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$3,600,000
3 Days On Site

2106 Homewood Dr
Anchorage, KY 40223

For Sale|Single Family Residence|Active
6
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
9,308
SqFt
$387
/SqFt
1864
Built
Subdivision:
ANCHORAGE
County:
Jefferson
Call Now: (502) 208-5820
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(502) 208-5820
2106 Homewood Dr2106 Homewood Dr2106 Homewood Dr2106 Homewood Dr
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Mortgage Calculator

Monthly Payment (Est.)

$16,425
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Welcome to the iconic Shirley 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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Listing Snapshot
Price 
$3,600,000
Days On Site 
3 Days
Bedrooms 
6
Inside Area (SqFt) 
9,308 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
5.55 Acres
Year Built 
1864
MLS® Number 
1714692
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
$500
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
4 days agoListing first seen on site
4 days agoListing updated with changes from the MLS®
General Features
Acres 
5.55
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
3
Parking 
AttachedDriveway
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Above 
8233
SqFt Below 
1075
SqFt Total 
8233
Style 
Traditional
Utilities 
Electricity Connected
Water Source 
Public
Interior Features
Basement 
Unfinished
Cooling 
Central Air
Heating 
NoneNatural Gas
Bedroom 
Level - Second
Dining Room 
Level - First
Full Bathroom 
Level - SecondDescription - 3 Full Bathrooms on 2nd Floor
Great Room 
Level - First
Half Bathroom 
Level - First
Kitchen 
Level - First
Laundry 
Level - First
Living Room 
Level - First
Office 
Level - First
Other 
Level - FirstDescription - Tennis Pavilion Bed, Bath, Kitchen
Primary Bathroom 
Level - First
Primary Bedroom 
Level - First
Sitting Room 
Level - First
Sun Room 
Level - First
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Exterior Features
Construction Details 
BrickStoneFrame
Exterior 
Tennis Court(s)
Fencing 
None
Lot Features 
On Golf CourseNear Golf CourseCul-De-SacClearedWooded
Other Structures 
Guest House
Patio And Porch 
Wrap AroundDeckPatioPorch
Roof 
Shingle
Community Features
Association Dues 
500
MLS Area 
09-Anchrg/Glnvw/Lyndn/Prospct
Listing courtesy of Jennifer Jorgensen of Lenihan Sotheby's Int'l Realty



Listing information is provided by Participants of the APEX MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, APEX MLS. All Rights Reserved.
Last checked: 2026-04-21 11:46 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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