20 Turkey Hill Circle, Westport, Connecticut 06880

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.

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $4,625,000, ranging $3,450,000 to $5,499,000.

Within a 15-minute walk, sold in the last year
• 1 Flower Farm Lane5 bd · 8 ba · 9,819 sq ft · 0.2 mi away
  $3,450,000$351/sq ft2026-09-04
• 36 Maple Avenue South6 bd · 7 ba · 7,387 sq ft · 0.4 mi away
  $5,199,000$703/sq ft2026-08-21
• 10 Tierney Lane5 bd · 8 ba · 7,400 sq ft · 0.5 mi away
  $4,625,000$625/sq ft2026-06-01
• 26 Morningside Drive South7 bd · 8 ba · 9,335 sq ft · 0.5 mi away
  $4,350,000$465/sq ft2026-06-09
• 11 Tierney Lane6 bd · 9 ba · 9,550 sq ft · 0.6 mi away
  $5,499,000$575/sq ft2025-10-15

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Recorded sales

Deed transfers on file with the Westport land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2023-08-15$5,950,000Single Family

More homes in Westport

Closest in price to this one.

• 51 Compo Beach Road4 bed · 4 bath · 2,880 sq ft$7,200,000
• 69 Beachside Avenue6 bed · 7 bath · 6,585 sq ft$7,350,000
• 24 Edgemarth Hill Road6 bed · 10 bath · 8,417 sq ft$7,015,000
• 32 Narrow Rocks Road6 bed · 9 bath · 10,521 sq ft$6,999,999
• 52 Compo Mill Cove5 bed · 4 bath · 3,967 sq ft$6,800,000
• 1 Driftwood Point Road3 bed · 4 bath · 3,231 sq ft$7,790,000

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