainless eat in kitchen. Hardwood flooring throughout this lovely home, affording the next lucky homeowners the luxury of a great entertaining space, both indoors and out. There are 2 fireplaces in this majestic home, both of them gas, but 1 could be converted back to a wood burning fireplace. All bedrooms have bathrooms, and the lower level is partially finished, which could add the ability for recreational or man or woman cave space! The 3+ car garage is designed to not just fit your fleet, but also your golf carts for a quick jaunt to "Tee Time" on this awesome private golf course and club. Come see how the good life can be yours today!

$450,000Est. Payment
3 Beds | 2 Baths | 2,806 Sqft
11 Candlewood Lake Drive, Sherman, CT 06784
House For Sale

Life at the lake! Gather around the backyard fire pit after a day at the beach or on the boat. Or relax in the hot tub on the rear patio while steaks sizzle on the gas grill. Welcome to Candlewood Lake Estates, the sought-after gated, beach community on the northern shore of Connecticuts largest lake. When entering this very appealing 2,806sf Colonial/Contemporary style home, you are greeted by distinctive Saltillo tile floors in the wide open living room and adjacent dining room. The convenient main level MBR has sliders to the front patio and provides peaceful and serene views of the lake. Upstairs there are more views of the lake from the deck and you will be amazed by the massive family/rec room (34' x 23') with magnificent fireplace, ceiling fans and multiple skylights. The home is super energy efficient featuring state-of-the art Biasi boiler and a pellet stove in the wide open downstairs living area and includes newer windows and extra insulation. The roof and septic system are also newer and provide carefree living for years. The 3-car attached garage and extensive stone walls and steps complete this most appealing package. Youll have your choice of four beaches, two on Candlewood Lake and two on Green Pond. Two of these beaches are within walking distance. Ask about boat dock, it is separately deeded and available. Hurry, before someone beats you to it!

$1,495,000Est. Payment
4 Beds | 5 Baths | 4,654 Sqft
24 Fox Run, Sherman, CT 06784
House For Sale

Sensational Home on over 26 acres of gorgeous property with the best views in town. 3 minute drive to Sherman town beach and Marina. Main house with 4 bedrooms, formal dining, kitchen that walks out to pool surround for entertaining. Center island kitchen with large butler's pantry with French doors to the views. Large outdoor entertaining area features bar, built in grill, and fabulous salt water Gunite pool with massive blue stone terrace for Summer fun. Master suite with private balcony, fireplace and amazing luxury bath. 2300 sq ft. walk up attic for storage finish for addl sq footage. Unfinished basement with pool table. 5 year old roof on the main house and brand new roof on the carriage house. Long, private driveway with stone walls. Carriage house with workshop and studio apartment above (caretake and housekeeper live here and can come with if desired). Extensive landscaping and exterior lighting. Geothermal heating AND 44 solar panels create a super efficient low maintenance home with Sherman's low taxes. Privacy with forever views!! Buyers must have proof of funds or mortgage pre qual letter.

$435,000Est. Payment
2 Beds | 2 Baths | 1,276 Sqft
9 Terrace Drive, Sherman, CT 06784
House For Sale

Discover one of Candlewood Lakes most well-appointed lake communities with this one-of-a-kind property! Delightfully perched among the trees, 9 Terrace offers an irresistibly tranquil setting. Enjoy the serenity of this sun-filled layout complete w/ newly finished HW floors, new custom front windows, a new roof, new septic, outdoor shower, and more. An expansive newly constructed 1220 sqft wrap-around deck greets your arrival to this wooded wonderland, perfect for stargazing, entertaining, or simply enjoying the surrounding nature. Walk in to see the grand living room/dining room space, complete w/ cathedral ceiling, 2 story windows & cozy wood-burning stove/fireplace. HW floors flow throughout the DR & into the kitchen, complete w/ Viking SS appliances & breakfast bar. Full bath w/ subway tile & high-end finishes accommodates the first floor area & bedrooms. Upstairs, find an open loft space w/ cathedral ceiling, exposed beams, large ceiling fan- perfect for a master suite, home office space, playroom, with its own full bath nearby. Be a part of Candlewood Lake Estates private gated community boasting a deeded boat slip on Candlewood, 2 Candlewood Lakeside beaches, and 2 spring-fed Green Pond beach areas- perfect for paddleboarding/kayaking. Close to rt 202, 90 minutes to NYC, close proximity to schools, restaurants & shopping. With the privacy & serenity you have always dreamed of & the amenities that you have always desired, come see why this property is perfect for you!

$749,000Est. Payment
5 Beds | 5 Baths | 4,283 Sqft
5 Cloverleaf Farm, Sherman, CT 06784
House For Sale

Come fall in love with this meticulously renovated large and inviting ranch with over 4,200 sf! Builders custom designed open concept living all on one level with soaring vaulted ceilings. This home is filled with natural light boasting a stunning gourmet Eat in kitchen with top of the line stainless steel appliances, oversized island, prep sink, breakfast bar and desk. Enjoy hosting holiday dinners in the formal dining room while enjoying the expansive great room with stone fire place and double sliding glass doors leading to expansive back deck with cozy cable ready gazebo. The huge master suite features 2 walk-in closets (one with sitting room), luxurious bath with soaker tub, marble walk-in shower and wet bar/desk alcove. Step downstairs to the amazing finished basement perfect for entertaining with a 10ft granite and stone bar, fireplace, 2 walkouts, bathroom and room for extended family as an in-law suite as desired. The elegant setting and landscape provide great scenic vistas from every room overlooking distant hills, and protected fields. Many recent improvements, including new roof, new central air conditioning and new septic. Enjoy your perfect country retreat with access to boat dock and town beach and located just 5 miles from Metro North trains, 90 minutes from Manhattan and walking distance to the Appalachian Trail.

$490,000Est. Payment
2 Beds | 3 Baths | 3,317 Sqft
190 Route 37 South, Sherman, CT 06784
House For Sale

Captivating Two To Three Bedroom Contemporary/Chalet. Natural Edge Siding Stained in Walnut Adorns This Home. Sun Filled Rooms With Open Floor Plan. Granite Stone, Double Sided, Fireplace in the Center Of The Home For Ambiance While Entertaining In The New England Fall & Winter Seasons. This Gracious Home Offers Two to Three Bedrooms, Three Full Bathrooms, Soaring Ceilings with Trapezoid Windows. Master Bedroom Features a Fireplace, Balcony and Spa Inspired En Suite. Multiple Decks, Tiered Landscape, Separate Studio out Building Lends Itself To Many Possibilities. Includes Additional Two Car Garage, Making This a Four Car Garage Property. Full Walk Out Basement Has High Ceilings and Windows. Add your Own Flair and You Could be Enhancing upon the 3300+ Square Feet Above. Set In Sherman On A Scenic Landscape All Within Fifteen Minutes To Metro North.

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