4986 WOODLAND DRIVE, ST PETERSBURG, FL, 33708
Active31 days on marketListed Jul 16, 2026MLS #TB8530083
About this home
4986 WOODLAND DRIVE
FULLY RENOVATED POOL HOME with NO RENTAL RESTRICTIONS offering the perfect blend of lifestyle and investment potential *This is an ACTIVE Short-Term RENTAL*. This move-in ready 2 BEDROOM, 2 BATH home also features a FLEX/OFFICE that can easily function as a 3RD BEDROOM. Situated on an OVERSIZED LOT at the end of a QUIET DEAD-END STREET people rately move away from, you'll enjoy exceptional privacy surrounded by lush tropical landscaping. Recent updates include a NEW KITCHEN, RENOVATED BATHROOMS, NEW FLOORING, NEW HVAC DUCTWORK, MODERN LIGHTING, FRESH INTERIOR & EXTERIOR PAINT, EXPANDED C-SHAPED DRIVEWAY with room for multiple vehicles, ***RV and BOAT PARKING***, PLUS ALL NEW WINDOWS and a NEWLY SCREENED LANAI completed in 2025. The sparkling pool creates your own private backyard retreat, while the property's SUCCESSFUL SHORT-TERM RENTAL HISTORY and NO RENTAL RESTRICTIONS provide incredible flexibility for personal use or income generation. Centrally located just 5 MINUTES TO MADEIRA BEACH, 20 MINUTES TO DOWNTOWN ST. PETERSBURG, 30 MINUTES TO CLEARWATER, and approximately 30 MINUTES TO BOTH TAMPA (TPA) and PIE (ST. PETE/CLW) AIRPORTS. Quick 5 Min Drive to SEminole City Center for Movies, Dining, and Shopping for guests and easy straight shot to the Beach.This one isn't just style, it's THE Florida Lifestyle — Priced to Sell Quickly. Schedule your private showing today! (Only Availabe During Vacancies)
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,446
Sqft
0.34 ac
Lot size
1
Garage
1960
Year built
One
Levels
$391
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 — not generic estimates.
$4,062 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,062/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
−2.3%
$/sqft vs St Petersburg actives
$391 vs $343
Days on market
31 vs 57 typical
Where $391/sqft sits among the 400 St Petersburg 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 St Petersburg
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know St Petersburg. See the full St Petersburg guide →
ST PETERSBURG 33708 — neighborhood snapshot
Population
15,306
Median age
61.1
Median income
$83,773
Median home value
$463,700
Avg household
1.9
Households w/ children
600
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The St Petersburg market
$380K → $402K
St Petersburg median sold, yr/yr
95.8%
Sale-to-list ratio (12 mo)
228 of 400
St Petersburg actives have cut their price
Median sold price, St Petersburg, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 20% above the ST PETERSBURG 33708 median. See the full St Petersburg market guide →
Paper trail
This home's history
Reality check
What actually sold near 4986 WOODLAND DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$895,000
14710 GULF BOULEVARD UNIT 204
3 bd · 2 ba · 1,440 sqft · $622/sqft · 3 DOM
Sold · Oct ’25$550,000
256 145TH AVENUE E
3 bd · 2 ba · 1,440 sqft · $382/sqft · 208 DOM
Sold · Jul ’26$865,000
14103 E PARSLEY DRIVE
3 bd · 2 ba · 1,433 sqft · $604/sqft · 181 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 4986 WOODLAND DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4986 WOODLAND DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
4986 WOODLAND DRIVE FAQs
What would the monthly payment be for 4986 WOODLAND DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,062/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 4986 WOODLAND DRIVE?+
The most recent tax bill on record (2025) was $7,701. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in St Petersburg?+
At $565,000, this home is listed about 30% above the St Petersburg median of $435,000. The market section on this page shows how the area is trending.
Which schools are assigned to 4986 WOODLAND DRIVE?+
Orange Grove Elementary School (elementary), Osceola Middle School (middle), Richard O Jacobson Technical High School At Seminole (high) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$565,000 runs 20% above the ST PETERSBURG 33708 median.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Orange Grove Elementary School, Osceola Middle School, Richard O Jacobson Technical High School At Seminole — Orange Grove Elementary School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of FUTURE HOME REALTY INC · Amber Heddleson. MLS #TB8530083.
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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