607 E Oakland Ave Winter Garden, FL 34787
Estimated payment $5,221/month
Highlights
- Oak Trees
- Media Room
- View of Trees or Woods
- Tildenville Elementary Rated 9+
- Heated In Ground Pool
- Open Floorplan
About This Home
Welcome to this exceptional Winter Garden home with 4 bedrooms, 3.5-bathrooms, PLUS home office PLUS upstairs bonus room, flexible living spaces make this home work for you. This is 607 E. Oakland Ave - where classic Old-Florida charm meets modern luxury and unbeatable location. Tile flooring and refined tray ceilings flow throughout the home, while the gourmet kitchen with premium upgrades is ready for both weekday meals and weekend entertaining. A private screened-in pool and peaceful backyard retreat create your own Florida oasis, and cozy evenings by the wood-burning fireplace in the family room are everyday pleasures. The spa-inspired owner’s suite boasts a generous walk-in closet and sleek glass-enclosed shower. Upgrades include a 3-zoned AC system, recent interior paint, revitalized front landscaping, backyard hardscape, and a 2020 roof keep the home in impeccable condition. The home also hosts a 3-car garage and plenty of storage. What truly sets this property apart is its location: deep in the heart of Oakland/Winter Garden’s most desirable corridor. Residents enjoy direct access to the famed West Orange Trail, a scenic, paved 22-mile multi-use trail perfect for biking, running, walking and dog walks just steps from your door. Just minutes away is Historic Downtown Winter Garden, anchored by a vibrant Farmers Market every Saturday, eclectic shops, chef-driven restaurants, live music, arts events and seasonal festivals that bring the community together year-round. Outdoor enthusiasts will love proximity to Lake Apopka and the Oakland Nature Preserve, offering boating, fishing, birdwatching, wildlife and miles of green space to explore. Walkability to Oakland Avenue Charter School, with the added advantage of resident enrollment preference, and quick connections to major commuter routes including the Turnpike and SR 50 keep daily travel convenient. Oakland and Winter Garden marry authentic small-town Florida living with quick access to all Central Florida has to offer. Just 30 minutes to downtown Orlando and the world-class attractions of Walt Disney World & the Orlando theme parks. Here, lifestyle isn’t an afterthought, it’s the reason you’re home.
Listing Agent
RE/MAX TOWN & COUNTRY REALTY Brokerage Phone: 407-695-2066 License #3350855 Listed on: 01/12/2026
Co-Listing Agent
RE/MAX TOWN & COUNTRY REALTY Brokerage Phone: 407-695-2066 License #3062104
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,690
Year Built
- Built in 2006
Lot Details
- 0.36 Acre Lot
- South Facing Home
- Fenced
- Mature Landscaping
- Oak Trees
- Wooded Lot
- Property is zoned R-1A
HOA Fees
- $73 Monthly HOA Fees
Parking
- 3 Car Attached Garage
- Side Facing Garage
- Driveway
Property Views
- Woods
- Park or Greenbelt
Home Design
- Bungalow
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 3,406 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Ceiling Fan
- Wood Burning Fireplace
- Family Room with Fireplace
- Family Room Off Kitchen
- Living Room with Fireplace
- Formal Dining Room
- Media Room
- Den
- Loft
- Inside Utility
- Laundry Room
- Ceramic Tile Flooring
Kitchen
- Eat-In Kitchen
- Convection Oven
- Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
Pool
- Heated In Ground Pool
- Heated Spa
Outdoor Features
- Covered Patio or Porch
- Exterior Lighting
- Private Mailbox
Schools
- Tildenville Elementary School
- Lakeview Middle School
- West Orange High School
Utilities
- Zoned Heating and Cooling
- Septic Tank
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 56
- Assessor Parcel Number 21-22-27-9401-00-560
Community Details
Overview
- Southwest Property Management Of Central Florida Association
- Visit Association Website
- Winters Lndg Ph 01 A D F & G Subdivision
- Near Conservation Area
Recreation
- Community Playground
Map
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 | $11,892 | $697,244 | $187,764 | $509,480 |
| 2024 | $7,265 | $674,094 | $187,764 | $486,330 |
| 2023 | $7,265 | $451,169 | $0 | $0 |
| 2022 | $7,056 | $438,028 | $0 | $0 |
| 2021 | $6,985 | $425,270 | $113,441 | $311,829 |
| 2020 | $6,791 | $384,559 | $70,000 | $314,559 |
| 2019 | $7,152 | $383,289 | $66,000 | $317,289 |
| 2018 | $6,008 | $356,355 | $0 | $0 |
| 2017 | $4,852 | $363,026 | $60,000 | $303,026 |
| 2016 | $4,829 | $335,095 | $40,000 | $295,095 |
| 2015 | $4,899 | $332,603 | $40,000 | $292,603 |
| 2014 | $4,922 | $313,473 | $40,000 | $273,473 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/12/2026 01/12/26 | For Sale | $875,000 | +15.6% | $257 / Sq Ft | |
| 05/15/2024 05/15/24 | Sold | $757,000 | -1.0% | $222 / Sq Ft | View Prior Sale |
| 03/29/2024 03/29/24 | Pending | -- | -- | -- | |
| 03/07/2024 03/07/24 | Price Changed | $765,000 | -2.9% | $225 / Sq Ft | |
| 02/21/2024 02/21/24 | Price Changed | $787,595 | -1.4% | $231 / Sq Ft | |
| 12/21/2023 12/21/23 | For Sale | $798,595 | +66.4% | $234 / Sq Ft | |
| 10/30/2020 10/30/20 | Sold | $480,000 | -2.0% | $141 / Sq Ft | View Prior Sale |
| 09/21/2020 09/21/20 | Pending | -- | -- | -- | |
| 09/17/2020 09/17/20 | For Sale | $489,900 | +8.9% | $144 / Sq Ft | |
| 12/24/2018 12/24/18 | Sold | $450,000 | -4.3% | $132 / Sq Ft | View Prior Sale |
| 11/24/2018 11/24/18 | Pending | -- | -- | -- | |
| 11/02/2018 11/02/18 | For Sale | $470,000 | +13.0% | $138 / Sq Ft | |
| 08/17/2018 08/17/18 | Off Market | $416,000 | -- | -- | |
| 04/04/2017 04/04/17 | Sold | $416,000 | -5.4% | $122 / Sq Ft | View Prior Sale |
| 03/02/2017 03/02/17 | Pending | -- | -- | -- | |
| 02/03/2017 02/03/17 | For Sale | $439,900 | -- | $129 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $757,000 | Apex Title | |
| Warranty Deed | $480,000 | Celebration Title Group | |
| Warranty Deed | $450,000 | Fidelity National Title Of | |
| Warranty Deed | $416,000 | Southern Title Holding Compa | |
| Warranty Deed | $400,000 | North American Title Company | |
| Warranty Deed | $381,600 | Town Square Title Company |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $781,981 | VA | |
| Previous Owner | $410,000 | New Conventional | |
| Previous Owner | $427,500 | New Conventional | |
| Previous Owner | $332,800 | New Conventional | |
| Previous Owner | $250,000 | Unknown | |
| Previous Owner | $327,700 | Unknown |
Source: Stellar MLS
MLS Number: O6372870
APN: 21-2227-9401-00-560
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Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.