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469 Brookside Road, 
New Canaan, CT 06840

$3,800,000


6

Beds


5

Baths


5,275

Sq Ft


Single Family

Active

Listed by

Christine Saxe

Amanda Bryan

Compass Connecticut, LLC.

Last updated:

October 16, 2025, 11:28 AM

MLS#

24131109

Source:

CT

About This Home

469 Brookside Road

Dating back to the 1820's, "Shadowlyn" epitomizes the classic country compound combining beautiful vintage details with stylish, modern amenities. The bright and sunny main residence features six bedrooms, four full baths, four fireplaces and loads of comfortable living space accommodating a relaxing and easy lifestyle on over three acres with pool, charming pool house, garage/barn with apartment above and tennis court. The expansive kitchen has been thoughtfully reimagined and features a large island, extensive storage, vintage wet bar, expansive breakfast area adjacent to a cozy family room and oversized mudroom. The formal living and dining spaces boast high ceilings, tons of windows and intimate conversation alcoves, perfect for entertaining. The step down library is stunning and dramatic; wrapped in color, featuring French doors out to the terrace and private spa. The primary bedroom suite is well appointed with a walk in closet and a large, updated bath. All of these lovely spaces have direct access to sweeping vistas of this bucolic estate featuring a beautifully illuminated landscape in the evenings. Convenient to downtown New Canaan, Darien and Norwalk, Shadowlyn is accessible and exceptional. Schedule your private tour today.

Home Facts

Single Family

5 Baths

6 Bedrooms

Built in 1820

Price Summary

3,800,000

$720 per Sq. Ft.

MLS #:

24131109

Last Updated:

October 16, 2025, 11:28 AM

Added:

24 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

5

Interior

Living Area:

5,275 Sq. Ft.


Structure

Structure

Architectural Style:

Antique

Building Area:

5,275 Sq. Ft.

Year Built:

1820


Lot

Lot Size (Sq. Ft):

149,410


Finances & Disclosures

Finances

Price:

$3,800,000

Price per Sq. Ft:

$720 per Sq. Ft.

Source:CT
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