166 East Lake Street
Winchester, Connecticut 06098
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,360
- Acres
- 0.26
- Year Built
- 1976
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
COMING SOON | Highland Lake Living in Winsted, CT Enjoy the best of Highland Lake living at 166 E Lake St! This inviting 3 bedroom, 1.5 bath home features a newly updated kitchen, beautiful views of Highland Lake, and a lifestyle that puts outdoor recreation right at your doorstep. Walk to the beach and marina, then come home to relax on the spacious deck or entertain in the large backyard. A one car garage with additional storage space offers room for all your lake-life essentials. Looking for more potential? The lower level offers an excellent opportunity for future expansion and additional living space. Whether you're looking for a year-round home, a weekend retreat, or a place to enjoy everything Highland Lake has to offer, this property is full of possibilities. Stay tuned for more details!
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1976
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,360 sq ft
- Lot Size
- 0.26 acres
- Garage / Parking
- 1 garage · 7 total
- Property Taxes
- $5,282 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
19
17 under contract
Median List Price
$420,000
19 active listings
Median Closed Price
$343,000
90 sales
Median Days on Market
43
19 active listings
Median $ / Sq Ft
$226
19 active listings
Sale-to-List Ratio
100.0%
90 sales
How this home compares
List Price
$339,900
vs $420,000 median
19.1% below median
Price / Sq Ft
$250
vs $226 median
10.6% above median
Days on Market
0 days
vs 43 days median
43 days fresher than median
Based on 19 active and 90 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of October 15, 2026.
Location
166 East Lake Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$1,883
- Property Taxes$440
- Insurance$113
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1976
- New Construction
- No/Resale
- Living Area
- 1,360 sq ft
- Below Grade
- 400 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullStorageGarage AccessPartially FinishedLiveable Space
- Interior Features
- Auto Garage Door OpenerCable - Pre-wired
Exterior & Lot
- Lot Size
- 0.26 acres
- Zoning
- HL
- Garage / Parking
- 1 garage space7 total parking spacesUnder House GarageDrivewayPavedOff Street ParkingPrivatePavedAsphalt
- Waterfront Details
- Walk to WaterWater CommunityView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeck
- Lot Description
- Corner LotLevel LotWater ViewOpen Lot
Listing & Financials
- Property Taxes
- $5,282 / Annually
- Days on Market
- 0
- MLS #
- 24214676
- MLS Status
- Coming Soon
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/15/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 10/15/2026 at 9:06 PM UTC.