St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Tennis Court(s) Community Extras

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Tennis Court(s) Community Extras

Welcome to the vibrant and charming region of St. Pete, South Pasadena, Gulfport, and St. Pete Beach, nestled in the heart of Pinellas County, Florida. This sun-kissed corner of the Sunshine State offers a unique blend of coastal beauty, artistic flair, and a thriving community spirit. With its stunning beaches, lush parks, and a variety of recreational activities, this area is perfect for those seeking an active lifestyle amidst a picturesque setting.

One of the standout features of this region is the availability of homes with tennis courts, allowing you to enjoy the sport you love right in your backyard. Imagine waking up to the gentle sounds of the waves and stepping out to your private tennis court for a morning match, all while soaking in the warm Florida sun. These homes not only provide a luxurious lifestyle but also foster a sense of community, as neighbors can come together for friendly competitions and social gatherings.

Beyond the courts, residents can explore the eclectic charm of Gulfport’s arts district, indulge in the culinary delights of St. Pete Beach, or enjoy the vibrant nightlife of downtown St. Petersburg. With year-round sunshine and a welcoming atmosphere, this region truly embodies the Florida lifestyle.

Whether you’re looking for a family home, a vacation retreat, or a place to retire, the St. Pete, South Pasadena, Gulfport, and St. Pete Beach area offers something for everyone. Discover your dream home today, where luxury meets leisure, and every day feels like a vacation!

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Tennis Court(s) Community Extras

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to waterfront living in Town Shores of Gulfport, a vibrant 55+ community nestled along the beautiful shores of Boca Ciega Bay. This spacious 2-bedroom, 2-bath GROUND FLOOR residence offers comfortable Florida living with easy access and a relaxed coastal feel. The open living and dining areas create a welcoming space for everyday living and entertaining, while the Florida room provides a wonderful spot to enjoy the waterfront setting and Florida sunshine. The primary bedroom offers a private retreat, complemented by a second bedroom and full bath for guests. Town Shores offers an array of amenities designed for an active, social lifestyle, including heated pools, tennis and pickleball courts, shuffleboard, clubhouse activities, fitness opportunities, and scenic waterfront areas. Conveniently located near downtown Gulfport's restaurants, shops, galleries, parks, and waterfront attractions, this home puts the best of Gulfport right outside your door. Whether you're looking for a year-round residence or a seasonal getaway, this waterfront condo offers the opportunity to enjoy the laid-back Gulfport lifestyle in a sought-after 55+ community.

6025 Shore Boulevard S Unit 107, Gulfport

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

This is not your typical Town Shores unit. From the moment you enter this beautifully reimagined waterfront residence, the quality of the renovation is unmistakable. Every surface, finish and detail has been thoughtfully selected and professionally executed, creating a home that feels entirely fresh, sophisticated and complete. There is simply nothing left to do, and the result is exceptional. The spacious 1-bedroom, 1-bath floor plan offers an impressive 1,060 square feet, with wide-open living and dining spaces culminating in a wall of windows overlooking the water toward the luxury homes of Skimmer Point. It is a remarkable view and an equally beautiful backdrop after dark, when the lights begin to reflect across the water. The kitchen is exceptional, with finely finished cabinetry, quartz countertops, a striking backsplash, stainless steel LG appliances and a gas range. The same attention to quality continues throughout the residence, from the flooring and lighting to the completely redesigned bath with its oversized walk-in shower, beautiful tilework and abundant storage. Even the details that are often overlooked in a renovation have been addressed. Extensive permitted work included remodeling, electrical, plumbing and HVAC, resulting in a residence that has been comprehensively renewed rather than cosmetically updated. And then there is Town Shores itself. This established 55+ waterfront community offers four heated pools, a clubhouse, fitness center, tennis and pickleball, shuffleboard, bocce, fishing, marina and docks, with boat slips available separately as availability permits. The $777 monthly condominium fee includes an unusually broad range of services, including cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance and recreational facilities. Gulfport's waterfront district, public beach, restaurants, galleries, shops, Tuesday Fresh Market and First Friday Art Walks are just minutes away, with downtown St. Petersburg and the Gulf beaches within easy reach. If you have been waiting for a Town Shores residence where “move-in ready” genuinely means there is nothing left to do, this is it.

5955 30th Avenue S Unit 310, Gulfport

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, Gulfport

2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code

WATER VIEWS FROM EVERY ROOM. Perched on the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo offers 1,310 square feet and sweeping views of Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico and the downtown St. Petersburg skyline. The kitchen was remodeled under a 2023 permit and features granite countertops, wood shaker cabinets, Italian marble accents and Samsung appliances. Additional updates include an LG washer and dryer, light fixtures and fresh interior paint. Hurricane shutters add peace of mind, while a split floor plan places the bedrooms on opposite sides of the home for privacy. Both bedrooms have walk-in closets, the primary suite has its own bath, and three storage rooms provide extra space. Ceramic tile and wood-look laminate flooring run throughout. The HVAC was updated in 2017. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance and 24-hour security. Enjoy six heated pools, spas, a fitness center with sauna, tennis and pickleball courts, shuffleboard, a clubhouse, library, fishing pier, boat slips and a 1.5-mile waterfront walking trail. A reserved covered parking space is included, with guest parking available. Located approximately 2 miles from St. Pete Beach, near Gulfport’s restaurants and art festivals, and about 20 minutes from downtown St. Petersburg. Schedule your private tour of Bay Island today. Optional turnkey furnishings are available and may be conveyed under a separate Bill of Sale.

7300 Sun Island Drive S Unit 1104, South Pasadena

2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code

Welcome to an extraordinary waterfront lifestyle in this beautifully renovated 2-bedroom, 2-bath corner condominium with den located in the highly sought-after, resort-style community of Harbourside. With more than $200,000 invested in impressive upgrades—including new plumbing—this remarkable residence is truly in a class of its own. Adding to this rare opportunity, a large boat slip with lift and boat may be purchased separately. From your private balcony, relax and take in beautiful southeasterly views of the Intracoastal Waterway, passing boats, dolphins, manatees, pelicans, and other marine life. The water views continue inside, filling the living room and primary bedroom with an ever-changing waterfront backdrop. The spacious 1,300-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings, no popcorn ceilings, and elegant crown molding throughout. Extensive improvements include porcelain plank flooring, new interior doors and lighting, and a beautifully remodeled primary bathroom with upscale cabinetry and fixtures. A new HVAC system was installed in 2026. Recently installed hurricane-impact windows and sliding glass doors provide full storm protection while showcasing the spectacular views. The open-concept kitchen is designed for both everyday living and entertaining, with GE Café appliances—including a double oven—quartz countertops, expanded cabinetry, and crown molding. The guest bathroom has also been completely updated. The den offers wonderful flexibility as a home office, television room, reading retreat, or overflow guest bedroom. Storage is plentiful, with a private balcony storage area and additional storage conveniently located near the elevator. The condominium includes under-building parking space #185, along with additional guest parking in front of the building. Harbourside buildings are constructed of solid steel-reinforced concrete, providing exceptional strength and a quieter living environment. Harbourside is a pet-friendly, guard-gated private-island community offering an incredible collection of resort-style amenities. Residents enjoy beautifully landscaped grounds, a marina with 87 deeded boat slips, kayak storage, five tennis courts with pickleball, six swimming pools, shuffleboard, saunas, a hot tub, and a scenic 1.5-mile waterfront walking trail. Additional amenities include separate men’s and women’s fitness centers, a country-club-style clubhouse with an active social calendar, three car-wash stations with vacuums and air, and electric-vehicle charging stations. All of this is just a short bike ride from the beach and close to shopping, restaurants, medical facilities, entertainment, vibrant downtown St. Petersburg, world-class Gulf beaches, professional sports venues, and international airports. Close to everything—yet a world away. This is waterfront resort living at its absolute finest! Harbourside is not an age-restricted community.

7912 Sailboat Key Boulevard S Unit 201, South Pasadena

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, Gulfport

3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport

5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, Gulfport

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to EXQUISITE WATERFRONT living in Unit 304 of the Manchester building in Town Shores, an exceptional 55+ community in the CHARMING town of Gulfport. This PARADISE is located directly on Boca Ciega Bay. This one bedroom, one bathroom unit provides nearly 1100 square feet of OPEN FLOOR PLAN living space! The MURPHY BED in the living room conveys with the sale and makes it a breeze to host guests. You won’t believe the OVER-SIZED living room, which boasts an entire WALL OF WINDOWS emphasizing the beautiful water view and inviting in tons of natural light and Florida sunshine. The large bedroom is complimented by a WALK-IN closet. The bathroom has been remodeled with a modern style vessel sink, large vanity, built in shelves, walk-in shower, and tile floors. Enjoy the convenience of a gas stove in the updated kitchen, which is highlighted with PENDENT LIGHTS at the bar, NATURAL STONE counters, and a large PANTRY. UNIT 304 HAS A DEEDED, COVERED PARKING SPACE. The Manchester building has a PRIVATE COURTYARD for lounging, grilling, and enjoying the waterfront. The building provides 2 laundry rooms, a building-specific Book Nook, allows for 1 indoor cat, and allows for LEASING within HOA approval and availability. The HOA includes water, gas, trash, recycling, cable, wifi, insurance, grounds, exterior, and pool maintenance. The Town Shores complex includes an array of RESORT STYLE AMENITIES including multiple heated pools, a MARINA, tennis courts, PICKLE BALL courts, shuffleboard, bocce ball, kayak storage and rental, art programs, a billiards room, library, clubhouse with a host of planned activities and social events for active living. Town Shores is positioned literally steps to GULFPORT BEACH and just a few blocks from Gulfport’s Beach Boulevard district. Gulfport is known as a small, colorful, walkable town with an Old Florida and artsy COASTAL CHARM. The Beach Boulevard district provides a host of casual dining, fine dining, art galleries, independent shops, and a vibrant night life. DON’T MISS THIS OPPORTUNITY TO HAVE IT ALL!

6025 Shore Boulevard S Unit 304, Gulfport

2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code

Virtually Staged. Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Completely upgraded in 2019 with an uncompromising eye for detail, this move-in ready condo offers high-end modern finishes and total peace of mind. The gorgeous open kitchen boasts premium quartzite countertops, sleek shaker-style cabinetry, new stainless steel appliances, and added pantries and base cabinets for abundant storage. Both the primary and guest bathrooms have been completely upgraded with Calcite countertops, new elongated toilets, pristine glass enclosures, and walk-in showers dressed in modern designer porcelain tile. Premium upgrades continue with all-new A/C and water heater installed in 2026, high-impact windows, and protective storm shutters on the balcony sliders. Sparkling water views can be enjoyed from the kitchen, guest bedroom, living room, and the private balcony with cool decking coverage. The primary bedroom features its own spectacular wide-water backdrop. Complete with under-building parking space #18 and two private storage units (one on the balcony and one steps away by the elevator), this turnkey property truly has it all! Harbourside Community has a 24/7 Gate access with on duty Guard, the Amenities include, 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's, Gyms, Jacuzzi, saunas, Shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station and Marina. There is no deeded slip to this unit but there may be slips available to rent or purchase from other owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Come and enjoy Resort style living at it's best.

7922 Sailboat Key Boulevard S Unit 206, South Pasadena

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, Gulfport

1 Beds ⋅ 2 Baths ⋅ Bay Island Group 10 Condo Unit 202 SubDv. ⋅ 33707 Zip Code

Welcome to your personal paradise at Bay Island Condominiums, a premier 55+ resort-style community in South Pasadena, Florida. Located just across the bridge from the powder-white sands of St. Pete Beach, this second-floor, 1-bedroom, 1.5-bathroom waterfront retreat in the Commodore Building delivers sweeping views and effortless coastal living. Step through the front door and your eyes will be drawn straight to the sparkling waters of Boca Ciega Bay. The open-concept floor plan flows seamlessly from a large, well-equipped kitchen—featuring elegant marble countertops and included appliances—through the bright dining area and into the inviting living room. Low-maintenance tile flooring runs throughout the entire home for easy beach-life cleanup. Slide open the doors to your private, screened balcony to experience the ultimate Florida lifestyle. It's the perfect front-row seat for watching dolphins and manatees play, observing passing sailboats, and taking in Florida’s famous nightly sunsets. For ultimate peace of mind, the balcony features an integrated, powered hurricane shutter, alongside a convenient private storage closet. The spacious primary suite serves as a relaxing haven, complete with an attached owner’s bathroom and a generous walk-in closet. Guests will appreciate the convenient half-bath located near the entry foyer, which sits adjacent to your in-unit washer and dryer. Convenience is key with an assigned, covered parking space situated just steps from the building's entrance. Bay Island provides unparalleled 24-hour gated security and luxury amenities, including a scenic 1.5-mile waterfront walking path, six swimming pools, two spas, tennis and shuffleboard courts. The beautifully updated clubhouse features a billiards room, card room, ballroom, commercial kitchen, and his-and-hers fitness centers. Conveniently located just 30 minutes from Tampa International Airport and moments from local dining, shopping, and entertainment, this waterfront oasis is ready for you to call home.

7700 Sun Island Drive S Unit 202, South Pasadena

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