1166 Oaks Boulevard, WINTER PARK, FL

$1,699,999

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4

Beds

4

Baths

2,860

Square feet

0.18

Acres

About 1166 Oaks Boulevard

PRICE IMPROVEMENT-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! AVAILABLE BY APPOINTMENT ONLY

Features of 1166 Oaks Boulevard

MLS® # O6341707
Price $1,699,999
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,860
Acres 0.18
Year Built 2018
Type Residential
Sub-Type Single Family Residence
Style Custom
Status Active

Community Information

Address 1166 Oaks Boulevard
Area Winter Park
Subdivision DIXIE TERRACE
City WINTER PARK
County Orange
State FL
Zip Code 32789-2429

Amenities

Parking Driveway, Garage Faces Side
# of Garages 2
Is Waterfront No
Has Pool No

Interior

Interior Features Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Family Room, Gas

Exterior

Exterior Features Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk
Lot Description Corner Lot, City Lot, Landscaped, Near Public Transit, Sidewalk
Roof Shingle
Foundation Slab

School Information

Elementary Lakemont Elem
Middle Maitland Middle
High Winter Park High

Additional Information

Date Listed September 5th, 2025
Days on Market 30
Zoning R-1A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeFANNIE HILLMAN & ASSOCIATES

Listing Map

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