1680 Cross Highway
Fairfield, Connecticut 06824
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 4,606
- Acres
- 2.96
- Year Built
- 1985
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
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About This Home
1680 Cross Highway is a nod to all of the pristine, old-school colonials in leafy Greenfield Hill, however, its interiors and landscape have been beautifully updated to reflect the needs of the current owners, a modern family of four, with a nanny and friends continuously coming and going. The chef's kitchen was masterfully streamlined with new GE Monogram appliances, an oversized center island, and incredible storage capability. The flow continues into an open dining room on one side, a spacious family room on the other, with a wood burning fireplace and easy access to a screened-in porch, Trex deck and hot tub. A formal living room with a fireplace often kicks off the evening, inviting outdoor relaxation on the side deck, with views of the private yard and vegetable gardens. A corner library with custom bookcases, mudroom, laundry, and half bath complete the first floor. Upstairs, the primary suite was updated to provide a spa-like, oversized bathroom and additional walk-in closet space. There are three additional well-proportioned bedrooms and bathrooms. The basement has been reworked too, mostly to accommodate visitors and add a finished 1215 sq ft of living space: rec-room with built-ins, kitchenette/breakfast bar, a bedroom, full bath and gym space. Convenience is king here too with a convenient location for commuting, shopping, school drop-off, and sporting events. The outdoor spaces are sublime, and capture the relaxed and connected spirit of the current owners.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1985
- Days on Market
- 21 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 4,606 sq ft
- Lot Size
- 2.96 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $19,442 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
88
109 under contract
Median List Price
$1.59M
88 active listings
Median Closed Price
$1.16M
567 sales
Median Days on Market
33
88 active listings
Median $ / Sq Ft
$496
88 active listings
Sale-to-List Ratio
101.9%
567 sales
How this home compares
List Price
$1.95M
vs $1.59M median
22.8% above median
Price / Sq Ft
$423
vs $496 median
14.7% below median
Days on Market
21 days
vs 33 days median
12 days fresher than median
Based on 88 active and 567 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 27, 2026.
Location
1680 Cross Highway, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,937
- Property Taxes$1,620
- Insurance$650
- 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
- 1985
- New Construction
- No/Resale
- Living Area
- 4,606 sq ft
- Below Grade
- 1,215 sq ft
Schools
- Elementary
- Burr
- High
- Fairfield Warde
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Cook TopWall OvenMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryerWine Chiller
- Basement
- FullSump PumpPartially FinishedLiveable SpaceFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerHumidifierSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.96 acres
- Zoning
- AAA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ClapboardWood
- Color
- White Dove
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedGuttersLightingHot TubFrench DoorsShedPorchDeckGarden AreaUnderground Sprinkler
- Lot Description
- Fence - WoodFence - StoneSome WetlandsLightly WoodedTreedClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $19,442 / Annually
- Days on Market
- 21
- MLS #
- 24188539
- 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 7/27/2026. 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 7/27/2026 at 9:00 PM UTC.