Fairfield, CT / 59 DAYS ON MARKET

1760 Hillside RoadFairfield, CT 06824

Asking price$3,150,000ActiveReduced $250,000 (7.4%) from original price · Price history ↓

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.

Estimated buyer rebate

Buy with Cress and Save $39,375 on brokerage fees*

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

At a glance

Active · MLS #24189678
Bedrooms
5
BathroomsBaths
5 full / 1 half
Square feet
6,753
Year built
1979
Acres
2.32
Property taxes
$49,752

July 2026-June 2027

What stands out

  • 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

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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1760 Hillside Road, Fairfield, CT 06824

Price history

DateEventPrice
Latest asking price$3,150,000
Originally listed$3,400,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $3,150,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $39,375. 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 Brown Harris Stevens · (203) 254-1500

Andrew Whiteley

SmartMLS · Listing #24189678 · Active

Listing data checked: Sep 18, 2026, 7:05 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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