53 Cross Highway, Westport, Connecticut 06880

About this home

Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.

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 $1,036,500, ranging $800,000 to $1,305,000.

Within a 15-minute walk, sold in the last year
• 9 Clinton Avenue3 bd · 2 ba · 1,450 sq ft · 0.4 mi away
  $1,075,000$741/sq ft2025-10-30
• 5 Lehn Farm Road3 bd · 2 ba · 1,352 sq ft · 0.6 mi away
  $1,305,000$965/sq ft2026-08-31
Within about a mile and a half, sold in the last 2 years
• 499 Main Street4 bd · 3 ba · 1,737 sq ft · 0.3 mi away
  $800,000$460/sq ft2025-01-09
• 495 Main Street3 bd · 1 ba · 1,674 sq ft · 0.3 mi away
  $850,000$507/sq ft2024-12-27
• 3 Clinton Avenue3 bd · 2 ba · 1,370 sq ft · 0.4 mi away
  $1,036,500$756/sq ft2025-01-21

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.

• 183 Wilton Road3 bed · 3 bath · 2,679 sq ft$999,000
• 4 Woods Grove Road4 bed · 3 bath · 2,133 sq ft$999,000
• 7 Lincoln Street4 bed · 3 bath · 2,166 sq ft$925,000
• 15 Hyatt Lane3 bed · 2 bath · 1,512 sq ft$905,000
• 1 Maplewood Avenue2 bed · 2 bath · 1,262 sq ft$899,000
• 3 Madeline Avenue2 bed · 2 bath · 1,047 sq ft$899,000

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