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49 Cross Ridge Road

New Canaan, Connecticut 06840

COMING SOON - NEW$6,295,000
Beds
6
Baths
5 | 2
SqFt
8,572
Acres
7.51
Year Built
1982
Matt Caiola

Matt Caiola

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Guest HouseTennis CourtPool3-Car Garage6 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$40,435

per 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.

Listed By

Michele Murray Sloan

(203) 858-5039

Houlihan Lawrence

(203) 966-3507

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.