279 Saugatuck Avenue
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 6 | 3
- SqFt
- 9,546
- Acres
- 1.35
- Year Built
- 1999
- Neighborhood
- Saugatuck
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
69
58 under contract
Median List Price
$4.79M
69 active listings
Median Closed Price
$2.42M
303 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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
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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.