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1680 Cross Highway

Fairfield, Connecticut 06824

PENDING$1,949,000
Beds
5
Baths
5 | 1
SqFt
4,606
Acres
2.96
Year Built
1985
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

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

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,207

per 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

Similar Properties

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Listed By

Michael Mombello

(203) 505-4477

Compass Connecticut, LLC

(203) 293-9715

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.