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$800,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,488 Sq. Ft.
  • 1 Car Garage
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Wake up to sparkling water views and savor the serenity of lakefront living in this storybook Cape Cod-style retreat on Highland Lake's desirable east side. Tucked away on a peaceful private lane, this year-round haven offers 3 bedrooms & 2 full baths, perfectly blending classic charm with modern comfort. Step into the spacious kitchen, where sun-drenched mornings begin at the breakfast nook and flow effortlessly into a welcoming dining room-- ideal for holiday feasts & weekend gatherings. The bright, open main living area, with a wall of sliders, invites you to soak in sweeping water views and step out onto the expansive composite deck. With a retractable awning overhead, this outdoor oasis becomes your favorite spot for coffee at sunrise or cocktails at sunset. On cooler days, curl up by the wood-burning fireplace in the cozy family room, or use the space as a quiet, inspiring home office with views of the lake. Upstairs, three inviting bedrooms offer comfort and privacy for family and guests. Spend evenings making memories around the fire pit, watching the sun dip below the horizon. Launch your kayak from the private dock, take the boat out for a day of fun, or simply float & relax in the crystal-clear waters Highland Lake is known for. Recent updates include new roof (2025), new furnace (2021), vinyl siding + replacement windows. Additional features: 1-car attached garage, 1st floor laundry, walk-out basement, public water & sewer, keyless entry & convenient storage shed.

Full Property Details for 266 Perch Rock Trail

General

  • Sold For: $800,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24107321
  • Added to Site: 203 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Stall Shower, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, 16 x 10, Upper
  • Bedroom 1: Bedroom - Walk-In Closet, Hardwood Floor, 18 x 10, Upper
  • Bedroom 2: Bedroom - Walk-In Closet, Hardwood Floor, 18 x 9, Upper

Other Rooms

  • Living Room: Living Room - Balcony/Deck, Sliders, Hardwood Floor, 22 x 10, Main
  • Family Room: Family Room - Ceiling Fan, Fireplace, Hardwood Floor, 17 x 8, Main
  • Eat In Kitchen: Eat-In Kitchen - Dining Area, Hardwood Floor, 14 x 10, Main
  • Dining Room: Dining Room - Ceiling Fan, Hardwood Floor, 15 x 9, Main
  • Laundry: Main Level

Exterior

  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 2
  • Parking: Attached Garage, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Driving Directions: East Wakefield Boulevard to Perch Rock Trail

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ceiling Fans, Window Unit
  • Heating Type: Steam, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Concrete Floor, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,488
  • Above Ground: 1,488 Sq. Ft.
  • Year Built: 1928

Lot Features

  • Lot Size (Acres): 0.15
  • Driveway/Sidewalk: Asphalt
  • Zoning: HL
  • Lot Description: Dry, Level Lot, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake, Walk to Water, Dock or Mooring, View

Green Features

  • Energy Features: Programmable Thermostat, Storm Doors, Storm Windows

Financial Considerations

  • Assessment Amount: $400,330
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 924670

Listed by KW Legacy Partners, Laurie Murray
Sold by LPT Realty, Annie Simard

Listing agent

— 266 Perch Rock Trail —

  • Laurie Murray

    KW Legacy Partners

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 266 Perch Rock Trail

School District:Winchester School District
NameGradesDistance
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-61.4 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 266 Perch Rock Trail

Date
Details
Price
Change
Source
8/04/2025
Sold
$800,000
6.67%
MLS
7/03/2025
Listed
$750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by KW Legacy Partners, Laurie Murray
Sold by LPT Realty, Annie Simard

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266 Perch Rock Trail, Winchester, CT 06098 (MLS# 24107321) is a Single Family property that was sold at $800,000 on August 04, 2025. Want to learn more about 266 Perch Rock Trail? 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.