1760 Hillside Road
Fairfield, Connecticut 06824
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 6,753
- Acres
- 2.32
- Year Built
- 1979
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
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!
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1979
- Days on Market
- 12 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 6,753 sq ft
- Lot Size
- 2.32 acres
- Property Taxes
- $54,371 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
89
108 under contract
Median List Price
$1.60M
89 active listings
Median Closed Price
$1.16M
567 sales
Median Days on Market
34
89 active listings
Median $ / Sq Ft
$497
89 active listings
Sale-to-List Ratio
101.9%
567 sales
How this home compares
List Price
$3.40M
vs $1.60M median
2.1× the median
Price / Sq Ft
$503
vs $497 median
In line with median
Days on Market
12 days
vs 34 days median
22 days fresher than median
Based on 89 active and 567 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 27, 2026.
Location
1760 Hillside Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$17,336
- Property Taxes$4,531
- Insurance$1,133
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1979
- New Construction
- No/Resale
- Living Area
- 6,753 sq ft
Schools
- Elementary
- Dwight
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- New Laundry off Mud Room
- Appliances
- Gas CooktopWall OvenRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullSump PumpStorage
- In-Law Apartment
- YesUpper Level
- Additional Rooms
- BreezewayFoyerLaundry RoomMud RoomMusic Room
Exterior & Lot
- Lot Size
- 2.32 acres
- Zoning
- AAA
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Roof
- Wood Shingle
- Foundation
- Concrete
- Lot Description
- Fence - PartialSecludedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $54,371 / Annually
- Days on Market
- 12
- MLS #
- 24189678
- MLS Status
- Active
Similar Properties
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Co-Listed By
Wendy Ryan
Brown Harris Stevens
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 5:05 PM UTC.