560 COUNTRY CLUB DRIVE, WINTER PARK, FL 32789

$2,599,000

Under contract-accepting backup offers. Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal… Read More for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise. Read Less

Courtesy of FANNIE HILLMAN & ASSOCIATES 407-644-1234

Listing Snapshot

Days Online

Last Updated

Dec 28, 2025

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

3,946

Lot Size

0.67 Acres

Year Built

2019

MLS Number

O6367721

Additional Details

Property Access

Road Responsibility: Public Maintained Road, Road Surface: Asphalt

Appliances & Equipment

Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator, Other equipment: Irrigation Equipment

Building

Built in 2019, Living area: 3946, Living area units: Square Feet, Building faces East, Levels: Two, Construction Materials: Block, Stucco, Frame

Community

Community Mailbox, Deed Restrictions, Street Lights

Cooling

Central Air

Exterior Features

Patio/Porch Features: Covered, Front Porch, Patio, Screened, Balcony, Courtyard, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors

Fence

Fenced

Fireplaces

Gas, Living Room

Floors

Tile, Wood

Foundation

Slab

Garage

2 spaces

Heating

Central

Home Owner's Association

Association Fee: $500, Fee Frequency: Semi-Annually, Fee Includes: Common Area Taxes, Escrow Reserves Fund, Recreational Facilities

Interior Features

Built-in Features, Ceiling Fans(s), Dry Bar, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments

Laundry

Laundry Room, Upper Level

Lot

0.67 acres, Dimensions: 55x187x45x186, City Limits, Landscaped, Paved, Trees/Landscaped

Parking

Driveway, Garage Door Opener

Pets Policy

Allowed: Yes

Pool

Gunite, Heated, In Ground, Outside Bath Access, Salt Water

Property

Other structures: Boat House, Outdoor Kitchen, Water

Roof

Tile

Security Features

Smoke Detector(s)

Sewer

Public Sewer

Taxes

Additional parcels description:, Parcel Number: 01-22-29-4540-00-050, Public Survey Range: 29, Public Survey Section: 01, Annual Amount: $29,295.7, Tax Block: 00, Tax Book Number: 95/38, Legal Description: LAKE KILLARNEY SHORES 95/38 LOT 5 & THAT PT OF OCCUPIED PLATTED LAKE LYING SLY OF PROPERTY, Lot: 5, Year: 2025, Zoning: R-2

Utilities

BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Underground Utilities, Water Connected, Water Source: Public

Water Features

Water Body Name: LAKE KILLARNEY, Lake Front

Windows

Double Pane Windows, Low-Emissivity Windows, Shades

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

560 COUNTRY CLUB DRIVE

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send

Privacy | TOS & Legal Docs