105 White Oak Shade Rd

New Canaan, CT 06840

$3,500,000
Last Sold Price
4
Beds
3,744 Sq. Ft.
$935 / Sq. Ft.
3,744
Sq. Ft.
$935
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Closed 4/30/26
Closed 4/30/26
a front view of a house with garden

Description

Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious...Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.
  1. Listed by Daniel R McCamblau • Brown Harris Stevens
    P: (917)-848-1525 C: (917)-848-1525 dmccamblau@bhsusa.com

Property Details for 105 White Oak Shade Road

Basement Description
Full, Unfinished, Sump Pump, Storage, Interior Access, Concrete Floor
Direct Waterfront
No
Expected Active Date
03-05-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial, Antique
Garage Parking Info
Detached Garage, Driveway
Swimming Pool
Yes
LISTING UPDATED: 05/04/2026 01:27 AM

Property Details for 105 White Oak Shade Road

StatusClosed
MLS #24157134
Days on Market5
Taxes$18,352 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1850
Lot Size1.26 AC / 54,885 SF
CountyFairfield County
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Location

Listing Courtesy of Brown Harris Stevens, Daniel R McCamblau

Sold By Coldwell Banker Realty, Jessica Houlahan

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Building Information for 105 White Oak Shade Road

Stories-Year Built1850Building Size-Lot Size1.26 AC / 54,885 SF

Payment Calculator

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$19,154 per month

30 year fixed, 6.46% Interest

Principal and Interest

$17,624

Property Taxes

$1,529

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 105 White Oak Shade Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Main St to White Oak Shade
  • Elementary School: South
  • High School: New Canaan
  • Latitude: 41.132586
  • Longitude: -73.479352
  • Middle Jr High School: Saxe Middle
  • Neighborhood Amenities: Golf Course, Health Club, Library, Park, Playground/Tot Lot, Private School(s), Public Transportation, Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $18,352
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Wrap Around Deck, French Doors, Patio, Grill, Shed, Porch, Garden Area, Stone Wall, Underground Sprinkler
  • Pool Description: Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Electric Dryer, Wine Chiller
  • Attic Description: Heated, Storage Space, Floored, Walk-In
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Home Automation: Security System, Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Laundry Room, Mud Room
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Remodeled,Beams,Fireplace,French Doors,Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled,Beams,Built-In Hutch,Dining Area,French Doors,Wide Board Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 3
  • Room Entry Order: 11
  • Room Features: Remodeled,Slate Floor
  • Room Level: Main
  • Room Type: Sun Room
Room 4
  • Room Entry Order: 12
  • Room Features: Remodeled,Walk-In Closet,Wide Board Floor,On 3rd Floor
  • Room Level: Upper
  • Room Type: Office
Room 5
  • Listing Key: 4C201757B6C24D90E063E201100AD0AF
  • Room Entry Order: 13
  • Room Features: Remodeled,Built-Ins,Wide Board Floor,On 3rd Floor
  • Room Level: Upper
  • Room Type: Rec/Play Room
Room 6
  • Room Entry Order: 14
  • Room Features: Skylight,9 ft+ Ceilings
  • Room Level: Other
  • Room Type: Office
Room 7
  • Room Entry Order: 2
  • Room Features: Remodeled,Beams,Built-Ins,Fireplace,French Doors,Wide Board Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 8
  • Room Entry Order: 3
  • Room Features: Remodeled,Beams,Fireplace,Full Bath,Walk-In Closet,Wide Board Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 9
  • Listing Key: 4C201757B6C24D90E063E201100AD0AF
  • Room Entry Order: 4
  • Room Features: Remodeled,Beams,Wide Board Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 5
  • Room Features: Remodeled,Wide Board Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 6
  • Room Features: Remodeled,Wide Board Floor,On 3rd Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 7
  • Room Features: Remodeled,Beams,Built-Ins,Dry Bar,Wide Board Floor
  • Room Level: Main
  • Room Type: Den
Room 13
  • Room Entry Order: 8
  • Room Features: Remodeled,Beams,French Doors,Wide Board Floor
  • Room Level: Main
  • Room Type: Family Room
Room 14
  • Room Entry Order: 9
  • Room Features: Beams,Built-Ins,Half Bath,Island,Wide Board Floor
  • Room Level: Main
  • Room Type: Kitchen
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Asphalt, Crushed Stone
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1850
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3744
Lot Information
  • Lot Description: Fence - Partial, Lightly Wooded, Level Lot, Professionally Landscaped, Rolling
  • Parcel Number: 189542
  • Sq Ft Est Heated Above Grade: 3744.0
  • Sq Ft Total: 3744.0
  • Zoning: 1AC
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 50 Gallon Tank
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 105 White Oak Shade Road

DateEvent & SourcePriceAppreciation
Oct 10, 2025

Closed (Public Record)

Public Record #1920103966

$2,760,000

+3.7% / yr

Sep 22, 2003

Closed (Public Record)

Public Record #127924918

$1,245,000

+6.7% / yr

Jul 1, 1994

Closed (Public Record)

Public Record #91052709

$685,000—
DateEvent & SourcePrice
10/10/2025

Closed (Public Record)

Public Record #1920103966

$2,760,000

+3.7% / yr

09/22/2003

Closed (Public Record)

Public Record #127924918

$1,245,000

+6.7% / yr

07/01/1994

Closed (Public Record)

Public Record #91052709

$685,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 105 White Oak Shade Road

Taxable ValueLand$671,650Additions$427,910Total$1,099,560
Tax Record2024$18,352 ($1,529 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,744 SqFtAbove Grade Finished SqFt3,744 SqFtUnfinished Basement SqFt1,073 SqFtStories2Lot Size54,886 SqFtStyleSingle Family ResidenceYear Built1850Zoning1ACCountyWESTERN CONNECTICUTAPNNCAN M:0037 B:232 L:00106Fireplace TypeHas Fireplace

Schools near 105 White Oak Shade Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
South School
Public - K to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
Rating
School
Distance
South School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

New Canaan
New Canaan
A verdant oasis filled with historic charm. Established in 1801, New Canaan shifted from agriculture to shoe making in the 19th century. As wealthy New Yorkers started to migrate to Connecticut, they initially made their way to New Canaan to build summer homes and eventually built permanent...
New Canaan Guide

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Brown Harris Stevens, Daniel R McCamblau

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.