1495 Westport Turnpike
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,181
- Acres
- 2.08
- Year Built
- 1749
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
83
69 under contract
Median List Price
$1.30M
83 active listings
Median Closed Price
$1.15M
571 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per 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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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.