Skip to main content

2177 Cross Highway

Fairfield, Connecticut 06824

ACTIVE - NEW$1,875,000
Beds
4
Baths
3 | 2
SqFt
3,921
Acres
2.75
Year Built
1978
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Pool2-Car Garage

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,779

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Derek Greene

Derek Greene

(888) 278-5840

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.