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Winchester, CT Land for Sale

14 results
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Rare Land Opportunity in Winchester
$879,990
131.50 Acres

Rare Land Opportunity in Winchester

000000 Norfolk Rd, Winchester, CT 06098

Five contiguous parcels with open fields and mature forest.

  • Rare assemblage of five contiguous parcels in desirable Litchfield County.
  • Diverse landscape with open fields, mature forest, high elevations, and water features.
  • Extensive logging trails provide easy access throughout the property.
  • Forest Land (940) tax classification offers potential savings.
  • Multiple potential home sites for a custom estate or family compound.
Updated: Oct 3, 2025
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Residential Land in Winchester, CT
$300,000
15.90 Acres

Residential Land in Winchester, CT

00 Chapel Rd, Winchester, CT 06098

Private residential land suitable for building a dream home.

  • Very private location suitable for building a dream home.
  • Hilltop location offers peace and solitude.
  • Potential for a home or vacation retreat.
  • Located in Historical Winchester Center.
  • Area has a rich heritage and history.
Updated: Nov 4, 2025
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63 Acres Abutting State Forest
$299,900
63.00 Acres

63 Acres Abutting State Forest

63-acre wooded land perfect for building or hunting retreat.

32 Norfolk Rd, Winchester, CT 06098
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Winchester Land with Development Potential
Pending
Contact for pricing
1.88 Acres

Winchester Land with Development Potential

1.8-acre parcel in Winchester, CT, with development potential.

52 White St, Winchester, CT 06098
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Residential Land Near Highland Lake
$59,900
0.41 Acres

Residential Land Near Highland Lake

Contiguous residential parcels with potential for city sewer access.

105 Mountain Rd, Winchester, CT 06098
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Residential Land on Colebrook Road
Pending
$39,900
0.92 Acres

Residential Land on Colebrook Road

Residential land available with road frontage in Winchester, Connecticut.

256 Colebrook Rd, Winchester, CT 06098
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Residential Land with Waterfront Access
$158,000
1.18 Acres

Residential Land with Waterfront Access

1.18-acre residential land with waterfront access in Winchester, CT.

843-845 East Wakefield Blvd, Winchester, CT 06098
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Residential Land Near Downtown Winchester
Contact for pricing
0.15 Acres

Residential Land Near Downtown Winchester

0.15-acre lot near downtown Winchester, ready for your vision.

48 Bridge St, Winchester, CT 06098
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Forested Land in Winchester Center
$295,000
51.00 Acres

Forested Land in Winchester Center

51 acres of residential and recreational land in Winchester, CT.

393 Winchester Rd, Winchester, CT 06098
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Versatile Residential Lot Near Downtown
Contact for pricing
0.44 Acres

Versatile Residential Lot Near Downtown

Residential land close to downtown with city utilities available.

124 Rockwell St, Winchester, CT 06098
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93+ Acre Winchester Land Parcel
Pending
$739,900
93.38 Acres

93+ Acre Winchester Land Parcel

93.38-acre parcel with meadows, forests, and river.

Old Robertsville Rd, Winchester, CT 06098
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Residential Land Near Downtown
$49,000
0.37 Acres

Residential Land Near Downtown

Private 0.37-acre lot near downtown and Highland Lake.

99 Hubbard St, Winchester, CT 06098
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Winchester Land for Sale
$389,000

Winchester Land for Sale

20.87 acres of land in Winchester, Connecticut.

7 Stadler Hts, Winchester, CT 06098
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Lakefront Land Opportunity
Contact for pricing

Lakefront Land Opportunity

Unbuildable lot across from the lake.

605 E Wakefield Blvd, Winchester, CT 06098
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Based on your search, we've compiled 38 Potential Opportunities for your consideration. Besides 14 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 20 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Barkhamsted Commercial Land Opportunity
$45,000
0.58 Acres

Barkhamsted Commercial Land Opportunity

0.58-acre business-zoned lot on Route 44 with high visibility.

408 New Hartford Rd, Barkhamsted, CT 06063
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Barkhamsted Land Bordering State Forest
$299,900

Barkhamsted Land Bordering State Forest

30 +/- acres near Riverton Center, ideal for recreation.

00 Ramsgate Ln, Barkhamsted, CT 06063
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Land Ready for Development
$1,250,000

Land Ready for Development

Land with mixed-use zoning near highways and shopping.

1683 Torringford West St, Torrington, CT 06790
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Torrington Industrial Land Quarry Potential
$325,000
2 SF

Torrington Industrial Land Quarry Potential

2.84 acres of industrial-zoned land approved for granite quarry.

230 Old Winsted Rd, Torrington, CT 06790
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Explore Off-Market Properties in Winchester, CT

Consider similar Off-Market properties in Winchester, CT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

Torrington Rd

Torrington Rd

INDUSTRIAL - VACANT LAND • 4.00 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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Torrington Rd

Torrington Rd

INDUSTRIAL - VACANT LAND • 4.50 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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Torrington Rd

Torrington Rd

INDUSTRIAL - VACANT LAND • 4.70 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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Torrington Rd

Torrington Rd

INDUSTRIAL - VACANT LAND • 3.00 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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Torrington Rd

Torrington Rd

INDUSTRIAL - VACANT LAND • 3.20 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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Torrington Rd

Torrington Rd

INDUSTRIAL - VACANT LAND • 3.00 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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Torrington Rd

Torrington Rd

QUARRIES (SAND, GRAVEL, ROCK) • 7.38 Acres
Value Estimation by Request
Torrington Rd, Winchester, CT 06098
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John G Groppo Dr

John G Groppo Dr

INDUSTRIAL - VACANT LAND • 7.49 Acres
Value Estimation by Request
John G Groppo Dr, Winchester, CT 06098
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Lk St

Lk St

INDUSTRIAL - VACANT LAND • 0.77 Acres
Value Estimation by Request
Lk St, Winchester, CT 06098
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Woodland Ave

Woodland Ave

INDUSTRIAL - VACANT LAND • 3.06 Acres
Value Estimation by Request
Woodland Ave, Winchester, CT 06098
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Winchester, CT Land Investment Opportunities Market Analysis

Explore 34 land for sale in Winchester, CT, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 15,579,669 square feet of properties for sale, with an estimated market value of $2,821,590.

Prices for lots in Winchester, CT start at $39,900, averaging $313,510, and reaching up to $879,990 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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