George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Fairfield, CT / 105 DAYS ON MARKET
2177 Cross HighwayFairfield, CT 06824
Asking price$1,875,000ActiveReduced $24,000 (1.3%) from original price · Price history ↓
Open house
Our Take
2177 Cross Highway is an extensively renovated contemporary set on 2.75 acres, with four bedrooms and three full and two half baths. Its main living area has 22-foot ceilings, oversized windows, three wood-burning fireplaces, and views toward the pond and natural habitat. The first-floor primary suite includes a spa bath, walk-in closet, gas fireplace, and pool access. Outdoor features include a gunite pool, bluestone patio, resurfaced tennis court, tigerwood deck, and a lighted driveway extending 500 feet to the road.
At a glance
Active · MLS #24180338- Bedrooms
- 4
- BathroomsBaths
- 3 full / 2 half
- Square feet
- 3,921
- Year built
- 1978
- Acres
- 2.75
- Property taxes
- $22,696
July 2026-June 2027
What stands out
- 22-foot ceilings and oversized windows
- Three wood-burning fireplaces
- Vintage Viking kitchen appliance package
- Custom island and two dishwashers
- First-floor primary suite with spa bath
- Gunite pool with new mechanicals and lighting
- Resurfaced tennis court
- Deck with awning overlooking pond and natural habitat
Read the full listing description
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.
Schools
- Elementary
- Dwight
- Middle
- Roger Ludlowe
- High
- Fairfield Ludlowe
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗2177 Cross Highway, Fairfield, CT 06824
Price history
| Date | Event | Price |
|---|---|---|
| Latest asking price | $1,875,000 | |
| Originally listed | $1,899,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Estimate: $1,875,000 asking price × assumed 2.5% buyer-agent commission × 40% rebate = $18,750. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by ASJ Realty Partners · (203) 517-0537
JaKeith Action Jackson
SmartMLS · Listing #24180338 · Active
Listing data checked: Sep 17, 2026, 7:04 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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