533 Country Club Drive, Winter Park, FL 32789
For Sale $1,599,000
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Scheduled Open Houses
2026-11-06 3:00 pm - 6:00 pm
2026-11-07 3:00 pm - 5:00 pm
2026-11-08 1:00 pm - 3:00 pm
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Welcome to 533 Country Club Drive, a beautifully designed custom residence where timeless coastal style meets effortless Florida living. Located in the Lake Killarney Shores community, this 4-bedroom, 3.5-bath pool home offers 2,942 square feet of thoughtfully designed living space, along with exclusive access to the neighborhood’s private boat ramp and dock on Lake Killarney just across the street. Inside, soaring 10-foot ceilings, 8-foot solid doors, wood flooring and designer lighting create a bright, refined atmosphere. The inviting living room is centered around a natural gas fireplace and opens seamlessly to the pool and covered rear lanai, creating an exceptional indoor-outdoor setting for everyday living and entertaining. The gourmet kitchen impresses with 42-inch designer cabinetry, quartz countertops, tile backsplash, farmhouse sink and an oversized quartz island with generous seating. A premium Viking stainless steel appliance package includes a gas range and hood, French-door refrigerator and dishwasher, complemented by a microwave drawer. The highly desirable dual-primary-suite layout provides exceptional comfort and flexibility. The first floor offers a private bedroom with an ensuite bath, providing convenient accommodations for guests or extended stays. Upstairs, the main primary retreat features wood flooring, an oversized custom closet and a spa-inspired ensuite bath with a combined soaking tub and shower wet area. Two additional bedrooms and a spacious loft complete the second level, offering flexible space for relaxing, entertaining or working from home. Step outside to a private oasis featuring a 10-by-25-foot POOL with a sun shelf, travertine coping and a paver deck. The covered rear lanai includes a SUMMER KITCHEN equipped with a Napoleon gas grill, vented hood, granite countertops, beverage cooler and storage—perfectly designed for year-round dining, entertaining and relaxing by the pool. Recent improvements include custom window treatments throughout, upgraded office and closet installations, privacy and heat-resistant window tinting, an infrared/UV HVAC enhancement, epoxy garage floor and under-stair storage. Additional features include zoned air conditioning with Nest thermostats, a Rinnai tankless gas water heater, Low-E windows, recessed LED lighting, a metal front porch roof and pavers extending across the driveway, walkway, porch and lanai. Enjoy the best of the Winter Park lifestyle with outstanding shopping, dining and entertainment nearby. Winter Park Village is just moments away, while the boutiques, sidewalk cafés, celebrated restaurants and cultural attractions of Park Avenue are also within easy reach. Convenient access to Fairbanks Avenue, US 17-92 and I-4 provides an easy connection to Downtown Orlando, Maitland and destinations throughout Central Florida. This exceptional home brings together custom craftsmanship, beautiful finishes, an enviable lakeside setting and one of Winter Park’s most desirable locations. Schedule your private showing today and experience the custom craftsmanship, lakeside lifestyle and exceptional Winter Park location of 533 Country Club Drive.
Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Primary Bedroom Upstairs
Smart Home
Solid Wood Cabinets
Stone Counters
Thermostat
Walk-In Closet(s)
Window Treatments
Fence Restrictions
Taxes: $17,236.80
Tax Year: 2025
Association Fee: $600.00
Association Fee Frequency: Annually
Balcony
Outdoor Kitchen
Private Mailbox
Rain Gutters
Sidewalk
Dishwasher
Disposal
Dryer
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
Elementary School: Killarney Elem
Middle School: College Park Middle
Junior High: College Park Middle
High School: Edgewater High
Building Description: Coastal
MLS Area: 32789 - Winter Park
Total Square Footage: 3,526
Price per Square Feet: $543.51
Total Floors: 2
Water: Public
Construction: Cement Siding, Hardi Plank Type, Stucco
Date Listed: 2026-09-22 00:00:00
Pool: Y
Pool Description: Gunite, In Ground, Pool Alarm
Furnished: Unfurnished
Windows: Blinds, Shades, Tinted Windows, Window Treatments
Parking: Driveway, Garage Door Opener, Ground Level
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Brick, Carpet, Ceramic Tile, Hardwood, Tile
Roof: Metal, Shingle
Heating: Central
Cooling: Central Air
Fireplace: Y
Laundry: Inside, Laundry Room, Upper Level
Pets: Cats Ok, Dogs Ok
Sewer: Public Sewer
Lot Desc.: City Limits, In County, Landscaped, Level, Near Public Transit
Parcel ID: 01-22-29-4540-0
Amenities: Fence Restrictions
Listing Courtesy Of: Keller Williams Winter Park
jillhealey@kw.com
Welcome to 533 Country Club Drive, a beautifully designed custom residence where timeless coastal style meets effortless Florida living. Located in the Lake Killarney Shores community, this 4-bedroom, 3.5-bath pool home offers 2,942 square feet of thoughtfully designed living space, along with exclusive access to the neighborhood’s private boat ramp and dock on Lake Killarney just across the street. Inside, soaring 10-foot ceilings, 8-foot solid doors, wood flooring and designer lighting create a bright, refined atmosphere. The inviting living room is centered around a natural gas fireplace and opens seamlessly to the pool and covered rear lanai, creating an exceptional indoor-outdoor setting for everyday living and entertaining. The gourmet kitchen impresses with 42-inch designer cabinetry, quartz countertops, tile backsplash, farmhouse sink and an oversized quartz island with generous seating. A premium Viking stainless steel appliance package includes a gas range and hood, French-door refrigerator and dishwasher, complemented by a microwave drawer. The highly desirable dual-primary-suite layout provides exceptional comfort and flexibility. The first floor offers a private bedroom with an ensuite bath, providing convenient accommodations for guests or extended stays. Upstairs, the main primary retreat features wood flooring, an oversized custom closet and a spa-inspired ensuite bath with a combined soaking tub and shower wet area. Two additional bedrooms and a spacious loft complete the second level, offering flexible space for relaxing, entertaining or working from home. Step outside to a private oasis featuring a 10-by-25-foot POOL with a sun shelf, travertine coping and a paver deck. The covered rear lanai includes a SUMMER KITCHEN equipped with a Napoleon gas grill, vented hood, granite countertops, beverage cooler and storage—perfectly designed for year-round dining, entertaining and relaxing by the pool. Recent improvements include custom window treatments throughout, upgraded office and closet installations, privacy and heat-resistant window tinting, an infrared/UV HVAC enhancement, epoxy garage floor and under-stair storage. Additional features include zoned air conditioning with Nest thermostats, a Rinnai tankless gas water heater, Low-E windows, recessed LED lighting, a metal front porch roof and pavers extending across the driveway, walkway, porch and lanai. Enjoy the best of the Winter Park lifestyle with outstanding shopping, dining and entertainment nearby. Winter Park Village is just moments away, while the boutiques, sidewalk cafés, celebrated restaurants and cultural attractions of Park Avenue are also within easy reach. Convenient access to Fairbanks Avenue, US 17-92 and I-4 provides an easy connection to Downtown Orlando, Maitland and destinations throughout Central Florida. This exceptional home brings together custom craftsmanship, beautiful finishes, an enviable lakeside setting and one of Winter Park’s most desirable locations. Schedule your private showing today and experience the custom craftsmanship, lakeside lifestyle and exceptional Winter Park location of 533 Country Club Drive.
Property Details
Price: $1,599,000
Sq Ft: 2,942
($544 per
sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family
Development: Lake Killarney Shores
Acres: 0.1400
Virtual Tour/Floorplan: View
Year Built: 2019
Listing Number: O6440841
Status Code: A-Active
Taxes: $17,236.80
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Unfurnished
Pets Allowed: Cats OK, Dogs OK
Total Recurring Fees: $50
Total Recurring Fee Frequency: 0.00
Interior Features:
Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Primary Bedroom Upstairs
Smart Home
Solid Wood Cabinets
Stone Counters
Thermostat
Walk-In Closet(s)
Window Treatments
Amenities:
Fence Restrictions
Financial Information:
Taxes: $17,236.80
Tax Year: 2025
Association Fee: $600.00
Association Fee Frequency: Annually
Exterior Features:
Balcony
Outdoor Kitchen
Private Mailbox
Rain Gutters
Sidewalk
Equipment:
Dishwasher
Disposal
Dryer
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
School Information:
Elementary School: Killarney Elem
Middle School: College Park Middle
Junior High: College Park Middle
High School: Edgewater High
Additional Information:
Building Description: Coastal
MLS Area: 32789 - Winter Park
Total Square Footage: 3,526
Price per Square Feet: $543.51
Total Floors: 2
Water: Public
Construction: Cement Siding, Hardi Plank Type, Stucco
Date Listed: 2026-09-22 00:00:00
Pool: Y
Pool Description: Gunite, In Ground, Pool Alarm
Furnished: Unfurnished
Windows: Blinds, Shades, Tinted Windows, Window Treatments
Parking: Driveway, Garage Door Opener, Ground Level
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Brick, Carpet, Ceramic Tile, Hardwood, Tile
Roof: Metal, Shingle
Heating: Central
Cooling: Central Air
Fireplace: Y
Laundry: Inside, Laundry Room, Upper Level
Pets: Cats Ok, Dogs Ok
Sewer: Public Sewer
Lot Desc.: City Limits, In County, Landscaped, Level, Near Public Transit
Parcel ID: 01-22-29-4540-0
Amenities: Fence Restrictions
Map of 533 Country Club Drive, Winter Park, FL 32789
Listing Courtesy Of: Keller Williams Winter Park
jillhealey@kw.com