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.
Accepting backups
$5,000,000
6 Twin Circle Drive, Westport, CT 06880
6beds
8,717sqft
:
Get pre-qualified$31,385/mo
Single Family Residence
Built in 2013
1.39 Acres Lot
$5,253,000 Zestimate®
$574/sqft
$-- HOA
What's special
Pool with spaMedia roomHigh-end appliancesResort-style backyardWalk-out lower levelSpa-inspired bathQuiet cul-de-sac
- 79 days |
- 193 |
- 1 |
Zillow last checked:
Listing updated:
Listed by:
Judy Michaelis (203)247-5000,
Coldwell Banker Realty 203-227-8424
Source: Smart MLS,MLS#: 24168601
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Exercise Room, Laundry, Staff Quarters, Workshop
Primary bedroom
- Features: High Ceilings, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Hardwood Floor
- Level: Third,Other
Den
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Family room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: High Ceilings, Hardwood Floor
- Level: Main
Kitchen
- Features: High Ceilings, Breakfast Nook, Pantry
- Level: Main
Rec play room
- Level: Lower
Sun room
- Features: High Ceilings
- Level: Main
Heating
- Zoned
Cooling
- Attic Fan, Central Air, Zoned
Appliances
- Included: Cooktop, Oven/Range, Indoor Grill, Oven, Microwave, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System, Central Vacuum, Entrance Foyer
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Heated,Finished,Cooled,Interior Entry,Walk-Out Access,Liveable Space
- Attic: Heated,Storage,Finished,Walk-up
- Number of fireplaces: 3
Interior area
- Total structure area: 8,717
- Total interior livable area: 8,717 sqft
- Finished area above ground: 6,777
- Finished area below ground: 1,940
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Patio & porch: Patio, Porch, Deck
- Exterior features: Rain Gutters, Lighting, Outdoor Grill, Tennis Court(s), Underground Sprinkler
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Wood,Privacy,Full
Lot
- Size: 1.39 Acres
- Features: Level, Cul-De-Sac
Details
- Parcel number: 409959
- Zoning: AA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shake Siding, Cedar
- Foundation: Concrete Perimeter
- Roof: Wood
Condition
- New construction: No
- Year built: 2013
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Green verification: ENERGY STAR Certified Homes
- Energy efficient items: Insulation, Windows
Community & HOA
Community
- Features: Golf, Health Club, Park, Near Public Transport, Tennis Court(s)
- Security: Security System
- Subdivision: Long Lots
HOA
- Has HOA: No
Location
- Region: Westport
Financial & listing details
- Price per square foot: $574/sqft
- Tax assessed value: $1,896,300
- Annual tax amount: $35,764
- Date on market: 5/11/2026
Estimated market value
$5,253,000
$4.99M - $5.57M
$23,205/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/14/2026 | Listed for sale | $5,000,000$574/sqft |
Source:  Smart MLS #24168601 Report a problem | ||
| 5/14/2026 | Pending sale | $5,000,000$574/sqft |
Source: Smart MLS #24168601 Report a problem | ||
| 5/11/2026 | Listed for sale | $5,000,000+78.6%$574/sqft |
Source: Smart MLS #24168601 Report a problem | ||
| 1/12/2018 | Sold | $2,800,000-10.1%$321/sqft |
Source: Smart MLS #99179949 Report a problem | ||
| 3/12/2014 | Sold | $3,116,000+34522.2%$357/sqft |
Source: Smart MLS #99009210 Report a problem | ||
| 12/3/2012 | Sold | $9,000-98.8%$1/sqft |
Source: Agent Provided Report a problem | ||
| 8/13/2012 | Sold | $725,000$83/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $35,764 +1.3% | $1,896,300 |
| 2024 | $35,309 +2.9% | $1,896,300 +1.4% |
| 2023 | $34,311 +1.6% | $1,869,800 |
| 2022 | $33,787 | $1,869,800 |
| 2021 | $33,787 -6.2% | $1,869,800 -13.2% |
| 2020 | $36,007 -0.9% | $2,154,800 |
| 2019 | $36,330 | $2,154,800 |
| 2018 | $36,330 | $2,154,800 |
| 2017 | $36,330 | $2,154,800 |
| 2016 | $36,330 | $2,154,800 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Staples
Nearby schools
GreatSchools rating
- 9/10Long Lots SchoolGrades: K-5Distance: 1.2 mi
- 9/10Bedford Middle SchoolGrades: 6-8Distance: 0.3 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 0.3 mi
Schools provided by the listing agent
- Elementary: Long Lots
- Middle: Bedford
- High: Staples
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
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