537 Oenoke Ridge
New Canaan, Connecticut 06840
Reduced from $4,950,000
- Beds
- 5
- Baths
- 5 | 2
- SqFt
- 6,823
- Acres
- 4.56
- Year Built
- 1962
- Neighborhood
- Oenoke Ridge
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- Property / Style
- Single Family · Colonial
- Year Built
- 1962
- Days on Market
- 114 days
- Beds
- 5
- Baths
- 5 full · 2 half
- Living Area
- 6,823 sq ft
- Lot Size
- 4.56 acres
- Garage / Parking
- 5 garage · 20 total
- Property Taxes
- $54,205 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
30
21 under contract
Median List Price
$3.00M
30 active listings
Median Closed Price
$2.80M
212 sales
Median Days on Market
57
30 active listings
Median $ / Sq Ft
$683
30 active listings
Sale-to-List Ratio
102.3%
212 sales
How this home compares
List Price
$4.70M
vs $3.00M median
56.9% above median
Price / Sq Ft
$689
vs $683 median
In line with median
Days on Market
114 days
vs 57 days median
57 days longer than median
Based on 30 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 3, 2026.
Location
537 Oenoke Ridge, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$24,163
- Property Taxes$4,517
- Insurance$1,567
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1962
- New Construction
- No/Resale
- Living Area
- 6,823 sq ft
Schools
- Elementary
- West
- High
- New Canaan
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Off Kitchen
- Appliances
- Gas RangeWall OvenMicrowaveFreezerSubzeroDishwasherWasherDryerWine Chiller
- Basement
- FullPartially Finished
- In-Law Apartment
- YesDetached
- Interior Features
- Cable - Pre-wiredSaunaSecurity System
- Additional Rooms
- Steam/Sauna
Exterior & Lot
- Lot Size
- 4.56 acres
- Zoning
- 2AC
- Garage / Parking
- 5 garage spaces20 total parking spacesAttached GaragePavedDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Water System
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedPool HouseIn Ground Pool
- Construction
- ClapboardBrick
- Color
- White
- Roof
- Wood ShingleFlat
- Foundation
- BlockConcrete
- Exterior Features
- BreezewayCabanaGuttersGuest HouseFrench DoorsPatioBalconyFruit TreesGarden Area
- Lot Description
- Interior LotLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $54,205 / Annually
- Days on Market
- 114
- MLS #
- 24161583
- MLS Status
- Active
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Co-Listed By
Libby Mattson
Houlihan Lawrence
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/3/2026. 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 9/3/2026 at 1:45 AM UTC.