T
Seller's Agent in 2025
Tracey McFadden
OAK AVENUE REAL ESTATE LLC
(321) 345-1937
14 in this area
24 Total Sales
BEST DEAL IN OAKLAND PARK!! Welcome to 1024 Prosperity Dr, Winter Garden, FL! This stunning 3 bedroom 2.5 bathroom home in the desirable Oakland Park neighborhood has an open floorplan and large windows that fill it with natural light. The heart of the home is the chef's kitchen, featuring stainless steel appliances, a large island with plenty of counter space, and sleek cabinetry – perfect for cooking and entertaining. The study/den is perfect for working from home or a hobby area, because it has a stylish barn door that keeps it nice and private. And there's a downstairs powder room for your guest's convenience.
Upstairs you will find the spacious primary suite and two additional bedrooms, the laundry room and also a bonus loft area that could be your second TV room, play room, exercise room or whatever you can imagine.
Entertain a crowd or enjoy a peaceful beverage on both the large front porch and the screened back porch. The expansive backyard is fully fenced and perfect for creating your dream outdoor retreat, with plenty of room to add a pool. (additional pool renderings available)
This home is equipped with a full-home water filtration system, and an electric car charger in the garage. Not to mention that it's in the golf cart district and just a short ride to charming Downtown Winter Garden and the West Orange hike and bike trail! Don’t miss the opportunity to make this your forever home- Schedule a showing today!
Last Agent to Sell the Property
OAK AVENUE REAL ESTATE LLC Brokerage Phone: 321-345-1937 License #3326001 Listed on: 02/28/2025
Last Buyer's Agent
OAK AVENUE REAL ESTATE LLC Brokerage Phone: 321-345-1937 License #3326001 Listed on: 02/28/2025
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $536,600 | Town Square Title |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $429,254 | New Conventional |
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/18/2025 06/18/25 | Sold | $870,000 | -1.0% | $385 / Sq Ft | |
| 05/01/2025 05/01/25 | Pending | -- | -- | -- | |
| 04/23/2025 04/23/25 | For Sale | $879,000 | 0.0% | $389 / Sq Ft | |
| 03/04/2025 03/04/25 | Pending | -- | -- | -- | |
| 02/28/2025 02/28/25 | For Sale | $879,000 | +63.8% | $389 / Sq Ft | |
| 02/24/2021 02/24/21 | Sold | $536,567 | -1.9% | $238 / Sq Ft | View Prior Sale |
| 01/10/2021 01/10/21 | Pending | -- | -- | -- | |
| 11/09/2020 11/09/20 | Price Changed | $547,067 | 0.0% | $242 / Sq Ft | |
| 11/05/2020 11/05/20 | Price Changed | $547,287 | -2.0% | $242 / Sq Ft | |
| 09/17/2020 09/17/20 | Price Changed | $558,287 | +0.9% | $247 / Sq Ft | |
| 09/06/2020 09/06/20 | For Sale | $553,287 | -- | $245 / Sq Ft |
| 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 | $8,301 | $750,230 | $230,000 | $520,230 |
| 2024 | $7,621 | $549,988 | -- | -- |
| 2023 | $7,621 | $518,920 | $0 | $0 |
| 2022 | $7,408 | $503,806 | $155,000 | $348,806 |
| 2021 | $2,196 | $135,000 | $135,000 | $0 |
| 2020 | $1,353 | $82,500 | $82,500 | $0 |
T
Seller's Agent in 2025
Tracey McFadden
OAK AVENUE REAL ESTATE LLC
(321) 345-1937
14 in this area
24 Total Sales
Seller's Agent in 2021
Len Jaffe
WEEKLEY HOMES REALTY COMPANY
(813) 835-9380
18 in this area
1,297 Total Sales
Source: Stellar MLS
MLS Number: O6285139
APN: 21-2227-6100-05-060