128 Cobblers Hill Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 5
- SqFt
- 4,630
- Acres
- 2.20
- Year Built
- 1968
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
This beautifully crafted 4,600 sq. ft. Colonial, built by renowned builder Frank Dooley, combines exceptional craftsmanship with thoughtful design. Located on a welcoming cul-de-sac in lower Greenfield Hill, the home features spacious rooms with clear sightlines that create a comfortable flow. At the center of the home, a generous kitchen seamlessly connects to the dining area and one of two large stone patios, ideal for both everyday living and entertaining. The expansive family room and elegant front-to-back living room each feature a fireplace, while a charming sunporch offers a cozy retreat. A finished bonus room above the garage provides flexible space for 5th bed, media room. Upstairs, four spacious bedrooms include a well-appointed primary suite with 2 full baths, an ensuite bedroom, and two additional bedrooms sharing an updated hall bath. Abundant custom built-in storage throughout and a finished third floor office enhances the home's versatility. The level, fenced, and beautifully landscaped 2+acres, designed by Oliver's Nursery, features irrigation and outdoor lighting. A 11'-23' room accessible from the yard and garage offers extra storage with finishing potential. Enjoy the convenience of walking to local shops and the farmers market, with easy access to downtown Fairfield, Merritt Pkwy, and I-95. This home offers effortless living in a prime location where everyday life feels relaxed and refined.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1968
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 5 full
- Living Area
- 4,630 sq ft
- Lot Size
- 2.20 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $27,034 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
83
69 under contract
Median List Price
$1.40M
83 active listings
Median Closed Price
$1.15M
576 sales
Median Days on Market
40
83 active listings
Median $ / Sq Ft
$507
83 active listings
Sale-to-List Ratio
102.2%
576 sales
How this home compares
List Price
$2.40M
vs $1.40M median
71.2% above median
Price / Sq Ft
$517
vs $507 median
In line with median
Days on Market
0 days
vs 40 days median
40 days fresher than median
Based on 83 active and 576 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of September 3, 2026.
Location
128 Cobblers Hill Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$12,313
- Property Taxes$2,253
- Insurance$798
- 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
- Year Built
- 1968
- New Construction
- No/Resale
- Living Area
- 4,630 sq ft
Schools
- Elementary
- Dwight
- High
- Fairfield Ludlowe
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central AirZoned
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Gas CooktopWall OvenDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinishedSump PumpInterior AccessFull With Hatchway
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Available
- Additional Rooms
- FoyerLaundry RoomMud RoomWorkshop
Exterior & Lot
- Lot Size
- 2.20 acres
- Zoning
- AAA
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shingle
- Color
- Cream
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedShedPorchGuttersLightingUnderground SprinklerPatio
- Lot Description
- Fence - WoodFence - PartialFence - Chain LinkSome WetlandsLevel LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $27,034 / Annually
- Days on Market
- 0
- MLS #
- 24203568
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Karen Waldvogel
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/3/2026. 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 9/3/2026 at 10:00 PM UTC.