469 Brookside Road New Canaan, CT $ 3,800,000
469 Brookside Road
$ 3,800,000
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469 Brookside Road

New Canaan, CT, 06840
$ 3,800,000
Bedrooms6 Baths5.0 Sq 5,275

Monthly Estimate*

$ 23,707

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Single Family Home for sale in New Canaan, CT

for $3,800,000 with 6 bedrooms and 5 full baths. This 5,275 square foot home was built in 1820 on a lot size of 3.43.

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. Central air vents throughout except in dining room, living room, library and spa. All measurements are approximate

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Single Family Contingent

Price

$ 3,800,000

Bedrooms

6

Full Bath

5

Property Type

Single Family

Taxes

$ 32,766

Style

Lot Size

3.43

Year Built

1820

Town/City

New Canaan

MLS | Web ID

24131109

Features
General
Zoning 1AC
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 3.43
Directions Route 1 or White Oak Shade Road to Brookside
High School New Canaan
City New Canaan
Elementary School South
Sq Ft Total 5275
DOM 25
Year Built 1820
Exclusions Flat screen TV's
Style Antique
Year Built Source Approximate
Pool Description Gunite Pool House In Ground Pool
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Interior
Cooling System Central Air
Total Rooms 13
Basement Description Partial
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Exterior
Water Source Private Well
Lot Description Level Lot Professionally Landscaped Rolling Open Lot
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* Excluded Features
List By
Christine Saxe

Listing Agent

Compass Connecticut, Llc

Broker

christine.saxe@compass.com

Email

Affordability Calculator

$26,438
Per Month
90%
10%
0%
Monthly Principal & Interest
$23,707
Monthly Property Taxes
$2,731
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4705403 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History
DatePricePrice ChangeDescription
10/6/2025$3,800,000 Listed Price

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469 Brookside Road, New Canaan, CT, 06840 is a Single Family Home for sale at $3,800,000 with 5,275 sqft and a lot size of 3.43. 469 Brookside Road has 6 bedrooms, 5.0 baths, and was built in 1820. The property's zip code is 06840 which is in New Canaan, CT