Active Short Term Rental 2/2+Bonus Room & Garage w/ Pool - Short Drive to Madeira Beach - 4986 WOODLAND DR, ST PETERSBURG
Kitchen Island - 4986 WOODLAND DR, ST PETERSBURG
Screened-In Pool - 4986 WOODLAND DR, ST PETERSBURG
Spacious yard - Oversized Vehicle/Boat Parking - 4986 WOODLAND DR, ST PETERSBURG
Short Drive to Madeira Beach - 4986 WOODLAND DR, ST PETERSBURG
Spacious Circular Drive w/ Extra Parking - 4986 WOODLAND DR, ST PETERSBURG
Foyer/Entryway - 4986 WOODLAND DR, ST PETERSBURG
Kitchen with Quartz Countertops + Stainless Steel Appliances - 4986 WOODLAND DR, ST PETERSBURG
Kitchen - 4986 WOODLAND DR, ST PETERSBURG
Kitchen - 4986 WOODLAND DR, ST PETERSBURG
Living Room/Kitchen - 4986 WOODLAND DR, ST PETERSBURG
Living Room w/ Large Windows+Plantation Shutters - 4986 WOODLAND DR, ST PETERSBURG
Entryway/Living Room - 4986 WOODLAND DR, ST PETERSBURG
Kitchen w/View of Pool Area - 4986 WOODLAND DR, ST PETERSBURG
Dining Space - 4986 WOODLAND DR, ST PETERSBURG
Dining Space/Garage Entryway - 4986 WOODLAND DR, ST PETERSBURG
Primary Suite - 4986 WOODLAND DR, ST PETERSBURG
Primary Suite - 4986 WOODLAND DR, ST PETERSBURG
Primary Suite - 4986 WOODLAND DR, ST PETERSBURG
En-Suite Primary Bath w/ Smart Mirror - 4986 WOODLAND DR, ST PETERSBURG
Guest Room - 4986 WOODLAND DR, ST PETERSBURG
Guest Room - 4986 WOODLAND DR, ST PETERSBURG
Guest Bath - 4986 WOODLAND DR, ST PETERSBURG
Guest Bath/Shower w/ New Blue Subway Tile - 4986 WOODLAND DR, ST PETERSBURG
Guest Bath Vanity - 4986 WOODLAND DR, ST PETERSBURG
Bonus Room/Den/Flex Space - 4986 WOODLAND DR, ST PETERSBURG
Bonus Room/Den/Flex Space - 4986 WOODLAND DR, ST PETERSBURG
Back Pool Lanai - 4986 WOODLAND DR, ST PETERSBURG
Screen-In Pool/Lanai - 4986 WOODLAND DR, ST PETERSBURG
Wide One Car Garage w/ Plenty of Storage - 4986 WOODLAND DR, ST PETERSBURG
Back Pool Entrance w/ Grilling Space - 4986 WOODLAND DR, ST PETERSBURG
Large Corner Lot- Park Your Boat/RV/Toys - 4986 WOODLAND DR, ST PETERSBURG
Long Driveway - 4986 WOODLAND DR, ST PETERSBURG
Close to Seminole Blvd - Quick Drive to Seminole City Center for Shopping and Dining - 4986 WOODLAND DR, ST PETERSBURG
Just around the corner from VA Hospital - 4986 WOODLAND DR, ST PETERSBURG
Front Door / Porch - 4986 WOODLAND DR, ST PETERSBURG
36 photos

$550,000

4986 WOODLAND DR
ST PETERSBURG, FL 33708
Listed by Amber Heddleson · FUTURE HOME REALTY INC
Bedrooms
2
Bathrooms
2
Living area
1,446 sqft
Year built
1960

About this home

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)

Highlights

Private pool

Property details

MLS
Stellar MLS
MLS #
MFRTB8530083
Property type
Single Family Residence
Subdivision
BAY WOODS SUB 1 TALLEYS
Status
Active
Days on market
52
On market date
July 16, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
N/A
Lot size
0.34 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
MADEIRA BEACH FUNDAMENTAL K-8
0.7 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,346
Student:teacher ratio
19.5:1
District
PINELLAS
Middle
OSCEOLA MIDDLE SCHOOL
2.77 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,068
Student:teacher ratio
17.8:1
District
PINELLAS
High
SEMINOLE HIGH SCHOOL
2.97 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,673
Student:teacher ratio
20.9:1
District
PINELLAS

Walkability

Blended score for ST PETERSBURG's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

75
Walkable
out of 100
EPA National Walkability Index
11.5 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores4
Parks5
Schools7
Transit stops20
Pharmacies7

Market position

How this listing compares to current activity in ST PETERSBURG, from live MLS data.

On the market 52 days -- 47 fewer days than ST PETERSBURG's current average of 99 days.
For reference, the median list price across 4,126 active listings in ST PETERSBURG right now is $339,900.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Adjust tax / insurance estimates
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/mo
Est. monthly payment
$3,462/mo
$110,000 down
$440,000 loan
Principal & interest$2,854
Property tax (est.)$458
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 10, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.