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2177 Cross Highway

Fairfield, Connecticut 06824

ACTIVE$1,875,000

Reduced from $1,899,000

Beds
4
Baths
3 | 2
SqFt
3,921
Acres
2.75
Year Built
1978
Matt Caiola

Matt Caiola

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WaterfrontTennis CourtPool2-Car Garage4 FireplacesVirtual TourPrice Reduced

About This Home

2177 Cross Hwy welcomes you home. This extensively renovated iconic contemporary awaits your personal touches. The blending of dramatic architecture with everyday comfort, offering nearly 4,000 sq ft of functional living space designed for gathering, relaxing and entertaining. Soaring 22' ceilings, oversized windows and park-like views fill the main living area with light, while a striking 3-story chimney with 3 wood-burning fireplaces creates a natural place to come together. The gourmet kitchen features a vintage Viking appliance package including gas range, wall oven and wine cooler. 2 dishwashers and custom island, opening to a deck with awning overlooking the pond and natural habitat. The 1st-floor primary suite offers a private retreat with walk-in closet, spa bath, gas fireplace and direct access to the pool and bluestone patio. Additional bedrooms and updated baths provide flexible space for guests, work or quiet retreat. Outside, the property becomes an extension of the home with a free-form gunite pool with new mechanicals and lighting, a stately new entrance with custom metal roof and aluminum gutters, granite sitting walls and bluestone landing to new steps that lead to a lighted driveway 500 feet to the road. resurfaced tennis court, new 10'x22' tigerwood deck. Renovation List and photos can be found on MLS docs.

Key Facts

City/Town
Fairfield
Neighborhood
Greenfield Hill
Property / Style
Single Family · Contemporary
Year Built
1978
Days on Market
53 days
Beds
4
Baths
3 full · 2 half
Living Area
3,921 sq ft
Lot Size
2.75 acres
Garage / Parking
2 garage
Property Taxes
$19,585 / 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

$1.88M

vs $1.59M median

18.1% above median

Price / Sq Ft

$478

vs $496 median

In line with median

Days on Market

53 days

vs 33 days median

20 days longer 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

2177 Cross Highway, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,817

per month

  • Principal & Interest$9,560
  • Property Taxes$1,632
  • Insurance$625
  • 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
Contemporary
Year Built
1978
New Construction
No/Resale
Living Area
3,921 sq ft

Schools

Elementary
Dwight
High
Fairfield Ludlowe

Interior

Heating
Hot Air
Heat Fuel
ElectricNatural GasOil
Cooling
Central AirSplit SystemWhole House FanZoned
Fireplaces
4
Laundry
Upper Level
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherDisposalInstant Hot Water TapWasherDryerWine Chiller
Basement
FullUnfinished
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
2.75 acres
Zoning
AAA
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
PondBeach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
GuniteHeatedSpaIn Ground Pool
Construction
Vertical SidingCedar
Roof
Asphalt ShingleMetal
Foundation
Concrete
Exterior Features
GuttersLightingHot TubPatioBalconyAwningsTennis CourtDeckStone Wall
Lot Description
SecludedSome WetlandsLevel LotProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$19,585 / Annually
Days on Market
53
MLS #
24180338
MLS Status
Active

Similar Properties

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Listed By

JaKeith Action Jackson

(203) 908-0080

ASJ Realty Partners

(203) 517-0537

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 9:20 PM UTC.