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Overview

2 bd2 ba1,446 sqft1 car garageSingle Family
TypeSingle Family
HOANone listed
Built1960
Lot14,684 sqft
Living area1,446 sqft
Price / sqft$380
Garage1 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Kitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanStone CountersThermostatSidewalkBuilt-in Oven

4986 Woodland Dr is a 1960-built home in Bay Woods Sub 1 Talleys, St Petersburg. Inside you'll find 2 bedrooms, 2 bathrooms, and 1,446 square feet of living space. Listed at $550,000 (about $380/sqft), 90 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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)

The essentials

Built
1960
Price / sqft
$380
On market
90 days
Annual tax
$7,701
Flood zone
X · Low risk
Lot
14,684 sqft
Type
Single Family Residence

At a glance

Single family
Built 1960
Private pool
In Ground
1 car garage
Boat
0.34 acres
Lot size
1,446 sqft
Living area

Payment

Est. monthly payment
$3,785/mo
Down payment (20%)
$110,000
Property taxes
$642/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1960
Lot
14,684 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Boat, Driveway, Oversized, RV Access/Parking
Pool
In Ground
Days on Market
90
Ceiling Fans(s)
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Stone Counters
Thermostat
Sidewalk
Built-in Oven
Dishwasher
Disposal
Exhaust Fan
Microwave
Range
Range Hood
Refrigerator
Elementary
Orange Grove Elementary-PN
Middle
Osceola Middle-PN
High
Seminole High-PN

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2025)
$7,701
Parcel #
03-31-15-05796-000-0080

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Bay Woods Sub 1 Talleys
County
Pinellas
MLS Area
33708 - St Pete/Madeira Bch/N Redington Bch/Shores
Lot Size
14,684 sqft
In CountyLandscapedOversized LotStreet Dead-EndUnincorporated

Price history

Date
Event
Price
9/10/2026
Price change
Source: Stellar MLS #TB8530083
$550,000-2.7%
$380/sqft
7/16/2026
Listed for sale
Source: Stellar MLS #TB8530083
$565,000
$391/sqft

Neighborhood

4986 Woodland Dr
St Petersburg, FL, 33708 · 33708 - St Pete/Madeira Bch/N Redington Bch/Shores

Market insights

Offer Insights

Choose an offer strength

List price: $550,000
$525,000 – $550,000
95.4% – 100% of listTops out right at the list price
80% of listList price
72 of the last 143 home closings in 33708 landed at this number or higher (50%). The median one sat 70 days before it went under contract, and this one is on day 90 after a $15,000 cut.

Sample: 143 closed home sales in 33708 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$3,785/mo
Principal & interest$2,868
Property taxes$642
Insurance$275
Down payment20% · $110,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$550,000

$380 per sq ft

Beds and baths

2 beds, 2 baths

Size

1,446 sq ft

Time on market

90 days

Year built

1960

Monthly payment

About $3,785/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $7,701 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

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What should I offer?

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Brokered byFUTURE HOME REALTY INCListing agent: Amber HeddlesonListing data from Stellar MLS, MLS# TB8530083.

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