2177 Cross Highway
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 3 | 2
- SqFt
- 3,921
- Acres
- 2.75
- Year Built
- 1978
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
This light-filled contemporary work of art is a unique find in an unmatched setting, pairing privacy and peacefulness with modern functionality and a convenient location. Set back 500 feet from Cross Highway, where Fairfield meets Westport, the long lighted driveway takes you past a serene pond, filled with turtle and frequented by egrets, a nature preserve to enjoy from the elevated deck while drinking morning coffee or watching the sunset. The 4,000 sq ft living space, set on 2.75 acres, offers a much larger canvas given over to 22 ft ceilings and large windows that bring the outside in. Extensively renovated over the past 2 years, the home is ready for your personal touches, with a long list of new bathrooms, new roof, a re-imagined front entrance with custom metal roof and stately steps to a bluestone platform and sitting walls of granite. The first floor primary suite boasts a large WIC with large spa bathroom, with sliders that open to a new bluestone patio, free form pool and tennis court. The round room is a private family room, with custom barn door, off the large open-plan living room. A beautiful spiral staircase takes you to the large round bedroom, ensuite, and over to the twin bedrooms and jack and jill bathroom. All new baths. New large tiger wood deck 10x22' leads from the twin rooms directly to the pool. A Chef's kitchen awaits up a few steps to the dining area and a deck off the kitchen with new trek flooring, turning the kitchen into an entertainment hub.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1978
- Days on Market
- 0 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
- $22,696 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
112
74 under contract
Median List Price
$1.30M
112 active listings
Median Closed Price
$1.17M
580 sales
Median Days on Market
24
112 active listings
Median $ / Sq Ft
$510
112 active listings
Sale-to-List Ratio
102.5%
580 sales
How this home compares
List Price
$1.88M
vs $1.30M median
44.6% above median
Price / Sq Ft
$478
vs $510 median
6.3% below median
Days on Market
0 days
vs 24 days median
24 days fresher than median
Based on 112 active and 580 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of October 2, 2026.
Location
2177 Cross Highway, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$10,263
- Property Taxes$1,891
- 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
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1978
- New Construction
- No/Resale
- Living Area
- 3,921 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- ElectricNatural GasOil
- Cooling
- Central AirHeat Pump
- Laundry
- Upper Level
- Laundry Location
- Off kitchen in pantry area
- Appliances
- Oven/RangeWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherDisposalCompactorWasherElectric DryerWine Chiller
- Basement
- FullUnfinished
- In-Law Apartment
- PossibleSeparate Entry
Exterior & Lot
- Lot Size
- 2.75 acres
- Zoning
- AAA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- View
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Vertical SidingCedar
- Roof
- Asphalt ShingleMetal
- Foundation
- Concrete
- Lot Description
- Level LotProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $22,696 / Annually
- Days on Market
- 0
- MLS #
- 24211474
- 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 10/2/2026. 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 10/2/2026 at 8:15 PM UTC.