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$1,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,286 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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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 15 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.

Full Property Details for 523 Brookside Rd

General

  • Price: $1,995,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24201426
  • Updated: 9/8/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Range Hood, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, 14.1 x 12.11, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 11.7 x 11.3, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 14.7 x 10.9, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 15.2 x 12.11, Upper
  • Bedroom 4: Bedroom - Full Bath, 15.9 x 18, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Fireplace, Hardwood Floor, 25.1 x 14.9, Main
  • Family Room: Family Room - Skylight, Vaulted Ceiling, Built-Ins, Patio/Terrace, Sliders, Hardwood Floor, 15.5 x 11.8, Main
  • Kitchen: Kitchen - Remodeled, Granite Counters, Island, Pantry, Hardwood Floor, 15.9 x 11.5, Main
  • Dining Room: Dining Room - Built-In Hutch, Hardwood Floor, 13.11 x 13.8, Main
  • Laundry: Lower Level
  • Other Room 1: Other - Built-Ins, Dining Area, Fireplace, Hardwood Floor, 14.7 x 18, Main

Exterior

  • Exterior Features: Terrace
  • Color: Taupe

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: Exit 14 off Merritt, Right on Gerdes, Right on White Oak Shade, Right on Brookside, Right to 523 Brookside. Last house on driveway.

School Information

  • Elementary School: South
  • Middle School: Saxe Middle
  • High School: New Canaan

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Partially Finished
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 3,286
  • Above Ground: 2,986 Sq. Ft.
  • Below Ground: 300 Sq. Ft.
  • Year Built: 1959

Lot Features

  • Lot Size (Acres): 2.59
  • Zoning: 1AC
  • Lot Description: Rear Lot, Lightly Wooded, Professionally Landscaped

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $1,256,780
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Exclusions: As per attached. Note: 5th bedroom/study over garage does not have Central Air
  • Property ID: 185780

Listed by William Pitt Sotheby's Int'l, Lisa O'rourke

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Listing agent

— 523 Brookside Rd —

  • Lisa O'rourke

    William Pitt Sotheby's Int'l

Agent Contact: (203) 326-0532 Office Contact: (203) 966-2633

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 523 Brookside Rd

School District:New Canaan School District
NameGradesDistance
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-81 mi
South School
8 Farm Road, New Canaan, CT 06840
K-41 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
9-121 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 523 Brookside Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/08/2026
Listed
$1,995,000
254.67%
MLS
9/21/1993
Sold
$562,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 523 Brookside Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$20,976
3%
$1,256,780
—
2023
$20,284
16%
$1,256,780
36%
2023
$17,552
3%
$926,730
—
2022
$17,024
1%
$926,730
—
2021
$16,829
—
$926,730
—
2020
$16,829
—
$926,730
—
2019
$16,904
—
$926,730
-7%
2018
$16,943
2%
$998,970
—
2017
$16,653
2%
$998,970
—
2016
$16,293
2%
$998,970
—
2015
$15,974
3%
$998,970
—
2014
$15,524
-2%
$998,970
-8%
2012
$15,889
—
$1,089,060
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Lisa O'rourke

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523 Brookside Road, New Canaan, CT 06840 (MLS# 24201426) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 523 Brookside Road is currently listed for $1,995,000 and was received on September 08, 2026. Want to learn more about 523 Brookside Road? Do you have questions about finding other Single Family real estate for sale in New Canaan? You can browse all New Canaan real estate or contact a Coldwell Banker agent to request more information.

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