Sherman, CT Homes for Sale

Single-Family Homes in Greater Fairfield County

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Single family for sale

135 Old Sherman Hill Road, Woodbury, Connecticut 06798

5Bedroom(s)
4Bathroom(s)
4Parking(s)
4,415Sqft
39Picture(s)
One of a kind property on over 5 Acres of land with beautiful meadows, a riding ring, and 5 stall horse barn! The horse barn features running water, electricity, and a garage bay. Pull right in to your circular driveway that leads up to a stunning California style Contemporary.
$429,900

Single family for sale

135 Old Sherman Hill Road, Woodbury, Connecticut 06798
5Bedroom(s)
4Bathroom(s)
4Parking(s)
4,415Sqft
One of a kind property on over 5 Acres of land with beautiful meadows, a riding ring, and 5 stall horse barn! The horse barn features running water, electricity, and a garage bay. Pull right in to your circular driveway that leads up to a stunning California style Contemporary.
$429,900

Single family for sale

135 Old Sherman Hill Road, Woodbury, Connecticut 06798
5Bedroom(s)
4Bathroom(s)
$429,900

Single family for sale

8 Brookside Lane, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,878Sqft
41Picture(s)
Tucked away on 2.90 acres of private & secluded land, this fully custom retreat is equipped with a two car attached garage, a large storage barn, multi-level decks, hot tub, chipping green, and private pond! Walk in and feel right at home with the exposed beam work, thermopane windows, and cascading rays of sun via the large bay windows.
$720,000

Single family for sale

8 Brookside Lane, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,878Sqft
Tucked away on 2.90 acres of private & secluded land, this fully custom retreat is equipped with a two car attached garage, a large storage barn, multi-level decks, hot tub, chipping green, and private pond! Walk in and feel right at home with the exposed beam work, thermopane windows, and cascading rays of sun via the large bay windows.
$720,000

Single family for sale

8 Brookside Lane, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$720,000

Single family for sale

7 Wagon Wheel Road, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
2,768Sqft
41Picture(s)
This Squantz Pond waterfront property is now available just for you! Tucked away on 1.40 acres sits this breathtaking 3,000+ sq. ft home with over 500 ft of private water frontage. This cape cod dream exemplifies elegant lake living, giving you privacy, luxury detail, and craftsmanship you have dreamed of.
$1,195,000

Single family for sale

7 Wagon Wheel Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
2,768Sqft
This Squantz Pond waterfront property is now available just for you! Tucked away on 1.40 acres sits this breathtaking 3,000+ sq. ft home with over 500 ft of private water frontage. This cape cod dream exemplifies elegant lake living, giving you privacy, luxury detail, and craftsmanship you have dreamed of.
$1,195,000

Single family for sale

7 Wagon Wheel Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$1,195,000

Single family for sale

9 Shelter Cove Road, Sherman, Connecticut 06784

4Bedroom(s)
4Bathroom(s)
4Parking(s)
5,118Sqft
41Picture(s)
SAIL HARBOUR CLUB - Net a classic & walk to private community tennis courts. Lake amenities include Clubhouse/Marina/Boat Slips/Beach/Fire Pit/Grilling Area & Bocci Court. All this and easy access to points south.30M to White Plains/50M to NYC. Additional Rooms - BD/UL 15x14/GAME ROOM LL 14x28 Frplc/Carpet; MEDIA ROOM LL 15 x 19; EXERCISE ROOM LL 15x15.
$799,000

Single family for sale

9 Shelter Cove Road, Sherman, Connecticut 06784
4Bedroom(s)
4Bathroom(s)
4Parking(s)
5,118Sqft
SAIL HARBOUR CLUB - Net a classic & walk to private community tennis courts. Lake amenities include Clubhouse/Marina/Boat Slips/Beach/Fire Pit/Grilling Area & Bocci Court. All this and easy access to points south.30M to White Plains/50M to NYC. Additional Rooms - BD/UL 15x14/GAME ROOM LL 14x28 Frplc/Carpet; MEDIA ROOM LL 15 x 19; EXERCISE ROOM LL 15x15.
$799,000

Single family for sale

9 Shelter Cove Road, Sherman, Connecticut 06784
4Bedroom(s)
4Bathroom(s)
$799,000

Single family for sale

15 Evans Hill Road, Sherman, Connecticut 06784

5Bedroom(s)
4Bathroom(s)
4Parking(s)
4,887Sqft
41Picture(s)
Welcome to this idyllic country escape! Quality construction Colonial has a sophisticated contemporary flare with handcrafted details throughout the home. This wonderful gathering place has a main level open floor plan where the kitchen & breakfast nook share a fireplace with the large living room, and transitions to a raised sitting room at the center of the front entrance.
$1,075,000

Single family for sale

15 Evans Hill Road, Sherman, Connecticut 06784
5Bedroom(s)
4Bathroom(s)
4Parking(s)
4,887Sqft
Welcome to this idyllic country escape! Quality construction Colonial has a sophisticated contemporary flare with handcrafted details throughout the home. This wonderful gathering place has a main level open floor plan where the kitchen & breakfast nook share a fireplace with the large living room, and transitions to a raised sitting room at the center of the front entrance.
$1,075,000

Single family for sale

15 Evans Hill Road, Sherman, Connecticut 06784
5Bedroom(s)
4Bathroom(s)
$1,075,000

Single family for sale

40 Hubbell Mountain Road, Sherman, Connecticut 06784

5Bedroom(s)
2Bathroom(s)
2Parking(s)
4,138Sqft
40Picture(s)
One of Sherman's Finest Historic Landmark Properties w/Classic New England Character steeped in history-THE ATCHISON FARM a/k/a/MT. PLEASANT VIEW FARM on the summit of Hubbell Mtn Rd. The earliest part of the farmhouse dates back to pre-revolutionary times w/barns, additions & other outbuildings built by the Atchisons.
$995,000

Single family for sale

40 Hubbell Mountain Road, Sherman, Connecticut 06784
5Bedroom(s)
2Bathroom(s)
2Parking(s)
4,138Sqft
One of Sherman's Finest Historic Landmark Properties w/Classic New England Character steeped in history-THE ATCHISON FARM a/k/a/MT. PLEASANT VIEW FARM on the summit of Hubbell Mtn Rd. The earliest part of the farmhouse dates back to pre-revolutionary times w/barns, additions & other outbuildings built by the Atchisons.
$995,000

Single family for sale

40 Hubbell Mountain Road, Sherman, Connecticut 06784
5Bedroom(s)
2Bathroom(s)
$995,000

Single family for sale

69 Spring Lake Road, Sherman, Connecticut 06784

3Bedroom(s)
2Bathroom(s)
2Parking(s)
2,090Sqft
25Picture(s)
Step back in time on a quiet country road in Sherman, voted many times as Connecticut #1 small towns. Meticulously renovated 1900's farmhouse is entirely updated with state of the arts systems to achieve maximum efficiency. Closed cell insulation, basement water sealed with water monitoring system, thermopane windows and exterior cedar clapboards.
$639,000

Single family for sale

69 Spring Lake Road, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
2Parking(s)
2,090Sqft
Step back in time on a quiet country road in Sherman, voted many times as Connecticut #1 small towns. Meticulously renovated 1900's farmhouse is entirely updated with state of the arts systems to achieve maximum efficiency. Closed cell insulation, basement water sealed with water monitoring system, thermopane windows and exterior cedar clapboards.
$639,000

Single family for sale

69 Spring Lake Road, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
$639,000

Single family for sale

44 Briggs Hill Road, Sherman, Connecticut 06784

5Bedroom(s)
4Bathroom(s)
4Parking(s)
4,113Sqft
40Picture(s)
S & L Farm is one of the ultimate equestrian properties in the Northeast & certainly among the best in the country. This horse-owners paradise, with unsurpassed views, is owned by an iconic fashion design couple w/over 50 years of experience with horses & building the best of equestrian horse farms across the U.S.
$7,999,000

Single family for sale

44 Briggs Hill Road, Sherman, Connecticut 06784
5Bedroom(s)
4Bathroom(s)
4Parking(s)
4,113Sqft
S & L Farm is one of the ultimate equestrian properties in the Northeast & certainly among the best in the country. This horse-owners paradise, with unsurpassed views, is owned by an iconic fashion design couple w/over 50 years of experience with horses & building the best of equestrian horse farms across the U.S.
$7,999,000

Single family for sale

44 Briggs Hill Road, Sherman, Connecticut 06784
5Bedroom(s)
4Bathroom(s)
$7,999,000

Single family for sale

28 Farm Road, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,644Sqft
23Picture(s)
PICTURE POSTCARD VIEWS from Every Room! Wake to the Splendors of each Season. Best view in town w/Views of Happy Acres, a working Farm w/it's famous Red Barns and rolling foothills of New England. Entertain, roast marshmallows on the fire pit, or star gaze from the Hot Tub on the terrace. Geothermal (no oil/low energy cost) home w/4+ very private acres.
$1,200,000

Single family for sale

28 Farm Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,644Sqft
PICTURE POSTCARD VIEWS from Every Room! Wake to the Splendors of each Season. Best view in town w/Views of Happy Acres, a working Farm w/it's famous Red Barns and rolling foothills of New England. Entertain, roast marshmallows on the fire pit, or star gaze from the Hot Tub on the terrace. Geothermal (no oil/low energy cost) home w/4+ very private acres.
$1,200,000

Single family for sale

28 Farm Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$1,200,000

Single family for sale

7 Shelter Cove Road, Sherman, Connecticut 06784

5Bedroom(s)
4Bathroom(s)
4Parking(s)
6,896Sqft
40Picture(s)
SAIL HARBOUR CLUB - Premier Lake Community Home Enclave of Custom Built Homes in fabulous up-scale community offers Clubhouse/Tennis Courts/Large Sandy Beach/Boat Slips/Outdoor Kitchen-Grilling Area/Fire Pit/Sitting Area/Play Area/Bocci Court. "Net" a Classic and walk to the community courts from this home.  Walk or bring your golf cart to get to the Clubhouse and other amenities.
$929,000

Single family for sale

7 Shelter Cove Road, Sherman, Connecticut 06784
5Bedroom(s)
4Bathroom(s)
4Parking(s)
6,896Sqft
SAIL HARBOUR CLUB - Premier Lake Community Home Enclave of Custom Built Homes in fabulous up-scale community offers Clubhouse/Tennis Courts/Large Sandy Beach/Boat Slips/Outdoor Kitchen-Grilling Area/Fire Pit/Sitting Area/Play Area/Bocci Court. "Net" a Classic and walk to the community courts from this home.  Walk or bring your golf cart to get to the Clubhouse and other amenities.
$929,000

Single family for sale

7 Shelter Cove Road, Sherman, Connecticut 06784
5Bedroom(s)
4Bathroom(s)
$929,000

Single family for sale

45 Orchard Rest Road, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,219Sqft
40Picture(s)
100' DIRECT WATERFRONT - Candlewood Lake Light and Airy Contemporary and meticulously maintained. Fabulous oversized Trex Deck with automatic awning. Lovely screened porch (also Trex Decking) w/attached Deck. Magnificent mature and colorful landscape w/huge rhododendrons frame the views. Walls of sliders and windows throughout the house capture the unobstructed lake & mountain.
$849,000

Single family for sale

45 Orchard Rest Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,219Sqft
100' DIRECT WATERFRONT - Candlewood Lake Light and Airy Contemporary and meticulously maintained. Fabulous oversized Trex Deck with automatic awning. Lovely screened porch (also Trex Decking) w/attached Deck. Magnificent mature and colorful landscape w/huge rhododendrons frame the views. Walls of sliders and windows throughout the house capture the unobstructed lake & mountain.
$849,000

Single family for sale

45 Orchard Rest Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$849,000

Single family for sale

54 Long River Road, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,500Sqft
8Picture(s)
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.
$849,000

Single family for sale

54 Long River Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
3,500Sqft
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.
$849,000

Single family for sale

54 Long River Road, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$849,000
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