1421 Oenoke Ridge
New Canaan, Connecticut 06840
- Beds
- 7
- Baths
- 10
- SqFt
- 10,258
- Acres
- 2.46
- Year Built
- 2005
- Neighborhood
- Oenoke Ridge
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- Property / Style
- Single Family · Colonial
- Year Built
- 2005
- Days on Market
- 153 days
- Beds
- 7
- Baths
- 10 full
- Living Area
- 10,258 sq ft
- Lot Size
- 2.46 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $63,876 / 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
$4.59M
vs $3.00M median
53.4% above median
Price / Sq Ft
$448
vs $683 median
34.4% below median
Days on Market
153 days
vs 57 days median
96 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
1421 Oenoke Ridge, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$23,623
- Property Taxes$5,323
- Insurance$1,532
- 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
- 2005
- New Construction
- No/Resale
- Living Area
- 10,258 sq ft
- Below Grade
- 1,644 sq ft
Schools
- Elementary
- West
- High
- New Canaan
Interior
- Heating
- Hydro Air
- Heat Fuel
- OilPropane
- Cooling
- Central AirZoned
- Fireplaces
- 3
- Laundry
- Upper Level
- Laundry Location
- 2nd Floor
- Appliances
- Gas RangeSubzeroIcemakerDishwasherWasherDryerWine Chiller
- Basement
- FullFully FinishedFull With Walk-Out
- In-Law Apartment
- YesDetached
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredSecurity System
- Additional Rooms
- Bonus RoomFoyerLaundry RoomMud RoomSitting RoomWine Cellar
Exterior & Lot
- Lot Size
- 2.46 acres
- Zoning
- 4AC
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedPool HouseSafety FenceIn Ground Pool
- Construction
- Clapboard
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyLightingGuest HouseStone WallFrench DoorsUnderground SprinklerPatio
- Lot Description
- Fence - FullLevel LotClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $63,876 / Annually
- Days on Market
- 153
- MLS #
- 24163175
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Kendall Sneddon
William Pitt Sotheby's Int'l
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 2:30 AM UTC.