Skip to main content

279 Saugatuck Avenue

Westport, Connecticut 06880

ACTIVE$14,900,000
Beds
5
Baths
6 | 3
SqFt
9,546
Acres
1.35
Year Built
1999
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
WaterfrontGuest HouseDock / MooringWine CellarPool3-Car Garage2 Fireplaces

About This Home

Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. First floor rooms facing the water include the living room and office, both with fireplaces, the formal dining room and the open kitchen/family room. This floor also has a billiard/media room, full bar, refrigerated wine room, two powder rooms and laundry. Idyllic second floor primary suite features waterfront balcony and sitting room, 3 walk-in closets and marble bathroom. Three additional en-suite bedrooms, each with balconies, complete this level. Perched on the third floor is a home gym with waterfront balcony, full bath and sauna. Newly added wing above attached two-car garage with one-bedroom guest suite. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawns, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Side yard with secluded outdoor shower, exterior-access powder room and kayak storage rack. Spacious two-bedroom guest cottage with 1.5 baths, kitchen, laundry and attached one-car garage. Commercial-sized generator powers main house & cottage.

Key Facts

City/Town
Westport
Neighborhood
Saugatuck
Property / Style
Single Family · Colonial
Year Built
1999
Days on Market
56 days
Beds
5
Baths
6 full · 3 half
Living Area
9,546 sq ft
Lot Size
1.35 acres
Garage / Parking
3 garage
Property Taxes
$100,098 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

69 active listings

Median $ / Sq Ft

$831

69 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$14.90M

vs $4.79M median

3.1× the median

Price / Sq Ft

$1,561

vs $831 median

87.8% above median

Days on Market

56 days

vs 56 days median

In line with median

Based on 69 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 29, 2026.

Location

279 Saugatuck Avenue, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$89,280

per month

  • Principal & Interest$75,971
  • Property Taxes$8,342
  • Insurance$4,967
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Saugatuck
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1999
New Construction
No/Resale
Living Area
9,546 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hydro Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Main Level
Appliances
Gas RangeRefrigeratorDishwasherWasherDryer
Basement
None
In-Law Apartment
PossibleOver Garage
Additional Rooms
FoyerLaundry RoomMud RoomSteam/SaunaWine Cellar
Accessibility
Accessible Bath,Chair Lift

Exterior & Lot

Lot Size
1.35 acres
Zoning
AA
Garage / Parking
3 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
L. I. Sound FrontageDock or MooringViewAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
Yes
Pool
GuniteHeatedSpaIn Ground Pool
Construction
Clapboard
Color
Gray
Roof
Wood Shingle
Foundation
Slab
Exterior Features
Porch-ScreenedBalconyGrillPorchGuest HouseCovered DeckFrench DoorsUnderground SprinklerPatio
Lot Description
Fence - FullLevel LotProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$100,098 / Annually
Days on Market
56
MLS #
24179641
MLS Status
Active

Similar Properties

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

Listed By

Joseph Barbieri

(203) 618-3112

Sotheby's International Realty

(203) 869-4343

Co-Listed By

Kevin Quick

Sotheby's International Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 11:05 AM UTC.