About 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.
Features of 469 Brookside Road
| MLS® # | 24131109 |
|---|---|
| Price | $3,800,000 |
| Bedrooms | 6 |
| Bathrooms | 5.00 |
| Full Baths | 5 |
| Square Footage | 5,275 |
| Acres | 3.43 |
| Type | Single Family For Sale |
| Style | Antique |
| Status | Active |
Community Information
| Address | 469 Brookside Road |
|---|---|
| Area | N/A |
| City | New Canaan |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06840 |
Amenities
| Parking | Barn, Detached Garage |
|---|---|
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Gunite, Pool House, In Ground Pool |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Available, Sauna, Security System |
|---|---|
| Appliances | Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer |
| Heating | Baseboard, Hot Water, Zoned, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 4 |
| Has Basement | Yes |
| Basement | Partial |
Exterior
| Exterior | Clapboard |
|---|---|
| Exterior Features | Terrace, Barn, Lighting, Guest House, Hot Tub, Shed, Tennis Court, Fruit Trees, Underground Sprinkler |
| Lot Description | Level Lot, Professionally Landscaped, Rolling, Open Lot |
| Roof | Asphalt Shingle |
| Foundation | Stone |
School Information
| Elementary | South |
|---|---|
| High | New Canaan |
Additional Information
| Date Listed | October 6th, 2025 |
|---|---|
| Days on Market | 9 |
| Zoning | 1AC |
| RE / Bank Owned | No |
Listing Details
| Office | Compass Connecticut, LLC |
|---|