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!
Sold for $2,760,000 on 10/15/25
$2,760,000
105 White Oak Shade Road, New Canaan, CT 06840
4beds
3,744sqft
Single Family Residence
Built in 1850
1.26 Acres Lot
$2,781,400 Zestimate®
$737/sqft
$9,999 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: October 17, 2025 at 01:54pm
Listed by:
April + Kelly Team at William Raveis Real Estate,
Kelly Defrancesco 203-667-4074,
William Raveis Real Estate 203-966-3555,
Co-Listing Agent: April Kaynor 203-216-2194,
William Raveis Real Estate
Bought with:
Daniel R. McCamblau, RES.0831787
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24108491
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Fireplace, Full Bath, Walk-In Closet(s), Wide Board Floor
- Level: Upper
- Area: 270.6 Square Feet
- Dimensions: 20.5 x 13.2
Bedroom
- Features: Wide Board Floor
- Level: Upper
- Area: 180.55 Square Feet
- Dimensions: 15.7 x 11.5
Bedroom
- Features: Wide Board Floor
- Level: Upper
- Area: 141.44 Square Feet
- Dimensions: 10.4 x 13.6
Bedroom
- Features: Wide Board Floor
- Level: Third,Upper
- Area: 144.42 Square Feet
- Dimensions: 8.3 x 17.4
Den
- Features: French Doors, Slate Floor
- Level: Main
- Area: 178.2 Square Feet
- Dimensions: 11 x 16.2
Dining room
- Features: Built-in Features, Fireplace, French Doors, Wide Board Floor
- Level: Main
- Area: 201.5 Square Feet
- Dimensions: 15.5 x 13
Family room
- Features: French Doors, Wide Board Floor
- Level: Main
- Area: 219.24 Square Feet
- Dimensions: 12.6 x 17.4
Kitchen
- Features: Beamed Ceilings, Kitchen Island, Wide Board Floor
- Level: Main
- Area: 150.98 Square Feet
- Dimensions: 14.11 x 10.7
Kitchen
- Features: Beamed Ceilings, Breakfast Nook, Built-in Features, Dining Area, French Doors, Wide Board Floor
- Level: Main
- Area: 167.72 Square Feet
- Dimensions: 11.1 x 15.11
Living room
- Features: Fireplace, French Doors, Wide Board Floor
- Level: Main
- Area: 214.65 Square Feet
- Dimensions: 15.9 x 13.5
Office
- Features: Skylight
- Level: Other
- Area: 209.14 Square Feet
- Dimensions: 10.4 x 20.11
Office
- Features: Wide Board Floor
- Level: Third,Upper
- Area: 135.66 Square Feet
- Dimensions: 11.9 x 11.4
Other
- Features: Built-in Features, Dry Bar, Wide Board Floor
- Level: Main
- Area: 193.76 Square Feet
- Dimensions: 16 x 12.11
Other
- Features: Wide Board Floor
- Level: Third,Upper
- Area: 106.92 Square Feet
- Dimensions: 8.1 x 13.2
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Features
- Basement: Full,Unfinished,Sump Pump,Concrete
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 3,744
- Total interior livable area: 3,744 sqft
- Finished area above ground: 3,744
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Garage spaces: 2
Features
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 1.26 Acres
- Features: Corner Lot, Few Trees, Sloped
Details
- Parcel number: 189542
- Zoning: 1AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Block, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1850
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Location
- Region: New Canaan
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for —faster.
$2,781,400
2% more+$55,628
With Zillow Showcase(estimated)$2,837,028