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1495 Westport Turnpike

Fairfield, Connecticut 06824

ACTIVE - NEW$1,395,000
Beds
4
Baths
3 | 1
SqFt
3,181
Acres
2.08
Year Built
1749
Matt Caiola

Matt Caiola

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About This Home

Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its location. Thoughtfully renovated and expanded in 2012, the home offers an elevated, modern living experience while preserving the architectural details that make the property unique. The beautifully appointed chef's kitchen, with top-of-the-line appliances, opens seamlessly to a great room with soaring vaulted ceilings, a handsome fireplace, walls of windows overlooking the property, and sliders to the private deck. Designed for both entertaining and everyday living, the open layout creates a natural gathering place and an effortless connection to the outdoors. Adding to the home's timeless character are its circa-1749 origins, beautifully preserved through select period details, including the King's Board flooring-an architectural feature traditionally found in some of New England's earliest homes. An adjoining room offers exceptional flexibility as a library, study, or intimate sitting room.

Key Facts

City/Town
Fairfield
Neighborhood
Greenfield Hill
Property / Style
Single Family · Colonial,Antique
Year Built
1749
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
3,181 sq ft
Lot Size
2.08 acres
Garage / Parking
2 garage
Property Taxes
$19,272 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

45

83 active listings

Median $ / Sq Ft

$488

83 active listings

Sale-to-List Ratio

102.3%

571 sales

How this home compares

List Price

$1.40M

vs $1.30M median

7.4% above median

Price / Sq Ft

$439

vs $488 median

10.0% below median

Days on Market

0 days

vs 45 days median

45 days fresher than median

Based on 83 active and 571 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of September 8, 2026.

Location

1495 Westport Turnpike, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,280

per month

  • Principal & Interest$7,209
  • Property Taxes$1,606
  • Insurance$465
  • HOA$0

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

Location

City/Town
Fairfield
Neighborhood
Greenfield Hill
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1749
New Construction
No/Resale
Living Area
3,181 sq ft

Schools

Elementary
Burr
High
Fairfield Warde

Interior

Heating
BaseboardHot AirZonedOther
Heat Fuel
Gas In Street
Cooling
Central AirSplit System
Fireplaces
4
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRange HoodSubzeroDishwasherWasherElectric DryerWine Chiller
Basement
Crawl SpaceFullUnfinished
In-Law Apartment
No
Interior Features
Audio SystemCable - Pre-wiredOpen Floor PlanSecurity System
Additional Rooms
Foyer

Exterior & Lot

Lot Size
2.08 acres
Zoning
AAA
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ShingleVinyl SidingWood
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Fence - PartialSome WetlandsTreedLevel Lot

Listing & Financials

Property Taxes
$19,272 / Annually
Days on Market
0
MLS #
24047873
MLS Status
Active

Similar Properties

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Listed By

LJ Wilks

(917) 670-5575

William Pitt Sotheby's Int'l

(203) 227-1246

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/8/2026. 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 9/8/2026 at 4:05 PM UTC.