469 Brookside Rd New Canaan, CT, 06840

single family home
$ 3,850,000 Sold Oct 6, 2025
71 days on market, 101% sale-to-list ratio
  • 6 beds
  • 5 baths
  • 5,275 sq ft
  • 3.43 acres
  • 1820 year built
  • pool house
  • 2 cars garage

About the Home

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.

Rooms & Interior

6 bedrooms beds
5 full baths
5,275 square feet sq ft

Room Details

  • Eat In Kitchen (Main Level) Remodeled, Breakfast Nook, Dining Area, Wet Bar, Island, Hardwood Floor
  • Other (Main Level) Remodeled, Bay/Bow Window, Built-Ins, Patio/Terrace, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Other (Other Level) Full Bath, Tile Floor
  • Other (Main Level) Wet Bar, French Doors, Full Bath, Hot Tub, Steam/Sauna, Patio/Terrace
  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Other (Upper Level) Skylight
  • Dining Room (Main Level) Fireplace, Hardwood Floor
  • Living Room (Main Level) Remodeled, Bay/Bow Window, Built-Ins, Fireplace, Hardwood Floor
  • Primary Br Suite (Upper Level) Full Bath, Whirlpool Tub, Walk-In Closet, Hardwood Floor
  • Office (Main Level) Book Shelves, Wet Bar, Hardwood Floor
  • Family Room (Main Level) Built-Ins, Fireplace, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Library (Main Level) Book Shelves, Wet Bar, Fireplace, French Doors, Patio/Terrace, Stone Floor
  • Bedroom (Upper Level) Bay/Bow Window, Hardwood Floor
  • Studio Apt (Other Level) Skylight, 9 ft+ Ceilings, Full Bath, Hardwood Floor
  • Other Rooms Foyer, Laundry room, Mud room, Steam/sauna

Home Features

Heating

  • Fireplaces: 4
  • Heating: baseboard, hot water, zoned
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Auto garage door opener
  • Cable - available
  • Sauna
  • Security system

Appliances

  • Gas cooktop
  • Wall oven
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Walk-up

Basement

  • Partial

Laundry

  • Location: second floor
  • Upper level

Exterior Features

  • Terrace
  • Barn
  • Lighting
  • Guest house
  • Hot tub
  • Shed
  • Tennis court
  • Fruit trees
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 2
  • Barn
  • Detached garage

Swimming Pool

  • Gunite
  • Pool house
  • In ground pool

Lot Details

  • Lot surface: 3.43 acres
  • Level lot
  • Professionally landscaped
  • Rolling
  • Open lot

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Library
  • Park
  • Private school(s)
  • Public pool
  • Shopping/mall

Construction Details

Style
antique

Construction year
1820

Exterior Siding
clapboard

Foundation
stone

Roof
asphalt shingle


Area & Town

This home is located in Talmadge Hill neighborhood, in the town of New Canaan.

Finance & Listing Info

Status Closed
Listing date October 06, 2025
Closed date December 16, 2025
Days on market 71 days
List price $ 3,800,000
Close price $ 3,850,000
Sale-to-list ratio 101%
Tax amount $ 32,766
Tax year july 2025-june 2026
Financing used Cash
MLS ID #24131109
List Agent Christine Saxe
Co-List Agent Amanda Bryan
List Office Compass Connecticut, LLC
Co-List Office compass connecticut, llc

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