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WINCHESTER

Winchester, Connecticut, is a charming small town nestled in the scenic Litchfield Hills. Known for its picturesque landscapes and historic character, Winchester boasts a mix of quaint residential areas and lush, rolling countryside. The town is home to the serene Highland Lake, a popular spot for boating and fishing, as well as a vibrant community that embraces local events and traditions. With its well-preserved 19th-century architecture and a warm, welcoming atmosphere, Winchester offers both residents and visitors a glimpse into classic New England charm while providing ample opportunities for outdoor recreation and a close-knit community feel.

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$2,199,000
WINCHESTER
$2,199,000
431 West Wakefield Boulevard, Winchester, CT, 06098
9
6
7,000 Sq ft
ACTIVE
MLS# 24042374
WINCHESTER
3D Tour
$1,270,000
WINCHESTER
Virtual Tour
$1,270,000
722 Lake Drive, Winchester, CT, 06098
3
3
2,420 Sq ft
ACTIVE
MLS# 24105754
WINCHESTER
$1,200,000
WINCHESTER
$1,200,000
257 Torringford Street, Winchester, CT, 06098
ACTIVE
MLS# 24097522
WINCHESTER
3D Tour
$1,149,000
WINCHESTER
Virtual Tour
$1,149,000
674 East Wakefield Boulevard, Winchester, CT, 06098
3
3
2,097 Sq ft
ACTIVE
MLS# 24118799
WINCHESTER
$949,000
WINCHESTER
$949,000
43 East Lake Street, Winchester, CT, 06098
4
3
2,131 Sq ft
Under Contract - Continue to Show
MLS# 24128011
WINCHESTER
$920,000
WINCHESTER
$920,000
469 Platt Hill Road, Winchester, CT, 06098
4
2
3,088 Sq ft
ACTIVE
MLS# 24089885
WINCHESTER
$899,000
WINCHESTER
$899,000
354 Main Street, Winchester, CT, 06098
3
11,972 Sq ft
ACTIVE
MLS# 24137086
WINCHESTER
3D Tour
$849,900
WINCHESTER
Virtual Tour
$849,900
119 West Wakefield Boulevard, Winchester, CT, 06098
4
2
1,781 Sq ft
ACTIVE
MLS# 24058804
WINCHESTER
3D Tour
$849,900
WINCHESTER
Virtual Tour
$849,900
119 West Wakefield Boulevard, Winchester, CT, 06098
4
2
1,781 Sq ft
ACTIVE
MLS# 24075940
WINCHESTER
$750,000
WINCHESTER
$750,000
436 Main Street, Winchester, CT, 06098
5,389 Sq ft
ACTIVE
MLS# 24135027
WINCHESTER
$750,000
WINCHESTER
$750,000
436 Main Street, Winchester, CT, 06098
4
2
5,389 Sq ft
ACTIVE
MLS# 24135030
WINCHESTER
$620,000
WINCHESTER
$620,000
45 Elm Street, Winchester, CT, 06098
8
7,405 Sq ft
ACTIVE
MLS# 24131609
WINCHESTER
WINCHESTER
$2,199,000
431 West Wakefield Boulevard, Winchester, CT, 06098
9
6
7,000 Sq ft
ACTIVE
MLS# 24042374

Listing Agent: Lisa Ogren

Listing Office: Berkshire Hathaway NE Prop.

WINCHESTER
Virtual Tour
WINCHESTER
$1,270,000
722 Lake Drive, Winchester, CT, 06098
3
3
2,420 Sq ft
ACTIVE
MLS# 24105754

Listing Agent: Joanne Donne

Listing Office: The Washington Agency

WINCHESTER
WINCHESTER
$1,200,000
257 Torringford Street, Winchester, CT, 06098
ACTIVE
MLS# 24097522

Listing Agent: Sabrina Janco

Listing Office: Century 21 Bay-Mar Realty

WINCHESTER
Virtual Tour
WINCHESTER
$1,149,000
674 East Wakefield Boulevard, Winchester, CT, 06098
3
3
2,097 Sq ft
ACTIVE
MLS# 24118799

Listing Agent: Matthew Smith

Listing Office: Smith & DeGroat Real Estate

WINCHESTER
WINCHESTER
$949,000
43 East Lake Street, Winchester, CT, 06098
4
3
2,131 Sq ft
Under Contract - Continue to Show
MLS# 24128011

Listing Agent: Keith Meyer

Listing Office: Northwest CT Realty

WINCHESTER
WINCHESTER
$920,000
469 Platt Hill Road, Winchester, CT, 06098
4
2
3,088 Sq ft
ACTIVE
MLS# 24089885

Listing Agent: Marshall Cohen

Listing Office: Cohen Agency

WINCHESTER
WINCHESTER
$899,000
354 Main Street, Winchester, CT, 06098
3
11,972 Sq ft
ACTIVE
MLS# 24137086

Listing Agent: Arlene Gonzalez

Listing Office: The Gonzalez Property Group

WINCHESTER
Newly Listed
WINCHESTER
$879,990
000000 Norfolk Road, Winchester, CT, 06098
ACTIVE
MLS# 24131284

Listing Agent: John Harney

Listing Office: William Pitt Sotheby's Int'l

WINCHESTER
Virtual Tour
WINCHESTER
$849,900
119 West Wakefield Boulevard, Winchester, CT, 06098
4
2
1,781 Sq ft
ACTIVE
MLS# 24058804

Listing Agent: Mela Veltri Case

Listing Office: KW Legacy Partners

WINCHESTER
Virtual Tour
WINCHESTER
$849,900
119 West Wakefield Boulevard, Winchester, CT, 06098
4
2
1,781 Sq ft
ACTIVE
MLS# 24075940

Listing Agent: Mela Veltri Case

Listing Office: KW Legacy Partners

WINCHESTER
WINCHESTER
$750,000
436 Main Street, Winchester, CT, 06098
5,389 Sq ft
ACTIVE
MLS# 24135027

Listing Agent: Anthony Gioia

Listing Office: The Washington Agency

WINCHESTER
Newly Listed
WINCHESTER
$750,000
436 Main Street, Winchester, CT, 06098
4
2
5,389 Sq ft
ACTIVE
MLS# 24135030

Listing Agent: Anthony Gioia

Listing Office: The Washington Agency

WINCHESTER

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