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119 Proprietors Crossing

New Canaan, Connecticut 06840

ACTIVE$7,250,000

Reduced from $7,750,000

Beds
6
Baths
6 | 4
SqFt
15,399
Acres
4.00
Year Built
2000
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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ElevatorWine CellarPool4-Car Garage8 FireplacesPrice Reduced

About This Home

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere. Spacious entertaining areas flow seamlessly to a tranquil terrace. The heart of the home includes a chef's kitchen that opens to a Great Room with a remarkable 35.5 foot vaulted ceiling, centered around a large quartz island with integrated audio. A formal dining room beneath another Baccarat chandelier sets the stage for memorable gatherings. The West wing hosts the primary suite, featuring a cozy retreat and a study with a hidden staircase leading to a gym and an 800-square-foot dressing room. An adjacent Junior Primary Suite has its own entrance and living area. Upstairs, four additional bedrooms include two ensuite and two with a jack-and-jill bath. The finished lower level boasts a media room, fitness center, and wine cellar. Outdoors, curated grounds offer a dining pavilion, outdoor kitchen, and a newly constructed pool and spa, with space for a tennis/pickle-ball court. Engineered for efficiency, the estate features commercial-grade systems, radiant heat, and a rare Welsh slate roof. A four-car garage and an elevator service complete this exceptional offering.

Key Facts

City/Town
New Canaan
Neighborhood
Ponus Ridge
Property / Style
Single Family · Colonial
Year Built
2000
Days on Market
147 days
Beds
6
Baths
6 full · 4 half
Living Area
15,399 sq ft
Lot Size
4.00 acres
Garage / Parking
4 garage
Property Taxes
$65,482 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

View area

Median Days on Market

41

34 active listings

Median $ / Sq Ft

$658

34 active listings

Sale-to-List Ratio

100.6%

212 sales

How this home compares

List Price

$7.25M

vs $3.02M median

2.4× the median

Price / Sq Ft

$471

vs $658 median

28.4% below median

Days on Market

147 days

vs 41 days median

106 days longer than median

Based on 34 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 27, 2026.

Location

119 Proprietors Crossing, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$44,840

per month

  • Principal & Interest$36,966
  • Property Taxes$5,457
  • Insurance$2,417
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
New Canaan
Neighborhood
Ponus Ridge
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2000
New Construction
No/Resale
Living Area
15,399 sq ft
Below Grade
2,889 sq ft

Schools

Elementary
West
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Propane
Cooling
Central AirZoned
Fireplaces
8
Laundry
Lower LevelUpper Level
Laundry Location
Upper Level and Lower Level Hook ups
Appliances
Gas RangeOven/RangeMicrowaveRange HoodRefrigeratorFreezerSubzeroIcemakerDishwasherWasherDryer
Basement
Full
Interior Features
Audio SystemCentral VacuumElevatorSecurity System
Additional Rooms
Bonus RoomExercise RoomFoyerLaundry RoomMud RoomSitting RoomWine Cellar

Exterior & Lot

Lot Size
4.00 acres
Zoning
4AC
Garage / Parking
4 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
SpaIn Ground Pool
Construction
StoneOther
Color
Stone and White
Roof
Slate
Foundation
Concrete
Lot Description
Level LotProfessionally Landscaped

Listing & Financials

Property Taxes
$65,482 / Annually
Days on Market
147
MLS #
24156735
MLS Status
Active

Similar Properties

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

Listed By

Molly Rubins

(203) 216-3111

NestSeekers International

(203) 204-9555

Co-Listed By

Shawn Elliott

NestSeekers International

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 7:25 AM UTC.