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    Winchester, CT Land for Sale

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    New Haven, CT Waterbury, CT Hartford, CT
    26 results
    Rare Multi-Parcel Land Opportunity
    $879,990
    131.50 Acres

    Rare Multi-Parcel Land Opportunity

    000000 Norfolk Road, Winchester, CT 06098

    Five contiguous parcels in Winchester and Colebrook, Connecticut.

    • Rare assemblage of five contiguous parcels in desirable Litchfield County
    • Mixture of open fields and mature forest with high elevations, offering diverse landscape and scenic views
    • Significant privacy and seclusion
    • Extensive network of established logging trails providing easy access to natural springs and brooks
    • Benefiting from Forest Land (940) tax classification
    Updated: Oct 3, 2025
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    Prime Commercial Lot on Route 44
    $45,000
    0.58 Acres

    Prime Commercial Lot on Route 44

    408 New Hartford Road, Barkhamsted, CT 06063

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

    • Prime commercial lot (0.58 acres) on busy Route 44 with high visibility (14,000+ vehicles daily).
    • Excellent frontage (187 feet) on main East‑West corridor in Northwest CT.
    • Located across from commuter parking lot and near Winsted town line.
    • Zoned for business in a vibrant, growing commercial district with retail plazas and new developments.
    • Adjacent property (automotive repair facility) also available for expansion or redevelopment.
    Updated: Sep 9, 2025
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    Barkhamsted Commercial Development Opportunity
    $50,000

    Barkhamsted Commercial Development Opportunity

    1.53-acre commercial development site with high visibility.

    364 New Hartford Rd, Barkhamsted, CT 6063
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    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 Road, Winchester, CT 06098
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    High-Visibility Commercial Land Opportunity
    $45,000
    0.58 Acres

    High-Visibility Commercial Land Opportunity

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

    408 New Hartford Rd, Barkhamsted, CT 6063
    View details
    93+ Acre Winchester Land Parcel
    $739,900
    93.38 Acres

    93+ Acre Winchester Land Parcel

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

    Old Robertsville Road, Winchester, CT 06098
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    Prime Lot Near Downtown
    Contact for pricing
    1,428 SF

    Prime Lot Near Downtown

    0.15-acre lot near downtown with city utilities.

    48 Bridge Street, Winchester, CT 6098
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    65 Acres of Raw Land
    $859,000
    65.29 Acres

    65 Acres of Raw Land

    65 acres of raw land with ponds and mature trees.

    257-259 Torringford Street, Winchester, CT 6098
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    65 Acres of Raw Land
    $859,000
    65.29 Acres

    65 Acres of Raw Land

    65 acres of land with ponds and mature trees.

    257 Torringford Street, Winchester, CT 6098
    View details
    Commercial Land on Route 44
    $45,000
    0.58 Acres

    Commercial Land on Route 44

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

    408 New Hartford Road, Barkhamsted, CT 6063
    View details
    Contiguous Parcels Near Highland Lake
    $59,900
    0.41 Acres

    Contiguous Parcels Near Highland Lake

    Contiguous land parcels with deeded lake access and development potential.

    105,107 Mountain Road, Winchester, CT 6098
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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 Road, Winchester, CT 06098
    View details
    Barkhamsted Land with Valley Views
    $99,000
    2.07 Acres

    Barkhamsted Land with Valley Views

    2.07-acre lot with brook, ready for custom home.

    28 Fuller Road, Barkhamsted, CT 06063
    View details
    Barkhamsted Land Bordering State Forest
    $299,900
    34.00 Acres

    Barkhamsted Land Bordering State Forest

    30 +/- acres ideal for recreation and subdividing.

    00 Ramsgate Lane, Barkhamsted, CT 6063
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    Private Lot Near Downtown
    $49,000
    0.37 Acres

    Private Lot Near Downtown

    0.37-acre lot near downtown and Highland Lake.

    99 Hubbard Street, Winchester, CT 06098
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    Versatile Lot Near Downtown
    Contact for pricing
    0.44 Acres

    Versatile Lot Near Downtown

    Prime 0.44-acre lot near downtown with city utilities available.

    124 Rockwell Street, Winchester, CT 06098
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    Prime Lot Near Downtown
    Contact for pricing
    0.15 Acres

    Prime Lot Near Downtown

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

    48 Bridge Street, Winchester, CT 06098
    View details
    Winchester Land Opportunity
    $389,000
    20.87 Acres

    Winchester Land Opportunity

    20.87 acres of land in Winchester, Connecticut.

    7 Stadler Heights, Winchester, CT 6098
    View details
    41.23 Acres Development Opportunity
    $649,900
    41.23 Acres

    41.23 Acres Development Opportunity

    41.23-acre parcel with historic home and barn.

    115 Old Robertsville Road, Winchester, CT 6098
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    Unbuildable Lot Across From Lake
    Contact for pricing
    0.23 Acres

    Unbuildable Lot Across From Lake

    Unbuildable lot across from lake in Winchester, Connecticut.

    605 East Wakefield Boulevard, Winchester, CT 6098
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    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 (lots - 10A,10 &1 E wakefield Boulevard, Winchester, CT 06098
    View details
    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 Road, Winchester, CT 6098
    View details
    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.

    105,107 Mountain Road, Winchester, CT 06098
    View details
    Barkhamsted Land For Sale
    $300,000
    41.68 Acres

    Barkhamsted Land For Sale

    Large interior lot in Barkhamsted with multiple access points.

    45 Eddy Road, Barkhamsted, CT 6063
    View details

    Winchester, CT Land Investment Opportunities Market Analysis

    Explore 26 land for sale in Winchester, CT, showcased through 26 active listings on our real estate platform. These investment opportunities span a total of 15,539,594 square feet of properties for sale, with an estimated market value of $2,781,690.

    Sale prices for lots in Winchester, CT start at $49,000, averaging $347,711, 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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