$2,995,000

105 White Oak Shade Road, New Canaan, CT 06840

4 beds |
4 baths |
3,744 sqft

Single-Family Home
Built in 1850
1.26acre lot
2 car garage
$800/sqft
Listed 24 days ago

Property 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 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.

Listing Status:: Pending
Date Added:: March 3, 2026
Data Last Updated:: March 27, 2026 at 8:50PM
Listing Office:: Brown Harris Stevens : (203) 221-0666
Listing Agent:: Daniel McCamblau : (917) 848-1525
MLS ID:: 24157134

General: Auto Garage Door OpenerCable - AvailableSecurity System
Rooms: Laundry RoomMud Room
Appliances: Gas RangeOven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherElectric DryerWine Chiller
Laundry: Main Level
Basement: FullUnfinishedSump PumpStorageInterior AccessConcrete Floor
A/C: Central Air
Heating: Hot AirOil
Fireplace: Fireplaces: 3

General: Porch-Wrap AroundWrap Around DeckFrench DoorsPatioGrillShedPorchGarden AreaStone WallUnderground Sprinkler
Style: ColonialAntique
Pool: HeatedIn Ground Pool
Parking: Parking spaces: 8

Roofing: Asphalt Shingle

County: Fairfield

Driveway: AsphaltCrushed Stone
Zoning: 1AC189542

Water: Public Water Connected
Sewer: Septic

This listing courtesy of Daniel McCamblau , Brown Harris Stevens

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

South School

8 Farm Rd, New Canaan, CT, 06840

Grades KG-4

0.61 miles away

Saxe Middle School

468 South Ave, New Canaan, CT, 06840

Grades 5-8

0.33 miles away

New Canaan High School

11 Farm Rd, New Canaan, CT, 06840

Grades 9-12

0.60 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.