# 523 Brookside Road, New Canaan, CT 06840 > **TL;DR:** 5bd/4ba single family, $1,995,000 ($607/sqft), built 1959, 3,286 sqft. > Fireplace, A/C, 2-car garage. Est. $10,670/mo. Listed 53 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,995,000 | | Price/sqft | $607 | | Bedrooms | 5 | | Bathrooms | 3 full, 1 half | | Square Feet | 3,286 | | Year Built | 1959 | | Lot Size | 112,820 sqft (2.59 acres) | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Pending | | Days on Market | 53 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $10,088 | | Estimated Insurance | $582 | | **Total** | **$10,670** | ## Nearby Schools - **Elementary:** South - **High:** New Canaan ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1959 - 2.59 acre lot - Fireplace ## Description ### Agent 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! ## Location - **Address:** 523 Brookside Road, New Canaan, CT 06840 - **County:** Fairfield - **Coordinates:** 41.119374, -73.475496 - **Google Maps:** https://www.google.com/maps?q=41.119374,-73.475496 ## Listing Agent - **Name:** Lisa O'rourke - **Brokerage:** William Pitt Sotheby's International Realty - **Broker Phone:** 2039662633 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/523-Brookside-Rd_New-Canaan_CT_06840_M33250-98397?f=listhub&s=CTMLS&m=24201426&c=propsimple) ## Photos ![523 Brookside Road - Photo 1](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f558336880r.jpg) ![523 Brookside Road - Photo 2](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f1571727828r.jpg) ![523 Brookside Road - Photo 3](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3327312633r.jpg) ![523 Brookside Road - Photo 4](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3332611668r.jpg) ![523 Brookside Road - Photo 5](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2429177140r.jpg) ![523 Brookside Road - Photo 6](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f1635306587r.jpg) ![523 Brookside Road - Photo 7](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3587426834r.jpg) ![523 Brookside Road - Photo 8](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2622471665r.jpg) ![523 Brookside Road - Photo 9](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f502516936r.jpg) ![523 Brookside Road - Photo 10](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3707603506r.jpg) ![523 Brookside Road - Photo 11](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2755573162r.jpg) ![523 Brookside Road - Photo 12](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2340141085r.jpg) ![523 Brookside Road - Photo 13](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2477877907r.jpg) ![523 Brookside Road - Photo 14](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2951237030r.jpg) ![523 Brookside Road - Photo 15](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2813337002r.jpg) ![523 Brookside Road - Photo 16](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f4293607823r.jpg) ![523 Brookside Road - Photo 17](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3865286484r.jpg) ![523 Brookside Road - Photo 18](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3637014327r.jpg) ![523 Brookside Road - Photo 19](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2028800922r.jpg) ![523 Brookside Road - Photo 20](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f949544302r.jpg) ![523 Brookside Road - Photo 21](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2280521190r.jpg) ![523 Brookside Road - Photo 22](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2803132699r.jpg) ![523 Brookside Road - Photo 23](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f346789176r.jpg) ![523 Brookside Road - Photo 24](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2451548814r.jpg) ![523 Brookside Road - Photo 25](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3149350562r.jpg) ![523 Brookside Road - Photo 26](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2251812308r.jpg) ![523 Brookside Road - Photo 27](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3112308235r.jpg) ![523 Brookside Road - Photo 28](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2433141183r.jpg) ![523 Brookside Road - Photo 29](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f391567771r.jpg) ![523 Brookside Road - Photo 30](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f1417960514r.jpg) ![523 Brookside Road - Photo 31](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3980396881r.jpg) ![523 Brookside Road - Photo 32](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f2120724746r.jpg) ![523 Brookside Road - Photo 33](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3456333534r.jpg) ![523 Brookside Road - Photo 34](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f61564019r.jpg) ![523 Brookside Road - Photo 35](http://lh.rdcpix.com/463cbc9e5db8e591394225e070999de4l-f3565312721r.jpg) --- **MLS#:** 24201426 | **Updated:** 2026-10-28 **Source:** listhub *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.* [View on PropertySimple](https://www.propertysimple.ai/listing/523-brookside-road-new-canaan-ct-06840-47051bef08734b94b4afc8dc26bbf40e) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/523-brookside-road-new-canaan-ct-06840-47051bef08734b94b4afc8dc26bbf40e#listing", "url": "https://www.propertysimple.ai/listing/523-brookside-road-new-canaan-ct-06840-47051bef08734b94b4afc8dc26bbf40e", "name": "523 Brookside Road, New Canaan, CT 06840", "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. 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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. 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