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2106 Homewood Dr

Anchorage, KY 40223
  • $3,395,000
  • STATUS: Active
  • ON SITE: 172 Days
  • ID#: 1714692
UPDATED: 34 min ago
$3,395,000
  • 6
    BEDS
  • 5.55
    ACRES
  • 5
    BATHS
  • 2
    1/2 BATHS
  • 9,308
    SQFT
  • $365
    $/SQFT
Neighborhood:
Anchorage
Type:
Single-Family Home
Built:
1864
County:
Jefferson
Area:
Anchrg/Glenview/Lyndn/Prospect

School Ratings & Info

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Description

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.

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© 2026 Metro Search Inc. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search, Inc. Real estate listings held by brokerage firms other than The Yenshaw Team | Century 21 Advantage Realty are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about each listing includes the name of the listing broker. Data last updated: 2026-10-07T11:58:10.233.
www.yenshawkentuckyrealestate.com/homes/175306128
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2106 Homewood Dr Anchorage, KY 40223

  • Price: $3,395,000
  • Status: Active
  • On Site: 172 Days
  • Updated: 34 min ago
  • ID#: 1714692
6
Beds
5
Baths
2
½ Baths
5.55
Acres
9,308
SQFT
$365
$/SQFT
1864
Built
Neighborhood:
Anchorage
County:
Jefferson
Area:
Anchrg/Glenview/Lyndn/Prospect
Property Description
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.
Exterior Features

Architectural Style Traditional Attached Garage YN Yes Construction Materials Wood FrameBrickStone Exterior Features Tennis Court(s) Foundation Details Poured Concrete Roof Shingle

Interior Features

1st Floor Bedrooms 1 2nd Floor Bedrooms 3 Above Grade Finished Area 8233 Basement UnfinishedCellar Bedroom Level Second Below Grade Finished Area 1075 Building Area Total 8233 Cooling Central Air Cooling YN Yes Fireplace YN No Fireplaces Total 0 First Floor Laundry Yes First Floor PBR Yes Heating MiniSplit/DuctlessNatural Gas Heating YN Yes Laundry Features [] Laundry Level 1st Num Basement Bedrooms 0 Num Upper Floor Bedrooms 0 Rooms Bedroom Yes Rooms Dining Room Level First Rooms Florida Room Yes Rooms Florida Room Level First Rooms Full Bathroom Yes Rooms Full Bathroom Level Second Rooms Half Bathroom Yes Rooms Half Bathroom Level First Rooms Kitchen Yes Rooms Kitchen Level First Rooms Laundry Yes Rooms Laundry Level First Rooms Living Room Yes Rooms Living Room Level First Rooms Office Yes Rooms Office Level First Rooms Other Yes Rooms Other Level First Rooms Primary Bathroom Yes Rooms Primary Bathroom Level First Rooms Primary Bedroom Yes Rooms Primary Bedroom Level First Rooms Sitting Room Yes Rooms Sitting Room Level First Rooms Total 19

Property Features

Association Amenities [] Association Fee 500 Association Fee Includes [] Association YN Yes Fencing None Garage YN Yes HOAAnnual 500 HOAFee Yes HOAYN Yes Lot Features Near Golf CourseCul-De-SacClearedWooded Lot Size Area 5.55 Other Structures Guest House Parking Features AttachedLower LevelDriveway Property Sub Type Single Family Residence Rooms Dining Room Yes Rooms Great Room Yes Rooms Great Room Level First Stories2 3 Utilities Electricity Connected Waterfront Features []

Listing provided courtesy of Lenihan Sotheby's Int'l Realty: (502) 899-2129. © 2026 Metro Search, Inc. All rights reserved.


© 2026 Metro Search Inc. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search, Inc. Real estate listings held by brokerage firms other than The Yenshaw Team | Century 21 Advantage Realty are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about each listing includes the name of the listing broker. Data last updated: 2026-10-07T11:58:10.233.
 
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The Yenshaw Team | Century 21 Advantage Realty
Shelbyville KY, 40065