104 Chestnut Glen Dr, Louisville, KY 40245 | MLS# 1695612

$ 675,000
104 Chestnut Glen Dr, Louisville, KY 40245,
Active Under Contract

Overview

  • Updated On:
  • November 17, 2025
  • 5 Bedrooms
  • 4.5 Bathrooms
  • 6,097 ft2

Description

Welcome to 104 Chestnut Glen Dr, a stunning one-owner, custom-built luxury home in the highly sought-after Chestnut Glen neighborhood of Louisville, KY. Perfectly situated on a prominent corner lot at the neighborhood’s entrance, this brick-and-stone masterpiece offers over 6,000 square feet of refined living space, including a finished walk-out basement, dual primary suites, and an oversized three-car garage.
From the moment you step into the grand two-story foyer flooded with natural light, you’ll feel the quality and craftsmanship that define this home. Gleaming Italian marble floors, an elegant staircase, and architectural details like coffered ceilings and tray ceilings set a tone of timeless sophistication. A formal dining room with hardwood inlay is perfect for hosting, while the private main-level office creates an ideal work-from-home space.
The gourmet kitchen features an open layout with a breakfast bar, casual dining area, and direct access to the expansive deckperfect for outdoor entertaining. The adjoining living room boasts soaring vaulted ceilings, a cozy fireplace, and large windows framing serene views. Off the kitchen, the laundry/mudroom connects to the three-car garage, adding everyday convenience.
The main-level primary suite offers a spa-like retreat with an updated ensuite bath, while the second-floor primary suite provides equally luxurious accommodations. All bedrooms in this home are exceptionally spacious, each with oversized closets for remarkable storage. The walk-out basement includes a large bedroom with direct bathroom access, a family/game room with fireplace, a wet bar, and double doors leading to a covered patio. Additional unfinished space offers even more storage or room for future expansion.
Situated on nearly half an acre with mature landscaping, sidewalks, and a prime location, this Louisville luxury property offers the perfect blend of elegance, comfort, and functionality. With its dual primary suites, abundant storage, and flexible living spaces, 104 Chestnut Glen Dr is ideal for multi-generational living or anyone seeking a high-end home with exceptional design and attention to detail.
Schedule your private showing today and experience the best of Louisville luxury living in this remarkable Chestnut Glen residence.

Address: 104 Chestnut Glen Dr, Louisville, KY 40245
State/County:
Zip: 40245
Country: United States
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Property Id : 4126971
Price: $ 675,000
Property Size: 6,097 ft2
Property Lot Size: 0 ft2
Rooms: 17
Bedrooms: 5
Bathrooms: 4.5
BathroomsFull: 4
InternetConsumerCommentYN: 1
TaxLot: 0024
AboveGradeFinishedArea: 4440
BuildingAreaSource: Other
InternetAutomatedValuationDisplayYN: 1
FoundationDetails: Poured Concrete
BelowGradeFinishedArea: 1657
Fencing: None
StreetNumberNumeric: 104
Roof: Shingle
ConstructionMaterials: Wood Frame, Brick
ListAgentFullName: Brandon Jeanette
InternetAddressDisplayYN: 1
CoListAgentKey: 20190108142015644499000000
ListAgentMobilePhone: 502-759-1339
OnMarketDate: 2025-11-17
BathroomsHalf: 1
InternetEntireListingDisplayYN: 1
ListOfficeKey: 20131203192909608394000000
CoListAgentFullName: Krissy A Lynch
ListAgentLastName: Jeanette
Cooling: Central Air
FireplacesTotal: 2
StatusChangeTimestamp: November 17, 2025 at 02:21pm
ListAgentFirstName: Brandon
LotSizeUnits: Acres
DocumentsCount: 2
PatioAndPorchFeatures: Patio
LotSizeSquareFeet: 19602
ListingId: 1695612
CoListAgentFirstName: Krissy
YearBuilt: 1996
SourceSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
SourceSystemKey: 20250812155533942266000000
ArchitecturalStyle: Traditional
Basement: Walkout Part Fin
StateOrProvince: KY
CoListAgentLastName: Lynch
ListOfficeName: Keller Williams Collective
LotFeatures: Sidewalk, Level
OriginatingSystemKey: 20250812155533942266000000
VideosCount: 0
PhotosCount: 45
CoListAgentMlsId: 26452
PhotosChangeTimestamp: October 7, 2025 at 12:55pm
BuildingAreaTotal: 4440
Stories: 2
OriginatingSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
Utilities: Electricity Connected, Fuel:Natural
OriginalListPrice: 675000
Sewer: Public Sewer
ListingContractDate: 2025-08-16
StreetSuffix: Dr
OriginatingSystemID: M00000290
StreetNumber: 104
StreetName: Chestnut Glen
ListAgentEmail: bjeanette@kw.com
ModificationTimestamp: November 17, 2025 at 03:32pm
ListOfficeMlsId: 19218
MlsStatus: Active Under Contract
TaxBlock: 2788
LotSizeArea: 0.45
SourceSystemID: M00000290
ParcelNumber: 278800240000
ListAgentMlsId: 28077
ParkingFeatures: Attached, Driveway
AssociationFee: 550
DocumentsChangeTimestamp: 2025-10-31T00:04:04Z
Heating: Forced Air, Natural Gas
MajorChangeTimestamp: November 17, 2025 at 02:21pm
Directions: I-64 E. Take US-60 E/Shelbyville Rd to Chestnut Glen Dr in Louisville
MLSAreaMajor: 08-DglasHls/Hurstbrn/Mdltwn/Anchrg/StMatt
LivingAreaSource: Other
GarageSpaces: 3
MLSAreaMinor: 08-DglasHls/Hurstbrn/Mdltwn/Anchrg/StMatt
WaterSource: Public
Outdoor Details
Garage Attached
Other Features
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Home Owners Association
$ 3,460.86
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 2,617.11
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