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124 Hillandale Road

Westport, Connecticut 06880

PENDING$6,500,000
Beds
6
Baths
7 | 3
SqFt
9,349
Acres
1.00
Year Built
2015
Matt Caiola

Matt Caiola

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ElevatorWine CellarPool3-Car Garage4 Fireplaces

About This Home

An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly blends classic architecture with modern comfort. Sun-filled living spaces, beautiful millwork, and thoughtfully designed interiors create an atmosphere that is both sophisticated and welcoming. Whether hosting family and friends or enjoying a quiet evening at home, the layout is designed to accommodate every stage of life with ease. Every detail has been carefully considered, from the state-of-the-art movie theater and golf simulator to the fitness and recreation spaces that make everyday living feel a little more special. Outside, beautifully landscaped grounds and picture perfect pool with auto-cover provide the perfect backdrop for relaxing, entertaining, and making lasting memories, with an outdoor fireplace and multiple gathering spaces to enjoy throughout the seasons. Effortlessly elegant, 124 Hillandale Road embodies the very best of Greens Farms living-a home where timeless design and modern amenities come together to create something truly special.

Key Facts

City/Town
Westport
Neighborhood
Greens Farms
Property / Style
Single Family · Colonial
Year Built
2015
Days on Market
42 days
Beds
6
Baths
7 full · 3 half
Living Area
9,349 sq ft
Lot Size
1.00 acres
Garage / Parking
3 garage
Property Taxes
$48,261 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

71 active listings

Median $ / Sq Ft

$820

71 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$6.50M

vs $4.60M median

41.3% above median

Price / Sq Ft

$695

vs $820 median

15.2% below median

Days on Market

42 days

vs 56 days median

14 days fresher than median

Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

124 Hillandale Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$39,331

per month

  • Principal & Interest$33,142
  • Property Taxes$4,022
  • Insurance$2,167
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Greens Farms
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2015
New Construction
No/Resale
Living Area
9,349 sq ft

Schools

Elementary
Greens Farms
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
4
Laundry
Lower LevelUpper Level
Laundry Location
both: lower level and 2nd floor
Appliances
Gas RangeRefrigeratorWasherDryer
Basement
FullHeatedFully FinishedCooledLiveable SpaceFull With Walk-Out
Interior Features
ElevatorOpen Floor PlanSecurity System
Additional Rooms
Exercise RoomMud RoomSitting RoomWine Cellar

Exterior & Lot

Lot Size
1.00 acres
Zoning
AAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Septic
Pool
GuniteHeatedSpaSalt WaterIn Ground Pool
Construction
ShingleWood
Color
White
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
GrillLightingHot TubUnderground SprinklerPatio
Lot Description
Level LotClearedProfessionally LandscapedOpen Lot

Listing & Financials

Property Taxes
$48,261 / Annually
Days on Market
42
MLS #
24184011
MLS Status
Under Contract

Similar Properties

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Listed By

Meredith Cohen

(718) 570-5254

Serhant Connecticut, LLC

(203) 489-7800

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 7:25 AM UTC.