Seller's Agent in 2026
Eric Bress, Jr
ERIC BRESS REAL ESTATE LLC
(407) 900-5777
3 in this area
60 Total Sales
Welcome to an exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bed, 2.5-bath residence boasts an open and functional floor plan that truly sets it apart from others in the neighborhood. With approximately 1,909 sq. ft. of thoughtfully laid-out living space, this home offers modern comfort with everyday practicality. You’ll first notice the long brick paver driveway, which allows for extra parking. The house is positioned next to additional neighborhood parking and the start of the walking trails, so you also have additional room for your family to play and recreation, without having to maintain it!
Step onto the welcoming front porch, perfectly positioned to relax and unwind with elevated views over the peaceful and scenic walking trails, a wonderful spot for morning coffee or evening chats. Inside, the bright and airy layout flows effortlessly, creating an inviting environment for both daily living and entertaining. The heart of the home is its open living space, seamlessly connecting living, dining, and kitchen areas for effortless functionality and flow. Upstairs, the spacious primary suite offers a private retreat, complemented by convenient second-floor laundry, loft and two additional bedrooms, ideal for family, guests, or a home office. This is a newer and energy efficient home, with many upgrades throughout, including rain gutters, custom staircase railing, and fixtures throughout.
Located just moments from downtown Winter Garden, you’re only minutes from the famed Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions of one of Central Florida’s most beloved small-town centers. For investors, this home offers stable long-term rental potential with solid market rents and consistent tenant demand.
Commuters will appreciate easy access to the Florida Turnpike, making travel throughout Orlando and beyond, including the airport, quick and convenient. This home combines serene neighborhood living with unbeatable location conveniences. Don’t miss your chance to experience the perfect blend of location, style, and everyday livability in one of Oakland’s standout homes.
Last Agent to Sell the Property
ERIC BRESS REAL ESTATE LLC Brokerage Phone: 407-900-5777 License #3371042 Listed on: 01/15/2026
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $482,500 | None Listed On Document | |
| Warranty Deed | $485,000 | None Listed On Document | |
| Warranty Deed | $345,000 | Concierge Title Services | |
| Special Warranty Deed | $300,800 | Attorney |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $388,000 | New Conventional | |
| Previous Owner | $334,650 | New Conventional | |
| Previous Owner | $295,258 | FHA |
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/19/2026 02/19/26 | Sold | $482,500 | -1.5% | $253 / Sq Ft | |
| 02/05/2026 02/05/26 | Pending | -- | -- | -- | |
| 01/15/2026 01/15/26 | For Sale | $489,900 | +1.0% | $257 / Sq Ft | |
| 05/12/2022 05/12/22 | Sold | $485,000 | +7.8% | $254 / Sq Ft | View Prior Sale |
| 04/18/2022 04/18/22 | Pending | -- | -- | -- | |
| 04/14/2022 04/14/22 | For Sale | $450,000 | +30.4% | $236 / Sq Ft | |
| 12/16/2020 12/16/20 | Sold | $345,000 | -1.4% | $181 / Sq Ft | View Prior Sale |
| 10/27/2020 10/27/20 | Pending | -- | -- | -- | |
| 10/13/2020 10/13/20 | Price Changed | $350,000 | -2.8% | $183 / Sq Ft | |
| 09/28/2020 09/28/20 | For Sale | $359,900 | -- | $189 / 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 | $6,476 | $401,140 | $110,000 | $291,140 |
| 2024 | $6,029 | $387,240 | $110,000 | $277,240 |
| 2023 | $6,029 | $381,358 | $125,000 | $256,358 |
| 2022 | $4,166 | $275,379 | $0 | $0 |
| 2021 | $4,117 | $267,358 | $90,000 | $177,358 |
| 2020 | $3,703 | $250,362 | $55,000 | $195,362 |
| 2019 | $3,814 | $244,882 | $50,000 | $194,882 |
| 2018 | $285 | $15,000 | $15,000 | $0 |
Seller's Agent in 2026
Eric Bress, Jr
ERIC BRESS REAL ESTATE LLC
(407) 900-5777
3 in this area
60 Total Sales
Buyer's Agent in 2026
Harif Hazera LLC
PREMIER SOTHEBY'S INTL. REALTY
(407) 953-9176
1 in this area
156 Total Sales
Seller's Agent in 2022
Jarred Denison
POP REALTY POWERED BY SELLSTATE
(407) 247-2899
1 in this area
67 Total Sales
Seller's Agent in 2020
Brandie Mathison-Klein
KELLER WILLIAMS ELITE PARTNERS III REALTY
(352) 432-3200
6 in this area
661 Total Sales
Source: Stellar MLS
MLS Number: O6374262
APN: 30-2227-6117-01-780
Ask me questions while you tour the home.