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321 Oenoke Ridge

New Canaan, Connecticut 06840

COMING SOON - NEW$3,300,000
Beds
3
Baths
3 | 1
SqFt
5,520
Acres
1.25
Year Built
1958
Matt Caiola

Matt Caiola

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Pool2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$20,436

per 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

Similar Properties

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

Listed By

Rita Kirby

(203) 984-7665

William Pitt Sotheby's Int'l

(203) 966-2633

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.