Experience the perfect blend of historic charm and modern living in this beautifully renovated 1840 home, ideally located in one of the most desirable in-town neighborhoods. Fully restored in 2013, this classic New England property features timeless architectural details alongside thoughtful updates throughout. Step inside to find sun-filled rooms, warm hardwood floors, and high-end finishes that create a welcoming and sophisticated atmosphere. The updated kitchen boasts premium appliances, custom cabinetry, and a seamless flow into the living and dining areas-ideal for both everyday living and entertaining. With three finished levels, this home offers four spacious bedrooms, including a versatile lower-level suite perfect for guests, a home office, or au pair quarters. Bonus spaces on the lower and third floors provide flexibility for a gym, media room, or playroom. Enjoy outdoor living in the professionally landscaped yard with a private stone patio and a stunning outdoor fireplace-perfect for morning coffee or evening gatherings. A charming two-story red barn adds additional storage or workshop potential. Explore the vibrant downtown, featuring upscale shops and diverse dining options, or take a walk to nearby Waveny Park with its scenic trails and expansive green spaces. Situated in a top-rated school district and close to two train stations, this turnkey property seamlessly blends historic charm with modern convenience.
Sold for $1,625,000
$1,625,000
216 White Oak Shade Road, New Canaan, CT 06840
4beds
2,404sqft
Single Family Residence
Built in 1840
0.48 Acres Lot
$1,636,500 Zestimate®
$676/sqft
$7,305 Estimated rent
Home value
$1,636,500
$1.49M - $1.80M
$7,305/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$7,305/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$7,305/mo
Rent Zestimate®
Refinance and save
$9,158/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$9,158/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: January 23, 2026 at 05:24am
Listed by:
Derek Greene (860)560-1006,
Derek Greene 860-560-1006
Bought with:
Non Member
Non-Member
Source: Smart MLS,MLS#: 24121202
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Fireplace, Walk-In Closet(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Wall/Wall Carpet
- Level: Lower
Family room
- Features: Fireplace, Hardwood Floor
- Level: Lower
Kitchen
- Features: Remodeled, Built-in Features, Kitchen Island, Hardwood Floor
- Level: Main
Living room
- Features: Built-in Features, Combination Liv/Din Rm, Hardwood Floor
- Level: Main
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Open Floorplan
- Basement: Full,Finished,Liveable Space
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 2,404
- Total interior livable area: 2,404 sqft
- Finished area above ground: 2,404
Property
Parking
- Total spaces: 8
- Parking features: Barn, Paved
- Garage spaces: 2
Features
- Patio & porch: Patio
- Exterior features: Rain Gutters
Lot
- Size: 0.48 Acres
- Features: Dry, Cleared
Details
- Additional structures: Barn(s)
- Parcel number: 186901
- Zoning: 1AC
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Antique
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available
Community & neighborhood
Location
- Region: New Canaan
Price history
| Date | Event | Price |
|---|---|---|
| 1/22/2026 | Sold | $1,625,000-4.1%$676/sqft |
Source:  Smart MLS #24121202 Report a problem | ||
| 11/14/2025 | Pending sale | $1,695,000$705/sqft |
Source: Smart MLS #24121202 Report a problem | ||
| 9/24/2025 | Price change | $1,695,000-5.6%$705/sqft |
Source: Smart MLS #24121202 Report a problem | ||
| 8/23/2025 | Price change | $1,795,000-2.4%$747/sqft |
Source: Smart MLS #24121202 Report a problem | ||
| 7/28/2025 | Listed for sale | $1,840,000+200.7%$765/sqft |
Source: Owner Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,409 +3.4% | $923,230 |
| 2024 | $14,901 -0.9% | $923,230 +16.3% |
| 2023 | $15,033 +3.1% | $793,730 |
Find assessor info on the county website
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 9/10Saxe Middle SchoolGrades: 5-8Distance: 0.5 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 0.7 mi
- 9/10South SchoolGrades: K-4Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: South
- Middle: Saxe Middle
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,636,500
2% more
+$32,730
With Zillow Showcase(estimated)
$1,669,230
- Connecticut
- Fairfield County
- New Canaan
- 06840
- 216 White Oak Shade Road