Westport, CT / SOLD

42 Morningside DriveWestport, CT 06880

The buyer could have saved $50,313 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$4,025,000ClosedSeptember 14, 2025

42 Morningside Drive — exterior photo
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Estimated buyer rebate

The buyer could have saved $50,313 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24098268
Bedrooms
6
BathroomsBaths
6 full / 2 half
Square feet
6,960
Year built
2004
Acres
1.01
Property taxes
$31,868

July 2025-June 2026

Read the full listing description

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.

Schools

Elementary
Greens Farms
Middle
Bedford
High
Staples

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$4,025,000
Original list price$4,200,000
Closed price$3,150,000
Original list price$3,500,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $4,025,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $50,313. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Higgins Group Bedford Square

Jaclyn Picarillo

SmartMLS · Listing #24098268 · Closed

Listing data checked: Sep 25, 2026, 5:34 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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