Residential

Winchester, CT Residential Land & Home Lots for Sale

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11 properties
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Approved Residential Building Lot
Updated: Jul 11
Approved Residential Building Lot

Ashley Road lot: 6, Winchester, CT 06098

$150,000
6.18 AC lot
6.18 wooded acres in Winchester, CT, approved for a 4‑bedroom building lot.
Lot is 200 yards from Park Pond for easy access to kayaking, canoeing, and fishing.
Perk‑tested with well and septic to be installed.
Not located in a flood zone, so flood insurance is not required.
Minutes to Goshen and Norfolk for farm‑to‑table dining, local shops, hiking, and cultural attractions.
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Private Winchester Land for Dream Home
Updated: May 1
Private Winchester Land for Dream Home

Chapel Road, Winchester, CT 06098

$200,000
15.90 AC lot
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.
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Winchester Land Near Highland Lake
Winchester Land Near Highland Lake

32 Hubbard Street, Winchester, CT 06098

$45,000
0.41 AC lot

0.41-acre lot near downtown Winchester and Highland Lake.

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Lakefront Residential Development Land
Lakefront Residential Development Land

843-845 (lots - 10a,10 &1 East Wakefield Boulevard, Winchester, CT 06098

$158,000
1.18 AC lot

Lightly wooded lakefront lot with approximately 201 feet of road frontage and panoramic water views.

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Barkhamsted Land with Valley Views
Barkhamsted Land with Valley Views

28 Fuller Road, Barkhamsted, CT 06063

$99,000
2.07 AC lot

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

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Forested Residential/Recreation Land
Forested Residential/Recreation Land

393 Winchester Road, Winchester, CT 06098

$295,000
51.00 AC lot

51 acres of gently rolling, forested land in RU-1 zoning with a former homesite and intermittent streams.

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Wooded Residential Development Land
Wooded Residential Development Land

16 East West Hill Rd, Barkhamsted, CT 06063

$249,000
26.00 AC lot

26 wooded acres with 1,437 feet of road frontage on a quiet country road, offering subdivision possibilities.

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Vacant Land
Vacant Land

00 Main Street, Winchester, CT 06098

$239,986

Commercial land

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Vacant Land
Vacant Land

414 East Wakefield Boulevard, Winchester, CT 06098

$850,000

Waterfront Land

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In-Town Residential Development Lot
In-Town Residential Development Lot

32 Hubbard St, Winchester, CT 06098

$45,000
0.41 AC lot

Level residential lot with existing utilities available nearby, suitable for redevelopment or new home construction.

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Barkhamsted Land with Valley Views
Barkhamsted Land with Valley Views

28 Fuller Road, Barkhamsted, CT 06063

$99,000
2.07 AC lot

2.07-acre lot in Barkhamsted, ready for custom home.

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Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 11 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

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

Approved Lots in Prime Location
Approved Lots in Prime Location

3226 Torringford Street, Torrington, CT 06790

$140,000
3.78 AC lot

Turnkey lots in desirable location, ready for immediate construction.

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Land Near Ski Sundown
Land Near Ski Sundown

13 Meadow Street, New Hartford, CT 06057

$85,000
0.80 AC lot

Residential land near Ski Sundown and Farmington River.

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Approved Lots in Prime Location
Approved Lots in Prime Location

3222 Torringford St, Torrington, CT 06790

$90,000
5.10 AC lot

Turnkey lots totaling under 9 acres in desirable area.

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Lots and Land For Sale, New Hartford, CT
Lots and Land For Sale, New Hartford, CT

13 Meadow Street, New Hartford, CT 06057

$85,000
0.80 AC lot

Residential land & home lots · 0.80 Acres

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Winchester, CT Residential Land & Home Lots Market Trends and Statistics

Explore 11 residential land & home lots for sale in Winchester, CT, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 4,583,383 square feet of properties for sale, with an estimated market value of $2,429,986.

Sale prices for home sites in Winchester, CT start at $45,000, averaging $220,907, and reaching up to $850,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Residential land & home lots 10
Recreation land 4
Agricultural land / Farmland 2
Waterfront Land 2
Commercial 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 average listing prices of real estate assets

Neighborhood Average Price
Winsted - 06098 $318.1K

Listings Trend

New vs delisted commercial listings in Litchfield County

New Delisted

Total CRE Inventory on Market (SF)

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