Westport, CT / 57 DAYS ON MARKET

22 Cavalry RoadWestport, CT 06880

Asking price$5,900,000Active

Our Take

22 Cavalry Road in Westport is a gated estate residence in the Red Coat area, with landscaped grounds, a saltwater pool, and spa. The design includes 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, a custom kitchen with Thermador appliances, and six ensuite bedrooms in the main residence. The home is elevator-ready and includes a walk-up attic. A separate guest, pool, or ADU structure provides space for guests, wellness, or entertaining, while the property leaves room for a future tennis or sport court.

Estimated buyer rebate

Buy with Cress and Save at least$88,500 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive. For purchases of $5 million and above, we rebate 60% or more of the buyer-agent commission we receive. Contact Cress for your tailored rebate. At this asking price, the base estimate is $88,500.

See how the commission rebate works ↗

*Base estimate assumes a 2.5% buyer-agent commission and a 60% rebate. Any rebate above 60% for a $5M+ purchase is determined with Cress. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24194285
Bedrooms
7
BathroomsBaths
7 full / 1 half
Square feet
9,800
Year built
2027
Acres
2.27
Property taxes
$8,513

July 2025-June 2026

What stands out

  • Gated setting in Westport's Red Coat estate area
  • Ten-foot ceilings on the main level
  • Custom kitchen with Thermador appliances
  • Six ensuite bedrooms in the main residence
  • Elevator-ready design
  • Walk-up attic with added possibilities
  • Saltwater pool and spa
  • Separate guest, pool house, or ADU
Read the full listing description

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

Schools

Elementary
Coleytown
Middle
Coleytown
High
Staples

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

A closer look at the location

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22 Cavalry Road, Westport, CT 06880

Price history

DateEventPrice
Originally listed$5,900,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

Let’s talk about the property—and what working with Cress could save you.

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*Base estimate: $5,900,000 asking price × assumed 2.5% buyer-agent commission × 60% rebate = $88,500. For the $5M+ tier, we offer a 60% rebate or more; contact Cress to determine any additional rebate. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by William Pitt Sotheby's Int'l · (203) 227-1246

Cyd Hamer

SmartMLS · Listing #24194285 · Active

Listing data checked: Sep 18, 2026, 7:02 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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