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47 Sherman, CT Real Estate Listings

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Kathleen Harrison

$150,000Est. Payment
5.51 Acres
1 Autumn Drive, Sherman, CT 06784
Lots Land For Sale

CHAPEL HILL AREA - Private Country Lane in small 6-lot country subdivision of Custom Homes. Possible Pond Site. Desirable Southern Sherman on Sherman/Pawling Border. 15 minutes to Metro North Train Station. 5M to quaint town center, community tennis, pavilion & beach with docks on CANDLEWOOD LAKE.

$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

$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.

$100,000
$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.

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.

$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.

$10,000
$69,997Est. Payment
3 Acres
8 Blackberry Lane, Sherman, CT 06784
Lots Land For Sale

Dont miss out on this huge deal! Looking for the perfect piece of land to build your dream home one? This could be it! With 3-acres of beautiful land that is near Candlewood Lake. Located about 23 miles north of Danbury, CT, this is a prime location to be able to go and enjoy the urban and downtown culture Sherman has to offer yet still living the suburban lifestyle. While you are away from the city, it is not out of reach. Drive to Mashapaug Rd and you will have access to the closest towns and cities. The land itself is only 15-45 minutes away from 3 big cities; Danbury, Arlington, and Springfield.A 5-bedroom house on the same street has sold for $910,00. This lot was approved for a 4-bedroom house, so you can build a bigger and better house and easily value it at around $1M. It has also been approved to park RV campers. This property is a gold mine for anyone, the home values are predicted to rise even more in the coming years, especially when people are working online and moving away from the cities.

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!

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

Escape to Candlewood Lake, enjoy peace and tranquility at this lovely direct waterfront home located in sought after Holiday Point. Enjoy west exposure and fabulous sunsets from the wrap-around stone patio or your private waterfront dock with 100' of direct waterfront, or better yet, from your boat while enjoying a cocktail, dining al fresco on the lake! You'll love this special setting as it's located just off the main part of the lake allowing for more quiet, less waves, traffic and wind; perfect for swimming, kayaking, paddle boarding, fishing, sunbathing or just relaxing with a book. This updated home features a fabulous kitchen with quartz counters, stainless steel appliances with large island, opens to the dining area and living room with stone fireplace - cooking while entertaining made easy! A laundry room with utility sink and full bath completes this level which opens to the wrap-around stone patio with views of the lake and dock. The upper level family room is set up as the master bedroom, there are three bedrooms and two full hall baths, one with tub and shower. Driveway, parking and one-car garage complete this home. A convenient commute to Westchester County & Manhattan, easy to MetroNorth trains, in-town tennis, golf, close to country clubs and minutes from retail shopping, schools and restaurants. Only 60 mins from NYC, this home offers lots of outdoor living space & fresh air Community beach, too Fall in Love Weekend escape or full-time, WELCOME HOME! Being sold pretty much furnished, be sure to see inclusion/exclusion sheet.

Kathleen Harrison

$550,000Est. Payment
4 Beds | 3 Baths | 2,770 Sqft
5 Anderson Road, Sherman, CT 06784
Multi Family For Sale

CIRCA 1780 Country Home with legal rental (STUDIO) on 9 ACRES. Northern Sherman area on desirable country road. This lovely parcel with it's notable MASSIVE Oak & Spruce Trees, abuts 100 Acre Estate Parcel. THIS HOME FEATURES 9' CEILINGS ,HARDWOOD FLOORS,FIREPLACE, 4 BEDROOMS, 2 FULL BATHS in Main House plus a STUDIO Apartment w/full BA. 2200sq.ft in Main house, 600sq.ft. in studio apt.5M to Metro North Train Station. 1 M to NY Line & Private Golf Club (The Club @ River Oaks). 3 M to quaint town center, Sherman IGA & other small town shops, 2 restaurants, community tennis court, park with walking/jogging path, basketball court, kids play area, fields, pavilion and BEACH on CANDLEWOOD LAKE w/boat slips.This property is recognized as 5 and 5A Anderson Road. Main House & Apartment shared septic & well

$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.

$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.

Kathleen Harrison

$350,000Est. Payment
1.98 Acres
79 Long River Road, Sherman, CT 06784
Lots Land For Sale

The Club @ River Oaks- Private Gated Golf Club & Residential Community in Fairfield County, ConnecticutPRIVATE LOT - testing available. Lot overlooks BOTH Housatonic River & Golf Course!66 Home Sites on over 350 acres, bordered by the Berkshires, the Housatonic River and the Appalachian Trail.10 minutes from Wingdale Metro North Train Station. 18 hole, par 70 golf course that follows natural terrain of Berkshire foothills. Driving Range and Putting Green. Fully stocked Pro Shop.Golf Pro available for private lessons. 26000 sq ft Clubhouse. Locker Rooms/Bag Storage. Tennis Courts/Heated swimming pool w/Patio. Exercise/Fitness Facility/Mahogany Bar & Grille Room. Banquet facilities. Outdoor Patio overlooks the 18th Green.Several Membership Options Available w/variety of family activities & superior amenities.

$5,450,000Est. 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.

$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!

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