2177 Cross Highway
Fairfield, Connecticut 06824
Reduced from $1,899,000
- Beds
- 4
- Baths
- 3 | 2
- SqFt
- 3,921
- Acres
- 2.75
- Year Built
- 1978
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
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
$1.88M
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 9:20 PM UTC.