Active Under Contract
Single family home for sale at 25 Whispering Holw Ct, Cheshire, CT 06410 | MLS# 24190202 | Listing updated on 2026-08-31
Photo 1 of Single family home for sale at 25 Whispering Holw Ct, Cheshire, CT 06410 | MLS# 24190202 | Listing updated on 2026-08-31
Photo 2 of Single family home for sale at 25 Whispering Holw Ct, Cheshire, CT 06410 | MLS# 24190202 | Listing updated on 2026-08-31
Photo 3 of Single family home for sale at 25 Whispering Holw Ct, Cheshire, CT 06410 | MLS# 24190202 | Listing updated on 2026-08-31
Photo 4 of Single family home for sale at 25 Whispering Holw Ct, Cheshire, CT 06410 | MLS# 24190202 | Listing updated on 2026-08-31
36+
Beds Icon

Street View

$1,748,600

Monthly Est:$8,703

  • Beds Icon6 Beds
  • Beds Icon
    7 Baths
  • Beds Icon10,485sqft

25 Whispering Holw Ct, Cheshire, CT 06410

$8,703/moEst:

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  • Single Family Residence

  • Built in 2004

  • $-- HOA

  • 1.84 acres lot

  • $167/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: August 31, 2026 at 8:51 pm
  • Listing Provided by: George Santos | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24190202 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Cheshire

  • Neighborhood

    --

  • Year Built

    2004

  • HOA Fees

    -

  • Finished Area

    10,485 sqft

  • Lot Size

    1.84 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24190202

  • MLS Status

    Under Contract

  • Days on Market

    80

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 7

Interior

  • Cooling

    Central Air

  • Heating

    Oil

  • Sewer

    Septic

  • Exterior Features

    French Doors, Patio

  • Appliances

    Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher

  • Interior Features

    Central Vacuum

Construction

  • Year Built

    Year Built: 2004

  • Home type

    Single Family Residence

  • Roof

    Asphalt Shingle

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

Utilities & Energy

  • Water Source

    Public Water Connected

  • Parking Features

    Attached Garage, Paved, Driveway

  • Pool Features

    Heated, Pool House, Safety Fence, Salt Water, In Ground Pool

  • Laundry Features

    Upper Level

  • Basement

    Partial, Heated, Cooled, Interior Access, Walk Out, Liveable Space

Other Features

  • Lot Features

    Treed, Level Lot, On Cul De Sac

  • Subdivision Name

    N/a

Price History

DateEventPrice

08/31/2026

Source: mls_logoSMART MLS-CT #24190202

Contingent (Active Under Contract)

$1,748,600

$167/sqft

07/23/2026

Source: mls_logoSMART MLS-CT #24190202

Listed for Sale

$1,748,600

$167/sqft

07/15/2026

Source: mls_logoSMART MLS-CT #24190202

Coming Soon

$1,748,600

$167/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 02, 2026, 09:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group