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1760 Hillside Road

Fairfield, Connecticut 06824

ACTIVE$3,400,000
Beds
5
Baths
5 | 1
SqFt
6,753
Acres
2.32
Year Built
1979
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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4 Fireplaces

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

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$23,000

per 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

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

Listed By

Andrew Whiteley

(203) 258-1595

Brown Harris Stevens

(203) 254-1500

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.