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16 Pilgrim Lane

Weston, Connecticut 06883

PENDING$1,749,000
Beds
5
Baths
4
SqFt
4,316
Acres
2.09
Year Built
1968
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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Pool2-Car Garage2 Fireplaces

About This Home

Set on more than 2 level acres in coveted lower Weston, this beautifully appointed open-concept colonial home offers 5 bedrooms and 4 bathrooms with exceptional space for comfortable everyday living and easy entertaining. A circular driveway welcomes you to a home filled with character and natural light, highlighted by a dramatic wall of windows in the kitchen, two fireplaces, custom built-ins, charming bay windows, and a spacious primary suite with an attached flexible room ideal for a private office, fitness space, or dressing room. The walk-out lower level adds even more versatility with a generous recreation room, exercise/office room and a full bath. Designed for seamless indoor-outdoor living, the expansive screened-in porch opens to a full outdoor kitchen, pizza oven, heated pool, terrace, and an enclosed garden area. With wonderful spaces to gather throughout and beautifully usable grounds, this is a special opportunity in one of Weston's most desirable locations. Minutes to the town of Westport, the Merritt Parkway, Weston Center and schools. HIGHEST AND BEST deadline is Thursday, 5/28/26 @ 10 am

Key Facts

City/Town
Weston
Neighborhood
Lower Weston
Property / Style
Single Family · Colonial
Year Built
1968
Days on Market
67 days
Beds
5
Baths
4 full
Living Area
4,316 sq ft
Lot Size
2.09 acres
Garage / Parking
2 garage
Property Taxes
$19,516 / Annually

Market Snapshot

The Weston Market

Single Family · trailing 12 months

Median Days on Market

48

29 active listings

Median $ / Sq Ft

$381

29 active listings

Sale-to-List Ratio

100.1%

129 sales

How this home compares

List Price

$1.75M

vs $1.40M median

24.9% above median

Price / Sq Ft

$405

vs $381 median

6.3% above median

Days on Market

67 days

vs 48 days median

19 days longer than median

Based on 29 active and 129 closed sales (trailing 12 mo) of single family in Weston. Source: SmartMLS · As of July 28, 2026.

Location

16 Pilgrim Lane, Weston, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,127

per month

  • Principal & Interest$8,918
  • Property Taxes$1,626
  • Insurance$583
  • HOA$0

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

Location

City/Town
Weston
Neighborhood
Lower Weston
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1968
New Construction
No/Resale
Living Area
4,316 sq ft
Below Grade
672 sq ft

Schools

Elementary
Hurlbutt
Middle
Weston
High
Weston

Interior

Heating
BaseboardHot Water
Heat Fuel
Gas In StreetNatural Gas
Cooling
Central AirZoned
Fireplaces
2
Laundry Location
Upper Level and Basement
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryerWine Chiller
Basement
FullHeatedSump PumpStoragePartially FinishedWalk-out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerOpen Floor PlanSecurity System
Additional Rooms
Exercise RoomFoyerLaundry Room

Exterior & Lot

Lot Size
2.09 acres
Zoning
R
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
GuniteHeatedIn Ground Pool
Construction
ShingleClapboardWood
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-ScreenedTerraceGuttersLightingFrench DoorsPatioGrillPorchDeckGarden Area
Lot Description
Level LotOn Cul-De-SacProfessionally Landscaped

Listing & Financials

Property Taxes
$19,516 / Annually
Days on Market
67
MLS #
24176893
MLS Status
Under Contract

Similar Properties

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

Listed By

Laura Taras Lander

(203) 803-9788

Higgins Group Bedford Square

(203) 226-0300

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:50 AM UTC.