27 Woody Lane, Westport, Connecticut 06880

About this home

This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living.

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 $3,400,000, ranging $1,917,500 to $4,775,000.

Within a 15-minute walk, sold in the last year
• 71 High Point Road5 bd · 4 ba · 6,310 sq ft · 0.3 mi away
  $1,917,500$303/sq ft2026-07-23
• 165 Bayberry Lane6 bd · 9 ba · 7,594 sq ft · 0.5 mi away
  $4,775,000$628/sq ft2025-08-04
• 123 Cross Highway5 bd · 6 ba · 7,048 sq ft · 0.5 mi away
  $3,500,000$496/sq ft2026-07-15
• 4 Reimer Road5 bd · 6 ba · 5,311 sq ft · 0.5 mi away
  $2,815,000$530/sq ft2025-09-09
• 1 Boxwood Lane5 bd · 8 ba · 7,359 sq ft · 0.6 mi away
  $3,400,000$462/sq ft2026-02-03

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.

• 2022-05-17$2,950,000Single Family

More homes in Westport

Closest in price to this one.

• 91 Turkey Hill Road South5 bed · 6 bath · 8,192 sq ft$3,395,000
• 4 Charcoal Lane5 bed · 5 bath · 6,015 sq ft$3,450,000
• 240 North Avenue5 bed · 5 bath · 3,778 sq ft$3,499,000
• 9 North Ridge Road6 bed · 7 bath · 6,751 sq ft$3,550,000
• 3 Laurel Lane4 bed · 6 bath · 4,204 sq ft$3,685,000
• 2 Half Mile Common4 bed · 5 bath · 5,039 sq ft$3,100,000

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