523 Brookside Road

Welcome to 523 Brookside
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Active
$1,995,000
5 beds3,286 sqft$607/sqft
523 Brookside Rd, New Canaan, CT 06840
Est: $11,917/moGet pre-approved
Single FamilyProperty Type
2.59 acresLot Size
1959Year Built
$607/sq ftPrice per sq ft
2 carsParking Spaces

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 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...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.
Days on Market Listed Today
  • Listed by: Lisa O'rourke 203.966.2633 lorourke@wpsir.com • William Pitt Sotheby's Int'l
Last updated: 09/08/2026 10:07 PM • Source: SMARTMLS, MLS#: 24201426

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Lisa O'rourke
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Property Information for 523 Brookside Road

Property Details
  • Taxes: $21,324 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Partially Finished
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1959
  • Lot Size: 2.59 AC / 112,820 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Exit 14 off Merritt, Right on Gerdes, Right on White Oak Shade, Right on Brookside, Right to 523 Brookside. Last house on driveway.
  • Elementary School: South
  • High School: New Canaan
  • Latitude: 41.120185
  • Longitude: -73.475087
  • Middle Jr High School: Saxe Middle
  • Neighborhood Amenities: Library, Park, Private School(s), Public Pool, Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2026-June 2027
  • Property Tax: $21,324
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Floored, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Security System
  • Laundry Room Info: Lower Level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 25.1
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.9
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath
  • Room Length: 15.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 3
  • Room Entry Order: 2
  • Room Features: Built-In Hutch,Hardwood Floor
  • Room Length: 13.11
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.8
Room 4
  • Room Entry Order: 3
  • Room Features: Remodeled,Granite Counters,Island,Pantry,Hardwood Floor
  • Room Length: 15.9
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.5
Room 5
  • Listing Key: 59C1306E9F21A8B8E063E201100AEF20
  • Room Entry Order: 4
  • Room Features: Built-Ins,Dining Area,Fireplace,Hardwood Floor
  • Room Length: 14.7
  • Room Level: Main
  • Room Type: Other
  • Room Width: 18.0
Room 6
  • Room Entry Order: 5
  • Room Features: Skylight,Vaulted Ceiling,Built-Ins,Patio/Terrace,Sliders,Hardwood Floor
  • Room Length: 15.5
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 11.8
Room 7
  • Room Entry Order: 6
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 14.1
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 12.11
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 14.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.9
Room 9
  • Listing Key: 59C1306E9F21A8B8E063E201100AEF20
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 11.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.3
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 15.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.11
Property
Property and Assessments
  • Color: Taupe
  • Construction Description: Frame
  • Exclusions: As per attached. Note: 5th bedroom/study over garage does not have Central Air
  • Exterior Siding: Shingle
  • Foundation Type: Block, Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1959
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 300
  • Living Area SQFT Per Public Records: 2986
Lot Information
  • Lot Description: Rear Lot, Lightly Wooded, Professionally Landscaped
  • Parcel Number: 185780
  • Sq Ft Est Heated Above Grade: 2986.0
  • Sq Ft Total: 3286.0
  • Zoning: 1AC
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 523 Brookside Road

DateEvent & SourcePriceAppreciation
Sep 21, 1993

Closed (Public Record)

Public Record #91053363

$562,500—
DateEvent & SourcePrice
09/21/1993

Closed (Public Record)

Public Record #91053363

$562,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 523 Brookside Road

Taxable ValueLand$798,000Additions$458,780Total$1,256,780
Tax Record2025$20,976 ($1,748 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt2,986 SqFtAbove Grade Finished SqFt2,986 SqFtUnfinished Basement SqFt1,053 SqFtStories2Lot Size112,820 SqFtStyleSingle Family ResidenceYear Built1959Year Renovated1959Zoning1ACCountyWESTERN CONNECTICUTAPNNCAN M:0036 B:053 L:00K14

Schools near 523 Brookside Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
South School
Public - K to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
Rating
School
Distance
South School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

New Canaan
New Canaan
A verdant oasis filled with historic charm. Established in 1801, New Canaan shifted from agriculture to shoe making in the 19th century. As wealthy New Yorkers started to migrate to Connecticut, they initially made their way to New Canaan to build summer homes and eventually built permanent...
New Canaan Guide

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More information about 523 Brookside Road, New Canaan, CT 06840

523 Brookside Road is a single family home for sale in New Canaan, CT 06840. This listing's school district is New Canaan School District. Nearby schools include South School, Saxe Middle School and New Canaan High School. 523 Brookside Road is a 5-bed, 4-bath, 3,286 sqft single family home built in 1959.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Lisa O'rourke

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.