Date
Details
Price
Change
Source
4/29/2026
Listed
$1,249,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Rare opportunities like this do not come around often on Highland Lake! Located on the east side of 3rd bay, this unique waterfront property offers beautiful views and magnificent sunsets. This unique waterfront layout offers endless opportunities; from a family compound, multi generational living, guest space or a private lake retreat! Enjoy outdoor living on the massive deck, custom dock, and your very own private boat launch! Property consists of 2 parcels of land allowing for plenty of off street parking. Multi-car carport and one car garage offers even more parking and storage space. Whether you are looking for a weekend escape, year round lake living, or a place to share with generations to come, this is a rare chance to own one of Highland lakes most versatile waterfronts.
Full Property Details
Full Property Details for 748 Lake Dr
General
- Price: $1,249,900
- Taxes: (July 2024-June 2025)
- Status: Under Contract
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24171778
- Updated: 6/10/2026
- Added to Site: 69 day(s) ago
Interior
- Number of Rooms: 14
- Interior Features: Cable - Available, Humidifier
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Electric Dryer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Bedroom, Main
- Primary Bedroom 2: Primary Bedroom, Upper
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Laundry: Lower Level, Main Level
- In-Law/Au Pair Suite: Yes
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 20
- Parking: Detached Garage, Paved, Off Street Parking, Driveway
Location
- County: Litchfield
- Driving Directions: East Wakefield to Lake Drive
School Information
- Elementary School: Per Board of Ed
- Middle School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Baseboard, Wood/Coal Stove, Zoned, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Private Well
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Shake
- Basement Desc.: Full, Heated, Fully Finished, Partially Finished, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,584
- Above Ground: 1,792 Sq. Ft.
- Below Ground: 1,792 Sq. Ft.
- Year Built: 1969
Lot Features
- Lot Size (Acres): 0.62
- Driveway/Sidewalk: Private, Paved, Asphalt
- Zoning: HLD
- Lot Description: Sloping Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Lake, Dock or Mooring, Water Community, View, Access
Financial Considerations
- Assessment Amount: $619,010
- Tax Year: July 2024-June 2025
Disclosures and Reports
- Property ID: 926114
Listed by Smith & DeGroat Real Estate, Ryan Horvay
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 748 Lake Dr —
Ryan Horvay
Smith & DeGroat Real Estate
Agent Contact: (860) 480-0357 Office Contact: (516) 248-6905
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 748 Lake Dr
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Batcheller Early Education Center 201 Pratt Street, Winsted, CT 06098 | PK-2 | 1.8 mi |
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 748 Lake Dr
Tax History
Tax History for 748 Lake Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,787
7%
$609,770
—
2023
$16,610
3%
$609,770
—
2023
$16,092
85%
$609,770
136%
2022
$8,682
—
$258,860
—
2021
$8,682
—
$258,860
—
2020
$8,682
—
$258,860
—
2019
$8,682
—
$258,860
—
2018
$8,682
11%
$258,860
11%
2017
$7,845
—
$233,910
—
2016
$7,845
3%
$233,910
—
2015
$7,649
2%
$233,910
—
2014
$7,464
2%
$233,910
—
2011
$7,298
—
$233,910
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 748 Lake Dr
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- Single Family
- Active
- Updated 10 days ago
- 3Beds
- 4Total Baths
- 2,960Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 2,662Sq. Ft.
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- Single Family
- Active
- Updated 4 days ago
- 4Beds
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- Single Family
- Active
- Updated 12 hours ago
- 4Beds
- 2Total Baths
- 1,426Sq. Ft.
- Townhouse
- Active
- Updated 6 days ago
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- Single Family
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- Updated 1 day ago
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- 2,823Sq. Ft.
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748 Lake Drive, Winchester, CT 06098 (MLS# 24171778) is a Single Family property with 5 bedrooms and 4 full bathrooms. 748 Lake Drive is currently listed for $1,249,900 and was received on April 29, 2026. Want to learn more about 748 Lake Drive? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.