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11 Woodside Lane

Westport, Connecticut 06880

ACTIVE - NEW$4,050,000
Beds
5
Baths
5 | 1
SqFt
6,698
Acres
2.64
Year Built
2013
Matt Caiola

Matt Caiola

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3-Car Garage3 Fireplaces

About This Home

Privately set in Westport's coveted Old Hill neighborhood, this sophisticated residence designed by famed architect Peter Wormser pairs striking architecture with timeless, understated elegance. Soaring ceilings, beautifully curated spaces and abundant natural light define the stylish interiors, creating a home that is at once impressive and inviting. 4 finished levels provide exceptional space for everyday living, entertaining, work and guests. The primary suite stuns with its soaring ceilings, fireplace, 2 walk-in closets and spa bath. 4 additional bedrooms each feature walk-in closets, while 2 private offices offer dedicated work-from-home space. A fabulous 3rd-floor recreation room with full bath adds more flexibility, while the beautifully finished lower level has a home theater, gym, space for play, plus storage. Outdoors, the magical setting unfolds through multiple entertaining spaces, from inviting covered porches to an expansive stone patio with a fully-equipped outdoor kitchen, built-in grill and Big Green Egg, offering an exceptional backdrop for gatherings large and small. Lush, established landscaping creates a remarkable sense of privacy, yet the home is just over a mile to Westport's vibrant downtown. A whole-house generator adds peace of mind, and the NYC-bound train is just 9 minutes away. Distinctive, sophisticated and effortlessly livable, this exceptional Old Hill residence is a rare offering of inspired architecture, privacy and a prime location.

Key Facts

City/Town
Westport
Neighborhood
Old Hill
Property / Style
Single Family · Colonial
Year Built
2013
Days on Market
0 days
Beds
5
Baths
5 full · 1 half
Living Area
6,698 sq ft
Lot Size
2.64 acres
Garage / Parking
3 garage
Property Taxes
$29,935 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

38

62 active listings

Median $ / Sq Ft

$839

62 active listings

Sale-to-List Ratio

100.0%

304 sales

How this home compares

List Price

$4.05M

vs $5.17M median

21.7% below median

Price / Sq Ft

$605

vs $839 median

27.9% below median

Days on Market

0 days

vs 38 days median

38 days fresher than median

Based on 62 active and 304 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of October 6, 2026.

Location

11 Woodside Lane, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$26,013

per month

  • Principal & Interest$22,168
  • Property Taxes$2,495
  • Insurance$1,350
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Old Hill
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2013
New Construction
No/Resale
Living Area
6,698 sq ft
Below Grade
983 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
3
Laundry
Upper Level
Laundry Location
Second floor
Appliances
Gas CooktopWall OvenMicrowaveRange HoodSubzeroDishwasherWasherDryerWine Chiller
Basement
FullFully Finished
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
2.64 acres
Zoning
AA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ShakeWood
Color
Sand
Roof
Asphalt ShingleMetal
Foundation
Concrete
Exterior Features
GuttersLightingFrench DoorsPatioGrillUnderground UtilitiesPorchGarden AreaUnderground Sprinkler
Lot Description
Some WetlandsLevel LotOn Cul-De-SacProfessionally Landscaped

Listing & Financials

Property Taxes
$29,935 / Annually
Days on Market
0
MLS #
24211806
MLS Status
Active

Similar Properties

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

Listed By

Cyd Hamer

(917) 744-5089

William Pitt Sotheby's Int'l

(203) 227-1246

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/6/2026. 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 10/6/2026 at 1:35 AM UTC.