5407 29TH AVENUE S, GULFPORT, FL, 33707
Active34 days on marketListed Jul 1, 2026MLS #TB8512836
About this home
5407 29TH AVENUE S
Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.
Facts & features
The home at a glance
6
Bedrooms
4
Bathrooms
3,207
Sqft
0.22 ac
Lot size
1940
Year built
Two
Levels
$343
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.
$7,383 /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
$7,383/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.
$/sqft vs Gulfport actives
$343 vs $291
Days on market
34 vs 57 typical
Where $343/sqft sits among the 112 Gulfport 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 Gulfport
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Gulfport. See the full Gulfport guide →
GULFPORT 33707 — neighborhood snapshot
Population
24,456
Median age
59.8
Median income
$68,560
Median home value
$344,600
Avg household
1.88
Households w/ children
1,331
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)
65 of 112
Gulfport actives have cut their price
Median sold price, Gulfport, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 267% above the GULFPORT 33707 median. See the full Gulfport market guide →
Paper trail
This home's history
Reality check
What actually sold near 5407 29TH 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 · Jul ’26$700,000
2525 53RD STREET S · same community
4 bd · 3 ba · 2,167 sqft · $323/sqft · 12 DOM
Sold · May ’26$695,000
2719 52ND STREET S · same community
3 bd · 3 ba · 2,004 sqft · $347/sqft · 2 DOM
Sold · Feb ’26$506,870
2819 53RD STREET S · same community
2 bd · 1 ba · 996 sqft · $509/sqft · 5 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 5407 29TH AVENUE S — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5407 29TH AVENUE S — 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
5407 29TH AVENUE S FAQs
What would the monthly payment be for 5407 29TH AVENUE S?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $7,383/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 5407 29TH AVENUE S?+
The most recent tax bill on record (2025) was $10,496. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5407 29TH AVENUE S?+
The listing reports pets: Cats OK, Dogs OK, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Gulfport?+
At $1,100,000, this home is listed about 214% above the Gulfport median of $349,900. The market section on this page shows how the area is trending.
Which schools are assigned to 5407 29TH AVENUE S?+
Gulfport Montessori Elementary School (elementary), Boca Ciega High School (high), 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 CORCORAN DWELLINGS · Georgia Ambler. MLS #TB8512836.
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.
Never miss a listing
New Gulfport homes, in your inbox
Like 5407 29TH AVENUE S but not quite? A daily digest of every new listing in Gulfport — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask David to ping you on any price or status change →