2 Ledgemoor Lane
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 5,739
- Acres
- 1.16
- Year Built
- 2001
- Neighborhood
- Saugatuck
- 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
Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance to elevate a well-loved property and return it to the signature splendor that defined it. The main level features a gourmet kitchen with Sub Zero & Viking appliances, stone counters, custom cabinetry and an adjacent breakfast room leading to a large family room, living room with fireplace, formal dining room, and two private offices with built-ins. French doors from most main floor rooms open to a balcony overlooking a heated Gunite pool and a large, level play area. The walkout lower level has a wall of French doors and is an exquisite poolside space that includes a fully-equipped wet bar, rec/game rm, gym and a full guest suite. Upstairs, the spacious bedroom layout provides comfort and flexibility for a variety of needs. Set on 1.16 +/- acres moments from shopping and recreation, the home is being offered as-is. ***Listing photos include a mix of current 2026 images and select photos from 2009 to illustrate the full potential of the property. Please note that showings are welcomed and booked by appointment, and no open houses are planned.***
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
$2.40M
vs $4.70M median
48.9% below median
Price / Sq Ft
$418
vs $821 median
49.1% below median
Days on Market
112 days
vs 60 days median
52 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
2 Ledgemoor Lane, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$12,232
- Property Taxes$1,764
- Insurance$800
- 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
- 2001
- New Construction
- No/Resale
- Living Area
- 5,739 sq ft
- Below Grade
- 1,139 sq ft
Schools
- Elementary
- Saugatuck
- High
- Staples
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Natural Gas
- Cooling
- Central AirZoned
- Fireplaces
- 3
- Laundry
- Lower LevelUpper Level
- Laundry Location
- Two laundry rooms. Bedroom level and LL.
- Appliances
- Gas CooktopWall OvenRange HoodSubzeroDishwasherWasherDryer
- Basement
- FullHeatedStorageFully FinishedCooledLiveable SpaceFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 1.16 acres
- Zoning
- AA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer In StreetSeptic
- Pool
- GuniteIn Ground Pool
- Construction
- ShakeCedar
- Color
- Natural
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- DeckLightingUnderground Sprinkler
- Lot Description
- Corner LotSome WetlandsTreedLevel LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $21,172 / Annually
- Days on Market
- 112
- MLS #
- 24159517
- MLS Status
- Under Contract
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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 11:40 AM UTC.