About This Home

This 5-bedroom, 4-bathroom single family at 523 Brookside Road in New Canaan, CT is listed for $1,995,000 ($607 per sqft). Built in 1959, the home offers 3,286 sqft of living space on a 2.59 acres lot.

Key Features

  • Built in 1959
  • 2.59 acre lot
  • Fireplace

Property Details

3 full, 1 half
2-car garage
1959

Amenities

FireplaceA/C
Listing Description

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.

With its convenient location, wonderful privacy, and access to excellent New Canaan schools, this distinctive Colonial combines classic character with modern-day flexibility and is ready for its next chapter. Note: 23 windows were replaced in 2020!

Monthly Cost Estimate

$10,670/mo

20% down · 6.5% · 30 years

Principal$1,443
Interest$8,645
Insurance$582

Estimates only. Actual payments may vary.

Location

523 Brookside Road

New Canaan, CT 06840

Features & Amenities

Interior Features

Security System

Exterior Features

Terrace

Property Details

Heating

Hot Water(Heating)

Cooling

Central Air

Appliances

Gas RangeRange HoodSubzeroDishwasherWasherDryer

Questions & Answers

This 5-bedroom, 4-bathroom single family at 523 Brookside Road is listed at $1,995,000 ($607/sqft). The estimated monthly payment is $10,670 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1959, 2.59 acre lot, Fireplace. Interior Features: Security System. Exterior Features: Terrace.

This property is listed by Lisa O'rourke.

LO

Lisa O'rourke

Agent at William Pitt Sotheby's International Realty

Listed by William Pitt Sotheby's International Realty · Broker phone: 2039662633 · View on Broker Site · Broker website

MLS# 24201426· Source: SmartMLS, Inc.· 51 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

523 Brookside Road, New Canaan, CT 06840

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