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For sale
  • Price cut: $205K (7/13)
    $3,395,000

    2106 Homewood Dr, Anchorage, KY 40223

    6beds
    9,308sqft
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    Single Family Residence
    Built in 1864
    5.55 Acres Lot
    $-- Zestimate®
    $365/sqft
    $42/mo HOA

    What's special

    Classic architectureModern luxuryEvery modern amenityTimeless eleganceThoughtful renovationsSpa-inspired bathroomCutting-edge golf simulator
    Welcome to the iconic Sherley Mansion at 2106 Homewood Drive, a one-of-a-kind estate situated on 5 breathtaking acres in one of Anchorage's most desirable locations and within the renowned Anchorage School District. Known for its timeless elegance and thoughtful renovations, this historic property seamlessly blends classic architecture with modern luxury. The main residence features 5 spacious bedrooms, 4 full bathrooms, and 2 half baths, along with a 4-car garage and a stunning 2024 addition. The new wing includes a luxurious primary suite, spa-inspired bathroom, handsome home office, cozy sitting area, and a cutting-edge golf simulator—ideal for today's lifestyle. The lower level of the addition includes garage entry, a media/theater room, and a mudroom with built-in cubbies and organizational space. At the heart of the home lies a gourmet kitchen with an oversized island, stainless steel appliances, and a striking brick-encased stove, perfect for entertaining. Additionally, the scullery adjacent to the kitchen offers ample space for meal preparation and a sizable farmhouse sink. The home also offers a formal dining room, an inviting study, a grand living room, ornate staircases, and hardwood floors throughout. The estate's outdoor living is just as impressive. The 5-acre setting is beautifully landscaped and incredibly private, complete with a full-size tennis court and a custom tennis pavilion. The pavilion offers a living room, bathroom, and a versatile lower level that can function as a guest bedroom, yoga studio, home gym, or entertaining lounge. Combining historic charm with every modern amenity, 2106 Homewood Drive is a true Anchorage treasure perfectly suited for both refined living and unforgettable entertaining.
    96 days
    |
    3,184
    |
    117
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jennifer Jorgensen,

    Lenihan Sotheby's Int'l Realty

    Source: Metro Search Inc. LLC DBA Apex MLS,MLS#: 1714692MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Primary bedroom
      • Level: First
      Bedroom
      • Level: Second
      Bedroom
      • Level: Second
      Bedroom
      • Level: Second
      Primary bathroom
      • Level: First
      Half bathroom
      • Level: First
      Half bathroom
      • Level: First
      Full bathroom
      • Description: 3 Full Bathrooms on 2nd Floor
      • Level: Second
      Dining room
      • Level: First
      Great room
      • Level: First
      Kitchen
      • Level: First
      Laundry
      • Level: First
      Living room
      • Level: First
      Office
      • Level: First
      Other
      • Description: Golf Simulator
      • Level: First
      Other
      • Description: Tennis Pavilion Bed, Bath, Kitchen
      • Level: First
      Other
      • Description: Tennis Pavilion Sitting Room + Kitchen
      • Level: First
      Sitting room
      • Level: First
      Sun room
      • Level: First
      Heating
      • MiniSplit/Ductless, Natural Gas
      Cooling
      • Central Air
      Features
      • Basement: Unfinished,Cellar
      • Has fireplace: No
      Interior area
      • Total structure area: 8,233
      • Total interior livable area: 9,308 sqft
      • Finished area above ground: 8,233
      • Finished area below ground: 1,075

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Lower Level, Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Stories: 3
      • Patio & porch: Wrap Around, Deck, Patio, Porch
      • Exterior features: Tennis Court(s)
      • Fencing: None
      Lot
      • Size: 5.55 Acres
      • Features: Cul-De-Sac, Cleared, Wooded
      Details
      • Additional structures: Guest House
      • Parcel number: 171000050000

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Brick, Stone
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1864

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Connected

      Community & HOA

      Community
      • Subdivision: Anchorage
      HOA
      • Has HOA: Yes
      • HOA fee: $500 annually
      Location
      • Region: Anchorage

      Financial & listing details

      • Price per square foot: $365/sqft
      • Tax assessed value: $1,837,000
      • Annual tax amount: $7,403
      • Date on market: 4/17/2026
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/13/2026Price change$3,395,000-5.7%$365/sqft
        Source: Metro Search Inc. LLC DBA Apex MLS #1714692 Report a problem
        4/17/2026Listed for sale$3,600,000$387/sqft
        Source: Metro Search Inc. LLC DBA Apex MLS #1714692 Report a problem
        2/12/2026Listing removed$3,600,000$387/sqft
        Source: Metro Search Inc. LLC DBA Apex MLS #1693681 Report a problem
        2/4/2026Listed for sale$3,600,000$387/sqft
        Source: Metro Search Inc. LLC DBA Apex MLS #1693681 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$7,403 +72.4%$1,837,000 +63.3%
        2023$4,294 -0.8%$1,125,180
        2022$4,328 +27.6%$1,125,180 +44.4%
        2021$3,391 +15.4%$779,270
        2020$2,938 $779,270
        2019$2,938 +1.4%$779,270
        2018$2,896 $779,270
        2017$2,896 -58.4%$779,270 +11.8%
        2013$6,967 $696,740
        2011$6,967 $696,740
        2010$6,967 $696,740
        2009$6,967 $696,740
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        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: Anchorage

        Getting around

        2 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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