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Sold for $1,500,000
  • $1,500,000

    538 Wheelers Point, Winchester, CT 06098

    4beds
    2,496sqft
    Single Family Residence
    Built in 1930
    0.7 Acres Lot
    $1,541,800 Zestimate®
    $601/sqft
    $4,846 Estimated rent

    Home value

    $1,541,800

    $1.30M - $1.83M

    $4,846/mo

    Zestimate® history
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    What's special

    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! A Most Unique Lakehouse!!

    Zillow last checked: 7 hours ago

    Listing updated: October 14, 2025 at 11:34am

    Listed by:

    Karen Newton 860-309-0032,

    William Pitt Sotheby's Int'l 860-567-0806

    Bought with:

    Karen Newton, REB.0756675

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24052635MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Primary bedroom
    • Features: Skylight, Full Bath, Walk-In Closet(s)
    • Level: Upper
    • Area: 190.4 Square Feet
    • Dimensions: 13.6 x 14
    Bedroom
    • Features: Ceiling Fan(s), Hardwood Floor
    • Level: Main
    • Area: 182 Square Feet
    • Dimensions: 14 x 13
    Bedroom
    • Features: Hardwood Floor
    • Level: Main
    • Area: 106 Square Feet
    • Dimensions: 10 x 10.6
    Bedroom
    • Features: Full Bath
    • Level: Lower
    • Area: 240 Square Feet
    • Dimensions: 12 x 20
    Dining room
    • Features: Built-in Features, Dry Bar, French Doors, Hardwood Floor
    • Level: Main
    • Area: 249.6 Square Feet
    • Dimensions: 15.6 x 16
    Kitchen
    • Features: Built-in Features, Kitchen Island, Tile Floor
    • Level: Main
    • Area: 163.2 Square Feet
    • Dimensions: 12 x 13.6
    Living room
    • Features: Vaulted Ceiling(s), Beamed Ceilings, Fireplace, Hardwood Floor
    • Level: Main
    • Area: 345 Square Feet
    • Dimensions: 15 x 23
    Sun room
    • Features: Skylight, French Doors, Slate Floor, Stone Floor
    • Level: Main
    • Area: 253 Square Feet
    • Dimensions: 11 x 23
    Heating
    • Baseboard, Heat Pump, Radiant, Zoned, Propane
    Cooling
    • Ceiling Fan(s), Ductless
    Appliances
    • Included: Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Upper Level
    Features
    • Doors: French Doors
    • Basement: Partial
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,496
    • Total interior livable area: 2,496 sqft
    • Finished area above ground: 2,112
    • Finished area below ground: 384

    Property

    Parking
    • Total spaces: 3
    • Parking features: Attached, Off Street
    • Attached garage spaces: 1
    Features
    • Patio & porch: Terrace, Patio
    • Exterior features: Garden
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Lake, Beach, Dock or Mooring
    Lot
    • Size: 0.70 Acres
    • Features: Cul-De-Sac, Landscaped, Open Lot
    Details
    • Additional structures: Shed(s)
    • Parcel number: 925540
    • Zoning: HL
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: European,Tudor
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding, HardiPlank Type, Stucco
    • Foundation: Concrete Perimeter, Stone
    • Roof: Asphalt,Slate
    Condition
    • New construction: No
    • Year built: 1930

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Well

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Golf, Library, Medical Facilities, Private School(s), Public Rec Facilities, Stables/Riding
    Location
    • Region: Winchester
    • Subdivision: Highland Lake

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $600 annually
    • Services included: Snow Removal, Road Maintenance

    Price history

    DateEventPrice
    10/14/2025Sold$1,500,000-11.7%$601/sqft
    Source: Smart MLS #24052635 Report a problem
    7/29/2025Pending sale$1,699,500$681/sqft
    Source: Smart MLS #24052635 Report a problem
    4/2/2025Price change$1,699,500-8.4%$681/sqft
    Source: Smart MLS #24052635 Report a problem
    12/29/2024Price change$1,855,000-1.3%$743/sqft
    Source: Smart MLS #24052635 Report a problem
    10/10/2024Listed for sale$1,880,000+67.1%$753/sqft
    Source: Smart MLS #24052635 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$27,108 +10.5%$929,320
    2024$24,525 $929,320
    2023$24,525 +22.3%$929,320 +55.4%

    Find assessor info on the county website

    Neighborhood: 06098

    Nearby schools

    GreatSchools rating
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    $1,541,800
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    With Zillow Showcase(estimated)
    $1,572,636