NOMADEReal Estate

$1,748,600

Active

25 Whispering Hollow Court

Cheshire, Connecticut, 06410 · New Haven County

6

Beds

7

Baths

10,485

Sq Ft

2004

Built

MLS # 24190202

Price / Sq Ft

$167

Property Type

Single Family For Sale

Lot Size

1.84

Class

Property

About This Property

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 Details

25 Whispering Hollow Court, Cheshire Connecticut 06410 — Single Family For Sale listed at $1,748,600.

At a Glance

6

Bedrooms

7

Bathrooms

10,485

Sq Ft

1.84

Lot Size

--

Garage

2004

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address25 Whispering Hollow Court
MLS Number24190202
Year Built2004
Square Footage10,485
Lot Size1.84
Bedrooms6
Bathrooms7
Water SourcePublic Water Connected

Property Details

Other Details

Appliances IncludedGas Range,Wall Oven,Microwave,Range Hood,Refrigerator,Subzero,Dishwasher
ColorBrick
In Law AccessSecond Floor
In Law ApartmentYes
Parcel Number2341051
Parking Total Spaces8
Rooms AdditionalBonus Room,Exercise Room,Foyer,Gym,Laundry Room,Sitting Room
ZoningR-80

Financial

Assessed Value1045520
Mil Rate Total31.36
Property Tax32785
Tax YearJuly 2026-June 2027

Property Features

Attic DescriptionStorage Space,Floored,Walk-up
Attic YN1
Basement DescriptionPartial,Heated,Cooled,Interior Access,Walk-out,Liveable Space
Cooling SystemCentral Air
Driveway TypePaved
Exterior FeaturesFrench Doors,Patio
Exterior SidingBrick
Fireplaces Total4
Foundation TypeConcrete
Fuel Tank LocationIn Basement
Garage ParkingAttached Garage,Paved,Driveway
Garages Number3
Heat Fuel TypeOil
Heat TypeHot Air
Home AutomationWired For Audio
Hot Water DescriptionOil,Tank Size Unknown
Interior FeaturesCentral Vacuum
Laundry Room InfoUpper Level
Pool DescriptionHeated,Pool House,Safety Fence,Salt Water,In Ground Pool
Roof InformationAsphalt Shingle
Swimming Pool YN1

All Photos (40)

MARKET CONTEXTCheshire
Town Median+261% vs list
$485,000
Cheshire, CT
Mill Rate
33.93
New Haven County
NYC Commute
130 min
door-to-door estimate
Schools
A
3 graded
LOADING COMP CLOUD…

This listing is +261% vs the Cheshire median. Verify against same-school-district comps before competing offers.

Contact George Santos

Fill out the form below and we will respond promptly.

Affordability Calculator

$1,748,600

Down Payment$349,720
Loan Amount$1,398,880
Principal & Interest$8,842/mo
Property Tax$1,749/mo
Insurance$100/mo
Est. Monthly$10,690/mo

Listing Agent

G

George Santos

William Raveis Real Estate

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24190202
Last Updated2026-07-25