About 25 Whispering Hollow Court
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.
Features of 25 Whispering Hollow Court
| MLS® # | 24190202 |
|---|---|
| Price | $1,748,600 |
| Bedrooms | 6 |
| Bathrooms | 7.00 |
| Full Baths | 5 |
| Half Baths | 2 |
| Square Footage | 10,485 |
| Acres | 1.84 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 25 Whispering Hollow Court |
|---|---|
| Area | N/A |
| City | Cheshire |
| County | New Haven |
| State | Connecticut |
| Zip Code | 06410 |
Amenities
| Parking Spaces | 8 |
|---|---|
| Parking | Attached Garage, Paved, Driveway |
| # of Garages | 3 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Heated, Pool House, Safety Fence, Salt Water, In Ground Pool |
Interior
| Interior Features | Central Vacuum |
|---|---|
| Appliances | Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher |
| Heating | Hot Air, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 4 |
| Has Basement | Yes |
| Basement | Partial, Heated, Cooled, Interior Access, Walk-out, Liveable Space |
Exterior
| Exterior | Brick |
|---|---|
| Exterior Features | French Doors, Patio |
| Lot Description | Treed, Level Lot, On Cul-De-Sac |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | July 15th, 2026 |
|---|---|
| Days on Market | 39 |
| Zoning | R-80 |
| RE / Bank Owned | No |
Listing Details
| Office | William Raveis Real Estate |
|---|