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$379,000
2 Beds 1 Baths Roebucks Rep SubDv. 33707 Zip Code A4689798 MLS Active Status
Virtually Staged. Buyer’s change of plans = your opportunity! 2/1 in Gulfport Arts District with detached studio structure. Fully renovated 2025. Offered below recent appraised value. This completely renovated 2-bed home in Gulfport, Florida offers a rare blend of flexibility, location, and all-new systems. The main home features a bright, efficient layout with updated finishes throughout and all new appliances installed in 2026, creating a clean, move-in ready space with modern comfort. A standout feature is the detached rear studio structure, complete with a full bathroom and dual closets. This versatile space can be used as a guest area, private office, creative studio, or flex space. Every major system was replaced in 2025 including a new metal roof, HVAC, water heater, electrical, and plumbing, offering true peace of mind for years to come. Fresh updates throughout give the home a crisp, refreshed feel while maintaining its Gulfport charm. Situated outside of a flood zone with no HOA restrictions, this property offers both security and freedom. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, shops, waterfront parks, and vibrant local events, and only about 10 minutes to downtown St. Petersburg. This 2-bed home in Gulfport is a unique opportunity for buyers seeking a move-in ready home with flexible-use space in one of the area’s most character-filled neighborhoods. All room measurements and square footage are approximate and should be independently verified by buyers.

5211 25th Avenue S, South Pasadena

$2,232,500
4 Beds 4 Baths Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. 33707 Zip Code TB8496341 MLS Pending Status
Under contract-accepting backup offers. Inspired by the effortless elegance of Barbados, this exceptional coastal retreat blends refined design with a focus on light, views, and seamless indoor-outdoor living. Clean lines, a soft coastal palette, and British-influenced symmetry create a timeless coastal aesthetic, all set within the gated Pasadena Yacht & Country Club—Pinellas County’s only gated, waterfront and golf course community. Ideally positioned on a spacious corner lot, the home is surrounded by lush tropical landscaping designed for Florida’s coastal environment. A thoughtfully designed reverse floor plan maximizes each level and panoramic water views, with an elevator providing access to all levels— and a floor plan ideal for multigenerational living. The top level showcases a stunning open living space with white tongue-and-groove pitched ceilings, wet bar, and sliding glass doors leading to a 27’ terrace with both covered and open-air areas—perfect for entertaining or relaxing. The main living level features a beautifully appointed kitchen with white shaker cabinetry, quartz countertops, GE Café appliances, and a breakfast bar overlooking the great room and terrace. The spacious primary suite offers a gorgeous en-suite bath and expansive custom closets. This well planned design also offers the opportunity of utilizing the second full bath as his and her primary baths! The first living level includes three additional bedrooms, two baths (including an en suite guest room), and a flexible second living area or office with access to another inviting terrace. Outdoors, the backyard provides a blank canvas for a custom pool design. Additional highlights include five terraces, a four-car garage, pre wired for EV charging, room for workshop and golf cart space, a whole-house generator, metal roof, hurricane windows, Leutron lighting, and 2 expansive paver driveways. For boating enthusiasts, Pasadena Yacht & Country Club also offers a protected 75-slip marina, with boat slips currently available for purchase—providing direct access to the Gulf and a true waterfront lifestyle. (Club membership available at an additional cost) A rare opportunity to enjoy elevated coastal living in one of the area’s most sought-after communities close to downtown St. Petersburg, Florida’s gorgeous, white sand beaches, and a short 35 minute drive to Tampa International Airport.

2813 Kipps Colony Drive S, South Pasadena

$645,000
2 Beds 2 Baths Brunson-Dowell Sub 1 SubDv. 33711 Zip Code TB8496529 MLS Active Status
Gulfport Marina District DOUBLE LOT Residence! Mature tropical landscaped 2-bedroom, 2-bath block construction bungalow located just two blocks from the Gulfport Municipal Marina featuring an open split floor plan with 1,688 square feet of comfortable living space. Situated on a rare double lot, the home offers exceptional outdoor space and potential. The property was flood impacted by the 2024 Hurricane, and remediation has been completed. The photos include views of the home prior to the 2024 Hurricane storms, showcasing what it could once again become, offering a fantastic opportunity for the next owner to add their personal design touches. The home thoughtfully included recessed LED lighting, sleek ceiling fans, hurricane impact windows and sliders, a modern kitchen design, and a beautifully renovated primary en-suite featuring a skylight. A new A/C system installed in 2024 adds further value and efficiency. New custom-designed lower kitchen cabinets are on-site and ready for installation. The Bonus Room offers multi-use options, perhaps an office space or a 3rd bedroom? Large windows include a sizable bay window filtering an abundance of south-facing natural light. Plenty of parking curtesy of the spacious front driveway, additionally, the gated carport accessible from the rear alley provides security, privacy and cover. Storage Sheds and an additional shed platform adds to the outdoor conveniences found in this lovely home. Life in Gulfport is relaxed, colorful, and full of character. This charming waterfront community is known for its vibrant arts scene, walkable streets, and welcoming small-town feel. Residents enjoy waterfront sunsets at the Municipal Beach, strolling along the shops and restaurants and gathering for popular local events like the Gulfport Art Walk and the weekly Gulfport Tuesday Fresh Market. With beautiful beaches just minutes away and the culture and energy of St. Petersburg nearby, Gulfport offers a unique coastal lifestyle where art, boating, dining, and community come together to create an unforgettable place to live. Take advantage of this opportunity to create your own coastal retreat and enjoy the best of Gulfport living. South Adjacent Lot with its own parcel ID #27-31-16-12474-000-1760, measuring 6,351 sq.ft. is INCLUDED for a total Lot Size of 12,702 sq.ft.!

2657 44th Street S, Gulfport

$529,000
3 Beds 2 Baths Horners Rep SubDv. 33707 Zip Code TB8496120 MLS Active Status
This amazing Gulfport property has so many great features you will feel like you are home! It is nestled in this beautiful community where you can walk to downtown Gulfport and find beaches, shops, parks, bars, tons of restaurants, and a thriving Arts District. This three bedroom, 2 bath house has a split floorplan and sits on a double lot with alley access and off street parking available. The floorplan even allows for flexibility for multigenerational living by providing an exterior entrance to the primary bedroom where you could close it off to exist as a separate area of the house. It has many new updates: new kitchen with appliances, new water heater, new garage door and opener, newly finished terrazzo floors, and more. The outdoor entertaining space will truly wow you! There is plenty of room for friends and family to gather. The house is surrounded by beautiful xeriscaping and a screened-in porch. There is plenty of room for a fire pit, outdoor kitchen, or even a pool here. Don't miss this chance to be part of this vibrant city!

3014 58th Street S, South Pasadena

$169,900
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8494760 MLS Active Status Jamison BLDG.
Discover your slice of Florida paradise! This fully-furnished immaculate condo is move-in ready and includes an open floor plan, a brand new furnace (2026, AC 2019), updated bathrooms, hurricane-rated windows (2020 and 2022 installations), a new front door (2020), and a deeded, covered parking space (2025). Natural light illuminates the Florida room which overlooks the newly refinished (2022) backyard, heated pool. This exceptionally managed, 55+ community offers direct water access with boat slips and kayaking ramps, as well as four heated pools, tennis and pickleball courts, shuffleboard, bocce ball, and a clubhouse with a library, dining room, meeting spaces, billiards room, and a calendar full of organized social events. Town Shores also neighbors the vibrant downtown of Gulfport with its excellent restaurants, art galleries, beaches, parks, marina, library, a multipurpose senior center, historical tours, and a dance hall. The Jamison building has passed its Milestone Inspection and Structural Integrity Reserve Study and allows long-term leasing (with some restrictions). Monthly dues include cable, internet, water, sewer, trash, recycling, natural gas, heated community pools, common area maintenance, building insurance and recreational facilities. The only utility you will need to cover is electricity. This well-maintained, tastefully furnished condo with its resort style amenities, offers more than just a home; it's an opportunity to be part of a vibrant, active adult community!

2960 59th Street S Unit 210, South Pasadena

$499,000
4 Beds 2 Baths Pasadena Estates Sec C SubDv. 33707 Zip Code TB8490535 MLS Active Status
Virtually Staged. Welcome to your slice of laid-back Florida living in the heart of Gulfport. This spacious 4-bedroom, 2-bath ranch-style home offers comfortable, single-level living with an abundance of natural light throughout. The main living areas showcase beautifully refinished hardwood floors, adding warmth and character to the home. Step inside to find an open and airy layout with plenty of space to spread out, entertain, or simply unwind. A thoughtfully designed master suite addition, completed in 2018, provides a private retreat with added space and comfort. Outside, your backyard oasis awaits—fully fenced for privacy and designed for enjoying the Florida lifestyle year-round. Soak in the hot tub, relax under the pergola on the back deck, or host friends and family. This house also features a newer roof, updated kitchen and bathrooms, an electric car charging unit, and a tankless water heater. Conveniently located in the Pasadena Estates neighborhood of Gulfport. The area is known for its small-town charm and vibrant local culture. Explore Gulfport’s charming Waterfront Arts District with its galleries, shops, and award-winning restaurants. The area hosts year-round events like art fairs and farmers' markets. Outdoor enthusiasts can enjoy quick access to Clam Bayou Nature Preserve for kayaking, paddleboarding, birdwatching, and peaceful walking trails. This home is just minutes from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club and downtown St. Pete. Easily accessible to I-275. Whether you're looking for a full-time residence or a coastal getaway, this home blends comfort, character, and that unmistakable Gulfport charm. NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! Call to check out this must-see home today!

6226 8th Avenue S, South Pasadena

$168,900
1 Beds 1 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8491595 MLS Active Status Eton BLDG.
This UPDATED 3rd floor condo the Eton Building offers waterfront living at its best! This one bedroom one bath deluxe condo has 1060 square feet of living space with an open floor plan. Enjoy worry-free living with a monthly HOA fee of only $743. The HOA fee includes cable TV, internet, water, gas (for cooking. and heating), trash and more, leaving you only responsible for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards room with a dozen pool tables and indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard courts, bocce ball, tennis and pickleball. The community also offers four heated pools, a recreation center and vibrant social clubhouse. The boat slips can be rented at the Marina, just steps away from this condo. Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf Beaches, 30 minutes to St Petersburg and Tampa International airports. Schedule your private showing TODAY and experience the beautiful views and relaxed coastal lifestyle this updated condo has to offer.

3128 59th Street S Unit 303, South Pasadena

$179,000
1 Beds 1 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8488948 MLS Active Status Fairfax/#208 BLDG.
Check out this Lovely One Bedroom, One Bath Unit that won't break the bank! This is a very nice unit that has been tastefully updated with a modern kitchen and newer windows in the Florida room, offering lovely views of the intracoastal waterway. The unit also provides plenty of storage space, including two walk-in closets and a linen closet. The condo is situated within the Town Shores of Gulfport community, which features excellent amenities such as four heated pools, pickleball and tennis courts, a dog park, and a full clubhouse equipped with a fitness room, an eight-table billiard hall, and shuffleboard courts. Additionally, Town Shores is conveniently located in Gulfport, FL, with A vibrant array of shops, restaurant and Nightlife!

5935 30th Avenue S Unit 307, South Pasadena

$1,210,000
4 Beds 3 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8457726 MLS Active Status
JUST REDUCED $90,000! Exceptional Value Meets Income-Producing Potential in Gulfport's Historic Waterfront District. A rare opportunity to own a fully furnished, Key West-inspired coastal retreat offering short-term vacation rental potential, breathtaking Boca Ciega Bay views, and one of the most walkable locations in Gulfport's Historic Art District. Whether you're searching for a high-performing Airbnb/VRBO investment, second home, or full-time waterfront residence, this turnkey property delivers an unmatched combination of lifestyle, luxury, and exceptional value. Just steps from Gulfport's charming downtown, you'll enjoy award-winning restaurants, art galleries, boutique shopping, waterfront parks, marinas, live entertainment, and the beloved Tuesday Fresh Market. This is Florida coastal living at its finest. Designed to maximize indoor-outdoor living, the home features multiple private balconies and expansive outdoor entertaining spaces overlooking Veterans Park and Boca Ciega Bay—perfect for morning coffee, sunset cocktails, or simply soaking in the waterfront atmosphere. Inside, an open-concept floor plan is filled with natural light and thoughtfully designed for entertaining. The gourmet kitchen showcases stone countertops, abundant cabinetry, generous prep space, and premium finishes that make hosting effortless. The luxurious primary suite offers a peaceful retreat with a professionally designed walk-in closet and a spa-inspired ensuite featuring dual vanities, a whirlpool soaking tub, and an oversized walk-in shower. Two additional guest bedrooms each enjoy private balconies with beautiful water views and refreshing coastal breezes. Built for long-term durability and low-maintenance ownership, this exceptional home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, synthetic turf landscaping, and a whole-home solar system that helps keep utility costs remarkably low. The oversized two-car garage offers abundant storage for vehicles, kayaks, paddleboards, golf carts, bicycles, and all your beach gear. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, championship golf, marinas, and Tampa Bay's premier attractions, this move-in-ready residence is equally suited as a luxury primary home, seasonal escape, or income-producing investment. With a recent $90,000 price improvement, this is an exceptional opportunity to own one of Gulfport's premier waterfront homes at an incredible new value. Schedule your private showing today.

5429 Essex Avenue S, South Pasadena

$149,999
1 Beds 1 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8487278 MLS Active Status Kenmore BLDG.
Virtually Staged. Welcome to Town Shores, Gulfport’s premier 55+ waterfront community! This 2nd floor 1 BR deluxe unit has 1060 htd.sq.ft. Amenities include double insulated impact windows, custom interior plantation shutters throughout, easy-care laminate flooring, a newer HVAC system (2022), new refrigerator (2025), updated kitchen and bathroom boasting new cabinets and granite countertops. Recent building upgrades include pool renovation, roof work approximately two years ago, and a new building water heater installed approximately four years ago. The Milestone Report has been completed and passed, ensuring peace of mind for residents. The monthly condo maintenance fee of $596 covers water, sewer, garbage, internet, cable, pool and grounds upkeep, and gas for cooking and hot water. Parking is a breeze with assigned oversized space #49. The laundry room is conveniently located on the same floor, and one of the four Town Shores community pools is right behind the Kenmore Building. Cool off during the summertime & enjoy the heated pool in the winter. Enjoy the vibrant Gulfport lifestyle with local amenities such as the Gulfport Fresh Market every Tuesday, numerous restaurants and pubs, Gulfport Beach, art galleries, the library, Senior Center, Casino dancing, a fishing pier, and the Gulfport recreation center. This is a perfect opportunity to embrace a lively and convenient community! All room measurements are approximate and should be verified by Buyer. No damage to unit during recent hurricanes.

2850 59th Street S Unit 204, South Pasadena

$559,900
3 Beds 3 Baths Villas Del Verde SubDv. 33707 Zip Code TB8484593 MLS Pending Status 6339 BLDG.
Virtually Staged. Welcome to Villas Del Verde, a private, gated community that is located in a NO FLOOD ZONE. This pet-friendly neighborhood offers elegance, privacy, and resort-style amenities. Step inside and experience the luxury of a 3-bedroom, 2.5-bath, 2 car garage and spacious 2-story layout residence. The garage features multiple cabinets. A new water heater was installed in 2025 and a 2021 AC unit. The main level features an open-concept living space with natural light, seamlessly blending the living, dining, and kitchen areas. The spacious kitchen is equipped with Corian countertops, cabinet space, and a walk in pantry. The home features a private elevator, offering convenient access to all levels. The first floor has plantation shutters all around. Walk outside to the back patio that features a remote screen. Upstairs features a spacious primary suite, offering two walk-in closets with ample room and an en-suite bath with soaking tub and separate shower. Off the master is a peaceful private balcony overlooking the fountain. Two additional bedrooms that provide space for family, guests, or a home office. A laundry closet that provides plenty of room for storage as well. Community amenities include a large heated pool, spa, fitness center, and clubhouse for private gatherings. This townhome boasts a prime location, just minutes from pristine Gulf Coast beaches, downtown St. Petersburg, Publix, shopping, dining, and convenient interstate access. A unique opportunity to experience elevated living in a prime location while embracing the very best of the Florida lifestyle. Schedule a private showing today to experience the luxury of Villas del Verde!

6339 Vista Verde Drive E, South Pasadena

$600,000
2 Beds 2 Baths Pelican Bay Yacht Club Condo Bldg B SubDv. 33707 Zip Code TB8485985 MLS Active Status Building B BLDG.
BREATHTAKING WATER VIEWS from this elegant 11th-floor corner-end unit in the exclusive, guard-gated Pasadena Yacht & Country Club! Enjoy ultimate privacy and panoramic vistas of Boca Ciega Bay. This stunning waterfront condo offers the perfect blend of luxury, privacy, and coastal living. Step inside to an open and inviting floor plan, perfect for entertaining. The spacious living room features a stunning contemporary TV wall with ledger stone and wood accents, and a bar-height wood butcher block countertop. Floor-to-ceiling windows flood the space with natural light and frame the spectacular water views. The gourmet kitchen is standout, offering solid wood cabinetry, granite countertops, brand-new stainless-steel Samsung appliances, and a beautiful stone backsplash. Enjoy your morning coffee in the cozy breakfast nook or step onto the balcony to take in the view of luxury waterfront estates and the tranquil bay. The primary suite is a true retreat, offering his-and-hers walk-in closets and an absolutely beautifully remodeled spa-like en-suite bathroom, featuring a custom vanity with quartz countertops and sleek glass faucets. The second bedroom also includes a walk-in closet, private balcony access, and an adjacent beautifully remodeled bathroom, ideal for guests, family, or a stylish home office. Additional Features Include: • Tile flooring throughout • Recently replaced water heater • In-unit laundry room with ample storage • Private storage unit conveniently located on the same floor • Assigned covered parking space !!! RARE MEMBERSHIP OPPORTUNITY!!! Ownership within Pasadena Yacht & Country Club offers access to one of the most sought-after private country club communities on Florida’s Gulf Coast. Buyers in PYCC receive a 30-day priority window to join the exclusive Yacht & Golf Club, skipping the long waitlist, and enjoy world-class amenities, including Championship 18-hole golf course, tennis courts, Resort-style waterfront pool with tiki bar, wellness programs, fitness center, Upscale clubhouse dining and vibrant social events. Various membership options are available (additional fees apply). !!! BOATERS TAKE NOTE!!! The seller also owns a boat slip in PYCC, available for purchase separately, offering convenient access to Boca Ciega Bay and the Gulf of America. MLS:TB8448304 . Schedule your private showing today and experience luxury waterfront living and the exclusive lifestyle of Pasadena Yacht & Country Club!

5940 Pelican Bay Plaza S Unit 1105, South Pasadena

$436,500
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code TB8485962 MLS Active Status
Discover this beautifully updated home in the heart of Gulfport! This inviting property features an open floor plan designed for comfortable living and easy entertaining. The home has been completely updated and includes a brand-new roof, fresh interior and exterior paint, and stylish modern finishes throughout. The spacious primary bathroom offers both a separate shower and relaxing bathtub, creating a perfect retreat at the end of the day. An inside laundry room adds everyday convenience, while the fenced backyard provides privacy and plenty of space for outdoor enjoyment—with room to add a pool if desired. Ideally located, you can walk or bike to the vibrant downtown waterfront, local parks, restaurants, and shops that make Gulfport such a sought-after community. With no flood insurance required and close proximity to parks and schools, this home offers both peace of mind and an exceptional location. A wonderful opportunity to enjoy the Gulfport lifestyle in a move-in-ready home!

5520 20th Avenue S, South Pasadena

$499,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code TB8482582 MLS Active Status
Exceptional opportunity to own an oversized double corner lot in one of Gulfport’s most desirable areas. This property offers outstanding potential to build new, expand, or create income-producing opportunities, with ample space for additional structures. The existing 3-bedroom, 1.5-bath home with a 1-car garage is move-in ready and features flexible living space, including a separate living room and a combined family/dining area, making it ideal for immediate use while planning future improvements. Plenty of room for boat, RV, and trailer parking adds to the versatility of this unique property. Conveniently located near Gulfport Beach, the marina, and Stetson University College of Law, with easy access to St. Petersburg and Interstate 275. Opportunities like this are rare secure your piece of Gulfport with room to grow, build, and invest. Current lease expires Nov 30th 2026.

5230 11th Avenue S, South Pasadena

$1,375,000
4 Beds 4 Baths Pasadena Estates Sec C SubDv. 33707 Zip Code A4684006 MLS Active Status
Virtually Staged. Welcome to a beautifully reimagined piece of Gulfport history in Pasadena Estates—a 1920s Spanish-Mediterranean gem on a sprawling 1/3-acre lot. Meticulously restored, this residence honors its architectural heritage w/ original arches, beamed vaulted ceilings & exquisite woodwork throughout, complemented by deco-stucco interior walls. Featuring beautiful hardwood floors alongside elegant wood-look tile, every room radiates warmth and style. W/ 3-4 beds & 2 full/2 half baths, it artfully blends thoughtful, high-end renovations for modern comfort while retaining its historic charm. Venture through the grand foyer into a sun-drenched formal parlor anchored by a classic wood-burning fireplace and handcrafted details, incl. authentic corbels & exposed beams. Entertain in elegance in the formal dining rm, which features a stunning crystal chandelier & opens through French doors to a picturesque Spanish courtyard w/ a tranquil old-world fountain. The chef's kitchen is a showstopper w/ wood cabinetry, granite counters, premium appliances incl. a new 2026 dishwasher, designer lighting & a luxurious quartz island. A spacious Butler's Pantry connects directly to a powder rm, complete w/ a well-appointed wet bar & fridge—perfect for entertaining guests or hosting special occasions. Adjacent spaces incl. a mudroom w/ updated electrical panel (2020), a 4th bed/flex rm, cleverly concealed laundry closet & half bath. The family rm features shiplap built-ins & seamless indoor-outdoor living. The sparkling saltwater pool was resurfaced less than a yr. ago, w/ a new pump & saltwater system replaced in 2023. Enjoy the lovely, landscaped grounds & a firepit set on easy-maintenance artificial turf. Upstairs, the renovated primary suite is a sanctuary, boasting a spa-inspired bath w/ Italian Carrara marble, custom glass & a designer double vanity, plus an expertly crafted dressing closet. Add'l rms retain vintage charm w/ original fixtures & a restored cast-iron tub. Recent upgrades—incl. a new 2025 roof, hurricane-rated doors, new 2nd-fl. A/C (July 2025), serviced & inspected downstairs A/C, Renewal by Andersen® windows, spray foam insulation, updated plumbing & more—ensure lasting peace of mind for buyers seeking a move-in ready, storm-ready historic home in Gulfport, FL. The property also offers natural gas—a valuable feature for buyers seeking energy flexibility & efficiency. Uninterrupted Terminix pest control service since purchase provides an additional layer of protection and confidence for the next owner. The current owners beautifully redesigned the front w/ landscaping & brick pavers, creating a welcoming circular drive & convenient guest parking. The detached 2-car garage offers the owners exclusive rear-entry access—perfect for added privacy and ease—and is equipped w/ 2 add'l electrical panels. All of this is just mins. from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club & downtown St. Petersburg. Nestled in the heart of Gulfport, FL—known for its small-town charm & vibrant local culture—enjoy tree-lined streets, art galleries, shops & eateries. Gulfport Beach and the Recreation Center are nearby for swimming & kayaking, and parks offer scenic views & outdoor activities. Year-round events like art fairs & farmers' markets, Maynard Duryea Bayview Park & Treasure Island Beach are just a short drive away.

6251 10th Avenue S, South Pasadena

$198,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8482620 MLS Pending Status Dover BLDG.
Under contract-accepting backup offers. Welcome to this move-in ready deluxe floor plan offering an open-concept layout and a light- filled bonus room surrounded by wall-to-wall windows — the perfect space for a home office, reading nook, or additional lounge area. Extra storage adds to the functionality of this bright and versatile space. Recent upgrades provide peace of mind and modern comfort, including updated appliances, upgraded plumbing and electrical systems, beautifully renovated bathrooms, luxury vinyl and tile flooring, and energy-efficient impact-rated windows. Additional conveniences include an assigned parking space and laundry facilities located on the same floor. Located in the desirable Dover Building, this pet-friendly residence sits just steps from the marina docks within the highly sought-after Town Shores 55+ waterfront community — approximately one mile from charming downtown Gulfport and a short drive to vibrant downtown St. Petersburg and St. Pete Beach. Town Shores offers resort-style amenities including: 4 pools (2 directly on the waterfront), Fitness center, Tennis, pickleball, shuffleboard & bocce ball courts, Clubhouse with card room & billiards, Dog park, BBQ & picnic areas, Kayak storage & marina. Spend your days relaxing by the water, enjoying a sunset cruise from the marina, or exploring the art, markets, live music, dining, and festivals that make this area so special.

3114 59th Street S Unit 302, South Pasadena

$335,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code TB8481025 MLS Pending Status
Partially or Fully Digitally Staged Completely Renovated & Move-In Ready! Welcome home to this beautifully updated property where all the hard work has already been done — simply move in, unpack, and start enjoying Florida living. This home features extensive upgrades inside and out, including a newer roof, newer air conditioning system, and brand-new AC ductwork recently replaced for improved efficiency and comfort. From the moment you arrive, you’ll appreciate the curb appeal highlighted by newer vinyl privacy fencing and a covered front patio — perfect for relaxing mornings or evening gatherings. Step inside to discover a thoughtfully renovated interior showcasing modern finishes throughout. The stunning kitchen is a true centerpiece, featuring soft-close cabinetry, stainless steel appliances, butcher block countertops, and a stylish glass mosaic backsplash designed for both function and style. The home offers beautiful flooring throughout with no carpet, creating a clean and contemporary feel. Interior upgrades continue with fiberglass rounded wall corners, fresh skim coating, and updated paint that enhance the home’s polished appearance. A separate indoor laundry room, located within the air-conditioned living space, includes a high-end washer and dryer for added convenience. The backyard provides an ideal space for entertaining or unwinding, complete with lush St. Augustine sod, fruit-bearing trees, and newer 6-foot vinyl privacy fencing. With plenty of room to add a pool, the outdoor space offers endless possibilities. Conveniently located near sandy beaches, popular restaurants, shopping destinations, and local fishing spots, this home combines modern upgrades with an unbeatable lifestyle location. Schedule your private showing today — this exceptional home is ready to be yours!

5418 11th Avenue S, South Pasadena

$169,000
1 Beds 1 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8480259 MLS Active Status Eton BLDG.
Welcome to the great 55+ community of Town Shores of Gulfport! You will love this fabulous 2nd Floor unit that has covered parking (new 2025), impact windows front and back, and new storm door. This 1/1 Deluxe is so spacious and has been beautifully updated with new storm door, updated HVAC, updated kitchen and bath, and it shows beautifully! The Florida room is bright and sunny, with a view of Town Shores Docks and Boca Ciega Bay. Town Shores is a great community and offers 4 swimming pools, boat docks, pickle ball/tennis, shuffleboard, kayak storage, BBQ grills, fitness room, clubhouse with a library, pool tables, and lots of fun weekly activities. The Eton building is well-cared for, and has completed the Milestone Inspection and SIRS, and is steps away from great restaurants, entertainment and all the things Gulfport.This unit is move-in ready, just pack up your belongings, and set out to enjoy the Historic Waterfront District.

3128 59th Street S Unit 211, South Pasadena

$295,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8479048 MLS Active Status Embassy BLDG.
This is the home for you! Unobstructed breathtaking water views! This property in the Embassy is a rare find in one of the most exclusive and coveted waterfront buildings in Town Shores. It is the closest and most convenient location to the pool and clubhouse. It is just steps from shuffleboard, bocce, Pickle ball, tennis courts, Kayak, Storage, and the marinas. It has a conveniently located covered carport parking space #88 with easy access to the building as well as abundant storage throughout the property. This beautiful home is turnkey ready! It has lovely furnishings and an outstanding views! Everything in Gulfport is minutes from your door stop with restaurants, shopping, farmers markets, beach access, recreation center, art walks, live music, and more! It is a pet friendly building with a dog allowed up to 30 pounds and one cat. Come see this beautiful and unique property for yourself. Wake to beautiful sunrises over the Gulfport Marina from the front walkway and unobstructed, stunning, ever changing Sunsets from your Florida room nightly! Minutes to vibrant downtown St. Petersburg and world-renowned beaches. Make this beautiful property your home today!

5900 Shore Boulevard S Unit 504, South Pasadena

$555,000
2 Beds 2 Baths Pelican Bay Yacht Club Condo Bldg A SubDv. 33707 Zip Code TB8478290 MLS Active Status Building A BLDG.
Perched on the top floor as a coveted corner residence, the Penthouse in Pelican Bay building A offers a rare opportunity to experience breathtaking, open water views stretching from vibrant downtown St. Petersburg across the shimmering expanse of Boca Ciega Bay. From the moment you enter, you’re greeted by walls of floor-to-ceiling sliding glass doors that flood the home with natural light and frame panoramic vistas at every turn. The spacious split-bedroom floor plan is thoughtfully designed for both privacy and comfort, creating the ideal setting for full-time living or a luxurious coastal retreat. The immaculate and recently refreshed interior features two generously sized bedrooms, each with its own ensuite bath and walk-in closet, offering refined comfort for residents and guests alike. The kitchen is beautifully appointed with solid wood cabinetry, granite countertops, recessed lighting, and a charming casual dinette area perfectly positioned to overlook the sparkling bay — an inspiring backdrop for morning coffee or sunset dinners. Multiple balconies invite you to step outside and savor the sea breezes, glowing sunsets, and twinkling evening lights. Pelican Bay Condominiums is a resort-style waterfront community nestled within the gates of the Pasadena Yacht & Country Club. Residents enjoy a secure, beautifully maintained environment with pool and spa as well as an option to join the country club offering with lush a waterfront pool and spa, fitness center, clubhouse, and private marina. One of the most exceptional privileges of ownership here is the ability to bypass the waitlist for a highly sought-after golf membership at Pasadena Yacht & Country Club — a valuable benefit. The club itself offers championship golf, tennis, boating, fine dining, and an active social calendar in an elegant yet welcoming atmosphere. Ideally situated just minutes from Florida’s award-winning Gulf beaches, a short drive to the cultural energy and dining scene of downtown St. Petersburg, and approximately 35 minutes to Tampa International Airport, this penthouse residence truly delivers the best of luxury waterfront living — privacy, prestige, and panoramic beauty — all in one extraordinary address.

5950 Pelican Bay Plaza S Unit 2E, South Pasadena

$325,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8478858 MLS Active Status Nottingham/#216 BLDG.
Don't miss out on this wonderful 2-bedroom, 2-bath, fully updated waterfront condo in the much-sought-after Town Shores Community in Historic Gulfport, FL! From the moment you step through the door you'll immediately see that this wonderful unit boasts high-end finishes, including a fully updated Open concept kitchen with solid wood cabinets finished in light colors and custom stone countertops, and a custom built-in breakfast bar that gives the kitchen an open concept feel. As you move from the kitchen area, you are greeted by the large bay window w/ Roll down Hurricane Shutter and magnificent water views, which can be seen from almost any room! A Large Florida room allows you to relax and watch the wildlife play in turquoise waters of the Intercostal and has a large storage closet with plenty of storage room. Back to the dining room area it has space for you and your guests to sit and enjoy a waterfront view while celebrating a lovely meal any time of the day. From the kitchen and Florida room you move back to the dining room and the open concept living room area that has been tastefully furnished with high-end furniture. From the main living area, you pass by the first Bedroom that is tastefully set up for guests as well as an office area if needed. The First bedroom also has a partial bay view as well! Next you move to the First bath on your way to the primary Bedroom that has been tastefully Updated! In the primary bedroom, you have plenty of space to relax and unwind after a long day, with ample storage, including two closets! You also have Lovely Views Of the Intercostal waterway and Surrounding Areas! The Private primary bath has been fully updated with high-end finishes, including a new vanity and a custom built-in shower enclosure with custom finishes! The Nottingham building this unit is located in is well-funded and has passed all milestone inspections. It has been meticulously maintained, including fully updated, hurricane-rated carports! And Did Not Have Any Flood issues during the resent storms! Come and see this unit today; you will not be disappointed.

6075 Shore Boulevard S Unit 606, South Pasadena

$400,000
2 Beds 1 Baths Barber Rep SubDv. 33707 Zip Code TB8476480 MLS Pending Status
Under contract-accepting backup offers. Virtually Staged. Say hello to carefree coastal living! This stunning Gulfport home was fully renovated in 2017 and heavily upgraded since: new HVAC (2019), new roofs & driveway (2022), water heater (2023), updated electric, and hurricane-rated Bahama shutters (2025). The smart layout maximizes space, blending the open kitchen and living areas into a sunlit Florida room. Through the back door, the fully fenced yard and new concrete patio (2024) offer tons of potential to design your dream backyard oasis. Complete with large closets, interior laundry, and an oversized 1-car garage, there is truly nothing left to do but pack your bags. Check out the attached features list and schedule your tour today!

6012 Tangerine Avenue S, South Pasadena

$505,000
3 Beds 2 Baths Hempstead SubDv. 33707 Zip Code TB8467637 MLS Active Status
LOCATION. MAINTENANCE FREE. TURN-KEY. Step through the door of this meticulously restored 1925 bungalow, and be embraced by its classic charm and modern elegance. Located in the sought-after Gulfport/St. Petersburg area, this home welcomes you with an open and spacious layout that seamlessly combines timeless character with contemporary living. The grandness continues in the primary bathroom, with split vanities, a generous walk-in shower and vintage claw foot tub, offering a touch of luxury to your daily routine. Now, the heart of the home, a beautifully remodeled kitchen, which show cases an abundance of counter space and storage, making it a haven for culinary enthusiasts. The property has been completely remodeled, including a versatile bonus room that can serve as a fourth bedroom or a whatever you prefer with this generous extra space. Situated on a double lot, this property provides ample space for outdoor living, featuring a spacious detached garage. The yard has more then enough room for a new pool of your dreams. This Bungalow exudes curb appeal, with new impact windows (2024), new roof(2024), new HVAC(2024), Hardi Siding (2024) and updated plumbing ensure modern comfort and efficiency. Don’t miss the chance to own this classic yet contemporary gem in the historic Gulfport/St. Petersburg neighborhood and all its beautiful beaches!

4933 Newton Avenue S, South Pasadena

$743,000
2 Beds 3 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8469595 MLS Active Status Windsor Buliding BLDG.
An exceptional opportunity has just become available in one of Gulfport’s most sought-after waterfront buildings as the seller secured the rare chance to purchase the penthouse in the same building — creating a unique window for the next owner to acquire one of Town Shores’ most beautifully renovated residences. Stunning. Breathtaking. Elegant. This completely reimagined waterfront home showcases commanding views of the iconic Don CeSar Hotel and the sparkling waters of Boca Ciega Bay, delivering the ultimate in luxury Florida waterfront living. Designed for the buyer who values quality craftsmanship, architectural detail, and modern coastal sophistication, the level of upgrades and design throughout this residence is immediately apparent. The gourmet chef’s kitchen is a true centerpiece featuring Monogram and Wolf appliances, a premium Franke sink with touch faucet, a separate bar/prep sink, two dishwashers, and a fully appointed butler’s pantry. The expansive breakfast bar invites conversation and connection, making it ideal for entertaining or everyday enjoyment. The main living area is framed by a dramatic wall of glass capturing panoramic water views, vibrant sunsets, the Don CeSar’s evening glow, and the sparkling lights of the Tierra Verde Bridge. A custom stone accent wall and sleek electric fireplace create a warm yet sophisticated focal point. The flexible layout offers a 2-bedroom, 2.5-bath configuration with a dedicated office that can easily function as a guest room or additional sleeping space, providing versatility for seasonal owners or those working remotely. The primary suite is designed as a true retreat featuring custom California Closets with illuminated shelving, built-in cabinetry, integrated ironing center, and Hunter Douglas electric shades. The spa-inspired bath offers a private water closet and marble walk-in shower with multiple shower heads for a true resort-style experience at home. Town Shores of Gulfport is a premier 55+ waterfront community known for its active yet relaxed coastal lifestyle, offering a private marina, multiple heated pools, fitness center, tennis and pickleball courts, and a vibrant social calendar. Located just minutes from Gulfport’s charming waterfront district with dining, art walks, entertainment, and Gulf beaches nearby. Opportunities like this rarely come available combining premium views, extensive renovations, and immediate availability. This is maintenance-free coastal living at its finest and a residence that truly must be experienced in person to fully appreciate.

6020 Shore Boulevard S Unit 712, South Pasadena

$419,900
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code TB8469236 MLS Pending Status
Under contract-accepting backup offers. Welcome to this delightfully expanded home in the northern, non-flood, Stetson area of Gulfport. Mature Mango and Meyer Lemon trees greet you before reaching the welcoming front porch with its exposed beams and southerly views. The oversized living room features hand-scraped Hickory solid wood flooring. All appliances remain in the kitchen which boasts ample counter space, breakfast bar and adjoining laundry room. Adjacent is the dining area with backyard access. The master bedroom is cavernous with walk-in closet, ensuite bathroom and more hand-scraped Hickory solid wood flooring. Don't miss the granite topped double vanity and oversized walk-in shower! Two more bedrooms and a hall bathroom round out the lovely home. The cozy backyard is complete with outdoor storage shed and private vinyl fencing. An additional storage room can be found in the carport which includes plumbing for an additional bath if desired.

6049 9th Avenue S, South Pasadena

$399,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code TB8466829 MLS Pending Status
OWNER FINANCING AVAILABLE - LOW INTEREST **1.99perc.** interest rate. 1 to 5 year Finance packages available. Close fast, OWN NOW with minimal screening required. Fully renovated in sunny Florida - Gulfport, near St. Petersburg, Clearwater, and the best beaches Florida has to offer. NON flood zone. Fully Remodeled Gulfport Gem — Move-In Ready with Designer Touches! Welcome to this beautifully updated 3-bedroom, 1-bathroom concrete block home in the heart of Gulfport, located in a high-and-dry, non-flood zone (Zone E) — offering peace of mind without sacrificing location. Just minutes from vibrant downtown Gulfport, Pasadena, and some of Florida’s best Gulf beaches, this home blends convenience, charm, and modern comfort in one of Pinellas County’s most sought-after areas. Brand new hurricane impact windows, fresh interior and exterior paint, new ceilings, updated flooring with new baseboards, and designer accent walls. Enjoy Florida living with a screened front porch, a fenced backyard, and double gate access for boat, RV, or trailer parking. The oversized garage offers ample space for storage and can accommodate a large truck. The landscaping has been refreshed with new areca palms and crushed shell accents, creating a tropical outdoor space perfect for entertaining or relaxing. The crushed shell also adds additional parking and is low maintenance. New cabinetry, a spacious island, solid surface countertops, new sink and faucet, brand-new microwave and dishwasher, and stylish LED light fixtures with halo fans throughout. The bathroom has been completely redone with a new vanity and mirror, custom tile work, a tub/shower combo with glass doors, and modern finishes. All three bedrooms include closet shelving, offering efficient and organized storage. Additional upgrades include a smartphone-compatible garage door opener, LeafGuard gutters, new ductwork (2024), ultraviolet germicidal air system (2023), water heater (2023), A/C (2021), and roof (2015). This turnkey home is the ideal blend of modern updates, prime location, and low-maintenance coastal living. With the flexible financing available, contact us and let's see how we can help you

5413 15th Avenue S, South Pasadena

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