Location: Bayway Isles, St Petersburg
Do Not Show Listings
4914 59TH AVE S, ST PETERSBURG, FL 33715
$3,695,000119 Days on yellowkey MLS ID: TB8476570
REDUCED by $205,000 (5.3%) on 06/01/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5086 Built: 2004Monthly Fee: $116 Tax: $25,193 (2025)Community: Bayway IslesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$25,193
Elementary School: Gulfport Elementary-PN
High School: Lakewood High-PN
Tax Year: 2025
Middle School: Bay Point Middle-PN
Remarks: SPECTACULAR WATERFRONT CUSTOM BUILT HOME! Welcome through the manned-guard gates to the island and boating community of Bayway Isles with its stately mix of appealing architectural home styles including this waterfront home with 3 boat storage and tie up options plus 3 1/2 car garages for your cars and outdoor "toys." Bayway Isles is convenient to the Gulf Coast and Fort Desoto beaches, cycling, walking/trails, several airports both private and public, not to mention the lifestyle of Tierra Verde, downtown St Petersburg, Tampa and Sarasota. This waterfront home located on a cul-de-sac within the community is absolutely amazing! Featuring three boat docking options of 25,000- and 16,000-pound lifts and the option to tie off on along the side of the dock. To further enhance the Florida tropical outdoor experience, gather with friends and family while enjoying outdoor grilling, and relaxing in the heated pool and spa while sharing a toast or two. This startlingly impressive home offers a home of elegance with a layout perfect for entertaining, yet a home that can be comfortably lived in a quiet day-to-day lifestyle escaping the busy world in a personal haven. Open the front doors to the dramatic and luxurious curved staircase with the soaring ceilings throughout creating a nice feeling of space grandeur. The kitchen offers a very large space where there is ample space to create amazing foods and meals while offering plentiful space to connect and converse with a houseful of guests. The primarily bedroom includes sitting space where one could sneak off and experience a nice book or step out to the balcony and experience the vision of birds, manatees, dolphins and other magnificent displays of nature. The en suite primary bathroom is huge; with a large bathtub for soaking or enjoying jetted water; a walk-in shower with a shower seat; three vanities with separate sinks on two of them. Extra-large custom-built closets providing ease of access to selecting your attire for each facet of the day. One of the two lower bedrooms is oversized and is currently set up as a large office. This versatile bedroom with en suite bathroom offers separate access and can be used as an in-law suite, space for guests, or even private quarters should a caretaker, chef or other household help be needed. All five bedrooms have direct access to a bathroom in the home. Thinking about an elevator for the future: this home has an area already framed. There are 3 Air Conditioning/Heat Systems 2024, 2021, Front Bedroom 2007 This home is a must see to experience the many additional amenities that make this home a wonderful place to enjoy and call home.
Listing is courtesy of: ALLEN COLLINS REALTY INC (727-800-9929)
Listing Agent: Allen Collins (727-800-9929)
4959 58TH AVE S, ST PETERSBURG, FL 33715
$2,250,000248 Days on yellowkey MLS ID: TB8439046
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3154 Built: 1983Monthly Fee: $116 Tax: $31,459 (2024)Community: Bayway IslesSpa: NoSingle Family
Taxes:$31,459
Tax Year: 2024
Remarks: Tropical Waterfront Retreat in Bayway Isles – High & Dry with Direct Gulf Access. Welcome to elevated coastal living in the exclusive, gated enclave of Bayway Isles in St. Petersburg, Florida. This beautifully reimagined four-bedroom, three-bath residence with a flexible den/studio blends refined design, exceptional craftsmanship, and effortless waterfront living. Perfectly positioned on a deep-water channel with direct access to the Gulf, this property is a boater’s dream. Enjoy 87 feet of waterfront frontage, a new seawall, private dock, a 16,000 lb boat lift, and an additional platform lift ideal for jet skis or kayaks. Adding to its appeal and peace of mind, the home remained high and dry during recent hurricanes, with no flooding, water intrusion, or wind damage. Inside, a thoughtfully designed split floor plan offers both privacy and functionality. The luxurious owner’s suite is tucked away on one side of the home, while a spacious ensuite guest retreat and two additional bedrooms occupy the opposite wing—ideal for hosting family and friends. The den/studio provides versatility as a home office, creative space, or quiet retreat. Every detail has been meticulously updated with high-end finishes and superior workmanship throughout. The chef’s kitchen is a standout, featuring premium appliances, custom cabinetry, and elegant finishes. Spa-inspired bathrooms, designer doors, custom trim work, and refined flooring elevate the home’s sophisticated aesthetic, while fresh, modern interiors enhance the light-filled, open-concept layout. Step outside to your private tropical oasis. An expansive lanai overlooks a resort-style heated saltwater pool with a PebbleTec finish, surrounded by lush landscaping and beautifully curated hardscaping—perfect for entertaining or relaxing under the Florida sun. Ideally located just minutes from Fort De Soto Park, St. Pete Beach, the iconic Don CeSar, and vibrant downtown St. Petersburg, this home offers convenient access to world-class dining, shopping, and recreation. This is a rare opportunity to own a truly exceptional waterfront property in one of St. Petersburg’s most sought-after communities. Schedule your private showing today and experience the best of Florida living.
Listing is courtesy of: REVERE REALTY LLC (727-537-0760)
Listing Agent: Steven Coderre (727-409-2196)
5900 LEELAND ST S, ST PETERSBURG, FL 33715
$1,475,00028 Days on yellowkey MLS ID: TB8511266
REDUCED by $25,000 (1.7%) on 06/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3538 Built: 1969Monthly Fee: $116 Tax: $10,463 (2025)Community: Bayway IslesSingle Family
Taxes:$10,463
Elementary School: None
High School: None
Middle School: None
Remarks: Luxury waterfront homes in St. Petersburg rarely include this combination of location, lifestyle, and value—and opportunities like this do not stay available for long. Centrally located between 3 incredible marinas, Loggerhead Marina, Maximo Marina and Tierra Verde Marina, this home is a boaters dream. Welcome to an exceptional waterfront home in St. Petersburg, Florida, perfectly positioned on an oversized corner lot within one of the area's most exclusive private communities. Showcasing breathtaking water views, resort-style amenities, and an ideal location for boating enthusiasts, this stunning 4-bedroom, 3-bathroom residence embodies the very best of Florida waterfront living. From the moment you arrive, you'll appreciate the home's impressive curb appeal, highlighted by a durable tile roof, mature tropical landscaping, and elegant architectural details. Inside, a thoughtfully designed floor plan offers expansive living spaces ideal for both entertaining and everyday living. The formal dining room, spacious family room, and open living room with a statement fireplace create a warm and inviting atmosphere, while oversized sliding glass doors capture abundant natural light and showcase beautiful waterfront views throughout the home. The gourmet kitchen is designed with both style and functionality in mind, featuring granite countertops, an induction cooktop, custom built-in cabinetry, and seamless flow into the main living areas. Whether hosting gatherings or enjoying a quiet evening at home, the layout is perfectly suited for today's luxury waterfront lifestyle. The private primary suite serves as a true owner's retreat, complete with French doors leading to a secluded waterfront terrace where you can enjoy morning coffee while taking in tranquil water views. The spa-inspired en-suite bathroom offers a soaking tub, separate shower, private water closet, and custom built-ins for exceptional storage and convenience. Adding flexibility and value, the ground-level in-law suite provides the ideal space for visiting guests, multigenerational living, a private home office, or executive workspace. Step outside to your own private waterfront oasis. Designed for year-round enjoyment, the outdoor living space features a sparkling in-ground pool, covered lanai, fenced backyard, private terrace, and custom putting green—all perfectly positioned to maximize the stunning waterfront setting and spectacular Florida sunsets. This outdoor retreat delivers the indoor-outdoor lifestyle that makes St. Petersburg waterfront real estate so highly sought after. For boating enthusiasts, this prime location is just minutes from Freedom Boat Club, multiple sought-after marinas, boat ramps, waterfront dining, and easy access to Tampa Bay and the Gulf of Mexico, making it effortless to enjoy fishing, boating, paddleboarding. Conveniently located near downtown St. Petersburg, award-winning beaches, waterfront parks, shopping, dining, and entertainment, this exceptional property is the perfect blend of luxury, privacy, and accessibility. If you've been searching for a luxury waterfront home in St. Petersburg, a Florida waterfront property with pool, or a boater's paradise near premier marinas, this rare offering delivers it all. Combining breathtaking water views, upscale amenities, and an unbeatable location, this is more than a home—it's a lifestyle investment in one of St. Petersburg's most desirable waterfront communities.
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Meghan Hobson (727-221-3670)
4900 BRITTANY DR S #610, ST PETERSBURG, FL 33715
$185,000144 Days on yellowkey MLS ID: TB8470080
REDUCED by $10,000 (5.1%) on 06/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 745 Built: 1974Monthly Fee: $984 Tax: $3,327 (2024)Community: Bayway Isles Point Brittany SixCondo
Taxes:$3,327
Remarks: PRICE IMPROVEMENT! Gorgeous waterfront views, abundant natural light, and a relaxed coastal lifestyle come together in this sixth-floor residence in desirable Building Six at Point Brittany. From the moment you step inside, your attention is drawn to the stunning waterfront backdrop, where wide-open views over Bayway Isles create a peaceful setting that changes throughout the day with the light, sky, and water. Inside, the bright and inviting interior offers an easy, move-in-ready feel with luxury vinyl plank flooring throughout, shaker-style cabinetry, granite countertops in both the kitchen and bath, updated lighting, and a spacious primary suite featuring a walk-in closet. The open living and dining areas flow effortlessly to the private covered balcony, providing the perfect place to enjoy morning coffee, coastal breezes, and the ever-changing water views that make this residence so special. Whether you're searching for a full-time home, winter retreat, or seasonal escape, this condo offers an opportunity to enjoy waterfront living at an exceptional value. Point Brittany is a gated waterfront community known for its resort-style amenities, including multiple heated pools, fitness facilities, tennis and pickleball courts, walking paths along the water, clubhouse activities, and beautifully maintained grounds. Ideally located just minutes from Gulf beaches, Fort De Soto, downtown St. Petersburg, dining, shopping, and entertainment, you'll enjoy the perfect balance of peaceful waterfront living and convenient access to everything the area has to offer. If you've been dreaming of a waterfront lifestyle without the waterfront price tag, this is a view you'll want to experience in person. Schedule a tour today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Kelly Donovan (727-999-1035)
6129 LEELAND ST S, ST PETERSBURG, FL 33715
$1,200,00034 Days on yellowkey MLS ID: A4693503
REDUCED by $75,000 (5.9%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2472 Built: 1965Monthly Fee: $116 Tax: $8,736 (2025)Community: Bayway IslesSpa: YesSingle Family
Taxes:$8,736
Remarks: Behind the gates of Bayway Isles, where swaying palms, and breathtaking sunsets create a World that feels far removed from the ordinary, this extraordinary coastal retreat invites you to experience the beauty, peace and effortless elegance of luxury Florida Living. Featuring 3 spacious bedrooms plus a dedicated office, this extraordinary coastal retreat is nestled among sparkling waterways and multimillion-dollar estates. Bayway Isles is one of St. Petersburg’s most coveted island enclaves — offering privacy, exclusivity, and a serene coastal atmosphere just moments from world-famous beaches, marinas, fine dining, and vibrant downtown St. Pete. Elevated, high and dry during recent storms, and positioned above surrounding homes, this property offers not only breathtaking beauty, but peace of mind in an exceptional waterfront community. POSSIBLE VA ASSUMABLE LOAN- INQUIRE WITH VA LENDER From the moment you enter, natural light pours through hurricane-impact windows and doors, illuminating elegant crown molding, wood-look tile flooring, plantation shutters, and custom finishes throughout. The thoughtfully designed split floor plan offers both privacy and comfort, while the luxurious primary suite feels like a private sanctuary. The heart of the home is a stunning gourmet kitchen complete with quartz countertops, stainless steel appliances, an oversized breakfast island, and pass-through windows that seamlessly connect indoor and outdoor entertaining. The living room is equally captivating, anchored by custom built-ins and a dramatic modern stone fireplace, all framed by sweeping views of the resort-style backyard oasis. Step outside to a breathtaking private paradise where every detail has been curated to evoke the feeling of an exclusive luxury resort. A massive heated saltwater pool with stepping stones, infinity-edge spa, commercial-grade built-in gas tiki torches, dual fire features, and lush mature landscaping create an unforgettable setting both day and night. The expansive covered lanai, gazebo, outdoor kitchen, and spectacular landscape lighting transform the backyard into an enchanting escape designed for entertaining, relaxing, and making lifelong memories. Wake each morning to tranquil pool views from the luxurious primary suite, then unwind in the beautifully updated spa-inspired bathroom featuring a zero-entry walk-in shower and designer finishes. Additional highlights include a 2020 HVAC system, oversized 2-car garage with EV charger, abundant storage, and exceptional indoor-outdoor flow throughout the home. Located just minutes from the sugar sands of St. Pete Beach, Fort De Soto, marinas, waterfront dining, and vibrant downtown St. Petersburg, this home offers the perfect balance of privacy, elegance, and coastal convenience. This is more than a home — it’s a lifestyle reserved for those who expect the extraordinary.
Listing is courtesy of: JULIA INT'L REAL ESTATE LLC (941-468-2323)
Listing Agent: Julie Woodard (941-468-2323)
4900 BRITTANY DR S #1808, ST PETERSBURG, FL 33715
$260,000154 Days on yellowkey MLS ID: TB8464554
REDUCED by $20,000 (7.1%) on 06/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 745 Built: 1974 Tax: $4,088 (2024)Community: Bayway Isles Point BCondo
Taxes:$4,088
Remarks: $20k PRICE IMPROVEMENT!!! Waterfront living under $300,000 with panoramic south-facing water views, top-floor positioning, and a beautifully updated interior in sought-after Building Six at Point Brittany. Privately positioned in the desirable center penthouse stack, this move-in-ready 1-bedroom, 1-bath residence captures wide-open water, skyline, and sunset views that create an exceptional Florida backdrop. The open living and dining space lives larger than expected and flows to a private waterfront balcony, also accessible from the bedroom, creating an easy indoor-outdoor connection for morning coffee, evening cocktails, or simply enjoying the view. The updated kitchen and bath feature stone counters, premium tile and backsplash details, new appliances, modern lighting, luxury vinyl plank flooring, popcorn ceiling removal, impact-rated windows, and remote roll-down hurricane shutters. A custom barn door adds character to the spacious primary suite, while same-floor storage and one assigned covered parking space add everyday convenience. Point Brittany is a gated, guard-attended 55+ waterfront community with a secured lobby, waterfront walking paths, pickleball and tennis courts, waterfront pools, and boat slips available on a first-come basis. Just minutes from downtown St. Petersburg, Gulf beaches, Fort De Soto, and I-275, this updated waterfront condo offers resort-style amenities, top-floor views, and strong value in today’s St. Petersburg condo market. Schedule your private tour today.
5020 BRITTANY DR S #118, ST PETERSBURG, FL 33715
$230,000144 Days on yellowkey MLS ID: TB8470071
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1034 Built: 1968 Tax: $3,986 (2024)Community: Bayway Isles Point Brittany OneCondo
Taxes:$3,986
Remarks: Experience the kind of WATERFRONT living buyers come to Point Brittany hoping to find. Positioned in Somerset House, this beautifully furnished end unit captures wide-open water views that immediately steal the show, creating a bright and peaceful backdrop that can be enjoyed from nearly every main living space. From morning coffee in the sunroom to evenings watching the light reflect across the bay, this home is designed to make everyday life feel a little more like a getaway. Inside, the layout lives exceptionally well with a spacious split-bedroom floor plan, luxury vinyl plank flooring throughout, and a seamless connection between the living, dining, and waterfront sunroom spaces. Fully enclosed with impact windows and heated and cooled for year-round enjoyment, the expansive sunroom stretches across the width of the home and offers incredible flexibility for lounging, entertaining, dining, or simply soaking in the view. Access from both the living area and primary suite creates a natural flow that enhances the entire home. Thoughtful updates and improvements add comfort and convenience, including a new A/C, new water heater, new dishwasher, premium cordless blinds, updated bathrooms, walk-in closets in both bedrooms, and generous interior storage throughout. Offered fully furnished, the residence is move-in ready and ideal for full-time living, a seasonal escape, or an easy lock-and-leave waterfront retreat. Assigned parking, additional storage, and same-floor laundry located just across the breezeway add to the effortless day-to-day lifestyle. Located within the gated community of Point Brittany, residents enjoy resort-style amenities including waterfront pools, walking paths, pickleball, and the Residents Club, all just minutes from Gulf beaches, downtown St. Petersburg, and Tampa International Airport. Experience true Florida living and schedule a tour today!
5220 BRITTANY DR S #1501, ST PETERSBURG, FL 33715
$235,0007 Days on yellowkey MLS ID: TB8512752
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1175 Built: 1972Monthly Fee: $1,024 Tax: $5,034 (2025)Community: Bayway IslesSpa: YesCondo
Taxes:$5,034
Remarks: Enjoy resort-style living and expansive water and city views from this 15th story, East facing end unit with private balcony at beautiful Point Brittany. Live on the top floor with no neighbors above you! This award-winning complex has fully funded reserves and milestone inspections have been completed. Dock your boat at your own private slip right in your back yard for just $5 ft/month (one of the best deals around) and take it for a sunset spin around Boca Ciega Bay and out into the Gulf. Saint Pete Beach, Fort DeSoto, Pass-a-Grille, and Downtown—with its abundance of dining, shopping, and art galleries—are all within a 10-15 minute drive. St. Pete’s premier 55+ community offers 4 swimming pools, clubhouse, fishing pier, gym, game room, pool tables, ping pong, library, tennis/pickleball courts, shuffleboard, kayak storage, activity classes, yoga, and regular social events so you can get involved and get to know your neighbors. A gourmet deli and medical offices are located on the property for your convenience. Looking for some nature and serenity? Take a stroll on the waterside walking path and you may just spot some playful dolphins, manatees, or a group of rays gliding by. Linger a while to make friends with the resident heron who hangs out along the sea wall and watch the sun set over Boca Ciega Bay. The split floor plan is ideal for privacy when friends or family come to visit your new waterfront paradise. While Unit #1501 has been well maintained and has newer windows, it's ready for transformation into your dream retreat and is priced accordingly to allow for updates to make it your own. 1 assigned garage parking spot with additional spot available. Sold fully furnished and stocked, but seller will remove contents if buyer prefers. No waiting period necessary before renting for a minimum of 3 months. Condo fees include complex amenities, internet, pest control, and all utilities except electric. Seller is motivated and all reasonable offers considered. Come experience life in one of the most beautiful settings on Florida’s Gulf Coast!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Joanna Shukert (407-476-0451)
5200 BRITTANY DR S #510, ST PETERSBURG, FL 33715
$349,000276 Days on yellowkey MLS ID: TB8429472
REDUCED by $25,000 (6.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1740 Built: 1970Monthly Fee: $914 Tax: $5,647 (2024)Community: Bayway Isles Point Brittany FourCondo
Taxes:$5,647
Remarks: Experience for yourself the Stunning Views of Tierra Verde and Boca Ciega Bay from Point Brittany's Essex House in Beautiful St. Petersburg, Florida. This Impeccably Maintained, Stunning, and Spacious 1740 Square Foot 2 Bedroom 2 Bathroom condo offers Uncompromising Views and Exceptional Space for entertaining or peaceful relaxation. This unit can readily be converted to *3 Bedrooms* - confirm modification restrictions with association. You'll find beautiful Oak Floors and Marble Floors throughout, an updated kitchen with Stainless Steel Appliances, Beautiful Wood Cabinets, and Granite Countertop - all that's needed is to move right in! Point Brittany is an Impeccably Maintained Resort-Style Waterfront Community offering access to the Florida Lifestyle in its truest sense. Point Brittany offers tremendous opportunity through Location, Amenities, and Lively Social Events. The Community Center is perfect for an evening of Bridge, a quick game of Billiards on one of the Community Pool Tables, a fast-paced match of Table Tennis on one of the Ping Pong Tables, or hitting the Community Gym. *But* the Outdoor Amenities tell the true story of St. Pete's Greatest Waterfront Community! Begin your day with a light stroll along the nearly 1/2 mile of Waterfront Sidewalk watching Dolphins Play and Feed on your way to the Community Kayak Launch or Fishing Pier. For those feeling a little more competitive, Point Brittany offers several Tennis Courts and Pickleball Courts, with no shortage of challengers waiting to serve an Ace. Need to relax by the pool? Take your pick - Point Brittany offers 4 Community Pools to wade or float in, all of which enjoy direct Water Views, but each with its own personality. Or take a dip in the Hot Tub for the ultimate relaxation! Be sure to take a quick walk next door to The Bayway Country Store and grab a sandwich from the Deli or select some fresh cuts of steak to throw on one of the many Outdoor Grills. There are Community Boat Slips available (check with association for current inventory/wait list), with No Fixed Bridges to the Gulf of Mexico for some of the best boating and fishing in the world. Plenty of off-site Boat Storage is available as well with Pass-a-Grille Marina, World Class Maximo Marina, Loggerhead Marina, and O'Neill's Marina, all just minutes away. Visit for the Beaches, but *STAY* for everything the Greater St. Petersburg area has to offer! Miles of beautiful wide biking and jogging trails are outside Point Brittany - Hop on the Pinellas Bayway Trail out to St. Pete Beach, be sure to take a day and stop in Seaworthy and The Island Grille on your way through Tierra Verde out to Ft Desoto, or enjoy the naturescapes of Clam Bayou while you pedal all the way out to Beautiful Downtown St. Petersburg for world-class dining and culture. With incredible access to Saint Pete Beach, Treasure Island, and Downtown St Pete, this wonderful unit makes a perfect vacation home, retirement home, or forever home! *In-Unit Laundry!!!* Assigned Parking #30 is a Covered Parking Space located just steps from the front door!
Listing Agent: Nathaniel Griffin, Pa (727-459-7891)
4900 BRITTANY DR S #812, ST PETERSBURG, FL 33715
$343,330203 Days on yellowkey MLS ID: TB8451896
REDUCED by $6,170 (1.8%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1974 Tax: $1,960 (2024)Community: Bayway Isles Point Brittany SixCondo
Taxes:$1,960
Remarks: The A/C feels good and the views off your balcony are superb from this 8th floor home in 55+ Point Brittany Condominiums. If you’ve been considering a **maintenance-free second home in sunny St. Petersburg**, this beautifully updated two-bedroom residence at 4900 Brittany Drive S #812 offers the confidence, comfort, and lifestyle you’ve been waiting for. With **all-new appliances, a newer A/C (2024), updated water heater, and brand-new PGT Impact sliding glass doors**, the important upgrades are already complete so you can simply focus enjoying your time here. Coveted **South-facing exposure**, this home is filled with warm natural light and uplifting coastal breezes. From your living room and private balcony, take in sweeping views of the Sunshine Skyway, Bayway Isles, Tierra Verde, and the sparkling waters below, you can watch passing boats and playful dolphins. It’s the kind of setting that never gets old and always reminds you why you chose Florida. Inside, the layout is inviting—ideal for relaxed mornings, hosting visiting family, or simply enjoying a quiet afternoon with a good book. The open living and dining area flows effortlessly, while the updated sliding glass doors bring the outdoors in, creating a bright, cheerful atmosphere throughout. Both bedrooms are generously sized, each with walk-in closets and built-in storage that make organization a breeze. The second bedroom offers flexibility for guests, hobbies, or a home office. Thoughtful built-ins throughout the home provide the perfect place to display treasured keepsakes, seasonal décor, or favorite reads. Living here, you’ll appreciate **resort-style amenities, a welcoming atmosphere, and a well-managed association** with milestone and SIRS reports completed and **no special assessments**, offering added peace of mind for your investment. All of this, just minutes from St. Pete’s renowned beaches, vibrant downtown, waterfront parks, and dining, putting everything you love about Florida within easy reach. If you’re ready to secure your place in the sun for next season and beyond, now is the perfect time to act. Schedule your private showing today and step confidently into the Florida lifestyle you’ve earned.
Listing Agent: Cherish Smith (813-853-2842)
5200 BRITTANY DR S #4-1102, ST PETERSBURG, FL 33715
$555,000101 Days on yellowkey MLS ID: TB8485456
1 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3620 Built: 1970Community: Bayway Isles Point Brittany FourCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Experience the ultimate in luxury waterfront living in this one-of-a-kind condominium in St. Petersburg. From the moment you go inside, you’ll be captivated by breathtaking 11th-floor views of the Gulf of Mexico, St. Pete beaches and iconic Skyway Bridge. This rare offering combines two residences into one expansive home, featuring over 3,600 square feet of living space. This unique combination includes two kitchens, two family rooms, five bedrooms, four full baths and one-half bath, providing exceptional flexibility for everyday living and entertaining. Whether you envision a private in-law suite, separate guest quarters or simply want the luxury of extra space, this versatile floor plan allows you to customize the home to suit your lifestyle. One side has been tastefully updated with modern kitchen and bath finishes and custom closets throughout, while the other offers an opportunity to add your personal touches. The home has been freshly painted and enhanced with new luxury vinyl tile flooring in many rooms, creating a bright, clean and contemporary feel. Expansive living areas provide a setting for hosting gatherings, enjoying dinner parties, or relaxing with family and friends while taking in the stunning waterfront views. Residents enjoy an impressive array of community amenities, including pickleball courts, a clubhouse, fitness center, waterfront pool, dock, shuffleboard courts, boat slips and direct water access. This exceptional unit also includes two assigned parking spaces and two private storage units conveniently just down the hall. Ideally just minutes from vibrant downtown St. Petersburg and Tampa Bay’s world-renowned beaches, this residence offers a balance of coastal tranquility and city convenience. A nearby bike path leads directly to the beach, while endless dining, shopping and entertainment options are only moments away. This extraordinary condominium presents a rare opportunity to enjoy premier waterfront living in one of the Gulf Coast’s desirable locations. Don’t miss your chance to make this stunning property your own.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)
Listing Agent: Tyler Jones (727-452-8497)
5108 BRITTANY DR S #805, ST PETERSBURG, FL 33715
$280,000202 Days on yellowkey MLS ID: TB8451827
REDUCED by $42,500 (13.2%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1605 Built: 1969Community: Bayway Isles Point Brittany TwoCondo
Remarks: One of the best values currently available in Point Brittany, this 8th-floor waterfront condo offers an exceptional opportunity to enjoy resort-style living with breathtaking views of Boca Ciega Bay. Spend your days watching boats glide across the water, spotting dolphins, and taking in the serene greenspace, walking trail, and pool below. Inside, tile flooring runs throughout the home for easy upkeep, while the kitchen is equipped with Corian countertops and modern appliances designed for both style and functionality. The spacious Florida Room offers a front-row seat to stunning sunsets and creates the perfect setting to relax and enjoy the ever-changing waterfront scenery. Both bedrooms are generously sized, providing comfort and flexibility for everyday living. Point Brittany is known for its impressive lineup of amenities, including four pools, a spa, tennis courts, walking trails, fitness room, yoga studio, craft room, billiards, poker room, puzzle area, kayak launch stations, shuffleboard, and more. The location is equally impressive, situated less than two miles from the beautiful beaches of St. Pete Beach and Pass-a-Grille, with convenient access to Isla Del Sol Golf Club, Fort De Soto Park, shopping, and major roadways. Just 10 minutes away, Downtown St. Petersburg offers an exciting mix of attractions, including the Rays, the Rowdies, The Pier, museums, waterfront dining, shopping, and year-round entertainment. Don't miss this opportunity to secure one of the most attractively priced waterfront residences in Point Brittany while enjoying the very best of Florida's coastal lifestyle.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Christine Tatum (727-504-7014)
6152 52ND ST S, ST PETERSBURG, FL 33715
$5,250,000251 Days on yellowkey MLS ID: TB8434995
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $150,000 (2.8%) on 04/07/2026
Bed: 6 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 5542 Built: 2006Monthly Fee: $116 Tax: $82,981 (2024)Community: Bayway Isles Unit 2 RepSpa: YesSingle Family
Taxes:$82,981
Remarks: Under contract-accepting backup offers. With 100 feet of deep-water frontage, boating enthusiasts will appreciate the private dock equipped with two boat lifts, two jet ski lifts, a kayak launch, and a private beach—all just minutes from the open Gulf of Mexico. Elegance, innovation, and coastal luxury converge in this remarkable Bayway Isles residence—masterfully renovated between 2021 and 2023 and reimagined for today’s modern lifestyle. Spanning over 5,500 square feet, this estate features six bedrooms, five full baths, and two half baths, blending refined design with state-of-the-art smart home technology. Upon entry, a sense of grandeur unfolds—soaring ceilings, rich hardwood floors, and custom architectural details set an elegant tone throughout. The main-level primary suite serves as a serene retreat, while two upper wings provide exceptional flexibility—one designed for extended family or in-law living, the other ideal for guests or a recreation area, complete with a fully furnished game room. Thoughtful touches such as wet bars, stone countertops, and three fireplaces accentuate the home’s craftsmanship, all seamlessly integrated through a Control4 automation system for effortless living. Outdoor living takes center stage with expansive decks, lush tropical landscaping, and a resort-style pool featuring dual propulsion swim systems. With 100 feet of deep-water frontage, boating enthusiasts will appreciate the private dock equipped with two boat lifts, two jet ski lifts, a kayak launch, and a private beach—all just minutes from the open Gulf of Mexico. Additional highlights include three dedicated offices, dual two-car garages with EV readiness, and the peace of mind of 24-hour gated security within the highly sought-after Bayway Isles community. Ideally situated just minutes from downtown St. Petersburg, the Gulf beaches, and Fort De Soto, with easy access to Tampa, Bradenton, and Sarasota, this home exemplifies elevated waterfront living. Notably, this residence did not experience flooding during the 2024 hurricane season—a testament to its solid design and enduring craftsmanship. More than a home, this is a statement of modern coastal style—a place where thoughtful design, luxury amenities, and timeless architecture unite in perfect harmony.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lindsey Tucker (904-710-5616)
4900 BRITTANY DR S #409, ST PETERSBURG, FL 33715
$275,0007 Days on yellowkey MLS ID: TB8519297
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 745 Built: 1974 Tax: $2,620 (2025)Community: Bayway Isles Point Brittany SixSpa: YesCondo
Taxes:$2,620
Remarks: Virtually Staged. Remodeled top to bottom — a rare find in Point Brittany's 55+ resort community This isn't your typical Point Brittany condo. Taken down to the studs and thoughtfully redesigned, this 1-bedroom, 1-bath home stands apart from anything else in the community. The open-concept kitchen centers on a stunning oversized quartz island — perfect for entertaining, with no need for a separate dining set — and ceiling-height cabinetry offers storage most units only wish they had. The spa-inspired bath is oversized, featuring double sinks, quartz counters, and a two-person walk-in shower with dual showerheads. Designer porcelain flooring runs throughout and earns a compliment from everyone who walks in. Built for Florida living, too: a vinyl impact sliding door, hurricane-impact windows, updated A/C and water heater, fresh cabinetry, and motorized room-darkening shades in both the living room and bedroom. Step onto your covered balcony and let the Gulf breeze start your morning. And just outside your door, a whole way of life is waiting. Point Brittany is a community with a town of its own — and once you're here, there's little reason to go anywhere else. Imagine launching your kayak in the morning, sharing a barbecue with new friends in the afternoon, and ending the evening by the firepit as the sky lights up over the water. Everything you need is a short walk away. The on-site country store has a deli, butcher, and market; there's even a doctor's office right in the community. Want company? You'll find it everywhere — trade stories over billiards or cards in the clubhouse, join a class at the fitness center, or lose an afternoon in the library or arts and crafts studio. When the sun's out, take your pick: four swimming pools, a hot tub and sauna, tennis and pickleball courts, shuffleboard, walking paths, grilling areas, and a waterfront pavilion made for gathering. Kayakers and anglers enjoy storage, fishing docks, and a marina with boat slips available to lease or buy. This is a place where neighbors become friends, and there's always something — and someone — to share the day with. For peace of mind, the association has completed both its required Structural Integrity Reserve Study (SIRS) and Milestone Inspection — a reassuring rarity in today's condo market. Deeded covered parking and EV charging stations are here too. You're just minutes from St. Pete Beach, Fort De Soto, and Pass-A-Grille, with Isla del Sol's championship golf and country club next door, downtown St. Petersburg ten minutes away, and Tampa International only thirty. Come for the remodel. Stay for the life. At Point Brittany, you may never want to leave.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Christopher Greenidge (727-642-1374)
5130 BRITTANY DR S #507, ST PETERSBURG, FL 33715
$309,700101 Days on yellowkey MLS ID: TB8485132
REDUCED by $10,000 (3.1%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1605 Built: 1969 Tax: $6,464 (2025)Community: Bayway Isles Point Brittany ThreeCondo
Taxes:$6,464
Remarks: SELLER Motivated! Own this beautiful condo with built-in savings. The seller will pay 6 months of HOA fees for the buyer with an acceptableoffer, lowering your monthly costs from day one. Great as a primary residence, seasonal retreat, or investment.SPECTACULAR 5TH-FLOOR WATERFRONT VIEWS AT POINT BRITTANY! Enjoy coastal living in this beautifully maintained 2-bedroom, 2-bath condo offering 1,605 sq ft in the highly sought after Point Brittany gated 55+ community. This spacious residence features a split-bedroom floor plan, open living and dining areas, and a versatile bonus room perfect for a home office or sitting area. Recent upgrades include an updated kitchen, new refrigerator, updated bathroom counters, crown molding throughout, newer windows, fresh interior paint, built-in storage, upgraded European lighting, and an electronic front door lock. Relax on the 5th floor with breathtaking views of Boca Ciega Bay and the pool, where you may even spot dolphins from your window. Point Brittany offers resort style amenities including 4 heated pools, spa, fitness center, sauna, tennis courts, pickleball, shuffleboard, kayak launch, fishing pier, clubhouse, and scenic waterfront walking paths. Ideally located just minutes from St. Pete Beach, Pass-a-Grille, Fort De Soto Park, and only 8 minutes to downtown St. Petersburg for dining, museums, and entertainment.
Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)
Listing Agent: Jennifer Gutierrez (305-798-1797)
5220 BRITTANY DR S #509, ST PETERSBURG, FL 33715
$199,000115 Days on yellowkey MLS ID: W7883450
REDUCED by $14,000 (6.6%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1972 Tax: $4,312 (2025)Community: Bayway Isles Point Brittany FiveCondo
Taxes:$4,312
Remarks: Waterfront Living in the Highly Sought-After Point Brittany Experience coastal living at its finest in this maintained two-bedroom, two-bath condominium offering 1,175 square feet of comfortable living space in the award-winning, gated Point Brittany community. The desirable 5th floor, this residence showcases stunning views of Boca Ciega Bay from the side of the balcony and unforgettable sunsets that create the perfect backdrop for everyday living. Freshly painted Inside, the thoughtfully designed split-bedroom floor plan provides both privacy and functionality. Each bedroom features generous walk-in closets, while the light-filled living and dining areas offer an inviting space for relaxing or entertaining. The kitchen provides ample workspace and storage, making meal preparation both convenient and enjoyable. Walk down to the community dock and unwind in the evening while watching dolphins glide through the bay as the sun sets Point Brittany offers a true resort-style lifestyle within a vibrant 55+ waterfront community. Residents enjoy access to four heated pools, a jacuzzi, fitness center, sauna, and an elegant clubhouse with ballroom, billiards, and library. Outdoor amenities include lighted tennis courts, pickleball and shuffleboard, a waterfront pavilion, fishing pier with water and electricity, kayak launch and storage, and beautifully illuminated walking paths along the shoreline. Additional on-site conveniences include a hair salon, medical offices, and professional services. Ideally located just two miles from the pristine beaches of St. Pete Beach, Pass-a-Grille, and Fort De Soto State Park, this residence also offers easy access to downtown St. Petersburg’s renowned dining, arts, and entertainment, as well as Tampa International Airport. Enjoy the perfect blend of comfort, community, and coastal beauty.
Listing is courtesy of: TARAPANI BANTHER & ASSOC LLC (727-201-0085)
Listing Agent: Judy Eaves (727-692-0098)
5108 BRITTANY DR S #607, ST PETERSBURG, FL 33715
$299,00014 Days on yellowkey MLS ID: TB8507559
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1605 Built: 1969Monthly Fee: $1,223 Tax: $6,217 (2025)Community: Bayway Isles Point Brittany TwoCondo
Taxes:$6,217
Remarks: Tropical island setting and expansive water views are yours to enjoy from this spacious 1,605 Sq Foot Point Brittany condo with impact windows being sold fully furnished/turnkey. Covered Parking space #32 is steps away from the building entryway. There is an exterior storage room and laundry included in your amenities. You will take notice of the pride of ownership and appreciate the flowing floorplan. Spectacular WATER VIEWS from your spacious 14x26 Living/dining area, 14x14 Family Room, 14x7 Sun Room, 14x24 Master and 13x15 2nd Bedroom! Point Brittany has it all! Point Brittany offers a myriad of amenities to accommodate a wide range of interests. The 55+ community boasts four heated swimming pools, a jacuzzi/hot tub, four HAR-TRU tennis courts lighted for night play, pickleball and shuffleboard courts and a waterfront Pavilion picnic and event area with a fire pit. A walkway path hugs the serene waterfront where a kayak storage area and launching dock, a fishing pier and deep-water boat docks can be found. The Point Brittany Residents Club is a hub of activity featuring a state-of-the-art fitness facility, saunas, a billiard room, a library, the elegant Ballroom and multiple additional activity rooms. At Point Brittany, a busy schedule is planned for community wide, festive, social and culinary events as well as regularly scheduled activity groups to tempt any interest. These include yoga, a variety of exercise classes, card and other games groups, a book discussion group, art and writing classes and much more. Within the grounds is a family-owned medical office with a GP, nurse, physical therapist, and podiatrist, as well as a beauty salon for your convenience. Adjacent to the property is the Bayway Country Store and Butcher Shoppe offering meat, seafood, premade fare: sandwiches, seafood dips, salads, soups, smoked fish and more…people drive miles for their products! Just minutes to St. Pete Beach, Ft. DeSoto Park, Downtown St. Pete, shopping, restaurants and interstate 275. Become an islander at Point Brittany!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)
Listing Agent: Debbie Kleinman (727-433-1369)
5130 BRITTANY DR S #1002, ST PETERSBURG, FL 33715
$299,90082 Days on yellowkey MLS ID: A4687843
REDUCED by $20,000 (6.3%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1605 Built: 1969 Tax: $3,351 (2025)Community: Bayway Isles Point Brittany ThreeSpa: YesCondo
Taxes:$3,351
Remarks: Beautiful waterfront condo with fantastic views of Boca Ciega Bay in the highly desirable Point Brittany 55+ community is available now! The 2-bedroom, 2-bathroom, 10th floor condominium features newer, high efficiency windows, a new AC unit (2024), ample storage, and ceramic tile in majority of living spaces. The unit is well-maintained, bright, sunny, and spacious. Elevators and no-fee laundry facilities on each floor. The building has passed the Structural Milestone inspection and is well-equipped to withstand storms for peace of mind. One assigned parking spot with ample guest parking. Experience all St. Petersburg provides with easy highway access you are just minutes from downtown St. Pete, Pass-a-Grille, and Fort de Soto. The secure, gated community features 4 heated pools, a hot tub and sauna, and a beautiful communal clubhouse with an active social calendar. Residents enjoy beautiful landscaping and waterfront walking paths. There are boat and fishing docks, canoe and kayak storage, tennis and pickleball courts, a fire pit, large fitness center with classes, as well as a general store, hair salon, and doctors’ office on the premises. Don’t miss out on your chance to experience the beauty, comfort, and community that Point Brittany provides!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Gerard Green (716-866-8307)
5220 BRITTANY DR S #409, ST PETERSBURG, FL 33715
$299,00072 Days on yellowkey MLS ID: TB8496135
REDUCED by $20,000 (6.3%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1972 Tax: $4,292 (2025)Community: Bayway Isles Point Brittany FiveCondo
Taxes:$4,292
Remarks: Welcome to your new updated coastal retreat at Point Brittany! This thoughtfully renovated 2 bedroom/2 full bathroom condo offers the perfect blend of modern luxury and the location for relaxed Florida living. Step inside to discover a bright, open layout enhanced by stylish upgrades throughout. The open wall and breakfast bar in the updated kitchen create an inviting atmosphere ideal for both everyday living and entertaining. Every detail has been carefully considered, giving the home a polished, move-in-ready feel. Both the primary and guest bathrooms have been elevated with high-end marble tile, delivering a spa-like experience that adds a touch of elegance and sophistication. These luxurious finishes set this unit apart, offering comfort and quality you can see and feel. Step outside and enjoy peaceful views from your private balcony, perfect for morning coffee or winding down in the evening. As a bonus not only does this unit convey with a deeded parking space, but it is located in a prime spot just steps into the covered garage. Whether you are looking for a full-time residence or seasonal escape, this updated condo is a standout choice. Residents of Point Brittany enjoy a 55+ resort-style community featuring multiple pools, a clubhouse with fitness center and social spaces, tennis and pickleball courts, and scenic walking paths along Boca Ciega Bay. Boating and water lovers will appreciate the community docks, kayak launch, and fishing piers. Ideally on the Pinellas Bayway, Point Brittany is located just minutes from the world class beaches of Fort Desoto and St. Pete Beach or less than 15 minutes away from all downtown St. Pete has to has to offer.
Listing is courtesy of: RE/MAX PREFERRED (727-367-3636)
Listing Agent: Joe Filicko (727-294-1704)
5220 BRITTANY DR S #603, ST PETERSBURG, FL 33715
$275,00045 Days on yellowkey MLS ID: TB8506448
REDUCED by $24,000 (8.0%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1972 Tax: $5,238 (2025)Community: Bayway Isles Point Brittany FiveCondo
Taxes:$5,238
Remarks: STOP SCROLLING!! THIS is the one you’ve been waiting for. Book your plane tickets and fly into TPA or PIE. Tell the Uber to take you to 5220 Brittany Drive S. You'll pull up to a beautiful 15-floor building, surrounded by sparkling blue water, and a waterfront pool to the left. If you are the owner of #603 at that time, you can pull into your garage parking spot L157, the best parking space the building offers. Walk in, check your mail, say hello to a neighbor on your ride up the elevator to the 6th floor. Safe and sound on the sixth floor, also protected by hurricane shutters, this unit will feel like it's been pleasantly awaiting your arrival. Temperature at 74, come on in, this condo is NICE! It’s lunch time, come make lunch, the kitchen drawers smoothly roll out and are stocked with all the things you need. Fall into your perfectly made bed for a nap. Wake up and shower off in one of the gorgeous bathrooms before walking into your large walk-in closet to pick out the perfect outfit for dinner tonight. Make some friends pool side, or by the grills. Maybe at the gym, or in the hot tub. Speaking of dinner... are you going to the beach or are you heading to downtown St. Petersburg? You have choices when you live here and its a win-win situation. Wait for your friends to arrive and wave to them from your balcony! "Come on up!" you say. Everyone wants to know what the HOA includes..On top of ALL the amenities listed, that HOA fee pays for Management, Flood Insurance, Cable and Internet, Pest, Sewer, Trash AND Water!! You gotta "pay to play" as the say, but at least the sunshine is free! So to summarize, 55+, covered parking.. the best spot in the house, turn key move in ready home, balcony, fun stuff to do, and location location location! Two bedrooms, two bathrooms so invite your friends or family to stay. Looking forward to another friendly face inside Building 5!
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