George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
New Canaan, CT / 2 DAYS ON MARKET
474 Brookside RoadNew Canaan, CT 06840
Asking price$5,895,000Active
Open house
Our Take
474 Brookside Road in New Canaan sits on 3.11 acres and includes a 1932 main residence plus a poolside entertainment barn. The main house has five bedrooms, three full baths, formal living and dining rooms, a chef’s kitchen, family room, and breakfast area. Its primary suite includes a spa-like bath, walk-in closet, and private deck. The barn adds a great room, wet bar, kitchenette, gym, office, full bath, and outdoor shower. Lawns, gardens, fireplaces, a pool, and dining veranda complete the grounds.
At a glance
Active · MLS #24196978- Bedrooms
- 6
- BathroomsBaths
- 4 full / 1 half
- Square feet
- 7,723
- Year built
- 1932
- Acres
- 3.11
- Property taxes
- $33,075
July 2026-June 2027
What stands out
- 1932 main residence with preserved character
- Primary suite with private deck
- Chef’s kitchen opening to family room
- Finished lower level for additional living space
- Poolside barn with gym and home office
- Wet bar, kitchenette, and outdoor shower
- Swimming pool and multiple outdoor fireplaces
- Dining veranda overlooking expansive lawns
Read the full listing description
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.
Schools
- Elementary
- South
- Middle
- Saxe Middle
- High
- New Canaan
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗474 Brookside Road, New Canaan, CT 06840
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $5,895,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Base estimate: $5,895,000 asking price × assumed 2.5% buyer-agent commission × 60% rebate = $88,425. For the $5M+ tier, we offer a 60% rebate or more; contact Cress to determine any additional rebate. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by Compass Connecticut, LLC · (203) 442-6626
Christine Saxe
SmartMLS · Listing #24196978 · Active
Listing data checked: Sep 17, 2026, 7:06 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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