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

95 Long River Road
Sherman, CT $1,550,000

95 Long River Road

Sherman, CT

$1,550,000
  • 4 Beds
  • 3/1 Baths
  • 4,400 Sqft
15 Skyline Drive
Sherman, CT $1,550,000

15 Skyline Drive

Sherman, CT

$1,550,000
  • 3 Beds
  • 2/2 Baths
  • 3,068 Sqft
15 Holiday Point Road
Sherman, CT $729,000

15 Holiday Point Road

Sherman, CT

$729,000
  • 3 Beds
  • 2/1 Baths
  • 1,995 Sqft
32 Leach Hollow Road
Sherman, CT $18,000/mo

32 Leach Hollow Road

Sherman, CT

$18,000/mo
  • 4 Beds
  • 2/1 Baths
  • 2,714 Sqft
95 Long River Road
Sherman, CT $7,500/mo

95 Long River Road

Sherman, CT

$7,500/mo
  • 4 Beds
  • 3/1 Baths
  • 4,400 Sqft
8 River Bend Lane
Sherman, CT $6,500/mo

8 River Bend Lane

Sherman, CT

$6,500/mo
  • 4 Beds
  • 2 Baths
  • 3,791 Sqft
123 Route 39 South #2
Sherman, CT $2,500/mo

123 Route 39 South #2

Sherman, CT

$2,500/mo
  • 2 Beds
  • 2 Baths
  • 1,000 Sqft
12 Meadow Lane
Sherman, CT $1,779,000

12 Meadow Lane

Sherman, CT

$1,779,000
  • 4 Beds
  • 3/1 Baths
  • 4,486 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 2025

7 TOTAL UNITS

image description +16.7% image description +133.3% vs

Median Sales Price

January 2025 - Single Family Homes

$649K
image description +2.5% image description +15.9% vs

Percentage of Asking Price

January 2025 Single Family Homes

96%
image description +3.4% image description -2.6% vs
96%
image description +3.4% image description -2.6% vs
96%
image description +3.4% image description -2.6% vs