1166 Oaks Boulevard, Winter Park, FL 32789
For Sale $1,699,999
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Listing Agent: Kevin Kelly
Agent Phone:
407-781-6238
Agent Email:
kkelly32789@gmail.com
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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, youll 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
Cathedral Ceiling(s)
Ceiling Fans(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
Taxes: $21,866.00
Tax Year: 2025
Lighting
Private Mailbox
Rain Gutters
Sidewalk
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Range Hood
Refrigerator
Tankless Water Heater
Washer
Water Softener
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
MLS Area: 32789 - Winter Park
Price per Square Feet: $594.41
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Near Public Transit, Sidewalk, Paved
Construction: Block, Stucco
Date Listed: 2025-09-05 16:26:38
Pool: No
Private Spa: Yes
Furnished: Unfurnished
Windows: Blinds, Drapes, Rods, Shutters
Parking: Driveway, Garage Faces Side
Garage Spaces: 2
Flooring: Tile, Wood
Roof: Shingle
Heating: Central
Cooling: Central Air
Sewer: Public Sewer
Listing Courtesy Of: Fannie Hillman & Associates
kkelly32789@gmail.com
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, youll 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
Property Details
Price: $1,699,999
Sq Ft: 2,860
($594 per sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Dixie Terrace
Acres: 0.18
Virtual Tour/Floorplan: View
Year Built: 2018
Listing Number: O6341707
Status Code: A-Active
Taxes: $21,866.00
Tax Year: 2025
Garage:
2
Furnishings: Unfurnished
Interior Features:
Cathedral Ceiling(s)
Ceiling Fans(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
Financial Information:
Taxes: $21,866.00
Tax Year: 2025
Exterior Features:
Lighting
Private Mailbox
Rain Gutters
Sidewalk
Equipment:
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Range Hood
Refrigerator
Tankless Water Heater
Washer
Water Softener
School Information:
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $594.41
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Near Public Transit, Sidewalk, Paved
Construction: Block, Stucco
Date Listed: 2025-09-05 16:26:38
Pool: No
Private Spa: Yes
Furnished: Unfurnished
Windows: Blinds, Drapes, Rods, Shutters
Parking: Driveway, Garage Faces Side
Garage Spaces: 2
Flooring: Tile, Wood
Roof: Shingle
Heating: Central
Cooling: Central Air
Sewer: Public Sewer
Map of 1166 Oaks Boulevard, Winter Park, FL 32789
Listing Courtesy Of: Fannie Hillman & Associates
kkelly32789@gmail.com