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31 Stonybrook Road

Westport, Connecticut 06880

ACTIVE - NEW$5,349,000
Beds
5
Baths
6 | 2
SqFt
6,503
Acres
0.95
Year Built
1936
Matt Caiola

Matt Caiola

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WaterfrontPool3-Car Garage3 Fireplaces

About This Home

From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife views-from herons and owls to ducks and otters along picturesque Stony Brook. Resort-style amenities feature a heated saltwater pool/spa, a private pond with a fountain, and deeded access to nearby Nash's Pond for kayaking and fishing. Inside, a dramatic wall of glass captures sweeping water views, creating a seamless connection to the outdoors. The main level includes a gourmet kitchen, family room with fireplace, dining room with wet bar, living room with fireplace and lounge, stone entry foyer, mudroom and two powder rooms. Upstairs, the primary suite boasts two terraces, dual walk-in closets, and a spa bath. Four additional bedrooms each with its own bathroom, a sprawling home office/6th bedroom with fireplace, a large playroom with a full bath, a third floor family room, and a mirrored gym/yoga studio with a ballet barre offer exceptional living options. Moments from Earthplace nature trails, key features include a heated 3-car garage, Crestron lighting, full-house generator, and a built-in poolside gas grill. A rare opportunity to own a sanctuary where design and nature converge.

Key Facts

City/Town
Westport
Neighborhood
Old Hill
Property / Style
Single Family · Colonial
Year Built
1936
Days on Market
0 days
Beds
5
Baths
6 full · 2 half
Living Area
6,503 sq ft
Lot Size
0.95 acres
Garage / Parking
3 garage
Property Taxes
$43,768 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

77

59 active listings

Median $ / Sq Ft

$823

59 active listings

Sale-to-List Ratio

100.0%

307 sales

How this home compares

List Price

$5.35M

vs $5.00M median

7.1% above median

Price / Sq Ft

$823

vs $823 median

In line with median

Days on Market

0 days

vs 77 days median

77 days fresher than median

Based on 59 active and 307 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of August 27, 2026.

Location

31 Stonybrook Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$32,901

per month

  • Principal & Interest$27,471
  • Property Taxes$3,647
  • Insurance$1,783
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Old Hill
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1936
New Construction
No/Resale
Living Area
6,503 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
3
Laundry
Upper Level
Appliances
Gas CooktopWall OvenConvection OvenMicrowaveRange HoodRefrigeratorFreezerIcemakerDishwasherWasherDryerWine Chiller
Basement
Crawl SpaceConcrete Floor
Interior Features
Audio SystemOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
0.95 acres
Zoning
AA
Garage / Parking
3 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
PondBrook
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
GuniteHeatedSpaSalt WaterIn Ground Pool
Construction
StoneWood
Roof
Gable
Foundation
Concrete
Exterior Features
BalconyGrillLightingHot TubStone WallFrench DoorsUnderground SprinklerPatio
Lot Description
Fence - WoodFence - PrivacyFence - FullTreedLevel LotProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$43,768 / Annually
Days on Market
0
MLS #
24201547
MLS Status
Active

Similar Properties

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

Listed By

Kristi Law

(917) 576-6638

William Pitt Sotheby's Int'l

(203) 227-1246

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/27/2026. 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 8/27/2026 at 3:35 PM UTC.