216 White Oak Shade Road New Canaan, CT $ 1,695,000
216 White Oak Shade Road
$ 1,695,000
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216 White Oak Shade Road

New Canaan, CT, 06840
$ 1,695,000
Bedrooms4 Baths3.1 Sq 2,404

Monthly Estimate*

$ 10,575

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Single Family Home for sale in New Canaan, CT

for $1,695,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,404 square foot home was built in 1840 on a lot size of 0.48.

Experience the perfect blend of historic charm and modern living in this beautifully renovated 1840 home, ideally located in one of the most desirable in-town neighborhoods. Fully restored in 2013, this classic New England property features timeless architectural details alongside thoughtful updates throughout. Step inside to find sun-filled rooms, warm hardwood floors, and high-end finishes that create a welcoming and sophisticated atmosphere. The updated kitchen boasts premium appliances, custom cabinetry, and a seamless flow into the living and dining areas-ideal for both everyday living and entertaining. With three finished levels, this home offers four spacious bedrooms, including a versatile lower-level suite perfect for guests, a home office, or au pair quarters. Bonus spaces on the lower and third floors provide flexibility for a gym, media room, or playroom. Enjoy outdoor living in the professionally landscaped yard with a private stone patio and a stunning outdoor fireplace-perfect for morning coffee or evening gatherings. A charming two-story red barn adds additional storage or workshop potential. Explore the vibrant downtown, featuring upscale shops and diverse dining options, or take a walk to nearby Waveny Park with its scenic trails and expansive green spaces. Situated in a top-rated school district and close to two train stations, this turnkey property seamlessly blends historic charm with modern convenience.

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Single Family Contingent

Price

$ 1,695,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 15,409

Style

Lot Size

0.48

Year Built

1840

Town/City

New Canaan

MLS | Web ID

24121202

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 0.48
Directions Brookside Rd to W Norwalk Rd
High School New Canaan
City New Canaan
Elementary School South
Sq Ft Total 2404
DOM 84
Year Built 1840
Style Colonial Antique
Year Built Source Public Records
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 8
Basement Description Full Fully Finished Liveable Space Full With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description Dry Cleared
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* Excluded Features
List By
Derek Greene

Listing Agent

Derek Greene

Broker

office@TheGreeneRealtyGroup.com

Email

Affordability Calculator

$11,859
Per Month
89%
11%
0%
Monthly Principal & Interest
$10,575
Monthly Property Taxes
$1,284
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
10/19/2025$1,695,000 Listed Price

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216 White Oak Shade Road, New Canaan, CT, 06840 is a Single Family Home for sale at $1,695,000 with 2,404 sqft and a lot size of 0.48. 216 White Oak Shade Road has 4 bedrooms, 3.1 baths, and was built in 1840. The property's zip code is 06840 which is in New Canaan, CT