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SoldSingle Family ResidenceSold

141 Oakwood Way

Winter Park, FL 32789

$1,950,000

  • 5Beds
  • 4Baths4 full
  • 3,909Sq Ft
  • $499Per Sq Ft
  • 0.26Acres
  • 2015Built
Subdivision
Charmont
County
Orange
MLS®
O6276417

Overview

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!

Listing Snapshot

Price
$1,950,000
Days On Site
N/A
Bedrooms
5
Inside Area (SqFt)
3,909 sqft
Total Baths
4
Full Baths
4
Partial Baths
0
Lot Size
0.26 Acres
Year Built
2015
MLS® Number
O6276417
Status
Sold
Property Tax
$15,852.52 (2024)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Public Records

Property Details

General Features

16 items
Acres
0.26
Direction Faces
South
Foundation
Slab
Garage
Yes
Garage Spaces
2
Green Energy Efficient
Appliances
Levels
Two
Parking
Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized
Property Sub Type
Single Family Residence
Security
Security System Leased, Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
5,514
Style
Contemporary, Mediterranean
Utilities
Cable Available, Electricity Connected
Water Source
Public
Zoning
R-1AA

Interior Features

21 items
Appliances
Convection Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Gas, Other
Flooring
Brick, Carpet, Wood
Heating
Central
Interior
Built-in Features, Crown Molding, Eat-in Kitchen, Open Floorplan, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)
Laundry Features
Inside
Window Features
Blinds

Rooms

RoomDimensionsLevelFeatures
Balcony/Porch/Lanai27x20First
Bedroom 215x11First
Bedroom 316x13Second
Bedroom 416x12Second
Bedroom 516x12Second
Bonus Room25x13Second
Dining Room14x12First
Foyer10x9First
Kitchen24x15FirstBreakfast Bar, Kitchen Island
Living Room18x15First
Master Bedroom20x14First
Office12x11First

Exterior Features

7 items
Construction Details
Block, Stucco
Exterior
Balcony, Lighting, Outdoor Grill, Storage
Lot Features
Level
Other Structures
Storage
Patio And Porch
Covered, Deck, Patio, Porch, Side Porch
Roof
Tile
Windows/Doors
Blinds

Community Features

4 items
Community Features
Street Lights
MLS Area
32789 - Winter Park
Township
22
Financing Terms Available
Cash, Conventional

Location

141 Oakwood Way, Winter Park, FL 32789 · 32789 - Winter Park

$11M$7M$6M
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Neighborhood & Commute

ZIP Code 32789

Median household income
$110,150
Income per person
$78,898
Households
12,171
Average household size
2.08
Median age
44.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Closed
  3. Price changed to $2,150,000

Friends & Family

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Listing courtesy of MAINFRAME REAL ESTATE (407) 484-4743

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-10 06:12 AM EST

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