1166 Oaks Boulevard, Winter Park, FL 32789
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
Listed by:kevin kelly
Office:fannie hillman & associates
MLS#:O6341707
Source:MFRMLS
Price summary
- Price:$1,699,999
- Price per sq. ft.:$478.06
About this home
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
Contact an agent
Home facts
- Year built:2018
- Listing ID #:O6341707
- Added:59 day(s) ago
- Updated:November 04, 2025 at 12:59 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:2,860 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:2018
- Building area:2,860 sq. ft.
- Lot area:0.18 Acres
Schools
- High school:Winter Park High
- Middle school:Maitland Middle
- Elementary school:Lakemont Elem
Utilities
- Water:Public
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$1,699,999
- Price per sq. ft.:$478.06
- Tax amount:$21,866 (2025)
New listings near 1166 Oaks Boulevard
- New
$825,000Active5 beds 3 baths2,472 sq. ft.2612 Roxbury Road, WINTER PARK, FL 32789
MLS# S5137596Listed by: EXP REALTY LLC - New
$215,000Active2 beds 2 baths1,219 sq. ft.200 Saint Andrews Boulevard #1707, WINTER PARK, FL 32792
MLS# O6356756Listed by: COMPASS FLORIDA LLC
$2,175,000Pending4 beds 5 baths3,461 sq. ft.2030 Versailles Avenue, WINTER PARK, FL 32789
MLS# O6351407Listed by: FANNIE HILLMAN & ASSOCIATES- New
$2,598,000Active4 beds 6 baths3,570 sq. ft.1661 Palm Avenue, WINTER PARK, FL 32789
MLS# O6356760Listed by: FANNIE HILLMAN & ASSOCIATES - New
$449,900Active3 beds 2 baths1,685 sq. ft.2148 Blossom Lane, WINTER PARK, FL 32789
MLS# O6356284Listed by: MP FLORIDA PROPERTY & REALTY INC - New
$689,000Active4 beds 3 baths2,824 sq. ft.4019 Quenita Drive, WINTER PARK, FL 32792
MLS# O6356841Listed by: COMPASS FLORIDA LLC
$995,000Pending3 beds 2 baths1,577 sq. ft.620 Virginia Drive, WINTER PARK, FL 32789
MLS# O6356763Listed by: GILKEY REAL ESTATE- New
$2,495,000Active5 beds 6 baths3,656 sq. ft.2812 Mulford Avenue, WINTER PARK, FL 32789
MLS# O6354293Listed by: CORCORAN PREMIER REALTY - New
$110,000Active1 beds 1 baths785 sq. ft.311 Scottsdale Square #311, WINTER PARK, FL 32792
MLS# O6355536Listed by: EMPIRE NETWORK REALTY - New
$614,900Active3 beds 2 baths1,340 sq. ft.2412 Middleton Avenue, WINTER PARK, FL 32792
MLS# O6356193Listed by: REAL ESTATE INVESTMENTS BY BOR