105 White Oak Shade Road, New Canaan, CT 06840 - Photo 1

1/1

$2,760,000

Sold
Closed
Single Family
4 Beds
3 Full Baths
1 Partial Bath
3,744 Sq. Ft.
2 Car Garage

1/1

Property Description

This Old (New) Smart House! No detail has been overlooked in this beautiful antique home, completely restored with grace and charm at every turn. From the eat-in kitchen with walnut island, soapstone countertops, and authentic English hardware, to the cozy and comfortable layout of the indoor and outdoor spaces, you'll feel right at home here. The family room flows into living and sunroom, with formal dining room, library and powder room on the main floor. Four+ bedrooms plus two offices and 3 baths on the upper levels, all recently refurbished. The wraparound porch and painted latticework is reminiscent of the lovely Charleston/New Orleans charisma that carries through the interiors, with a carefully curated fresh take on historic paint colors, moldings, flooring and decor. The outdoor kitchen with built-in Weber grill and wood-burning fieldstone fireplace, surrounded by Connecticut bluestone patio make for an all-season getaway right outside the back door. The freeform pool and surrounding patio and landscaping make a sunny oasis to soak up the good life!

Full Property Details

Full Property Details for 105 White Oak Shade Rd

General

Sold For: $2,760,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24108491
Added to Site: 175 day(s) ago

Interior

Number of Rooms: 10
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

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

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Primary Bedroom - Fireplace, Full Bath, Walk-In Closet, Wide Board Floor, 13.2 x 20.5, Upper
Bedroom 1: Bedroom - Wide Board Floor, 11.5 x 15.7, Upper
Bedroom 2: Bedroom - Wide Board Floor, 13.6 x 10.4, Upper
Bedroom 3: Bedroom - Wide Board Floor, On 3rd Floor, 17.4 x 8.3, Upper

Other Rooms

Living Room: Living Room - Fireplace, French Doors, Wide Board Floor, 13.5 x 15.9, Main
Family Room: Family Room - French Doors, Wide Board Floor, 17.4 x 12.6, Main
Kitchen: Kitchen - Beams, Island, Wide Board Floor, 10.7 x 14.11, Main
Eat In Kitchen: Eat-In Kitchen - Beams, Breakfast Nook, Built-In Hutch, Dining Area, French Doo, 15.11 x 11.1, Main
Dining Room: Dining Room - Built-Ins, Fireplace, French Doors, Wide Board Floor, 13 x 15.5, Main
Office: Office - Skylight, 20.11 x 10.4, Other
Den: Den - French Doors, Slate Floor, 16.2 x 11, Main
Other Room 1: Other - Built-Ins, Dry Bar, Wide Board Floor, 12.11 x 16, Main
Other Room 2: Other - Wide Board Floor, On 3rd Floor, 13.2 x 8.1, Upper

Additional Information

Pool: Yes
Pool Description: In Ground Pool

Exterior

Color: White

Parking

Garage: Yes
Garage Spaces: 2
Parking: Detached Garage

Location

County: Fairfield
Driving Directions: Main St to White Oak Shade

School Information

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

Heating & Cooling

Cooling Type: Central Air
Heating Type: Hot Air, Oil
Heating Fuel: Oil
Water Heater: Oil, 50 Gallon Tank

Utilities

Sewer: Septic
Water: Public Water Connected

Structural Information

Architectural Style: Antique
Construction Status: No/Resale
Exterior Const.: Clapboard
Basement Desc.: Full, Unfinished, Sump Pump, Concrete Floor
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 3,744
Above Ground: 3,744 Sq. Ft.
Year Built: 1850

Lot Features

Lot Size (Acres): 1.26
Zoning: 1AC
Lot Description: Corner Lot, Lightly Wooded, Sloping Lot

Financial Considerations

Assessment Amount: $1,099,560
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 189542

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Schools

Schools serving 105 White Oak Shade Rd

School District:New Canaan School District

Name	Grades	Distance
Saxe Middle School 468 South Avenue, New Canaan, CT 06840	5-8	0.3 mi
South School 8 Farm Road, New Canaan, CT 06840	K-4	0.5 mi
New Canaan High School 11 Farm Road, New Canaan, CT 06840	9-12	0.5 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 105 White Oak Shade Rd

Date

Details

Price

Change

Source

10/15/2025

Sold

$2,760,000

10.62%

MLS

9/02/2025

Listed

$2,495,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Updated 6 days ago

3
Beds
3
Total Baths
1,783
Sq. Ft.

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Just Listed

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Just Listed

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Open House

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$389,000

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Townhouse
Active
Updated 15 hours ago

2
Beds
2
Total Baths
1,110
Sq. Ft.

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Price Reduced

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$625,000

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Updated 2 days ago

3
Beds
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Total Bath
1,730
Sq. Ft.

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Condo
Active
Updated 5 days ago

1
Bed
2
Total Baths
956
Sq. Ft.

Listed by William Raveis Real Estate

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$515,000

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3
Beds
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Total Baths
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Sq. Ft.

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-$25,000 (-7.76%)

$297,000

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Apartment
Active
Updated 16 hours ago

1
Bed
1
Total Bath
550
Sq. Ft.

Listed by DBA Options Real Estate

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Sold

$3,100,000

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Single Family
Closed

5
Beds
5
Total Baths
4,880
Sq. Ft.

Listed by Houlihan Lawrence
Sold by Compass Connecticut, LLC

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Sold

$2,535,000

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4
Beds
5
Total Baths
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Single Family
Closed

5
Beds
4
Total Baths
4,689
Sq. Ft.

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Sold

$2,797,000

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Single Family
Closed

5
Beds
4
Total Baths
3,380
Sq. Ft.

Listed by Houlihan Lawrence
Sold by Houlihan Lawrence

105 White Oak Shade Road, New Canaan, CT 06840 (MLS# 24108491) is a Single Family property that was sold at $2,760,000 on October 15, 2025. Want to learn more about 105 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.

105 White Oak Shade Rd New Canaan, CT 06840