$525,000
990 Stationside Drive
Oakland, FL 34787
Listing updated: September 18, 2026 at 4:25 PM ET
Listing courtesy of Exp Realty Llc · Daniel Betancourt · MLS #O6440519 · Active · 407-706-5000Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Rare find in prime Oakland: a completely remodeled turn-key home on an oversized 0.25-acre lot with no high HOA fees! Why settle for tiny high-density lots when you can have true space, privacy, and full peace of mind? This fully modernized 4-bedroom, 2-bathroom residence offers over 2,000 square feet of updated luxury, with major big-ticket items already completed, including a brand-new roof installed in December 2024, a new high-efficiency A/C installed in August 2023, and 4-Point-ready infrastructure for stress-free home insurance. Step inside to smooth, popcorn-free ceilings, fresh all-white interior paint, new fixtures and hardware throughout, and low-maintenance luxury vinyl plank flooring with no carpet anywhere. The bright kitchen features sparkling new quartz countertops, a classic white subway tile backsplash, a stainless steel range hood, a newly installed double oven, and spacious 42-inch upper white cabinets. Both bathrooms have been tastefully modernized, highlighted by a complete primary suite refresh. Outside, the quarter-acre grounds feature a brand-new 6-foot vinyl privacy fence, a massive 15x40 back patio perfect for outdoor dining, fresh sod and landscaping, an irrigation well for major utility savings, and ample room to build your dream custom pool. Nestled in charming, canopy-lined Oakland, FL—prized for its quiet, Old-Florida feel and proximity to the West Orange Trail—you're minutes from historic Downtown Winter Garden’s famous weekly farmers market, craft breweries, boutique shopping, and fine dining. Best of all, instant connectivity to SR-50, FL-429, and the Florida Turnpike puts Downtown Orlando, Walt Disney World, Universal Studios, and all major Central Florida attractions within an easy 20-minute drive.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 18, 2026
- Listed$525,000Sep 18, 2026
- Price increased$525,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Trailside Station Rep 44/23
- County
- Orange
- Year built
- 2003
- Living area
- 2,028 sq ft
- Price/sq ft
- $259
- Building area
- 2,484 sq ft (Public Records)
- Lot size
- 10,769 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0200H)
- Garage
- 2 spaces
- Annual taxes
- $2,334 (2025)
- Parcel #
- 19-22-27-8682-00-560
- Zoning
- R-1
- MLS #
- O6440519
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Luxury Vinyl
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Range Hood, Refrigerator, Washer
- Interior features
- Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Electric Vehicle Charging Station(s), Garage Door Opener
HOA & Financial
- HOA fee
- $350 / Annually
- Monthly HOA
- $29/mo
- Total monthly fees
- $29/mo
- Total annual fees
- $350
- HOA name
- Trailside Station HOA
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- please communicate with HOA for rules or clarification
Exterior & Construction
- Exterior features
- Lighting, Private Yard, Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public, Well
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 15x21 |
| Primary Bedroom | First | 11x15 |
| Primary Bathroom | First | 11x10 |
| Bedroom 1 | First | 14x12 |
| Bathroom 1 | First | 5x10 |
| Bedroom 2 | First | 11x10 |
| Bathroom 3 | First | 11x9 |
| Laundry | First | 8x6 |
| Kitchen | First | 15x21 |
| Kitchen | First | 15x15 |
| Dining Room | First | 15x10 |
| Living Room | First | 12x9 |
| Foyer | First | 7x7 |
Listing Details
- Listing date
- 2026-09-18
- On market date
- 2026-09-18
- Original list price
- $525,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-18
- Tax legal description
- TRAILSIDE STATION REPLAT 44/23 LOT 56
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
To drive from Orlando to 990 Stationside Dr in Oakland, Florida, you will generally head west out of the city. The most direct route typically involves taking FL-408 West (the East-West Expressway) and then merging onto Florida's Turnpike North toward Ocala. From there, you will take the exit for FL-50 West (West Colonial Drive) toward Winter Garden and Oakland. Continue on FL-50 West for several miles until you reach Oakland, then turn onto Oakland Avenue and follow the local roads to Stationside Drive. The entire trip is roughly 18 to 25 miles depending on your starting point in Orlando and usually takes about 25 to 30 minutes under normal traffic conditions.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 18, 2026 at 4:25 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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