216 White Oak Shade Road, New Canaan, Connecticut

$1,695,000

Previous Next

4

Beds

4

Baths

2,404

Square feet

0.48

Acres

About 216 White Oak Shade Road

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.

Features of 216 White Oak Shade Road

MLS® # 24121202
Price $1,695,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,404
Acres 0.48
Type Single Family For Sale
Style Colonial, Antique
Status Active

Community Information

Address 216 White Oak Shade Road
Area N/A
City New Canaan
County Fairfield
State Connecticut
Zip Code 06840

Amenities

Features Generator
Parking Spaces 8
Parking Barn, Paved
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available, Open Floor Plan
Appliances Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
Heating Hot Air, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Fully Finished, Liveable Space, Full With Walk-Out

Exterior

Exterior Clapboard
Exterior Features Barn, Gutters, Patio
Lot Description Dry, Cleared
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary South
Middle Saxe Middle
High New Canaan

Additional Information

Date Listed August 23rd, 2025
Days on Market 61
Zoning 1AC
RE / Bank Owned No

Listing Details

OfficeDerek Greene

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement.
Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2025 SmartMLS, Inc.

Listing information last updated on October 25th, 2025 at 5:49pm EDT.