Skip to main content

359 Greens Farms Road

Westport, Connecticut 06880

ACTIVE$5,499,000
Beds
6
Baths
6 | 2
SqFt
7,748
Acres
2.74
Year Built
2011
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Pool3-Car Garage4 Fireplaces

About This Home

Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and convenience in one of Westport's most coveted neighborhoods. Surrounded by mature landscaping, this meticulously maintained residence feels like a private retreat while remaining steps from the Greens Farms train station, Burying Hill Beach, Greens Farms Elementary School, and minutes from downtown Westport's shopping and dining. Filled with natural light, the sophisticated floor plan is designed for everyday living and entertaining. The gourmet chef's kitchen features premium appliances, two dishwashers, a walk-in pantry, and butler's pantry, seamlessly connecting to elegant gathering spaces. Enjoy indoor-outdoor living from the screened porch overlooking the sparkling pool with automatic cover, spa, and landscaped grounds. The luxurious primary suite features a sitting room, spa-inspired bath with soaking tub and steam shower, and custom closets. Upstairs, a spacious playroom and gym overlook the pool. A first-floor office accommodates dual workstations for remote work. The walk-out lower level offers high ceilings, natural light, and potential for a media room, sixth bedroom, home theater, or golf simulator. Offering unparalleled estate privacy, walkability, and proximity to NYC transportation, beaches, top-rated schools, and downtown Westport, 359 Greens Farms Road is luxury living at its finest.

Key Facts

City/Town
Westport
Neighborhood
Greens Farms
Property / Style
Single Family · Colonial,Farm House
Year Built
2011
Days on Market
39 days
Beds
6
Baths
6 full · 2 half
Living Area
7,748 sq ft
Lot Size
2.74 acres
Garage / Parking
3 garage
Property Taxes
$42,214 / 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

$5.50M

vs $4.60M median

19.6% above median

Price / Sq Ft

$710

vs $820 median

13.4% below median

Days on Market

39 days

vs 56 days median

17 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

359 Greens Farms Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$33,389

per month

  • Principal & Interest$28,038
  • Property Taxes$3,518
  • Insurance$1,833
  • 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,Farm House
Year Built
2011
New Construction
No/Resale
Living Area
7,748 sq ft

Schools

Elementary
Greens Farms
High
Staples

Interior

Heating
Hot AirZoned
Heat Fuel
Propane
Cooling
Central AirZoned
Fireplaces
4
Appliances
Oven/RangeWall OvenMicrowaveRefrigeratorFreezerDishwasher
Basement
FullInterior AccessFull With Walk-Out
Interior Features
Security System
Additional Rooms
FoyerLaundry RoomRoughed-In Bath

Exterior & Lot

Lot Size
2.74 acres
Zoning
AAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Septic
Pool
GuniteHeatedSpaIn Ground Pool
Construction
ShakeCedar
Color
White
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
BalconyPorchDeckLightingUnderground SprinklerPatio
Lot Description
Fence - FullProfessionally Landscaped

Listing & Financials

Property Taxes
$42,214 / Annually
Days on Market
39
MLS #
24184039
MLS Status
Active

Similar Properties

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

Listed By

Judy Michaelis

(203) 247-5000

Coldwell Banker Realty

(203) 227-8424

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 9:05 AM UTC.