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$239,900
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8458044 MLS Active Status Barclay BLDG.
PRICE IMPROVEMENT!! Welcome to carefree coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, perfectly situated on the third floor of a desirable 55+ waterfront community. This light and bright residence offers a peaceful water view and an inviting open floorplan designed for both comfort and entertaining. The kitchen is a standout, featuring real wood white cabinetry, granite countertops, subway tile backsplash, recessed lighting, black appliances, and a stainless double undermount sink, all flowing seamlessly into the main living space. Luxury vinyl plank flooring runs throughout, adding warmth and durability, while the newly updated electrical panel provides peace of mind. Relax and unwind in the open Florida room, enclosed with updated windows that flood the space with natural light and showcase tranquil views—perfect for morning coffee or evening sunsets. This amenity-rich waterfront community offers a community boat ramp, multiple swimming pools, tennis courts, and a fitness center, making it easy to enjoy an active lifestyle. Ideally located near top-rated restaurants and bars, shopping, and Florida’s famous white sandy beaches, this condo truly has it all. Schedule your private showing today! MOTIVATED SELLER!!

3010 59th Street S Unit 301, South Pasadena

$265,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8456837 MLS Active Status Barclay BLDG.
It’s a wonderful life! And not just at the holidays but all year long when you live in this lovely upgraded condo in this exceptional community of Town Shores. You’ll be taken in by the open concept and especially the quality kitchen where you see the seamless quartz countertops and island, the stainless steel appliances (refrigerator just 6 months new), white cabinets and crown molding. As you move forward into the living and dining area, you look out to the sunroom which maximizes the natural light and offers a bright indoor space that can function as a sitting room, office, or play area. The living-dining area creates an open feel and boosts entertaining ease by allowing guests to flow between the areas. One special touch is the plantation shutters gracing all the windows offering superior light and privacy control and excellent energy efficiency while being low maintenance. The durable luxury Shaw vinyl plank flooring is in the living areas and bedrooms for a seamless look throughout. You can enter the en-suite primary bedroom, with its large walk-in closet, from the hall or from the sunroom. The bathroom has a large walk-in shower and an undermount sink vanity with a marble countertop. Second bedroom and bathroom are across from the primary bedroom. It is highlighted by 2 large closets and nice sized window. The bathroom also has a marble countertop vanity with an undermount sink as well as a walk-in shower. There is even an assigned covered parking space conveniently located in the front row. Your wonderful life will be full of the many activities available in Town Shores and Gulfport. You will not want for something to do whether it’s sunning by the pools, playing pickleball or tennis, shuffleboard or bocce. This waterfront community has new sea walls and a marina where there is a waiting list for boat slips and 4 pools. The newly updated clubhouse is your place to enjoy the library, fitness center, card room, puzzle room, billiards room, kitchen and all the social activities, events, and classes in the auditorium. Gulfport downtown area is where fun can be had by all. With many locally owned businesses, shops and restaurants, Gulfport gives you wonderful experiences whether it’s live music, art shows, farmers market, or the many events to choose from. Adding to your enjoyment is the beach, boat docks and picnic areas. The monthly condo fee in Barclay covers basic cable, internet, gas and heat, water, sewer, trash, recycling bins building maintenance, escrow reserve funds, and building insurance. Barclay even allows one small house cat. Milestone Inspection has been completed and a new elevator is to be installed in January 2026. Is it your time to enjoy the wonderful life of Town Shores and all the surrounding areas like downtown St. Petersburg, all the beach towns, or a quick drive over the bridges to Tampa and beyond? Come and see for yourself.

3010 59th Street S Unit 302, South Pasadena

$284,000
2 Beds 1 Baths Mary Park Sub SubDv. 33707 Zip Code TB8457196 MLS Pending Status
Under contract-accepting backup offers. Virtually Staged. Motivated seller - bring all offers! Structural reports and quotes are attached. These are just recommendations. Floor support and support beam are suggested to be added. Welcome to this beautifully updated, home ideally located in the highly desirable Gulfport area. Enjoy the convenience of being less than a mile to downtown Gulfport, local dining, shopping, and entertainment. The property is less than one mile from Gulfport Beach, under 10 minutes to St. Pete Beach, just a few miles from I-275, and less than 15 minutes from downtown St. Petersburg. This charming two-bedroom, one-bath home features a fully updated kitchen with brand-new appliances and modern finishes. Luxury vinyl flooring flows throughout the entire home, enhancing both style and durability. The bathroom has been completely renovated and boasts an exceptionally spacious shower equipped with dual shower heads, three handheld sprayers, and a luxurious oversized rain shower head. The primary bedroom offers private access to the outdoors through elegant French doors, creating a peaceful retreat. Additional French doors open to the backyard, leading to a private porch ideal for relaxing or entertaining. Recent upgrades include brand-new windows, a new HVAC and AC system, and a brand-new tankless water heater. The home also includes an indoor laundry room and a large, low-maintenance yard.

5182 25th Avenue S, South Pasadena

$125,000
Rogers-Scott Sub SubDv. 33707 Zip Code TB8456297 MLS Active Status
PRICE REDUCTION!!! Vacant, buildable CORNER LOT available! Frontage: 45 ft | Depth: 90 ft Total Lot Size: 0.093 acres (4,051 sq ft) Located at the corner of Preston Avenue and 51st Street South in the City of Gulfport, this lot presents an excellent opportunity for a residential build. The property is not in a flood zone (FLOOD ZONE X) and is just blocks from the Pinellas Trail, offering convenient access for biking and outdoor recreation. Enjoy close proximity to downtown St. Petersburg, downtown Gulfport, and the Gulf beaches, with an easy bike ride to local shops, restaurants, and entertainment. Quick access to I-275 makes commuting simple and efficient. The surrounding area features several newer construction homes, highlighting the strong growth and desirability of this neighborhood. Don’t miss the opportunity to secure a centrally located, buildable corner lot with excellent development potential in a thriving urban area.

Preston Avenue S, South Pasadena

$1,275,000
4 Beds 4 Baths Pelican Bay Estates At Skimmer Point Ph I SubDv. 33707 Zip Code TB8455664 MLS Pending Status
Under contract-accepting backup offers. NEWLY PRICED WELL BELOW APPRAISED VALUE – SELLER READY TO MAKE A DEAL!! More than a community, it's home. Life within the gated waterfront Pasadena Yacht and Country Club is built on connections where neighbors become friends and relationships develop on the golf course and in the water. It is one of the rare places you can swing a club or racquet in the morning then watch the sunset from your boat in the evening. At the heart of PYCC is an 18-hole Arnold Palmer-designed championship golf course, clubhouse with multiple dining options, active fitness center, deep water marina, jr Olympic-sized pool, tennis and pickleball courts. Residents may enjoy optional membership access to multiple amenities. Your custom built luxury home overlooks a tranquil pond with peaceful natural views including birds, ducks and turtles. Nearly every room of the spacious single story residence opens to the screened pool area creating seamless indoor and outdoor living. Featuring 4 bedrooms, 4 baths, and a 3 car garage this split bedroom floor plan includes a formal dining room, two bonus rooms (ideal for work-out space, play rooms, office), laundry room and an expansive kitchen-living area. Any chef would be proud to prepare a meal among the granite counters, wood cabinetry, breakfast island, gas range and breakfast island. The large primary suite offers an expansive walk-in closet and an ensuite bathroom with double granite topped vanities, soaking tub and walk-in shower. Special interior highlights include high ceilings, gas fireplace, and modern designs. The home is located close to downtown Gulfport boasting waterfront cafes, boutique shops, and a weekly market. It is also near the Gulf beaches, Fort DeSoto Park, and convenient interstate access to Tampa or Sarasota. Boat slips may become available for lease or purchase.

5921 Skimmer Point Boulevard S, South Pasadena

$1,150,000
4 Beds 4 Baths Pasadena Estates Sec C SubDv. 33707 Zip Code TB8452010 MLS Active Status
Finally completed this absolutely gorgeous new construction home in the best location in Gulfport. This spacious two-story property offers 4 bedrooms, 3.5 bathrooms, a private office, and 2,791 sq ft of modern living space, thoughtfully crafted for comfort, functionality, and style. The first floor features a private guest bedroom with its own full bathroom, a dedicated office, a convenient half bath, and an open-concept living area with large windows that bring in plenty of natural light. The kitchen and dining spaces flow seamlessly, creating an ideal layout for everyday living and entertaining. Upstairs, the primary suite includes a beautifully appointed bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete the second level. The laundry room is also located upstairs for convenience. Enjoy outdoor living on the covered lanai, and take advantage of the spacious two-car garage with extra room for storage. Built to today’s energy-efficient standards, this home offers peace of mind with brand-new systems, materials, and construction quality. Located on a quiet street in a growing neighborhood of new homes, this property is just minutes from the Gulfport Waterfront District, St. Pete Beach, marinas, parks, and downtown St. Petersburg. A perfect blend of modern design and coastal Florida living.

6325 11th Avenue S, South Pasadena

$422,500
3 Beds 2 Baths Hagelbargers D D Rep SubDv. 33707 Zip Code TB8446466 MLS Active Status
Amazing Gulfport Location – Flood Zone X! Discover this charming 3-bedroom, 1.5-bath home perfectly situated in the highly sought-after Gulfport Arts District. Enjoy peace of mind knowing this home is located in Flood Zone X and sustained no flood damage during last year’s storms. Just a short walk from vibrant downtown Gulfport, you’ll have easy access to eclectic waterfront restaurants, the fishing pier, scenic parks, boutique shops, and year-round markets and festivals that make this community so special. Step inside through a welcoming front entry — the perfect spot to leave your flip-flops — and into a spacious open-concept living, dining, and kitchen area that feels bright and inviting. The kitchen features quartz countertops and a gas range, ideal for home chefs who love to cook. The primary bedroom offers two large closets framing an attached half bath for convenience. The front bedroom has direct access to the main bath and laundry area, while the third bedroom and bonus room at the back of the home opens to the fenced in backyard. Outside, you’ll find a storage shed and a deck, perfect for relaxing or entertaining. Enjoy modern updates including a brand-new roof, newer central heating and air, a gas furnace, and tankless gas water heater. The laundry area is already set up for electric appliances, however you could easily set it up for a gas powered dryer. This home truly offers the best of both worlds — close to the water and all the fun Gulfport provides, yet tucked away in a safe and comfortable zone. Move right in and become part of Gulfport’s vibrant, welcoming community. Experience the Florida lifestyle — with charm, comfort, and peace of mind!

5322 25th Avenue S, South Pasadena

$2,798,000
7 Beds 8 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8444501 MLS Active Status
Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.

5659 Shore Boulevard S, South Pasadena

$420,000
4 Beds 3 Baths Marchetta Park SubDv. 33707 Zip Code TB8443003 MLS Pending Status
Under contract-accepting backup offers. 4 MILES TO THE BEACH! SOLAR POWERED BLOCK HOME, 4 BEDROOM, 3 BATHROOM. Large Florida room with living room, dining room, kitchen combo. Primary bathroom has a jacuzzi and walk in shower. The property also features an attached garage, large mango tree and other fruit trees with lots of shade. FULLY FENCED YARD and perfect for your pets, NO CDD or HOA. Recent updates include: A/C System 2022, Water Heater 2022, Hurricane Windows 2022, Whole House Water Purification System Refurbished 2025, New Plumbing System 2020, Hurricane Windows 2023, Hurricane Shutters available for extra protection. Solar panels with electric of $42/month. Just 4 miles from St. Pete Beach and minutes from shopping, dinning and entertainment and 20 minutes to Clearwater Airport

5210 Jersey Avenue S, South Pasadena

$250,000
33711 Zip Code TB8442580 MLS Active Status
• Design Your Dream: Waterfront & Marina Living in Gulfport! • Imagine waking up in the heart of the Marina District, where your boat is parked right in your backyard and the open water is just a block away. This cleared, build-ready lot ( • Lot 3, Block 2 • ) offers the rare opportunity to create a custom coastal sanctuary in one of Florida's most vibrant hidden gems. Why You’ll Love This Location? • The Ultimate Lifestyle: Walk to the marina, bike to sunset views at the park, or hop on a golf cart for a quick trip to the eclectic shops and restaurants of Downtown Gulfport. • Boater’s Paradise: Keep your boat at home or use the neighborhood boat ramp for just $10. The waterfront is literally at the end of your street. • Flexible Options: Purchase the vacant land alone or buy the adjacent residence (Lot 4). You could even live in the existing home while you build your masterpiece next door! • Urban Ease: Enjoy a quiet street with paved sidewalks and alley access, all while staying minutes away from Downtown St. Petersburg, award-winning beaches, and easy I-275 access. Don’t just buy a lot—buy a lifestyle. HOUSE NEXT DOOR IS FOR SALE OR RENT. LIVE NEXT DOOR WHILE BUILDING YOUR DREAM HOME.

2800 Tifton St Unit 3, Gulfport

$2,999,000
5 Beds 6 Baths Skimmer Point Ph Ii SubDv. 33707 Zip Code TB8440089 MLS Active Status
Motivated Seller! Welcome to a true waterfront paradise offering spectacular, unobstructed open bay views—the ideal setting for the Florida lifestyle, perfect for kayaking, swimming, and quiet enjoyment. Discover unparalleled luxury in this exquisite, fully renovated waterfront estate nestled within a spectacular GATED COMMUNITY. Enjoy the beautiful amenities of the renowned Pasadena Yacht & Country Club, all while benefiting from an incredible location with less than a 15-minute commute to vibrant Downtown St. Pete! This estate has been renovated top-to-bottom and offers 5 spacious en-suite bedrooms plus a 1/2 bathroom, providing comfort and privacy for all. The exterior boasts an entertainer’s dream with an extended deck overlooking the bay, a resurfaced pool, and a brand new, unused pool bar area. This ultimate outdoor kitchen features two new refrigerators, a dedicated ice maker, dishwasher, and a 3-tap system for premixed beverages. The waterfront is ready for your toys with a new dock system featuring a confirmed 16,000 lb fully loaded boat lift and a separate lift for two jet skis. Anglers will appreciate the brand new installed fish cleaning station with a dedicated water line. Inside, the home is appointed with the highest level of luxury finishes. The flooring is brand new throughout, featuring elegant new carpet and premium luxury vinyl plank (LVP). The living room offers a grand scale with high ceilings, complemented by tasteful Hunter fans and high-end Moen fixtures in the baths. Every bathroom features the exquisite Cambria Brittanica Quartz from the Luxury Collection. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances (including a new dishwasher), and the laundry room features the largest capacity Samsung washer and dryer set available. Practical amenities abound, including a 4-car garage that is convertible to 5-car capacity for the collector or enthusiast. Crucially, the home features a dedicated craft room—completely separate from the bedrooms and den—offering an invaluable space for hobbies without sacrificing a bedroom. The primary suite is a true retreat, featuring a large walk-in closet and a convenient wet bar area with a fridge and sink. This is not just a house; it's a completely renovated, ready-to-enjoy luxury compound.

5918 Skimmer Point Boulevard S, South Pasadena

$2,200,000
5 Beds 5 Baths Skimmer Point Ph Iii SubDv. 33707 Zip Code TB8440541 MLS Active Status
One or more photo(s) has been virtually staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in cool gray tones, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features an impressive home, perfect for those who value both elegance and practicality. Inside, sophisticated finishes, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadena Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5966 Bayview Circle S, South Pasadena

$699,000
3 Beds 2 Baths Veteran City SubDv. 33707 Zip Code TB8439648 MLS Active Status
"Sellers Motivated" Welcome home to this beautifully updated 3-bedroom, 2-bathroom cottage located in the highly sought-after Gulfport Arts District. Step inside and you’ll immediately feel at home with wood-look tile flooring, plantation shutters throughout, and a bright, open layout designed for modern living. The updated kitchen features contemporary style white cabinetry, Quartz countertops and trendy backsplash tile. The split floor plan offers privacy and comfort, with a spacious primary suite and two additional bedrooms ideal for guests or a home office. Relax on your screened-in front porch, perfect for enjoying Gulfport’s laid-back vibe and coastal breezes. Located directly across the street from the tennis courts, dog park, and the Gulfport History Museum, this home offers unbeatable access to the best of community living. Hop on your bike and in minutes you’ll find yourself at the beach, local restaurants, volleyball courts, and the scenic Gulfport Park. Whether you’re looking for your full-time residence or a vacation home this charming Gulfport retreat blends modern updates with small-town charm in one of Tampa Bay’s most vibrant neighborhoods. Its also a short drive to the vibrant Downtown St Pete and Tampa and located in a NON FLOOD ZONE. Gulfport’s Eclectic culture has been attracting people from all over for years and now is your time to find out why!

5302 28th Avenue S, South Pasadena

$300,000
3 Beds 2 Baths Baywood Sub SubDv. 33711 Zip Code TB8438380 MLS Pending Status
Under contract-accepting backup offers. Short Sale. Mid-Century Modern potential awaits just steps from the Gulfport Marina! 4811 Del Rio Way S offers an incredible opportunity to restore a beautifully designed home in one of Gulfport’s most desirable neighborhoods. This 3-bedroom, 2-bath single-family home was recently impacted by flooding and has been gutted, providing a clean slate ready for your vision. The vaulted ceilings with exposed beams, large picture windows, and signature mid-century lines remain intact, offering a solid foundation and distinctive character rarely found today. Major updates include a 2022 roof, impact-rated windows and doors, and updated plumbing. Set on a beautifully landscaped lot with tropical curb appeal, the home is ideally located near the Gulfport Marina, Clam Bayou Nature Park, and the vibrant downtown arts district known for its waterfront dining and local charm. Bring your contractor and imagination—this property is ready to become your next Gulfport retreat.

4811 Del Rio Way S, Gulfport

$390,000
2 Beds 2 Baths Pelican Bay Yacht Club Condo Bldg A SubDv. 33707 Zip Code TB8430244 MLS Active Status Bldg A BLDG.
IMPROVED PRICE!! Centrally located in the gated waterfront community of Pasadena Yacht and Country Club, this spacious 2BR/2BA 7th floor condo is located in Building A on Pelican Bay Plaza. There is plenty of room to spread out with 1,476 SqFt & a split bedroom floor plan with en suite baths in both rooms. The 33 ft balcony has gorgeous views of Boca Ciega Bay and is accessible from the living room & master bedroom. There is a second balcony off the 2nd bedroom and dining area with views of downtown St. Petersburg. There are washer/dryer hook-ups in the unit and assigned storage. Building offers secured entry, a lovely community sitting area, rec room with pool table, & the Admiral Quarters, which is available upon request for private functions. There is covered assigned garage parking, a community pool & spa, and a clubhouse that can be reserved upon request. Pasadena Yacht and Country Club offers an 18-hole historic championship golf course, and Golf, Yachting, Social and Fitness Memberships at an additional cost. Amenities include golf, tennis, swimming, 3 restaurants, fitness, sauna, locker rooms, concierge services and a newly renovated resort style pool deck with junior Olympic sized swimming pool. Boat slips at the Yacht Club may be available for additional purchase. New ownership within the community allows you a limited time to become a member and skip the line of the long waitlist. The neighborhood is conveniently located in close proximity to quality dining, grocery and retail options, and a short drive to downtown Gulfport, the Gulf Beaches, I-275 & Downtown St. Petersburg. All measurements are estimates & should be verified by buyer.

5950 Pelican Bay Plaza S Unit 705, South Pasadena

$230,000
2 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code TB8421966 MLS Pending Status
Under contract-accepting backup offers. Short Sale. Accepting Back up and Bump ups. Big Price Drop! Don't miss it! Calling all investors or anyone that just wants a good deal on a home that needs minimal work. If you want a home that is located near all of the fun and excitement of Gulfport and our beautiful beaches, check this home out. Located in close proximity to Stetson Law, this home would make a fantastic rental. Or with some minor updating this home could be flipped for a profit or made your own. The home includes a whole house solar system so imagine your savings. The home has a master suite with an ensuite bath and inside laundry. Large covered porch and huge deck allows you to take advantage of our great weather. Good bones but could use some cosmetics. You will need to allow some additional time to close as it will need short sale approval.

1830 58th Street S, South Pasadena

$304,000
2 Beds 2 Baths Pelican Bay Yacht Club Condo SubDv. 33707 Zip Code TB8402992 MLS Active Status Bldgb BLDG.
Price to sell! This condo is located in the exclusive, gated waterfront community of Pasadena Yacht & Country Club. Offering 2 bedrooms and 2 bathrooms across a spacious 1,476 square feet. Step through the floor-to-ceiling sliding glass doors onto your expansive 33-foot balcony—ideal for morning coffee, evening sunsets, or simply soaking in the serene surroundings. The thoughtfully designed split-bedroom layout ensures privacy, while the oversized living and dining areas provide ample space for entertaining or relaxing in style. The primary suite is a peaceful retreat with direct balcony access, walk-in closet, and the second bedroom offers flexibility for a home office or perfect guest suite with private bathroom and private balcony. Additional conveniences include an in-unit laundry, covered deeded parking and abundant natural light throughout. This condo presents a wonderful opportunity to add your personal touch and make it truly your own. Pelican Bay residents enjoy secure entry, two mezzanine lounges, a private heated pool, sauna, clubhouse, and a dedicated entertainment room. This pet-friendly community (with weight restrictions) is ideally situated near Gulf beaches, vibrant downtown St. Petersburg, shopping, dining and 2 International Airports. Don’t miss your chance to own a piece of paradise and experience the exceptional lifestyle at Pasadena Yacht & Country Club! Some photos have been virtually staged

5940 Pelican Bay Plaza S Unit 406, South Pasadena

$152,500
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8404827 MLS Active Status Jamison/91602 BLDG.
Great opportunity to own a Two Bedroom, Two Bath Pool Side home located in Town Shores . One of the perks of living in this unit is that the pool and the intercostal views are just steps away! Your poolside home comes with a new dishwasher an updated kitchen/baths and 4 year New AC. Florida room has newly installed continuous vinyl plank flooring attractive wallpaper featuring the Florida Palm Tree. Makes you feel at home. Flooring is easy care vinyl planking throughout! No flooding in Jamison Town Shores is Waterfront Community that is located on Boca Ciega Bay and is just steps away from Historic Downtown Gulfport & Gulfport Beach. Gulfport has plenty of things to do from Bars, to Restaurants and even a farmers market every week on Tuesday! Don't miss out on the perfect condo for you and yours, Call Today!

2960 S 59th Street Unit 311, South Pasadena

$395,000
Baywood SubDv. 33711 Zip Code TB8402906 MLS Active Status
4725 Trade Winds is a unique and luscious homesite in the heart of Gulfport’s Marina District! Mature palms and other graceful trees combined with the lot’s serendipitous configuration, create an unparalleled sense of privacy for your new home in this sought-after Gulfport neighborhood. Just steps to the east you have the Gulfport Municipal Marina and quick access to the inland bays and offshore waters that define our coastline. Nestled in the boat basin are two privately run clubs that welcome new and seasoned sailors. Just beyond the marina is the Clam Bayou Nature Park, a patch of natural Florida preserved for wildlife and those who love it. Or go west! Walk, bike or drive (a golf cart if you like) the half mile to the ever-charming Gulfport downtown and its restaurants, coffee shops, galleries and boutiques. Live music pours out onto Beach Boulevard almost every evening, and there is always an event happening downtown or in the revitalized midtown business district. The Baywood area is blooming with new energy. After moderate flooding during Hurricane Helene, many residents – longtime locals and newcomers alike – are building forward-looking homes, contributing to the area’s exciting renewal. Check out the photos and call to discuss!

4725 Trade Winds Drive S, Gulfport

$1,790,000
4 Beds 3 Baths Villa De Maria SubDv. 33707 Zip Code TB8379600 MLS Pending Status
Under contract-accepting backup offers. Magnificent Estate with Pool - 4 Bedrooms | 3 Baths | 3,429 Sq Ft | Oversized 3-Car Garage + 2,300+ Sq Ft Bonus Space Welcome to an exceptional estate with gorgeous sunsets and views of the Pasadena Golf & Country Club—where elegance, functionality, and the Florida lifestyle come together seamlessly. Elevated above the landscape, a grand staircase leads to a stately front entry. Inside, you’re immediately drawn to sweeping views of the pool and lush fairways beyond. The living and dining areas flow effortlessly, highlighted by a custom chandelier and French doors that open to an inviting poolside retreat—perfect for indoor-outdoor living. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining. It features a large center island, KitchenAid five-burner gas cooktop with pot filler, double ovens with integrated microwave, vented hood, wine cooler, and Wellborn wood cabinetry. Granite countertops, appliance garages, and a lighted art display add both beauty and function. A breakfast bar offers seating for four to five, while the adjacent breakfast nook enjoys peaceful views of the pool and golf course. At the heart of the home, the spacious family room offers a warm and inviting setting with a gas-burning fireplace and direct access to the outdoor living space. The primary suite is a true retreat, spanning over 650 square feet. This private sanctuary includes a sitting area overlooking the pool, direct patio access, and a luxurious en-suite bath with a custom walk-in closet, dual vanities, granite countertops, pendant lighting, Wellborn cabinetry, a soaking whirlpool tub, walk-in shower with bench, decorative niches, and a private water closet. Additional features include a dedicated office near the entry, three well-appointed guest bedrooms, and two additional bathrooms, including a convenient pool bath. On the lower level, over 2,300 square feet of air-conditioned space offers incredible flexibility—ideal for a home theater, game room, fitness area, or additional garage/storage space. Recently resurfaced flooring (2024) and a home theater system (2019) enhance the versatility. An electric vehicle charging station is also included. The pool and outdoor living area, located on the main level, were completely renovated in 2024 and designed for both relaxation and entertaining. Improvements include a redesigned deck, stainless steel railings, new pumps and heater, outdoor speakers, upgraded landscape lighting, and programmable holiday lighting. Additional notable upgrades: • Two tankless water heaters • Generac whole-house generator • Water softener system • Six-zone irrigation system • 50-year shingle roof • Security camera system • Front fence lighting (2021) This is a rare opportunity to own a one-of-a-kind residence offering refined design, extensive upgrades, and breathtaking golf course view.

2605 59th Street S, South Pasadena

$1,650,000
5 Beds 7 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8357835 MLS Active Status
BIG PRICE DROP! Newer construction modern coastal style home right in the heart of Gulfport. One block from the water and mere steps from all of the local favorites on Beach Drive. This three-level block construction home is a fortress with impact rated windows and doors. The oversized garage and corner lot provide ample parking for cars, golf carts, boats, and anything else you can think of. All five bedrooms have their own ensuite and each floor boasts a separate powder room. The open concept kitchen stuns with quartz countertops, soft close shaker cabinetry, high end Samsung appliances, and luxury lighting fixtures. Surrounding the entire second floor is a beautiful wrap around porch with marvelous water views that provide the perfect space for entertaining and taking in the Florida sunsets. The water views are further amplified off the third floor balcony beyond the loft and wet bar. Your own private elevator connects each floor making this residential masterpiece functionally flawless. Smart home features include a complete home security system, cameras, MyQ garage doors, and a Schlage smart lock. Other amazing features are the luxury vinyl flooring throughout, Eemax tankless hot water heater, recessed energy efficient LED lighting, and it can come fully furnished. For the investor looking to add a crown jewel to their portfolio please inquire about the financials and pro forma projections. Call today and be the envy of family, friends, and neighbors!

5402 31st Avenue S, South Pasadena

$275,000
1 Beds 1 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8325207 MLS Active Status
LAST PRICE DROP! LESS THAN LAND VALUE. Hurry this Mixed use property in the heart of down town Gulfport wont last. Step into the charm of this enchanting cottage located in the heart of Gulfport! While the home requires some TLC (Flood damage from Helene), it offers endless possibilities to create your dream space. The expansive outdoor living area is a true showstopper, featuring mature landscaping and a spacious deck perfect for entertaining or enjoying a quiet retreat. Nestled just a short distance from downtown Gulfport, you’ll enjoy easy access to the city’s vibrant scene of activities, restaurants, and entertainment. Whether you’re an investor or looking to personalize your own oasis, this property is your canvas to bring new life to a Gulfport gem. Don't miss the opportunity to embrace the Gulfport lifestyle—schedule a showing today! Home was affected by Hurricane Helene and has been substantially damaged - Buyer is fully responsible for verifying all permitting information, and the potential for the property with the City of Gulfport, county, and/or FEMA officials. Seller makes no warranties. Sold "AS-IS" with right to inspect.

3022 56th Street S, South Pasadena

$1,495,000
5 Beds 4 Baths Bay Estates SubDv. 33707 Zip Code TB8319194 MLS Pending Status
Under contract-accepting backup offers. RESTING ON A QUIET CUL DE SAC, WITH A BEAUTIFUL CURB APPEAL, LARGE CIRCULAR DRIVEWAY AND TOWERING ROYAL PALMS, THIS IMPRESSIVE 5 BEDROOM, 3 ½ BATH, 4948 TOTAL SQFT (UNDER ROOF) RESIDENCE OFFER TREMENDOUS FEXIBILITY AND A WONDERFUL LIVING EXPERIENCE WITHIN PINELLAS COUNTY’S ONLY GATED BOATING, GOLF AND TENNIS COMMUNITY. Beyond its attractive covered entry, you’ll discover rich crown trim finishes, lovely driftwood-style flooring and an expansive split-bedroom floor plan. Open dining/multi-purpose great room overlooks the back yard and transitions to a sumptuous kitchen with fine maple cabinetry, granite surfaces, multi-level breakfast bar, stainless steel appliances, walk-in pantry and matching butler’s pantry with separate wine and beverage centers. A double door entry opens to an owner’s bedroom featuring a large bedroom, two sizable walk-in closets, and a sitting area that opens to the back yard lanai. The owner’s bath is an elegant retreat, with two wide vanities, a large cosmetics sitting area, a spacious dual entry shower, and private rest room. Den/fitness room is complemented by a dedicated office. First level guest bedroom and full guest bath. Upstairs you’ll find a huge family room/entertainment and media center, two spacious bedrooms and full bath with walk-in glass shower enclosure. The home offers a large indoor laundry with built in sink and extensive cabinetry and counter space. Living room opens to a 330+ sqft covered deck with half bath and a spacious private back yard. Home has solar electric panels, plantation shutters, 3-car garage, PVC fencing and lots of parking space. The Pasadena Yacht and Country Club’s superior amenities including golf, tennis, fitness centers, marina, restaurant, community pool and clubhouse. Avoid the extensive country club wait list by purchasing this most pleasing home. Dimensions are estimates, buyer to verify dimensions. Flood insurance is under $800 per year. Assumable.

5944 Bay Drive S, South Pasadena

$243,000
2 Beds 1 Baths Hempstead Annex 1 SubDv. 33707 Zip Code U8239835 MLS Pending Status
Short Sale. Are you looking for something with close proximity to downtown St. Pete AND the areas best beaches? This is it!! This beautiful 2 bedroom, 1 bath block home is light and bright, offering everything on your wish list. Step into worry-free living with a BRAND NEW ROOF (April 2024), newer HVAC & Water Heater (2021), as well as laminate and tiling flooring, throughout. Natural light floods the open space, creating an inviting atmosphere throughout the home. The master bedroom is generously sized to accommodate your king-size bed comfortably, ensuring restful nights in your private retreat. Venture outside to the expansive fully-fenced backyard, where entertaining is a breeze! Enjoy the covered porch, multiple seating areas, and a cozy fire pit, perfect for gatherings with friends and family. As an added bonus, the 7x7 shed in the rear-corner of the yard will also transfer with the property, giving you additional storage. If you’re looking for something with a convenient location, consider this: This home is only 15 minutes from downtown St. Pete, 5 minutes from I-275, and just 10 minutes from the area’s best beaches. Boating enthusiasts will also appreciate the close proximity to Gulfport Marina, offering boundless opportunities for aquatic adventures. And with downtown Gulfport nearby, enjoy a vibrant culinary scene and lively nightlife without the hassle of a long commute. Don't miss out on this exceptional opportunity to own a home that combines convenience, style, and a sought-after location - all in a highly sought-after price point! Schedule your showing today and experience the Florida lifestyle at its finest!

5144 11th Avenue S, South Pasadena

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