
104 Chestnut Glen Dr Louisville, KY 40245
Estimated payment $4,196/month
Highlights
- Traditional Architecture
- 2 Fireplaces
- Patio
- Lowe Elementary School Rated A-
- 3 Car Attached Garage
- Forced Air Heating and Cooling System
About This Home
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.
Listing Agent
Keller Williams Louisville East License #263017 Listed on: 08/16/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,215
Year Built
- Built in 1996
Parking
- 3 Car Attached Garage
- Driveway
Home Design
- Traditional Architecture
- Brick Exterior Construction
- Poured Concrete
- Shingle Roof
Interior Spaces
- 2-Story Property
- 2 Fireplaces
- Basement
Bedrooms and Bathrooms
- 5 Bedrooms
Outdoor Features
- Patio
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Natural Gas
Community Details
- Property has a Home Owners Association
- Chestnut Glen Subdivision
Listing and Financial Details
- Legal Lot and Block 0024 / 2788
- Assessor Parcel Number 278800240000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $6,215 | $592,490 | $83,300 | $509,190 |
2023 | $6,324 | $592,490 | $83,300 | $509,190 |
2022 | $6,414 | $490,200 | $75,000 | $415,200 |
2021 | $5,644 | $490,200 | $75,000 | $415,200 |
2020 | $5,194 | $490,200 | $75,000 | $415,200 |
2019 | $5,090 | $490,200 | $75,000 | $415,200 |
2018 | $5,248 | $490,200 | $75,000 | $415,200 |
2017 | $5,145 | $490,200 | $75,000 | $415,200 |
2013 | $4,707 | $470,670 | $70,000 | $400,670 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
08/16/2025 08/16/25 | For Sale | $675,000 | -- | $111 / Sq Ft |
Similar Homes in Louisville, KY
Source: Metro Search (Greater Louisville Association of REALTORS®)
MLS Number: 1695612

APN: 278800240000
- 16801 Ash Glen Rd
- 221 Maple Valley Rd Unit 11
- 232 Maple Valley Rd
- 210 Maple Valley Rd
- 212 Kilcott Ct
- 229 Buckland Trace
- 320 Buckland Trace
- 16215 Spitfire Lake Path
- 16615 Rockcrest View Ln
- 16206 Spitfire Lake Path
- 111 Johnson Rd
- 210 Rockcrest Way
- 220 Rockcrest Way
- 17804 Birch Bend Cir
- 17108 Creek Vista Ct
- 500 Davenport Dr
- 505 Enclave Place
- 17038 Green Crest Ln
- 208 Brookfield Hills Ct
- 100 Locust Park Place
- 213 Belden Trail
- 17810 Birch Bend Cir
- 14505 Micawber Way
- 14906 Durrfield Dr
- 14735 Stable Gate Place
- 2224 Flat Rock Rd
- 14500 English Park Cir
- 700 Landis Ridge Dr
- 425 Meridian Hills Dr
- 3234 Ridge Brook Cir
- 14501 McKinley Ridge Dr
- 13325 Station Rail Way
- 400 Echelon Way
- 14601 Pulpit Dr
- 12611 Bernay Place
- 319 Blair Ct
- 3300 Altabrook Dr
- 12601 Charles Farm Cir
- 3400 Quarter Bell Ln
- 6910 Village Green Blvd