321 Oenoke Ridge
New Canaan, Connecticut 06840
- Beds
- 3
- Baths
- 3 | 1
- SqFt
- 5,520
- Acres
- 1.25
- Year Built
- 1958
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1958
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full · 1 half
- Living Area
- 5,520 sq ft
- Lot Size
- 1.25 acres
- Garage / Parking
- 2 garage · 7 total
- Property Taxes
- $20,628 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
43
20 under contract
Median List Price
$3.00M
43 active listings
Median Closed Price
$2.80M
218 sales
Median Days on Market
36
43 active listings
Median $ / Sq Ft
$681
43 active listings
Sale-to-List Ratio
101.5%
218 sales
How this home compares
List Price
$3.30M
vs $3.00M median
10.2% above median
Price / Sq Ft
$598
vs $681 median
12.2% below median
Days on Market
0 days
vs 36 days median
36 days fresher than median
Based on 43 active and 218 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 25, 2026.
Location
321 Oenoke Ridge, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$17,617
- Property Taxes$1,719
- Insurance$1,100
- 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
- Ranch
- Year Built
- 1958
- New Construction
- No/Resale
- Living Area
- 5,520 sq ft
- Below Grade
- 2,760 sq ft
Schools
- Elementary
- West
- High
- NCHS
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Cook TopOven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- PartialPartially Finished
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 1.25 acres
- Zoning
- 1AC
- Garage / Parking
- 2 garage spaces7 total parking spacesAttached GaragePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedSafety FenceIn Ground Pool
- Construction
- Stucco
- Color
- Cream & White
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- TerraceAwningsGuttersGarden AreaLightingFrench DoorsUnderground Sprinkler
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $20,628 / Annually
- Days on Market
- 0
- MLS #
- 24208523
- MLS Status
- Coming Soon
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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 9/25/2026. 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 9/25/2026 at 12:45 AM UTC.