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31 Stonybrook Road

Westport, Connecticut 06880

ACTIVE$5,750,000
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

Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an expansive, light-filled layout is ideal both for grand entertaining and quiet retreat. A dramatic wall of windows captures sweeping views of the brook, creating a seamless connection between indoor comfort and the surrounding landscape. The ground floor consists of a gourmet kitchen, large family room with fireplace, dining room with wet bar, living room with fireplace + lounge area with water views, a large entry foyer with stone floors and two powder rooms. Upstairs, a primary bedroom suite with two balconies overlooking the pond and brook, two walk in closets & beautifully appointed bathroom, 4 additional bedrooms each with its own bathroom, a large home office/6th bedroom with fireplace and brook & pond views, a large playroom with full bathroom, windowed home gym, and another family room on the 3rd floor, offering multiple options for relaxation and entertainment. Fully fenced for privacy with automated driveway gates, it has a heated 3 car garage, Crestron lighting system, full house generator, mature landscaping, and a gas grill seamlessly built into the stonework by the pool.

Key Facts

City/Town
Westport
Neighborhood
Old Hill
Property / Style
Single Family · Colonial
Year Built
1936
Days on Market
56 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

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

$5.75M

vs $4.60M median

25.0% above median

Price / Sq Ft

$884

vs $820 median

7.8% above median

Days on Market

56 days

vs 56 days median

In line with 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

31 Stonybrook Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$34,882

per month

  • Principal & Interest$29,318
  • Property Taxes$3,647
  • Insurance$1,917
  • 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
56
MLS #
24178699
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 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 10:01 AM UTC.