141 OAKWOOD WAY

$ 2,150,000
141 OAKWOOD WAY, Winter Park
  • Updated On:
  • September 16, 2025
  • Property Size
  • 3,909 ft2
  • Bathrooms
  • 4
  • Bedrooms
  • 5
  • Rooms
  • 12

Description

Under contract-accepting backup offers. 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 Id: O6276417
Price: $ 2,150,000
Property Size: 3,909 ft2
Property Lot Size: 0 ft2
Rooms: 12
Bedrooms: 5
Bathrooms: 4
Architectural Style: Contemporary, Mediterranean
Bathrooms Full: 4
Modification Timestamp: July 22, 2025 at 05:28pm
Building Area Total: 5514
Construction Materials: Block, Stucco
Cooling: Central Air
CoveredSpaces: 2
CumulativeDaysOnMarket: 124
DaysOnMarket: 124
DirectionFaces: South
Directions: Corrine Drive east from Mills Avenue to Winter Park Road North to Oakwood Way head West house on right
ElementarySchool: Audubon Park K8
FireplaceFeatures: Gas, Other Room
Flooring: Brick/Stone, Carpet, Hardwood
FoundationDetails: Slab
GarageSpaces: 2
GreenEnergyEfficient: Appliances
Heating: Central
HighSchool: Winter Park High
IDXParticipationYN: 1
InternetAddressDisplayYN: 1
InternetAutomatedValuationDisplayYN: 1
InternetConsumerCommentYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Inside
LeaseConsideredYN: 1
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: info@nicoleraderre.com
List Agent Full Name: Nicole Rader
List Agent MlsId: 261071765
List OfficeKey: de9f509376184c25869b2385669f8496
ListOfficeMlsId: 261015573
ListOfficeName: MAINFRAME REAL ESTATE
ListOfficePhone: 407-513-4257
Listing Terms: Cash, Conventional, Other
Living Area Source: Public Records
Living Area Units: Square Feet
Lot Features: City Lot, Level
LotSizeArea: 11409
LotSizeSquareFeet: 11409
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MiddleOrJuniorSchool: Audubon Park K-8
MlsStatus: Pending
ModificationTimestamp: July 22, 2025 at 05:25pm
OnMarketDate: 2025-02-01
Originating System Name: Stellar MLS
Other Structures: Storage
Ownership: Fee Simple
Parcel Number: 072230125202170
Parking Features: Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized
Roof: Tile
Security Features: Security System Leased, Smoke Detector(s)
Sewer: Public Sewer
State Or Province: FL
Status Change Timestamp: July 22, 2025 at 05:25pm
Street Name: OAKWOOD
Street Number: 141
Street Number Numeric: 141
Street Suffix: WAY
Tax Annual Amount: 15852.52
Tax Block: B
Tax Book Number: L-93
Tax Year: 2024
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Fire Hydrant, Public, Sprinkler Meter, Street Lights
Water Source: Public
Window Features: Blinds
Year Built: 2015
Zoning: R-1AA
FeedTypes: IDX
Source System Key: 746510257
Originating System Key: stellar
OriginalEntryTimestamp: February 1, 2025 at 03:00pm
OriginalListPrice: 2279000

Address: 141 OAKWOOD WAY
State/County:
Zip: 32789
Country: United States

Other Features
Balcony
Built-in Features
Ceiling Fan(s)
Convection Oven
Cooktop
Crown Molding
Dishwasher
Disposal
Eating Space In Kitchen
French Doors
Gas Water Heater
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Irrigation System
Kitchen/Family Room Combo
Lighting
Microwave
Open Floorplan
Outdoor Grill
Primary Bedroom Main Floor
Range
Range Hood
Refrigerator
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Storage
Tankless Water Heater
Thermostat
Tray Ceiling(s)
Walk-In Closet(s)

Education

Full Sail University
(3.12 miles)Full Sail University
Rollins College
(1.05 miles)Rollins College

Health & Medical

Nutritional Guidance Inc.
(2.34 miles)Nutritional Guidance Inc.
Health Food City
(1.89 miles)Health Food City

Shopping

Park Avenue Shopping Area
(1.28 miles)Park Avenue Shopping Area
Winter Park Village
(1.93 miles)Winter Park Village
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$ 11,023.48
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 8,335.98

Fri 26 Sep
Sat 27 Sep
Sun 28 Sep
Mon 29 Sep
Tue 30 Sep
Wed 01 Oct
Thu 02 Oct
Fri 03 Oct
Sat 04 Oct
Sun 05 Oct
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DISCLAIMER TEXT: 141 OAKWOOD WAY | 514960 © 2023 All material presented here is for information purposes only.

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Janet Richmond