Connecticut
New Canaan
216 White Oak Shade Road

$1,795,000

216 White Oak Shade Road, New Canaan, CT 06840

4 beds |
4 baths |
2,404 sqft

Single-Family Home
Built in 1840
0.48acre lot
2 car garage
$747/sqft
Listed 4 days ago

Property Description

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.

Listing Status:: Active
Date Added:: August 23, 2025 at 01:30AM
Listing Office:: Derek Greene : (860) 560-1006
Listing Agent:: Derek Greene : (860) 560-1006
MLS ID:: 24121202

General: Cable - AvailableOpen Floor Plan
Appliances: Gas RangeMicrowaveRange HoodSubzeroDishwasherWasherDryer
Laundry: Lower Level
Basement: FullFully FinishedLiveable SpaceFull With Walk-Out
A/C: Central Air
Heating: Hot AirPropane
Fireplace: Fireplaces: 2

This listing courtesy of Derek Greene, Derek Greene

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

South School

8 Farm Rd, New Canaan, CT, 06840

Grades KG-4

0.79 miles away

Saxe Middle School

468 South Ave, New Canaan, CT, 06840

Grades 5-8

0.49 miles away

New Canaan High School

11 Farm Rd, New Canaan, CT, 06840

Grades 9-12

0.71 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.