25 Point O Woods Road, Darien, Connecticut 06820

About this home

Classic character, exceptional space, and a setting you'll want to experience firsthand. Designed by architect Ed Wallace and built in 1933, 25 Point O Woods Road is a beautiful example of classic Center Hall Colonial craftsmanship, thoughtfully updated for today's lifestyle. Set on 1.15 beautifully landscaped acres, this inviting home blends timeless architecture with generous spaces and modern comfort. A gracious center hall leads to well-proportioned rooms and an impressive family room with a dramatic two-tier coffered ceiling. The recently renovated all-season sun porch, transformed from the original screened porch, offers a bright and comfortable space to enjoy the beauty of the grounds year-round. The flexible floor plan features five bedrooms, five full baths, and one half bath, with exceptional room for family and guests. Two additional rooms above the garage offer endless possibilities as home offices, a gym, guest spaces, or additional bedrooms. An expansive lower level includes a full bath, exercise room, and abundant storage. Outside, professionally landscaped grounds create a private setting for entertaining and everyday enjoyment. The level backyard is ideally sited for a pool, offering the opportunity to create a spectacular private retreat. With its architectural character, thoughtful updates, generous spaces, and exceptional setting, 25 Point O Woods Road is a home that feels special from the moment you arrive and one you won't want to leave!

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 $4,000,000, ranging $2,300,000 to $4,500,000.

Within a 15-minute walk, sold in the last year
• 9 Point O Woods Road South6 bd · 6 ba · 4,848 sq ft · 0.2 mi away
  $2,950,000$608/sq ft2026-05-28
• 12 Dellwood Road5 bd · 6 ba · 4,672 sq ft · 0.2 mi away
  $2,300,000$492/sq ft2026-04-16
• 32 Birch Road4 bd · 5 ba · 4,695 sq ft · 0.2 mi away
  $4,000,000$851/sq ft2026-10-09
• 16 Overbrook Lane5 bd · 5 ba · 5,166 sq ft · 0.7 mi away
  $4,000,000$774/sq ft2026-07-29
• 50 Buttonwood Lane7 bd · 7 ba · 7,200 sq ft · 0.7 mi away
  $4,500,000$625/sq ft2025-12-03

Public record

From the Darien 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 Darien

Closest in price to this one.

• 20 Lighthouse Way4 bed · 4 bath · 4,093 sq ft$3,925,000
• 5 Cross Road4 bed · 5 bath · 4,361 sq ft$3,795,000
• 74 Long Neck Point Road6 bed · 8 bath · 10,000 sq ft$3,995,000
• 700 Hollow Tree Ridge Road5 bed · 6 bath · 5,500 sq ft$3,699,500
• 15 Wildcat Road4 bed · 4 bath · 6,021 sq ft$3,695,000
• 31 Hancock Lane3 bed · 5 bath · 4,733 sq ft$3,595,000

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