1166 OAKS BOULEVARD Winter Park, FL $ 1,649,999
1166 OAKS BOULEVARD
$ 1,649,999
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1166 OAKS BOULEVARD

Winter Park, FL, 32789
$ 1,649,999
Bedrooms4 Baths3.1 Sq 2,860

Monthly Estimate*

$ 10,294

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Single Family Home for sale in Winter Park, FL

for $1,649,999 with 4 bedrooms and 3 full baths, 1 half bath. This 2,860 square foot home was built in 2018 on a lot size of 0.18.

HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-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

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Single Family Active

Price

$ 1,649,999

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 21,866

Style

Custom

Lot Size

0.18

Year Built

2018

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6341707

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Natural Gas Connected Propane Sewer Connected Street Lights
Roof Shingle
Appliances Built-In Oven Convection Oven Cooktop Dishwasher Disposal Dryer Range Hood Refrigerator Tankless Water Heater Washer Water Softener
Zoning R-1A
Garage Spaces 2
Patio/Porch Features Covered Front Porch
Architectural Style Custom
Security Features Closed Circuit Camera(s) Fire Alarm Security System Smoke Detector(s)
Construction Materials Block Stucco
Year Built 2018
Electric Photovoltaics Seller Owned
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name DIXIE TERRACE
Facing Direction West
Garage Y/N true
Total Rooms 10
Full Baths 3
Status Active
Directions Park Ave North then left onto Oaks Boulevard property on corner lot.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7918
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Above Ground Heated
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 21866
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://golden-lane.aryeo.com/videos/0199290e-2745-7052-8467-2a4e2f31447d?v=363
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 1
Legal Description DIXIE TERRACE L/133 LOT 1 BLK D
Minimum Lease 8-12 Months
Water Access Y/N false
Additional Rooms Den/Library/Office Family Room Inside Utility Loft
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities 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
Flooring Porcelain Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Drapes Rods Shutters
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Irrigation System Lighting Private Mailbox Rain Gutters Sidewalk
Vegetation Trees/Landscaped
Fencing Masonry
Parking Features Driveway Garage Faces Side
Lot Features Corner Lot City Lot Landscaped Near Public Transit Sidewalk
Water Source Public
Lot Size Area 7918
Foundation Details Slab
Spa true
Building Area Total 3556
Lot Size Acres 0.18
Road Surface Type Paved Brick
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

kkelly32789@gmail.com

Email

Affordability Calculator

$12,116
Per Month
85%
15%
0%
Monthly Principal & Interest
$10,294
Monthly Property Taxes
$1,822
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$1,649,999 Listed Price

Map


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1166 OAKS BOULEVARD, Winter Park, FL, 32789 is a Single Family Home for sale at $1,649,999 with 2,860 sqft and a lot size of 0.18. 1166 OAKS BOULEVARD has 4 bedrooms, 3.1 baths, and was built in 2018. The property's zip code is 32789 which is in Winter Park, FL