Sherman

Fairfield County, Connecticut

VIEW 32 COMMUNITY LISTINGS

Sherman, Fairfield County’s northernmost town, is known for its traditional, New England charm while being easily accessible via several major state routes including routes 55, 37 and 39.

Sherman has lovely beaches and offers lakefront residences along the shores of Candlewood Lake, as well as historic farm houses tucked away on expansive lots surrounded by open fields and dense wooded areas. The real estate market here reveals stunning contemporary homes as well as quaint summer cottages and traditional permanent residences – many with unrivaled lakefront views. The beautifully maintained Greek Revival-style Sherman Playhouse, home to the renowned Sherman Players, is a place of pride for residents looking to enjoy first-rate theater productions in a magnificent setting. The town is also home to numerous performing arts and civic organizations. There is an excellent K-8 school, and high school students have a choice of four area schools to attend.

Sherman has lovely beaches and offers lakefront residences along the shores of Candlewood Lake, as well as historic farm houses tucked away on expansive lots surrounded by open fields and dense wooded areas. The real estate market here reveals stunning contemporary homes as well as quaint summer cottages and traditional permanent residences – many with unrivaled lakefront views. The beautifully maintained Greek Revival-style Sherman Playhouse, home to the renowned Sherman Players, is a place of pride for residents looking to enjoy first-rate theater productions in a magnificent setting. The town is also home to numerous performing arts and civic organizations. There is an excellent K-8 school, and high school students have a choice of four area schools to attend.

Sherman has lovely beaches and offers lakefront residences along the shores of Candlewood Lake, as well as historic farm houses tucked away on expansive lots surrounded by open fields and dense wooded areas. The real estate market here reveals stunning contemporary homes as well as quaint summer cottages and traditional permanent residences – many with unrivaled lakefront views. The beautifully maintained Greek Revival-style Sherman Playhouse, home to the renowned Sherman Players, is a place of pride for residents looking to enjoy first-rate theater productions in a magnificent setting. The town is also home to numerous performing arts and civic organizations. There is an excellent K-8 school, and high school students have a choice of four area schools to attend.

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Featured Listings

1 Cloverleaf Farm South
Sherman, CT $1,685,000

1 Cloverleaf Farm South

Sherman, CT

$1,685,000
  • 4 Beds
  • 4/1 Baths
  • 5,475 Sqft
73 Long River Road
Sherman, CT $1,395,000

73 Long River Road

Sherman, CT

$1,395,000
  • 4 Beds
  • 3/1 Baths
  • 3,247 Sqft
Rte 39 South, State Route
Sherman, CT $850,000

Rte 39 South, State Route

Sherman, CT

$850,000
  • 24.00 Acres
Wagon Wheel Road
Sherman, CT $525,000

Wagon Wheel Road

Sherman, CT

$525,000
  • 55.85 Acres
8 Cedar Point Drive
Sherman, CT $7,000/mo

8 Cedar Point Drive

Sherman, CT

$7,000/mo
  • 2 Beds
  • 3 Baths
  • 1,960 Sqft
5 Sail Harbour Drive
Sherman, CT $3,795,000

5 Sail Harbour Drive

Sherman, CT

$3,795,000
  • 4 Beds
  • 4/2 Baths
  • 6,704 Sqft
5 Stone Wall Lane
Sherman, CT $1,999,000

5 Stone Wall Lane

Sherman, CT

$1,999,000
  • 4 Beds
  • 4/1 Baths
  • 5,427 Sqft
6 Brinsmade Lane
Sherman, CT $1,849,000

6 Brinsmade Lane

Sherman, CT

$1,849,000
  • 6 Beds
  • 5 Baths
  • 5,500 Sqft

Sherman

Area Map

Sherman is within Fairfield County, Connecticut and borders New Milford and New Fairfield.

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Featured Communities Within

Fairfield County

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Sherman

Market Snapshot

Units Sold

November 2025

4 TOTAL UNITS

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Median Sales Price

November 2025 - Single Family Homes

$988K
image description +76.3% image description -23.2% since

Percentage of Asking Price

November 2025 Single Family Homes

94%
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94%
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