277 Indian Rock Road
New Canaan, Connecticut 06840
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,460
- Acres
- 3.24
- Year Built
- 1957
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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!
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Split Level
- Year Built
- 1957
- Days on Market
- 53 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,460 sq ft
- Lot Size
- 3.24 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,786 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
34
51 under contract
Median List Price
$3.02M
34 active listings
Median Closed Price
$2.75M
211 sales
Median Days on Market
42
34 active listings
Median $ / Sq Ft
$636
34 active listings
Sale-to-List Ratio
100.5%
211 sales
How this home compares
List Price
$2.00M
vs $3.02M median
33.9% below median
Price / Sq Ft
$813
vs $636 median
27.8% above median
Days on Market
53 days
vs 42 days median
11 days longer than median
Based on 34 active and 211 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 28, 2026.
Location
277 Indian Rock Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$10,197
- Property Taxes$1,066
- Insurance$667
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Split Level
- Year Built
- 1957
- New Construction
- No/Resale
- Living Area
- 2,460 sq ft
- Below Grade
- 400 sq ft
Schools
- Elementary
- West
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Lower Level
- Appliances
- Gas CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- PartialHeatedGarage AccessPartially Finished
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 3.24 acres
- Zoning
- 4AC
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedGuttersLightingPatio
- Lot Description
- Lightly WoodedSloping LotOn Cul-De-SacCleared
Listing & Financials
- Property Taxes
- $12,786 / Annually
- Days on Market
- 53
- MLS #
- 24181313
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 8:05 AM UTC.