752 Lake Drive
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,129
- Acres
- 0.38
- Year Built
- 1910
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak in panoramic water views from multiple vantage points, including the expansive patio, upper wraparound deck, front sunroom, and many windows throughout the home. The interior also offers numerous updates, including renovated kitchens and bathrooms, beautiful hardwood flooring, and an open-concept main living area with a cozy fireplace. The inviting layout provides the perfect setting for everyday living and entertaining. A finished lower-level studio apartment adds valuable versatility, offering ideal guest accommodations, a private retreat, home office space, or potential rental income opportunity. Don't miss this exceptional waterfront property offering the perfect blend of comfort, updates, and year-round lake enjoyment!
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1910
- Days on Market
- 28 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,129 sq ft
- Lot Size
- 0.38 acres
- Garage / Parking
- 1 garage · 5 total
- Property Taxes
- $17,199 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
12
12 under contract
Median List Price
$524,900
12 active listings
Median Closed Price
$325,000
103 sales
Median Days on Market
39
12 active listings
Median $ / Sq Ft
$265
12 active listings
Sale-to-List Ratio
100.0%
103 sales
How this home compares
List Price
$1.60M
vs $524,900 median
3.0× the median
Price / Sq Ft
$752
vs $265 median
2.8× the median
Days on Market
28 days
vs 39 days median
11 days fresher than median
Based on 12 active and 103 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of July 28, 2026.
Location
752 Lake Drive, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$8,158
- Property Taxes$1,433
- Insurance$533
- 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
- Colonial
- Year Built
- 1910
- New Construction
- No/Resale
- Living Area
- 2,129 sq ft
- Below Grade
- 576 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- ElectricOil
- Cooling
- Wall Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Cook TopOven/RangeWall OvenRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullHeatedFully FinishedApartmentCooledWalk-out
- In-Law Apartment
- YesLower Level
- Interior Features
- Open Floor Plan
Exterior & Lot
- Lot Size
- 0.38 acres
- Zoning
- HLD
- Garage / Parking
- 1 garage space5 total parking spacesDetached GarageDrivewayPrivateGravel
- Waterfront
- Direct waterfront
- Waterfront Details
- LakeDock or MooringViewAccess
- Water Source
- Private Well
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- ShedWrap Around DeckCabanaLightingPatio
- Lot Description
- Additional Land Avail.Lightly WoodedSloping LotWater View
Listing & Financials
- Property Taxes
- $17,199 / Annually
- Days on Market
- 28
- MLS #
- 24187886
- MLS Status
- Active
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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 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.