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    Winchester, CT Land for Sale

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    New Hartford, CT Canton, CT Torrington, CT
    30 results
    Rare Land Opportunity in Winchester
    $879,990
    131.50 Acres

    Rare Land Opportunity in Winchester

    000000 Norfolk Road, Winchester, CT 06098

    Large land parcel in Litchfield County with natural beauty.

    • Rare multi‑parcel land opportunity: Five contiguous parcels in Colebrook & Winchester, CT, offering a significant landholding.
    • Desirable location: Strong presence in Colebrook, known for scenic beauty and New England charm, with convenient access to Winchester's amenities.
    • Blend of open meadows and mature woodland: Captivating landscape with visual appeal and versatility.
    • Elevated topography: Enhanced privacy and potential for long‑range views.
    • Established network of logging trails: Easy access to explore natural features like springs and brooks.
    Updated: Oct 3, 2025
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    Private Winchester Land for Dream Home
    $200,000
    15.90 Acres

    Private Winchester Land for Dream Home

    Chapel Road, Winchester, CT 06098

    Private, wooded 15.9-acre hilltop building site in Winchester Center, CT.

    • Very private, wooded hilltop building site.
    • Overlooking beautiful Winchester Center.
    • Potential for peace and solitude.
    • Suitable for a home or vacation retreat.
    • Located in historical Winchester Center.
    Updated: May 1
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    Barkhamsted Commercial Development Opportunity
    $50,000
    1.53 Acres

    Barkhamsted Commercial Development Opportunity

    1.53-acre commercial development site with high visibility.

    364 New Hartford Rd, Barkhamsted, CT 6063
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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
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    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 Road, Barkhamsted, CT 06063
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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
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    Barkhamsted Land Near State Forest
    $299,900
    30.00 Acres

    Barkhamsted Land Near State Forest

    30 +/- acres near Riverton Center and outdoor activities.

    00 Ramsgate Ln, Barkhamsted, CT 6063
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    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
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    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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    Winchester Land Near Highland Lake
    $45,000
    0.41 Acres

    Winchester Land Near Highland Lake

    0.41-acre lot near downtown Winchester and Highland Lake.

    32 Hubbard Street, Winchester, CT 06098
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    Water-View Parcel Near Highland Lake
    $199,900

    Water-View Parcel Near Highland Lake

    Water-view parcel near Highland Lake, build your dream home.

    624 Wynne Rd, Winchester, CT 6098
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    Residential Lot in Winchester, CT
    $45,000
    1.07 Acres

    Residential Lot in Winchester, CT

    1.07-acre vacant lot near downtown Winchester.

    132 Florence Street, Winchester, CT 06098
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    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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    Vacant Lot Near Downtown
    Contact for pricing
    0.13 Acres

    Vacant Lot Near Downtown

    0.13-acre vacant lot near downtown shopping and Highland Lake.

    17 Birdsall Street, Winchester, CT 06098
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    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
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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
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    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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    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
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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
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    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
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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
    View details

    Winchester, CT Land Investment Opportunities Market Analysis

    Explore 50 land for sale in Winchester, CT, showcased through 30 active listings on our real estate platform. These investment opportunities span a total of 1,428 square feet of properties for sale, with an estimated market value of $6,868,390.

    Sale prices for lots in Winchester, CT start at $12,500, averaging $254,384, 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.

    List
    Map

    Top Commercial Asset Segments

    Residential land & home lots 9
    Hunting land 2
    Recreation land 2
    Commercial land 1
    Waterfront Land 1

    Demographics Overview

    Population 14K
    Population Growth (5Y) -2.6%
    Median Household Income $85,212
    College Educated 77.5%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    Winsted - 06098 $338.5K

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