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.
Listed by Derek Greene
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Derek Greene
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(860) 560-1006
Last updated August 30, 2025
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Source: SmartMLS #24121202
Listing Facts
TypeSingle-family
NeighborhoodNew Canaan
Bedrooms4
Bathrooms4
Days on Prevu15
Taxes$15,409/year
Size2,404 sqft
Price per sqft$747
Location
Mortgage Calculator
Listing History
08/22/2025
Listed by Derek Greene
$1,795,000
Property Details for 216 White Oak Shade Road
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle
Year Built: 1840
Year Built Details: Public Records
Architectural Style: Colonial, Antique
Construction Materials: Frame
Exterior Features: Barn, Gutters, Patio
Features
Waterfront Features: Not Applicable
Measurements
Lot Features: Dry, Cleared
Lot Size Acres: 0.48
Financial
Taxes
Parcel Number: 186901
Tax Annual Amount: $15,409.00
Tax Year: 25
Interior
Features
Appliances: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
Fireplaces Total: 2
Interior Features: CABLE, OPEN
Measurements
Living Area: 2,404
Rooms
Basement: Full, Fully Finished, Liveable Space, Full With Walk-Out
Bathrooms Full: 3
Bathrooms Half: 1
Bathrooms Total Integer: 4
Bedrooms Total: 4
Rooms Total: 8
Parking
Parking
Attached Garage: Barn, Paved
Garage Spaces: 2
Parking Total: 8
Schools
Elementary School
Elementary School: South
High School
High School: New Canaan
Middle or Junior School
Middle Or Junior School: Saxe Middle
Utilities
Equipment
Cooling: Central Air
Heating: Hot Air
Laundry Features: Lower Level
Sewer: Septic
Water Source: Public Water Connected
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