George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Westport, CT / 1 DAY ON MARKET
19 Roosevelt RoadWestport, CT 06880
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.
Asking price$4,250,000Active
Open house
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.
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
Open Google Maps ↗19 Roosevelt Road, Westport, CT 06880
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $4,250,000 |
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.
Nearby sold homes
View sold homes in Westport →*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.
For personal, noncommercial use to identify properties you may be interested in purchasing.