Recently Viewed Properties
See This Home
Save This Listing
Close

$535,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,860 Sq. Ft.
  • Updated 8 days ago
See This Home
Save This Home
See This Home
Save This Home
JUST REDUCED $30,000! EXCEPTIONAL VALUE in the Sought-After Hull Island Community! If you've been waiting for the right home at the right price, this is your opportunity! Make your move before the new school year begins and enjoy everything this wonderful family-friendly community has to offer. This beautifully maintained 3-bedroom, 2-bath home offers 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 with maintenance-free turf, providing a lush, green outdoor space you can enjoy year-round without the upkeep. Residents enjoy a community pool, scenic walking trails, direct access to the West Orange Trail, and beautiful Lake Apopka just a couple of blocks away. Best of all, you'll enjoy these amenities with 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 community for all ages, conveniently located just minutes from charming downtown Winter Garden, shopping, dining, parks, and major roadways. Now offered at just $559,000-don't miss this exceptional opportunity to own one of the best values in the area. Schedule your private showing today!

Full Property Details for 1808 Western Trailway Dr

General

  • Sold For: $535,000
  • HOA FEE: $165/month
  • Taxes: $8,388 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5152973
  • Added to Site: 78 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 4
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Open Floorplan, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Park, Playground, Pool

Exterior

  • Exterior Features: Irrigation System, Sidewalk
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Off Street, On Street

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: HULL ISLAND/OAKLAND
  • Driving 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.
  • Direction Faces: West

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Dock, Fishing, Lake, Water Access, Dog Park, Park, Playground, Pool
  • Optional Amenities: Park, Playground, Pool
  • Association: Yes
  • Assoc. Name: Amaan Lakhani
  • 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: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Craftsman
  • Architectural Style: Craftsman
  • Exterior Const.: Block
  • Roof: Shake
  • Windows: Window Treatments
  • Stories/Levels: One
  • Square Feet: 1,860
  • Sq. Ft. Source: Public Records
  • Living Area: 1,860 Sq. Ft.
  • Year Built: 2019

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,000
  • Lot Size: 6000
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Vinyl

Water Features

  • Water Front Desc.: Lake

Financial Considerations

  • Association Fee: $165
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $8,388.74
  • Tax Year: 2025

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 Florida in Motion Realty Inc
Sold by TeamcOnnect Realty Llc

Listing agents

— 1808 Western Trailway Dr —

  • Florida in Motion Realty Inc

  • Florida in Motion Realty Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1808 Western Trailway Dr

School District:Orange County School District
NameGradesDistance
Tildenville Elementary School
1221 Brick Road, Winter Garden, FL 34787
PK-52.4 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-82.7 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-125 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions 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
9/14/2026
Sold
$535,000
-4.29%
MLS
8/06/2026
Price Reduced
$559,000
-5.09%
MLS
7/27/2026
Price Reduced
$589,000
-1.67%
MLS
7/07/2026
Listed
$599,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Home Warranty : Included

Listed by Florida in Motion Realty Inc
Sold by TeamcOnnect Realty Llc

Similar Properties near 1808 Western Trailway Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2696 Bobcat Chase Blvd, Oakland, FL 34787 - Photo 1 Just Listed
$515,000

2696 Bobcat Chase Blvd  Oakland, FL 34787

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,811
    Sq. Ft.
Listed by The Property Firm
2241 White Feather Loop, Oakland, FL 34787 - Photo 1
$510,000

2241 White Feather Loop  Oakland, FL 34787

  • Single Family
  • Active
  • Updated 13 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,152
    Sq. Ft.
Listed by Corcoran Premier Realty
990 Stationside Dr, Oakland, FL 34787 - Photo 1 Just Listed
$525,000

990 Stationside Dr  Oakland, FL 34787

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,028
    Sq. Ft.
Listed by Exp Realty Llc
2471 Sky Stone Ct, Oakland, FL 34787 - Photo 1
$559,000

2471 Sky Stone Ct  Oakland, FL 34787

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,854
    Sq. Ft.
Listed by Number 1 Broker, Llc

Just Listed near 1808 Western Trailway Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5277 Obsidian Gate Dr, Mount Dora, FL 32757 - Photo 1 Just Listed
$739,900

5277 Obsidian Gate Dr  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,762
    Sq. Ft.
Listed by Keller Williams Elite Partners Iii Realty
5842 Rutherford Rd, Mount Dora, FL 32757 - Photo 1 Just Listed
$449,000

5842 Rutherford Rd  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 19 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,477
    Sq. Ft.
Listed by Worth Clark Realty
2369 Sirena Ln, Mount Dora, FL 32757 - Photo 1 Just Listed
$447,170

2369 Sirena Ln  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 17 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,771
    Sq. Ft.
Listed by Park Square Realty
Lot 23 Lakeshore Dr, Mount Dora, FL 32757 - Photo 1 Just Listed
$2,017,570

Lot 23 Lakeshore Dr  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 23 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,858
    Sq. Ft.
Listed by Dunn Realty

Price Reduced near 1808 Western Trailway Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1059 Ceasars Ct, Mount Dora, FL 32757 - Photo 1 Price Reduced
-$25,001 (-2.7%)
$899,999
Open House

1059 Ceasars Ct  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,686
    Sq. Ft.
Listed by Andrew Kapinos (727) 420-0155
1920 Edgewater Dr, Mount Dora, FL 32757 - Photo 1 Price Reduced
-$25,000 (-3.13%)
$775,000

1920 Edgewater Dr  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 23 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 4,018
    Sq. Ft.
Listed by Era Grizzard Real Estate
1235 Dora Parc Ln, Mount Dora, FL 32757 - Photo 1 Price Reduced
-$4,000 (-0.87%)
$455,000

1235 Dora Parc Ln  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,610
    Sq. Ft.
Listed by Era Grizzard Real Estate
5235 Mahogany Dr, Mount Dora, FL 32757 - Photo 1 Price Reduced
-$9,900 (-2.54%)
$380,000

5235 Mahogany Dr  Mount Dora, FL 32757

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,846
    Sq. Ft.
Listed by Lpt Realty, Llc

Recent Sales near 1808 Western Trailway Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1270 Stationside Dr Dr, Oakland, FL 34787 - Photo 1 Sold
$500,000

1270 Stationside Dr Dr  Oakland, FL 34787

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,046
    Sq. Ft.
Listed by Home Invest Realty Inc
Sold by Re/Max Prime Properties
1051 Stationside Dr, Oakland, FL 34787 - Photo 1 Sold
$484,000

1051 Stationside Dr  Oakland, FL 34787

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,120
    Sq. Ft.
Listed by Corcoran Premier Realty
Sold by Corcoran Premier Realty
1507 Wild Sweetgrass Wy., Oakland, FL 34787 - Photo 1 Sold
$565,000

1507 Wild Sweetgrass Wy.  Oakland, FL 34787

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,975
    Sq. Ft.
Listed by Corcoran Premier Realty
Sold by Exp Realty Llc
2135 Standing Rock Cir, Oakland, FL 34787 - Photo 1 Sold
$475,000

2135 Standing Rock Cir  Oakland, FL 34787

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,078
    Sq. Ft.
Listed by Keller Williams Winter Park
Sold by Re/Max Select Group

1808 Western Trailway Drive, Oakland, FL 34787 (MLS# S5152973) is a Single Family property that was sold at $535,000 on September 14, 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.