16 Grace Street, New Canaan, Connecticut 06840

About this home

Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The floor plan was thoughtfully designed to balance elegant entertaining with modern functionality. Outside, the property boasts a rare, large backyard and deck-a private oasis perfect for relaxation or play. Enjoy the ultimate convenience of "walk-to-everything" capability, with sidewalk access leading you directly to the schools & the Y, Waveny Park with town pool, local shops, world-class dining, library, and metro north express train to NYC, This turn-key beauty offers the perfect blend of sophisticated design and an unbeatable location.

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 $2,275,000, ranging $1,866,800 to $3,500,000.

Within a 15-minute walk, sold in the last year
• 6 Field Crest Road4 bd · 3 ba · 2,442 sq ft · 0.1 mi away
  $1,866,800$764/sq ft2026-06-26
• 33 Village Drive5 bd · 3 ba · 3,109 sq ft · 0.3 mi away
  $2,300,000$739/sq ft2026-07-10
• 97 Overlook Drive3 bd · 3 ba · 3,132 sq ft · 0.3 mi away
  $2,100,000$670/sq ft2026-08-26
• 38 Tommys Lane5 bd · 6 ba · 4,039 sq ft · 0.4 mi away
  $2,275,000$563/sq ft2025-08-01
• 105 White Oak Shade Road4 bd · 4 ba · 3,744 sq ft · 0.5 mi away
  $3,500,000$934/sq ft2026-04-30

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

Public record

From the New Canaan 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 New Canaan

Closest in price to this one.

• 148 West Hills Road5 bed · 5 bath · 5,731 sq ft$2,995,000
• 192 Cross Ridge Road3 bed · 3 bath · 3,096 sq ft$3,000,000
• 215 Cross Ridge Road5 bed · 6 bath · 6,261 sq ft$3,050,000
• 758 Smith Ridge Road5 bed · 5 bath · 4,630 sq ft$2,850,000
• 56 Long Lots Road5 bed · 7 bath · 7,462 sq ft$3,195,000
• 596 Silvermine Road5 bed · 7 bath · 6,373 sq ft$2,780,000

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