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19 Roosevelt RoadWestport, CT 06880

For Sale

$4,250,000

Smart Buyer Rebate $42,500

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.

Listed by Miriam Luck

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Compass Connecticut, LLC

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(203) 858-8568

Last updated October 29, 2026

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Source: SmartMLS #24213343

Listing Facts

  • TypeSingle-family
  • NeighborhoodCompo-Owenoke Historic District
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu17
  • Taxes$30,251/year
  • Size2,762 sqft
  • Price per sqft$1,539

Location

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Listing History

10/14/2026
Listed by Compass Connecticut, LLC
$4,250,000
  1. 10/14/2026$4,250,000
    Listed by Compass Connecticut, LLC

Property Details for 19 Roosevelt Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1920
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame, Stone
  • Exterior Features: Shed, Porch, Underground Sprinkler, Patio

Features

  • Waterfront Features: Walk to Water, Beach Rights, Water Community

Measurements

  • Lot Features: Fence - Privacy, Level Lot, Professionally Landscaped
  • Lot Size Acres: 0.20

Financial

Taxes

  • Parcel Number: 413075
  • Tax Annual Amount: $30,251.00
  • Tax Year: 26

Interior

Features

  • Appliances: Oven/Range, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer
  • Fireplaces Total: 1
  • Interior Features: AUDIO, SECURESY

Measurements

  • Living Area: 2,762

Rooms

  • Basement: Crawl Space, Hatchway Access
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Other

General

  • Exclusions: See Inclusions/Exclusions Addendum

Parking

Parking

  • Attached Garage: Driveway
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Greens Farms

High School

  • High School: Staples

Middle or Junior School

  • Middle Or Junior School: Bedford

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Zoned
  • Laundry Features: Upper Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 19 Roosevelt Road.

What schools are nearby to 19 Roosevelt Road?

Nearby schools include the Greens Farms Elementary School, Bedford Middle School, and Staples High School.

Does this single-family home have parking?

Yes, there are 4 parking spaces available for 19 Roosevelt Road.

What are the annual taxes for 19 Roosevelt Road?

Annual taxes for this single-family home are estimated at $30,251.

How does 19 Roosevelt Road compare to other single-family homes in Compo-Owenoke Historic District?

This single-family home is listed 36% below the average price for single-family homes in Compo-Owenoke Historic District and has been on the market for 54 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,762 sqft.

19 Roosevelt Road is a 4-bedroom, 4-bath single-family home for sale in Westport CT 06880. On Prevu for 17 days at $4,250,000. This residence features 2,762 square feet of living space, located in Compo-Owenoke Historic District. The median listing price for single-family homes in this area is $6,975,000. Nearby schools include Greens Farms Elementary School, Bedford Middle School, and Staples High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.