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48 Bayberry Lane

Westport, Connecticut 06880

PENDING$4,449,000
Beds
6
Baths
5 | 1
SqFt
6,775
Acres
1.01
Year Built
2019
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage2 Fireplaces

About This Home

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

Key Facts

City/Town
Westport
Neighborhood
Long Lots
Property / Style
Single Family · Colonial
Year Built
2019
Days on Market
33 days
Beds
6
Baths
5 full · 1 half
Living Area
6,775 sq ft
Lot Size
1.01 acres
Garage / Parking
2 garage
Property Taxes
$27,015 / 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

$4.45M

vs $4.60M median

In line with median

Price / Sq Ft

$657

vs $820 median

19.9% below median

Days on Market

33 days

vs 56 days median

23 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

48 Bayberry Lane, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$26,418

per month

  • Principal & Interest$22,684
  • Property Taxes$2,251
  • Insurance$1,483
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Long Lots
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2019
New Construction
No/Resale
Living Area
6,775 sq ft
Below Grade
1,450 sq ft

Schools

Elementary
Long Lots
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central AirZoned
Fireplaces
2
Laundry
Lower LevelUpper Level
Laundry Location
2nd Flr & LL - LL machines not included
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorSubzeroDishwasherInstant Hot Water Tap
Basement
FullHeatedStorageCooledInterior AccessLiveable SpaceFull With Walk-Out
In-Law Apartment
PossibleLower LevelUpper Level
Interior Features
Audio SystemAuto Garage Door OpenerOpen Floor PlanSecurity System
Additional Rooms
Bonus RoomFoyerGymLaundry RoomMud Room

Exterior & Lot

Lot Size
1.01 acres
Zoning
AA
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Septic
Pool
GuniteHeatedSafety FenceIn Ground Pool
Construction
ShingleWood
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GrillTerraceGuttersGarden AreaStone WallFrench DoorsUnderground SprinklerPatio
Lot Description
Fence - WoodFence - PartialFence - StoneFence - Electric PetFence - FullProfessionally Landscaped

Listing & Financials

Property Taxes
$27,015 / Annually
Days on Market
33
MLS #
24186465
MLS Status
Under Contract

Similar Properties

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

Listed By

Jaclyn Picarillo

(203) 981-5012

Higgins Group Bedford Square

(203) 226-0300

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 10:50 AM UTC.