To schedule a showing of 1808 Western Trailway Drive, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!
$599,000 | 3 beds | 2 full baths | N/A half baths | 1,860 sqft
Winter Garden, FL 34787
- 3Beds
- 2.00Total Baths
- 2 Full, 0 HalfBaths
- 1,860SqFt
- 2019Year Built
- 0.14Acres
- MLS# S5152973
- Residential
- SingleFamilyResidence
- Active
- Approx Time on MarketN/A
- Area34787 - Winter Garden/oakland
- CountyOrange
- Subdivision Hull Island/oakland
Overview
Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,800 square feet of thoughtfully designed living space in the highly sought-after Hull Island community of Oakland. Tasteful décor and stylish finishes create a warm, inviting atmosphere, while the open-concept floor plan features a spacious kitchen with stainless steel appliances, a large center island with counter seating, and seamless flow into the living and dining areas—perfect for everyday living and entertaining. Step outside to your private backyard featuring maintenance-free turf, providing a lush, green outdoor space you can enjoy year-round without the upkeep. Residents also enjoy access to the community pool, scenic walking trails, and direct access to the West Orange Trail, with beautiful Lake Apopka just a couple of blocks away. Best of all, you’ll enjoy all these incredible amenities while benefiting from a LOW HOA FEE! Whether you’re purchasing your first home, growing your family, or right-sizing after the kids have moved out, this home offers the perfect combination of comfort, convenience, and low-maintenance living. Hull Island is a welcoming, family-oriented community for all ages, conveniently located near charming downtown Winter Garden, shopping, dining, parks, and major roadways. Don’t miss your opportunity to make this move-in-ready home your own!
Agriculture / Farm
Association Fees / Info
Community Features: Dock, DogPark, Fishing, Lake, Playground, Park, Pool, WaterAccess, Sidewalks
Pets Allowed: BreedRestrictions, Yes
Hoa Frequency Rate: 165
Association: Yes
Association Amenities: Playground, Park, Pool
Hoa Fees Frequency: Monthly
Bathroom Info
Total Baths: 2.00
Fullbaths: 2
Building Info
Window Features: WindowTreatments
Roof: Shake
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Craftsman
Pool Features: Association, Community
Patio: RearPorch, Covered
Exterior Features: SprinklerIrrigation
Fees / Restrictions
Financial
Original Price: $599,000
Fencing: Vinyl
Garage / Parking
Parking Features: OffStreet, OnStreet
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Floors: LuxuryVinyl
Levels: One
Laundry Features: LaundryRoom
Interior Features: CeilingFans, KitchenFamilyRoomCombo, OpenFloorplan, WalkInClosets, WindowTreatments
Appliances: Dishwasher, Disposal, GasWaterHeater, Microwave, Range, Refrigerator, RangeHood, TanklessWaterHeater
Lot Info
Direction Remarks: * Take FL-429 North to Exit 19 for FL-50/Colonial Drive.* Head west on FL-50 toward Oakland.* Turn left onto W. Oakland Avenue (SR-438).* Continue through the traffic circle, staying on W. Oakland Avenue.* Turn left onto Hull Island Drive.* Turn left onto Western Trailway Drive.* 1808 Western Trailway Drive will be on the right.
Lot Size Units: Acres
Lot Size Acres: 0.14
Lot Sqft: 6,000
Misc
Other
Special Conditions: None
Other Rooms Info
Property Info
Section: 19
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block
Stories: 1
Total Stories: 1
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 4
Sqft Info
Sqft: 1,860
Bulding Area Sqft: 2,430
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 16
Tax Legal Description: HULL ISLAND AT OAKLAND 99/91 LOT 16
Tax Block: N/A
Tax Annual Amount: 8388.74
Tax Book Number: 99/91
Unit Info
Utilities / Hvac
Heating: Gas
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: ElectricityConnected, NaturalGasConnected, HighSpeedInternetAvailable, SewerConnected, WaterConnected
Waterfront / Water
Directions
* Take FL-429 North to Exit 19 for FL-50/Colonial Drive.* Head west on FL-50 toward Oakland.* Turn left onto W. Oakland Avenue (SR-438).* Continue through the traffic circle, staying on W. Oakland Avenue.* Turn left onto Hull Island Drive.* Turn left onto Western Trailway Drive.* 1808 Western Trailway Drive will be on the right.This listing courtesy of Florida In Motion Realty Inc
MLS# S5152652 
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identify prospective properties consumer may be interested in purchasing. Any information relating
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MLS IDX data last updated on 07-08-2026 11:39 AM EST.
If you have any questions on 1808 Western Trailway Drive, Winter Garden, Florida, please call David Shippey at 863-521-4517.
MLS# S5152973 located at 1808 Western Trailway Drive, Winter Garden, Florida is brought to you by David Shippey REALTOR®
1808 Western Trailway Drive, Winter Garden, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 1808 Western Trailway Drive, Winter Garden, Florida is S5152973.
The price for 1808 Western Trailway Drive, Winter Garden, Florida is $599,000.
The status of 1808 Western Trailway Drive, Winter Garden, Florida is Active.
The subdivision of 1808 Western Trailway Drive, Winter Garden, Florida is Hull Island/oakland.
The home located at 1808 Western Trailway Drive, Winter Garden, Florida was built in 2026.