2106 Homewood Dr
Anchorage, KY, 40223 $ 3,600,000
Bedrooms6 Baths5.2 Sq 9,308 Monthly Estimate*
$ 22,166
for $3,600,000 with 6 bedrooms and 5 full baths, 2 half baths. This 9,308 square foot home was built in 1864 on a lot size of 5.55.
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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FeaturesGeneralHeating MiniSplit/Ductless Natural Gas
Cooling Central Air
Utilities Electricity Connected
Roof Shingle
HOA Fee 500
Garage Spaces 3
Architectural Style Traditional
Construction Materials Wood Frame Brick Stone
Year Built 1864
Stories Count 3
Property Subtype Single Family Residence
County Jefferson
Property Type Residential
HOA true
Attached Garage true
Subdivision Name ANCHORAGE
Garage Y/N true
Other Structures Guest House
Total Rooms 19
Full Baths 5
Status Active
Directions Evergreen Rd. to E. Osage. Left on Stonegate Rd. Slight right to Homewood.
City Anchorage
MLS Area 09-Anchrg/Glnvw/Lyndn/Prospct
Lot Size Units Acres
Lot Size Square Feet 241758
MLS Area Minor 09-Anchrg/Glnvw/Lyndn/Prospct
Standard Status Active
Tax Lot 0005
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InteriorBasement Unfinished Cellar
Total Fireplaces 0
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Above Grade Finished Area 8233
Half Baths 2
Total Bedrooms 6
Below Grade Finished Area 1075
Total Baths 7
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ExteriorExterior Amenities Tennis Court(s)
Fencing None
Parking Features Attached Lower Level Driveway
Lot Features Near Golf Course Cul-De-Sac Cleared Wooded
Water Source Public
Lot Size Area 5.55
Foundation Details Poured Concrete
Building Area Total 8233
Lot Size Acres 5.55
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* Excluded FeaturesList ByLenihan Sotheby's Int'l RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $22,166
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Anchorage, KY
Average List Price $1,416,750
Percent of Sale Price 61%
About Anchorage, KY 2,348 Population
6% Since 2002
$ 133,667 Median Income
45.02 Median Age
38% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/17/2026 | $3,600,000 | | Listed Price |