523 Brookside Road
New Canaan, CT, 06840 $ 1,995,000
Bedrooms5 Baths3.1 Sq 3,286 Monthly Estimate*
$ 12,597
for $1,995,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,286 square foot home was built in 1959 on a lot size of 2.59.
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. 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!
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FeaturesGeneralZoning 1AC
Neighborhood N/A
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 2.59
Directions Exit 14 off Merritt Right on Gerdes Right on White Oak Shade Right on Brookside Right to 523 Brookside. Last house on driveway.
High School New Canaan
City New Canaan
Elementary School South
Sq Ft Total 3286
DOM 0
Year Built 1959
Exclusions As per attached. Note: 5th bedroom/study over garage does not have Central Air
Style Colonial
Year Built Source Public Records
Energy Features Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 9
Basement Description Full Partially Finished
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ExteriorWater Source Private Well
Lot Description Rear Lot Lightly Wooded Professionally Landscaped
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* Excluded FeaturesList ByLisa O'rourkeListing Agent
William Pitt Sotheby's Int'lBroker
Affordability Calculator
- Monthly Principal & Interest
- $12,597
- Monthly Property Taxes
- $1,777
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in New Canaan, CT
Average List Price $4,034,094
Percent of Sale Price 102%
About New Canaan, CT 19,880 Population
3% Since 2002
$ 174,253 Median Income
45.76 Median Age
41% Households with Children
Trends Information provided by ATTOM Data Solutions.
4705403 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/8/2026 | $1,995,000 | | Listed Price |