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$1,599,000

533 COUNTRY CLUB DRIVE, WINTER PARK, FL 32789

3D Tour
Active39 days on market

Beds

4

Baths

4

Sq Ft

2,942 sq ft

Year Built

2019

Lot Size

0.14 acres

Garage

2

About This Property

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 Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #O6440841
StatusActive
Year Built2019
Stories2
Total Rooms11
ConstructionCement Siding, HardiPlank Type, Stucco
RoofMetal, Shingle
FoundationBlock
FacesWest
SubdivisionLAKE KILLARNEY SHORES
CountyOrange
OwnershipFee Simple

Interior Features

InteriorBuilt-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
FlooringBrick/Stone, Carpet, Ceramic Tile, Engineered Hardwood, Tile
AppliancesDishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
LaundryInside, Laundry Room, Upper Level
WindowsBlinds, Shades, Tinted Windows, Window Treatments
CoolingCentral Air
HeatingCentral
FireplaceYes ()

Exterior & Lot

ExteriorBalcony, Irrigation System, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
FencingVinyl
Lot Size0.14 acres (6,119 sq ft)
Lot Dimensions109 x 55
Lot FeaturesCity Lot, In County, Landscaped, Level, Near Public Transit
Road SurfaceAsphalt

Pool & Spa

Private PoolYes
Pool FeaturesGunite, In Ground, Pool Alarm

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$600 / Annually
Senior CommunityNo

Financial Details

List Price$1,599,000
Annual Taxes$17,237 (2025)
FinancingCash, Conventional, VA Loan
ZoningR-2
Parcel #012229454000230

Schools

ElementaryKillarney Elem
MiddleCollege Park Middle
HighEdgewater High

Directions

From the intersection of North Orlando Avenue and Lee Road, travel west on Lee Road, turn left onto Country Club Drive and the destination will be on the left hand side.

Location

533 COUNTRY CLUB DRIVE, WINTER PARK, FL 32789

Listing Information

OfficeKELLER WILLIAMS WINTER PARK
ListedSeptember 22, 2026

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Home Price

$1,599,000

20% ($319,800)
6.75%

Loan Term

Principal & Interest$8,297
Property Tax (est.)$1,466
Insurance (est.)$150
Total Monthly$9,913
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Nearby Schools

Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: October 31, 2026.

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