469 Brookside Rd, New Canaan, CT 06840
- $3,850,000
- 6
- BD
- 5
- BA
- 5,275
- SqFt
- Sold Price
- $3,850,000
- List Price
- $3,800,000
- Status
- CLOSED
- MLS#
- 24131109
- Closing Date
- Dec 16, 2025
- Year Built
- 1820
- Style
- Historic Antique
- Bedrooms
- 6
- Bathrooms
- 5
- Acres
- 3.43
- Living Area
- 5,275
- Neighborhood
- N/A
Property Description
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.
Additional Information
- Taxes
- $32,766
- Lot Size
- 149,410
- Interior Features
- Cable Available, Sauna/Steam Room, Security System
- Heating
- Baseboard, Hot Water, Zoned
- Cooling System Type
- Central Air
- Sewer
- Septic Tank
- Water Source
- Private Well
- Appliances
- Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
- Fireplaces
- 4
- Basement
- Partial
- Exterior Features
- Terraced Yard, Barn/Stable, Lighting, Guest Quarters, Hot Tub, Shed, Tennis Court(s), Fruit Trees, Sprinkler System
- Garage Spaces
- 2
- Elementary School
- South
- High School
- New Canaan
Mortgage Calculator
Listing courtesy of Christine Saxe from Compass Connecticut, LLC. (203) 273-1548 (203) 442-6626
Selling Office: Compass Connecticut, LLC.The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.