Sherman, CT Homes for Sale

Single-Family Homes in Greater Fairfield County

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Single family for sale

17 Pepper Pond Road, Sherman, Connecticut 06784

4Bedroom(s)
5Bathroom(s)
5Parking(s)
3,129Sqft
41Picture(s)
'On Golden Pond' - One of the most captivating homes and properties overlooking this approximately 27-acre scenic pond in southern Sherman. This one-of-kind offering is situated in a prime spot in the desirable 1200-acre country community of TIMBER TRAILS - known for its private, back-to-nature setting and serene bucolic atmosphere.
$799,000

Single family for sale

17 Pepper Pond Road, Sherman, Connecticut 06784
4Bedroom(s)
5Bathroom(s)
5Parking(s)
3,129Sqft
'On Golden Pond' - One of the most captivating homes and properties overlooking this approximately 27-acre scenic pond in southern Sherman. This one-of-kind offering is situated in a prime spot in the desirable 1200-acre country community of TIMBER TRAILS - known for its private, back-to-nature setting and serene bucolic atmosphere.
$799,000

Single family for sale

17 Pepper Pond Road, Sherman, Connecticut 06784
4Bedroom(s)
5Bathroom(s)
$799,000

Single family for sale

4 Bittersweet Lane, Sherman, Connecticut 06784

3Bedroom(s)
4Bathroom(s)
4Parking(s)
3,581Sqft
41Picture(s)
Stylish Contemporary Cape on 3.72 acres transformed into a country oasis by New England architect, Rob Sanders, and featured in CTC&G Magazine. Striking eastern mountaintop views and an inviting open floor plan offer the perfect venue for entertaining.
$685,000

Single family for sale

4 Bittersweet Lane, Sherman, Connecticut 06784
3Bedroom(s)
4Bathroom(s)
4Parking(s)
3,581Sqft
Stylish Contemporary Cape on 3.72 acres transformed into a country oasis by New England architect, Rob Sanders, and featured in CTC&G Magazine. Striking eastern mountaintop views and an inviting open floor plan offer the perfect venue for entertaining.
$685,000

Single family for sale

4 Bittersweet Lane, Sherman, Connecticut 06784
3Bedroom(s)
4Bathroom(s)
$685,000

Single family for sale

11 Pinewood Shores, Sherman, Connecticut 06784

3Bedroom(s)
2Bathroom(s)
2Parking(s)
2,692Sqft
21Picture(s)
3 Bedroom, 2.5 Bath home with with amazing views of beautiful Squantz Pond and a stones throw to your dock and beach area. Cozy family room with fireplace, recently updated baths, hardwood floors, freshly painting and large unfinished walkout basement ready for your finishings. New windows just installed. Pinewood Shores is a peaceful Sherman lake community, close to the New Fairfield line.
$360,000

Single family for sale

11 Pinewood Shores, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
2Parking(s)
2,692Sqft
3 Bedroom, 2.5 Bath home with with amazing views of beautiful Squantz Pond and a stones throw to your dock and beach area. Cozy family room with fireplace, recently updated baths, hardwood floors, freshly painting and large unfinished walkout basement ready for your finishings. New windows just installed. Pinewood Shores is a peaceful Sherman lake community, close to the New Fairfield line.
$360,000

Single family for sale

11 Pinewood Shores, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
$360,000

Single family for sale

26 Fox Run, Sherman, Connecticut 06784

4Bedroom(s)
4Bathroom(s)
4Parking(s)
5,915Sqft
41Picture(s)
The heart, soul and beauty of this Shingle & Stone, 3-Story Lodge are found perched atop 25 ACRES on nature's doorstep.Experience unobstructed VIEWS of the Litchfield Hills Mtn Range & a rich blend of harmony between earth & sky.Serene & stylish yet country casual, COPPER MOUNTAIN LODGE, is a perfect destination for weekends or year round living w/its mesmerizing 180 degree Views.
$2,085,000

Single family for sale

26 Fox Run, Sherman, Connecticut 06784
4Bedroom(s)
4Bathroom(s)
4Parking(s)
5,915Sqft
The heart, soul and beauty of this Shingle & Stone, 3-Story Lodge are found perched atop 25 ACRES on nature's doorstep.Experience unobstructed VIEWS of the Litchfield Hills Mtn Range & a rich blend of harmony between earth & sky.Serene & stylish yet country casual, COPPER MOUNTAIN LODGE, is a perfect destination for weekends or year round living w/its mesmerizing 180 degree Views.
$2,085,000

Single family for sale

26 Fox Run, Sherman, Connecticut 06784
4Bedroom(s)
4Bathroom(s)
$2,085,000

Single family for sale

8 Cloverleaf Farm, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
4,818Sqft
31Picture(s)
Lovely country living! Meticulously maintained home in pastoral location abutting a private estate. Built in 2002, renovated in 2010, it shows like new. New chef grade kitchen includes a viking gas range, convection microwave, with stainless steel refrigerator and dishwasher plus its own dining area. Formal dining room is just off the kitchen making entertaining a breeze.
$694,000

Single family for sale

8 Cloverleaf Farm, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
4,818Sqft
Lovely country living! Meticulously maintained home in pastoral location abutting a private estate. Built in 2002, renovated in 2010, it shows like new. New chef grade kitchen includes a viking gas range, convection microwave, with stainless steel refrigerator and dishwasher plus its own dining area. Formal dining room is just off the kitchen making entertaining a breeze.
$694,000

Single family for sale

8 Cloverleaf Farm, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$694,000

Single family for sale

12 Mill Pond Road, Sherman, Connecticut 06784

4Bedroom(s)
5Bathroom(s)
5Parking(s)
6,120Sqft
41Picture(s)
This lovely shingle style home is located in Candlewood Lakes premier gated lake community, Mill Pond Farm Estates. It is beautifully sited on a 6+ acre lot that has been lovingly landscaped and has room for a pool. The home is perfect for entertaining with a large gourmet kitchen and open floor plan. The rooms are light filled with glass doors leading outside from almost every main level room.
$1,899,000

Single family for sale

12 Mill Pond Road, Sherman, Connecticut 06784
4Bedroom(s)
5Bathroom(s)
5Parking(s)
6,120Sqft
This lovely shingle style home is located in Candlewood Lakes premier gated lake community, Mill Pond Farm Estates. It is beautifully sited on a 6+ acre lot that has been lovingly landscaped and has room for a pool. The home is perfect for entertaining with a large gourmet kitchen and open floor plan. The rooms are light filled with glass doors leading outside from almost every main level room.
$1,899,000

Single family for sale

12 Mill Pond Road, Sherman, Connecticut 06784
4Bedroom(s)
5Bathroom(s)
$1,899,000

Single family for sale

3 Babbling Brook Drive, Sherman, Connecticut 06784

3Bedroom(s)
3Bathroom(s)
3Parking(s)
2,656Sqft
41Picture(s)
One of Sherman's best kept secrets!16 ACRES-Set back at the end of a 1/2m private road, this is the perfect destination for weekend or year round living in total privacy & a gorgeous country environment.Enjoy incredible sweeping protected VIEWS from most all rooms.Move-in ready w/complete stylish updates throughout entire Home.
$899,000

Single family for sale

3 Babbling Brook Drive, Sherman, Connecticut 06784
3Bedroom(s)
3Bathroom(s)
3Parking(s)
2,656Sqft
One of Sherman's best kept secrets!16 ACRES-Set back at the end of a 1/2m private road, this is the perfect destination for weekend or year round living in total privacy & a gorgeous country environment.Enjoy incredible sweeping protected VIEWS from most all rooms.Move-in ready w/complete stylish updates throughout entire Home.
$899,000

Single family for sale

3 Babbling Brook Drive, Sherman, Connecticut 06784
3Bedroom(s)
3Bathroom(s)
$899,000

Single family for sale

4 Laurel Hill Road, Sherman, Connecticut 06784

3Bedroom(s)
2Bathroom(s)
2Parking(s)
1,820Sqft
29Picture(s)
Located in Sherman on the New Fairfield border, this home offers a perfect commuting location to Westchester and NYC for those who want to avoid I-84. At the end of a quiet, dead end road, you have lake views of Candlewood. This newer home offers hardwood floors in the living room, dining room and kitchen, central air conditioning and a 1 year old septic system.
$344,000

Single family for sale

4 Laurel Hill Road, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
2Parking(s)
1,820Sqft
Located in Sherman on the New Fairfield border, this home offers a perfect commuting location to Westchester and NYC for those who want to avoid I-84. At the end of a quiet, dead end road, you have lake views of Candlewood. This newer home offers hardwood floors in the living room, dining room and kitchen, central air conditioning and a 1 year old septic system.
$344,000

Single family for sale

4 Laurel Hill Road, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
$344,000

Single family for sale

9 Smoke Ridge Drive, Sherman, Connecticut 06784

4Bedroom(s)
2Bathroom(s)
2Parking(s)
3,108Sqft
25Picture(s)
Bright and sunny 4 bedroom Colonial situated in desirable cul-de-sac subdivision.
$425,000

Single family for sale

9 Smoke Ridge Drive, Sherman, Connecticut 06784
4Bedroom(s)
2Bathroom(s)
2Parking(s)
3,108Sqft
Bright and sunny 4 bedroom Colonial situated in desirable cul-de-sac subdivision.
$425,000

Single family for sale

9 Smoke Ridge Drive, Sherman, Connecticut 06784
4Bedroom(s)
2Bathroom(s)
$425,000

Single family for sale

32 Edmonds Road, Sherman, Connecticut 06784

3Bedroom(s)
2Bathroom(s)
2Parking(s)
2,202Sqft
41Picture(s)
This stunning and extraordinary Mediterranean-style home is located in a desirable, scenic location at the end of a beautiful country road in Sherman, Connecticut. Situated on 8.17 picturesque acres, the property also offers an in-ground heated pool and spa, a Har-Tru tennis court, a large, well-stocked Koi pond and beautiful sweeping grounds.
$789,000

Single family for sale

32 Edmonds Road, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
2Parking(s)
2,202Sqft
This stunning and extraordinary Mediterranean-style home is located in a desirable, scenic location at the end of a beautiful country road in Sherman, Connecticut. Situated on 8.17 picturesque acres, the property also offers an in-ground heated pool and spa, a Har-Tru tennis court, a large, well-stocked Koi pond and beautiful sweeping grounds.
$789,000

Single family for sale

32 Edmonds Road, Sherman, Connecticut 06784
3Bedroom(s)
2Bathroom(s)
$789,000

Single family for sale

2 Brinsmade Lane, Sherman, Connecticut 06784

4Bedroom(s)
3Bathroom(s)
3Parking(s)
2,685Sqft
37Picture(s)
This extraordinary Cape sits upon nearly 3 acres in the pastoral town of Sherman. Originally built in 1742, the home was substantially expanded and renovated in 2002, creating a nearly new house for modern living, yet full of fun and character. The open floor plan, with plentiful windows, allows natural light to stream into each and every room.
$425,000

Single family for sale

2 Brinsmade Lane, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
3Parking(s)
2,685Sqft
This extraordinary Cape sits upon nearly 3 acres in the pastoral town of Sherman. Originally built in 1742, the home was substantially expanded and renovated in 2002, creating a nearly new house for modern living, yet full of fun and character. The open floor plan, with plentiful windows, allows natural light to stream into each and every room.
$425,000

Single family for sale

2 Brinsmade Lane, Sherman, Connecticut 06784
4Bedroom(s)
3Bathroom(s)
$425,000

Single family for sale

17 Big Trail, Sherman, Connecticut 06784

4Bedroom(s)
2Bathroom(s)
2Parking(s)
2,624Sqft
37Picture(s)
Experience the charms of Timber Trails! This 1930's stone cape has vintage charm with modern amenities. This 4-bedroom home offers a delightful country setting on 1.25 acres. Enjoy the covered deck with ceiling fan and lights overlooking beautifully landscaped acreage, or take in the sun on the large upper deck, accessible from 2 bedrooms.
$395,000

Single family for sale

17 Big Trail, Sherman, Connecticut 06784
4Bedroom(s)
2Bathroom(s)
2Parking(s)
2,624Sqft
Experience the charms of Timber Trails! This 1930's stone cape has vintage charm with modern amenities. This 4-bedroom home offers a delightful country setting on 1.25 acres. Enjoy the covered deck with ceiling fan and lights overlooking beautifully landscaped acreage, or take in the sun on the large upper deck, accessible from 2 bedrooms.
$395,000

Single family for sale

17 Big Trail, Sherman, Connecticut 06784
4Bedroom(s)
2Bathroom(s)
$395,000
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