34 Sherwood Lane, New Canaan, Connecticut 06840

About this home

Gracious colonial set on 3.74 private acres along a quiet west-side cul-de-sac. This cherished estate setting offers an exceptional blend of privacy, recreation, and convenience, just two miles from town and the train. The private grounds feature a Glengate Gunite pool, cabana with bath, and a barn with stables where the owners once kept horses for riding on nearby Land Trust trails. Offered for the first time in more than 50 years, this center-hall Colonial features six bedrooms, five full and three half baths, with 6,300 square feet of living space, and an additional 800 square feet of finished lower-level space. Thoughtfully renovated and expanded by Judith Larsen designs in 2005, the residence includes a beautifully appointed kitchen, an open family room with vaulted ceilings, lovely breakfast room overlooking grounds and a private in-law suite with its own entrance . Other features are 4 car garage, full house generator, pond views and driveway alert. Beautifully proportioned interiors and multiple gathering spaces make the home equally suited to comfortable everyday living and gracious entertaining. French doors spanning the rear of the residence open directly to the grounds, creating a seamless connection among the home, pool, cabana, and expansive property. A truly rare and treasured offering in one of New Canaan's most desirable west-side settings.

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 $3,060,000 to $5,600,000.

Within a 15-minute walk, sold in the last year
• 276 Greenley Road6 bd · 7 ba · 7,605 sq ft · 0.4 mi away
  $5,600,000$736/sq ft2026-04-02
• 24 Clearview Lane6 bd · 9 ba · 6,476 sq ft · 0.4 mi away
  $3,700,000$571/sq ft2026-04-08
• 148 West Hills Road5 bd · 5 ba · 5,731 sq ft · 0.5 mi away
  $3,060,000$533/sq ft2026-10-01
• 148 West Hills Road5 bd · 5 ba · 5,731 sq ft · 0.5 mi away
  $3,100,000$540/sq ft2026-02-19
• 1580 Ponus Ridge5 bd · 6 ba · 6,388 sq ft · 0.7 mi away
  $3,400,000$532/sq ft2025-12-05

More homes in New Canaan

Closest in price to this one.

• 38 Gerrish Lane5 bed · 6 bath · 5,374 sq ft$3,695,000
• 716 Cheese Spring Road5 bed · 6 bath · 5,135 sq ft$3,600,000
• 700 North Wilton Road3 bed · 5 bath · 4,407 sq ft$3,495,000
• 284 Park Street5 bed · 5 bath · 3,715 sq ft$3,450,000
• 25 Hillcrest Road6 bed · 7 bath · 7,900 sq ft$3,995,000
• 248 Turtle Back Road5 bed · 6 bath · 5,291 sq ft$4,000,000

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