This move-in-ready 3-bedroom, 2-bathroom home boasts a split floor plan and is located on a spacious corner lot. Key features include a fully fenced yard, a carport, and a heated, caged pool, along with irrigation from a well. With short-term and long-term rental potential, the property is conveniently close to the Pinellas Trail, shopping, restaurants, and Tyrone Mall. The roof was replaced in 2023, and there's ample parking for an RV or boat. Plus, it's just 3 miles from Madeira Beach and located in a no flood zone. Agent is owner.
Single-familyProperty Type
1961Year Built
8,446 sq ftLot Size
$370Price/Sq.Ft.
1 spaceParking
Listed by Taryn Cash• RE/MAX ACTION FIRST OF FLORIDA
Est. $3,854 per month, based on comparable rentals
Sale and tax history for 5287 99th Way N
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #TB8480829
Apr 29, 2026
Sold
$525,300
$370/sq ft
Mar 12, 2026
Pending
—
Mar 1, 2026
Listed
$529,900
$373/sq ft
Stellar MLS as Distributed by MLS Grid #O6255893
Apr 4, 2025
Sold
$520,000
$366/sq ft
Jan 14, 2025
Pending
—
Dec 5, 2024
Price Changed
$519,999
$366/sq ft
Nov 14, 2024
Relisted
—
Nov 7, 2024
Listing Removed
—
Under-contract, accepting backup offers. Welcome to this beautifully updated three-bedroom, with a pool, NO FLOOD INSURANCE, and is ideally located just less than 3 miles from the beach! Not only does this home have unbeatable proximity to the coast, but it was also completely safe from the recent hurricanes, providing added peace of mind. And with a brand new roof, this home is ready for many years of worry-free living! Inside, you’ll be impressed by the modern open floor plan, creating a spacious and inviting atmosphere throughout. The recently updated kitchen features generous storage, ample countertop space, and sleek finishes, perfect for everyday living or entertaining, and has a brand new refrigerator. Both bathrooms have been tastefully renovated, and new flooring flows seamlessly throughout the entire home. Fresh paint and newer impact windows add style and durability, offering both beauty and protection. Step outside into your private outdoor paradise — the screened-in pool area with a vaulted enclosure and newer pool heater is perfect for year-round enjoyment. The backyard is fully enclosed with a newer 6-foot vinyl privacy fence, providing a peaceful retreat for relaxation or entertaining. Located in the highly desirable Bay Pines neighborhood, this home is not only close to the beach but also offers easy access to the VA hospital, the Pinellas Trail, shopping, dining, Keswick Christian School, and many other amenities. Plus, flood insurance is not required here! This property is a dream investment — whether you’re looking for your perfect family home or a fantastic rental opportunity. The roof was just replaced with a brand new one, and the central heat and air system was updated in 2018. Some of the furniture and furnishings may also stay with the home, making it even easier to move right in and start enjoying. This gem won’t last long—schedule your appointment today to see this fantastic property before it’s gone!
Stellar MLS as Distributed by MLS Grid #U8199480
Jun 7, 2023
Sold
$510,000
$359/sq ft
May 8, 2023
Pending
—
May 8, 2023
Price Changed
$510,000
$359/sq ft
May 4, 2023
Listed
$475,000
$335/sq ft
Multiple offers received. Highest and best offers due by 1 PM on Sunday. WOW!! Such a beautifully renovated pool home!!! Three bedroom split plan. Modern open floorpan. You'll love the recently updated kitchen with generous storage and countertop space. Both bathrooms were updated too! New flooring. Fresh paint. Newer windows. Pool has a vaulted screen enclosure and newer heater. Newer vinyl 6 foot privacy fencing. This Bay Pines neighborhood is close to the beaches, VA hospital, the Pinellas Trail, shopping, restaurants, Keswick Christian School, and so many other amenities. Flood insurance is not required here. Central heat and air conditioning system was new in 2018. Some of the furniture/furnishings will stay with the home. Make appointment today to see this fantastic home before it is gone! Welcome home!
Stellar MLS as Distributed by MLS Grid #U7802764
Feb 17, 2017
Sold
$229,000
$161/sq ft
Feb 3, 2017
Pending
—
Jan 31, 2017
Relisted
—
Jan 5, 2017
Pending
—
Jan 3, 2017
Listed
$230,000
$162/sq ft
Public Records
Jun 1, 1991
Sold
$49,900
$35/sq ft
Public Records
Jul 5, 1988
Sold
$58,000
$41/sq ft
Public Records
May 1, 1986
Sold
$41,600
$29/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,978 (+1.5%)
$185,593 + $251,771
$437,364
2024
$7,857 (+34.7%)
$224,546 + $222,108
$446,654
2023
$5,833 (+13.2%)
2022
$5,153 (+7.5%)
2021
$4,795 (−0.4%)
$155,203 + $93,482
$248,685
2020
$4,813 (+3.9%)
$142,588 + $100,575
$243,163
2019
$4,632 (+4.7%)
$128,448 + $103,140
$231,588
2018
$4,426 (+16.9%)
$119,088 + $100,027
$219,115
2017
$3,785 (+8.6%)
$103,035 + $95,954
$198,989
2016
$3,485 (+3.8%)
2015
$3,356 (+15.1%)
2014
$2,916 (+10.3%)
2013
$2,644 (+33.8%)
2012
$1,976
Public record
Public record
Zoning
Permits
Beds
—
Baths
2
Stories
1
Lot width
93 ft.
Lot depth
100 ft.
Lot size
8,446 Sq. Ft.
Year renovated
2004
Sq. Ft.
1,420
Year built
1961
Style
Single Family Residential
County
Pinellas County
APN
153102042120000280
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 13, 2026.
R-3
Single-Family Residential District
The R-3, Single-Family Residential District provides for areas of single-family residential development located where higher density single-family uses are desirable. It provides for the highest density of all the traditional single-family residential zoning districts.
Permitted uses
Include but are not limited to:
Garden center
Day care facility
Housing-Group
Housing-Single unit
Infrastructure
Recreation
Communications tower
Housing-Mobile home park
Park & open space
May 25, 2023 • Final
Building combo
Install a heat pump in the same location as the pool equipment.
Electrical
HVAC
May 12, 2023 • Final
Building combo
Work on a roof for a residential building.
Roofing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Utilities: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Sewer Available, Sewer Connected, Sprinkler Recycled, Water Available, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0
School Information
Elementary School: Orange Grove Elementary-PN
Middle Or Junior High School: Osceola Middle-PN
High School: Seminole High-PN
Location Information
Directions: Continue on FL-690/Gateway Expy. Take Bryan Dairy Rd to US-19 ALT S/Seminole Blvd Use the left 2 lanes to turn left onto US-19 ALT S/Seminole Blvd Continue on 54th Ave N. take a right on to 100th way and another right to 99th Way N in Bay Pines. 5287 99th Way N St. Petersburg, FL 33708 will be located on your left.
Community Information
Community Features: Street Lights
Public facts
Beds: —
Baths: 2.0
Sq. Ft.: 1,420
Stories: 1.0
Lot Size: 8,446 square feet
Style: Single Family Residential
Year Built: 1961
Year Renovated: 2004
County: Pinellas County
APN: 153102042120000280
Home facts updated by county records on Aug 13, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 727-531-2006
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 11
Status Contractual Search Date: 2026-04-29
Listing Price Information
Calculated List Price By Calculated Sq Ft: 373.17
Green Information
Green Verification Count: 0
Direction Faces: Northeast
Home Information
Living Area: 1420
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 131.92
Building Area Total: 1420
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Block
Stories Total: 1
Levels: One
Around this home
Schools
Orange Grove Elementary School
Public PreK-5 • Assigned • 0.8mi
10/10
Osceola Middle School
Public 6-8 • Assigned • 2.5mi
5/10
Seminole High School
Public 9-12 • Assigned • 3.2mi
4/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
10/10 Heat Factor
7 days above 107° expected this year, 25 days in 30 years
10/10 Wind Factor
99% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
St Petersburg, FL • 33708
Average low and high temperatures (°F)
67
51
72
56
78
61
83
67
87
74
90
77
91
79
90
78
88
75
85
70
79
62
73
57
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
90/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 15% for direct sun exposure in St Petersburg. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
7.7 hrs
5.6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$577,000 – $699,000
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