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Sold for $665,000
  • $665,000

    104 Chestnut Glen Dr, Louisville, KY 40245

    5beds
    6,097sqft
    Single Family Residence
    Built in 1996
    0.45 Acres Lot
    $671,000 Zestimate®
    $109/sqft
    $4,739 Estimated rent

    Home value

    $671,000

    $637,000 - $711,000

    $4,739/mo

    Zestimate® history
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    What's special

    Cozy fireplaceWalk-out basementMature landscapingFinished walk-out basementUpdated ensuite bathCovered patioSpa-like retreat
    Welcome to 104 Chestnut Glen Dr, a stunning one-owner, custom-built luxury home in the highly sought-after Chestnut Glen neighborhood of Louisville, KY. Perfectly situated on a prominent corner lot at the neighborhood's entrance, this brick-and-stone masterpiece offers over 6,000 square feet of refined living space, including a finished walk-out basement, dual primary suites, and an oversized three-car garage. From the moment you step into the grand two-story foyer flooded with natural light, you'll feel the quality and craftsmanship that define this home. Gleaming Italian marble floors, an elegant staircase, and architectural details like coffered ceilings and tray ceilings set a tone of timeless sophistication. A formal dining room with hardwood inlay is perfect for hosting, while the private main-level office creates an ideal work-from-home space. The gourmet kitchen features an open layout with a breakfast bar, casual dining area, and direct access to the expansive deckperfect for outdoor entertaining. The adjoining living room boasts soaring vaulted ceilings, a cozy fireplace, and large windows framing serene views. Off the kitchen, the laundry/mudroom connects to the three-car garage, adding everyday convenience. The main-level primary suite offers a spa-like retreat with an updated ensuite bath, while the second-floor primary suite provides equally luxurious accommodations. All bedrooms in this home are exceptionally spacious, each with oversized closets for remarkable storage. The walk-out basement includes a large bedroom with direct bathroom access, a family/game room with fireplace, a wet bar, and double doors leading to a covered patio. Additional unfinished space offers even more storage or room for future expansion. Situated on nearly half an acre with mature landscaping, sidewalks, and a prime location, this Louisville luxury property offers the perfect blend of elegance, comfort, and functionality. With its dual primary suites, abundant storage, and flexible living spaces, 104 Chestnut Glen Dr is ideal for multi-generational living or anyone seeking a high-end home with exceptional design and attention to detail. Schedule your private showing today and experience the best of Louisville luxury living in this remarkable Chestnut Glen residence.

    Zillow last checked:

    Listing updated:

    Listed by:

    Brandon Jeanette 502-759-1339,

    Keller Williams Collective,

    Krissy A Lynch 502-558-2822

    Bought with:

    Keaira S Burns, 288677

    RE/MAX Premier Properties

    Source: Metro Search Inc. LLC DBA Apex MLS,MLS#: 1695612MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: First
    Primary bedroom
    • Level: Second
    Bedroom
    • Level: Second
    Bedroom
    • Level: Second
    Bedroom
    • Level: Basement
    Primary bathroom
    • Level: First
    Primary bathroom
    • Level: Second
    Half bathroom
    • Level: First
    Full bathroom
    • Level: Second
    Full bathroom
    • Level: Basement
    Dining room
    • Level: First
    Family room
    • Level: Basement
    Kitchen
    • Level: First
    Laundry
    • Level: First
    Living room
    • Level: First
    Office
    • Level: Basement
    Study
    • Level: First
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Central Air
    Features
    • Basement: Walkout Part Fin
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 4,440
    • Total interior livable area: 6,097 sqft
    • Finished area above ground: 4,440
    • Finished area below ground: 1,657

    Property

    Parking
    • Total spaces: 3
    • Parking features: Attached, Driveway
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Stories: 2
    • Patio & porch: Patio
    • Fencing: None
    Lot
    • Size: 0.45 Acres
    • Features: Sidewalk, Level
    Details
    • Parcel number: 278800240000

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Traditional
    • Property subtype: Single Family Residence
    Materials
    • Wood Frame, Brick
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • Year built: 1996

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected, Natural Gas Connected

    Community & HOA

    Community
    • Subdivision: Chestnut Glen
    HOA
    • Has HOA: Yes
    • HOA fee: $550 annually
    Location
    • Region: Louisville

    Financial & listing details

    • Price per square foot: $109/sqft
    • Tax assessed value: $592,490
    • Annual tax amount: $6,064
    • Date on market: 11/17/2025
    • Electric utility on property: Yes

    Price history

    DateEventPrice
    12/16/2025Pending sale$675,000+1.5%$111/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1695612 Report a problem
    12/15/2025Sold$665,000-1.5%$109/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1695612 Report a problem
    11/17/2025Contingent$675,000$111/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1695612 Report a problem
    8/16/2025Listed for sale$675,000-2.9%$111/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1695612 Report a problem
    7/30/2025Listing removed$695,000$114/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1693405 Report a problem
    6/20/2025Price change$695,000-3.5%$114/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1690302 Report a problem
    5/23/2025Price change$720,000-0.7%$118/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1687738 Report a problem
    4/10/2025Price change$725,000-1.9%$119/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1683965 Report a problem
    3/20/2025Listed for sale$739,000+79.2%$121/sqft
    Source: Metro Search Inc. LLC DBA Apex MLS #1682319 Report a problem
    9/23/1997Sold$412,500$68/sqft
    Source: Agent Provided Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$6,064 -2.4%$592,490
    2024$6,215 -1.7%$592,490
    2023$6,324 -1.4%$592,490
    2022$6,414 +13.6%$592,490 +20.9%
    2021$5,644 +8.7%$490,200
    2020$5,194 $490,200
    2019$5,194 -1%$490,200
    2018$5,248 $490,200
    2017$5,248 +11.5%$490,200 +4.1%
    2013$4,707 $470,670
    2011$4,707 $470,670
    2010$4,707 $470,670
    2009$4,707 $470,670
    2007-- $470,670
    2006-- $470,670
    2005-- $470,670
    2004-- $470,670
    Find assessor info on the county website

    Neighborhood: Eastwood

    Nearby schools

    GreatSchools rating
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