2106 Homewood Dr

Anchorage, KY
$ 3,395,000 Beds 6 Baths 6 Sq 9,308
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 3,395,000
  • City
  • Anchorage
  • Bedrooms
  • 6
  • Full Bathrooms
  • 5
  • County
  • Jefferson
  • Half Bathrooms
  • 2
  • Area
  • Anchrg-Glnvw-Lyndn-Prospct
  • Lot Size
  • 5.55 Acres
  • Zip
  • 40223
  • Sqr Footage
  • 9,308
  • Year Built
  • 1864
  • Style
  • Traditional
  • MLS#
  • 1714692
Listed By: Lenihan Sotheby's Int'l Realty
Data Source: Metro Search, Inc.

Features

General

Heating 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

Interior Features

Basement Unfinished,Cellar
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
LivingAreaSource Appraiser
Total Baths 7

Exterior Features

Exterior 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

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Shelbyville, KY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School
Middle School
High School Unknown High School

Price History

4/17/2026 Listed $3,600,000
7/13/2026 6% - $3,395,000

Property vs Zip Code Average in 40223

Price
AVG $770K
$3.4M
Year Built
AVG 1973
1864

2106 Homewood Dr Anchorage, KY is a Single Family Home for sale at $3395000 with 9308 sqft and a lot size of 5.55 Acres Acre(s). 2106 Homewood Dr Anchorage has 6 bedrooms, 5 baths and was built in 1864. The property's zip code is 40223 which is in Anchorage, KY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.