Home / Listings / New Canaan
Active · For Sale
$5,895,000

474 Brookside Road, New Canaan, Connecticut 06840

6 beds 5 baths 7,723 sq ft Single Family For Sale Built 1932

About this home

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.

Status
Active
Type
Single Family For Sale
Price
$5,895,000
Beds
6
Baths
5
Interior
7,723 sq ft
Lot
3.11 ac
Year Built
1932
MLS #
24196978
ZIP
06840
Days on Market
3
Heat
Propane · Hot Water
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Detached Garage (2-car)
Laundry
Upper Level — Second Floor/2nd Pool Laundry in Barn

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
South
Middle / Jr High
Saxe Middle
High School
New Canaan

Taxes

Property tax
$33,075 (July 2026-June 2027)
Assessed value
$1,797,350

Interior

Appliances
Gas Range, Microwave, Range Hood, Subzero, Dishwasher
Basement
Full, Fully Finished
Fireplaces
5
Total rooms
14

Building & Exterior

Style
Colonial
Roof
Shingle
Siding
Shingle
Exterior features
Terrace
Foundation
Masonry
Pool
Heated, Pool House, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
2AC
Lot
Level Lot, Professionally Landscaped

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

/mo
principal & interest

What's nearby

Grocery
ShopRite1.95 mi away
Also nearby
Wegmans2.04 mi away
Pharmacy
CVS Pharmacy2.21 mi away
Train
Talmadge Hill Station1.29 mi awayMetro-North Railroad
Elementary
South
Middle
Saxe Middle
High school
New Canaan
~1.7 miShopRite — 1.95 miWegmans — 2.04 miCVS Pharmacy — 2.21 miTalmadge Hill — 1.29 mi
This homeGroceryPharmacyTrain

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $3,500,000, ranging $2,470,000 to $5,600,000.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-09-15Listed — $5,895,000 (this listing)MLS 24196978
2026-04-10Sold — $50,000/moMLS 24147949
2025-02-20Sold — $45,000/moMLS 24063020

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1932
Living area4,748 sq ft
Total rooms11
Lot size0.75 acres
Stories2
HeatHot Water
ExteriorWood Shingles
Assessed value$1,416,380
Town appraisal$2,023,400
Last recorded sale2005 — $2,592,325

Recorded sales

Deed transfers on file with the New Canaan land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of Compass Connecticut, LLC — Christine Saxe · (203) 442-6626

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