SoldDec 16, 2025

Listed by Amanda Bryan from Compass Connecticut, LLC

Listed and Bought with Christine Saxe from Compass Connecticut, LLC

Source: SmartMLS Connecticut #24131109

469 Brookside Rd, Fairfield County, CT, 06840

$3,850,000

6
5
2
5275 sq. ft.
3.43 ac.

SingleFam

•

25 days on the market

Sold: Dec 16, 2025

What's around 469 Brookside Rd

About this property

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.

Looking for more information on 469 Brookside Rd?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldJun 30, 2026
$3,350,000
27 Raymond Street
Fairfield County CT 06840
6
7
2
Single-Family
Listing courtesy of Compass Connecticut, LLC and William Pitt Sotheby's Int'l
SoldJun 22, 2026
$2,805,000
176 Carter Street
Fairfield County CT 06840
6
6
2
Single-Family
Listing courtesy of Compass Connecticut, LLC
SoldJun 12, 2026
$4,501,000
1218 Smith Ridge Rd
Fairfield County CT 06840
6
9
5
Single-Family
Listing courtesy of William Raveis Real Estate and Constitution Realty, LLC

Other properties sold by Compass Connecticut, LLC

SoldJul 2, 2026
$659,500
577 Lakeside Rd
New Haven County CT 06488
3
4
Single-Family
Listing courtesy of Drakeley Real Estate, Inc. and Compass Connecticut, LLC
SoldJul 1, 2026
$1,450,000
99 Chicken St
Fairfield County CT 06897
4
4
2
Single-Family
Listing courtesy of William Raveis Real Estate and Compass Connecticut, LLC
SoldJul 1, 2026
$3,560,250
64 Five Mile River Road
Darien CT 06820
4
3
2
Single-Family
Listing courtesy of Compass Connecticut, LLC

Browse properties sold in nearby areas

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent