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523 Brookside RoadNew Canaan, CT 06840

For Sale

$1,995,000

Smart Buyer Rebate $19,950

Nestled at the end of a long private drive south of the Merritt Parkway, this classic Colonial offers timeless character, generous living space, and a highly convenient location. Beautifully expanded and thoughtfully updated years ago, the home showcases exceptional craftsmanship, enduring quality, and solid construction described as having "great bones." The main level is rich with architectural detail - an elegant front-to-back Living Room with fireplace and exquisite custom built-in cabinetry and the Dining Room with beautiful built-in details. At the heart of the home is an expansive Kitchen featuring high-end appliances, custom built-ins, and a second fireplace in the casual dining area-an inviting space for morning coffee, relaxed meals, or entertaining. The adjacent light-filled Family Room offers beautiful views of the changing seasons and provides a comfortable extension of the main living areas. The house includes four spacious bedrooms and 2.5 baths, while a private suite above the garage adds a fifth bedroom with full bath, offering flexibility for guests, a private office or additional living space. Finished recreational space on the lower level provides room to work, play, exercise and the generous terrace creates an inviting setting for outdoor dining and entertaining. With its distinctive architecture, thoughtful layout, and quality details, the home offers an exceptional foundation for personalization, including some cosmetic updating to the exterior.

Listed by Lisa O'rourke

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William Pitt Sotheby's Int'l

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(203) 326-0532

Last updated September 13, 2026

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Source: SmartMLS #24201426

Listing Facts

  • TypeSingle-family
  • NeighborhoodNew Canaan
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu7
  • Taxes$21,324/year
  • Size3,286 sqft
  • Price per sqft$607

Location

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Listing History

09/08/2026
Listed by William Pitt Sotheby's Int'l
$1,995,000
  1. 09/08/2026$1,995,000
    Listed by William Pitt Sotheby's Int'l

Property Details for 523 Brookside Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1959
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Terrace

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Rear Lot, Lightly Wooded, Professionally Landscaped
  • Lot Size Acres: 2.59

Financial

Taxes

  • Parcel Number: 185780
  • Tax Annual Amount: $21,324.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Range, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Fireplaces Total: 2
  • Interior Features: SECURESY

Measurements

  • Living Area: 2,986

Rooms

  • Basement: Full, Partially Finished
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 9

Other

General

  • Exclusions: As per attached. Note: 5th bedroom/study over garage does not have Central Air

Parking

Parking

  • Attached Garage: Attached 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: Lower Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

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

There are 5 bedrooms and 4 bathrooms in this single-family home at 523 Brookside Road.

What schools are nearby to 523 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 523 Brookside Road.

What are the annual taxes for 523 Brookside Road?

Annual taxes for this single-family home are estimated at $21,324.

How does 523 Brookside Road compare to other single-family homes in New Canaan?

This single-family home is listed 57% below the average price for single-family homes in New Canaan and has been on the market for 76 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 3,286 sqft.

523 Brookside Road is a 5-bedroom, 4-bath single-family home for sale in New Canaan CT 06840. Listed on Prevu for 7 days at $1,995,000. This home features 3,286 square feet of living space, located in New Canaan. The median listing price for single-family homes in this area is $2,795,000. 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.