Listing provided courtesy of Lenihan Sotheby's Int'l Realty- MLS# 1714692MLS ProviderSource MLS Verified

2106 Homewood DrAnchorage, KY 40223

Single Family · 6 Beds · 5 Full Baths · 2 Half Baths · 9,308 Sq. ft. | 5.55 Acres
$3,600,000 Active

2106 Homewood Dr Overview

Time on Site:
74 days
Visits:
33

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.

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2106 Homewood Dr Facts & Features

  • Type Single Family
  • Sq. ft. 9,308
  • Price/Sq.ft. $387
  • Lot 5.55 Acres

Details

General

Association/HOA

  • Association Fee: 500.0
  • Association: true

Building Information

  • Year Built: 1864

Location/Region

  • County Or Parish: Jefferson
  • MLS Area Major: 09-Anchrg/Glnvw/Lyndn/Prospct
  • MLS Area Minor: 09-Anchrg/Glnvw/Lyndn/Prospct
  • Subdivision Name: ANCHORAGE

General Information

  • Parcel Number: 171000050000
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage Spaces: 3.0
  • Garage: true

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Half: 2
  • Bathrooms Total: 7
  • Bedrooms Total: 6

Building Interior

  • Above Grade Finished Area: 8233.0
  • Below Grade Finished Area: 1075.0
  • Building Area Source: Appraiser
  • Building Area Total: 8233.0

General Information

  • Fireplace: false
  • Fireplaces Total: 0
  • Foundation Details: Poured Concrete
  • Living Area: 9308.0
  • Living Area Source: Appraiser
  • Rooms Total: 19
  • Stories: 3

Exterior

Parking Information

  • Parking Features: Attached,Lower Level,Driveway

Lot Information

  • Lot Features: Near Golf Course,Cul-De-Sac,Cleared,Wooded
  • Lot Size Acres: 5.55
  • Lot Size Area: 5.55
  • Lot Size Square Feet: 241758.0
  • Lot Size Units: Acres
  • Water Source: Public

Building Exterior/Construction

  • Architectural Style: Traditional
  • Attached Garage: true
  • Construction Materials: Wood Frame,Brick,Stone
  • Roof: Shingle

General Information

  • Exterior Features: Tennis Court(s)
  • Fencing: None
  • Other Structures: Guest House
  • Utilities: Electricity Connected

Room Information

Room: Dining Room

  • Level: First

Room: Great Room

  • Level: First

Room: Half Bathroom

  • Level: First

Room: Half Bathroom

  • Level: First

Room: Kitchen

  • Level: First

Room: Laundry

  • Level: First

Room: Living Room

  • Level: First

Room: Office

  • Level: First

Room: Other

  • Level: First
  • Description: Tennis Pavilion Bed, Bath, Kitchen

Room: Other

  • Level: First
  • Description: Tennis Pavilion Sitting Room + Kitchen

Room: Other

  • Level: First
  • Description: Golf Simulator

Room: Primary Bathroom

  • Level: First

Room: Primary Bedroom

  • Level: First

Room: Sitting Room

  • Level: First

Room: Sun Room

  • Level: First

Room: Bedroom

  • Level: Second

Room: Bedroom

  • Level: Second

Room: Bedroom

  • Level: Second

Room: Full Bathroom

  • Level: Second
  • Description: 3 Full Bathrooms on 2nd Floor

2106 Homewood Dr Neighborhood

Community

40223 (ANCHORAGE) Demographics

42
Median Age
1,973
Population Density (per sq. mile)
61%
College Educated
$86,256
Estimated Median Income
7,100
Estimated Total Home Owners
2,626
Estimated Total Renters
73% / 27%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

2106 Homewood Dr Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

2106 Homewood Dr Market Data

Based on the last 30 days in this zip code

$594,069
Average List Price
$222
Average Price per Square Foot
29
Properties Sold
44
Average Days on Market
99
Properties for Sale
Calculations provided by Reliance Network

2106 Homewood Dr History

Date Event Value Agent
4/17/2026Source: Louisville MLS Added to Database
April 17, 2026