24 Blue Ribbon Drive
Westport, Connecticut 06880
Reduced from $2,425,000
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,584
- Acres
- 1.00
- Year Built
- 1959
- Neighborhood
- Coleytown
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
70
56 under contract
Median List Price
$4.70M
70 active listings
Median Closed Price
$2.42M
303 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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
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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.