Recently Listed Open House 6/7 2pm - 4pm
559 Sunnyside Dr
Louisville, KY, 40206 $ 1,150,000
Bedrooms4 Baths3.1 Sq 3,311 Monthly Estimate*
$ 7,081
for $1,150,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,311 square foot home was built in 1935 on a lot size of 0.2.
Situated in the prestigious Cherokee Gardens neighborhood, this distinguished traditional residence blends timeless architecture, refined living spaces, and an exceptional location in one of Louisville's most coveted settings. Offering 4 bedrooms, 3 full baths, and 1 half bath, the home is thoughtfully designed with elegant spaces, sophisticated details, and a layout tailored for both elevated entertaining and comfortable living. A welcoming entry introduces warm and well-appointed interiors, where formal living and dining rooms provide elegant yet comfortable spaces for gatherings. The formal living room is especially charming with floor-to-ceiling built-in shelving and a gas fireplace. Hardwood floors extend throughout the main level, adding warmth and continuity throughout the home. Designed with both style and functionality in mind, the kitchen offers abundant cabinetry, generous prep space, a gas range, and a center island with bar seating. Just beyond, the spacious family room creates a natural gathering space with a second gas fireplace and abundant natural light. Direct access to the backyard creates seamless indoor-outdoor flow ideal for entertaining or everyday enjoyment. A private office offers flexibility for work or study, while a conveniently located half bath completes the main level. The primary suite serves as a relaxing retreat with a spacious walk-in closet featuring built-in shelving and an ensuite bath complete with a dual-sink vanity and tiled shower. Three additional bedrooms and a well-appointed full bath provide comfortable accommodations for family and guests, while a hall closet offers the potential for conversion into a ventless washer and dryer space. The finished lower level offers exceptional flexibility with a cozy secondary family room featuring charming built-in bookshelves, creating the perfect setting for movie nights, a lounge space, or game-day gatherings. A separate area provides excellent space for a home gym, recreation room, playroom, or hobby space, while a full bathroom and generous storage add everyday convenience and functionality. Outside, the private backyard creates a peaceful setting for relaxing or entertaining, complete with a patio seating area and green space ideal for enjoying quiet mornings, outdoor dining, or evenings with guests. The detached two-car garage offers additional storage and practicality, while dual HVAC systems provide comfort and efficiency throughout the home. Perfectly positioned in the heart of Louisville's most sought-after in-town corridor, this exceptional property offers outstanding convenience with easy access to downtown, major interstates including I-64, I-65, I-71, and I-264, and some of the city's most beloved destinations. Enjoy close proximity to Cherokee Park, Seneca Park, the Crescent Hill Reservoir, and the vibrant Frankfort Avenue and Lexington Road corridors, known for their local dining, coffee shops, boutiques, and neighborhood favorites including Blue Dog Bakery & Cafe. Blending timeless charm with premier convenience, this home places you moments from the best of The Highlands, Crescent Hill, and St. Matthews living.
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Open House
6/7/2026 2:00 PM - 4:00 PM
559 Sunnyside 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 Forced Air Natural Gas
Cooling Central Air
Utilities Electricity Connected Fuel:Natural
Roof Slate
HOA Fee 157
Garage Spaces 2
Architectural Style Traditional
Construction Materials Brick
Year Built 1935
Stories Count 2
Property Subtype Single Family Residence
County Jefferson
Property Type Residential
HOA true
Attached Garage false
Subdivision Name CHEROKEE GARDENS
Garage Y/N true
Total Rooms 16
Full Baths 3
Status Active
Directions From Lexington Road turn left onto Garden Drive then left onto Sunnyside Drive. The property 559 Sunnyside Drive will be located on your left.
City Louisville
High School District Jefferson
MLS Area 03-Clifton/Crescent Hill/St Matthews
Lot Size Units Acres
Lot Size Square Feet 8712
MLS Area Minor 03-Clifton/Crescent Hill/St Matthews
Standard Status Active
Tax Lot 0170
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InteriorBasement Finished
Total Fireplaces 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 2584
Half Baths 1
Total Bedrooms 4
Below Grade Finished Area 727
Total Baths 4
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ExteriorFencing Full
Parking Features Detached Driveway
Lot Features Sidewalk
Water Source Public
Lot Size Area 0.2
Foundation Details Crawl Space Poured Concrete
Building Area Total 2584
Lot Size Acres 0.2
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* Excluded FeaturesList ByLenihan Sotheby's Int'l RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $7,081
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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 $360,124
Percent of Sale Price 69%
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 |
|---|
| 6/3/2026 | $1,150,000 | | Listed Price |