New Canaan, CT 06840,469 Brookside Road
$3,850,000
Est. payment /mo
$3,800,000
1.3%
Est.Price: ?

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6 Beds
5 Baths
5,275 SqFt
SOLD DATE : 12/16/2025

Key Details

Sold Price $3,850,000

Property Type Single Family Home

Listing Status Sold

Purchase Type For Sale

Square Footage 5,275 sqft

Price per Sqft $729

MLS Listing ID 24131109

Sold Date 12/16/25

Style Antique

Bedrooms 6

Full Baths 5

Year Built 1820

Annual Tax Amount $32,766

Lot Size 3.430 Acres

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.

Location

State CT

County Fairfield

Zoning 1AC

Rooms

Basement Partial

Interior

Interior Features Auto Garage Door Opener, Cable - Available, Sauna, Security System

Heating Baseboard, Hot Water, Zoned

Cooling Central Air

Fireplaces Number 4

Exterior

Exterior Feature Terrace, Barn, Lighting, Guest House, Hot Tub, Shed, Tennis Court, Fruit Trees, Underground Sprinkler

Parking Features Barn, Detached Garage

Garage Spaces 2.0

Pool Gunite, Pool House, In Ground Pool

Waterfront Description Not Applicable

Roof Type Asphalt Shingle

Building

Lot Description Level Lot, Professionally Landscaped, Rolling, Open Lot

Foundation Stone

Sewer Septic

Water Private Well

Schools

Elementary Schools South

High Schools New Canaan

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Listed by Christine Saxe • Compass Connecticut, LLC
Bought with Christine Saxe • Compass Connecticut, LLC

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