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    Winchester, CT Land for Sale

    13 results
    List
    Map
    Land on Colebrook Road
    Pending
    $39,900
    0.92 Acres

    Land on Colebrook Road

    256 Colebrook Rd, Winchester, CT 06098

    Just under an acre of land in Winchester, Connecticut.

    • Just under an acre of land
    • Over 100 feet of road frontage
    • Located on Colebrook Road
    • Location coordinates: [-73.093796,41.94608]
    Updated: Dec 28, 2025
    View details
    Forested Land in Winchester Center
    $295,000
    51.00 Acres

    Forested Land in Winchester Center

    393 Winchester Rd, Winchester, CT 06098

    51 acres of gently rolling, forested land in Winchester.

    • 51 acres of forested, gently rolling land offering complete privacy
    • Multiple potential homesites available
    • Abundant wildlife and trails for recreational activities
    • Suitable for a year‑round home, weekend retreat, or recreational land
    • Upland location in Winchester Center
    Updated: Feb 10
    View details
    Prime Lot Near Downtown
    Pending
    Contact for pricing
    0.15 Acres

    Prime Lot Near Downtown

    Convenient .15-acre lot near shopping, dining, and entertainment.

    48 Bridge St, Winchester, CT 06098
    View details
    Private Land in Winchester, CT
    $300,000
    15.90 Acres

    Private Land in Winchester, CT

    A private 15.9-acre lot to build your dream home.

    Chapel Rd, 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
    View details
    Rare Multi-Parcel Land Opportunity
    $879,990
    131.50 Acres

    Rare Multi-Parcel Land Opportunity

    Five contiguous parcels in Winchester and Colebrook, Connecticut.

    000000 Norfolk Rd, Winchester, CT 06098
    View details
    Winchester Land with Waterfront Access
    $158,000
    1.18 Acres

    Winchester Land with Waterfront Access

    1.18 acre Winchester lot with potential for dream home.

    843-845 E Wakefield Blvd, Winchester, CT 06098
    View details
    Winchester Land Near Downtown
    Contact for pricing
    0.44 Acres

    Winchester Land Near Downtown

    Versatile 0.44-acre lot near downtown Winchester, Connecticut.

    124 Rockwell St, Winchester, CT 06098
    View details
    Private Lot Near Downtown
    $49,000
    0.37 Acres

    Private Lot Near Downtown

    0.37-acre lot near downtown and Highland Lake.

    99 Hubbard St, Winchester, CT 06098
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    63 Acres Abutting State Forest
    $299,900
    63.00 Acres

    63 Acres Abutting State Forest

    63-acre wooded land parcel abutting Algonquin State Forest.

    32 Norfolk Rd, Winchester, CT 06098
    View details
    Winchester Land for Sale
    $389,000

    Winchester Land for Sale

    20.87 acres of land in Winchester, Connecticut.

    7 Stadler Hts, Winchester, CT 06098
    View details
    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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    Winchester Land Near Highland Lake
    $59,900
    0.41 Acres

    Winchester Land Near Highland Lake

    Contiguous parcels near Highland Lake with potential city sewer access.

    105 Mountain Rd, Winchester, CT 06098
    View details
    Based on your search, we've compiled 37 Potential Opportunities for your consideration. Besides 13 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.

    High-Visibility Commercial Land Opportunity
    $45,000

    High-Visibility Commercial Land Opportunity

    0.58-acre business-zoned lot with high traffic and development potential.

    408 New Hartford Rd, Barkhamsted, CT 06063
    View details
    Prime Commercial Lot on Route 44
    $45,000
    0.58 Acres

    Prime Commercial Lot on Route 44

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

    408 New Hartford Rd, Barkhamsted, CT 06063
    View details
    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
    View details
    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
    View details

    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 • 3.00 Acres
    Value Estimation by Request
    Torrington Rd, Winchester, CT 06098
    View details
    Rowley St

    Rowley St

    VACANT COMMERCIAL LAND • 2.12 Acres
    Value Estimation by Request
    Rowley St, Winchester, CT 06098
    View details
    Saint Onge Rd

    Saint Onge Rd

    INDUSTRIAL - VACANT LAND • 5.31 Acres
    Value Estimation by Request
    Saint Onge Rd, Winchester, CT 06098
    View details
    Torrington Rd

    Torrington Rd

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

    Torrington Rd

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

    Holabird Ave

    INDUSTRIAL - VACANT LAND • 0.66 Acres
    Value Estimation by Request
    Holabird Ave, Winchester, CT 06098
    View details
    Torrington Rd

    Torrington Rd

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

    Woodland Ave

    INDUSTRIAL - VACANT LAND • 3.06 Acres
    Value Estimation by Request
    Woodland Ave, Winchester, CT 06098
    View details
    High St

    High St

    VACANT COMMERCIAL LAND • 0.19 Acres
    Value Estimation by Request
    High St, Winchester, CT 06098
    View details
    Lk St

    Lk St

    INDUSTRIAL - VACANT LAND • 0.35 Acres
    Value Estimation by Request
    Lk St, Winchester, CT 06098
    View details
    Torrington Rd

    Torrington Rd

    INDUSTRIAL - VACANT LAND • 2.32 Acres
    Value Estimation by Request
    Torrington Rd, Winchester, CT 06098
    View details

    Winchester, CT Land Investment Opportunities Market Analysis

    Explore 33 land for sale in Winchester, CT, showcased through 13 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.

    Sale 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 stay ahead with the latest data and market trends.

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