11 Woodside Lane
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 6,698
- Acres
- 2.64
- Year Built
- 2013
- Neighborhood
- Old Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
62
38 under contract
Median List Price
$5.17M
62 active listings
Median Closed Price
$2.42M
304 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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
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
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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.