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$1,950,000
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Property Description
Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area. This modern Mediterranean-inspired residence seamlessly blends timeless elegance with contemporary luxury, offering an exceptional living experience with high-end finishes, thoughtfully designed spaces, and unmatched attention to detail. Step inside to whitewashed oak wood and travertine flooring, setting the tone for a warm and sophisticated ambiance. The open floor plan begins with a private front office, ideal for remote work, and a guest suite with a full bath-perfect for visitors or multi-generational living. The first-floor primary suite serves as a private retreat, featuring direct access to the patio for a peaceful outdoor escape. The spa-like en-suite bathroom boasts dual vanities, a walk-in shower, and a freestanding soaking tub, while the custom-built walk-in closet offers elegant storage solutions. Thoughtful details, like built-in wiring for a wall-mounted TV, enhance both convenience and luxury. At the heart of the home is the gourmet kitchen, designed to impress with a solid walnut breakfast bar, quartzite, Carrara, and travertine countertops, Grohe faucets, and custom pullout/swivel cabinetry. A hidden pantry blends seamlessly into the custom cabinetry, while top-tier Thermador gas appliances, including a 42" refrigerator, make cooking a breeze. Flowing effortlessly into the family room and private courtyard, this space is perfect for entertaining. Upstairs, you'll find stunning Venetian plaster walls and a modern glass stair railing leading to a versatile loft space. Three additional bedrooms are located on this level, each featuring custom-built walk-in closets for optimal organization. One of the upstairs bedrooms includes a private en-suite, while the bonus loft opens to a covered balcony through elegant French doors, providing a tranquil indoor-outdoor retreat. Plush new carpeting in the bedrooms enhances the comfort and style of the upper level. Designed for seamless outdoor living, this home features a custom-built gas fire pit, summer kitchen, and outdoor grill, making it perfect for year-round entertaining. The expansive upstairs balcony offers additional entertainment space, large enough for a ping pong table, outdoor lounge, or media area. A two-car rear side-entry garage, connected to the main house by a charming esplanade walkway, offers both privacy and convenience while enhancing the home's architectural beauty. The freshly painted exterior adds to the home's pristine appeal, making it truly move-in ready. Located within one of Winter Park's most desired school districts, this home is zoned for Audubon K-8 and Winter Park High School. Plus, you're just minutes from East End Market and Park Avenue, with the area's finest dining, shopping, and cultural attractions. This is more than a home-it's an expression of refined living and timeless design. Schedule your private tour today!
Full Property Details
Full Property Details for 141 Oakwood Way
General
- Sold For: $1,950,000
- Taxes: $15,852 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6276417
- Added to Site: 351 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 12
- Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Gas, Other Room
- Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
- Flooring: Brick/Stone, Carpet, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside
Additional Information
- Security/Safety: Security System Leased, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, French Doors, Irrigation System, Lighting, Outdoor Grill, Storage
- Deck/Patio: Covered, Deck, Patio, Porch, Side Porch
- Porch/Patio/Deck: Covered, Deck, Patio, Porch, Side Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: CHARMONT
- Driving Directions: Corrine Drive east from Mills Avenue to Winter Park Road North to Oakwood Way head West house on right
- Direction Faces: South
School Information
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K-8
- 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: BB/HS Internet Available, Cable TV Available, Electricity Connected, Fire Hydrant, Public, Sprinkler Meter, Street Lights
Structural Information
- Architectural Info: Contemporary, Mediterranean
- Architectural Style: Contemporary, Mediterranean
- Exterior Const.: Block, Stucco
- Roof: Tile
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 3,909
- Sq. Ft. Source: Public Records
- Living Area: 3,909 Sq. Ft.
- Year Built: 2015
Additional Structures
- Other Structures: Storage
Lot Features
- Lot Size (Acres): 0.26
- Lot Size (Sq. Ft.): 11,409
- Lot Size: 11409
- Frontage: Street Brick
- Street/Road Desc.: Brick
Green Features
- Energy Efficient: Appliances
Financial Considerations
- Assoc Fee Desc.: None
- Tax Amount: $15,852.52
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CHARMONT L/93 LOT 17 BLK B
- Flood Zone Info: x
- APN: 72230125202170
- Property ID: 72230125202170
- Block/Lot/Section: B
Listed and Sold by Mainframe Real Estate
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Schools
Schools serving 141 Oakwood Way
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Audubon Park School 1500 Falcon Drive, Orlando, FL 32803 | PK-8 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 141 Oakwood Way
Date
Details
Price
Change
Source
9/16/2025
Sold
$1,950,000
-9.3%
MLS
7/10/2025
Price Reduced
$2,150,000
-4.61%
MLS
4/04/2025
Price Reduced
$2,254,000
-1.1%
MLS
2/01/2025
Listed
$2,279,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
141 Oakwood Way, Winter Park, FL 32789 (MLS# O6276417) is a Single Family property that was sold at $1,950,000 on September 16, 2025. Want to learn more about 141 Oakwood Way? 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.

