2106 Homewood Dr, Anchorage, KY 40223 | MLS# 1714692

$3,395,000
2106 Homewood Dr, Anchorage, KY 40223, Anchorage, ANCHORAGE

Overview

  • Updated On:
  • August 31, 2026
  • 6 Bedrooms
  • 6 Bathrooms
  • 9,308 ft2

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.

Address: 2106 Homewood Dr, Anchorage, KY 40223
City:
Area:
State/County:
Zip: 40223
Country: United States

Property Id: 5431081
Price: $3,395,000
Property Size: 9,308 ft2
Property Lot Size: 6 ft2
Rooms: 19
Bedrooms: 6
Bathrooms: 6
BathroomsFull: 5
ListAgentKey: 20150511152011631033000000
StreetNumberNumeric: 2106
ListAgentFullName: Jennifer Jorgensen
InternetAddressDisplayYN: 1
ListAgentMobilePhone: 502-592-5282
OnMarketDate: 2026-04-17
BathroomsHalf: 2
InternetEntireListingDisplayYN: 1
ListOfficeKey: 20131203192904093853000000
ListAgentLastName: Jorgensen
Cooling: Central Air
StatusChangeTimestamp: 2026-04-17T13:31:58Z
ListAgentFirstName: Jennifer
PriceChangeTimestamp: 2026-07-13T16:24:13Z
MajorChangeType: Price Reduced
LotSizeUnits: Acres
PatioAndPorchFeatures: Wrap Around, Deck, Patio, Porch
LotSizeSquareFeet: 241758
ListingId: 1714692
YearBuilt: 1864
SourceSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
SourceSystemKey: 20260414183624225882000000
ArchitecturalStyle: Traditional
Basement: Unfinished, Cellar
StateOrProvince: KY
ListOfficeName: Lenihan Sotheby's Int'l Realty
LotFeatures: Near Golf Course, Cul-De-Sac, Cleared, Wooded
OriginatingSystemKey: 20260414183624225882000000
PhotosCount: 70
PhotosChangeTimestamp: 2026-04-17T13:32:05Z
BuildingAreaTotal: 8233
Stories: 3
OriginatingSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
Utilities: Electricity Connected
OriginalListPrice: 3600000
Sewer: Septic Tank
ListingContractDate: 2026-04-17
StreetSuffix: Dr
OriginatingSystemID: M00000290
StreetNumber: 2106
StreetName: Homewood
ListAgentEmail: jjorgensen@lsir.com
ModificationTimestamp: 2026-08-31T06:34:39Z
ListOfficeMlsId: 16403
MlsStatus: Active
TaxBlock: 1710
LotSizeArea: 5.55
SourceSystemID: M00000290
ParcelNumber: 171000050000
ListAgentMlsId: 23834
ParkingFeatures: Attached, Lower Level, Driveway
AssociationFee: 500
DocumentsChangeTimestamp: 2026-04-17T13:32:05Z
Heating: MiniSplit/Ductless, Natural Gas
MajorChangeTimestamp: 2026-07-13T16:24:13Z
Directions: Evergreen Rd. to E. Osage. Left on Stonegate Rd. Slight right to Homewood.
MLSAreaMajor: 09-Anchrg/Glnvw/Lyndn/Prospct
LivingAreaSource: Appraiser
GarageSpaces: 3
MLSAreaMinor: 09-Anchrg/Glnvw/Lyndn/Prospct
WaterSource: Public
TaxLot: 0005
AboveGradeFinishedArea: 8233
BuildingAreaSource: Appraiser
FoundationDetails: Poured Concrete
BelowGradeFinishedArea: 1075
Fencing: None
Roof: Shingle
ConstructionMaterials: Wood Frame, Brick, Stone

Outdoor Details
Garage Attached
Other Features
Has Cooling System
Has Garage
Has Heating System
Home Owners Association
Tennis Court(s)

yelp logo

$17,406.84
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 13,163.09

Wed 23 Sep
Thu 24 Sep
Fri 25 Sep
Sat 26 Sep
Sun 27 Sep
Mon 28 Sep
Tue 29 Sep
Wed 30 Sep
Thu 01 Oct
Fri 02 Oct
In Person
Video Chat
Your information

Similar Listings

2400 Anchor Way, Anchorage, KY 40223 | MLS# 1728793
Residential
Active Under Contract

2400 Anchor Way, Anchorage, KY 40223 | MLS# 1728793

$999,000
An exceptional opportunity in the Anchorage School District—over 3 acres, a pond, barn, an ...
4 2.5 4,073 ft2details
2400 Anchor Way, Anchorage, KY 40223 | MLS# 1721026
Residential
Active

2400 Anchor Way, Anchorage, KY 40223 | MLS# 1721026

$1,124,500
Set on 3.1 private acres in the Anchorage School District, 2400 Anchor Way offers a rare b ...
4 2.5 4,073 ft2details
11005 Park Rd, Anchorage, KY 40223 | MLS# 1720564
Residential
Active

11005 Park Rd, Anchorage, KY 40223 | MLS# 1720564

$2,200,000
Situated on 3.3 acres in the award-winning Anchorage School District, this exceptional est ...
5 3.5 6,685 ft2details

Compare Listings

Legacy Home Realtors