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24 Blue Ribbon Drive

Westport, Connecticut 06880

PENDING$2,349,000

Reduced from $2,425,000

Beds
4
Baths
3 | 1
SqFt
3,584
Acres
1.00
Year Built
1959
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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Pool2-Car Garage2 FireplacesPrice Reduced

About This Home

**PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless indoor-outdoor living and flowing into a sun-filled family room with vaulted ceilings and custom built-ins-perfect for gathering or unwinding. Upstairs, the primary suite is a true retreat, featuring a luxe bath with soaking tub, heated floors, heated towel bars, and generous walk-in closets. All baths are beautifully updated, and the home offers incredible flexibility with a first-floor office, elegant living room, and a bonus sunroom ideal as a playroom, lounge, or creative space. Step outside and you'll find your own private resort-a gorgeous heated pool with a chic cabana, made for summer entertaining, long weekends, and effortless staycations. A finished lower level adds even more space to spread out, making this home as functional as it is inviting.

Key Facts

City/Town
Westport
Neighborhood
Coleytown
Property / Style
Single Family · Colonial
Year Built
1959
Days on Market
97 days
Beds
4
Baths
3 full · 1 half
Living Area
3,584 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$13,587 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

60

70 active listings

Median $ / Sq Ft

$821

70 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$2.35M

vs $4.70M median

50.0% below median

Price / Sq Ft

$655

vs $821 median

20.2% below median

Days on Market

97 days

vs 60 days median

37 days longer than median

Based on 70 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

24 Blue Ribbon Drive, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$13,892

per month

  • Principal & Interest$11,977
  • Property Taxes$1,132
  • Insurance$783
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Coleytown
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1959
New Construction
No/Resale
Living Area
3,584 sq ft
Below Grade
750 sq ft

Schools

Elementary
Coleytown
High
Staples

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Lower Level
Laundry Location
Finished area of lower level
Appliances
Electric RangeRefrigeratorDishwasherWasherElectric DryerWine Chiller
Basement
FullPartially Finished
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
1.00 acres
Zoning
AA
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Pool
HeatedSafety FenceVinylIn Ground Pool
Construction
Vinyl SidingOther
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$13,587 / Annually
Days on Market
97
MLS #
24168290
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Danna Rogers

(917) 282-6292

Higgins Group Bedford Square

(203) 226-0300

Co-Listed By

Jen Kass

Higgins Group Bedford Square

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 11:35 AM UTC.