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Back 42 Morningside Dr S
Off Market

42 Morningside Dr S

Westport CT 06880

6
8
3
6960 sq. ft.
1.01 ac.
Single-Family
Last sold for $4,025,000
Jaclyn PicarilloJaclyn Picarillo, last sold this property on 15 September 2025 after 109 days on market.

Overview

Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant blend of classic craftsmanship with today's modern comforts. Every room invites a sense of grace and tranquility, while still offering impressive scale and presence. The generously proportioned public rooms showcase walls of windows. The Study is cozy and richly appointed. The white Eat-in Kitchen is just wonderful and opens to the Family Room and has French doors to the patio. Thoughtful details abound: 4 fireplaces, rich paneling, and finely crafted built-ins offer warmth and character throughout. All ensuite, this 5/6 bedroom home offers a charmed lifestyle that exudes versatility and privacy. The walkout lower level includes an oversized recreation room, pool changing room (or bdrm 6), and generous storage. Step outside and enjoy resort-like living with an oversized pool and spa, a ground level and elevated patio, and the most magnificent 1 acre backdrop of matures trees, bushes, and flowers. Ideally located just minutes from Westport's beaches, boutiques, and restaurants, and only a short sidewalk stroll to GFS, "The Hedges on Morningside" - I can't wait to show you this beauty.

Features

6 bedrooms
8 bathrooms
3 carspaces
3 garage spaces
6960 sq. ft. floor area
1.01 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 42 Morningside Dr S 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 42 Morningside Dr S

2025
Sold
$4,025,000
15 Sep 2025 by Jaclyn Picarillo, of Higgins Group Bedford Square
2022
Sold
$3,150,000
05 Dec 2022 by Judy Michaelis, of Coldwell Banker Realty
2022
Sold
$3,150,000
12 May 2022 by Judy Michaelis, of Coldwell Banker Realty

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 42 Morningside Dr S, 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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