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4 Whippoorwill LaneWeston, CT 06883

For Sale

$1,139,000

Smart Buyer Rebate $11,390

Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners personal touch and contemporary updates, this well-maintained home presents an ideal opportunity to add modern finishes while preserving its inherent character and charm. The thoughtful layout includes private quarters perfect for in-laws or an au-pair providing flexibility for multi-generational living. The property's prime location provides both tranquil privacy and convenient access to Georgetown's charming restaurants and shops, Route 7 amenities, and the natural beauty of nearby Devil's Den Preserve, while families benefit from Weston's A+ school system. With generous, well-proportioned living spaces ideal for both family life and entertaining, plus a pool and expansive grounds offering endless possibilities for customization and enhancement, this rare opportunity on Whippoorwill Lane represents the epitome of sophisticated CT living where bucolic serenity meets modern convenience.

Listed by Christine Oleynick

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Keller Williams Realty

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(203) 912-9712

Last updated August 24, 2025

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Source: SmartMLS #24111368

Listing Facts

  • TypeSingle-family
  • NeighborhoodWeston
  • Bedrooms5
  • Bathrooms3
  • Days on Prevu54
  • Taxes$15,902/year
  • Size4,359 sqft
  • Price per sqft$261

Amenities

  • Swimming Pool

Location

Mortgage Calculator

Listing History

08/25/2025
Price Decreased
$1,139,000
07/19/2025
Status changed to Active
$1,160,000
07/18/2025
Status changed to Removed from Feed
$1,160,000
07/15/2025
Listed by Keller Williams Realty
$1,160,000

Property Details for 4 Whippoorwill Lane

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle, Shingle
  • Year Built: 1955
  • Year Built Details: Public Records
  • Architectural Style: Cape Cod
  • Construction Materials: Frame

Features

  • Pool Features: In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Lightly Wooded, Dry, On Cul-De-Sac
  • Lot Size Acres: 1.72

Financial

Taxes

  • Parcel Number: 406922
  • Tax Annual Amount: $15,902.00
  • Tax Year: 25

Interior

Features

  • Appliances: Oven/Range, Dishwasher, Washer, Dryer
  • Fireplaces Total: 2

Measurements

  • Living Area: 4,359

Rooms

  • Basement: Full, Heated, Apartment, Cooled, Interior Access, Liveable Space, Full With Walk-Out
  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 5
  • Rooms Total: 11

Parking

Parking

  • Attached Garage: Attached Garage, Driveway, Paved, Off Street Parking
  • Garage Spaces: 2
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Hurlbutt

High School

  • High School: Weston

Middle or Junior School

  • Middle Or Junior School: Per Board Of Ed

Utilities

Equipment

  • Cooling: Ceiling Fans, Window Unit
  • Heating: Hot Water
  • Sewer: Septic
  • Water Source: Private Well

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.