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$1,750,000
4 Beds 6 Baths Pasadena Estates Sec G SubDv. 33707 Zip Code
Perched high above sea level in a non-flood zone, (approximately 15’), this exceptional 1923 Spanish Mediterranean Revival Estate sits on nearly one Acre in the heart of Gulfport. The property features two structures with a combined 4 bedrooms and 5.5 bathrooms, including a beautifully preserved 3BR/3.5BA main residence, a versatile two-story carriage house, and a detached 2-car carport showing preserved wood rarely seen in the area. The main home showcases original hardwood floors, exposed wood-beam ceilings, graceful arches, two gas fireplaces, and hurricane-impact windows throughout. First floor layout includes formal living room with gas fireplace, formal dining room with large windows, a sunlit family room, a quaint powder bath and an en-suite guest bedroom or first floor primary with a fireplace! In the well appointed gourmet kitchen you will find heart-of-pine floors, gas range with 6-burner gas range with griddle, stainless steel appliances, a step-down walk-in pantry and more arches! Upstairs, a spacious primary en-suite features a walk-in dressing room, and access to the quintessential Spanish-style balcony. The guest bathroom comes with separate shower & claw foot tub, while the third bedroom enjoys the possibility of having its own future south-facing private balcony. The detached carriage house includes a guest en-suite, laundry room, two-car garage, one-car carport, and an upstairs flex room equipped with a full bath ideal as a home office, a studio, a gym, or a play room, you decide! Outdoor living is exceptional with a magnificent Resort-Style heated saltwater pool and spa with built-in self cleaning system, and lush fully fenced grounds. Encompassing an entire block from north to south, the extensive south-facing rear backyard with gate access, provides additional parking for large vessels - RV or boat, as well endless possibilities for a tennis, pickleball or basketball court for memorable outdoor entertaining. Conveniently located just minutes from Gulfport's vibrant waterfront district, award-winning beaches, downtown St. Petersburg, Tampa, and Sarasota, this remarkable Estate presents a rare opportunity to own a 1920’s classic that perfectly balances timeless charm, and modern comfort.

6010 17th Avenue S, Gulfport

$449,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
NEW PRICE! Discover this beautifully updated 3 bedroom, 2 bathroom block home offering just over 1,400 square feet of comfortable living space in desirable Flood Zone X. Recent improvements include a new roof in 2023, HVAC system in 2025, PGT windows, luxury vinyl plank flooring throughout, and a stylishly updated kitchen and bathrooms. The kitchen features stainless steel appliances and opens to inviting living spaces designed for everyday living and entertaining. Situated on an oversized fenced corner lot, there is ample room to park a boat, RV, trailers, or other recreational vehicles. Conveniently located less than half a mile from the Stetson University College of Law campus, just three blocks from Boca Ciega High School, only 2 miles from the Gulfport Arts District, 2.5 miles from the West Marine Tampa Bay flagship store, and just minutes from the Gulf beaches, this property offers an exceptional opportunity as a primary residence, vacation home, or investment property.

5939 9th Avenue S, Gulfport

$595,000
3 Beds 2 Baths Gulf Grove SubDv. 33707 Zip Code
Under Construction. Brand new construction under $600k? In this market? Yeah, we had to double-check too. Built by Davis Development, the same builder known for delivering high-end interior finishes at all price points, this all-block home comes with impact windows throughout, so you're getting real peace of mind along with everyday energy efficiency. No wood framing, no shortcuts. Everything here is new, which means no surprise repairs, no outdated systems, no "we'll get to it eventually" list. Just move in and enjoy it. Compare that to most other homes in this price range, where you're often dealing with older construction, hidden repairs that show up right after closing, smaller closets, minimal storage, and sometimes no garage at all. Here, you get generously sized closets throughout and an attached garage, so storage and everyday convenience are already built in from day one. This one also happens to be the first of several new homes going up on this street, which tells you a lot about where this pocket of St. Pete is headed. It's a neighborhood that's actively being built out with new construction, so buying in now means getting ahead of the curve before values catch up. And to top it off, it's a family-friendly neighborhood in a non-flood zone, a genuinely rare combination with new construction at this price point in St. Petersburg. If you've been priced out of new construction elsewhere, this is exactly the kind of home, and the kind of value, that's hard to find right now, in a fun neighborhood that's close to all the action in Gulfport and Central Ave in St. Pete.

5302 7th Avenue S, Gulfport

$360,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
This 3-bedroom, 2-bath Gulfport home has untapped value and potential! It is NOT in a flood zone and has a fully fenced backyard. Roof 2023 | HVAC 2016 | Water Heater 2019. Generator hookup ready. The backyard is mostly pavers keeping it lower maintenance. To add to your backyard/outdoor living is a tiki hut, storage shed, and space to practice your basketball hoops. The layout of the home supports a “lock off space” which could be used as an in-law space or income producing. The home is a solid opportunity for a buyer ready to bring vision and your own style to this home for the finishing touches…….. The location is the standout feature. You're just 0.9 miles from Stetson University College of Law (Why pay dorm fees when you can be building equity?.) You’re 1.6 miles from downtown Gulfport with its unique blend of arts, culture, great food, lively and inclusive spirit with small-town appeal. You will enjoy festivals, farmers' markets, parades, great bars, amazing restaurants and gatherings that foster a deep sense of community. Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, Twin Brooks Golf Course are all close by for the best of boating, paddle boarding, fishing, pickleball and golfing. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay Area…… St. Pete Beach, Treasure Island, and Fort De Soto Park are a short drive away, as is vibrant downtown St. Petersburg with the Dali Museum, the St. Pete Pier, and Beach Drive. Tampa International Airport is only 22 miles away for super easy access!……… Be sure to schedule today, to see the potential and opportunity in person.

1108 S 55th Street, Gulfport

$400,000
3 Beds 2 Baths SubDv. 33707 Zip Code
Welcome to **1714 55th Street S, Gulfport, FL 33707**, where comfort, convenience, and the Florida lifestyle come together in one exceptional opportunity. Whether you're searching for a primary residence, seasonal retreat, or investment property, this move-in-ready **3-bedroom, 2-bath home** offers outstanding value with **no deed restrictions**, giving you the flexibility to truly make it your own. From the moment you arrive, you'll appreciate the peace of mind that comes with major updates already completed. The **roof was replaced in 2021**, a **4-point inspection has just been completed**, and for added confidence, the seller is including a **one-year home warranty** for the new owner's protection. Best of all, this home is **ready for immediate occupancy**, allowing you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a functional floor plan with comfortable living spaces, generous bedrooms, and two full bathrooms designed to accommodate families, guests, or those who simply appreciate extra space. Natural light fills the home, creating a warm and inviting atmosphere that's ready for your personal touches. One of this home's greatest advantages is its incredible location in the heart of Gulfport. Known for its vibrant arts community, welcoming small-town charm, and beautiful waterfront, Gulfport has become one of Pinellas County's most desirable places to live. Spend your weekends strolling along the Gulfport Marina, exploring the eclectic shops and local art galleries, dining at award-winning waterfront restaurants, or enjoying live music and community festivals that take place throughout the year. The city's famous Tuesday Fresh Market and First Friday Art Walk create an atmosphere unlike anywhere else on Florida's Gulf Coast. Outdoor enthusiasts will appreciate the nearby parks, walking trails, pickleball and tennis courts, kayak launches, and waterfront recreation opportunities. Enjoy spectacular sunsets over Boca Ciega Bay, launch your boat from nearby public ramps, or simply relax along the scenic waterfront while watching dolphins play. Beach lovers will appreciate being just a short drive from some of Florida's most beautiful white-sand beaches, including **St. Pete Beach, Treasure Island, Pass-a-Grille, Madeira Beach, and Fort De Soto Park**. Whether you enjoy boating, fishing, paddleboarding, or simply soaking up the sun, you'll have endless opportunities just minutes from your front door. The location also provides quick access to vibrant **Downtown St. Petersburg**, where you'll enjoy world-class restaurants, rooftop bars, museums, breweries, shopping, waterfront parks, entertainment venues, and professional sports. Visit the renowned Salvador Dalí Museum, catch a Tampa Bay Rays game, explore Beach Drive, or enjoy concerts and events at the St. Pete Pier—all just a short drive away. Commuters will appreciate convenient access to I-275, making travel to Tampa, Clearwater, and both Tampa International and St. Pete-Clearwater International Airports simple and convenient. With **no HOA or deed restrictions**, valuable recent improvements, immediate availability, and an unbeatable location close to Gulfport's waterfront, Downtown St. Petersburg, and the Gulf beaches, this home offers an incredible opportunity to enjoy everything Florida's Gulf Coast has to offer. Schedule your private showing today and discover why so many people are proud to call Gulfport home.

1714 55th Street S, Gulfport

$365,000
2 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
Discover the perfect blend of historic charm, coastal character, and everyday functionality in this beautifully maintained Gulfport bungalow. Nestled in one of Gulfport's most sought-after neighborhoods, this move-in-ready home offers timeless appeal with endless possibilities for its next owner. The neighborhood itself is a standout feature: quiet, walkable streets where Stetson University College of Law security patrols both the roads and alleys around the clock, creating an added layer of safety that residents genuinely appreciate. It's an ideal setting for students, faculty, or anyone who values the calm and security of a campus-adjacent community. Inside, original character meets comfortable living with bright, inviting spaces designed for both relaxation and entertaining. The spacious kitchen offers abundant cabinetry and room for a casual breakfast table, while the expansive bonus room creates an ideal setting for formal dining, a family room, a home office, or a creative flex space. Outdoor living is where this property truly shines. The architecturally designed covered carport serves as a unique open-air entertaining pavilion, creating the perfect backdrop for weekend barbecues, dinner parties, or lingering Florida evenings with family and friends. The low-maintenance xeriscaped yard keeps upkeep simple, while a private well provides an economical irrigation source for gardening enthusiasts. An oversized detached garage offers exceptional storage, built-in cabinetry, generous workspace, and a convenient half bath, making it ideal for artists, hobbyists, woodworkers, or anyone needing extra room for projects. Coveted rear alley access provides valuable space for boat parking, golf cart storage, an RV, or additional vehicles. Begin your mornings with coffee on the screened front porch and spend your evenings enjoying Gulfport's welcoming small-town atmosphere as neighbors stroll and golf carts pass by. Just minutes away, the Historic Gulfport Waterfront District offers award-winning restaurants, waterfront parks, boutique shopping, galleries, live entertainment, festivals, the popular Tuesday Morning Market, and spectacular sunsets over Boca Ciega Bay. Additional highlights include a newer roof, freshly painted exterior, select impact-rated windows, a transferable termite warranty, and a location in desirable Flood Zone X, where flood insurance is typically not required. The owners also recently created a private patio oasis on the side of the home, perfect for unwinding at the end of the day. The home has demonstrated exceptional durability through recent Florida storms, providing added peace of mind. Rarely does a property combine vintage character, versatile living space, an oversized garage, alley access, and an unbeatable location all in one. Just one block from Stetson University College of Law and within easy reach of Pasadena Yacht and Country Club, vibrant downtown Gulfport, the Gulf beaches, and downtown St. Petersburg, this is Florida living at its most authentic.

1212 Hull Street S, Gulfport

$2,900,000
3 Beds 5 Baths Skimmer Point Ph Iii SubDv. 33707 Zip Code
This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, Gulfport

$412,500
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Welcome to this charming 2-bedroom, 1-bath home situated on a rare double corner lot in the heart of Gulfport! Featuring a light, bright, and airy open floor plan, this well-maintained home offers comfortable living with thoughtful updates throughout. The former sunroom was professionally converted into additional bonus living space in 2022, providing flexibility for a home office, den, or extra gathering area. Recent improvements include a new HVAC system (2026), updated plumbing and electrical, and a tankless water heater for added efficiency and convenience. The indoor laundry room includes pantry storage, a second refrigerator/freezer, maximizing functionality and organization. The kitchen boast a gas range, refrigerators/freezer, brand new microwave, and dishwasher, kitchen island, and built in bench seating with storage. Outside, you'll find two storage buildings offering ample space for tools, hobbies, or additional storage needs. An outdoor programmable lighting system enhances the home's curb appeal and creates a welcoming atmosphere day and night. Located in a charming, walkable neighborhood and situated in a non-flood zone, this property is just steps away from Tomlinson Park, local shops, dining, and all that Gulfport represents! Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this delightful home is ready to welcome its next owner.

1902 53rd Street S, Gulfport

$1,100,000
6 Beds 4 Baths Veteran City SubDv. 33707 Zip Code
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.

5407 29th Avenue S, Gulfport

$995,990
3 Beds 3 Baths Lake Butler Villa Cos Add SubDv. 33707 Zip Code
Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.

5631 23rd Avenue S, Gulfport

$340,000
3 Beds 2 Baths Gulf Grove SubDv. 33707 Zip Code
Welcome to your Gulfport retreat! Tucked away on a quiet street, this charming three bedroom, two bathroom home offers the perfect blend of character, comfort, and convenience. One of this home's standout features is its unbeatable location. Just a few homes away from the Pinellas Trail, you'll have miles of scenic pathways that connect you to Downtown Gulfport, some of Floridas most famous beaches, Downtown St. Petersburg, and some of the area's best parks, restaurants, breweries, and waterfront destinations. Whether you enjoy morning walks, evening bike rides, or exploring everything the city has to offer, the Pinellas Trail truly puts it all within reach. Located just minutes from Stetson College of Law, this home also presents an incredible opportunity for those looking for an investment property or long term rental in a highly desirable area. Inside, you'll immediately appreciate the home's inviting character and spacious living room, creating the perfect place to gather with family and friends or simply relax after a long day. New luxury vinyl plank flooring (2026) has been installed throughout all three bedrooms, adding a fresh and modern touch while offering lasting durability. Step outside to the covered patio, an ideal spot to enjoy your morning coffee or unwind in the shade during Florida's warm summer afternoons. The backyard provides a peaceful setting with plenty of room to entertain, garden, or create your own outdoor oasis. The home has also seen several important updates, including a water heater installed in 2020, partial plumbing updates completed in 2019, and the plumbing professionally cleaned out in 2026, giving buyers added peace of mind. Whether you're looking for a primary residence, a seasonal escape, or an income producing investment, this home offers the charm, location, and lifestyle that make Gulfport one of Pinellas County's most beloved communities. Don't miss your opportunity to make this Gulfport gem your own.

5405 10th Avenue S, Gulfport

$397,000
4 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Historic Gulfport Craftsman | Major 2019 Renovation | R-2 Zoning | Outside Flood Zone. Major renovation completed in 2019 including: new architectural shingle roof, new hurricane-impact windows, complete electrical rewire with new 200-amp electrical service and breaker panel, dedicated 50-amp EV charging circuit, new HVAC system with all new ductwork, completely remodeled kitchen with stainless steel appliances, completely renovated designer bathroom featuring a 6-foot soaking tub and floor-to-ceiling tile, original hardwood floors professionally refinished, and exterior aluminum siding professionally painted. Step into the charm of Old Florida with this beautifully maintained historic Craftsman home in Gulfport's desirable Garden District. Original hardwood floors, soaring 9-foot ceilings, abundant natural light, and timeless architectural details are complemented by extensive 2019 renovations and modern systems. Situated on an R-2 zoned lot, the detached garage offers potential for a future accessory dwelling unit (ADU), guest house, or mother-in-law suite (buyer to verify permitted uses with the City of Gulfport). The private backyard is an established edible landscape with more than 30 mature fruit trees and tropical plants, including a producing avocado tree, orange, star fruit, soursop, and many other varieties. An existing water well is also located on the property (condition unknown). Located just four homes from a large park connected to Gulfport's greenway system, the property is approximately a 1.2-mile walk to Downtown Gulfport, the waterfront, beach, restaurants, shops, festivals, playgrounds, dog park, and elementary school. The home also includes two bright flex rooms currently used as bedrooms. These versatile spaces are ideal for guest rooms, home offices, studios, nurseries, or additional sleeping areas. Buyers should note these rooms do not contain closets.

5313 18th Avenue S, Gulfport

$485,000
3 Beds 2 Baths Pasadena Estates Sec H SubDv. 33707 Zip Code
Looking for room to live, relax, and work from home — all in one of Pinellas County's most charming beach towns? This updated 3-bedroom, 2-bath block home delivers comfort and convenience in equal measure, just minutes from downtown Gulfport's waterfront village, Stetson University College of Law, Boca Ciega Bay, St. Petersburg, and the Pinellas Gulf beaches. Set on a quiet corner lot away from busy roadways and fully fenced for privacy, the home offers a flexible layout with a living room, a Florida room, and a dedicated office — ideal for remote work or extra living space. The roomy kitchen has been tastefully remodeled with quartz countertops and a breakfast bar, and both bathrooms have been beautifully updated. Major systems are in great shape too: roof and windows from 2015, plumbing replaced in 2020. Step out of the Florida room onto a 25' x 17' paver patio with a custom-built pergola, perfect for entertaining in the private backyard. Storage is no problem here, with kitchen built-ins, generous linen and closet space, garage cabinets, and an outdoor shed. A closed-in garage plus a roomy driveway provide plenty of parking. Gulfport is one of Florida's most beloved waterfront communities, known for its eclectic shops, boutiques, and waterfront dining. Stetson Law is a 6-10 minute walk away, the historic Williams Pier on Boca Ciega Bay is about a mile, Tampa Bay Rays baseball is roughly 5 miles, Sarasota's beaches are under an hour by car, and Tampa International Airport is about 25 miles away. This home is high and dry: it experienced no flooding or storm damage during Hurricanes Helene and Milton in 2024.

1431 57th Street S, Gulfport

$419,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Discover a home with character, versatility, and a lush tropical backyard at 1213 55th St S in Gulfport! This 3-bedroom home offers a flexible floor plan, a private primary suite with a versatile layout and ensuite bathroom, and inviting outdoor living space—all in a location close to the vibrant lifestyle that makes Gulfport so special. Inside, natural light fills the welcoming living room and flows throughout the main living spaces. The eat-in kitchen creates a comfortable spot for everyday meals, while two bedrooms are conveniently situated close to the hall bathroom towards the back of the home. Privately positioned, the primary suite features its own exterior entrance and ensuite bathroom, creating a peaceful retreat with added privacy and versatility. Step outside and discover your own tropical escape. Established landscaping, an expansive paver patio, and a fully fenced backyard create an inviting setting for outdoor dining, entertaining, gardening, or simply enjoying Florida's year-round outdoor lifestyle. Location is another standout. Enjoy being just minutes from Gulfport's waterfront, lively Arts District, local restaurants, boutique shopping, galleries, parks, and community amenities. Downtown St. Petersburg and the Gulf beaches are also nearby, offering even more opportunities to explore, relax, and enjoy the best of the area. Important system updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. A flexible floor plan. A private primary suite. A tropical backyard. Gulfport living. Come discover the possibilities at 1213 55th St S. Schedule your private showing today!

1213 55th Street S, Gulfport

$1,850,000
4 Beds 2 Baths Skimmer Point Ph Iii SubDv. 33707 Zip Code
THIS CUSTOM-BUILT WATERFRONT RESIDENCE is elevated & offers an expansive garage level, deep-water protected dockage & direct access to Boca Ciega Bay, Tampa Bay & the Gulf with no fixed bridges. Perfectly positioned within the prestigious Pasadena Yacht & Country Club community, this exceptional home embodies the finest in Florida waterfront living. Designed for both comfortable everyday living & elegant entertaining, the residence showcases stunning water views, high ceilings, crown molding, rich walnut flooring & an inviting fireplace that serves as the focal point of the family room. Enjoy spectacular sunsets from multiple vantage points throughout the home while overlooking the sparkling waters beyond. The beautifully renovated kitchen is a masterpiece of style & function, featuring premium Thermador appliances, custom cabinetry, exquisite Calacatta quartz countertops & a stunning center island with breakfast bar seating. The open-concept design allows seamless interaction between the kitchen, dining area, living spaces & the waterfront balcony, creating the perfect setting for gatherings with family & friends. Outdoor living is equally impressive. Relax beside the pool & spill over spa, entertain on the patio areas, or set sail from your private dock equipped with an 8,500-pound boat lift. The protected deep-water dockage provides easy access to some of Florida's most desirable boating destinations. Additional highlights include a substantial garage offering approximately 2,859 square feet (MOL) of additional space, pavered outdoor areas & numerous updates, including a beautiful Barcelona tile roof (2016), HVAC system (2019), pool pump (2020), saltwater softner system (2021), water heater (2026), Bali electric shades in the family room (2025), hurricane-rated garage door with reinforcing bars & rain gutters. A rare combination of luxury, craftsmanship, boating convenience & breathtaking waterfront views, this exceptional residence offers a lifestyle that is second to none. Flood insurance is currently less than $800 per year.

2853 Seabreeze Drive S, Gulfport

$388,000
2 Beds 1 Baths Boca Ciega Estates SubDv. 33707 Zip Code
Welcome to 5826 17th Avenue S! This coastal chic block construction home features major improvements that provide PEACE OF MIND, including a newer roof, HVAC system, electrical and plumbing upgrades, totally renovated kitchen, double concrete driveway with ample parking for four cars, interior and exterior paint, resurfaced pool converted to a Jandy Saltwater system (2020), water heater (2021), 10' x 14' storage shed (2022), new fencing (2025), and new soffits (2026). A panoramic window display showcases a view of your private backyard retreat with screened lanai, sparkling pool, waterfall spa, plus a large, fenced lot for your furry friends. There’s also a huge screened front porch overlooking a welcoming, park-like greenspace across the street. A perfect setting for entertaining, recreation and relaxing. Walkable to Stetson University, eclectic Downtown Gulfport and the Town Beach, and approximately 15 minutes from both vibrant Downtown St. Pete and the sugar-sand shores of St. Pete Beach, this home offers the perfect balance of coastal living, local charm, and everyday convenience. Living in Gulfport means becoming part of one of the most charming and creative communities. Known for its enchanting Waterfront Arts District, Gulfport is a walkable, golf-cart-friendly town filled with appealing locally owned businesses, boutiques, galleries, and waterfront cafés. Residents enjoy year-round community events, such as the beloved Tuesday Fresh Market, monthly Art Walks and Night Markets featuring local artists and makers, and several signature festivals that celebrate the city's unique character and strong sense of community. Whether you're enjoying sunset strolls along the waterfront, dining at one of Gulfport's favorite local restaurants, or exploring the town's thriving arts scene, you'll quickly understand why residents proudly embrace the city's motto: Keep Gulfport Weird.

5826 17th Avenue S, Gulfport

$350,000
3 Beds 1 Baths Park View Heights SubDv. 33707 Zip Code
Back on the market due to the buyer's financing falling through. Location! Walk or bike to Gulfport's vibrant downtown waterfront while enjoying the peace of being outside a flood zone. Situated directly across the street from Tangerine Nature Park, offering trails and charming footbridges, and just one block from Tomlinson Park, which includes a beautiful playground, pond, nature boardwalk, fitness area, and baseball field. Nestled on a peaceful street and surrounded by Gulfport's iconic, brightly painted bungalows, this location perfectly captures the charm and character that make the area so beloved. This turnkey residence offers 3 bedrooms (3rd bedroom is versatile that can also serve as a formal dining room, playroom, or home office) along with 1 bathroom and 1,053 square feet of living space. Step inside to an open floor plan featuring a spacious living room, dining area, and a fully updated kitchen completed in 2021. Everything you see stays, including countertop appliances, dishware, silverware, and more. The bathroom has also been tastefully updated with trendy subway tile walls and a hexagon-inspired mosaic tile floor. Off the back of the home is an attached bonus room that could easily be converted into additional living space and a second bathroom, as it already has a toilet, plumbing, and electrical connections in place. The backyard features a storage shed and a fenced yard with alley access. There is also plenty of room to add a future pool. The washer, dryer, and water heater are currently located in a backyard shed but can easily be relocated back to the attached storage room, where they were previously wired and plumbed. Come experience life in one of the most beloved artsy communities, where everything you need is right at your fingertips. Enjoy being just steps from Clay Works Clay Studio (on the same street), charming cafes, the Gulfport Library, pickleball courts, and the Pasadena Yacht and Country Club. The Blueberry Patch, a unique artist retreat known for its open mic nights, live music, and creative atmosphere, is also just around the corner. Beyond the neighborhood's vibrant local scene, the Gulf beaches and downtown St. Petersburg are only a short drive away. This is more than just a home, it's a lifestyle filled with creativity, community, and endless opportunities to enjoy everything Gulfport has to offer!

5213 Tangerine Avenue S, Gulfport

$410,000
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Welcome to your dream pool home in the heart of Gulfport! Located in a highly desirable, thriving waterfront community on Boca Ciega Bay, this property puts you just moments away from Beach Blvd’s vibrant art galleries, local boutiques, delicious dining, and buzzing live music scene. Constructed of solid block, this home offers incredible peace of mind by being situated in Flood Zone X and Evacuation Zone D. Parking and access are effortless, featuring a welcoming front driveway for guests alongside convenient alley access to a rear driveway and a one-car garage. Step into your private backyard paradise, which boasts a sparkling saltwater pool surrounded by a spacious paver patio that is absolutely ideal for sunbathing and outdoor entertaining. A handy storage shed and a dedicated side-yard dog run for your furry friends round out the impressive exterior features. Inside, you will find classic, low-maintenance terrazzo floors flowing seamlessly throughout the entire three-bedroom, two-bathroom layout, which includes a private primary en-suite. The charming, sunlit kitchen offers a cozy eat-in space framed by bright double windows, while the main living room flows effortlessly into a massive 270-square-foot sunroom overlooking your pool oasis. With a brand-new 2025 HVAC system, a 2018 main house roof, and a 2016 garage roof, all the major big-ticket updates are already done for you. There is nothing left to do but pack your bags, move right in, and start living the ultimate Gulfport lifestyle today!

5610 19th Avenue S, Gulfport

$485,000
2 Beds 2 Baths Veteran City SubDv. 33707 Zip Code
WELCOME TO PARADISE! NO FLOOD ZONE! This charming Gulfport residence is nestled in one of the area's most desirable locations. Situated on an oversized lush green lot, this home is just a short stroll to Gulfport's vibrant waterfront district. This adorable Gulfport bungalow offers the perfect blend of Florida lifestyle, convenience, and historic neighborhood charm. Inside, you'll find a the perfect combination of historic charm and modern living, with refinished hardwood flooring and arched doorways that maintain the character yet, freshly painted walls and updated kitchen and baths, solid wood cabinets, hard surface countertops, and stainless steel appliances (including a gas stove!) bright and comfortable living spaces designed for everyday living and entertaining alike. With two spacious bedrooms and a bonus room, you will have plenty of room to host friends and family. The property features a functional layout, abundant natural light, and a welcoming atmosphere that immediately feels like home. The spacious yard provides plenty of room for outdoor enjoyment, gardening, pets, plenty of space to park your RV or boat, and still room for a pool! The oversized garage with it's stylish refinished floors has plenty of space for hobbies, to store your toys or that favorite car that you want to protect from the hot Florida sun. Located walking distance to Gulfport Beach, the historic downtown arts district, waterfront parks, local restaurants, boutiques, and community events, this home offers easy access to everything that makes Gulfport such a sought-after destination. Downtown St. Petersburg, award-winning beaches, and major transportation routes are just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property presents an exceptional chance to enjoy the relaxed coastal lifestyle of Gulfport while remaining close to all the amenities of the Tampa Bay area. Recent upgrades include: Completely remodeled garage with white shiplap walls, new tiled shower, new epoxy speckled floors, New metal garage side door, exterior house, driveway pavers & interior walls re-painted to a more modern look, New wooden window sills throughout house, Hurricane proof windows installed, Irrigation system serviced and set. This home is a true gem and a rare find in downtown Gulport, and is a MUST SEE!

2820 53rd Street S, Gulfport

$419,900
3 Beds 2 Baths Rogers-Scott Sub SubDv. 33707 Zip Code
NO HOA! Newly completed and never lived in, this Gulfport home combines a classic single story ranch layout with fresh coastal inspired finishes throughout. The moment you step inside, you’ll notice the bright, open feel with luxury vinyl plank flooring, coastal wainscoting, soft neutral paint tones, crisp white trim, modern lighting, and a clean, move-in-ready design. The open living and dining area flows into a stylish kitchen featuring white shaker cabinetry, stainless steel appliances, quartz countertops, black hardware, a modern faucet, recessed lighting, and a breakfast bar perfect for everyday living or casual entertaining. The home also offers comfortable bedroom spaces, updated bathrooms, ceiling fans, and thoughtful finishes that give the property a fresh, inviting feel. Enjoy outdoor living in the private backyard with a large rear deck 13X10 and plenty of space to relax, entertain, garden, or create your own coastal retreat. The simple single story design, low-maintenance finishes, and never-lived-in condition make this home a rare opportunity in a desirable Gulfport location. Ideally located near Gulfport’s waterfront district, local restaurants, shops, parks, St. Pete beaches, and Downtown St. Petersburg, this home also offers generous off-street parking and a perfect blend of fresh finishes, everyday comfort, and coastal charm.

5126 16th Avenue S, Gulfport

$4,999,000
4 Beds 5 Baths Pasadena Point Estates Ph Ii SubDv. 33707 Zip Code
A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport

$443,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
Fully renovated 3-bedroom, 2-bath Gulfport home with thoughtful updates throughout and a split floor plan that gives the primary suite real separation from the rest of the house. The open living, dining, and kitchen layout flows naturally for everyday life and easy entertaining with shaker cabinets, granite counters, a tiled island with breakfast bar, blue glass tile backsplash, and stainless steel appliances making the kitchen the clear centerpiece of the home. The primary suite includes a walk-in closet and a private en-suite with dual vanities, stone counters, and a walk-in shower with floor-to-ceiling subway tile. The second bathroom is equally well-finished with a tub/shower combo and matching fixtures. The bonus room off the secondary bedrooms works well as a dedicated home office, reading nook, or flex space. A full-size washer and dryer are included and located in the interior of the home. Every window has been fitted with blinds. The covered back entry with a new awning leads to an oversized, fully fenced backyard — plenty of room for a pool, a garden, outdoor entertaining, or storing recreational equipment. A large storage shed and alley-accessed detached garage provide additional covered parking and storage. Bring your RV, boat, trailer or work truck as the neighborhood does not restrict this and you have easy access with the double gate off the alley. Major systems were all replaced in 2022 with permits: roof with hurricane clips, electrical panel and wiring, plumbing, HVAC with new ductwork, impact-resistant windows, and water heater. Flood Zone X — no flood insurance required. Located minutes from the shops, restaurants, and waterfront of Gulfport's Historic District. No HOA.

1308 60th Street S, Gulfport

$375,000
3 Beds 2 Baths Gulf Grove SubDv. 33707 Zip Code
This charming 3-bedroom, 2-bath Gulfport home presents an excellent investment opportunity with a tenant already in place through 04/30/2027, providing immediate rental income for the next owner. Situated on a spacious fully fenced corner lot with a massive shed/garage perfect for storage, hobbies, or workspace needs. Inside, you’ll find a bright and inviting floor plan with sleek laminate flooring flowing throughout the living room, kitchen, and dining areas. The kitchen offers abundant storage, including dual pantry closets surrounding the refrigerator. Both bathrooms have been tastefully updated, while energy-efficient Tesla solar panels and a REEM tankless water heater help keep utility costs low. The primary suite includes a private en-suite bathroom with a relaxing jetted tub as well as its own separate entrance, offering added flexibility and privacy. The additional guest bedrooms are generously sized and filled with natural light. Located just one block from the Pinellas Trail and conveniently positioned between Downtown Gulfport and St. Petersburg’s award-winning Gulf beaches, this home offers easy access to local restaurants, eclectic shops, entertainment, and waterfront attractions. Only 10 minutes to the beach, 10 minutes to Downtown St. Pete, and approximately 30 minutes to Tampa International Airport, this property combines location, lifestyle, and investment potential all in one. Don’t miss this exceptional Gulfport investment opportunity!

5325 8th Avenue S, Gulfport

$670,000
5 Beds 3 Baths Pasadena Estates Sec F SubDv. 33707 Zip Code
LOCATION-LOCATION-LOCATION~ Welcome home to this beautifully remodeled two-story residence featuring five bedrooms, three bathrooms with 2151 sqft of living space sitting on a .22 acre private lot on a Historic brick Street. Ideally located just minutes from quaint downtown Gulfport and only one block from Stetson University. This pool home offers the best of convenience and charm. Just inside the front door you are greeted by a spacious light filled living room, highlighted by high ceilings with wood beams, a cozy wood burning fireplace with Stone accents, custom built-ins, plantation shutters, ample space for your oversized flatscreen TV and ceramic tile floors. The newly remodeled chef inspired kitchen is a true show stopper, complete with GE profile, stainless steel appliances, café French door built-in oven, microwave with air fryer, granite countertops, custom cabinets with soft close features, designer tile backsplash, ceramic tile flooring, under cabinet lighting with a Butler‘s pantry and laundry room located off the kitchen along with a pantry and storage closet. A generous size dining area makes it easy to host family meals, or casual gatherings. The downstairs primarily suite is a relaxing retreat featuring a walk-in closet and sizable bathroom, including a walk-in shower. An additional bedroom and full bathroom are also conveniently located on the first floor. Upstairs you’ll find three more bedrooms all with hardwood floors, built-in closets and a large bathroom with a walk-in shower and a spacious linen closet located in the hallway. You will fall in love with your outdoor living spaces. The oversized, sparkling 9 foot deep pool and park-like fenced in backyard is accessible from the screened in lanai just off the kitchen, the perfect place to entertain and unwind. Additional features include an inside laundry room, including washer and dryer, newer roof (2020), HVAC (2012), water heater (2026), fenced in backyard, sentricon termite baiting system, mature landscaping, outdoor shed, NO HOA, NO CDD fees and NOT IN A FLOOD ZONE. This home is minutes to a local playground, downtown Gulfport and all of its wonderful art, galleries restaurants, coffee shops, shopping, the local beach on Boca Ciega Bay, and only 20 minutes to downtown St. Petersburg, Popular Beach Dr., St. Pete Pier, the Vinoy, North and South Stroud parks and a short drive to Tampa International Airport and St. Pete/Clearwater International Airport. This home and location will not disappoint. This is truly a home you want to see.

6237 13th Avenue S, Gulfport

$330,000
3 Beds 1 Baths Hempstead SubDv. 33707 Zip Code
Welcome to Gulfport living with space, convenience, and access to the Florida lifestyle. Situated on a DOUBLE LOT, this home features a large backyard with ample room for entertaining, gardening, or simply relaxing in your private outdoor oasis. This BLOCK construction home is located in Flood Zone X, offering 3 LARGE bedrooms and a spacious kitchen, perfect for comfortable living and entertaining. Tile flooring throughout ensures easy maintenance and a seamless flow across the home. Just minutes from the best of Gulfport, Gulfport Beach Park is less than 2 miles away (about a 5-minute drive), offering waterfront sunsets and a vibrant downtown scene. Clam Bayou Nature Preserve, just 8 minutes away, offers scenic walking trails along Boca Ciega Bay. Nearby is the Gulfport Recreation Center and access to the Pinellas Trail for biking, walking, and enjoying the outdoors. This home offers a charming coastal community with easy access to St. Petersburg, beaches, and entertainment. Buyer to verify all measurements, distances, zoning, flood information, and property details.

5015 15th Avenue S, Gulfport

$559,999
3 Beds 2 Baths 78burns F J Realty Cos Rev SubDv. 33711 Zip Code
Walk to WATERFRONT and MARINA and Park with Kayak Launch. Alley for easy access and extra room on oversized lot for RV, Boat, Waverunner and the rest of the toys. LIKE NEW. Renovated in 2025. This home has it all: SOLAR Duke Energy bill approx. $30/mo. IN-LAW SUITE + Bonus ROOM + 2 BR's + 2 Full Baths + HUGE DECK with electric for Swim/Spa, Spa, and GARAGE with workshop. Walk to, PARK, SUNSET, TENNIS, and PICKLEBALL. GOLF CART to Downtown Gulfport, Casino, Entertainment, Shops, Restaurants, Tiki Bars, Tennis, and Beach. COMPLETE RENOVATION INCLUDES: Freshly painted inside and out. New FLOORS, New KITCHEN, New BATHROOM, New LARGE CLOSETS with Organizers, FIREPLACE, TREX Front Porch, Gutters, Electric Box and Wiring and so much more...All new! Looks and feels like a NEW HOME. NO HOA; NO EXTRA FEES. RENTALS ALLOWED. Golf Cart to Downtown or Bike over to the Bike Trail. Vacant, cleared lot next door will be subdivided or available for sale. New Furniture and decor may be purchased separately or purchased turnkey for you or your tenants to take residency immediately. Beatifully and professionally renovated. LOCATION LOCATION, LOCATIONL

2800 Tifton Street S, Gulfport

$685,000
3 Beds 3 Baths Curns W J Sub SubDv. 33707 Zip Code
In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, Gulfport

$1,449,900
4 Beds 4 Baths Veteran City SubDv. 33707 Zip Code
Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, Gulfport