Westport, CT / 1 DAY ON MARKET

19 Roosevelt RoadWestport, CT 06880

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

Asking price$4,250,000Active

Our Take

19 Roosevelt Road is a four-bedroom, three-and-a-half-bath home reimagined from the studs up in 2019, with two light-filled levels and FEMA-compliant construction. The main level includes a living room with custom built-in bookcases and gas fireplace, a kitchen with a center island and Sub-Zero and Wolf appliances, a dining area, window-wrapped step-down family room, den or office, and powder room. Upstairs are four bedrooms, including a primary suite with balcony overlooking professionally designed grounds. Two stone patios, gardens, a generator, security system, and irrigation complete the property.

Estimated buyer rebate

Buy with Cress and Save $53,125 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.

At a glance

Active · MLS #24213343
Bedrooms
4
BathroomsBaths
3 full / 1 half
Square feet
2,762
Year built
1920
Acres
0.2
Property taxes
$30,251

July 2026-June 2027

What stands out

  • Living room with custom built-in bookcases and gas fireplace
  • Kitchen with center island, Sub-Zero refrigerator, and Wolf gas range
  • Window-wrapped family room opening to the patio
  • Primary suite with balcony overlooking professionally designed grounds
  • Four upstairs bedrooms sharing two baths
  • Two stone patios surrounded by lush gardens
  • Whole-house generator, security system, and irrigation
  • New roof, natural gas, city water, and sewer
Read the full listing description

Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perfect residence of four bedrooms and three and a half baths pairs timeless elegance with effortless comfort. It was reimagined from the studs up in 2019 and is fully FEMA-compliant, with two light-filled levels and every modern convenience. On the main level, a gracious living room sets the tone, framed by custom built-in bookcases and warmed by a gas fireplace. The chef's kitchen is the heart of the home. It has a generous center island, a Sub-Zero refrigerator, a Wolf gas range and a dedicated wine refrigerator. Beyond it, a sun-drenched dining area flows into a step-down family room wrapped in windows, opening directly to the patio for seamless indoor-outdoor living. A private den or home office and an elegant powder room complete the floor. Upstairs are four bedrooms. The serene primary suite has its own balcony overlooking the professionally designed grounds. Three additional bedrooms of generous proportion share two beautifully appointed baths. Outside, lush gardens unfold around two stone patios, an enchanting setting for alfresco dining and summer entertaining. The home also includes a whole-house generator, a security system and irrigation. A new roof (2019), natural gas, city water and sewer complete the picture. An exceptional offering moments from the shore, ready to be enjoyed in every season.

Schools

Elementary
Greens Farms
Middle
Bedford
High
Staples

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

A closer look at the location

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19 Roosevelt Road, Westport, CT 06880

Price history

DateEventPrice
Originally listed$4,250,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $4,250,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $53,125. 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.

Listed by Compass Connecticut, LLC · (203) 293-9715

Miriam Luck · (203) 858-8568

SmartMLS · Listing #24213343 · Active

Listing data checked: Oct 15, 2026, 6:00 AM 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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