Weston, CT Real Estate Guide

Fairfield County, Connecticut

VIEW 67 COMMUNITY LISTINGS

The Fairfield County town of Weston, with a population of a little over 10,000, is a residential community in southwestern Connecticut about 45 miles from New York City.

Comprising 20.7 square miles, Weston is a lovely, rural community that offers a sophisticated lifestyle. Weston enforces two-acre zoning and actively seeks to preserve and protect its vast open space, which comprises roughly one fourth of the town. Residents enjoy a small community hub known as “The Center,” around which most of the town’s local services, shops and businesses are located. Weston has several historic districts listed on the National Register of Historic Places, and a public school district comprised of 4 schools.

Comprising 20.7 square miles, Weston is a lovely, rural community that offers a sophisticated lifestyle. Weston enforces two-acre zoning and actively seeks to preserve and protect its vast open space, which comprises roughly one fourth of the town. Residents enjoy a small community hub known as “The Center,” around which most of the town’s local services, shops and businesses are located. Weston has several historic districts listed on the National Register of Historic Places, and a public school district comprised of 4 schools.

Comprising 20.7 square miles, Weston is a lovely, rural community that offers a sophisticated lifestyle. Weston enforces two-acre zoning and actively seeks to preserve and protect its vast open space, which comprises roughly one fourth of the town. Residents enjoy a small community hub known as “The Center,” around which most of the town’s local services, shops and businesses are located. Weston has several historic districts listed on the National Register of Historic Places, and a public school district comprised of 4 schools.

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Featured Listings

6 Old Orchard Drive
Weston, CT $2,150,000

6 Old Orchard Drive

Weston, CT

$2,150,000
  • 4 Beds
  • 5/1 Baths
  • 5,605 Sqft
49 Blue Spruce Circle
Weston, CT $899,000

49 Blue Spruce Circle

Weston, CT

$899,000
  • 4 Beds
  • 3/1 Baths
  • 3,297 Sqft
6a Old Orchard Drive
Weston, CT $10,500/mo

6a Old Orchard Drive

Weston, CT

$10,500/mo
  • 4 Beds
  • 5/1 Baths
  • 5,605 Sqft
10 Dragonwood Lane
Weston, CT $6,500,000

10 Dragonwood Lane

Weston, CT

$6,500,000
  • 4 Beds
  • 3/2 Baths
  • 8,586 Sqft
76 Lords Highway
Weston, CT $3,900,000

76 Lords Highway

Weston, CT

$3,900,000
  • 6 Beds
  • 7/4 Baths
  • 10,634 Sqft
8 Norfield Woods Road
Weston, CT $3,895,000

8 Norfield Woods Road

Weston, CT

$3,895,000
  • 6 Beds
  • 5/1 Baths
  • 6,000 Sqft
4 Good Hill Road
Weston, CT $3,500,000

4 Good Hill Road

Weston, CT

$3,500,000
  • 3 Beds
  • 3 Baths
  • 8,500 Sqft
32 Bernhard Drive
Weston, CT $3,200,000

32 Bernhard Drive

Weston, CT

$3,200,000
  • 4 Beds
  • 4/2 Baths
  • 6,198 Sqft

Weston

Area Map

Weston is within Fairfield County, Connecticut and borders Easton, Fairfield, Redding, Wilton and Westport.

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Featured Communities Within

Fairfield County

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Weston

Market Snapshot

Units Sold

September 2026

15 TOTAL UNITS

image description +15.4% image description +66.7% vs

Median Sales Price

September 2026 - Single Family Homes

$1.7M
image description +40.2% image description +16.9% vs

Percentage of Asking Price

September 2026 Single Family Homes

99%
image description +0.4% image description -5.5% vs
99%
image description +0.4% image description -5.5% vs