990 STATIONSIDE DRIVE, OAKLAND, FL, 34787
Active3 days on marketListed Sep 18, 2026MLS #O6440519
About this home
990 STATIONSIDE DRIVE
RARE FIND in prime OAKLAND, Florida, only a 1/4 mile away from the WEST ORANGE TRAIL: a COMPLETELY REMODELED turn-key home on an OVERSIZED 0.25-ACRE LOT with VERY LOW HOA FEES! Why settle for tiny high-density lots when you can have true space, privacy, and full peace of mind? This FULLY MODERNIZED 4-bedroom, 2-bathroom residence offers over 2,000 square feet of luxury, with major big-ticket items already completed, including a NEW ROOF IN 2024 and a NEW AC IN 2023. Step inside to this inviting and fresh home with satin-white interior paint, NEW FIXTURES AND HARDWARE throughout, and low-maintenance LUXURY VINYL PLANK FLOORING with NO CARPET anywhere. The BRIGHT KITCHEN features SPARKLING QUARTZ COUNTERTOPS, a CLASSIC WHITE SUBWAY TILE BACKSPLASH, a STAINLESS STEEL HOOD, a DOUBLE-OVEN, and SPACIOUS 42-INCH UPPER CABINETS. Both bathrooms have been tastefully modernized, highlighted by a complete primary suite revamp. Outside, the QUARTER-ACRE PROPERTY features a NEW 6-FOOT VINYL PRIVACY FENCE, a MASSIVE 15x40 BACK PATIO perfect for outdoor dining, ALL-NEW SOD AND LANDSCAPE, a MATURE AND PRODUCING MANGO TREE, an IRRIGATION WELL for MAJOR UTILITY SAVINGS, and ample room to build a pool. Nestled in charming, canopy-lined Oakland, FL—prized for its quiet, Old-Florida feel and proximity to the West Orange Trail—you're minutes from historic Downtown Winter Garden’s famous weekly farmers market, craft breweries, boutique shopping, and fine dining. Best of all, instant connectivity to SR-50, FL-429, and the Florida Turnpike puts Downtown Orlando, Walt Disney World, Universal Studios, and all major Central Florida attractions within an easy 20-minute drive. CALL TODAY TO SCHEDULE A VISIT!
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
2,028
Sqft
0.25 ac
Lot size
2
Garage
2003
Year built
One
Levels
$259
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$3,706 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,706/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+10.2%
$/sqft vs Oakland actives
$259 vs $328
Days on market
3 vs 95 typical
Where $259/sqft sits among the 30 Oakland actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Trailside Station
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Oakland. See the full Oakland guide →
Trailside Station — neighborhood snapshot
Population
273
Median age
38
Median income
$92,361
Median home value
$396,400
Avg household
3
Households w/ children
32%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Oakland market
$605K → $697K
Oakland median sold, yr/yr
98.1%
Sale-to-list ratio (12 mo)
9 of 30
Oakland actives have cut their price
Median sold price, Oakland, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 6% above the OAKLAND 34787 median. See the full Oakland market guide →
Paper trail
This home's history
Reality check
What actually sold near 990 STATIONSIDE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$537,000
2090 STANDING ROCK CIRCLE
3 bd · 2.5 ba · 2,010 sqft · $267/sqft · 147 DOM
Sold · Mar ’26$474,000
717 STRIHAL LOOP
4 bd · 2 ba · 2,065 sqft · $230/sqft · 62 DOM
Sold · Aug ’26$495,000
1937 STANDING ROCK CIRCLE
3 bd · 2.5 ba · 2,069 sqft · $239/sqft · 52 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 990 STATIONSIDE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 990 STATIONSIDE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
990 STATIONSIDE DRIVE FAQs
What would the monthly payment be for 990 STATIONSIDE DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,706/mo — principal and interest, the actual property-tax bill, the $29/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 990 STATIONSIDE DRIVE?+
The association fee works out to $29 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 990 STATIONSIDE DRIVE?+
The most recent tax bill on record (2025) was $2,334. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 990 STATIONSIDE DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Oakland?+
At $525,000, this home is listed about 51% below the Oakland median of $1,067,500. The market section on this page shows how the area is trending.
Which schools are assigned to 990 STATIONSIDE DRIVE?+
Tildenville Elementary (elementary), Lakeview Middle (middle), West Orange High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of EXP REALTY LLC · Daniel Betancourt. MLS #O6440519.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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