1808 WESTERN TRAILWAY DRIVE Oakland, FL $ 599,000
1808 WESTERN TRAILWAY DRIVE
$ 599,000
Share Save

1808 WESTERN TRAILWAY DRIVE

Oakland, FL, 34787
$ 599,000
Bedrooms3 Baths2.0 Sq 1,857

Monthly Estimate*

$ 3,737

1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 1
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 2
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 3
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 4
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 5
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 6
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 7
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 8
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 9
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 10
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 11
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 12
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 13
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 14
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 15
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 16
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 17
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 18
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 19
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 20
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 21
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 22
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 23
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 24
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 25
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 26
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 27
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 28
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 29
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 30
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 31
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 32
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 33
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 34
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 35
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 36
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 37
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 38
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 39
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 40
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 41
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 42
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 43
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 44
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 45
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 46
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 47
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 48
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 49
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 50
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 51
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 52
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 53
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 54
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 55
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 56
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 57
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 58
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 59
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 60
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 61
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 62
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 63
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 64
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 65
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 66
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 67
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 68
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 69
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 70
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 71
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 72
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 73
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 74
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 75
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 76
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 77
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 78
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 79
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 80
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 81
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 82
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 83
1808 WESTERN TRAILWAY DRIVE, Oakland, FL 34787 - Image 84

Single Family Home for sale in Oakland, FL

for $599,000 with 3 bedrooms and 2 full baths. This 1,857 square foot home was built in 2019 on a lot size of 0.14.

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!

See more

Single Family Active

Price

$ 599,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 5,022

Style

Craftsman Mediterranean Traditional

Lot Size

0.14

Year Built

2019

Town/City

Oakland

County/Region

Orange

MLS | Web ID

O6362053

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Available Electricity Available Natural Gas Available Phone Available Public Street Lights Water Available
Roof Shingle
Appliances Dishwasher Disposal Dryer Gas Water Heater Microwave Range Tankless Water Heater Washer
Zoning PUD
HOA Fee 165
Garage Spaces 2
Association Fee Includes Community Pool Maintenance Grounds Maintenance Repairs Pool Maintenance
Patio/Porch Features Covered Front Porch Rear Porch
Architectural Style Craftsman Mediterranean Traditional
Security Features Closed Circuit Camera(s) Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Breed Restrictions Yes
Year Built 2019
View Park/Greenbelt
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Dock Community Mailbox Deed Restrictions Dog Park Park Playground Pool Sidewalks
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Park Playground Pool
Attached Garage true
Subdivision Name HULL ISLAND AT OAKLAND
Facing Direction South
Garage Y/N true
Total Rooms 8
Full Baths 2
Status Active
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.
High School West Orange High
City OAKLAND
Association Name Sentry Management Group - Amaan Lakhani
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 6000
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Tildenville Elem
Land Lease Y/N false
Tax Annual Amount 5022.29
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 16
Legal Description HULL ISLAND AT OAKLAND 99/91 LOT 16
Minimum Lease 7 Months
Water Access Y/N false
Monthly HOA Amount 165
Additional Rooms Attic
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities 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)
Flooring Ceramic Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 0
Laundry Features Electric Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 3
Total Baths 2
See more
Exterior
Exterior Amenities Irrigation System Playground Rain Gutters Sidewalk Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Garage Door Opener
Lot Features Landscaped Sidewalk
Water Source Public
Lot Size Area 6000
Foundation Details Slab
Building Area Total 2430
Lot Size Acres 0.14
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
See more
* Excluded Features
List By
Unlock Realty Group Inc

Broker

daniel@mcgrathomes.org

Email

Affordability Calculator

$4,155
Per Month
90%
10%
0%
Monthly Principal & Interest
$3,737
Monthly Property Taxes
$419
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
12/22/2025$599,000 -1.80% Price Down
12/19/2025$610,000 Listed Price

Map


See all

1808 WESTERN TRAILWAY DRIVE, Oakland, FL, 34787 is a Single Family Home for sale at $599,000 with 1,857 sqft and a lot size of 0.14. 1808 WESTERN TRAILWAY DRIVE has 3 bedrooms, 2.0 baths, and was built in 2019. The property's zip code is 34787 which is in Oakland, FL