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2 Ledgemoor Lane

Westport, Connecticut 06880

PENDING$2,399,000
Beds
5
Baths
4 | 2
SqFt
5,739
Acres
1.16
Year Built
2001
Matt Caiola

Matt Caiola

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Pool2-Car Garage3 Fireplaces

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

City/Town
Westport
Neighborhood
Saugatuck
Property / Style
Single Family · Colonial
Year Built
2001
Days on Market
112 days
Beds
5
Baths
4 full · 2 half
Living Area
5,739 sq ft
Lot Size
1.16 acres
Garage / Parking
2 garage
Property Taxes
$21,172 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,796

per 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

City/Town
Westport
Neighborhood
Saugatuck
County
Fairfield

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

Similar Properties

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

Listed By

Alexander Chingas

(203) 451-0081

Coldwell Banker Realty

(203) 227-8424

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.