PENDING
$129K PRICE DROP
141 Oakwood Way Winter Park, FL 32789
Estimated payment $13,036/month
Total Views
17,793
5
Beds
4
Baths
3,909
Sq Ft
$550
Price per Sq Ft
Highlights
- Oak Trees
- Open Floorplan
- Contemporary Architecture
- Audubon Park School Rated A-
- Deck
- 2-minute walk to Lake Chelton Park
About This Home
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 Agent
MAINFRAME REAL ESTATE Brokerage Phone: 407-513-4257 License #657686 Listed on: 02/01/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $15,853
Year Built
- Built in 2015
Lot Details
- 0.26 Acre Lot
- South Facing Home
- Mature Landscaping
- Level Lot
- Irrigation Equipment
- Street paved with bricks
- Oak Trees
- Property is zoned R-1AA
Parking
- 2 Car Garage
- Oversized Parking
- Rear-Facing Garage
- Side Facing Garage
- Garage Door Opener
Home Design
- Contemporary Architecture
- Mediterranean Architecture
- Bi-Level Home
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 3,909 Sq Ft Home
- Open Floorplan
- Built-In Features
- Crown Molding
- Tray Ceiling
- Ceiling Fan
- Gas Fireplace
- Blinds
- French Doors
- Entrance Foyer
- Great Room
- Family Room Off Kitchen
- Living Room
- Formal Dining Room
- Home Office
- Loft
- Bonus Room
- Storage Room
- Laundry in unit
- Inside Utility
- Attic
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Walk-In Pantry
- Convection Oven
- Cooktop with Range Hood
- Microwave
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Brick
- Carpet
- Marble
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- Walk-In Closet
- 4 Full Bathrooms
Home Security
- Security System Leased
- Fire and Smoke Detector
Eco-Friendly Details
- Energy-Efficient Appliances
Outdoor Features
- Balcony
- Deck
- Covered Patio or Porch
- Exterior Lighting
- Outdoor Storage
- Outdoor Grill
Schools
- Audubon Park K8 Elementary School
- Audubon Park K-8 Middle School
- Winter Park High School
Utilities
- Central Heating and Cooling System
- Thermostat
- Tankless Water Heater
- Gas Water Heater
- High Speed Internet
- Cable TV Available
Community Details
- No Home Owners Association
- Charmont Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 17 / B
- Assessor Parcel Number 07-22-30-1252-02-170
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $15,853 | $1,075,155 | -- | -- |
| 2024 | $15,304 | $1,075,155 | -- | -- |
| 2023 | $15,304 | $1,014,421 | $0 | $0 |
| 2022 | $14,606 | $984,875 | $0 | $0 |
| 2021 | $14,461 | $956,189 | $350,000 | $606,189 |
| 2020 | $13,974 | $946,714 | $0 | $0 |
| 2019 | $14,461 | $925,429 | $0 | $0 |
| 2018 | $14,391 | $908,174 | $0 | $0 |
| 2017 | $14,276 | $905,291 | $322,000 | $583,291 |
| 2016 | $13,990 | $887,555 | $322,000 | $565,555 |
| 2015 | $9,035 | $588,263 | $244,000 | $344,263 |
| 2014 | $7,388 | $419,401 | $212,000 | $207,401 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/21/2025 07/21/25 | Pending | -- | -- | -- |
| 07/10/2025 07/10/25 | Price Changed | $2,150,000 | 0.0% | $550 / Sq Ft |
| 07/10/2025 07/10/25 | For Sale | $2,150,000 | -4.6% | $550 / Sq Ft |
| 05/24/2025 05/24/25 | Off Market | $2,254,000 | -- | -- |
| 04/04/2025 04/04/25 | Price Changed | $2,254,000 | -1.1% | $577 / Sq Ft |
| 02/01/2025 02/01/25 | For Sale | $2,279,000 | +390.1% | $583 / Sq Ft |
| 05/26/2015 05/26/15 | Off Market | $465,000 | -- | -- |
| 06/05/2013 06/05/13 | Sold | $465,000 | +12.0% | $138 / Sq Ft |
| 05/10/2013 05/10/13 | Pending | -- | -- | -- |
| 04/30/2013 04/30/13 | For Sale | $415,000 | -- | $123 / Sq Ft |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,055,000 | Attorney | |
| Special Warranty Deed | $465,000 | Boston National Title Agency | |
| Warranty Deed | $559,800 | Attorney | |
| Warranty Deed | $370,000 | Fidelity National Title Ins | |
| Warranty Deed | $227,000 | Fidelity National Title Insu | |
| Personal Reps Deed | -- | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $844,000 | New Conventional | |
| Closed | $844,000 | Credit Line Revolving | |
| Previous Owner | $560,000 | Unknown | |
| Previous Owner | $333,000 | Purchase Money Mortgage |
Source: Public Records
About the Listing Agent
I'm an expert real estate agent with MAINFRAME REAL ESTATE in Orlando, FL and the nearby area, providing home-buyers and sellers with professional, responsive and attentive real estate services. Want an agent who'll really listen to what you want in a home? Need an agent who knows how to effectively market your home so it sells? Give me a call! I'm eager to help and would love to talk to you.
Nicole's Other Listings
Source: Stellar MLS
MLS Number: O6276417
APN: 07-2230-1252-02-170
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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