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240 North Avenue

Westport, Connecticut 06880

ACTIVE$3,499,000
Beds
5
Baths
4 | 1
SqFt
3,778
Acres
1.92
Year Built
1937
Matt Caiola

Matt Caiola

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Pool14-Car Garage2 Fireplaces

About This Home

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

Key Facts

City/Town
Westport
Neighborhood
Coleytown
Property / Style
Single Family · Colonial
Year Built
1937
Days on Market
34 days
Beds
5
Baths
4 full · 1 half
Living Area
3,778 sq ft
Lot Size
1.92 acres
Garage / Parking
14 garage
Property Taxes
Not on file from MLS

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

$3.50M

vs $4.60M median

23.9% below median

Price / Sq Ft

$926

vs $820 median

12.9% above median

Days on Market

34 days

vs 56 days median

22 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

240 North Avenue, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$19,006

per month

  • Principal & Interest$17,840
  • Property Taxes$0
  • Insurance$1,166
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Coleytown
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1937
New Construction
No/Resale
Living Area
3,778 sq ft

Schools

Elementary
Coleytown
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central AirZoned
Fireplaces
2
Laundry
Main Level
Laundry Location
Main
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer
Basement
Full
In-Law Apartment
PossibleFirst FloorSeparate Entry
Interior Features
Cable - AvailableOpen Floor PlanSecurity System
Additional Rooms
Bonus RoomLaundry RoomMud Room

Exterior & Lot

Lot Size
1.92 acres
Zoning
AAA
Garage / Parking
14 garage spacesBarnAttached GarageDetached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Septic
Pool
GuniteHeatedIn Ground Pool
Construction
ShingleWood
Color
White
Roof
Asphalt Shingle
Foundation
MasonryStone
Exterior Features
PorchBarnGuttersUnderground SprinklerPatio
Lot Description
Fence - WoodCorner LotTreedDryLevel Lot

Listing & Financials

Days on Market
34
MLS #
24181944
MLS Status
Active

Similar Properties

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

Listed By

Douglas Bross

(203) 526-6537

Coldwell Banker Realty

(203) 227-8424

Co-Listed By

Barbara Bross

Coldwell Banker Realty

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 8:20 AM UTC.