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299 Saugatuck Avenue

Westport, Connecticut 06880

PENDING$2,799,000
Beds
4
Baths
4 | 2
SqFt
5,627
Acres
1.10
Year Built
1987
Matt Caiola

Matt Caiola

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Pool3-Car Garage2 FireplacesVirtual Tour

About This Home

*THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 3PM MONDAY 6/1/26*Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties as well as immediate convenience to the railroad station and all commuting routes, this home blends sophisticated elegance with an easy lifestyle. A gracious, landscaped approach brings you to the grand double-door entrance lined with windows and into a vaulted ceiling foyer. The interior captures gorgeous light all day through walls of glass & numerous skylights. The floor plan is an entertainer's dream, accommodating groups large or small in refined surroundings. The living and family rooms each have floor-to-ceiling stone fireplaces and glass doors to the rear deck. The DR has a picture-perfect view across the property. Gourmet E-I-K w/Wolf gas cooktop, Sub Zero ref/frz, Viking double ovens, pantry, center island w/seating & a breakfast area enhanced by scenic views. An adjacent sunroom transitions the space out to the deck. Two half baths complete this level. The airy atmosphere continues up front & rear stairs to the 2nd level, beginning w/a grand primary suite w/priv sitting rm, king-size BR w/pool view balcony, vast dressing rm & two lux baths. Three addl' BRs have double clsts & two full baths. Fin LL w/rec rm, office, storage. Enjoy a porch that leads to the pool/spa. 3 car garage, generator.

Key Facts

City/Town
Westport
Neighborhood
Saugatuck
Property / Style
Single Family · Contemporary,Modern
Year Built
1987
Days on Market
64 days
Beds
4
Baths
4 full · 2 half
Living Area
5,627 sq ft
Lot Size
1.10 acres
Garage / Parking
3 garage
Property Taxes
$19,422 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

60

70 active listings

Median $ / Sq Ft

$821

70 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$2.80M

vs $4.70M median

40.4% below median

Price / Sq Ft

$497

vs $821 median

39.5% below median

Days on Market

64 days

vs 60 days median

4 days longer than median

Based on 70 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

299 Saugatuck Avenue, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$16,823

per month

  • Principal & Interest$14,271
  • Property Taxes$1,619
  • Insurance$933
  • 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
Contemporary,Modern
Year Built
1987
New Construction
No/Resale
Living Area
5,627 sq ft
Below Grade
773 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hot AirZoned
Heat Fuel
Oil
Cooling
Central AirZoned
Fireplaces
2
Laundry
Main Level
Appliances
Gas CooktopWall OvenMicrowaveRange HoodSubzeroIcemakerDishwasherWasherDryer
Basement
FullStorageInterior AccessPartially FinishedLiveable SpaceFull With Hatchway
In-Law Apartment
PossibleLower Level
Interior Features
Audio SystemAuto Garage Door OpenerCable - AvailableHumidifierOpen Floor PlanSecurity System
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
1.10 acres
Zoning
AA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
Yes
Pool
GuniteHeatedSpaIn Ground Pool
Construction
ClapboardCedar
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BalconyPorchDeckLightingUnderground SprinklerPatio
Lot Description
Fence - PartialLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$19,422 / Annually
Days on Market
64
MLS #
24169465
MLS Status
Under Contract

Similar Properties

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

Listed By

Alexander Chingas

(203) 451-0081

Coldwell Banker Realty

(203) 227-8424

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 11:40 AM UTC.