474 Brookside Road
New Canaan, CT, 06840 $ 50,000
Bedrooms5 Baths3.1 Sq 7,649 for $50,000 with 5 bedrooms and 3 full baths, 1 half bath. This 7,649 square foot property was built in 1932 on a lot size of 2.75.
474 Brookside Road is a rare, turnkey Connecticut estate-an elegant 1938 home set on 2.75 private acres, transformed through thoughtful, high-end updates into a luxury retreat. Classic architectural character meets modern scale, light, and lifestyle. Inside, the home is defined by warmth and sophistication with a sense of history and comfort. Sunlight moves from room to room across perfectly proportioned spaces, designer finishes, and timeless millwork. The updated kitchen opens to an inviting family room-an everyday gathering space. The living room transitions from the family room with French doors that spill out to the terraces-one with a corner firepit. The serene primary suite offers a newly finished spa bath, radiant light, and tree-top views. The entertainment "barn" provides an architectural art form of custom cut stone floor with radiant heat, peaked ceilings, barn doors, and wide-plank floors. The upstairs offers a gym, office space and bedroom--ideal for modern living. In summer, the property becomes a private resort. The heated pool, custom, sculptural stonework, multiple terraces, curated gardens, and magazine-worthy outdoor fireplace create seamless spaces for lounging, dining, and entertaining. The fully finished pool house-complete with a dramatic vaulted great room, exposed beams, floor-to-ceiling windows, stone floors, and its own fireplace-is an exceptional second living space for gatherings, office use, or a wellness studio. With 7,000+sqft of total finished space and a modern pool house, extraordinary privacy and mature landscaping, 474 Brookside stands apart as a truly turnkey compound. A classic Connecticut setting elevated by modern luxury. Centrally located to the center of New Canaan and Darien and just an hour from New York City. A rare offering at this scale, quality, and privacy. The perfect summer retreat!
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FeaturesGeneralZoning 2AC
Neighborhood N/A
County Fairfield
Property Type Residential Rental
Status Active
Acres 2.75
Directions North on White Oak Shade Right on Brookside Road Left at 474.
High School New Canaan
City New Canaan
Elementary School South
Sq Ft Total 7649
DOM 0
Year Built 1932
Style Colonial
Year Built Source Public Records
Pool Description Heated Pool House In Ground Pool
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InteriorCooling System Central Air
Total Rooms 11
Basement Description Full Fully Finished
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ExteriorWater Source Private Well
Lot Description Level Lot
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* Excluded FeaturesList ByMelissa RwambuyaListing Agent
William Raveis Real EstateBroker
melissa.rwambuya@raveis.comEmail
NearbyAbout New Canaan, CT 19,880 Population
3% Since 2002
$ 174,253 Median Income
45.76 Median Age
41% Households with Children
Trends Information provided by ATTOM Data Solutions.
4705403 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/8/2026 | $50,000 | | Listed Price |