27 Woody Lane
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 6,166
- Acres
- 2.55
- Year Built
- 1974
- Neighborhood
- Roseville/North Ave
- 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
This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living.
Key Facts
- City/Town
- Westport
- Neighborhood
- Roseville/North Ave
- Property / Style
- Single Family · Colonial
- Year Built
- 1974
- Days on Market
- 88 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 6,166 sq ft
- Lot Size
- 2.55 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $22,281 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
71
56 under contract
Median List Price
$4.60M
71 active listings
Median Closed Price
$2.42M
303 sales
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
$3.40M
vs $4.60M median
26.1% below median
Price / Sq Ft
$551
vs $820 median
32.8% below median
Days on Market
88 days
vs 56 days median
32 days longer 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
27 Woody Lane, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$17,336
- Property Taxes$1,857
- Insurance$1,133
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Roseville/North Ave
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1974
- New Construction
- No/Resale
- Living Area
- 6,166 sq ft
Schools
- Elementary
- Long Lots
- Middle
- Per Board of Ed
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Lower Levelwith dog spa
- Appliances
- Gas RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- Full
- Additional Rooms
- Exercise Room
Exterior & Lot
- Lot Size
- 2.55 acres
- Zoning
- AAA
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- In Ground Pool
- Construction
- Clapboard
- Roof
- Shingle
- Foundation
- Concrete
- Lot Description
- On Cul-De-Sac
Listing & Financials
- Property Taxes
- $22,281 / Annually
- Days on Market
- 88
- MLS #
- 24171479
- MLS Status
- Active
Similar Properties
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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 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 9:05 AM UTC.