$1,748,600

25 Whispering Hollow Court, Cheshire, CT 06410

  • 6 beds |
  • 7 baths |
  • 10,485 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2004
  • Property Lot Size Icon1.84acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $167/sqft
  • Property List Date Icon Listed 26 days ago

Property Description

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.

Listing Status:
Active
Date Added:
July 15, 2026
Data Last Updated:
August 10, 2026 at 8:52PM
Listing Office:
William Raveis Real Estate : (860) 677-4661
Listing Agent:
George Santos : (860) 558-8595
MLS ID:
24190202
  • General: Central Vacuum
  • Rooms: Bonus RoomExercise RoomFoyerGymLaundry RoomSitting Room
  • Appliances: Gas RangeWall OvenMicrowaveRange HoodRefrigeratorSubzeroDishwasher
  • Laundry: Upper Level
  • Basement: PartialHeatedCooledInterior AccessWalk-outLiveable Space
  • A/C: Central Air
  • Heating: Hot AirOil
  • Fireplace: Fireplaces: 4
  • General: French DoorsPatio
  • Style: Colonial
  • Pool: HeatedPool HouseSafety FenceSalt WaterIn Ground Pool
  • Parking: Parking spaces: 8
  • Roofing: Asphalt Shingle
  • County: New Haven
  • Driveway: Paved
  • Zoning: R-802341051
  • Water: Public Water Connected
  • Sewer: Septic
  • Exclusions: Waterford chandelier in dining room

This listing courtesy of George Santos , William Raveis Real Estate

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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