Sherman

Fairfield County, Connecticut

VIEW 36 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. Students attend the Sherman School (PK-8) 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. Students attend the Sherman School (PK-8) 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. Students attend the Sherman School (PK-8) and high school students have a choice of four area schools to attend.

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Featured Listings

Historic Homestead In Sherman Ct
Sherman, CT $2,500,000

Historic Homestead In Sherman Ct

Sherman, CT

$2,500,000
  • 6 Beds
  • 3/1 Baths
  • 5,990 Sqft
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
15 Osborn Road
Sherman, CT $1,200,000

15 Osborn Road

Sherman, CT

$1,200,000
  • 3 Beds
  • 2/1 Baths
  • 2,989 Sqft
Rte 39 South, State Route
Sherman, CT $850,000

Rte 39 South, State Route

Sherman, CT

$850,000
  • 24.00 Acres
2 Bridgeworth Lane
Sherman, CT $710,000

2 Bridgeworth Lane

Sherman, CT

$710,000
  • 3 Beds
  • 3/1 Baths
  • 3,608 Sqft
1 Coburn Road West
Sherman, CT $645,000

1 Coburn Road West

Sherman, CT

$645,000
  • 2 Beds
  • 2 Baths
  • 2,008 Sqft
Wagon Wheel Road
Sherman, CT $525,000

Wagon Wheel Road

Sherman, CT

$525,000
  • 55.85 Acres

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

August 2025

1 TOTAL UNITS

image description -90.0% image description -83.3% vs

Median Sales Price

August 2025 - Single Family Homes

$675K
image description +4.8% image description -10.0% vs

Percentage of Asking Price

August 2025 Single Family Homes

98%
image description -0.8% image description -0.1% vs
98%
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