1. Florida
2. Winter Park
3. 1166 OAKS BOULEVARD

1166 OAKS BOULEVARD, Winter Park, FL 32789

• 4 beds |
• 4 baths |
• 2,860 sqft

Property Description

Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on the charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside to find meticulous attention to detail—from stunning wide white oak floors to exquisite custom millwork and soaring ceilings that create an airy, welcoming atmosphere. The chef-inspired kitchen is the heart of the home, featuring an abundance of custom solid-wood cabinets, gleaming quartz countertops, and a large island with seating for four. A generous walk-in pantry with custom shelving and top-of-the-line Thermador stainless steel appliances—including a 6-burner gas stove, double oven, and deep farm sink—make meal preparation and entertaining effortless. Adjacent to the kitchen, a charming dining area is perfect for memorable dinners, while the adjoining family room boasts a soaring cathedral ceiling, a natural gas fireplace with a custom stone mantel, and large windows that flood the space with natural light. A cozy private den offers an ideal retreat for work or relaxation. On the opposite side of the first floor, you'll find a guest suite with a private bath, two additional bedrooms with custom closets, a stylish full bath, and a laundry room with ample storage and a utility sink. The spacious mudroom, accessible from the two-car garage, provides practical storage with built-in cabinets and hooks. Upstairs, the luxurious primary suite features a spa-inspired bathroom with double sinks, custom Restoration Hardware cabinetry, elegant lighting, and a large walk-in shower. A peaceful sitting area and a walk-in closet with custom shelving create a perfect private retreat. Additionally, an upstairs loft offers versatile space ideal for a home office, gym, or additional quiet area. Outside, enjoy a private backyard oasis designed for relaxation and entertainment. Highlights include a “Michael Phelps Chilly Goat” hot/cold tub combo, outdoor TV, and speakers—creating your personal weekend paradise. Additional amenities include a large two-car garage, solid-core doors, crown molding, wide base moldings, dual tankless water heaters, fully-owned solar panels (reducing energy costs), a water softener and purifier, new exterior paint (2023), professionally installed closet shelving (2023), and professionally landscaped gardens. Flooded with natural light and warmth, this exceptional home offers a cozy yet elegant atmosphere. Zoned for top-tier schools—including Winter Park High School—and conveniently located near Lake Highland, Trinity Prep, the Winter Park YMCA, Racquet Club, and Interlachen Country Club, it’s ideal for a vibrant Florida lifestyle. Walkable to Winter Park’s renowned shopping and dining destination, don’t miss the opportunity to make this exquisite property your new home!

Listing Status:

Active

Date Added:

September 5, 2025 at 05:00AM

Listing Office:

FANNIE HILLMAN & ASSOCIATES : 407-644-1234

Listing Agent:

Kevin Kelly : 407-781-6238

MLS ID:

O6341707

Interior

• General: Cathedral Ceiling(s)Ceiling Fan(s)Crown MoldingHigh CeilingsKitchen/Family Room ComboPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsSplit BedroomWalk-In Closet(s)Window Treatments
• Rooms: Den/Library/OfficeFamily RoomInside UtilityLoft
• Appliances: Built-In OvenConvection OvenCooktopDishwasherDisposalDryerRange HoodRefrigeratorTankless Water HeaterWasherWater Softener
• Laundry: InsideLaundry Room
• Flooring: Porcelain TileHardwood
• A/C: Central Air
• Heating: Central
• Fireplace: Family RoomGasFireplace

Exterior

Construction

Location

Lot

Utilities

Financial

This listing courtesy of Kevin Kelly, FANNIE HILLMAN & ASSOCIATES