11 Clapboard Hill Road, Westport, Connecticut 06880

About this home

An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, and charming deep-set windows that reflect the home's historic character. The gracious main house is complemented by a separate art studio, detached two-car garage, tennis court, and pool-creating a true country compound in one of Westport's most coveted locations. The property is enhanced by stunning specimen plantings, expansive open grounds, and complete deer fencing surrounding the entire lot. A remarkable opportunity to restore, renovate, or reimagine a treasured estate in an unparalleled setting.

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 $3,150,000, ranging $2,150,000 to $4,500,000.

Within a 15-minute walk, sold in the last year
• 6 Clapboard Hill Road6 bd · 6 ba · 5,607 sq ft · 0.1 mi away
  $4,500,000$802/sq ft2026-08-26
• 221 Greens Farms Road5 bd · 6 ba · 5,789 sq ft · 0.2 mi away
  $2,995,000$517/sq ft2026-08-05
• 55 Center Street5 bd · 5 ba · 4,922 sq ft · 0.4 mi away
  $3,150,000$639/sq ft2026-08-21
• 42 Morningside Drive South6 bd · 8 ba · 6,960 sq ft · 0.6 mi away
  $4,025,000$578/sq ft2025-09-15
• 7 Sherwood Farms Lane6 bd · 5 ba · 4,471 sq ft · 0.6 mi away
  $2,150,000$480/sq ft2025-08-04

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.

• 2009-07-31$3,975,000Single Family

More homes in Westport

Closest in price to this one.

• 278 North Avenue6 bed · 9 bath · 9,525 sq ft$4,050,000
• 1 Flower Farm Lane5 bed · 8 bath · 9,819 sq ft$4,100,000
• 48 Woodside Avenue6 bed · 6 bath · 6,244 sq ft$4,100,000
• 61 Clapboard Hill Road4 bed · 4 bath · 3,418 sq ft$3,795,000
• 16 Rockyfield Road5 bed · 7 bath · 7,652 sq ft$4,250,000
• 6 Janson Drive6 bed · 9 bath · 7,499 sq ft$4,250,000

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