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$578,000
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Property Description
Welcome to this stunning, like-new 3-bedroom, 2-bath home in the charming Hull Island community of Oakland, just 0.5 miles from the West Orange Trail, 1.5 miles to Costco, and only 10 minutes from historic downtown Winter Garden. Recently updated and truly move-in ready, this split-plan residence shines with beautiful wood-look tile flooring throughout (no carpet anywhere!), fresh backyard turf just one year old, a brand-new dishwasher, and thoughtful upgrades in every room. Step inside to an inviting open layout where natural light abounds. The gourmet L-shaped kitchen is a chef's dream, featuring abundant 42" maple cabinetry, quartz countertops, a tiled backsplash with sleek LED under-cabinet lighting, a gas range, a large center island with breakfast bar, an oversized walk-in pantry, and a built-in tech desk perfect for daily organization, charging devices, or remote work. Tucked at the rear for ultimate privacy, the serene primary suite offers a tray ceiling, expansive windows, and a spa-like ensuite bath with dual quartz vanities, an oversized shower showcasing upgraded subway tile and river rock flooring, semi-frameless glass enclosure, private water closet, and a huge walk-in closet. Two bright secondary bedrooms share a stylish hall bath at the front of the home. Relax or entertain on the covered lanai overlooking the fully fenced backyard with fresh turf and an extended paver patio. The custom backyard playhouse conveys, along with the washer, dryer, and security system. Additional upgrades include a tankless gas water heater, interior laundry room with utility sink, blinds on all windows, and all appliances included. Hull Island residents enjoy a resort-style pool with cabana, playground, bark park, scenic walking trails, and a peaceful dock on Lake Apopka, plus easy access to the Florida Turnpike. Impeccably maintained and turnkey in every way, schedule your private showing today and fall in love!
Full Property Details
Full Property Details for 1808 Western Trailway Dr
General
- Sold For: $578,000
- HOA FEE: $165/month
- Taxes: $5,022 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6362053
- Added to Site: 105 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Tankless Water Heater, Washer
- Furnishings: Unfurnished
- Flooring: Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Park, Playground, Pool
- Security/Safety: Closed Circuit Camera(s), Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Playground, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Front Porch, Rear Porch
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: HULL ISLAND AT OAKLAND
- Driving Directions: From SR 50 E, turn left on W Oakland Ave, turn right on Oakland Ave, turn left on Hull Island Dr, turn left on Western Trailway Dr, home will be on the right.
- Direction Faces: South
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dock, Community Mailbox, Deed Restrictions, Dog Park, Park, Playground, Pool, Sidewalks
- Optional Amenities: Park, Playground, Pool
- Association: Yes
- Assoc. Name: Sentry Management Group - Amaan Lakhani
- Assoc. Fees Include: Community Pool, Maintenance Grounds, Maintenance Repairs, Pool Maintenance
- Number of Pets: 2
- Pet Restrictions: Buyer's Agent and Buyer to confirm pet restrictions with HOA.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Natural Gas Available, Phone Available, Public, Street Lights, Water Available
Structural Information
- Architectural Info: Craftsman, Mediterranean, Traditional
- Architectural Style: Craftsman, Mediterranean, Traditional
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: One
- Square Feet: 1,857
- Sq. Ft. Source: Public Records
- Living Area: 1,857 Sq. Ft.
- Year Built: 2019
Lot Features
- Property View: Park/Greenbelt
- Lot Size (Acres): 0.14
- Lot Size (Sq. Ft.): 6,000
- Lot Size: 6000
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Financial Considerations
- Association Fee: $165
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $5,022.29
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: HULL ISLAND AT OAKLAND 99/91 LOT 16
- Flood Zone Info: X
- APN: 192227377500160
- Property ID: 192227377500160
Listed by 1St Class Real Est Premier Grp
Sold by Florida in Motion Realty Inc
Get Pre-Approved Today
Schools
Schools serving 1808 Western Trailway Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 2.4 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 2.7 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1808 Western Trailway Dr
Date
Details
Price
Change
Source
2/06/2026
Sold
$578,000
-3.51%
MLS
12/22/2025
Price Reduced
$599,000
-1.8%
MLS
12/08/2025
Price Reduced
$610,000
-0.81%
MLS
11/20/2025
Listed
$615,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1808 Western Trailway Drive, Oakland, FL 34787 (MLS# O6362053) is a Single Family property that was sold at $578,000 on February 06, 2026. Want to learn more about 1808 Western Trailway Drive? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.

