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Property Description

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.

Overview

Property Status
Leased
Lot Size
1 Acres
MLS ID
24099275
Property Type
Residential
Year Built
1956

Features & Amenities

Total Area
2,864 Sq.Ft.
Architecture Styles
Split Level
Garage Spaces
2.0
Water Source
Public
Lot Features
Level
Heat Type
Oil, Baseboard
Air Conditioning
Central Air
Laundry Room
Main Level
Appliances
Cooktop, Dishwasher, Dryer, Refrigerator, Oven, Washer
Sewer
Public Sewer
Elementary School
South
High School
New Canaan
Lease Price
$8,000/mo
Zoning
1 acre

Downloads

39 Whiffle Tree Lane

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  • CallJanis Hennessy

    License #RES.0788866

    (203) 856-8827
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