
1108 S 55TH STREET, GULFPORT, FL, 33707
Active25 days on marketListed Jul 11, 2026MLS #TB8528314
About this home
1108 S 55TH STREET
Welcome to **1108 55th Street S, Gulfport, FL 33707**—a beautifully maintained **3-bedroom, 2-bath** home offering the perfect blend of comfort, convenience, and the laid-back Florida lifestyle you've been dreaming of. Featuring a **brand-new roof installed in 2025**, this move-in-ready property provides peace of mind and is ideal as a primary residence, seasonal getaway, or investment opportunity. Step inside to discover a bright and inviting floor plan with spacious living areas, comfortable bedrooms, and a functional layout designed for everyday living and entertaining. Whether you're hosting family gatherings, working from home, or simply relaxing after a day at the beach, this home offers the flexibility and comfort to fit your lifestyle. The true highlight is the incredible location in the heart of Gulfport—one of Tampa Bay's most charming and eclectic waterfront communities. Known for its vibrant arts scene, colorful cottages, walkable streets, and welcoming atmosphere, Gulfport is unlike anywhere else on Florida's Gulf Coast. Spend your evenings strolling along Beach Boulevard, where you'll find locally owned restaurants, waterfront dining, boutique shopping, art galleries, live music, weekly markets, and year-round festivals that create a true small-town coastal experience. Outdoor enthusiasts will love being just minutes from the sparkling waters of Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, kayaking, paddleboarding, fishing, parks, walking trails, and public waterfront areas. Gulfport's famous Tuesday Fresh Market, community events, and waterfront sunsets make every week feel like a vacation. Love the beach? You're only a short drive from the award-winning sugar sand beaches of **St. Pete Beach, Treasure Island, Pass-a-Grille, and Fort De Soto Park**, offering endless opportunities for boating, swimming, shelling, and spectacular Gulf Coast sunsets. When you're ready for big-city entertainment, vibrant **Downtown St. Petersburg** is just minutes away. Enjoy world-class museums including the Dalí Museum, waterfront parks, the St. Pete Pier, Beach Drive dining, breweries, rooftop bars, shopping, concerts, and an exciting nightlife scene. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay area. Tampa International Airport, downtown Tampa, and Sarasota are all conveniently accessible, making travel throughout Florida simple and convenient. Whether you're searching for your forever home, a winter retreat, or an investment in one of Pinellas County's most desirable waterfront communities, **1108 55th Street S** delivers exceptional value, an unbeatable location, and the Florida lifestyle you've always wanted. With a **new 2025 roof**, a spacious 3-bedroom, 2-bath layout, and immediate access to beaches, boating, dining, arts, entertainment, and everything the Gulfport and St. Petersburg area has to offer, this is an opportunity you won't want to miss. Schedule your private showing today and experience why so many people are proud to call Gulfport home.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,223
Sqft
0.12 ac
Lot size
1952
Year built
One
Levels
$307
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.
$2,650 /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
$2,650/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.
vs edgeAI estimate
−0.3%
$/sqft vs Gulfport actives
$307 vs $291
Days on market
25 vs 57 typical
Where $307/sqft sits among the 110 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)
64 of 110
Gulfport actives have cut their price
Median sold price, Gulfport, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 25% above the GULFPORT 33707 median. See the full Gulfport market guide →
Paper trail
This home's history
Reality check
What actually sold near 1108 S 55TH STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$459,000
5406 11TH AVENUE S · same community
3 bd · 2 ba · 1,200 sqft · $383/sqft · 1 DOM
Sold · Jun ’26$410,000
1105 55TH ST S · same community
3 bd · 2 ba · 1,250 sqft · $328/sqft · 3 DOM
Sold · Dec ’25$355,000
1424 YORK STREET S · same community
3 bd · 2 ba · 1,150 sqft · $309/sqft · 99 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 1108 S 55TH STREET — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1108 S 55TH STREET — 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
1108 S 55TH STREET FAQs
What would the monthly payment be for 1108 S 55TH STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,650/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 1108 S 55TH STREET?+
The most recent tax bill on record (2025) was $1,400. 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 1108 S 55TH STREET?+
The listing reports pets: 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 $375,000, this home is listed about 9% above the Gulfport median of $344,900. The market section on this page shows how the area is trending.
Which schools are assigned to 1108 S 55TH STREET?+
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 EXP REALTY LLC · Patrick DeFeo, II. MLS #TB8528314.
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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