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141 Oakwood Way, Winter Park, FL 32789

$2,279,000

Two-story house with a terracotta roof, blue doors, and landscaping at 141 Oakwood Way, Winter Park, FL 32789
  • Bedrooms

    5

  • Baths

    4

  • Sq. Feet

    3909

  • Year Built

    2015

  • Days On Market

    5

  • $/SqFt

    $583

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Home 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!

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High
  • Private Pool: False
  • Water Feet: 0
  • Interior Features: Built-in Features,Ceiling Fans(s),Crown Molding,Eat-in Kitchen,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Stone Counters,Thermostat,Tray Ceiling(s),Walk-In Closet(s)
  • Appliances: Convection Oven,Cooktop,Dishwasher,Disposal,Gas Water Heater,Microwave,Range,Range Hood,Refrigerator,Tankless Water Heater
  • Fireplace Desc: Gas,Other
  • Floor Covering: Brick,Carpet,Wood
  • Kitchen Features: Breakfast Bar,Closet Pantry,Island,Walk-In Pantry
  • Additional Rooms: Attic,Bonus Room,Den/Library/Office,Family Room,Formal Dining Room Separate,Great Room,Inside Utility,Loft,Storage Rooms
  • Architectural Style: Contemporary,Mediterranean
  • Exterior Features: Balcony,French Doors,Irrigation System,Lighting,Outdoor Grill,Storage
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab
  • Front Exposure: South
  • Roof: Tile
  • Green Energy Efficiency: Appliances
  • Building Sqft: 5514

Available now at $2,279,000

Approximate Room Sizes / Descriptions

Bonus Room25x13SecondWood
Dining Room14x12FirstWood
Kitchen24x15FirstMarble
Living Room18x15FirstWood
Office12x11FirstCarpet
Foyer10x9FirstWood
Balcony/Porch/Lanai27x20FirstMarble
Bedroom 215x11FirstCarpet
Bedroom 316x13SecondCarpet
Bedroom 416x12SecondCarpet
Bedroom 516x12SecondCarpet
Primary Bedroom20x14FirstCarpet
  • Attached Garage: False
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Garage Door Opener,Garage Faces Rear,Garage Faces Side,Oversized
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: BB/HS Internet Available,Cable Available,Electricity Connected,Fire Hydrant,Public,Sprinkler Meter,Street Lights
  • Lot Sqft: 11409.00
  • Lot Acres: 0.2600
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 17
  • HOA/Community Assoc: None
  • Senior Community: False
  • Style: Single Family Residence
  • Location: City Limits,Level,Street Brick
  • : 407-513-4257

Neighborhood

The average asking price of a 5 bedroom Winter Park home in this zip code is $3,051,993 (33.9% more than this home).

This home is priced at $583/sqft, which is 14.7% less than similar homes in the 32789 zip code.

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Financial

  • Approx Payment:$11,087*
  • Taxes:$15,853

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 278-2057 and speak with one of our real estate consultants.

Listing Courtesy of MAINFRAME REAL ESTATE. For information or to schedule a viewing of this property (MLS# O6276417), call: 407-278-2057

141 Oakwood Way, Winter Park FL is a single family home of 3909 sqft and is currently priced at $2,279,000 . This single family home has 5 bedrooms. A comparable home for sale at 1821 Summerland Ave in Winter Park is listed at $3,490,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Tuscany Terrace, Fontainebleau and Windsong Elizabeths Walk are nearby neighborhoods. MLS O6276417 has been posted on this site since 2/1/2025 (today).

2025 2/5/2025.

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