277 Indian Rock Road, New Canaan, Connecticut 06840

About this home

GOLF FAIRWAY VIEWS! Set on nearly 4 private acres abutting the 16th fairway of the Country Club of New Canaan, this charming Colonial offers a rare combination of privacy, views, and location. Sun-filled interiors include a gracious living room with built-ins and a wood-burning fireplace, opening seamlessly to the formal dining room for easy entertaining. The bright kitchen features updated appliances and a lovely bay window overlooking the grounds. A spacious primary suite with full bath, two additional bedrooms, and a large family room with fireplace provide comfortable living spaces throughout. Expansive lawn, mature landscaping, and picturesque golf course views create a truly special setting in one of New Canaan's most desirable locations. A GREAT BUILDING OPPORTUNITY!

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 $1,951,000, ranging $1,205,000 to $3,045,000.

Within about a mile and a half, sold in the last 2 years
• 592 Laurel Road4 bd · 4 ba · 2,900 sq ft · 0.9 mi away
  $1,205,000$415/sq ft2025-11-14
• 58 Lambert Road1 bd · 3 ba · 2,631 sq ft · 1.0 mi away
  $3,045,000$1,157/sq ft2026-04-17
• 42 Siwanoy Lane4 bd · 3 ba · 2,969 sq ft · 1.1 mi away
  $1,951,000$657/sq ft2025-04-17
• 94 Glen Drive4 bd · 4 ba · 3,086 sq ft · 1.2 mi away
  $2,305,000$746/sq ft2026-03-30
• 815 Valley Road3 bd · 4 ba · 2,294 sq ft · 1.3 mi away
  $1,600,000$697/sq ft2026-07-01

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.

• 304 Main Street5 bed · 4 bath · 2,290 sq ft$1,895,000
• 91 Lantern Ridge Road4 bed · 5 bath · 4,550 sq ft$1,895,000
• 463 White Oak Shade Road4 bed · 3 bath · 3,224 sq ft$1,849,000
• 21 Hampton Lane3 bed · 3 bath · 2,432 sq ft$1,800,000
• 36 Mortimer Street3 bed · 3 bath · 2,170 sq ft$1,795,000
• 61 Sunrise Avenue4 bed · 4 bath · 2,947 sq ft$1,795,000

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