1808 WESTERN TRAILWAY DRIVE, WINTER GARDEN, FL 34787
HULL ISLAND/OAKLAND · Orange County
Key Facts
Description
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!
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Craftsman
Year Built
2019
Stories
1
Living Area
2,430 sq ft
Lot Size
0.14 acres
Garage Spaces
2
Ownership
Fee Simple
Zoning
PUD
Days on Market
12
MLS® Listing#
S5152973
Property Features
Interior
Appliances
Cooling
Heating
Parking
Laundry
Patio
Fencing
Construction
Foundation
Roof
Windows
Community
Utilities
Sewer
Water Source
Rooms
- KitchenFirst
- Living RoomFirst
- Master BathroomFirst
- Master BedroomFirst
Financial Details
HOA
$165 / Monthly
Amaan Lakhani
Annual Taxes
$8,389
Tax year 2025
Parcel Number
19-22-27-3775-00-160
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.
Affordability Calculator
$119,800
Estimated monthly payment
$3,188/mo
Principal $479,200 · Est. interest $668,527 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in WINTER GARDEN, FL
- $395,262
- Median Listing Price
- 71
- Median Days on Market
- 1,846
- Median Sq Ft
- $225
- Median Price / Sq Ft
- 2,002
- Active Listings
- This home’s price is 52% above the area median.
- Its price per sq ft is 10% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in WINTER GARDEN, FL.
Location
Points of Interest in WINTER GARDEN, FL
Showing the WINTER GARDEN area map.
Nearby Schools
Oakland Avenue Charter School
Elementary · 1.5 mi away
Tildenville Elementary
Elementary · 2.4 mi away
Lakeview Middle School
Secondary · 2.7 mi away
Sunridge Middle School
Secondary · 3.0 mi away
Sunridge Elementary
Elementary · 3.1 mi away
Montverde Academy
School · 3.4 mi away
Whispering Oak Elementary School
Elementary · 3.6 mi away
The Learning Center
School · 3.7 mi away
Starchild Academy Winter Garden
School · 3.7 mi away
Ucp West Orange
Elementary · 3.7 mi away
Ability 14 Special Education Advocacy
Elementary · 3.8 mi away
Ucp West Orange Charter
Elementary · 3.8 mi away
Ucp West Orange Charter School at Ucp Healthy West Orange Campus
School · 3.8 mi away
Foundation Academy
School · 3.9 mi away
Calvary Baptist Church
School · 3.9 mi away
Dillard Street Elementary School
Elementary · 4.0 mi away
Foundation Academy
School · 4.0 mi away
The Parson Institute - JCS
School · 4.0 mi away
Montessori Academy of Winter Garden
Elementary · 4.1 mi away
East Ridge High School
Secondary · 4.3 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 1840 ASTER DRIVE, WINTER PARK, FL | $419,900 | 3 | 2 | 1,667 |
| 11025 SUSPENSE DRIVE, WINTER GARDEN, FL | $419,900 | 3 | 3 | 1,636 |
| 15755 WATER SPRING BOULEVARD, WINTER GARDEN, FL | $420,000 | 3 | 3 | 1,636 |
| 12042 GRANDROSE ALLEY, WINTER GARDEN, FL | $420,000 | 3 | 3 | 1,732 |
| 14778 PEEKSKILL DRIVE, WINTER GARDEN, FL | $420,000 | 3 | 3 | 1,831 |
| 1406 BLUMBERG BOULEVARD, WINTER SPRINGS, FL | $420,000 | 3 | 3 | 1,476 |
Moving Cost Estimate
EXIT Agents in WINTER GARDEN
Listing Courtesy: FLORIDA IN MOTION REALTY INC - 407-947-2757
Last Updated: 2026-07-02