119 Proprietors Crossing
New Canaan, Connecticut 06840
Reduced from $7,750,000
- Beds
- 6
- Baths
- 6 | 4
- SqFt
- 15,399
- Acres
- 4.00
- Year Built
- 2000
- Neighborhood
- Ponus 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
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
Active Listings
34
51 under contract
Median List Price
$3.02M
34 active listings
Median Closed Price
$2.74M
212 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.