752 Lake Drive
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,129
- Acres
- 0.38
- Year Built
- 1910
- Property Type
- 2 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
- Multi-Family · Units on different Floors
- Year Built
- 1910
- Days on Market
- 18 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,129 sq ft
- Lot Size
- 0.38 acres
- Garage / Parking
- 1 garage · 7 total
- Property Taxes
- $17,199 / Annually
Market Snapshot
The Winchester Market
Multi-Family · trailing 12 months
Active Listings
6
7 under contract
Median List Price
$524,450
6 active listings
Median Closed Price
$305,000
17 sales
Median Days on Market
17
6 active listings
Median $ / Sq Ft
$191
6 active listings
Sale-to-List Ratio
100.0%
17 sales
How this home compares
List Price
$1.60M
vs $524,450 median
3.1× the median
Price / Sq Ft
$752
vs $191 median
3.9× the median
Days on Market
18 days
vs 17 days median
1 day longer than median
Based on 6 active and 17 closed sales (trailing 12 mo) of multi-family in Winchester. Source: SmartMLS · As of July 29, 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- 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
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Wall Unit
- Fireplaces
- 1
- Laundry
- Hook-Up In Unit 1
- Basement
- FullHeatedFully FinishedApartmentCooledWalk-out
Exterior & Lot
- Lot Size
- 0.38 acres
- Zoning
- HLD
- Garage / Parking
- 1 garage space7 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
- Lightly WoodedSloping LotWater View
Listing & Financials
- Property Taxes
- $17,199 / Annually
- Days on Market
- 18
- MLS #
- 24190733
- 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 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.