$1,695,000
PENDING $100K PRICE DROP

216 White Oak Shade Rd New Canaan, CT 06840

Estimated payment $10,173/month

Total Views 18,422
4 Beds
3.5 Baths
2,404 Sq Ft
$705 Price per Sq Ft

Highlights

  • Barn
  • Sub-Zero Refrigerator
  • Colonial Architecture
  • South Elementary School Rated A+
  • Open Floorplan
  • 2 Fireplaces

About This Home

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 Agent

Derek Greene

Derek Greene Brokerage Phone: (860) 560-1006 License #REB.0758797 Listed on: 08/22/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $15,409

Year Built

  • Built in 1840

Lot Details

  • 0.48 Acre Lot
  • Property is zoned 1AC

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Antique Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding

Interior Spaces

  • 2,404 Sq Ft Home
  • Open Floorplan
  • 2 Fireplaces

Kitchen

  • Gas Range
  • Range Hood
  • Microwave
  • Sub-Zero Refrigerator
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry on lower level
  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Outdoor Features

  • Patio
  • Rain Gutters

Schools

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

Farming

  • Barn

Utilities

  • Central Air
  • Heating System Uses Propane
  • Power Generator
  • Electric Water Heater
  • Fuel Tank Located in Ground
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 186901

Home Details

Home Type

Single Family

Est. Annual Taxes

$15,409

Year Built

Built in 1840

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial, Antique
  • Sq Ft Est Heated Above Grade: 2404
  • Total Sq Ft: 2404
  • Year Built: 1840
  • New Construction: No/Resale
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Brookside Rd to W Norwalk Rd
  • Street Type: Road
  • Office Attribution Contact: (860) 560-1006
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Fireplaces: 2
  • Basement Description: Full, Fully Finished, Liveable Space, Full With Walk-Out
  • Interior Amenities: Cable - Available, Open Floor Plan
  • Appliances: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Laundry Room Info: Lower Level
  • Attic: No

Exterior Features

  • Exterior Features: Barn, Gutters, Patio
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Total Parking Spaces: 8
  • Garage And Parking: Barn, Paved

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Propane
  • Fuel Tank Location: In Ground
  • Hot Water Description: Electric, Domestic
  • Water Source: Public Water Connected
  • Sewer: Septic

Green Features

  • Energy Features: Generator

Lot Info

  • Acres: 0.48
  • Lot Description: Dry Cleared
  • Flood Zone: No
  • Zoning: 1AC
  • Parcel #: 186901

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 15409

MLS Schools

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

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $15,409 $923,230 $631,750 $291,480
2024 $14,901 $923,230 $631,750 $291,480
2023 $15,033 $793,730 $576,940 $216,790
2022 $14,581 $793,730 $576,940 $216,790
2021 $14,414 $793,730 $576,940 $216,790
2020 $14,414 $793,730 $576,940 $216,790
2019 $14,478 $793,730 $576,940 $216,790
2018 $14,360 $846,720 $474,880 $371,840
2017 $14,115 $846,720 $474,880 $371,840
2016 $13,810 $846,720 $474,880 $371,840
2015 $13,539 $846,720 $474,880 $371,840
2014 $13,158 $846,720 $474,880 $371,840
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/14/2025 11/14/25 Pending -- -- --
09/24/2025 09/24/25 Price Changed $1,695,000 -5.6% $705 / Sq Ft
08/22/2025 08/22/25 For Sale $1,795,000 -- $747 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Warranty Deed $612,000 --
Warranty Deed $529,000 --
Warranty Deed $390,000 --
Warranty Deed $612,000 --
Warranty Deed $529,000 --
Warranty Deed $390,000 --
Deed $304,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $663,500 Stand Alone Refi Refinance Of Original Loan
Previous Owner $800,000 Adjustable Rate Mortgage/ARM
Previous Owner $452,500 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24121202

SmartMLS

APN: NCAN-000036-000088-000002