21 Covlee Drive
Westport, Connecticut 06880
Reduced from $6,875,000
- 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
Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched directly on the shores of Long Island Sound. Featuring its own rare private dock, this property is a true boater's/water lover's paradise. Enjoy all that Saugatuck Shores has to offer-boating, jet-skiing, paddle boarding, or kayaking from your own backyard. Dramatic walls of glass bathe the interior with natural light throughout effortlessly blending modern architectural lines with unparalleled, panoramic views of Bermuda Lagoon, Peck Ledge Lighthouse and boating channels which can be seen from almost every room. The open-concept main level transitions seamlessly to a massive sundeck, setting the ultimate stage for indoor-outdoor entertaining. Spend summers relaxing by your private waterfront gunite pool and spa, rinse off in your outdoor shower or unwind in the custom indoor sauna. Positioned within the coveted, private Covlee Beach Association, residents enjoy access to a private sandy beach with additional dock slips, kayak and paddleboard storage, a playground, picnic area, and fire pit just steps away, blending complete privacy with an active coastal community. From the Great Room with its dramatic fireplace and vaulted ceiling, to the custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight. All bedrooms, including primary suite, have decks overlooking the Sound.
Key Facts
- City/Town
- Westport
- Neighborhood
- Saugatuck Shore
- Property / Style
- Single Family · Contemporary
- Year Built
- 1977
- Days on Market
- 148 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
59
35 under contract
Median List Price
$4.75M
59 active listings
Median Closed Price
$2.42M
319 sales
Median Days on Market
51
59 active listings
Median $ / Sq Ft
$821
59 active listings
Sale-to-List Ratio
100.0%
319 sales
How this home compares
List Price
$6.38M
vs $4.75M median
34.2% above median
Price / Sq Ft
$1,435
vs $821 median
74.8% above median
Days on Market
148 days
vs 51 days median
97 days longer than median
Based on 59 active and 319 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 11, 2026.
Location
21 Covlee Drive, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$33,112
- Property Taxes$2,856
- Insurance$2,125
- 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
- 148
- 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 9/11/2026. 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 9/11/2026 at 10:40 AM UTC.