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Good evening. Welcome to 105 White Oak Shade Road, New Canaan, CT

$2,995,000
4
Beds
4.00
Baths
3,744
SqFt
1.26
Acres

Pricing Insight: Originally listed for $2,995,000, the price has remained unchanged for approximately 8 days. This property has been on the market for approximately 8 days. MLS reports 5 Days on Market (DOM) before it went under contract.

105 White Oak Shade Road, New Canaan, CT is a 4-bed, 4-bath, 3,744 square foot home built in 1850 , featuring colonial,antique architecture.

This home is within the New Canaan school district. Local, with nearby schools including South.

MLS #: 24157134

Offered Price: $2,995,000

Residence Type: Single Family

Architectural Style: Colonial,Antique

Living Area: 3,744 Sq. Ft.

Lot Size: 1.26 Acres

Neighborhood: N/A

County: Fairfield

Year Built: 1850

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 2

Price per Sq Ft as listed: $800

Estimated Tax: $18,352

Days on Market: 5

$1,495,000
0 Beds · 0 Baths · 0 Sq Ft
24 Overlook Drive, New Canaan
$2,995,000
5 Beds · 5 Baths · 4,454 Sq Ft
48 Green Meadow Lane, New Canaan

Home Automation: Security System, Thermostat(s)

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: Oil, 50 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $800 / Sq. Ft.

Tax assessed value: $1,099,560

Estimated Tax: $18,352

Architectural Style: Colonial,Antique

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1850

Living Area: 3,744 Sq. Ft.

Lot Size: 1.26 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in New Canaan
  • Statistical modeling algorithms
Local Market Context
Active Listings: 74
Average Price: $2,532,104
Average DOM: 5 days

Complimentary CMAs, no obligation

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.

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Flood Risk Assessment

Location Analysis:
Inland New Canaan location
Water Proximity:
No direct water access
Topography:
Standard terrain • 1.3 acres
Recommendations:
  • Consult FEMA Flood Maps for accurate zone info
  • Consider flood insurance based on professional assessment
  • Evaluate property drainage during inspection
  • Review local flood history with town officials
Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

74

Homes For Sale

$2,532,104

Average List Price

Mechanicals & Utilities: Hot Air • Oil • Central Air • Public Water Connected water • 3 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Asphalt Shingle

Foundation: Concrete,Stone

Driveway: Asphalt,Crushed Stone

Garage: Detached Garage,Driveway (2 car)

Parking: 8 Total

Patio/Deck: Porch-Wrap Around,Wrap Around Deck,French Doors,Patio,Grill,Shed,Porch,Garden Area,Stone Wall,Underground Sprinkler

Pool: Heated,In Ground Pool

Utilities: Water: Public Water Connected

Outbuildings: Porch-Wrap Around,Wrap Around Deck,French Doors,Patio,Grill,Shed,Porch,Garden Area,Stone Wall,Underground Sprinkler

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
George Antonopoulos
Real Estate Advisor
New Canaan • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening George, I'm interested in
105 White Oak Shade Road, New Canaan, Connecticut
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Agent Photo
George Antonopoulos
george@appzentric.com
800-555-0001
Presented by motif • Source: MLS • Listed by: Daniel McCamblau • Brown Harris Stevens • MLS# 24157134