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For sale
  • $1,748,600

    25 Whispering Hollow Court, Cheshire, CT 06410

    6beds
    10,485sqft
    : 
    $12,121/mo
    Get pre-qualified
    Single Family Residence
    Built in 2004
    1.84 Acres Lot
    $-- Zestimate®
    $167/sqft
    $-- HOA

    What's special

    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.
    19 days
    |
    2,789
    |
    170
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Santos & Team,

    George J. Santos (860)558-8595,

    William Raveis Real Estate 860-677-4661

    Source: Smart MLS,MLS#: 24190202MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Bonus Room, Exercise Room, Gym, Laundry, Sitting Room
      Primary bedroom
      • Level: Main
      Bedroom
      • Features: High Ceilings, Walk-In Closet(s)
      • Level: Upper
      • Area: 324 Square Feet
      • Dimensions: 18 x 18
      Bedroom
      • Features: High Ceilings
      • Level: Upper
      • Area: 168 Square Feet
      • Dimensions: 12 x 14
      Bedroom
      • Features: High Ceilings, Jack & Jill Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 196 Square Feet
      • Dimensions: 14 x 14
      Bedroom
      • Features: High Ceilings, Built-in Features, Jack & Jill Bath, Walk-In Closet(s)
      • Level: Upper
      • Area: 322 Square Feet
      • Dimensions: 14 x 23
      Bedroom
      • Level: Upper
      Dining room
      • Features: Bay/Bow Window, Patio/Terrace, Tile Floor
      • Level: Main
      • Area: 221 Square Feet
      • Dimensions: 13 x 17
      Dining room
      • Features: High Ceilings, Hardwood Floor
      • Level: Main
      • Area: 255 Square Feet
      • Dimensions: 17 x 15
      Great room
      • Features: Cathedral Ceiling(s), Beamed Ceilings, Built-in Features, Fireplace, Interior Balcony, Hardwood Floor
      • Level: Main
      • Area: 650 Square Feet
      • Dimensions: 26 x 25
      Kitchen
      • Features: Breakfast Bar, Pantry
      • Level: Main
      • Area: 432 Square Feet
      • Dimensions: 18 x 24
      Living room
      • Features: High Ceilings, Gas Log Fireplace, Hardwood Floor
      • Level: Main
      • Area: 224 Square Feet
      • Dimensions: 14 x 16
      Study
      • Features: Built-in Features
      • Level: Main
      • Area: 196 Square Feet
      • Dimensions: 14 x 14
      Sun room
      • Features: Tile Floor
      • Level: Main
      • Area: 324 Square Feet
      • Dimensions: 18 x 18
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher, Water Heater
      • Laundry: Upper Level
      Features
      • Central Vacuum, Entrance Foyer, In-Law Floorplan, Wired for Sound
      • Doors: French Doors
      • Basement: Partial,Heated,Cooled,Interior Entry,Walk-Out Access,Liveable Space
      • Attic: Storage,Floored,Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 10,485
      • Total interior livable area: 10,485 sqft
      • Finished area above ground: 7,675
      • Finished area below ground: 2,810

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Paved, Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      • Has private pool: Yes
      • Pool features: Heated, Fenced, Salt Water, In Ground
      Lot
      • Size: 1.84 Acres
      • Features: Wooded, Level, Cul-De-Sac
      Details
      • Additional structures: Pool House
      • Parcel number: 2341051
      • Zoning: R-80

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2004

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Cheshire

      Financial & listing details

      • Price per square foot: $167/sqft
      • Tax assessed value: $1,045,520
      • Annual tax amount: $32,785
      • Date on market: 7/15/2026
      • Exclusions: Waterford chandelier in dining room

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/23/2026Listed for sale$1,748,600$167/sqft
        Source: Smart MLS #24190202 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$31,094 +8.3%$1,045,520
        2024$28,710 -1.2%$1,045,520 +26.2%
        2023$29,072 +2.2%$828,500
        2022$28,434 +1.8%$828,500
        2021$27,937 0%$828,500
        2020$27,937 +1.5%$828,500
        2019$27,523 -8.4%$828,500 -10%
        2018$30,038 +2.1%$920,840
        2017$29,412 +2.4%$920,840
        2016$28,721 +1.6%$920,840
        2015$28,261 +1.5%$920,840
        2014$27,855 +6.8%$920,840 -2.6%
        2013$26,082 +1.4%$945,000
        2012$25,732 +1.4%$945,000
        2011$25,373 +1.3%$945,000
        2010$25,043 -12.1%$945,000 -13.6%
        2009$28,504 +17.5%$1,094,210 +26.6%
        2008$24,250 +1.6%$864,520
        2007$23,861 +1.7%$864,520
        2006$23,472 +2.1%$864,520 +0.3%
        2005$22,979 +1063.5%$862,250 +1307.8%
        2002$1,975 $61,250
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 06410

        Getting around

        0 / 100
        Car-Dependent
        22 / 100
        Somewhat Bikeable

        Nearby schools

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