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$8,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,864 Sq. Ft.
  • 2 Car Garage
  • Pets Allowed (Yes)
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Interior photos coming soon ! Nestled in the sought-after "Behind the Y" neighborhood, this special 4-bedroom, 3-full-bath home sits on a beautifully flat and open acre-ideal for outdoor enjoyment and entertaining. With 3,656 square feet of well-designed living space, it offers a perfect blend of generous entertaining areas and comfortable private retreats. Walk to all three schools, Waveny Park, and downtown New Canaan. Conveniently located near the Merritt Parkway and close to the Darien border, this home combines charm, community, and accessibility. Offered furnished or unfurnished for the 2025-2026 school year or beyond, this is a rare opportunity to enjoy flexibility and comfort in one of New Canaan's most desirable neighborhoods.

Full Property Details for 39 Whiffle Tree Ln

General

  • Rent: $8,000
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24099275
  • Added to Site: 234 day(s) ago

Rental Information

  • Rental Type: Yearly Unfurnished, Yearly Furnished
  • Lease Terms: Per Month

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Main
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Family Room: Family Room, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Office: Office, Lower
  • Laundry: Main Level
  • Other Room 1: Other, Main

Exterior

  • Exterior Features: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Under House Garage

Location

  • County: Fairfield
  • Driving Directions: Putnam to Danvers to Whiffle Tree

School Information

  • Elementary School: South
  • High School: New Canaan

Community

  • Pets Allowed: Yes
  • Pet Restrictions: Restrictions on Breeds/ N

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Baseboard, Oil
  • Heating Fuel: Oil
  • Water Heater: 50 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Split Level
  • Construction Status: No/Resale
  • Basement Desc.: Full, Partially Finished
  • Attic: Yes
  • Square Feet: 2,864
  • Above Ground: 2,256 Sq. Ft.
  • Below Ground: 608 Sq. Ft.
  • Year Built: 1956

Lot Features

  • Lot Size (Acres): 1
  • Zoning: 1 acre
  • Lot Description: Level Lot

Financial Considerations

  • Tenant Pays: Cable TV, Credit Check, Electricity, Grounds Maintenance, Heat, Hot Water, Insurance, Internet, Liability Insurance, Snow Removal, Trash Service, Water

Disclosures and Reports

  • Property ID: 185877

Listed and Sold by William Raveis Real Estate, Janis Hennessy

Listing agent

— 39 Whiffle Tree Ln —

  • Janis Hennessy

    William Raveis Real Estate

Schools serving 39 Whiffle Tree Ln

School District:New Canaan School District
NameGradesDistance
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-80.6 mi
South School
8 Farm Road, New Canaan, CT 06840
K-40.6 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
9-120.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 39 Whiffle Tree Ln

Date
Details
Price
Change
Source
9/29/2025
Sold
$8,000
-11.11%
MLS
7/23/2025
Price Reduced
$9,000
-10%
MLS
6/23/2025
Price Reduced
$10,000
-16.67%
MLS
5/29/2025
Listed
$12,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed and Sold by William Raveis Real Estate, Janis Hennessy

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39 Whiffle Tree Lane, New Canaan, CT 06840 (MLS# 24099275) is a Single Family property that was sold at $8,000 on September 29, 2025. Want to learn more about 39 Whiffle Tree Lane? Do you have questions about finding other real estate for sale or rent in New Canaan? You can browse all New Canaan rentals or contact a Coldwell Banker agent to request more information.