BuySellBlogBrowse Listings

216 White Oak Shade RoadNew Canaan, CT 06840

For Sale

$1,795,000

Smart Buyer Rebate $17,950

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

·

Derek Greene

·

(860) 560-1006

Last updated August 30, 2025

·

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

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.