49 Cross Ridge Road
New Canaan, Connecticut 06840
- Beds
- 6
- Baths
- 5 | 2
- SqFt
- 8,572
- Acres
- 7.51
- Year Built
- 1982
- 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
A rare opportunity to own a private New Canaan estate where exceptional space, resort-inspired amenities and an unparalleled lifestyle come together. Set on 7.51 private, level acres, this extraordinary estate compound combines a beautifully renovated English manor-style residence with a spectacular, separate European-style pool house. The 8,572-square-foot main home features gracious proportions, refined architectural details and beautifully updated interiors. An expansive chef's kitchen with breakfast alcove, family room and butler's pantry anchors the home, complemented by a grand living room, elegant dining room, media and game rooms, two offices and inviting gathering spaces. Six bedrooms include a luxurious primary suite, while a newly created guest suite above the three-car garage welcomes visitors. The remarkable 3,595-square-foot pool house is dedicated to year-round enjoyment, with a heated indoor pool, gym, expansive entertaining areas and a magnificent terrace overlooking the tennis court. Mature landscaping, a picturesque pond, expansive open playing fields, adventure playground and oversized outdoor chess game complete this exceptional retreat. An extraordinary blend of timeless elegance, modern luxury and resort-inspired living, all within the privacy of your own New Canaan estate. An extraordinary blend of timeless elegance, modern luxury and resort-inspired living, all within the privacy of your own New Canaan estate.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · European,French
- Year Built
- 1982
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 5 full · 2 half
- Living Area
- 8,572 sq ft
- Lot Size
- 7.51 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $53,517 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
32
24 under contract
Median List Price
$3.66M
32 active listings
Median Closed Price
$2.81M
212 sales
Median Days on Market
65
32 active listings
Median $ / Sq Ft
$648
32 active listings
Sale-to-List Ratio
102.4%
212 sales
How this home compares
List Price
$6.29M
vs $3.66M median
72.0% above median
Price / Sq Ft
$734
vs $648 median
13.3% above median
Days on Market
0 days
vs 65 days median
65 days fresher than median
Based on 32 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of November 14, 2026.
Location
49 Cross Ridge Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 12, 2026per month
- Principal & Interest$33,877
- Property Taxes$4,460
- Insurance$2,098
- 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
- European,French
- Year Built
- 1982
- New Construction
- No/Resale
- Living Area
- 8,572 sq ft
Schools
- Elementary
- East
- High
- New Canaan
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central AirSplit System
- Fireplaces
- 6
- Laundry
- Main Level
- Appliances
- Wall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- None
- Interior Features
- Auto Garage Door OpenerSecurity System
- Additional Rooms
- Bonus RoomBreezewayExercise RoomFoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 7.51 acres
- Zoning
- 4AC
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedIndoor Pool
- Construction
- ClapboardBrickStucco
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceTennis CourtGuttersGuest HouseStone WallFrench Doors
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $53,517 / Annually
- Days on Market
- 0
- MLS #
- 24221072
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Julia Allan
Houlihan Lawrence
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/14/2026. 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 11/14/2026 at 4:45 AM UTC.