$1,085,000
$75K PRICE DROP

4 Whippoorwill Ln Weston, CT 06883

Estimated payment $7,061/month

Total Views 8,290
5 Beds
3 Baths
4,359 Sq Ft
$249 Price per Sq Ft

Highlights

  • In Ground Pool
  • Cape Cod Architecture
  • 2 Fireplaces
  • Weston Intermediate School Rated A
  • Attic
  • Hot Water Circulator

About This Home

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.

Listing Agent

Christine Oleynick

Keller Williams Realty License #RES.0801237 Listed on: 07/15/2025

Keller Williams Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $15,902

Year Built

  • Built in 1955

Home Design

  • Cape Cod Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Wood Siding

Interior Spaces

  • 4,359 Sq Ft Home
  • Ceiling Fan
  • 2 Fireplaces
  • Storage In Attic

Kitchen

  • Oven or Range
  • Dishwasher

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Dryer
  • Washer

Basement

  • Heated Basement
  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Apartment Living Space in Basement

Parking

  • 2 Car Garage
  • Private Driveway

Schools

  • Hurlbutt Elementary School
  • Weston High School

Utilities

  • Window Unit Cooling System
  • Hot Water Heating System
  • Heating System Uses Oil
  • Heating System Uses Oil Above Ground
  • Private Company Owned Well
  • Hot Water Circulator

Additional Features

  • In Ground Pool
  • 1.72 Acre Lot
  • Property is near a golf course

Listing and Financial Details

  • Assessor Parcel Number 406922

Home Details

Home Type

Single Family

Est. Annual Taxes

$15,902

Year Built

Built in 1955

Lot Details

0

Listing Details

  • Neighborhood: Georgetown
  • Property Type: Single Family For Sale
  • Style: Cape Cod
  • Sq Ft Est Heated Above Grade: 4359
  • Total Sq Ft: 4359
  • Year Built: 1955
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Public Rec Facilities
  • In Law Access: LOWER,ENTRY
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Georgetown Road (Rt.33) to Whippoorwill Lane
  • In Law Apartment: Yes
  • Street Type: Lane
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Fireplaces: 2
  • Attic Description: Storage Space, Walk-In
  • Basement Description: Full, Heated, Apartment, Cooled, Interior Access, Liveable Space, Full With Walk-Out
  • Appliances: Oven/Range, Dishwasher, Washer, Dryer
  • Attic: Yes

Exterior Features

  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Driveway Type: Private, Paved
  • Total Parking Spaces: 6
  • Garage And Parking: Attached Garage, Driveway, Paved, Off Street Parking

Utilities

  • Cooling System: Ceiling Fans, Window Unit
  • Heat Type: Hot Water
  • Heat Fuel Type: Oil
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Other
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Intermediate School: Per Board of Ed

Lot Info

  • Acres: 1.72
  • Lot Description: Lightly Wooded Dry On Cul-De-Sac
  • Zoning: R
  • Parcel #: 406922

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 15902

MLS Schools

  • Elementary School: Hurlbutt
  • Middle Jr High School: Per Board of Ed
  • High School: Weston

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $15,902 $665,350 $185,220 $480,130
2024 $15,616 $665,350 $185,220 $480,130
2023 $15,534 $469,880 $185,220 $284,660
2022 $15,492 $469,880 $185,220 $284,660
2021 $2,463 $469,880 $185,220 $284,660
2020 $15,210 $469,880 $185,220 $284,660
2019 $15,210 $469,880 $185,220 $284,660
2018 $14,698 $500,100 $202,200 $297,900
2017 $14,458 $500,100 $202,200 $297,900
2016 $14,283 $500,100 $202,200 $297,900
2015 $14,383 $500,100 $202,200 $297,900
2014 $14,123 $500,100 $202,200 $297,900
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
09/26/2025 09/26/25 Price Changed $1,085,000 -4.7% $249 / Sq Ft
08/24/2025 08/24/25 Price Changed $1,139,000 -1.8% $261 / Sq Ft
07/18/2025 07/18/25 For Sale $1,160,000 -- $266 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Foreclosure Deed -- --
Quit Claim Deed -- --
Deed $260,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $661,557 FHA
Previous Owner $116,291 No Value Available
Previous Owner $60,000 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24111368

SmartMLS

APN: WSTN-000003-000001-000015