Back to Search
2106 Homewood Dr, Anchorage, KY 40223
2106 Homewood Dr, Anchorage, KY 40223
2106 Homewood Dr, Anchorage, KY 40223
2106 Homewood Dr, Anchorage, KY 40223
2106 Homewood Dr, Anchorage, KY 40223
2106 Homewood Dr, Anchorage, KY 40223
2106 Homewood Dr, Anchorage, KY 40223

2106 Homewood Dr Anchorage, KY 40223

$3,600,000

ACTIVE
Beds
6
Baths
7
Sqft
9,308
Acres
5.55
Year
1864
Days on Site
13
Property Type
Residential
Sub Type
Single Family
Per Square Foot
$387
Date Listed
Apr 17, 2026

Description of 2106 Homewood Dr, Anchorage, KY 40223

Listing details for 2106 Homewood Dr, Anchorage, KY 40223 : 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.
Listing Updated : 04-24-2026 at 6:37 AM EDT
Listing Provided By

Jennifer Jorgensen, 502-592-5282, Lenihan Sotheby's Int'l Realty

Source

Metro Search MLS, MLS#: 1714692

Property History

DateEventPrice
4/17/2026
Listed for sale
$3,600,000
$387/sqft
Source:Metro Search MLS #1714692
Home Worth Check

Interested in 2106 Homewood Dr, Anchorage KY, 40223?

By proceeding, you consent to receive calls, texts and voicemails at the number you provided (may be recorded and may be autodialed and use prerecorded and artificial voices), and email, from Garretts Realty about your inquiry and other home-related matters. Msg/data rates may apply. This consent applies even if you are on a do not call list and is not a condition of any purchase.

Location of 2106 Homewood Dr, Anchorage, KY 40223

Google Map
Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 2106 Homewood Dr, Anchorage, KY 40223


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 Zillow, Inc. 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. 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. © 2026 Metro Search, Inc.

HomeAnchorageAnchorage