Sherman

Fairfield County, Connecticut

VIEW 26 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

105 Route 39 North
Sherman, CT $1,695,000

105 Route 39 North

Sherman, CT

$1,695,000
  • 3 Beds
  • 3/2 Baths
  • 3,765 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
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
21 Jericho Road North
Sherman, CT $18,000/mo

21 Jericho Road North

Sherman, CT

$18,000/mo
  • 5 Beds
  • 3/1 Baths
  • 4,493 Sqft
8 Cedar Point Drive
Sherman, CT $6,900/mo

8 Cedar Point Drive

Sherman, CT

$6,900/mo
  • 2 Beds
  • 3 Baths
  • 1,960 Sqft
6 Hoyt Road
Sherman, CT $3,900,000

6 Hoyt Road

Sherman, CT

$3,900,000
  • 3 Beds
  • 2 Baths
  • 1,933 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

January 2026

4 TOTAL UNITS

image description -50.0% image description -33.3% since

Median Sales Price

January 2026 - Single Family Homes

$711K
image description +17.4% image description +12.3% since

Percentage of Asking Price

January 2026 Single Family Homes

95%
image description -0.5% image description +2.1% since
95%
image description -0.5% image description +2.1% since