463 White Oak Shade Road, New Canaan, Connecticut 06840

About this home

Welcome to 463 White Oak Shade Road, a beautifully maintained four-bedroom Colonial in sought-after South New Canaan. Set on a picturesque, private property, this inviting home blends classic New England character with many very recent thoughtful updates and modern comfort. The sun-filled main level features a spacious family room, formal dining room, living room and updated gourmet kitchen with high-end appliances, generous counter space and a breakfast area overlooking the deck and landscaped yard. A first-floor office and convenient laundry room add everyday functionality. Upstairs, the spacious primary suite offers abundant California Closets and a recently renovated five-piece ensuite bath, along with three additional bedrooms offering flexibility for family, guests or a home office. Newly installed 2026 hardwood floors on the second level and refinished first-floor floors add warmth throughout. Outside, enjoy an expansive stone patio with grand outdoor fireplace and generous seating, plus a deck just off the kitchen. Ideally located close to town, schools, shopping, dining and commuting routes.

Flood risk: check the FEMA flood map for this address.

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What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable rentals

The 5 closest recent leases to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded lease 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 rentals — median $8,500/mo, ranging $5,250/mo to $10,000/mo.

Within a 15-minute walk, leased in the last year
• 39 Whiffle Tree Lane4 bd · 3 ba · 2,864 sq ft · 0.4 mi away
  $8,000/mo2025-09-29
Within about a mile and a half, leased in the last 2 years
• 457 White Oak Shade Road4 bd · 4 ba · 3,539 sq ft
  $8,500/mo2025-08-01
• 18 White Birch Road3 bd · 3 ba · 2,056 sq ft · 0.5 mi away
  $5,250/mo2024-10-15
• 64 White Oak Shade Road4 bd · 4 ba · 3,242 sq ft · 0.9 mi away
  $10,000/mo2026-08-15
• 64 White Oak Shade Road4 bd · 4 ba · 3,242 sq ft · 0.9 mi away
  $9,250/mo2025-02-16

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.

Recorded sales

Deed transfers on file with the New Canaan land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2005-01-11$930,000

More rentals in New Canaan

Closest in price to this one.

• 134 Harrison Avenue3 bed · 4 bath · 3,000 sq ft$11,000/mo
• 65 East Avenue3 bed · 3 bath · 2,202 sq ft$8,500/mo
• 99 Weed Street4 bed · 2 bath · 3,094 sq ft$11,500/mo
• 123 East Avenue4 bed · 2 bath · 1,875 sq ft$6,750/mo
• 412 Main Street5 bed · 2 bath · 1,952 sq ft$6,600/mo
• 77 Forest Street Unit 773 bed · 3 bath · 1,956 sq ft$6,500/mo

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