
5401 21ST AVENUE S, GULFPORT, FL, 33707
Active33 days on marketListed Sep 10, 2026MLS #W7889437
About this home
5401 21ST AVENUE S
Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.
Facts & features
The home at a glance
5
Bedrooms
1,528
Sqft
0.22 ac
Lot size
2
Garage
1945
Year built
$295
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.
$3,555 /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
$3,555/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.
$/sqft vs PASADENA GARDENS GULFVIEW SEC
$295 vs $362
Days on market
33 vs 79 typical
Where $295/sqft sits among the 8 homes for sale in PASADENA GARDENS GULFVIEW SEC
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 Pasadena Gardens
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Gulfport. See the full Gulfport guide →
Pasadena Gardens — neighborhood snapshot
Population
1,086
Median age
51
Median income
$61,096
Median home value
$229,847
Avg household
2
Households w/ children
93%
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Gulfport market
$352K → $368K
Gulfport median sold, yr/yr
94.3%
Sale-to-list ratio (12 mo)
3 of 8
PASADENA GARDENS GULFVIEW SEC have cut their price
Median sold price, Gulfport, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 40% above the GULFPORT 33707 median. See the full Gulfport market guide →
Paper trail
This home's history
Reality check
What actually sold near 5401 21ST AVENUE S
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$350,000
1502 55TH STREET S · same community
3 bd · 2 ba · 1,469 sqft · $238/sqft · 80 DOM
Sold · Jan ’26$400,000
5705 17TH AVENUE S · same community
4 bd · 2 ba · 1,659 sqft · $241/sqft · 101 DOM
Sold · Aug ’26$412,500
1902 53RD STREET S · same community
2 bd · 1 ba · 1,368 sqft · $302/sqft · 29 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
Seth Cabrera - Rothschild
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5401 21ST AVENUE S — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5401 21ST AVENUE S — before you fall in love.
See it in person
Schedule a tour
Live availability from Seth's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5401 21ST AVENUE S FAQs
What would the monthly payment be for 5401 21ST AVENUE S?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,555/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 5401 21ST AVENUE S?+
The most recent tax bill on record (2025) was $6,560. 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 Gulfport?+
At $450,000, this home is listed about 13% above the Gulfport median of $397,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5401 21ST AVENUE S?+
Boca Ciega High School (high), Gulfport Montessori Elementary School (elementary), Azalea Middle School (middle) — Pinellas County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of INVESTMENT FLORIDA REALTY LLC · ALEXIS Selby. MLS #W7889437.
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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