19 Vineyard Lane, Westport, Connecticut 06880

About this home

Get ready to make 19 Vineyard Lane home! This wonderful family home is ideally situated in the heart of Westport, offering 5 bedrooms and 2.5 baths designed for comfortable, everyday living and effortless entertaining alike. Lovingly cared for by its current owner for 50 years, this home features a first-floor office, while the partially finished basement offers space for a gym or playroom. Set on 1.24 flat acres, beautifully maintained with mature trees, an irrigation system, and room for a pool. Additional highlights include a whole-house generator, security system, irrigation and central air conditioning. Location is everything, and this home delivers. It's walkable to Wakeman Town Farm, to the playing fields at Wakeman and to Staples High School, making morning drop-offs a breeze. Right around the corner is recently opened local favorite Gruel Britannia, perfect for a quick coffee, bite, or catch-up with neighbors. This is more than a house - it's a place to put down roots in one of Westport's most desirable neighborhoods. Convenient to schools, beaches, shopping, and minutes to the train for seamless access on Metro North to NYC. Homes like this don't come along often.

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 $1,600,000, ranging $1,432,320 to $2,400,000.

Within a 15-minute walk, sold in the last year
• 4 Highland Road4 bd · 3 ba · 2,556 sq ft · 0.3 mi away
  $1,475,000$577/sq ft2026-07-06
• 24 Blue Ribbon Drive4 bd · 4 ba · 3,584 sq ft · 0.4 mi away
  $2,400,000$669/sq ft2026-07-30
• 27 Blue Ribbon Drive4 bd · 5 ba · 3,707 sq ft · 0.4 mi away
  $1,800,000$485/sq ft2025-10-10
• 26 Cob Drive4 bd · 3 ba · 3,446 sq ft · 0.5 mi away
  $1,432,320$415/sq ft2026-02-09
• 174 Cross Highway3 bd · 4 ba · 3,707 sq ft · 0.5 mi away
  $1,600,000$431/sq ft2025-11-04

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.

More homes in Westport

Closest in price to this one.

• 4 Half Mile Common4 bed · 2 bath · 1,834 sq ft$1,399,000
• 11 Hitchcock Road1 bed · 1 bath · 1,551 sq ft$1,495,000
• 310 Main Street3 bed · 3 bath · 2,029 sq ft$1,329,000
• 5 Lehn Farm Road3 bed · 2 bath · 1,352 sq ft$1,299,000
• 32 Morningside Drive North4 bed · 3 bath · 2,270 sq ft$1,275,000
• 23 Pequot Trail4 bed · 4 bath · 3,536 sq ft$1,599,000

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