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6 Clapboard Hill Road

Westport, Connecticut 06880

ACTIVE - NEW$4,599,000
Beds
6
Baths
4 | 2
SqFt
5,607
Acres
2.00
Year Built
1927
Matt Caiola

Matt Caiola

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Pool3-Car Garage2 Fireplaces

About This Home

At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

Key Facts

City/Town
Westport
Neighborhood
Greens Farms
Property / Style
Single Family · Colonial
Year Built
1927
Days on Market
5 days
Beds
6
Baths
4 full · 2 half
Living Area
5,607 sq ft
Lot Size
2.00 acres
Garage / Parking
3 garage
Property Taxes
$39,131 / 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

$4.60M

vs $4.60M median

In line with median

Price / Sq Ft

$820

vs $820 median

In line with median

Days on Market

5 days

vs 56 days median

51 days fresher 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

6 Clapboard Hill Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$28,243

per month

  • Principal & Interest$23,449
  • Property Taxes$3,261
  • Insurance$1,533
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Greens Farms
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1927
New Construction
No/Resale
Living Area
5,607 sq ft

Schools

Elementary
Greens Farms
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Appliances
Oven/RangeMicrowaveSubzeroDishwasherWasherDryer
Basement
Crawl SpacePartial

Exterior & Lot

Lot Size
2.00 acres
Zoning
AAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Pool
Pool HouseIn Ground Pool
Construction
Shingle
Roof
Shake
Foundation
Concrete
Lot Description
Professionally LandscapedRolling

Listing & Financials

Property Taxes
$39,131 / Annually
Days on Market
5
MLS #
24193530
MLS Status
Active

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 9:55 AM UTC.