1760 Hillside Road

Fairfield, CT 06824

$3,150,000Active$39,375 Buyer Rebate*

Reduced $250,000 (7.4%) Price history ↓

5
beds
5.5
baths
6,753
SF

Our Take

1760 Hillside Road in Fairfield is a five-bedroom, five-full-and-one-half-bath home on 2.32 acres in Greenfield Hill. Its European-inspired architecture is paired with exposed wood beams, skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors. The layout includes a first-floor primary suite and a second upstairs primary suite, while a renovated one-bedroom guest residence has a private entrance. Expansive terraces overlook landscaped grounds with mature specimen trees and perennial gardens. Site improvements include a generator, water purification, drainage, irrigation, and security systems.

Property Details

Listing Facts

Acres
2.32
Year built
1979
Taxes (July 2026-June 2027)
$49,752 (July 2026-June 2027)
Price/SF
$466
Days on Market
99 Days
MLS number
24189678

Highlights

  • Soaring ceilings, exposed beams, and skylights
  • Family room with private office and wet bar
  • First-floor primary suite with spa bath and atrium
  • Upstairs primary suite with dressing room and balcony
  • One-bedroom guest residence with private entrance
  • Bluestone walkways and raised garden beds
  • Terraces overlooking landscaped grounds
Read the full listing description

Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive!

Schools

Elementary
Dwight
Middle
Roger Ludlowe
High
Fairfield Ludlowe

School assignments as reported by SmartMLS.

Price History

DateEventPrice
Price changed$3,150,000
Listed$3,400,000
Sold$2,535,000
Listed$2,800,000

Listing Agent

Brown Harris Stevens · (203) 254-1500
Andrew Whiteley · (203) 258-1595

Map

1760 Hillside Road, Fairfield, CT 06824

Homes for Sale in Fairfield ↗

Nearby Properties for Sale

Homes for Sale in Fairfield ↗

Could this be your next home?

Let’s talk about the property and what working with Cress could save you.

Make an Offer →

Save an estimated $39,375 with Cress*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

SmartMLS · Listing #24189678 · Active

Listing data checked: Oct 28, 2026, 7:40 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.

1760 Hillside Road · Fairfield, CT

Have you toured 1760 Hillside Road yet?