Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.
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Listing Snapshot
Price
$5,000,000
Days On Site
21 Days
Bedrooms
6
Inside Area (SqFt)
6,166 sqft
Total Baths
7
Full Baths
5
Partial Baths
2
Lot Size
1.39 Acres
Year Built
2013
MLS® Number
24168601
Status
Active Under Contract
Property Tax
$35,764
HOA/Condo/Coop Fees
N/A
Sq Ft Source
N/A
Friends & Family
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Recent Activity
3 weeks ago
Listing updated with changes from the MLS®
3 weeks ago
Status changed to Active Under Contract
3 weeks ago
Listing first seen on site
General Features
Acres
1.39
Attached Garage
Yes
Foundation
Concrete Perimeter
Garage
Yes
Garage Spaces
3
Parking
Attached
Property Sub Type
Single Family Residence
Security
Security System
Sewer
Septic Tank
SqFt Total
8717
Style
Colonial
Water Source
Public
Zoning
AA
Interior Features
Appliances
CooktopDishwasherDryerFreezerIce MakerMicrowaveRangeOvenRefrigeratorWasherGas Water HeaterIndoor Grill
Basement
FullFinishedWalk-Out Access
Cooling
Attic FanCentral AirZoned
Fireplace
Yes
Fireplaces
3
Heating
Zoned
Interior
Sound SystemCentral VacuumEntrance Foyer
Laundry Features
Laundry Room
Bedroom
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Exterior Features
Construction Details
CedarConcreteShake Siding
Exterior
BarbecueTennis Court(s)
Fencing
FencedWood
Lot Features
LevelCul-De-Sac
Other Structures
Workshop
Patio And Porch
DeckPatioPorch
Pool Features
Outdoor PoolIn Ground
Roof
Wood
Windows/Doors
French Doors
Community Features
Community Features
GolfTennis Court(s)
Schools
School District
Unknown
Elementary School
Long Lots
Middle School
Bedford
High School
Staples
Listing courtesy of Judy Michaelis of Coldwell Banker Realty Office Phone: (203) 227-8424
Broker Contact: (203) 247-5000
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Last checked: 2026-06-01 09:08 PM UTC.
Neighborhood & Commute
Source: Walkscore
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