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5421 Essex Avenue S, Gulfport
$1,475,000
3 Beds ⋅ 4 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Location, Location, Location Beautiful, contemporary, high-end primary home - Zoned Waterfront Redevelopment District, so options are limitless. Built to current building codes with occupied floors well above flood level and 145mph hurricane rating. Earned $124,000 in 2024. Every bedroom is a suite with private bath and balcony. 3 bedroom / 4 full baths Elevator with auto doors New Spa/ Hot tub Metal Roof Ice Machine High end finishes and fixtures throughout Six Televisions Relevent Artwork and furniture negotiable Show more

5421 Essex Avenue S, Gulfport
3025 54th Street S, Gulfport
$850,000
2 Beds ⋅ 6 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Brand new roof installed July 2025. Never flooded. Ideally situated in the heart of Gulfport’s Waterfront Redevelopment District, this prime income-producing 5-plex offers an exceptional downtown location just one block from Veteran’s Park, the fishing pier, and Gulfport’s popular dining scene. Residents enjoy an easy stroll to downtown Gulfport’s restaurants, boutique shops, sandy beach, historic Casino Ballroom, beach volleyball courts, weekly farmers market, and lively nightlife. This well-maintained masonry property features three spacious studio units, one 1-bedroom/1-bath unit, and one 1-bedroom/1.5-bath unit. All apartments have easy-care vinyl flooring, with two units enjoying partial water views. Tenants will appreciate the newly resurfaced on-site parking lot, providing convenient and reliable parking. Additional highlights include five separate electric meters, a single water meter, fresh exterior paint, and a newly landscaped courtyard that enhances curb appeal. Located in non-flood zone X, the property performed well during recent summer storm seasons with no flooding to the structure. A rare opportunity to own a downtown Gulfport income property near the waterfront—offering a highly desirable lifestyle for tenants and strong long-term investment potential. Don’t miss this exceptional opportunity.

3025 54th Street S, Gulfport
3022 Beach Boulevard S, Gulfport
$750,000
8 Beds ⋅ 5 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
MULTIPLE OFFERS! Step into a world of endless possibilities with this unique and versatile triplex property, featuring a spacious main house with 5 bedrooms and 3 bathrooms and a detached duplex in the rear, all nestled on a generous lot in a character-filled neighborhood. Built in 1925, this property is bursting with original charm and architectural details that tell a story, offering the perfect canvas for someone with a vision to restore and modernize while preserving its timeless appeal. The main home boasts five true bedrooms and three full bathrooms, offering ample space for everyone or the savvy investor looking to house-hack. Original woodwork, vintage hardware, and high ceilings throughout create a sense of warmth and nostalgia that simply can’t be replicated in newer builds. While the home needs work, the bones are solid, and with thoughtful renovation, this house could easily become the showpiece of the block. Tucked behind the main residence is a fully detached duplex, offering incredible rental income potential. The downstairs unit features 2 bedrooms and 1 bathroom, ideal for small families or roommates. The upstairs unit is a charming 1 bedroom, 1 bathroom retreat—perfect for a traveling nurse, college student, or Airbnb guest. Both units are separately metered and have private entrances for maximum privacy and flexibility. Whether you're an investor looking to generate multiple streams of income, a homeowner who wants to live in one unit and rent the others, or someone seeking a compound, this property checks every box. Live in the main house and let the duplex cover your mortgage—or reside in one of the smaller units while updating the main house at your own pace. Recent updates include new roofs on both the main house and duplex in 2024, offering peace of mind and a great head start on future improvements. With some TLC and a touch of creativity, this property could become a true standout in the neighborhood. Don't miss your chance to own a piece of history with massive income potential. This is your chance to invest in a rare multi-unit property just moments from Gulfport Beach, the marina, local galleries, nightlife, and more. Schedule your showing today and unlock the potential of 3022 Beach Blvd!

3022 Beach Boulevard S, Gulfport
2843 57th Street S, Gulfport
$690,000
4 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
NEWLY RENOVATED MAIN HOUSE WITH INCOME-PRODUCING IN-LAW SUITE! Two homes for the price of one! Seller's desire to relocate quickly is your gain. Upon arriving, you're greeted by the familiar red brick streets that Gulfport is known for. This beauty sits on a LARGE CORNER LOT with a STUNNING PAVER DRIVEWAY and entrance that takes you to the modern custom double-door entryway. Take a moment to notice the newer IMPACT WINDOWS (2023) AND NEWER ROOF (2023). The Main House (1,414 SF) – Renovated in 2025: 3 large bedrooms and 2 full bathrooms. NEW PLUMBING, NEW ELECTRICAL, NEW HVAC, NEW JUST ABOUT EVERYTHING – let's talk about it! This home is light, bright, and airy. The galley kitchen has UPGRADED CABINETS IN A CHIC TWO-TONE STYLE with large storage capacity and soft-close doors. QUARTZ COUNTERS take this kitchen to the next level. Been dreaming of a kitchen sink with a window view? Here it is! All STAINLESS STEEL APPLIANCES ARE NEW (2025), so put your worries and calculators away! The living/family room is large with east-facing windows that bring in great natural light while keeping it warm and cozy – the perfect spot to relax or entertain comfortably. The NEW LUXURY VINYL FLOORING seamlessly carries throughout the home, is easy to clean and care for, and is very durable. This home has such thoughtful and high-quality finishes that you'll notice throughout. Tall modern baseboards and bedroom closets with sensor lights are just some small touches to make your life more comfortable. All bedrooms have very large closets – don't worry, there's plenty of space for all your shoes. Step outside to a large BACKYARD WITH ZERO MAINTENANCE, which would be very easy to add turf, sod or even add a pool should you desire it. The LARGE, LOW MAINTENANCE TREX DECK is a perfect place to relax in your private oasis with your beverage of choice at the end of the day. Its very private and tranquil. The 2-Car Garage: One open bay ready for your car and the other RETROFITTED AS A WORKSHOP with shelving, a utility sink, and great lighting. Notice the EPOXY FLOORING which makes keeping it clean a breeze. NEWER GARAGE MOTOR AND IMPACT RATED AND HURRICANE TIED DOWN DOORS. Nothing was left to chance. Income-Producing In-Law Apartment: Above the garage with its own PRIVATE ENTRANCE, ITS OWN ADDRESS, AND SEPARATE UTILITIES, is a 1-bedroom, 1-bathroom apartment with kitchen and inside laundry. This unit would provide additional income as a rental, work beautifully for multigenerational living, serve as a private office space, or give guests their own space when they visit our beautiful beaches. LOCATION, LOCATION, LOCATION: You're just streets away from Williams Pier, Downtown Gulfport, and the rec center. Beach Blvd is just two streets over – perfect for morning breakfast and brunch or walking to the farmers market. There's so much to see and do here in Gulfport, plus you're very close to St. Pete and getting to the airport is a breeze! Everything you need is just a few minutes away. Please ask for a complete list of updates, as well as local rental rates for the in law suite. We can't wait to show you this home. Let's schedule your private showing today.

2843 57th Street S, Gulfport
2921 Dupont Street S, Gulfport
$600,000
2 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Located in the heart of downtown Gulfport, this picture-perfect 21st century Key West-style elevated home offers something exceptionally hard to find: over 1,300 square feet of versatile enclosed space beneath the home, in addition to the main living area. The expansive lower level features a newly refinished 729-square-foot garage with brand-new walls, flood vents, epoxy floors, hurricane-rated windows, and automatic garage door openers. With room for vehicles, golf carts, kayaks, paddleboards, bicycles, and more, this space is ideal for anyone seeking exceptional storage and flexibility. Also on the lower level is a substantial 621-square-foot unconditioned bonus room, offering endless possibilities as a workshop, art studio, fitness area, hobby room, or additional storage space. A custom wood gate welcomes you into a large, ultra-private courtyard filled with tropical plantings, creating a serene setting that perfectly complements the home's coastal character. Surrounded by masonry walls, this inviting outdoor space leads to the staircase up to the main living level. Upstairs, an open floor plan connects the living, dining, and kitchen areas, all enhanced by vaulted ceilings and easy-care laminate flooring throughout. The kitchen features ample cabinetry, stone countertops, stainless steel appliances, and a center island ideal for cooking, gathering, and entertaining. The spacious living room offers soaring ceilings and sliding doors that open to an expansive covered balcony. Designed with a split-bedroom layout, the home features two bedrooms and two bathrooms. The primary suite includes a large walk-in closet, an en suite bath with double sinks, a separate tub and shower, and private access to the balcony. The second bedroom is tucked away on the opposite side of the home and also offers vaulted ceilings and a generous walk-in closet. The 35-foot covered balcony spans the entire south side of the home, overlooking the courtyard below and providing the perfect place to relax or entertain. Outside, the expansive courtyard is an entertainer's dream, complete with a 28-foot covered patio and surrounded by lush tropical landscaping. The property also features alley access to the garage and a four-car off-street parking pad in front. The front yard is thoughtfully designed with xeriscaping and Florida-friendly plants, complemented by a drip irrigation system for easy, low-maintenance care. All of this is just steps from downtown Gulfport's shops, restaurants, waterfront, fishing pier, festivals, and vibrant community events. All room measurements are approximate and should be verified by Buyer.

2921 Dupont Street S, Gulfport
2926 Dupont Street S, Gulfport
$540,000
3 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
MOVE IN READY! Let this be your next chapter ~ Florida living at its best! An ELEVATED charming beach BUNGALOW-STYLE home in the heart of Gulfport, a friendly, artsy, and eclectic community! Walkable to the Boca Ceiga Bay and to the adorable Beach Blvd. with shopping, dining, music, Tuesday markets, and so much more! This home beams with CHARACTER and CHARISMA starting with your beautifully fenced in yard, featuring a low maintenance front yard, tropical landscaping and raised beds in the back and rain water collectors for efficient watering. Under the home in your CARPORT AREA you'll find a large WORKSHOP and SHED for extra storage, a utility sink for all your gardening needs as well as a shaded place to escape the Florida heat! The oversized driveway accomodates mulitple vehicles and you even have room to PARK YOUR BOAT! Inside the thoughtful design continues with creative touches throughout, including beautiful MEXICAN SALTILLO tiles, a newly REMODELED KITCHEN and fresh new finishes in both bathrooms. HIGH CEILINGS throughout and abundant natural light makes every room seem bright and airy. Afer dinner, relax on your front deck, with beautiful WEST-FACING SUNSET VIEWS, offering additional living and entertaining space! THE LOCATION CANNOT BE BEAT! Gulfport is just minutes from thriving downtown St Pete, from the sugar sand Gulf beaches and the Tyrone Square shopping center. Numerous parks are within a short stroll including Wood Ibis Park, Clymer Park and Gulfport's waterfront recreation center as well as the Gulfport Public Library and the Catherine Hickman Theater. Hop on the Pinellas Trail or ride over to Clam Bayou Nature Preserve! ELEVATED and out of flooding-risk, updated and MOVE-IN ready offering tons of charm, and with a location you cannot beat - don't wait to schedule your showing!

2926 Dupont Street S, Gulfport
3025 56th Street S, Gulfport
$477,000
2 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
LOCATION, LIFESTYLE, DUPLEX! Fully renovated and fully furnished 1925 Gulfport duplex offering flexibility for owner-occupants, multigenerational living, or income potential just blocks from Beach Blvd’s restaurants, shops, galleries, waterfront parks, and the popular Tuesday market. Currently configured as two beautifully updated 1BD/1BA living spaces, each with private entry, in-unit laundry, separate electric meters, and all new appliances. The front living space features an enclosed porch, updated kitchen, spacious bedroom, and thoughtfully curated furnishings throughout. The rear living space offers an open layout, stylish renovations, new appliances, and private patio area. Alley access with gated off-street parking behind the property. Major improvements include metal roof, updated Square-D electrical panel (2023), new mini-split HVAC systems (2024), and brand-new hot water heaters (2026). Zoned R-3 with future redevelopment potential for additional units or expanded use (buyer to verify). Conveniently located approximately 10 minutes to downtown St. Petersburg, 15 minutes to St. Pete Beach and Treasure Island, 30 minutes to Tampa International Airport (TPA), and 35 minutes to Sarasota-Bradenton International Airport (SRQ). A rare opportunity to own a move-in ready Gulfport property with character, flexibility, excellent location, and strong long-term potential in one of the area’s most desirable neighborhoods.

3025 56th Street S, Gulfport
3020 56th Street S, Gulfport
$475,000
3 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Step into a piece of Gulfport history with this charming two-story Craftsman bungalow, perfectly positioned just moments from the beach and vibrant Art District. The open and flexible floor plan showcases the home's original historic charm, from the decorative brick fireplace to the custom built-in bookshelves, desk, and classic hardware. A spacious front Florida room provides a sunlit welcome, while the den offers an ideal home office space. Climb the stairs to discover the hidden gem—a massive 12'x25' finished attic bedroom. Outside, enjoy the serene, new paver walkways and lush landscaping, all beautifully framed by mature trees. A backyard shed with a washer hook-up, alley access, and a convenient parking pad complete this delightful property, all just steps from Gulfport's best restaurants, shopping, and nightlife

3020 56th Street S, Gulfport
3120 Dupont Street S, Gulfport
$420,000
4 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Positioned just one block from the waterfront in the heart of Gulfport, this beautifully updated duplex presents a rare opportunity to own an income producing property in one of the area’s most vibrant and walkable coastal communities. Whether you are looking to live in one unit and lease the other or maximize rental potential on both sides, the flexibility here is hard to beat. Each residence has been thoughtfully updated with modern kitchens and bathrooms, complemented by new wiring throughout the entire property and a new HVAC system for peace of mind. A newly installed wood slat fence enhances both privacy and curb appeal, while the layout offers distinct and functional living spaces for each unit. One side features a two bedroom, one bathroom layout with a tub and shower combination, along with its own private fenced courtyard that creates a comfortable outdoor retreat. The second unit offers a spacious a bedroom, another bedroom that could also be a den or home office, and a large bathroom with tiled walk in shower. This unit also enjoys a larger private fenced courtyard, perfect for entertaining or relaxing outdoors. A shared laundry room adds convenience for both residences. Located just steps from the water and a short stroll to Beach Boulevard, you are surrounded by Gulfport’s eclectic mix of restaurants, local shops, art galleries, and waterfront parks. This is a property that not only performs as an investment, but also captures the lifestyle that makes Gulfport so special.

3120 Dupont Street S, Gulfport
3038 58th Street S, Gulfport
$415,000
2 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
If you’ve been waiting for a home where you can truly live the Gulfport lifestyle — walk to dinner, the beach, and feel part of a vibrant community — this is it. This beautifully renovated 2 bedroom, 2 bathroom home is just a short stroll to downtown Gulfport, the marina, local shops, and favorite spots like Pia’s Trattoria and O’Maddy’s Bar & Grille. Leave the car at home and enjoy the charm, energy, and coastal feel that make this area such a hidden gem. Inside, the home has been thoughtfully redesigned with a clean, cohesive aesthetic throughout. Polished terrazzo floors bring timeless Florida character, while the custom kitchen showcases beautiful cabinetry, stainless steel appliances, and a functional layout that flows effortlessly for both everyday living and entertaining. Both bathrooms have been fully renovated with modern finishes, giving the home a fresh, move-in-ready feel from top to bottom. Every detail has been thoughtfully updated so you can simply unpack and start enjoying the lifestyle. Whether you’re looking for a full-time residence, a seasonal escape, or a smart investment in one of Pinellas County’s most walkable communities, this Gulfport home delivers location, quality, and that hard-to-find neighborhood vibe all in one.

3038 58th Street S, Gulfport
3108 56th Street S, Gulfport
$400,000
Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Endless possibilities abound at this incredibly appealing location. One block off Beach Blvd and Shore Blvd makes this a prime spot for your dream home. This is a rare opportunity to live so close to the magnificent Boca Ciega and enjoy the costal activity. It is also perfectly suited for shopping, dining, entertaining, and taking in the music, art, and historical charm of Gulfport, all just steps from the front door.

3108 56th Street S, Gulfport
2925 Clinton Street S, Gulfport
$330,000
2 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
FINAL PRICE REDUCTION! Your new Gulfport lifestyle is waiting for you! LOCATION, just blocks from the waterfront. This 2-bedroom, 2-bath bungalow features dual en-suite bedrooms, a bright open layout, and a thoughtful full-permit renovation that blends coastal charm with modern comfort. Updates include a new roof with hurricane clips, new plumbing and electrical, refreshed interior finishes, and a move-in-ready presentation offering both style and peace of mind. Step outside to an inviting porch and low-maintenance yard within walking distance of Gulfport’s Beach Boulevard district—home to the marina, pier, restaurants, shops, Tuesday Market, and First Friday Art Walks. The location provides effortless access across Tampa Bay: approximately 10 minutes to St. Pete Beach and Downtown St. Petersburg, 20–25 minutes to St. Pete–Clearwater Airport (PIE), 25–30 minutes to Tampa International (TPA), and under 45 minutes to Sarasota/Bradenton (SRQ). With its central Gulfport address, fresh renovation, and walkable coastal lifestyle, 2925 Clinton St S is the perfect turnkey home base for anyone seeking charm, connection, and convenience on Florida’s Suncoast.

2925 Clinton Street S, Gulfport
5617 30th Avenue S, Gulfport
$302,000
2 Beds ⋅ 1 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Charming coastal cottage-style newly updated home on a highly desirable corner lot just blocks from Beach Blvd, Gulfport Beach, Shore Blvd, restaurants, shops, art galleries, and the popular Tuesday Market. This light and bright 2BR/1BA home features an open-concept layout with inviting living and dining spaces, hurricane windows, updated interior finishes, and brand-new appliances including refrigerator, dishwasher, and range. Enjoy the charming side and backyard spaces with room for outdoor dining, entertaining, a pergola, garden, or relaxing coastal retreat. Detached approximately 480 sq ft garage/workshop conveys As-Is and offers endless potential for a future studio, workshop, storage, gym, or creative space. Whether you’re looking for a primary residence, snowbird getaway, or investment opportunity, this property delivers the ideal Gulfport lifestyle and location.

5617 30th Avenue S, Gulfport
3050 Dupont Street S, Gulfport
$250,000
2 Beds ⋅ 1 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
LOCATION! LOCATION! LOCATION! Home on a 60X100 corner lot with alley access * 1 Block from the Gulfport Beach and Waterfront Recreation area. * Short walking distance to cute shops, restaurants, bars, and the public Fishing Pier. The home did sustain hurricane damage but has been professionally remediated. Renovate or tear down and build the Coastal House of your Dreams. Beautiful multi story new homes are going up all around this property. As it sits there is a large living area, eat-in kitchen, 2 bedrooms, and a large bonus room. Attached Garage. The Gulfport Beach Area offers the laid-back Florida Lifestyle that is becoming hard to find...Gulfport Beach, a good Investment Opportunity and a great place to live. No wholesalers, end users only, and no assignability. Sight Unseen Offers will not be Considered.

3050 Dupont Street S, Gulfport
3007 Clinton Street S, Gulfport
$225,000
Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
An exceptional chance to build in Gulfport is now available. The previous structure was removed, filled, compacted and graded with numerous loads of dirt providing a foundation for constructing your ideal home. Owner has paid the demolition fees, Impact fees, Water & Sewer fees, and the survey has been completed. Only two blocks from Gulfport's vibrant downtown, two blocks from the beach, Pinellas Bike Trail, Recreation Center, Volleyball courts, basketball, pickleball, playground, dog park & eclectic shops & award winning restaurants.

3007 Clinton Street S, Gulfport
3020 Clinton Street S, Gulfport
$180,000
Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Design and build the coastal home you've always envisioned on this exceptional cleared homesite in the heart of Gulfport. Whether your dream is a contemporary coastal retreat or a timeless luxury residence, this build-ready lot offers the rare opportunity to create a home tailored to your lifestyle in one of Tampa Bay's most distinctive waterfront communities. Perfectly positioned just minutes from Gulfport's vibrant Waterfront District, you'll enjoy charming boutiques, award-winning local restaurants, waterfront parks, art galleries, marinas, live music, festivals, and breathtaking sunsets over Boca Ciega Bay. Spend your mornings walking or biking along the waterfront, afternoons on the water, and evenings enjoying the relaxed coastal atmosphere that makes Gulfport one of Florida's hidden gems. Conveniently located near downtown St. Petersburg, world-renowned Gulf beaches, championship golf courses, hospitals, and Tampa International Airport, this location offers the perfect balance of small-town charm and big-city convenience. With public utilities available and the lot ready for construction, the groundwork has already been laid for your vision. Bring your architect, choose your builder, and create a home designed specifically for the way you live. Opportunities to build a custom home in this desirable Gulfport location are increasingly rare—don't miss your chance to create something truly special.

3020 Clinton Street S, Gulfport

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