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$1,625,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,404 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 216 White Oak Shade Rd

General

  • Sold For: $1,625,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24121202
  • Added to Site: 186 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Fireplace, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Full Bath, Wall/Wall Carpet, Lower
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Combination Liv/Din Rm, Hardwood Floor, Main
  • Family Room: Family Room - Fireplace, Hardwood Floor, Lower
  • Kitchen: Kitchen - Remodeled, Built-Ins, Island, Hardwood Floor, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Barn, Gutters, Patio
  • Color: White

Parking

  • Garage Spaces: 2
  • Total Spaces: 8
  • Parking: Barn, Paved

Location

  • County: Fairfield
  • Driving Directions: Brookside Rd to W Norwalk Rd

School Information

  • Elementary School: South
  • Middle School: Saxe Middle
  • High School: New Canaan

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Electric, Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial, Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Fully Finished, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Square Feet: 2,404
  • Above Ground: 2,404 Sq. Ft.
  • Year Built: 1840

Lot Features

  • Lot Size (Acres): 0.48
  • Zoning: 1AC
  • Lot Description: Dry, Cleared

Green Features

  • Energy Features: Generator

Financial Considerations

  • Assessment Amount: $923,230
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 186901

Listed by Derek Greene, Derek Greene
Sold by Non-Member, Non Member

Listing agent

— 216 White Oak Shade Rd —

  • Derek Greene

    Derek Greene

Agent Contact: (860) 560-1006 Office Contact: (860) 560-1006

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 216 White Oak Shade Rd

School District:New Canaan School District
NameGradesDistance
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-80.5 mi
South School
8 Farm Road, New Canaan, CT 06840
K-40.7 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
9-120.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 216 White Oak Shade Rd

Date
Details
Price
Change
Source
1/22/2026
Sold
$1,625,000
-4.13%
MLS
9/24/2025
Price Reduced
$1,695,000
-5.57%
MLS
8/22/2025
Listed
$1,795,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Derek Greene, Derek Greene
Sold by Non-Member, Non Member

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216 White Oak Shade Road, New Canaan, CT 06840 (MLS# 24121202) is a Single Family property that was sold at $1,625,000 on January 22, 2026. Want to learn more about 216 White Oak Shade Road? Do you have questions about finding other Single Family real estate for sale in New Canaan? You can browse all New Canaan real estate or contact a Coldwell Banker agent to request more information.