About This Home

This 6-bedroom, 6-bathroom single family at 2106 Homewood Dr in Anchorage, KY is listed for $3,395,000 ($365 per sqft). Built in 1864, the home offers 9,308 sqft of living space on a 5.55 acres lot.

Key Features

  • Built in 1864
  • 5.55 acre lot
  • 3 stories

Property Details

3 stories
5 full, 2 half
3-car garage
1864

Amenities

A/C
Listing 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.

Monthly Cost Estimate

$18,657/mo

20% down · 6.5% · 30 years

Principal$2,455
Interest$14,712
Insurance$990
HOA$500

Estimates only. Actual payments may vary.

Location

2106 Homewood Dr

Anchorage, KY 40223

ANCHORAGE

Features & Amenities

Exterior Features

Tennis Court(s)

Property Details

Construction

Wood Frame Brick Stone

Outdoor Features

PatioPorchDeck

Parking

Driveway

Heating

Ductless (Heating)Natural Gas

Cooling

Central Air

Questions & Answers

This 6-bedroom, 6-bathroom single family at 2106 Homewood Dr is listed at $3,395,000 ($365/sqft). The estimated monthly payment is $18,657 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $500/month.

Key features include: Built in 1864, 5.55 acre lot, 3 stories. Exterior Features: Tennis Court(s).

This property is listed by Jennifer Jorgensen and can be reached at 5025925282.

JJ

Jennifer Jorgensen

Agent at Lenihan Sotheby's International Realty

(502) 592-5282
Agent website

Listed by Lenihan Sotheby's International Realty · Broker phone: (502) 899-2129 · View on Broker Site · Broker website

MLS# 1714692· Source: Greater Louisville Association of REALTORS®· 139 days on PropertySimple

Copyright © 2026 Greater Louisville Association of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

2106 Homewood Dr, Anchorage, KY 40223

Open this listing in: