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$1,590,000
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Property Description
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
Full Property Details
Full Property Details for 1166 Oaks Blvd
General
- Sold For: $1,590,000
- Taxes: $21,866 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6341707
- Added to Site: 189 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 10
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen and Family Room Combination, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Gas
- Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener
- Furnishings: Unfurnished
- Flooring: Porcelain Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Spa: Yes
- Spa Description: Above Ground, Heated
- Security/Safety: Closed Circuit Camera(s), Fire Alarm, Security System, Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk
- Deck/Patio: Covered, Front Porch
- Porch/Patio/Deck: Covered, Front Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Faces Side
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: DIXIE TERRACE
- Driving Directions: Park Ave North, then left onto Oaks Boulevard, property on corner lot.
- Direction Faces: West
School Information
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Connected, Propane, Sewer Connected, Street Lights
Structural Information
- Architectural Info: Custom
- Architectural Style: Custom
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds, Drapes, Rods, Shutters
- Stories/Levels: Two
- Square Feet: 2,860
- Sq. Ft. Source: Public Records
- Living Area: 2,860 Sq. Ft.
- Year Built: 2018
Lot Features
- Lot Size (Acres): 0.18
- Lot Size (Sq. Ft.): 7,918
- Lot Size: 7918
- Frontage: Street Paved
- Street/Road Desc.: Paved, Brick
- Fencing (Description): Masonry
Financial Considerations
- Tax Amount: $21,866
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: DIXIE TERRACE L/133 LOT 1 BLK D
- Flood Zone Info: X
- APN: 62230210804010
- Property ID: 62230210804010
- Block/Lot/Section: D
Listed by Fannie Hillman & Associates
Sold by Anne Rogers Realty Group Inc
Get Pre-Approved Today
Schools
Schools serving 1166 Oaks Blvd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Lakemont Elementary School 901 North Lakemont Avenue, Winter Park, FL 32792 | K-5 | 1.9 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1166 Oaks Blvd
Date
Details
Price
Change
Source
3/06/2026
Sold
$1,590,000
—
MLS
1/03/2026
Price Reduced
$1,590,000
-0.62%
MLS
1/02/2026
Price Reduced
$1,600,000
-3.03%
MLS
11/25/2025
Price Reduced
$1,649,999
-2.94%
MLS
9/17/2025
Price Reduced
$1,699,999
-5.5%
MLS
9/05/2025
Listed
$1,799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1166 Oaks Boulevard, Winter Park, FL 32789 (MLS# O6341707) is a Single Family property that was sold at $1,590,000 on March 06, 2026. Want to learn more about 1166 Oaks Boulevard? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

