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$2,150,000

141 Oakwood Way Winter Park, FL 32789

5 beds
4 full
3,909 sqft
0.3 acres
$550 / sqft
House

Property details

About 141 Oakwood Way

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!

Highlights

Home typeSingle Family Residence
HeatingCentral
StatusActive
CoolingCentral Air
Size3,909 sqft
Lot size0.26 Acres
Year built2015
ParkingGarage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized
MLS #O6276417
Garage2 spaces
FireplaceGas, Other

Summary

  • Full Bathrooms: 4
  • Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
  • Flooring Type: Brick, Carpet, Wood
  • Interior: 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)
  • Fireplace: Gas, Other
  • Total Bedroom Count: 5
  • Garage Space: 2 spaces
  • Attached Garage: No
  • Private Pool: No
  • Parking: Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized
  • Exterior: Balcony, French Doors, Lighting, Outdoor Grill, Storage
  • Architectural Style: Contemporary, Mediterranean
  • Heating: Central
  • Cooling: Central Air
  • List Price: $2,150,000
  • Price/SqFt: $550
  • HOA Amount: $0
  • Annual Tax Amount: $15,304
  • Tax Year: 2023
  • Lot: City Lot, Level, Bricked Street
  • Directions: Corrine Drive east from Mills Avenue to Winter Park Road North to Oakwood Way head West house on right
  • Year Built: 2015
  • Living Area: 3,909 SqFt
  • Lot Size: 0.26 Acres
  • MLS Number: O6276417
  • MLS Name: MFRMLS
  • Office Name: MAINFRAME REAL ESTATE
  • Office Phone: (407) 513-4257
  • Listing Agent: Nicole Rader

IDX Listings courtesy of Stellar MLS as distributed by MLS GRID.

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Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/21/2025, 3:34:39 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Dec 03, 2015
Home Sold
$1,055,000
Jun 19, 2013
Home Sold
$465,000
Mar 22, 2013
Home Sold
$559,800
Sep 12, 2003
Home Sold
$227,000

Tax history

YearAssessmentProperty Tax
2023$1,014,421$15,304
2022$984,875$14,606
2021$956,189$14,606
2020$946,714$14,460
2018$908,174$14,391
2017$889,495$14,275

History based on county public records data.

Nearby schools

8

Baldwin Park Elementary School

Public District PK-5

1.2 mi

1750 Common Way Rd

7

Brookshire Elementary School

Public District PK-5

2.1 mi

2500 Cady Way

9

Hillcrest Elementary School

Public Magnet PK-5

2.1 mi

1010 E Concord St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $96,629. Most Winter Park, FL residents have annual incomes between $100k-200k. Typical family type is single, no kids. The majority of residents in this area have post secondary degree education.

How much money do the neighbors make?

15%
<35k
39%
35k-100k
41%
100k-200k
5%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

36%
Single, No Kids
6%
Single, with Kids
32%
Married, No Kids
26%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

13%
<11 yrs old
10%
12-17 yrs old
14%
18-34 yrs old
48%
35-64 yrs old
15%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • Hiking/backpackingHiking/backpacking
  • PGA/LPGAPGA/LPGA

Where do the neighbors shop?

  • NordstromNordstrom
  • Nordstrom RackNordstrom Rack
  • Chico'sChico's

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • ChipotleChipotle
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • BMWBMW
  • MazdaMazda
  • CadillacCadillac

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • RockRock
  • ClassicalClassical
All data provided by Home Junction and Claritas

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Frequently asked questions

About 141 Oakwood Way

The listing price of 141 Oakwood Way property is $2,150,000.

The property 141 Oakwood Way is a house located in Winter Park, Florida, 32789.

Active Listing: 141 Oakwood Way is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 141 Oakwood Way are: Baldwin Park Elementary School (GreatSchools Rating 8/10), Brookshire Elementary School (GreatSchools Rating 7/10), Hillcrest Elementary School (GreatSchools Rating 9/10), Glenridge Middle School (GreatSchools Rating 6/10), Audubon Park School (GreatSchools Rating 9/10), Orlando Gifted Academy (GreatSchools Rating 10/10), Winter Park High School (GreatSchools Rating 7/10), Central Florida Leadership Academy Charter (GreatSchools Rating 4/10), Edgewater High School (GreatSchools Rating 4/10).

According to the records, the last property tax for 2023 is $15,304 (source: MLS/based on county public records data).

The last sale was on December 3, 2015 for $1,055,000 (source: MLS/tax record).

The property at 141 Oakwood Way has 5 bedrooms and 4 bathrooms.

The property 141 Oakwood Way is 3,909 SqFt (source: MLS/tax record).

The year of construction for 141 Oakwood Way is 2015.

This home is located at 141 Oakwood Way in Winter Park, FL and zip code 32789. This 3,909 square foot home, which was built in 2015, sits on a 0.26 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since February 1, 2025 and is currently priced at $2,150,000.

In June 2025 more than 7 listings in Winter Park, FL were sold above the asking price. During the same period more than 19 listings were sold at asking price, while more than 58 were sold below. The number of homes for sale in Winter Park, FL decreased by 5% between May and June 2025. In June 2025, listings were on the market for 41 days. During the same period, the median list price in this real estate market was $460,000.

From Rocket Homes Real Estate and based on county public records data.

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