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$1,500,000
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Property Description
Lakefront Historic Architecture meets Modern Styling on private waterfront penninsula with 360' direct lake frontage! Split timber tudor architecture offers unique features - leaded glass, stone flooring, window seats, paneling and mouldings, brick and stone appointments. A stunning kitchen for folks who cook, charming diningroom with bar and window seat overlooking the waterfront, and spacious family room with granite fireplace with views in all directions. Sunroom with radiant heated stone flooring, extensive stone patios, pergola, gardens, terraces, sandy beach/swimming area. This is it!
Full Property Details
Full Property Details for 538 Wheelers Point
General
- Sold For: $1,500,000
- HOA FEE: $50/month
- HOA FEE FREQ.: Annually
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24052635
- Added to Site: 500 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Security System
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Skylight, Full Bath, Walk-In Closet, 14 x 13.6, Upper
- Bedroom 1: Bedroom - Full Bath, 20 x 12, Lower
- Bedroom 2: Bedroom - Hardwood Floor, 10.6 x 10, Main
- Bedroom 3: Bedroom - Ceiling Fan, Hardwood Floor, 13 x 14, Main
Other Rooms
- Living Room: Living Room - Vaulted Ceiling, Beams, Fireplace, Hardwood Floor, 23 x 15, Main
- Kitchen: Kitchen - Built-Ins, Island, Tile Floor, 13.6 x 12, Main
- Dining Room: Dining Room - Built-Ins, Dry Bar, French Doors, Hardwood Floor, 16 x 15.6, Main
- Laundry: Upper Level
Exterior
- Exterior Features: Terrace, Shed, Garden Area, French Doors, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Total Spaces: 3
- Parking: Attached Garage, Off Street Parking
Location
- County: Litchfield
- Subdivision: Highland Lake
- Neighborhood: Winsted
- Driving Directions: East Wakefield Boulevard to Wheelers Point
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Community
- Community Name: Winsted
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Snow Removal, Road Maintenance
Heating & Cooling
- Cooling Type: Ceiling Fans, Split System
- Heating Type: Baseboard, Heat Pump, Radiant, Zoned, Propane
- Heating Fuel: Propane
- Water Heater: Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Private Well
Structural Information
- Architectural Style: European, Tudor
- Construction Status: No/Resale
- Exterior Const.: Shingle, Hardie Board, Stucco
- Basement Desc.: Partial, Partial With Walk-Out
- Roof: Asphalt Shingle, Slate
- Square Feet: 2,496
- Above Ground: 2,112 Sq. Ft.
- Below Ground: 384 Sq. Ft.
- Year Built: 1930
Lot Features
- Lot Size (Acres): 0.7
- Zoning: HL
- Lot Description: On Cul-De-Sac, Professionally Landscaped, Water View, Open Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Lake, Beach, Dock or Mooring, View
Green Features
- Energy Features: Generator
Financial Considerations
- Association Fee: $600
- Assoc Fee Freq.: Annually
- Assessment Amount: $929,320
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Exclusions: see inclusion/exclusion sheet
- Property ID: 925540
Listed and Sold by William Pitt Sotheby's Int'l, Karen Newton
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Schools
Schools serving 538 Wheelers Point
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 538 Wheelers Point
Date
Details
Price
Change
Source
10/14/2025
Sold
$1,500,000
-11.74%
MLS
4/02/2025
Price Reduced
$1,699,500
-8.38%
MLS
12/29/2024
Price Reduced
$1,855,000
-1.33%
MLS
10/10/2024
Listed
$1,880,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
538 Wheelers Point, Winchester, CT 06098 (MLS# 24052635) is a Single Family property that was sold at $1,500,000 on October 14, 2025. Want to learn more about 538 Wheelers Point? Do you have questions about finding other Single Family real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.

