20 Turkey Hill Circle
Westport, Connecticut 06880
- Beds
- 5
- Baths
- 6 | 3
- SqFt
- 9,648
- Acres
- 1.77
- Year Built
- 2003
- Neighborhood
- Greens Farms
- 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
The home offers timeless and classic New England, the charm you have been seeking. Set up on a quiet hill in the heart of Green Farms, this picturesque shingle home checks every box! In 2021, the home underwent a major renovation, with every room updated and all mechanicals and cedar roof replaced. Sited on nearly two acres of manicured property, there are extensive stone walls, multiple patio areas, mature plantings, and distant Long Island Sound views. The flexible floor plan offers 5 bedrooms on the 2nd floor, plus additional bedroom spaces on the 3rd floor and lower walkout level. A new detached outbuilding, currently used as a gym, offers exceptional flexibility as a private guest suite, home office, or dedicated space for a trading team. The home features a wrap-around porch, gunite pool, outdoor kitchen, fire pit, dog grooming station in the garage, guest suite, theatre, gym, and whole-house audio system. Refined design, exceptional quality, and thoughtful details throughout.
Key Facts
- City/Town
- Westport
- Neighborhood
- Greens Farms
- Property / Style
- Single Family · Colonial
- Year Built
- 2003
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 6 full · 3 half
- Living Area
- 9,648 sq ft
- Lot Size
- 1.77 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $55,073 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
61
40 under contract
Median List Price
$5.00M
61 active listings
Median Closed Price
$2.42M
307 sales
Median Days on Market
55
61 active listings
Median $ / Sq Ft
$838
61 active listings
Sale-to-List Ratio
100.0%
307 sales
How this home compares
List Price
$7.25M
vs $5.00M median
45.1% above median
Price / Sq Ft
$751
vs $838 median
10.4% below median
Days on Market
0 days
vs 55 days median
55 days fresher than median
Based on 61 active and 307 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 23, 2026.
Location
20 Turkey Hill Circle, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$38,393
- Property Taxes$4,589
- Insurance$2,417
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Greens Farms
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2003
- New Construction
- No/Resale
- Living Area
- 9,648 sq ft
- Below Grade
- 2,774 sq ft
Schools
- Elementary
- Greens Farms
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedCooledInterior AccessWalk-outLiveable Space
- In-Law Apartment
- PossibleDetached
- Interior Features
- Audio SystemHumidifier
- Additional Rooms
- Bonus RoomFoyerGymLaundry RoomMud RoomSitting RoomStaff Quarters
Exterior & Lot
- Lot Size
- 1.77 acres
- Zoning
- AAA
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach RightsView
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Wood
- Color
- White
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- GrillBarnDeckStone WallPatio
- Lot Description
- DryLevel LotOn Cul-De-SacProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $55,073 / Annually
- Days on Market
- 0
- MLS #
- 24206974
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/23/2026. 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 9/23/2026 at 6:30 PM UTC.