523 Brookside Road, New Canaan, Connecticut

$1,995,000

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5

Beds

4

Baths

3,286

Square feet

2.59

Acres

About 523 Brookside Road

Nestled at the end of a long private drive south of the Merritt Parkway, this classic Colonial offers timeless character, generous living space, and a highly convenient location. Beautifully expanded and thoughtfully updated years ago, the home showcases exceptional craftsmanship, enduring quality, and solid construction described as having "great bones." The main level is rich with architectural detail - an elegant front-to-back Living Room with fireplace and exquisite custom built-in cabinetry and the Dining Room with beautiful built-in details. At the heart of the home is an expansive Kitchen featuring high-end appliances, custom built-ins, and a second fireplace in the casual dining area-an inviting space for morning coffee, relaxed meals, or entertaining. The adjacent light-filled Family Room offers beautiful views of the changing seasons and provides a comfortable extension of the main living areas. The house includes four spacious bedrooms and 2.5 baths, while a private suite above the garage adds a fifth bedroom with full bath, offering flexibility for guests, a private office or additional living space. Finished recreational space on the lower level provides room to work, play, exercise and the generous terrace creates an inviting setting for outdoor dining and entertaining. With its distinctive architecture, thoughtful layout, and quality details, the home offers an exceptional foundation for personalization, including some cosmetic updating to the exterior.

Features of 523 Brookside Road

MLS® # 24201426
Price $1,995,000
Bedrooms 5
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,286
Acres 2.59
Type Single Family For Sale
Style Colonial
Status Under Contract - Continue to Show

Community Information

Address 523 Brookside Road
Area N/A
City New Canaan
County Fairfield
State Connecticut
Zip Code 06840

Amenities

Features Thermopane Windows
Parking Attached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Security System
Appliances Gas Range, Range Hood, Subzero, Dishwasher, Washer, Dryer
Heating Hot Water, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Partially Finished

Exterior

Exterior Shingle
Exterior Features Terrace
Lot Description Rear Lot, Lightly Wooded, Professionally Landscaped
Roof Asphalt Shingle
Foundation Block, Concrete

School Information

Elementary South
Middle Saxe Middle
High New Canaan

Additional Information

Date Listed September 8th, 2026
Days on Market 24
Zoning 1AC
RE / Bank Owned No

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on October 4th, 2026 at 10:59pm EDT.