142 Easton Road, Westport, Connecticut 06880

About this home

A rare opportunity to own an exceptional woodland estate, where space, serenity, and natural beauty converge. Set beyond a long, gracefully winding driveway, this expansive residence is surrounded by mature trees, creating a remarkable sense of arrival and seclusion. Thoughtfully suited for multigenerational living, the home features a separate wing offering flexibility for extended family, an in-law suite, or long-term guests, allowing for both privacy and connection under one roof. Generous living spaces provide an ideal setting for sophisticated entertaining and relaxed everyday living, while tranquil woodland views create a peaceful backdrop throughout the seasons. Outdoors, a stunning natural gunite pool offers a private, resort-like oasis, beautifully integrated into the wooded landscape and perfect for summer entertaining and relaxation. Combining versatile living arrangements, exceptional space, and a truly serene setting, this distinctive property offers a rare opportunity to experience the best of private estate living. Pre-inspection items have been completed and repaired, providing added peace of mind for the next owner.

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

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 $3,250,000, ranging $1,750,000 to $7,750,000.

Within a 15-minute walk, sold in the last year
• 130 Easton Road6 bd · 6 ba · 5,489 sq ft · 0.1 mi away
  $1,750,000$318/sq ft2025-11-14
Within about a mile and a half, sold in the last 2 years
• 127 Easton Road5 bd · 6 ba · 5,766 sq ft · 0.1 mi away
  $2,451,000$425/sq ft2025-09-05
• 4 Deepwood Lane6 bd · 6 ba · 6,935 sq ft · 0.2 mi away
  $3,350,000$483/sq ft2025-06-20
• 319 Bayberry Lane6 bd · 8 ba · 9,238 sq ft · 0.4 mi away
  $7,750,000$838/sq ft2026-06-11
• 249 Sturges Highway5 bd · 9 ba · 8,639 sq ft · 0.4 mi away
  $3,250,000$376/sq ft2025-09-22

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.

More homes in Westport

Closest in price to this one.

• 166 Long Lots Road4 bed · 5 bath · 5,629 sq ft$2,995,000
• 7 Webb Road6 bed · 5 bath · 5,506 sq ft$2,995,000
• 14 High Point Road5 bed · 6 bath · 6,094 sq ft$2,999,999
• 12 Murvon Court4 bed · 3 bath · 2,234 sq ft$2,900,000
• 4 Bradley Street5 bed · 4 bath · 3,255 sq ft$2,885,000
• 4 Surrey Lane5 bed · 4 bath · 3,571 sq ft$2,795,000

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