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474 Brookside Road, New Canaan CT 06840
474 Brookside Road, New Canaan CT 06840
Connecticut>Fairfield County>Darien

474 Brookside RoadNew Canaan, CT 06840

For Sale

$5,895,000

Smart Buyer Rebate $58,950

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.

Listed by Christine Saxe

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Compass Connecticut, LLC

·

(203) 273-1548

Listed by Nikki Glazer

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Compass Connecticut, LLC

Last updated September 15, 2026

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Source: SmartMLS #24196978

Listing Facts

  • TypeSingle-family
  • NeighborhoodDarien
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu5
  • Taxes$33,075/year
  • Size7,723 sqft
  • Price per sqft$763

Location

Mortgage Calculator

Listing History

09/15/2026
Status changed to Active
$5,895,000
09/10/2026
Listed by Compass Connecticut, LLC
$5,895,000
  1. 09/15/2026$5,895,000
    Status changed to Active
  2. 09/10/2026$5,895,000
    Listed by Compass Connecticut, LLC

Property Details for 474 Brookside Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Shingle
  • Year Built: 1932
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Terrace

Features

  • Pool Features: Heated, Pool House, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Level Lot, Professionally Landscaped
  • Lot Size Acres: 3.11

Financial

Taxes

  • Parcel Number: 185788
  • Tax Annual Amount: $33,075.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Range, Microwave, Range Hood, Subzero, Dishwasher
  • Fireplaces Total: 5
  • Interior Features: AUDIO, CABLE, SECURESY

Measurements

  • Living Area: 4,748

Rooms

  • Basement: Full, Fully Finished
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 6
  • Rooms Total: 14

Parking

Parking

  • Attached Garage: Detached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: South

High School

  • High School: New Canaan

Middle or Junior School

  • Middle Or Junior School: Saxe Middle

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Water
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 5 bathrooms in this single-family home at 474 Brookside Road.

What schools are nearby to 474 Brookside Road?

Nearby schools include the South Elementary School, Saxe Middle, and New Canaan High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 474 Brookside Road.

What are the annual taxes for 474 Brookside Road?

Annual taxes for this single-family home are estimated at $33,075.

How does 474 Brookside Road compare to other single-family homes in Darien?

This single-family home is listed 15% above the average price for single-family homes in Darien and has been on the market for 60 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 7,723 sqft.

474 Brookside Road is a 6-bedroom, 5-bath single-family home for sale in New Canaan CT 06840. Available on Prevu for 5 days at $5,895,000. This residence features 7,723 square feet of living space, located in Darien. The median listing price for single-family homes in this area is $3,649,000. Nearby schools include South Elementary School, Saxe Middle, and New Canaan High School. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.