25 Whispering Hollow Court, Cheshire, CT 06410 (MLS # 24190202)
Welcome to The Cheshire Estate on Whispering Hollow Court. Set on a private 1.84-acre lot in an intimate enclave of homes on a cul-de-sac, this modern brick Colonial offers over 10,000 sf of living space across three levels - a rare opportunity to live comfortably and entertain often. The two-story great room anchors the main level, with French doors opening to the patio, outdoor kitchen, and pool for effortless indoor/outdoor entertaining - enjoy quiet mornings by the water and evenings out back to socialize. The main level also features the primary suite, complete with a private sitting room and fireplace - a true retreat at the end of the day - along with a sunroom and a wood-paneled study. The finished lower level adds a home gym and an indoor basketball court, convertible to a squash or racquetball court, so game nights and workouts happen without ever leaving home. Adding rare flexibility, a semi-private au pair apartment (approx. 40' x 22') includes its own kitchen, full bath, living room, and bedroom - ideal for extended family, live-in help, or guests who want their own space to come and go as they please. This isn't just a home - it's a lifestyle built around space, privacy, and the freedom to live exactly how you want.
Property Type(s):
Single Family
|
Last Updated
|
7/22/2026
|
Year Built
|
2004
|
|
Garage Spaces
|
3.0
|
County
|
New Haven
|
SCHOOLS
| Elementary School |
Per Board of Ed |
| High School |
Per Board of Ed |
Additional Details
| AIR |
Central Air |
| AIR CONDITIONING |
Yes |
| APPLIANCES |
Dishwasher, Gas Range, Microwave, Oven, Range Hood, Refrigerator |
| BASEMENT |
Partial, Walk-Out Access, Yes |
| CONSTRUCTION |
Brick |
| FIREPLACE |
Yes |
| GARAGE |
Attached Garage, Yes |
| HEAT |
Forced Air, Oil |
| INTERIOR |
Central Vacuum, Entrance Foyer, In-Law Floorplan |
| LOT |
1.84 acre(s) |
| LOT DESCRIPTION |
Cul-De-Sac, Level, Wooded |
| PARKING |
Paved, Driveway, Attached |
| POOL DESCRIPTION |
Heated, Outdoor Pool, Salt Water, In Ground |
| SEWER |
Septic Tank |
| STYLE |
Colonial |
| TAXES |
32785 |
| WATER |
Public |
| ZONING |
R-80 |
Location
Listing courtesy of William Raveis Real Estate
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This IDX solution is (c) Diverse Solutions 2026.