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Off Market

2A Whippoorwill Ln

Westport CT 06880

6
8
3
8558 sq. ft.
1.05 ac.
Single-Family
Last sold for $3,525,719
Leslie ClarkeLeslie Clarke, last sold this property on 15 August 2025 after 92 days on market.

Overview

Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious family room is anchored by a cozy stone fireplace and plenty of space for gathering and lounging! The main floor also holds a smart mudroom, a handsome office and two powder rooms.Upstairs, the primary suite is a true retreat with a sitting room, luxury bath with steam shower & heated floors, a walk-in closet/dressing room and a bedroom complete with a fireplace. There are 4 additional ensuite bedrooms as well as a laundry room rounding out the second floor. The entire 3rd floor is a blank canvas great room, fully finished and ready to be customized to suit your needs as play/office/or studio space. The living space continues to the lower level, where the home theater provides a perfect spot for watching movies or sports, plus tons of recreational space. There is also a LL gym (or bedroom) & full bath. The outdoor living options are endless - enjoy the stone patios, a garden area, lush lawn, or put in a swimming pool! 3 car garage w EV charging + whole house generator. central location is extra close to Wakeman Farm, school campuses and just a short ride to all Westport amenities!

Features

6 bedrooms
8 bathrooms
3 carspaces
3 garage spaces
8558 sq. ft. floor area
1.05 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 6 bedroom single-family properties sold in Westport over the last 12 months, the estimated median property value of 2A Whippoorwill Ln is $4.1m.

Median value
$4.1m
Estimated value range
$1.41m - $11m
Median days on market
43
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Westport. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 2A Whippoorwill Ln

2025
Sold
$3,525,719
15 Aug 2025 by Leslie Clarke, of Compass Connecticut, LLC
2018
Sold
$1,825,000
01 Aug 2018 by Bross Chingas Bross Team at CB Rlty

Happy sellers in Westport

90%
90% of sellers in Westport reported that their sale price either exceeded or met their price expectations.

Westport stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 6 reviews in Westport over the last 12 months.

Local market activity for 6 bedroom single-family properties in Westport

In the last 12 months, 49 six-bedroom single-family properties similar to 2A Whippoorwill Ln, have been sold.

This represents a 2% decrease in six-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Westport

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Hyleri Katzenberg

Sellers who recommend Hyleri Katzenberg have praised them for being local expert, responsive, patient, supportive, great negotiation, reliable, and dedicated

  •   5   (62 reviews)
  •  5 Reviews in Westport
  •  5 Sales in Westport
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Judy Michaelis

Sellers who recommend Judy Michaelis have praised them for being local expert, responsive, supportive, clear communication, reliable, great negotiation, and strategic

  •   5   (74 reviews)
  •  3 Reviews in Westport
  •  9 Sales in Westport
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Tony Salerno

Tony Salerno is a recommended agent for Westport.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (23 reviews)
  •  1 Review in Westport
  •  2 Sales in Westport
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Jessica Kolomondos

Jessica Kolomondos is a recommended agent for Westport.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (5 reviews)
  •  1 Review in Westport
  •  2 Sales in Westport
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