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. Subject to easy probate approval.
Sold for $1,250,000
$1,250,000
748 Lake Drive, Winchester, CT 06098
5beds
3,584sqft
Single Family Residence
Built in 1969
0.62 Acres Lot
$1,284,900 Zestimate®
$349/sqft
$4,526 Estimated rent
Home value
$1,284,900
$1.22M - $1.35M
$4,526/mo
Zestimate® history
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$7,139/mo
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List your homeWhat's special
Waterfront propertyCustom dockMassive deckBeautiful viewsOne car garageMulti-car carportPrivate boat launch
Zillow last checked:
Listing updated:
Listed by:
Ryan Horvay (860)480-0357,
Smith & DeGroat Real Estate 516-248-6905
Bought with:
Ryan Horvay, RES.0781671
Smith & DeGroat Real Estate
Source: Smart MLS,MLS#: 24171778
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Level: Main
Primary bedroom
- Level: Upper
Bedroom
- Level: Main
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Heating
- Baseboard, Wood/Coal Stove, Zoned, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Electric Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Humidifier
- Laundry: Lower Level, Main Level
Features
- In-Law Floorplan
- Basement: Full,Heated,Finished,Partially Finished
- Number of fireplaces: 2
Interior area
- Total structure area: 3,584
- Total interior livable area: 3,584 sqft
- Finished area above ground: 1,792
- Finished area below ground: 1,792
Property
Parking
- Total spaces: 20
- Parking features: Detached, Paved, Off Street, Driveway, Private, Asphalt
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Lake, Dock or Mooring, Water Community, Access
Lot
- Size: 0.62 Acres
- Features: Sloped
Details
- Parcel number: 926114
- Zoning: HLD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Shake Siding
- Foundation: Block, Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1969
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Cable Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $349/sqft
- Tax assessed value: $619,010
- Annual tax amount: $18,056
- Date on market: 5/1/2026
Price history
| Date | Event | Price |
|---|---|---|
| 7/9/2026 | Sold | $1,250,000+0%$349/sqft |
Source:  Smart MLS #24171778 Report a problem | ||
| 6/10/2026 | Pending sale | $1,249,900$349/sqft |
Source: Smart MLS #24171778 Report a problem | ||
| 5/1/2026 | Listed for sale | $1,249,900$349/sqft |
Source: Smart MLS #24171778 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,607 | $286,440 |
| 2024 | $9,607 | $286,440 |
| 2023 | $9,607 | $286,440 |
| 2022 | $9,607 | $286,440 |
| 2021 | $9,607 | $286,440 |
| 2020 | $9,607 | $286,440 |
| 2019 | $9,607 | $286,440 |
| 2018 | $9,607 +7.6% | $286,440 +7.6% |
| 2017 | $8,928 | $266,180 |
| 2016 | $8,928 +2.6% | $266,180 |
| 2015 | $8,704 +2.5% | $266,180 |
| 2014 | $8,494 +2.3% | $266,180 |
| 2013 | $8,305 +6.6% | $266,180 -13.1% |
| 2012 | $7,793 | $306,430 |
| 2011 | $7,793 | $306,430 |
| 2010 | $7,793 +3.1% | $306,430 |
| 2009 | $7,560 | $306,430 |
| 2008 | $7,560 +3.5% | $306,430 +43.8% |
| 2007 | $7,302 +2.8% | $213,080 |
| 2006 | $7,104 +1.1% | $213,080 |
| 2005 | $7,027 +9.5% | $213,080 |
| 2003 | $6,418 +61.5% | $213,080 +47.8% |
| 1995 | $3,973 | $144,160 |
Find assessor info on the county website
Neighborhood: 06098
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Nearby schools
GreatSchools rating
- NABatcheller Early Education CenterGrades: PK-2Distance: 1.8 mi
- NAPearson AcademyGrades: Distance: 2.7 mi
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 2.7 mi
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$1,284,900
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- Connecticut
- Litchfield County
- Winchester
- 06098
- 748 Lake Drive
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