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$159,990
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8508888 MLS Active Status Jamison BLDG.
Modern coastal living awaits in this beautifully updated 2-bedroom, 2-bath residence offering 1,120 square feet in the highly sought-after waterfront community of Town Shores of Gulfport. This move-in ready condo combines stylish upgrades with comfort and convenience just moments from the vibrant Gulfport waterfront district. Inside, you'll find fresh interior paint, new luxury vinyl flooring, updated baseboards, and impact-rated windows throughout for added peace of mind and energy efficiency. The spacious primary suite features a fully remodeled en-suite bath with contemporary finishes and thoughtful design. The kitchen offers the convenience of rare gas cooking, making meal preparation a pleasure for home chefs and entertainers alike. The functional split-bedroom layout provides flexibility for guests, home office space, or seasonal living, while generous natural light enhances the inviting interior atmosphere. Relax and enjoy the Florida lifestyle from your private living spaces within this well-maintained waterfront community. Residents of Town Shores enjoy an extensive selection of amenities including multiple heated pools, tennis and pickleball courts, shuffleboard, clubhouse and social spaces, fitness opportunities, marina access, waterfront walking areas, and a wide variety of community activities and events. Located just blocks from downtown Gulfport, this home places you near local restaurants, coffee shops, art galleries, waterfront parks, Gulfport Beach, the marina, and popular community events. Convenient access to downtown St. Petersburg, area beaches, Tampa International Airport, and major commuter routes makes this an exceptional opportunity to enjoy the best of Florida Gulf Coast living. Whether you are seeking a full-time residence, seasonal retreat, or low-maintenance coastal property, this updated condo offers comfort, style, and an unbeatable location in one of Pinellas County’s most unique waterfront communities. Book your private showing today!

2960 59th Street S Unit 405, South Pasadena

$235,000
1 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code R4911260 MLS Active Status Diplomat BLDG.
One or more photo(s) has been virtually staged. Best Waterfront Value in the Community! Live like you’re on vacation in this beautifully updated 1 bedroom, 1.5 bath condo located in the desirable Diplomat Building of the waterfront Town Shores 55+ community. Enjoy unobstructed water views and spectacular sunsets from this resort-style community designed for active Florida living. This move-in ready condo features an updated kitchen with brand new stainless steel appliances (2026), a gas stove, tile flooring throughout, electric hurricane shutters, new lighting (2026), and a new front door (2026). The condo also conveys with a deeded parking space (#118) and additional storage space is included, perfect for beach chairs, holiday decorations, bicycles, and more. A laundry facility is located in the building for added convenience. Town Shores offers an impressive list of amenities including 4 heated pools, tennis courts, pickleball courts, bocce ball, shuffleboard, kayak storage, bike storage, a marina with boat slips available for annual rental, a clubhouse, fitness room, and his/her saunas. The monthly condo fee covers cable, internet, water, sewer, trash, gas, pool maintenance, grounds maintenance, and more for worry-free living. Ideally located just a few blocks from vibrant Downtown Gulfport where you can enjoy dining, shopping, entertainment, waterfront parks, and Gulfport Beach. South Pasadena shopping, Downtown St. Petersburg, and the beautiful Gulf Beaches are all within easy reach. Don’t miss your opportunity to own a piece of paradise in one of Gulfport’s most sought-after waterfront communities. Schedule your private showing today!

5980 Shore Boulevard S Unit 907, South Pasadena

$425,000
Boca Ceiga Park SubDv. 33707 Zip Code TB8510405 MLS Pending Status
Under contract-accepting backup offers. Unbeatable Gulfport Opportunity! Prime, Cleared Double Lot with Unmatched Development Potential. Rarely available, this cleared double corner lot at 3102 57th St S is a developer's dream or the perfect spot for your custom dream home—or two! The City of Gulfport has confirmed that this property can be divided into two new buildable lots, offering flexibility for two single-family homes or a multi-unit project. Enjoy a quintessential coastal lifestyle in the heart of Gulfport's Historic Arts District. The location is truly exceptional: it is just one block from Gulfport Beach and Shore Blvd, and only three walkable blocks to the vibrant shops, dining, arts, and entertainment along Beach Blvd. The property is zoned Residential Low Medium (RLM), providing incredible flexibility for development. Permitted uses include ~ Single-Family and Duplex Dwellings ~ Townhouse or Multi-Family Dwellings ~ Public Park or Recreation Facility ~ Daycare Center or Church ~ Assisted Living Facility, Educational-Related Facilities. With a lot size of approximately 9,000 SqFt, this is a unique and sought-after investment opportunity in one of St. Pete's most desirable neighborhoods. Build your legacy here!

3102 57th Street S, South Pasadena

$375,000
4 Beds 2 Baths Ardmore Heights SubDv. 33707 Zip Code TB8509348 MLS Pending Status
Under contract-accepting backup offers. Welcome to this beautifully updated BLOCK HOME just minutes from the vibrant waterfront community of Gulfport. Thoughtfully designed with flexibility in mind, this home offers a layout that adapts to today’s lifestyle—whether you’re hosting family, working from home, or simply looking for room to spread out and enjoy. Step through the front door into a bright and open living space where the kitchen, dining, and living areas flow seamlessly together. At the heart of the home, the spacious kitchen features granite countertops, abundant cabinetry, stainless steel appliances, and a large island that naturally becomes the gathering place for family and friends. Step outside to the FULLY FENCED BACKYARD, where alley access, a fire pit area, picnic space, and plenty of room to personalize create the perfect setting for relaxing evenings, weekend gatherings, and enjoying Florida’s year-round outdoor lifestyle. There’s ample space to create the backyard oasis you’ve been dreaming about. Ideally located near Gulfport’s eclectic restaurants, waterfront parks, art district, and community events, while also offering quick access to Downtown St. Petersburg, St. Pete Beach, and major Tampa Bay commuting routes, this home delivers the perfect blend of convenience, character, and lifestyle.

5025 9th Avenue S, South Pasadena

$243,000
2 Beds 1 Baths Golfview I Condo SubDv. 33707 Zip Code GC540312 MLS Active Status 4 BLDG.
Located in vibrant Gulfport and overlooking the Pasadena Yacht and Country Club Golf course, this beautifully updated 2-bedroom, 1-bath fourth-floor Golfiew Condominums unit offers the perfect combination of coastal ambiance, investment flexibility, and incredible convenience! Ideally situated within walking distance to Stetson University College of Law and the charming Gulfport Art District, this partially furnished condo is just minutes to St. Pete Beach, and downtown St. Petersburg with only a half hour commute to Tampa International Airport! With the ability to lease the unit up to three times per year for four months at a time, this condo presents an exceptional opportunity for seasonal owners, investors, or anyone looking to enjoy part-time Florida living while generating rental income from snowbirds, students, or long-term guests. Golf View Condominiums is a beautifully maintained Spanish Mediterranean-inspired community featuring secure gated entry, elevators, stucco architecture, fresco-style tile accents and a stunning U-shaped layout centered around a lush courtyard and sparkling resort-style pool. Residents enjoy a large lounge area, picnic pavilion with grills, and a relaxed coastal atmosphere that feels both private and inviting. Situated on the top floor, this light and bright residence offers incredible views overlooking the picturesque courtyard and pool area. Enter the condo and you’re greeted by a spacious living room filled with natural light and upgraded hardwood flooring. Just beyond, the dining area flows seamlessly into the modern kitchen featuring granite countertops, beautiful wood cabinetry and stainless steel appliances. Two oversized bedrooms feature upgraded hardwood floors and generous closet space while providing flexibility for guests, a home office, or additional living space. The shared bathroom has been thoughtfully updated for ADA compatibility. Additional features include one covered parking space, one additional assigned parking space, and an air-conditioned private storage locker perfect for bikes, luggage, and beach gear. This is an exceptional opportunity to own a stylish, move-in-ready condo in one of Gulfport’s most charming and centrally located communities.

6100 Gulfport Boulevard S Unit 402, South Pasadena

$399,900
2 Beds 2 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8507494 MLS Active Status
This newly remodeled, 2-bedroom, 2-full bathroom solid block bungalow offers the perfect blend of historic charm and modern luxury in the heart of Gulfport’s vibrant Art District. Positioned on a picturesque, hand-laid brick street, this home places you steps away from the eclectic Tuesday Fresh Market, lively festivals, and famous Boca Ciega Bay sunsets. This home has been completely updated with fresh interior and exterior paint, giving it a crisp, turn-key feel. The open living space flows into a fully updated kitchen featuring brand-new stainless steel appliances. With two full, completely renovated bathrooms, this home ensures modern comfort and style in every corner. The spacious outdoor patio is a true standout, offering a versatile space for entertainment or your latest creative projects. After a day at the nearby beach, enjoy a refreshing rinse in the private outdoor shower. The fully fenced yard provides a safe sanctuary for pets, and don't forget to grab a fresh mango! Start your mornings on the sweet front porch, a classic feature perfect for sipping coffee and greeting neighbors on one of Gulfport's iconic historic brick-lined streets. Whether you are looking for a creative retreat or a coastal sanctuary, this bungalow captures the very best of Florida’s most artful community. Note: Roof 2018. AC 2018. Electric & plumbing 2025. All permits & inspections completed & receipts available.

2920 57th Street S, South Pasadena

$475,000
3 Beds 3 Baths Boca Ciega Estates SubDv. 33707 Zip Code A4692739 MLS Pending Status
MOTIVATED SELLER! NO FLOOD INSURANCE REQUIRED! Move right into this beautifully updated 3BR/2.5BA Gulfport home featuring new luxury vinyl plank flooring, a stunning remodeled kitchen with new stainless steel appliances, modern cabinetry, granite countertops, and a 10-foot breakfast bar that's perfect for entertaining. A new full-size stackable washer and dryer is also included. All bathrooms have been tastefully renovated, including the private primary en-suite. Major upgrades include a BRAND-NEW ROOF, NEW A/C, newer windows, and recent termite tenting, providing peace of mind for years to come. Enjoy Florida living in the fully fenced backyard featuring a large covered patio, room for a pool, and a mature mango tree. Located in a walkable, bike-friendly neighborhood just minutes from Gulfport Beach, the marina, vibrant arts district, restaurants, and shopping. Perfect as a primary residence, vacation home, or investment property. Move-in ready and priced to sell.

5813 18th Avenue S, South Pasadena

$189,900
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8506117 MLS Active Status Jamison BLDG.
FURNISHED and NEVER HAD WATER INTRUSION!!! Walking distance to the beach and downtown Gulfport... Welcome to resort style living in this beautifully updated, first-floor furnished condo in the highly desirable Town Shores community - positioned at a higher elevation than many neighboring residences and no history of water intrusion. This spacious two bedroom, two bath residence, with plenty of storage space, offers 1,120 square feet of comfortable living space with an open concept floor plan designed for easy Florida living. Enjoy peace of mind with newer impact windows, updated flooring, and an updated kitchen with newer kitchen appliances, ready for everyday living or seasonal enjoyment. Your dedicated carport (#19) is conveniently located just steps away from your front door and an end parking space! Experience worry free living in this vibrant 55+ waterfront community, where the monthly HOA fee includes cable TV, internet, water, gas (for cooking and heating), trash and more- leaving you responsible for only electric! Town Shores residents enjoy an impressive array of resort style amentiies, including four heated pools, a fitness center, billiards room with multiple pool tables, indoor shuffleboard, library, game rooms, tennis, pickleball, bocce ball, shuffleboard courts, a recreation center, and an active social clubhouse. Boat slips are available for rent at the marina, and kayak launches with easy access to the water with no reservations needed. Step outside to your always shaded backyard patio, so no need for an umbrella... where the heated pool, community gas grill, and poolside restroom facilities are just steps away! Ideally located only three blocks from the charming waterfront arts district of Gulfport, you'll enjoy easy access to local restaurants, boutiques, art galleries, live entertainment, and convenient public transportation. Plus, you're just minutes from award-winnning Gulf beaches, vibrant downtown St. Petersburg, and approximately 30 minutes to Tampa International Airport. Schedule your private showing today - this exceptional opportunity will not last long~

2960 59th Street S Unit 105, South Pasadena

$274,900
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8501599 MLS Active Status Groton BLDG.
"LIVE THE FLORIDA LIFESTYLE' Experience waterfront living at its finest in this fully renovated 2-bedroom, 2-bathroom condo corner unit, on the water with amazing views watch the dolphins jumping or fish right in your back yard. This light filled condo showcases all-new Appliances, New A/C high end updates throughout. designed for both comfort and style this residency offers a perfect blend of modern elegance and serene water views. The patio just off the sunroom adds to a delightful place to have your morning coffee, or evening cocktail and watch the beautiful west coast sunsets. Make it your luxury get-a-way or great investment property. Additional storage and covered parking right near your front door. The community offers an abundance of amenities, beautiful pools, bocce courts, shuffleboard, pickleball, lovely club house and so much more. Located walking distance to Quaint downtown Gulfport offering restaurants, theatre, shopping, the Tuesday market and lots of Art. 30 minutes to Tampa International Airport, 15 minutes to downtown St Petersburg with sports venues, theatres, museums, restaurnats and shopping.

5940 30th Avenue S Unit 115, South Pasadena

$130,000
1 Beds 1 Baths Gulfport Shores Adult Condo SubDv. 33711 Zip Code TB8505272 MLS Active Status Gulfport Shores BLDG.
Modern and fully renovated first floor unit, overlooking the sparkling pool! The space is bright and open offering over-sized rooms and tons of storage. The kitchen makes cooking a joy with quartz counter tops, sleek white cabinets, new appliances, and a gorgeous blue subway tile back splash. The stylishly updated bathroom includes a roomy walk-in shower, large vanity, new commode and modern finishes. Other outstanding features include; pool views from the living room and bedroom, new ceiling fans, laminate flooring throughout, spacious bedroom with a substantial walk-in closet, and additional storage (oversized walk-in closet & walk-in closet). Gulfport Shores 55+ condo community is nestled in the marina district and situated on Clam Bayou. The community is perfect for year-round residents and seasonal snowbirds offering amenities perfect for the sunny Florida lifestyle such as; heated community pool, bbq area with grill and outdoor seating, dock with fish-cleaning station, shuffleboard courts and kayak and canoe storage with access to Clam Bayou. The location couldn't be more ideal with Clam Bayou Nature Park right around the corner, vibrant downtown Gulfport a mile down the road with restaurants, shopping, live music, art galleries, Gulfport Casino and easy travel to the Gulf beaches, interstate access and downtown St. Pete. This condo is move-in ready and all that's missing is YOU! Schedule a private showing today and make this home yours!

2900 45th Street S Unit 7, Gulfport

$400,000
3 Beds 2 Baths Marchetta Park SubDv. 33707 Zip Code TB8502656 MLS Pending Status
Under contract-accepting backup offers. Virtually Staged. **Eco-Friendly Oasis on a Corner Lot: Updates, Solar Power, and Prime Gulfport Location!** Discover the perfect sanctuary for the environmentally conscious resident in this fully updated, low-maintenance home. This solid BLOCK construction home sits on a desirable CORNER LOT and features 3 bedrooms and 2 full baths, all with beautifully preserved terrazzo floors throughout (except in 1 bathroom). Parking is easy with an oversized 1-car garage and spacious driveway. Worry-free living is assured with major systems replaced in 2015, including a new ROOF, HVAC, DUCTWORK, ATTIC INSULATION, ELECTRICAL PANEL, and IMPACT windows. A 2018 TANKLESS water heater adds to the efficiency. Live nearly off-grid thanks to SOLAR PANELS installed in 2016 and 2020, resulting in incredibly low monthly electric bills that often range from $0 to $30. This property is a dream for gardeners and homesteaders, featuring 4 raised garden beds, rain chains, and 6 rainwater catching barrels. Enjoy fresh produce from numerous fruit-bearing trees and plants, including fig, Meyer lemon, banana, papaya, Thai lime, dragon fruit, pineapple, and blackberries. For peace of mind, the home is located in Flood Zone X, meaning flood insurance is typically not required, and is situated in a Non-Evacuation Zone, approximately 28 feet elevation. The location is unbeatable: enjoy a short bike ride to downtown Gulfport's restaurants and recreation, or hop on the Pinellas Trail just a few blocks away.

1099 52nd Street S, South Pasadena

$699,900
3 Beds 2 Baths B & T Rep SubDv. 33711 Zip Code TB8501838 MLS Active Status
Welcome to your beautifully remodeled retreat in the heart of Gulfport, Florida! This charming 3-bedroom, 2-bath home has been thoughtfully updated to blend modern comfort with coastal character. Step inside to discover a bright, open layout featuring stylish finishes, updated flooring, and a fresh, design throughout. The spacious living area flows seamlessly into a fully renovated kitchen, complete with modern cabinetry, sleek countertops, and updated appliances—perfect for both everyday living and entertaining. It also features a spacious two-car garage complete with a dedicated workshop area. The primary suite offers a relaxing escape with an updated en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Both bathrooms have been remodeled with clean, modern touches. Enjoy the Florida lifestyle with a location that truly stands out—just a short walk to the Gulfport Marina, where you can take in waterfront views, stroll along the docks, or enjoy nearby dining and local shops. The home also features outdoor space ideal for relaxing, gardening, or hosting gatherings. Whether you're looking for a full-time residence, vacation home, or investment opportunity, this move-in-ready property offers the perfect combination of style, location, and convenience. Don’t miss your chance to own a slice of Gulfport charm!

4725 Del Rio Way S, Gulfport

$164,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8501778 MLS Active Status Kenmore BLDG.
PRICE IMPROVEMENT!! Don’t miss out on this LIGHT, BRIGHT AND MODERN UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport ... a premier 55+ community with resort-style amenities! Priced to sell quickly, this charming unit is being offered FULLY FURNISHED AND TURNKEY to make it perfect either for a vacation getaway or your permanent forever home. The Kenmore is one of only two buildings at Town Shores with a secure lobby for extra safety and peace of mind. The building also withstood the previous storms with no damage or water intrusion. You will appreciate the roomy open floor plan (1,120 sq ft) with two spacious bedrooms, two full baths and a pleasant and comfortable sunroom with views of one of the four heated pools in the community … plus, a large storage closet that can even fit a bicycle! The floor plan features a primary bedroom with an ensuite bath, window to the sunroom and double built-in closets for extra storage, plus a guest room with a dedicated hall bath. This well cared for unit emits a sense of style and design flair with neutral wall tones, flooring, newer light textured carpet, LIGHT WOOD TONE IKEA FURNITURE … all which convey with the unit. Other unit features and highlights include a newer HVAC (2023), a deeded carport (#53) and is conveniently located on the same floor with the laundry, just steps away from the elevator. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village!

2850 59th Street S Unit 205, South Pasadena

$325,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8502077 MLS Active Status Hampton BLDG.
PRICE REDUCTION. Come take another look! What a find! A waterfront 2 BR, 2 B condo remodeled with new kitchen , baths , floors, doors, paint and just waiting for it's "close up. And remember just a short walk / bike ride to the old fishing village of downtown Gulfport with all it's restaurants and shops and music venues daily, along with a weekly market. Adjacent to downtown is the Gulfport library and a very active senior center. And if you want to explore St Pete with it's museums like the Chihuly , Dali and the James is a short 12-15 min. drive to the East. Airports - of course we have both Tampa and Pinellas/Clearwater within half an hour! Come on over to Gulfport and spend some time after touring this sparkling waterfront find.

5960 30th Avenue S Unit 114, South Pasadena

$425,000
3 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code R4911135 MLS Active Status Diplomat BLDG.
Rarely available and highly sought-after, this 3-bedroom, 2.5-bath waterfront corner residence on the 9th floor of The Diplomat offers an exceptional opportunity to enjoy the best of Gulfport's Town Shores community. With 1,700 square feet of living space, this move-in-ready home is the perfect canvas to make your own. The newer, updated kitchen with granite counters and solid wood cabinets and a remodeled primary bath which includes a spacious walk-in shower provide modern comfort, while engineered hardwood flooring graces the living area, primary suite and guest bedroom. Every bedroom features a spacious walk-in closet, and the entire home has been freshly painted in soft Alabaster with crisp white trim and doors for a bright, timeless look. This home boasts an ensuite washer and dryer! Enjoy added peace of mind with hurricane shutters on the east and south-facing windows and a new storm door. The home also includes an assigned covered carport space on the 1st row near the building entrance and a private, secure storage space on the 9th floor. Ideally located near the Town Shores clubhouse and resort-style amenities, this waterfront residence combines breathtaking views, generous living space, and an unbeatable location in one of Gulfport's most desirable communities. Whether you're searching for a full-time residence or the perfect retirement retreat, this exceptional home offers the Florida lifestyle you've been dreaming of.

5980 Shore Boulevard S Unit 901, South Pasadena

$625,000
2 Beds 2 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8500842 MLS Pending Status
Under contract-accepting backup offers. Located in the heart of downtown Gulfport, this picture-perfect 21st century Key West-style elevated home offers something exceptionally hard to find: over 1,300 square feet of versatile enclosed space beneath the home, in addition to the main living area. The expansive lower level features a newly refinished 729-square-foot garage with brand-new walls, flood vents, epoxy floors, hurricane-rated windows, and automatic garage door openers. With room for vehicles, golf carts, kayaks, paddleboards, bicycles, and more, this space is ideal for anyone seeking exceptional storage and flexibility. Also on the lower level is a substantial 621-square-foot unconditioned bonus room, offering endless possibilities as a workshop, art studio, fitness area, hobby room, or additional storage space. A custom wood gate welcomes you into a large, ultra-private courtyard filled with tropical plantings, creating a serene setting that perfectly complements the home's coastal character. Surrounded by masonry walls, this inviting outdoor space leads to the staircase up to the main living level. Upstairs, an open floor plan connects the living, dining, and kitchen areas, all enhanced by vaulted ceilings and easy-care laminate flooring throughout. The kitchen features ample cabinetry, stone countertops, stainless steel appliances, and a center island ideal for cooking, gathering, and entertaining. The spacious living room offers soaring ceilings and sliding doors that open to an expansive covered balcony. Designed with a split-bedroom layout, the home features two bedrooms and two bathrooms. The primary suite includes a large walk-in closet, an en suite bath with double sinks, a separate tub and shower, and private access to the balcony. The second bedroom is tucked away on the opposite side of the home and also offers vaulted ceilings and a generous walk-in closet. The 35-foot covered balcony spans the entire south side of the home, overlooking the courtyard below and providing the perfect place to relax or entertain. Outside, the expansive courtyard is an entertainer's dream, complete with a 28-foot covered patio and surrounded by lush tropical landscaping. The property also features alley access to the garage and a four-car off-street parking pad in front. The front yard is thoughtfully designed with xeriscaping and Florida-friendly plants, complemented by a drip irrigation system for easy, low-maintenance care. All of this is just steps from downtown Gulfport's shops, restaurants, waterfront, fishing pier, festivals, and vibrant community events. All room measurements are approximate and should be verified by Buyer.

2921 Dupont Street S, South Pasadena

$195,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8499850 MLS Active Status Manchester BLDG.
Welcome to Town Shores, a highly sought after 55+ community in Gulfport, nestled along beautiful Boca Ciega Bay. this spacious 2-bedroom, 2-bathroom condominium offers approximately 1250 sq. ft of comfortable living space, featuring a bright and airy layout with generous living and dining areas, ample storage, and great potential to make your own. Enjoy resort-style amenities including multiple heated pools, a vibrant clubhouse, tennis and pickle ball courts, shuffleboard, and a scenic waterfront picnic area-perfect for soaking in Florida's coastal lifestyle. Ideally located just minutes from charming downtown Gulfport, where you'll find local shops, restaurant, hi art galleries and easy access to stunning Gulf Beaches. A wonderful opportunity to own your slice of paradise in a welcoming, amenity-rich community. The Manchester does not require a one-year ownership period prior to leasing. Owners may lease their unit subject to HOA approval and avalabilty within the community's rental cap.

6025 Shore Boulevard S Unit 303, South Pasadena

$1,049,000
3 Beds 3 Baths Gulfport Sub. SubDv. 33707 Zip Code TB8498729 MLS Pending Status
Under contract-accepting backup offers. Under Contract...Accepting Back up Offers. This elevated key west style home is located just steps from the Gulfport Beach and Arts District which has many amazing restaurants, shops as well as events and festivals. The property itself features 3 large bedrooms and 3 full baths with two of the bedrooms having en-suite baths. A very open floor plan lends itself to entertaining with its spaciousness. The living room, as well as the Master Bedroom opens to the nice sized upper rear deck overlooking the resort comparable pool, patio area and professionally landscaped fenced rear yard. The lower level of the property has a split garage, an entry leading to an interior foyer area with interior stairwell, with the rear area is currently configured with a large game room which also opens directly on to the expansive patio area and beautiful pool. This amazing property also features a newer (2 years old) standing seam metal roof as well as owned solar panels to keep the energy costs reasonable for years to come. Also a very reasonable and assumable flood policy which the current premium is $516.00 annually. This wonderful property has been professionally staged and must be seen to be appreciated.

2704 57th Street S, South Pasadena

$210,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8499609 MLS Active Status Kenmore Bldg BLDG.
Spacious corner condo with 2 bedrooms - 2 bathrooms - 1250 heated square feet of living space. Tons of natural light shining through the bank of windows providing views of the intercoastal canal and marina. The unit boasts a generous-sized primary bedroom with walk-in closet and en suite bathroom, galley kitchen with tons of cabinet space and a gas stove, a second bedroom and bathroom for guests, open and bright floor plan with a living room/dining room combo that's perfect for entertaining family and friends, an assigned covered carport space, A/C replaced in 2023 and community laundry room located on the same floor. Located in the Kenmore Building, it is situated next to 1 of 4 community pools. Town Shores of Gulfport is a vibrant 55+ condo community offering Florida living at its best with fantastic community amenities. Enjoy the community clubhouse, fitness center, billiards, shuffle board, tennis courts, 4 pools and kayak/paddleboard storage. The heart of downtown Gulfport is just a couple of blocks away offering restaurants, pubs, coffee shops, Gulfport Beach, parks, the library, Gulfport Casino, boardwalk and much more! This lovely condo won't last long! Schedule your private showing today!

2850 59th Street S Unit 215, South Pasadena

$224,900
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8497304 MLS Active Status Eton BLDG.
Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This rare first floor unit has a new kitchen, luxury vinaly flooring, paint, plumbing, electric, A/C unit, lightning, & new front door! Your new residence has its own car port parking spot and plenty of guest parking close by. Also included is an assigned storage unit. Enjoy the added bonus of a FLORIDA ROOM—perfect for morning coffee, reading, or relaxing while taking in the peaceful surroundings. Laundry facilities are located nearby for added ease. Town Shores delivers true RESORT-STYLE AMENITIES, including 3 HEATED POOLS, tennis courts, pickleball, shuffleboard, bocce ball, kayak rentals, and plenty of lifestyle activities over at the clubhouse . The clubhouse features many liftstyle activities and includes fitness center, game rooms, & billiards. Whether you're looking for relaxation or an active lifestyle, this community has it all. The Hoa is well funded and the roof is about 5 years old. Hoa dues include gas (hot water heater & oven), water, cable & internet, maintenance, trash, pest control, & insurance coverage on the building. Located just minutes from DOWNTOWN GULFPORT, you’ll love the walkable waterfront district filled with local restaurants, boutique shops, art galleries, and weekly events. Plus, you’re a short drive to DOWNTOWN ST. PETERSBURG, award-winning GULF BEACHES, and major airports. Whether you're searching for a full-time residence or seasonal retreat, this is your opportunity to enjoy LOW-MAINTENANCE LIVING in one of Gulfport’s most desirable communities. Don’t miss your chance to own a piece of paradise—schedule your private showing today!

3128 59th Street S Unit 110, South Pasadena

$309,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code TB8497860 MLS Active Status Diplomat/#212 BLDG.
I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

5980 Shore Boulevard S Unit 405, South Pasadena

$389,900
2 Beds 1 Baths Boca Ceiga Park SubDv. 33707 Zip Code TB8496629 MLS Active Status
This charming retreat is located in the vibrant downtown area of Gulfport just a few blocks from Beach Boulevard where you’ll discover eclectic shops, art galleries, lively restaurants/bars plus the popular Tuesday Fresh Market. Enjoy unbeatable proximity to the Gulfport Pier, marina, beach, parks, playgrounds, recreation center, theatre & library. With year-round events & activities plus quick access to downtown St. Petersburg & the Gulf beaches, this location truly offers the best of Florida living. Step inside this elevated, vintage 2 bedroom, 1 bath home & be greeted by a spacious enclosed front porch perfect for morning coffee or evening wine. The bright living room features hardwood floors flowing into a dining area & galley kitchen. Both bedrooms fit queen size beds with the larger bedroom offering a walk-in closet for added convenience. There is a detached studio with a bathroom & laundry room. The fully fenced yard backs up to an alley & includes a storage shed along with ample off-street parking via a long brick driveway. Newer roofs, A/C and main water heater. Recent termite treatment with a transferable warranty. Located in the AE flood zone. Fantastic investment opportunity, vacation home or winter escape. Furnishings & décor are negotiable. Don’t miss your chance to own this unique, vintage Gulfport gem.

2907 Clinton Street S, South Pasadena

$349,900
2 Beds 2 Baths Boca Ciega Estates Rep SubDv. 33707 Zip Code TB8492189 MLS Pending Status
Under contract-accepting backup offers. BIG PRICE REDUCTION !!!! MID-CENTURY MARVEL Welcome to this Pristine Vintage, single-story block home that sits on a spacious corner lot, in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 200-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove, a large refrigerator, add your personal touch to make it your own. The dining room is just waiting for your table and chairs with plenty of space for your family and friends. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and a Mid-Century Marvel—all in a PRIME LOCATION, as it is only 1 mile from the Stetson Law School and downtown Gulfport. Once you visit the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants, you will understand and want to be part of this vibrant community. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter.

5800 21st Avenue S, South Pasadena

$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

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