1808 WESTERN TRAILWAY DRIVE
OAKLAND, FL 34787
About 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!
Facts & features
Interior
- Bedrooms
- 3
- Bathrooms
- 2
- Living area
- 1,860 sqft
- Heating
- Natural Gas
- Cooling
- Central Air
- Flooring
- Luxury Vinyl
- Stories
- 1
- Features
- Ceiling Fans(s), Kitchen/Family Room Combo, Open Floorplan, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances
- Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Range Hood…
Exterior & lot
- Lot size
- 6,000 sqft (0.14 ac)
- Roof
- Shake
- Construction
- Block
- Exterior
- Sidewalk
Parking
- Garage
- 2 spaces
Financial
- HOA dues
- $165 / monthly
- Annual tax
- $8,389 (2025)
- Price / sqft
- $301/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Property
- Property type
- Single Family
- Year built
- 2019
- Subdivision
- HULL ISLAND/OAKLAND
- County
- Orange
Listing
- Status
- Active
- Days on market
- 32 days
- MLS #
- MFR795299761
- Source
- Stellar MLS
Listed by Susan Koptieff · FLORIDA IN MOTION REALTY INC
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Sample estimate — not an appraisal
Based on 12 comparable sales within 1 mile of OAKLAND, FL, this home is priced under RENA ValiQ.
Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $2,975/mo
- Property tax
- $699/mo
- Home insurance
- $200/mo
- HOA dues
- $165/mo
Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Aug 8, 2026 | Price reduced | $559,000 | −$40,000 |
| Jul 2, 2026 | Listed | $599,000 | — |
NeighbourhoodSample data
Reference scores for OAKLAND, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.
Location
Frequently asked questions
What would 1808 WESTERN TRAILWAY DRIVE, OAKLAND cost per month?
About $3,970 a month: $2,827 principal and interest, $699 property tax, $280 insurance, $165 HOA. That assumes 20% down at 6.5% over 30 years.
Is 1808 WESTERN TRAILWAY DRIVE, OAKLAND priced fairly?
Comparable sales nearby put it between $436,775 and $502,526, with $469,650 in the middle. That is from 8 properties of the same type and size within three miles, at a median of $253 a square foot.
How does 1808 WESTERN TRAILWAY DRIVE, OAKLAND compare to nearby homes?
8 comparable properties within three miles. The nearest: 2241 WHITE FEATHER LOOP, WINTER GARDEN, FL at $525,000, 2,152 sq ft, 0.64 miles away; 2247 WHITE FEATHER LOOP, OAKLAND, FL at $454,900, 1,838 sq ft, 0.64 miles away; 2259 WHITE FEATHER LOOP, OAKLAND, FL at $515,000, 2,204 sq ft, 0.64 miles away.
How long has 1808 WESTERN TRAILWAY DRIVE, OAKLAND been on the market?
32 days on the market.
Has the price of 1808 WESTERN TRAILWAY DRIVE, OAKLAND changed?
It has gone down from $599,000 to $559,000, a change of -6.7%.
How big is 1808 WESTERN TRAILWAY DRIVE, OAKLAND?
3 bed, 2 bath, 1,860 square feet. That is $301 a square foot.
What year was 1808 WESTERN TRAILWAY DRIVE, OAKLAND built?
Built in 2019.
What is the HOA fee at 1808 WESTERN TRAILWAY DRIVE, OAKLAND?
The association fee works out to $165 a month.
What are the property taxes at 1808 WESTERN TRAILWAY DRIVE, OAKLAND?
Property tax works out to about $699 a month, $8,389 a year.
Is 1808 WESTERN TRAILWAY DRIVE, OAKLAND still available?
It is still on the market.
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