Nestled upon an expansive one-acre estate, this remarkable five-bedroom, five full-bath residence embodies a harmonious blend of elegance and comfort. Bathed in the warmth of natural sunlight, the open-concept floor plan boasts skylights that illuminate every corner, creating an inviting ambiance throughout its sprawling 5300+ square feet. With vaulted ceilings enhancing the grandeur, the formal living and dining spaces exude sophistication, while the seamlessly integrated kitchen and family room provide the perfect backdrop for gatherings. The first floor houses a spacious primary bedroom suite with cathedral ceilings and ample closet space, alongside an additional bedroom or home office. However, the true showstopper lies in the expansive playroom, adorned with stunning windows and skylights, perfect for both children and adults alike. The lower level offers flexible spaces for recreation, exercise, or a secondary office. Outside, a private oasis awaits, featuring a lush yard with a pool, hot tub, built-in gas grill, and two expansive patios, ideal for hosting unforgettable gatherings. Located in the beloved South of the Y neighborhood, this home offers a serene living experience while remaining conveniently close to amenities, schools, and parks. It's the home you've been patiently waiting for, an embodiment of luxury living.
Sold for $2,450,000
$2,450,000
25 Whiffle Tree Lane, New Canaan, CT 06840
5beds
5,379sqft
Single Family Residence
Built in 1956
1 Acres Lot
$3,311,000 Zestimate®
$455/sqft
$10,499 Estimated rent
Home value
$3,311,000
$3.05M - $3.68M
$10,499/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Davenport + Schettino Team of Compass,
Amanda Davenport 404-803-0989,
Compass Connecticut, LLC 203-423-3100,
Co-Listing Agent: Genevieve Schettino 203-604-5270,
Compass Connecticut, LLC
Bought with:
Toni-Ann Vittoria, RES.0760234
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 170598508
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Primary bedroom
- Features: Cathedral Ceiling(s), Hardwood Floor
- Level: Main
- Area: 292.13 Square Feet
- Dimensions: 13.1 x 22.3
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 190.26 Square Feet
- Dimensions: 12.6 x 15.1
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 285 Square Feet
- Dimensions: 19 x 15
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 177.5 Square Feet
- Dimensions: 12.5 x 14.2
Bedroom
- Features: Built-in Features, Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 172.5 Square Feet
- Dimensions: 12.5 x 13.8
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 186.96 Square Feet
- Dimensions: 12.3 x 15.2
Family room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 323 Square Feet
- Dimensions: 17 x 19
Great room
- Features: Skylight, Cathedral Ceiling(s), Built-in Features, Hardwood Floor
- Level: Upper
- Area: 655.5 Square Feet
- Dimensions: 23 x 28.5
Kitchen
- Features: Skylight, Cathedral Ceiling(s), French Doors, Hardwood Floor
- Level: Main
- Area: 474 Square Feet
- Dimensions: 15.8 x 30
Library
- Features: Built-in Features
- Level: Upper
- Area: 165.92 Square Feet
- Dimensions: 12.2 x 13.6
Living room
- Features: Cathedral Ceiling(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 438.65 Square Feet
- Dimensions: 15.5 x 28.3
Rec play room
- Features: Built-in Features, Full Bath
- Level: Lower
- Area: 585.9 Square Feet
- Dimensions: 21.7 x 27
Heating
- Hot Water, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Subzero, Dishwasher, Disposal, Instant Hot Water, Washer, Dryer, Water Heater, Electric Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System
- Doors: French Doors
- Basement: Partially Finished,Heated,Cooled,Interior Entry,Garage Access,Sump Pump
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 5,379
- Total interior livable area: 5,379 sqft
- Finished area above ground: 4,335
- Finished area below ground: 1,044
Property
Parking
- Total spaces: 3
- Parking features: Attached, Private, Paved
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio
- Has private pool: Yes
- Pool features: In Ground, Heated, Gunite
- Spa features: Heated
- Fencing: Full
Lot
- Size: 1 Acres
- Features: Cleared, Level
Details
- Additional structures: Shed(s)
- Parcel number: 185876
- Zoning: 1AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1956
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Community
- Community features: Library, Paddle Tennis, Park, Playground, Pool, Public Rec Facilities, Tennis Court(s)
Location
- Region: New Canaan
Price history
| Date | Event | Price |
|---|---|---|
| 12/1/2023 | Sold | $2,450,000+3.2%$455/sqft |
Source:  Smart MLS #170598508 Report a problem | ||
| 10/12/2023 | Pending sale | $2,375,000$442/sqft |
Source: Smart MLS #170598508 Report a problem | ||
| 9/21/2023 | Listed for sale | $2,375,000+66.7%$442/sqft |
Source: Smart MLS #170598508 Report a problem | ||
| 1/11/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 1/4/2023 | Price change | $33,000+13.8%$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/29/2022 | Price change | $29,000+46.8%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/12/2022 | Price change | $19,750-1.3%$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/30/2022 | Listed for rent | $20,000$4/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 9/12/2019 | Sold | $1,425,000-4.9%$265/sqft |
Source: Smart MLS #170167857 Report a problem | ||
| 6/13/2019 | Pending sale | $1,499,000$279/sqft |
Source: William Raveis Real Estate #170167857 Report a problem | ||
| 5/23/2019 | Price change | $1,499,000-6.3%$279/sqft |
Source: William Raveis Real Estate #170167857 Report a problem | ||
| 3/14/2019 | Price change | $1,599,000-5.9%$297/sqft |
Source: William Raveis Real Estate #170167857 Report a problem | ||
| 9/27/2018 | Price change | $1,699,000-3.9%$316/sqft |
Source: William Raveis Real Estate #170109254 Report a problem | ||
| 9/14/2018 | Listed for sale | $1,768,000$329/sqft |
Source: William Raveis Real Estate #170109254 Report a problem | ||
| 9/6/2018 | Pending sale | $1,768,000$329/sqft |
Source: William Raveis Real Estate #170109254 Report a problem | ||
| 8/9/2018 | Price change | $1,768,000-2.8%$329/sqft |
Source: William Raveis Real Estate #170109254 Report a problem | ||
| 8/4/2018 | Listed for sale | $1,818,000-11.5%$338/sqft |
Source: William Raveis Real Estate #170109254 Report a problem | ||
| 5/14/2014 | Sold | $2,055,000-8.7%$382/sqft |
Source: Smart MLS #99051951 Report a problem | ||
| 1/28/2014 | Listed for sale | $2,250,000+148.6%$418/sqft |
Source: William Pitt Sotheby's International Realty #99051951 Report a problem | ||
| 6/16/1999 | Sold | $905,000+118.1%$168/sqft |
Source: Public Record Report a problem | ||
| 9/15/1989 | Sold | $415,000$77/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $23,091 +3.4% | $1,383,550 |
| 2024 | $22,330 +5.2% | $1,383,550 +23.5% |
| 2023 | $21,223 +3.1% | $1,120,560 |
| 2022 | $20,585 +1.2% | $1,120,560 |
| 2021 | $20,349 | $1,120,560 |
| 2020 | $20,349 -0.4% | $1,120,560 |
| 2019 | $20,439 -1.8% | $1,120,560 -5.2% |
| 2018 | $20,815 +1.8% | $1,182,160 |
| 2017 | $20,438 +2.3% | $1,182,160 |
| 2016 | $19,974 +2% | $1,182,160 |
| 2015 | $19,579 +2.9% | $1,182,160 |
| 2014 | $19,034 -2.4% | $1,182,160 -7.8% |
| 2013 | $19,510 +3.5% | $1,281,630 |
| 2012 | $18,844 +1.6% | $1,281,630 |
| 2011 | $18,545 +6.5% | $1,281,630 0% |
| 2010 | $17,405 -2.7% | $1,281,700 |
| 2009 | $17,880 +5.9% | $1,281,700 +14.8% |
| 2008 | $16,881 +1.9% | $1,116,500 +2.6% |
| 2007 | $16,567 +3.7% | $1,088,500 |
| 2006 | $15,979 +4.9% | $1,088,500 |
| 2005 | $15,228 +20.1% | $1,088,500 +13.6% |
| 2004 | $12,681 +17.5% | $958,500 +24.2% |
| 2003 | $10,795 +3% | $771,610 +59.9% |
| 2001 | $10,476 +10.8% | $482,600 +4.5% |
| 2000 | $9,456 +5% | $461,720 |
| 1999 | $9,004 | $461,720 |
Find assessor info on the county website
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 0.5 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 0.6 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.
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- Connecticut
- Fairfield County
- New Canaan
- 06840
- 25 Whiffle Tree Lane
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