59 September Lane
Weston, Connecticut 06883
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 4,476
- Acres
- 2.10
- Year Built
- 1977
- Neighborhood
- Lower Weston
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.
Key Facts
- City/Town
- Weston
- Neighborhood
- Lower Weston
- Property / Style
- Single Family · Colonial
- Year Built
- 1977
- Days on Market
- 53 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 4,476 sq ft
- Lot Size
- 2.10 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $18,848 / Annually
Market Snapshot
The Weston Market
Single Family · trailing 12 months
Active Listings
29
28 under contract
Median List Price
$1.40M
29 active listings
Median Closed Price
$1.38M
129 sales
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
$1.43M
vs $1.40M median
In line with median
Price / Sq Ft
$318
vs $381 median
16.5% below median
Days on Market
53 days
vs 48 days median
5 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
59 September Lane, Weston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,266
- Property Taxes$1,571
- Insurance$475
- 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
- 1977
- New Construction
- No/Resale
- Living Area
- 4,476 sq ft
- Below Grade
- 1,070 sq ft
Schools
- Elementary
- Hurlbutt
- Middle
- Weston
- High
- Weston
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodSubzeroDishwasherDisposalWasherDryerWine Chiller
- Basement
- FullFully FinishedFull With Walk-Out
- Interior Features
- Cable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 2.10 acres
- Zoning
- R
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Sand
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Tennis CourtPorchDeckGuttersGarden AreaStone Wall
- Lot Description
- Fence - PartialFence - Electric PetDryLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $18,848 / Annually
- Days on Market
- 53
- MLS #
- 24181357
- 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 7/28/2026. 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 7:50 AM UTC.