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15 Roosevelt Road

Westport, Connecticut 06880

PENDING$5,100,000
Beds
4
Baths
4 | 1
SqFt
3,562
Acres
0.22
Year Built
2019
Matt Caiola

Matt Caiola

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ElevatorPool2-Car Garage1 Fireplace

About This Home

An impeccable home in an incredible location! Just a stone's throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colonial with a pool is beach neighborhood perfection. The main floor is beautifully arranged, the family, dining area and kitchen span the back of the house creating a great room - with French doors to the patio and pool just beyond. The gorgeous kitchen is down in white oak, with a massive island, top appliances and smart storage. Gorgeous custom details throughout include built ins, dramatic modern millwork, sleek fireplaces and high end stone surfaces plus an elevator. Upstairs, the primary suite is a dream - a bright and airy bedroom, two walk in closets, and an oversized bath with soaking tub, steam shower and radient flooring. There are two additional bedrooms on the second floor, plus an office and laundry room. The third floor holds a bedroom and full bath. Tucked on a quiet side street steps to the water and all the Compo/Longshore area amenities like beach, boating, golf and tennis, while also being just a quick ride into town or to the train!

Key Facts

City/Town
Westport
Neighborhood
Compo Beach
Property / Style
Single Family · Colonial
Year Built
2019
Days on Market
76 days
Beds
4
Baths
4 full · 1 half
Living Area
3,562 sq ft
Lot Size
0.22 acres
Garage / Parking
2 garage
Property Taxes
$43,338 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

71 active listings

Median $ / Sq Ft

$820

71 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$5.10M

vs $4.60M median

10.9% above median

Price / Sq Ft

$1,432

vs $820 median

74.6% above median

Days on Market

76 days

vs 56 days median

20 days longer than median

Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

15 Roosevelt Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$31,315

per month

  • Principal & Interest$26,003
  • Property Taxes$3,612
  • Insurance$1,700
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Compo Beach
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2019
New Construction
No/Resale
Living Area
3,562 sq ft

Schools

Elementary
Greens Farms
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Oven/RangeMicrowaveSubzeroDishwasherWasherDryer
Basement
None
Interior Features
Elevator

Exterior & Lot

Lot Size
0.22 acres
Zoning
A
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Walk to WaterBeach RightsWater CommunityView
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
HeatedIn Ground Pool
Construction
Shingle
Roof
Shingle
Foundation
Concrete
Lot Description
Level LotProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$43,338 / Annually
Days on Market
76
MLS #
24174513
MLS Status
Under Contract

Similar Properties

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Listed By

Leslie Clarke

(203) 984-1856

Compass Connecticut, LLC

(203) 293-9715

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/27/2026 at 9:05 AM UTC.