Recently Listed Open House 8/9 12pm - 2pm
111 Chestnut Glen Dr
Louisville, KY, 40245 $ 674,900
Bedrooms7 Baths3.1 Sq 4,457 Monthly Estimate*
$ 4,261
for $674,900 with 7 bedrooms and 3 full baths, 1 half bath. This 4,457 square foot home was built in 2002 on a lot size of 0.35.
OPEN HOUSE 8/9/26 12-2PM. Welcome to 111 Chestnut Glen Drive, a 7 bedroom, 3.5 bath estate offering nearly 4,500 finished square feet in one of East Louisville's most sought-after neighborhoods. Thoughtfully designed for both everyday living and exceptional entertaining, this home blends timeless architecture with generous living spaces throughout. A stately stone exterior, manicured landscaping, and inviting front porch lead to a dramatic foyer with hardwood flooring, elegant millwork, and a formal dining room. The two-story great room features soaring vaulted ceilings and a wall of windows overlooking the private, wooded backyard. The chef's kitchen is equipped with custom cabinetry, stainless steel appliances, a six-burner gas cooktop, and an oversized center island, while the cozy, adjoining hearth room offers a beautiful stone fireplace for more intimate gatherings. The spacious first-floor primary suite is a true retreat with triple tray ceilings, backyard views, a luxurious ensuite bath with a jacuzzi tub, frameless walk-in shower, dual vanities, and an impressive custom walk-in closet. Upstairs are four generously-sized bedrooms, including vaulted ceilings, Palladian windows, sitting areas, and charming Juliet balconies overlooking the great room. The finished walkout basement provides incredible flexibility with a large recreation room, kitchenette, dining area, custom built-in library shelving, two additional bedrooms, and a 3rd full bathroom, making it ideal for guests, multigenerational living, or extended entertaining. Meanwhile, the unfinished section adds abundant storage solutions, as well as possible workout area (or, alternatively, it's current setup: a golf simulator!). Outside, multiple levels of decking overlook beautifully landscaped, grounds where winding stone pathways lead through mature trees to a secluded stone patio with a brick fire pit, creating an unforgettable setting for relaxing or entertaining. Meanwhile, the outdoor sprinkler system makes lawn maintenance a breeze! An attached two-car garage—featuring a Tesla charger!—completes this exceptional property. Chestnut Glen's central location means your family retains the convenience of nearby access to ample shopping, dining, and entertainment options (a new Publix just opened within walking distance!), while still retaining safety and security of a quiet, low-traffic, Mayberry-like community. Rarely does a home offer this combination of space, craftsmanship, privacy, and convenience. Experience one of East Louisville's finest opportunities at 111 Chestnut Glen Drive.
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Open House
8/9/2026 12:00 PM - 2:00 PM
111 Chestnut Glen Dr Louisville, KY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralHeating Natural Gas
Cooling Central Air
Utilities Electricity Connected Fuel:Natural
Roof Shingle
HOA Fee 575
Garage Spaces 2
Architectural Style Traditional
Construction Materials Brick Veneer Stone
Year Built 2002
Stories Count 2
Property Subtype Single Family Residence
County Jefferson
Property Type Residential
HOA true
Attached Garage true
Subdivision Name CHESTNUT GLEN
Garage Y/N true
Total Rooms 19
Full Baths 3
Status Active
Directions Shelbyville Rd to Right on Chestnut Glen home is on your left
City Louisville
MLS Area 08-DglasHls/Hurstbrn/Mdltwn/Anchrg/StMatt
Lot Size Units Acres
Lot Size Square Feet 15246
MLS Area Minor 08-DglasHls/Hurstbrn/Mdltwn/Anchrg/StMatt
Virtual Tour https://listings.currentculturemedia.com/video/Hu96ZojyowMtNy4r00onJ76a3JJNykV1uTMt4g01q7r500
Standard Status Active
Tax Lot 0006
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InteriorBasement Walkout Finished
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 3132
Half Baths 1
Total Bedrooms 7
Below Grade Finished Area 1325
Total Baths 4
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ExteriorFencing Other Full
Parking Features Attached Entry Side Driveway
Lot Features Sidewalk See Remarks
Water Source Public
Lot Size Area 0.35
Foundation Details Poured Concrete
Building Area Total 3132
Lot Size Acres 0.35
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* Excluded FeaturesList Byscroggin.eric@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,261
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Louisville, KY
Average List Price $352,381
Percent of Sale Price 48%
About Louisville, KY 240,969 Population
-5% Since 2002
$ 37,029 Median Income
37.52 Median Age
22% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/6/2026 | $674,900 | | Listed Price |