Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong Island for his weekends and vacations away from NYC. Strong Island is one of the largest islands on Highland Lake and has the best views. The position of this island give it the longest view of the lake on a North view and also on an Easterly view. The position of the main house on the island, the various docks, piers and out buildings make this property unable to be duplicated today. Strong Island is a trophy property that needs some polishing, but incredible in so many ways.
Sold for $1,575,000
$1,575,000
508 West Wakefield Boulevard, Winchester, CT 06098
7beds
2,687sqft
Single Family Residence
Built in 1890
1.63 Acres Lot
$1,828,800 Zestimate®
$586/sqft
$6,246 Estimated rent
Home value
$1,828,800
$1.50M - $2.23M
$6,246/mo
Zestimate® history
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List your homeWhat's special
Waterfront retreatBest viewsBoat houseSeveral roomsVarious docks
Zillow last checked:
Listing updated:
Listed by:
Pierre Moran 917-680-3854,
William Pitt Sotheby's Int'l 860-567-0806
Bought with:
Meagan Albert, REB.0794040
Tier 1 Real Estate
Source: Smart MLS,MLS#: 24024787
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Features: Bay/Bow Window
- Level: Main
Living room
- Features: Palladian Window(s), Fireplace
- Level: Main
Heating
- Forced Air, Oil
Cooling
- None
Appliances
- Included: Microwave, Refrigerator, Freezer, Dishwasher, Water Heater
Features
- Basement: Full
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 2,687
- Total interior livable area: 2,687 sqft
- Finished area above ground: 2,687
Property
Parking
- Total spaces: 3
- Parking features: Detached
- Garage spaces: 3
Features
- Patio & porch: Terrace
- Exterior features: Sidewalk, Rain Gutters, Stone Wall
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Lake, Walk to Water, Dock or Mooring, Water Community
Lot
- Size: 1.63 Acres
- Features: Non Conforming Lot
Details
- Additional structures: Barn(s), Cabana
- Parcel number: 925719
- Zoning: HL
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Victorian
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Metal
Condition
- New construction: No
- Year built: 1890
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & neighborhood
Location
- Region: Winsted
- Subdivision: Sucker Brook
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2025 | Sold | $1,575,000-4.5%$586/sqft |
Source:  Smart MLS #24024787 Report a problem | ||
| 5/1/2025 | Pending sale | $1,650,000$614/sqft |
Source: Smart MLS #24024787 Report a problem | ||
| 6/19/2024 | Listed for sale | $1,650,000$614/sqft |
Source: Smart MLS #24024787 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $32,995 +10.5% | $1,131,130 |
| 2024 | $29,851 | $1,131,130 |
| 2023 | $29,851 +27% | $1,131,130 +61.5% |
| 2022 | $23,496 | $700,530 |
| 2021 | $23,496 | $700,530 |
| 2020 | $23,496 | $700,530 |
| 2019 | $23,496 | $700,530 |
| 2018 | $23,496 +17.1% | $700,530 +17.1% |
| 2017 | $20,060 | $598,090 |
| 2016 | $20,060 +2.6% | $598,090 |
| 2015 | $19,558 +2.5% | $598,090 |
| 2014 | $19,085 +2.3% | $598,090 |
| 2013 | $18,660 -13.8% | $598,090 -29.8% |
| 2012 | $21,659 | $851,730 |
| 2011 | $21,659 | $851,730 |
| 2010 | $21,659 +3.1% | $851,730 |
| 2009 | $21,012 | $851,730 |
| 2008 | $21,012 +54.5% | $851,730 +114.7% |
| 2007 | $13,597 +2.8% | $396,760 |
| 2006 | $13,228 +1.1% | $396,760 |
| 2005 | $13,085 +9.5% | $396,760 |
| 2003 | $11,950 +22.7% | $396,760 +12.3% |
| 1995 | $9,740 | $353,400 |
Find assessor info on the county website
Neighborhood: 06098
Nearby schools
GreatSchools rating
- NABatcheller Early Education CenterGrades: PK-2Distance: 1.4 mi
- NAPearson AcademyGrades: Distance: 2.2 mi
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 2.2 mi
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$1,828,800
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- Connecticut
- Litchfield County
- Winchester
- 06098
- 508 West Wakefield Boulevard
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