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
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