474 Brookside Road, New Canaan, Connecticut

$5,895,000

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6

Beds

5

Baths

7,723

Square feet

3.11

Acres

About 474 Brookside Road

A truly exceptional private estate, this country compound set on more than three private acres, blends timeless character, refined design, and modern luxury. Anchored by a beautifully preserved 1932 main residence and an extraordinary 2,300-square-foot poolside entertainment barn, the property is designed for both everyday living and effortless entertaining. The main residence offers five bedrooms and three full baths, including a luxurious primary suite with spa-like bath, expansive walk-in closet, and private deck overlooking the grounds. Gracious formal living and dining rooms complement a chef's kitchen opening to the family room and breakfast area. A finished lower level provides additional living and entertaining space. The poolside barn is a destination unto itself, with a dramatic Great room, wet bar and kitchenette, private gym, home office, full bath, and outdoor shower. Expansive lawns, perennial gardens, multiple outdoor fireplaces, a spectacular swimming pool, and gracious dining veranda complete the grounds. Distinct living and entertaining spaces flow effortlessly together, creating an experience like no other.

Features of 474 Brookside Road

MLS® # 24196978
Price $5,895,000
Bedrooms 6
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 7,723
Acres 3.11
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 474 Brookside Road
Area N/A
City New Canaan
County Fairfield
State Connecticut
Zip Code 06840

Amenities

Parking Detached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Heated, Pool House, In Ground Pool

Interior

Interior Features Audio System, Cable - Available, Security System
Appliances Gas Range, Microwave, Range Hood, Subzero, Dishwasher
Heating Hot Water, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 5
Has Basement Yes
Basement Full, Fully Finished

Exterior

Exterior Shingle
Exterior Features Terrace
Lot Description Level Lot, Professionally Landscaped
Roof Shingle
Foundation Masonry

School Information

Elementary South
Middle Saxe Middle
High New Canaan

Additional Information

Date Listed September 10th, 2026
Days on Market 21
Zoning 2AC
RE / Bank Owned No

Listing Details

OfficeCompass Connecticut, LLC

Listing Map

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Listing information last updated on October 6th, 2026 at 11:17pm EDT.