21 Covlee Drive
Westport, Connecticut 06880
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 4,444
- Acres
- 0.44
- Year Built
- 1977
- Neighborhood
- Saugatuck Shore
- 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
Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few steps to your private dock and take your boat DIRECTLY out on the Sound! Enjoy your gunite pool and spa overlooking the water. You can also swim, jet-ski, kayak or paddle board from your dock! Ready to head back inside? Rinse off in the outdoor shower, enjoy the sauna or take a steam shower! Enjoy all that living in Saugatuck Shores has to offer. As a Covlee resident, you'll be a member of the private Covlee Beach Association. This neighborhood enclave offers a sandy beach, additional dock slips, playground, picnic area and fire pit. This flowing, spectacular home enjoys a beautiful floor plan with dramatic walls of windows and soaring ceilings, providing unparalleled water views from almost every room. From the Great Room with its dramatic fireplace and vaulted ceiling, to the spacious, custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight in this waterfront haven! On the upper level, all bedrooms have decks overlooking the Sound. The beautiful Primary Suite has a private deck, vaulted ceiling and luxurious spa bathroom. From 21 Covlee you are just minutes to the train and all of Saugatuck and Westport amenities.
Key Facts
- City/Town
- Westport
- Neighborhood
- Saugatuck Shore
- Property / Style
- Single Family · Contemporary
- Year Built
- 1977
- Days on Market
- 102 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 4,444 sq ft
- Lot Size
- 0.44 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $34,275 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
71
56 under contract
Median List Price
$4.60M
71 active listings
Median Closed Price
$2.42M
303 sales
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
$6.88M
vs $4.60M median
49.5% above median
Price / Sq Ft
$1,547
vs $820 median
88.7% above median
Days on Market
102 days
vs 56 days median
46 days longer 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
21 Covlee Drive, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$35,054
- Property Taxes$2,856
- Insurance$2,292
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Saugatuck Shore
- County
- Fairfield
- Subdivision
- Covlee Beach Association
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1977
- New Construction
- No/Resale
- Living Area
- 4,444 sq ft
Schools
- Elementary
- Kings Highway
- High
- Staples
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- ElectricOilPropane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerSubzeroDishwasherDisposalWasherDryer
- Basement
- FullUnfinishedSump PumpStorageInterior Access
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerSaunaSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry RoomSteam/Sauna
Exterior & Lot
- Lot Size
- 0.44 acres
- Zoning
- A
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayPrivate
- Waterfront
- Direct waterfront
- Waterfront Details
- L. I. Sound FrontageBeachDock or MooringBeach RightsWater CommunityView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Pool
- GuniteHeatedSpaIn Ground Pool
- Construction
- ShingleCedar
- Color
- Gray
- Roof
- Asphalt ShingleFlat
- Foundation
- Concrete
- Exterior Features
- BalconyDeckGuttersGarden AreaUnderground SprinklerPatio
- Lot Description
- Level LotProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $34,275 / Annually
- Days on Market
- 102
- MLS #
- 24165538
- MLS Status
- Active
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Co-Listed By
Ellen Fusco
Compass Connecticut, LLC
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 9:15 AM UTC.