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277 Indian Rock Road

New Canaan, Connecticut 06840

PENDING$2,000,000
Beds
3
Baths
2 | 1
SqFt
2,460
Acres
3.24
Year Built
1957
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,930

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Melissa Rwambuya

(917) 670-5053

William Raveis Real Estate

(203) 966-3555

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.