Residential

Winchester, CT Residential Land & Home Lots for Sale

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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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Waterfront-Adjacent Residential Land
Updated: May 13
Waterfront-Adjacent Residential Land

624 Wynne Road, Winchester, CT 06098

$174,900
0.12 AC lot
Water‑view parcel just steps from Highland Lake in Winchester
Highland Lake spans approximately 444–445 acres and is about 3 miles long, with three distinct bays
Highland Lake depths reach approximately 63 feet
Highland Lake is known for boating, fishing, swimming, and year‑round enjoyment; DEEP recognizes the lake with a public boat launch and boating regulations
Utilities include cable available; water source is a well and sewer is public sewer
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Rare Land Opportunity in Winchester
Rare Land Opportunity in Winchester

000000 Norfolk Road, Winchester, CT 06098

$879,990
131.50 AC lot

Large land parcel in Litchfield County with natural beauty.

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Private Winchester Land for Dream Home
Private Winchester Land for Dream Home

Chapel Road, Winchester, CT 06098

$200,000
15.90 AC lot

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

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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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Residential Lot in Winchester, CT
Residential Lot in Winchester, CT

132 Florence Street, Winchester, CT 06098

$45,000
1.07 AC lot

1.07-acre vacant lot near downtown Winchester.

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Vacant Lot Near Downtown
Vacant Lot Near Downtown

17 Birdsall Street, Winchester, CT 06098

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0.13 AC lot

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

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Level Vacant Land Lot
Level Vacant Land Lot

82-84 Rockwell Street, Winchester, CT 06098

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0.12 AC lot

Level vacant lot in-town with public water and sewer available in the street, subject to buyer verification.

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Winchester Land with Waterfront Access
Winchester Land with Waterfront Access

843-845 (lots - 10A,10 &1 E wakefield Boulevard, Winchester, CT 06098

$158,000
1.18 AC lot

1.18 acre Winchester lot with potential for dream home.

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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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Private Lot Near Downtown
Private Lot Near Downtown

99 Hubbard Street, Winchester, CT 06098

$49,000
0.37 AC lot

0.37-acre lot near downtown and Highland Lake.

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Versatile Lot Near Downtown
Versatile Lot Near Downtown

124 Rockwell Street, Winchester, CT 06098

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0.44 AC lot

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

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Winchester Land Near Highland Lake
Winchester Land Near Highland Lake

105,107 Mountain Road, Winchester, CT 06098

$59,900
0.41 AC lot

Contiguous parcels near Highland Lake with potential city sewer access.

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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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Based on your search, we've compiled 18 Potential Opportunities for your consideration. Besides 14 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.

Residential Land Lot
Residential Land Lot

13 Meadow Street, New Hartford, CT 06057

$100,000
0.80 AC lot

Build-ready residential lot in R-1.5 zoning, offered with option to custom build.

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8.9 Acres Wooded Land Parcel
8.9 Acres Wooded Land Parcel

131 Stub Hollow Road, New Hartford, CT 06057

$111,000
8.90 AC lot

8.9 acre wooded parcel in New Hartford, Connecticut.

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Approved Turnkey Residential Lots
Approved Turnkey Residential Lots

3222 Torringford Street, Torrington, CT 06790

$90,000
5.10 AC lot

Residentially zoned land in Torrington, CT with fully approved turnkey lots and a lightly wooded, level building site.

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Acreage Land with Multiple Frontages
Acreage Land with Multiple Frontages

Meyer Road, Torrington, CT 06790

$425,000
80.04 AC lot

80-acre parcel with four road frontages, including wooded areas, a pond, and owner-hayed farmland.

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

Explore 14 residential land & home lots for sale in Winchester, CT, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $2,239,590.

Sale prices for home sites in Winchester, CT start at $24,900, averaging $159,970, 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Residential land & home lots 13
Recreation land 3
Agricultural land / Farmland 2
Waterfront Land 2
Hunting 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 $146.5K

Listings Trend

New vs delisted commercial listings in Litchfield County

New Delisted

Total CRE Inventory on Market (SF)

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