$659,000 Upgraded and beautifully furnished, Unit 105 offers wide-plank flooring, new trim, six-panel doors, solid wood cabinetry, granite countertops, brushed nickel hardware, an updated electrical panel, and a beautifully renovated bath with a walk-in shower. Impact-rated windows and sliding doors frame expansive west and north views along the coastline. Sandy Shores is a highly popular vacation-rental building with no limits on rental frequency or owner use. Located directly across from John’s Pass Village and Boardwalk, with shops, restaurants, water activities, and dolphin-watching excursions just steps away. 1 Beds ⋅ 1 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code Upgraded and beautifully furnished, Unit 105 offers wide-plank flooring, new trim, six-panel doors, solid wood cabinetry, granite countertops, brushed nickel hardware, an updated electrical panel, and a beautifully renovated bath with a walk-in shower. Impact-rated windows and sliding doors frame expansive west and north views along the coastline. Sandy Shores is a highly popular vacation-rental building with no limits on rental frequency or owner use. Located directly across from John’s Pass Village and Boardwalk, with shops, restaurants, water activities, and dolphin-watching excursions just steps away. 12924 Gulf Boulevard Unit 105, Madeira Beach
$2,500,000 Invest in one of the Nation's Best Beaches! Multiple Parcels are available in this desirable commercial district in Madeira Beach. John’s Pass Village, one of the area’s most popular vacation destinations, is beloved by locals and visitors alike. With a variety of shopping and dining options, The Village also offers excursions and adventures on the land and sea! Choose a fishing charter, a Pirate Cruise, a sunset sail, watercraft rentals or just a stroll along the boardwalk – all right across the Boulevard from this Beach Side Site! The John's Pass Village Activity Center with Flexible C-1 Zoning allows for endless redevelopment opportunities within the district. Two parcels along Gulf Blvd provide 80' road frontage. Comprised of an apartment building and garage with three 1-bedroom units, one studio and a utility room, as well as an open parking lot. Existing buildings experienced flooding in 2024. All appliances and equipment on the ground level have been removed. Upstairs apartment is intact. Adjacent GULF FRONT property is also available. All inquiries welcome! Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code Invest in one of the Nation's Best Beaches! Multiple Parcels are available in this desirable commercial district in Madeira Beach. John’s Pass Village, one of the area’s most popular vacation destinations, is beloved by locals and visitors alike. With a variety of shopping and dining options, The Village also offers excursions and adventures on the land and sea! Choose a fishing charter, a Pirate Cruise, a sunset sail, watercraft rentals or just a stroll along the boardwalk – all right across the Boulevard from this Beach Side Site! The John's Pass Village Activity Center with Flexible C-1 Zoning allows for endless redevelopment opportunities within the district. Two parcels along Gulf Blvd provide 80' road frontage. Comprised of an apartment building and garage with three 1-bedroom units, one studio and a utility room, as well as an open parking lot. Existing buildings experienced flooding in 2024. All appliances and equipment on the ground level have been removed. Upstairs apartment is intact. Adjacent GULF FRONT property is also available. All inquiries welcome! 13062 Gulf Boulevard, Madeira Beach
$2,729,000 Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living! 2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living! 14048 Gulf Boulevard Unit 201, Madeira Beach
$465,000 Welcome to your charming, fully remodeled beach cottage in the heart of Madeira Beach! Nestled just one block from the Gulf of America, 13707 Plymouth Street offers a rare opportunity to own a unique coastal retreat within walking distance of sugar-white sand beaches, waterfront dining, shopping, and entertainment. Recently updated from top to bottom, this beautifully renovated cottage blends timeless Old Florida charm with modern finishes and conveniences. Thoughtfully redesigned to maximize comfort and functionality, the home showcases a bright, inviting interior that perfectly captures the relaxed coastal lifestyle. Whether you're searching for a primary residence, vacation getaway, second home, or income-producing investment property, this one-of-a-kind beach bungalow is sure to impress. Located just steps from public beach access and approximately .8 miles to the world-famous John's Pass Village & Boardwalk, you'll enjoy easy access to waterfront restaurants, boutique shopping, fishing charters, dolphin cruises, live entertainment, and some of the area's most popular attractions. Spend your mornings walking the beach, afternoons boating or fishing, and evenings enjoying spectacular Gulf sunsets. The property's prime location provides convenient access to St. Pete Beach, Treasure Island, downtown St. Petersburg, Tampa International Airport, and all that Florida's Gulf Coast has to offer. With its unbeatable walkability, coastal character, and extensive recent updates, opportunities like this are increasingly rare. Experience the best of beach living in this charming and unique Madeira Beach cottage—where modern updates meet timeless coastal charm just steps from the sand. 3 Beds ⋅ 2 Baths ⋅ Gulf Shores Harbor Sub SubDv. ⋅ 33708 Zip Code Welcome to your charming, fully remodeled beach cottage in the heart of Madeira Beach! Nestled just one block from the Gulf of America, 13707 Plymouth Street offers a rare opportunity to own a unique coastal retreat within walking distance of sugar-white sand beaches, waterfront dining, shopping, and entertainment. Recently updated from top to bottom, this beautifully renovated cottage blends timeless Old Florida charm with modern finishes and conveniences. Thoughtfully redesigned to maximize comfort and functionality, the home showcases a bright, inviting interior that perfectly captures the relaxed coastal lifestyle. Whether you're searching for a primary residence, vacation getaway, second home, or income-producing investment property, this one-of-a-kind beach bungalow is sure to impress. Located just steps from public beach access and approximately .8 miles to the world-famous John's Pass Village & Boardwalk, you'll enjoy easy access to waterfront restaurants, boutique shopping, fishing charters, dolphin cruises, live entertainment, and some of the area's most popular attractions. Spend your mornings walking the beach, afternoons boating or fishing, and evenings enjoying spectacular Gulf sunsets. The property's prime location provides convenient access to St. Pete Beach, Treasure Island, downtown St. Petersburg, Tampa International Airport, and all that Florida's Gulf Coast has to offer. With its unbeatable walkability, coastal character, and extensive recent updates, opportunities like this are increasingly rare. Experience the best of beach living in this charming and unique Madeira Beach cottage—where modern updates meet timeless coastal charm just steps from the sand. 13707 Plymouth Street, Madeira Beach
$2,699,000 STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct deep-water access. Beautifully renovated, this 4-bedroom, 3-bath home (gross 4,800 sq. ft.) features an open floor plan that showcases breathtaking open-water views from nearly every living space. Perfect for boater enthusiasts and minutes to John’s Pass and the Gulf of Mexico, the property offers a 2018 Trex-deck dock with full power and water, a 35,000-lb lift and a 16,000-lb lift — deep water in a no-wake zone for large vessels and only a five-minute boat ride to John’s Pass and the Gulf. Thoughtfully appointed for entertaining, the lower level hosts a custom bar area with a beer fridge and ice maker, while the expansive rear patio includes an outdoor kitchen and grilling area. The chef’s kitchen features custom cabinetry, Quartz/Cambria countertops and newer stainless steel appliances overlooking the oversized back deck and waterfront. The spacious second-floor master suite offers a large walk-in closet and an en suite with a travertine shower and sunken tub. Luxury finishes include luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding and casings. Recent upgrades include new hurricane-impact sliders and windows throughout, New water softener system 2024, pool resurfaced 2022, new pool heater 2022, and a Hayward Pro-Grid water heater (2021). Notably, the home did NOT flood during Hurricane Helene. Enjoy island living in a friendly golf-cart community just 2 miles from Madeira Beaches sands. This is coastal luxury with unmatched waterfront lifestyle — schedule your private showing today. 4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct deep-water access. Beautifully renovated, this 4-bedroom, 3-bath home (gross 4,800 sq. ft.) features an open floor plan that showcases breathtaking open-water views from nearly every living space. Perfect for boater enthusiasts and minutes to John’s Pass and the Gulf of Mexico, the property offers a 2018 Trex-deck dock with full power and water, a 35,000-lb lift and a 16,000-lb lift — deep water in a no-wake zone for large vessels and only a five-minute boat ride to John’s Pass and the Gulf. Thoughtfully appointed for entertaining, the lower level hosts a custom bar area with a beer fridge and ice maker, while the expansive rear patio includes an outdoor kitchen and grilling area. The chef’s kitchen features custom cabinetry, Quartz/Cambria countertops and newer stainless steel appliances overlooking the oversized back deck and waterfront. The spacious second-floor master suite offers a large walk-in closet and an en suite with a travertine shower and sunken tub. Luxury finishes include luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding and casings. Recent upgrades include new hurricane-impact sliders and windows throughout, New water softener system 2024, pool resurfaced 2022, new pool heater 2022, and a Hayward Pro-Grid water heater (2021). Notably, the home did NOT flood during Hurricane Helene. Enjoy island living in a friendly golf-cart community just 2 miles from Madeira Beaches sands. This is coastal luxury with unmatched waterfront lifestyle — schedule your private showing today. 503 Johns Pass Avenue, Madeira Beach
$750,000 Welcome to your dream coastal retreat! This lovely 2-bedroom, 2-bathroom CORNER UNIT offers the perfect combination of luxury, convenience, and serene beachfront living. Boasting mesmerizing views of the Gulf, this condo is ready to be updated any way you please adding your very own personal touches. This is one of the few units that has a full WRAP-AROUND PORCH and floor to ceiling windows at both the West and South orientations of the building providing an abundance of natural light. The hurricane shutters are electric operated. As you enter the unit, you’ll notice the beautiful beveled edge TRAVERTINE MARBLE FLOORS that cover the main living areas. Each bedroom has its own updated en-suite bathroom with newer granite countertop vanities. The kitchen is original, completely functional in its as-is condition, and waiting for you to customize it to your liking. This END UNIT is also one of the few that has a BONUS ROOM adjacent to the kitchen with electrical running to it. It could be used as an eat-in den, additional storage, or office space. You could very easily move the washer and dryer (currently in the kitchen) into this bonus space in order to expand the kitchen countertop and cabinets. The decision is yours! 2021 ELECTRICAL PANEL updated to the latest electrical standards. HVAC was replaced in 2018 and owner has it serviced every year. Other community features include heated pool and spa with beach views, private dedicated parking space with plenty of guest parking, elevator access, secure key access to the building, pet-friendly community (see association rules), 30-day minimum rental policy for great income potential (see association rules). This is a well-managed community. The roof was recently redone as well as the milestone inspection and reserve study. Maintenance-free living with spectacular sunset views and direct access to the magnificent Gulf of Mexico. What could be better! Easy access to John’s Pass, restaurants galore, public parks, grocery stores, hospitals. You will never run out of things to do! Schedule a showing today to take a look at this little slice of paradise. 2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code Welcome to your dream coastal retreat! This lovely 2-bedroom, 2-bathroom CORNER UNIT offers the perfect combination of luxury, convenience, and serene beachfront living. Boasting mesmerizing views of the Gulf, this condo is ready to be updated any way you please adding your very own personal touches. This is one of the few units that has a full WRAP-AROUND PORCH and floor to ceiling windows at both the West and South orientations of the building providing an abundance of natural light. The hurricane shutters are electric operated. As you enter the unit, you’ll notice the beautiful beveled edge TRAVERTINE MARBLE FLOORS that cover the main living areas. Each bedroom has its own updated en-suite bathroom with newer granite countertop vanities. The kitchen is original, completely functional in its as-is condition, and waiting for you to customize it to your liking. This END UNIT is also one of the few that has a BONUS ROOM adjacent to the kitchen with electrical running to it. It could be used as an eat-in den, additional storage, or office space. You could very easily move the washer and dryer (currently in the kitchen) into this bonus space in order to expand the kitchen countertop and cabinets. The decision is yours! 2021 ELECTRICAL PANEL updated to the latest electrical standards. HVAC was replaced in 2018 and owner has it serviced every year. Other community features include heated pool and spa with beach views, private dedicated parking space with plenty of guest parking, elevator access, secure key access to the building, pet-friendly community (see association rules), 30-day minimum rental policy for great income potential (see association rules). This is a well-managed community. The roof was recently redone as well as the milestone inspection and reserve study. Maintenance-free living with spectacular sunset views and direct access to the magnificent Gulf of Mexico. What could be better! Easy access to John’s Pass, restaurants galore, public parks, grocery stores, hospitals. You will never run out of things to do! Schedule a showing today to take a look at this little slice of paradise. 14900 Gulf Boulevard Unit 401, Madeira Beach
$650,000 Welcome home to this fantastic duplex on Madeira Beach, located just 5 blocks from world famous Johns Pass! This investment opportunity is situated perfectly and is located only 1 block to a public beach access and 1 block to a neighborhood park on the bay side. Step inside and fall in love with this light and bright gem, both units feature open living designs and spacious bedrooms. There are 2 separate laundry/storage rooms and there is a double carport on the beach side unit and a 4 car wide concrete parking pad for the bay side unit. Updates are numerous and done to an extreme high level that must be seen in person to fully appreciate! They include the flooring, full kitchen remodels, bathroom remodels, double pane vinyl windows, new base trim and interior doors, fiberglass exterior doors and a new shingle roof in 2025 (Car-port roof not included). Step out back and see where this residence really shines, there is a double wide carport giving ample space in the shade while still allowing space for parking. This duplex has a truly special feel to it; you will love sitting outside and relaxing while enjoying the sea breezes in the shade. This opportunity would be perfect for an owner occupant on one side and rental on the other. Madeira beach allows seasonal 3-month rentals. This is a special property that must be seen in person to fully appreciate, hurry do not miss it! 4 Beds ⋅ 2 Baths ⋅ Mitchell's Beach Revised SubDv. ⋅ 33708 Zip Code Welcome home to this fantastic duplex on Madeira Beach, located just 5 blocks from world famous Johns Pass! This investment opportunity is situated perfectly and is located only 1 block to a public beach access and 1 block to a neighborhood park on the bay side. Step inside and fall in love with this light and bright gem, both units feature open living designs and spacious bedrooms. There are 2 separate laundry/storage rooms and there is a double carport on the beach side unit and a 4 car wide concrete parking pad for the bay side unit. Updates are numerous and done to an extreme high level that must be seen in person to fully appreciate! They include the flooring, full kitchen remodels, bathroom remodels, double pane vinyl windows, new base trim and interior doors, fiberglass exterior doors and a new shingle roof in 2025 (Car-port roof not included). Step out back and see where this residence really shines, there is a double wide carport giving ample space in the shade while still allowing space for parking. This duplex has a truly special feel to it; you will love sitting outside and relaxing while enjoying the sea breezes in the shade. This opportunity would be perfect for an owner occupant on one side and rental on the other. Madeira beach allows seasonal 3-month rentals. This is a special property that must be seen in person to fully appreciate, hurry do not miss it! 13440 1st Street E, Madeira Beach
$339,900 PRICE IMPROVEMENT! Don’t miss this opportunity to own a fabulous condo just steps from the gorgeous Gulf beaches in desirable Madeira Beach! The Madeira Beach Yacht Club condos are NOT AGE RESTRICTED AND ALLOW 7-DAY MINIMUM RENTALS, making this an excellent option for full-time residents, snowbirds, or investors. Perfectly situated on the Intracoastal Waterway, the community offers beautiful sunrise and sunset views and is within walking distance to shopping, restaurants, and local attractions. This turnkey 2-story, 1-bedroom/1.5 bath condo has been beautifully updated and comes FULLY FURNISHED with new furniture, including a sleeper sofa. Recent upgrades include a NEW ROOF (2025), HVAC (2025), water heater (2024), range (2023), electric panel (2020), and HURRICANE-IMPACT WINDOWS (2018). The cozy living area features a wood-burning fireplace, while the functional kitchen offers granite countertops, wood cabinetry, and a convenient pass-through to the dining area. Additional features include a bonus room and PRIVATE LAUNDRY. Residents enjoy resort-style amenities including 2 swimming pools, a hot tub, sauna, clubhouse, fitness center, fishing docks, outdoor grills, picnic areas, and more. Flood insurance is included in the monthly condo fees! Schedule your private showing today! 1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code PRICE IMPROVEMENT! Don’t miss this opportunity to own a fabulous condo just steps from the gorgeous Gulf beaches in desirable Madeira Beach! The Madeira Beach Yacht Club condos are NOT AGE RESTRICTED AND ALLOW 7-DAY MINIMUM RENTALS, making this an excellent option for full-time residents, snowbirds, or investors. Perfectly situated on the Intracoastal Waterway, the community offers beautiful sunrise and sunset views and is within walking distance to shopping, restaurants, and local attractions. This turnkey 2-story, 1-bedroom/1.5 bath condo has been beautifully updated and comes FULLY FURNISHED with new furniture, including a sleeper sofa. Recent upgrades include a NEW ROOF (2025), HVAC (2025), water heater (2024), range (2023), electric panel (2020), and HURRICANE-IMPACT WINDOWS (2018). The cozy living area features a wood-burning fireplace, while the functional kitchen offers granite countertops, wood cabinetry, and a convenient pass-through to the dining area. Additional features include a bonus room and PRIVATE LAUNDRY. Residents enjoy resort-style amenities including 2 swimming pools, a hot tub, sauna, clubhouse, fitness center, fishing docks, outdoor grills, picnic areas, and more. Flood insurance is included in the monthly condo fees! Schedule your private showing today! 169 Medallion Boulevard Unit E, Madeira Beach
$2,495,000 WELCOME TO 547 JOHNS PASS AVENUE A RARE OPEN WATER ESTATE FEATURING TWO PRIMARY SUITES, BREATHTAKING PANORAMIC VIEWS, AND THE ULTIMATE FLORIDA WATERFRONT LIFESTYLE. Perfectly positioned on an expansive stretch of wide-open water, this extraordinary coastal retreat was thoughtfully designed to capture spectacular views from nearly every room while blending luxurious indoor-outdoor living seamlessly throughout the home. From the moment you arrive, the circular paver driveway, lush tropical landscaping, and striking coastal architecture create an unforgettable first impression. Step through the grand entryway into a light-filled open-concept floorplan where soaring ceilings, oversized windows, and endless water views immediately steal the show. Designed for both elegant everyday living and effortless entertaining, the expansive living and dining spaces flow beautifully into the gourmet chef’s kitchen featuring custom cabinetry, stunning quartz countertops, oversized center island, premium Bosch appliances, designer backsplash, abundant storage, and an impressive wet bar with beverage refrigeration. Every detail has been thoughtfully curated to complement the home’s coastal aesthetic. One of the home’s most exceptional features is the presence of TWO PRIVATE PRIMARY SUITES offering incredible flexibility for multigenerational living, guests, or creating the ultimate private retreat experience. The first-floor primary suite features a spacious walk-in closet, ensuite bath, and convenient access to the main living areas, while two additional well-appointed guest bedrooms share a beautifully updated guest bathroom. A spacious laundry room is also conveniently located on the first floor. The entire second floor is dedicated to the luxurious grand primary retreat a true sanctuary of peace and tranquility. Wake up each morning to breathtaking sunrises and sweeping open water views through oversized windows designed to showcase the incredible scenery. This remarkable suite offers a spa-inspired ensuite bath, expansive walk-in closet space, private waterfront balcony, and a loft/office area ideal for working remotely while overlooking one of the most spectacular waterfront settings on the Gulf Coast. The upstairs retreat feels like a private penthouse oasis suspended above the water. Step outside into your private waterfront paradise where resort-style living awaits. The expansive travertine pool deck surrounds the sparkling saltwater pool and creates multiple areas for lounging, dining, and entertaining while overlooking the stunning open water backdrop. The covered balcony provides the perfect setting for morning coffee, evening cocktails, and unforgettable sunsets. Boating enthusiasts will appreciate the private dock and lift with direct access to open water. Every detail of this exceptional residence has been carefully designed to embrace the beauty of waterfront living while offering luxury, comfort, and functionality. With its rare dual primary suite layout, breathtaking views, and seamless indoor-outdoor design, this is more than just a home it is a private coastal sanctuary designed to experience the very best of luxury waterfront living. 4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code WELCOME TO 547 JOHNS PASS AVENUE A RARE OPEN WATER ESTATE FEATURING TWO PRIMARY SUITES, BREATHTAKING PANORAMIC VIEWS, AND THE ULTIMATE FLORIDA WATERFRONT LIFESTYLE. Perfectly positioned on an expansive stretch of wide-open water, this extraordinary coastal retreat was thoughtfully designed to capture spectacular views from nearly every room while blending luxurious indoor-outdoor living seamlessly throughout the home. From the moment you arrive, the circular paver driveway, lush tropical landscaping, and striking coastal architecture create an unforgettable first impression. Step through the grand entryway into a light-filled open-concept floorplan where soaring ceilings, oversized windows, and endless water views immediately steal the show. Designed for both elegant everyday living and effortless entertaining, the expansive living and dining spaces flow beautifully into the gourmet chef’s kitchen featuring custom cabinetry, stunning quartz countertops, oversized center island, premium Bosch appliances, designer backsplash, abundant storage, and an impressive wet bar with beverage refrigeration. Every detail has been thoughtfully curated to complement the home’s coastal aesthetic. One of the home’s most exceptional features is the presence of TWO PRIVATE PRIMARY SUITES offering incredible flexibility for multigenerational living, guests, or creating the ultimate private retreat experience. The first-floor primary suite features a spacious walk-in closet, ensuite bath, and convenient access to the main living areas, while two additional well-appointed guest bedrooms share a beautifully updated guest bathroom. A spacious laundry room is also conveniently located on the first floor. The entire second floor is dedicated to the luxurious grand primary retreat a true sanctuary of peace and tranquility. Wake up each morning to breathtaking sunrises and sweeping open water views through oversized windows designed to showcase the incredible scenery. This remarkable suite offers a spa-inspired ensuite bath, expansive walk-in closet space, private waterfront balcony, and a loft/office area ideal for working remotely while overlooking one of the most spectacular waterfront settings on the Gulf Coast. The upstairs retreat feels like a private penthouse oasis suspended above the water. Step outside into your private waterfront paradise where resort-style living awaits. The expansive travertine pool deck surrounds the sparkling saltwater pool and creates multiple areas for lounging, dining, and entertaining while overlooking the stunning open water backdrop. The covered balcony provides the perfect setting for morning coffee, evening cocktails, and unforgettable sunsets. Boating enthusiasts will appreciate the private dock and lift with direct access to open water. Every detail of this exceptional residence has been carefully designed to embrace the beauty of waterfront living while offering luxury, comfort, and functionality. With its rare dual primary suite layout, breathtaking views, and seamless indoor-outdoor design, this is more than just a home it is a private coastal sanctuary designed to experience the very best of luxury waterfront living. 547 Johns Pass Avenue, Madeira Beach
$414,900 One or more photo(s) has been virtually staged. INVESTOR & SNOWBIRD PARADISE WITH FULLY FUNDED RESERVES! 7-DAY MINIMUM RENTAL meets ultimate peace of mind in the heart of Madeira Beach. Buyers and investors can purchase with absolute confidence, as the HOA SIRS is fully funded per Florida Law, the Milestone Inspection passed, and there are NO special assessments scheduled. Welcome to your completely renovated, GROUND FLOOR coastal oasis in the highly sought-after Madeira Beach Yacht Club. Meticulously updated in 2026 with high-end modern finishes, this 2BR/2BA (master en-suite) gem delivers the perfect blend of luxury and convenience—whether you are looking for a full-time residence, a turnkey snowbird retreat, or a high-yield investment property that can generate strong short-term rental income. Step inside to a bright, open-concept great room featuring durable laminate flooring, sleek 5" baseboards, and a thoughtful hallway layout that optimizes bedroom privacy. The heart of the home is a gourmet kitchen boasting BRAND NEW QUARTZ COUNTERTOPS, crisp shaker cabinets, and brand-new stainless steel appliances, while both bathrooms shine with matching quartz surfaces. For ultimate convenience, a stackable washer/dryer hookup is located right in the guest bedroom closet, and the unit comes with the rare perk of two dedicated parking spots. Unwind on not one, but TWO large screened-in lanais—including one configured as a Florida Room. Both feature ceiling fans and are perfect for bug-free al fresco dining, featuring a completely replaced front lanai frame, screens, and doors as of 2026. Step out your door and you are just paces away from one of two pristine community pools, perfectly positioned far enough away to ensure zero noise disruption. Leave the car parked, because location is everything here. You are just a minutes-long stroll from the sugar-white sands of the Gulf of Mexico, local grocery stores, and daily essentials. Directly across the street lies ROC Park, featuring tennis/pickleball courts, basketball, a dog park, a water splash pad, a fishing pier, and an amphitheater for live concerts and seasonal festivals. You are also within easy walking distance to world-famous John’s Pass Village & Boardwalk for endless waterfront dining, shopping, bars, jet ski rentals, and fishing charters. Your monthly HOA fee offers true hassle-free living and covers Building Flood Insurance, Water, Trash, Internet, Basic Cable, Pool Maintenance, Grounds Landscaping, and robust Reserve Funding. Whether you’re dreaming of the ultimate beach lifestyle or a lucrative income-generating property in a high-demand vacation zone, this ground-floor masterpiece delivers it all. Schedule your private tour today and make Madeira Beach your reality! 2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code One or more photo(s) has been virtually staged. INVESTOR & SNOWBIRD PARADISE WITH FULLY FUNDED RESERVES! 7-DAY MINIMUM RENTAL meets ultimate peace of mind in the heart of Madeira Beach. Buyers and investors can purchase with absolute confidence, as the HOA SIRS is fully funded per Florida Law, the Milestone Inspection passed, and there are NO special assessments scheduled. Welcome to your completely renovated, GROUND FLOOR coastal oasis in the highly sought-after Madeira Beach Yacht Club. Meticulously updated in 2026 with high-end modern finishes, this 2BR/2BA (master en-suite) gem delivers the perfect blend of luxury and convenience—whether you are looking for a full-time residence, a turnkey snowbird retreat, or a high-yield investment property that can generate strong short-term rental income. Step inside to a bright, open-concept great room featuring durable laminate flooring, sleek 5" baseboards, and a thoughtful hallway layout that optimizes bedroom privacy. The heart of the home is a gourmet kitchen boasting BRAND NEW QUARTZ COUNTERTOPS, crisp shaker cabinets, and brand-new stainless steel appliances, while both bathrooms shine with matching quartz surfaces. For ultimate convenience, a stackable washer/dryer hookup is located right in the guest bedroom closet, and the unit comes with the rare perk of two dedicated parking spots. Unwind on not one, but TWO large screened-in lanais—including one configured as a Florida Room. Both feature ceiling fans and are perfect for bug-free al fresco dining, featuring a completely replaced front lanai frame, screens, and doors as of 2026. Step out your door and you are just paces away from one of two pristine community pools, perfectly positioned far enough away to ensure zero noise disruption. Leave the car parked, because location is everything here. You are just a minutes-long stroll from the sugar-white sands of the Gulf of Mexico, local grocery stores, and daily essentials. Directly across the street lies ROC Park, featuring tennis/pickleball courts, basketball, a dog park, a water splash pad, a fishing pier, and an amphitheater for live concerts and seasonal festivals. You are also within easy walking distance to world-famous John’s Pass Village & Boardwalk for endless waterfront dining, shopping, bars, jet ski rentals, and fishing charters. Your monthly HOA fee offers true hassle-free living and covers Building Flood Insurance, Water, Trash, Internet, Basic Cable, Pool Maintenance, Grounds Landscaping, and robust Reserve Funding. Whether you’re dreaming of the ultimate beach lifestyle or a lucrative income-generating property in a high-demand vacation zone, this ground-floor masterpiece delivers it all. Schedule your private tour today and make Madeira Beach your reality! 337 Rex Place Unit A, Madeira Beach
$4,495,000 Enjoy restful coastal living in this traditionally styled, direct beach, gulf-front home featuring six bedrooms, four full baths and two half-baths. A scenic three blocks from charming Johns Pass Village with its quaint shops, restaurants, boating, boardwalks and entertainment. This home was completely remodeled in 2009, including hickory wood flooring, top-of-the-line interior décor, along with granite and classic tile throughout. The home is on a deep, sandy, rich beach with inviting, panoramic views of the Gulf of Mexico. Enjoy two large, gulf-front balconies, one off the living area and another private balcony off the main suite, with its architecturally designed, vaulted ceiling. Check out the luxurious primary bath with its bay-windowed, jetted tub providing luxurious Gulf of Mexico and sunset views. This private home is being offered fully furnished and equipped. The interior of the home has a large living room with fireplace, dining room and kitchen, including a gulf-front breakfast nook. Floor-to-ceiling sliding glass doors take you from this area of the residence to your expansive balcony that overlooks the beach. This level of the home also has a large, interior family room/game room as well as a first floor guest bedroom and an attractive sitting /entry lounge. In addition to the 4,000 square feet of this home’s traditional coastal design, there is a unique first-level leisure activity room which provides an inviting atmosphere for entertaining and casual relaxation! The innovative architectural design provides the pool and beach level with a unique, versatile area to accommodate various family activities like parties, cookouts, playing games or watching movies. This area comfortably provides an indoor area with direct access to the pool and beach. This leisure activity room is further enhanced with a large beach-kitchen, including refrigerator, bath, and washer and dryer, all designed to provide the home with a fully enclosed, special area to enjoy the pool, beach and outside amenities without worrying about tracking sand, water or beach toys into the living area of the home. Uniquely designed light and bright with elevator service to the upstairs and the leisure activity room’s direct access to the swimming pool, sundeck, covered beach lanai, and of course, your beach, making this a fantastic addition to the home. The garage has enough space to accommodate four vehicles, along with a secure storage room and utility room, plus elevator access to the upper levels of the home as well as the leisure activity room. 6 Beds ⋅ 6 Baths ⋅ Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code Enjoy restful coastal living in this traditionally styled, direct beach, gulf-front home featuring six bedrooms, four full baths and two half-baths. A scenic three blocks from charming Johns Pass Village with its quaint shops, restaurants, boating, boardwalks and entertainment. This home was completely remodeled in 2009, including hickory wood flooring, top-of-the-line interior décor, along with granite and classic tile throughout. The home is on a deep, sandy, rich beach with inviting, panoramic views of the Gulf of Mexico. Enjoy two large, gulf-front balconies, one off the living area and another private balcony off the main suite, with its architecturally designed, vaulted ceiling. Check out the luxurious primary bath with its bay-windowed, jetted tub providing luxurious Gulf of Mexico and sunset views. This private home is being offered fully furnished and equipped. The interior of the home has a large living room with fireplace, dining room and kitchen, including a gulf-front breakfast nook. Floor-to-ceiling sliding glass doors take you from this area of the residence to your expansive balcony that overlooks the beach. This level of the home also has a large, interior family room/game room as well as a first floor guest bedroom and an attractive sitting /entry lounge. In addition to the 4,000 square feet of this home’s traditional coastal design, there is a unique first-level leisure activity room which provides an inviting atmosphere for entertaining and casual relaxation! The innovative architectural design provides the pool and beach level with a unique, versatile area to accommodate various family activities like parties, cookouts, playing games or watching movies. This area comfortably provides an indoor area with direct access to the pool and beach. This leisure activity room is further enhanced with a large beach-kitchen, including refrigerator, bath, and washer and dryer, all designed to provide the home with a fully enclosed, special area to enjoy the pool, beach and outside amenities without worrying about tracking sand, water or beach toys into the living area of the home. Uniquely designed light and bright with elevator service to the upstairs and the leisure activity room’s direct access to the swimming pool, sundeck, covered beach lanai, and of course, your beach, making this a fantastic addition to the home. The garage has enough space to accommodate four vehicles, along with a secure storage room and utility room, plus elevator access to the upper levels of the home as well as the leisure activity room. 13303 Gulf Lane, Madeira Beach
$325,000 This furnished one-bedroom condo on the second floor sits inside a gated waterfront community steps from the Gulf of Mexico, positioned as a personal retreat and a short-term rental that can carry its own weight. The 1-week minimum lease and consistent visitor demand in this zip code make it one of the cleaner income plays on the Pinellas beach corridor. The open floor plan moves easily from the kitchen through to the living space, with solid wood cabinets, granite counters, and ceramic tile throughout. An in-unit washer and dryer are tucked neatly into the kitchen, a practical detail that adds convenience to your routine. The bedroom has a relaxed coastal feel, dual closets, and a private en-suite bath with an oversized walk-in glass shower and granite vanity. The community earns its keep: two heated pools, a hot tub, four fishing piers, a community boat ramp, clubhouse, and fitness center, all within a gated waterfront property on Boca Ciega Bay. The HOA covers cable, water, sewer, trash, pest control, exterior maintenance, and pool upkeep. Cross Gulf Boulevard and you're on the sand. John's Pass Village, Clearwater Beach, and St. Pete Beach are all a short drive in either direction. Offered fully furnished, this short-term rental eligible Madeira Beach condo at this price point is worth a conversation. 1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code This furnished one-bedroom condo on the second floor sits inside a gated waterfront community steps from the Gulf of Mexico, positioned as a personal retreat and a short-term rental that can carry its own weight. The 1-week minimum lease and consistent visitor demand in this zip code make it one of the cleaner income plays on the Pinellas beach corridor. The open floor plan moves easily from the kitchen through to the living space, with solid wood cabinets, granite counters, and ceramic tile throughout. An in-unit washer and dryer are tucked neatly into the kitchen, a practical detail that adds convenience to your routine. The bedroom has a relaxed coastal feel, dual closets, and a private en-suite bath with an oversized walk-in glass shower and granite vanity. The community earns its keep: two heated pools, a hot tub, four fishing piers, a community boat ramp, clubhouse, and fitness center, all within a gated waterfront property on Boca Ciega Bay. The HOA covers cable, water, sewer, trash, pest control, exterior maintenance, and pool upkeep. Cross Gulf Boulevard and you're on the sand. John's Pass Village, Clearwater Beach, and St. Pete Beach are all a short drive in either direction. Offered fully furnished, this short-term rental eligible Madeira Beach condo at this price point is worth a conversation. 159 Medallion Boulevard Unit F, Madeira Beach
$2,490,000 One or more photo(s) has been virtually staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built. 3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code One or more photo(s) has been virtually staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built. 14077 N Bayshore Drive, Madeira Beach
$350,000 Nestled in the picturesque Madeira Beach, this beautifully updated and decorated 2-bedroom, 1-bath condo offers the perfect blend of comfort and convenience in a gated waterfront community. Fully furnished and turnkey, this property is ready for you to move right in. Whether you're looking for a great rental property, a full-time residence, or a second home, this condo is ideal. The prime location allows you to walk to the beach, groceries, pharmacies, restaurants, the post office, a park, and more, ensuring that all your needs are within easy reach. The community itself boasts a range of exceptional amenities, including a clubhouse, two heated pools, a workout facility, a hot tub, two saunas, a billiards room, and a library. For outdoor enthusiasts, there are four fishing piers equipped with cleaning stations and water, outdoor grilling areas, and a scenic waterfront walkway perfect for evening strolls and taking in breathtaking sunset views. This gated community truly offers a resort-like lifestyle in the heart of Madeira Beach. 2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code Nestled in the picturesque Madeira Beach, this beautifully updated and decorated 2-bedroom, 1-bath condo offers the perfect blend of comfort and convenience in a gated waterfront community. Fully furnished and turnkey, this property is ready for you to move right in. Whether you're looking for a great rental property, a full-time residence, or a second home, this condo is ideal. The prime location allows you to walk to the beach, groceries, pharmacies, restaurants, the post office, a park, and more, ensuring that all your needs are within easy reach. The community itself boasts a range of exceptional amenities, including a clubhouse, two heated pools, a workout facility, a hot tub, two saunas, a billiards room, and a library. For outdoor enthusiasts, there are four fishing piers equipped with cleaning stations and water, outdoor grilling areas, and a scenic waterfront walkway perfect for evening strolls and taking in breathtaking sunset views. This gated community truly offers a resort-like lifestyle in the heart of Madeira Beach. 260 Medallion Boulevard Unit F, Madeira Beach
$3,299,000 Stunning open-water sunset balcony views walking distance to the beach! This impressive three-story home has never been lived in and is designed for both luxurious living, sophistication, comfort and unforgettable entertaining. Inside, the residence showcases an impressive chef's dream Venetian-inspired gourmet kitchen designed to satisfy. Outfitted with an oversized 8-burner professional range, pot filler, and double ovens, this culinary space is as functional as it is striking. A 36-inch refrigerator and 36-inch freezer positioned side by side provide exceptional cold storage and convenience for large household, holiday gatherings, or upscale entertaining. Step outside to your resort-style oasis featuring a heated beach-entry pool with a swim-up bar and an attached under balcony heated 8-person spa that beautifully cascades into the pool. The hot summer southerly sun is no problem as the back balconies and 12 ft. sliding windows face North. For boating enthusiasts, your private dock offers a 9,000 lb. boat lift and an additional expansive 45-foot boat slip. Whether it's sailing, kayaking, paddleboarding or fishing from your dock prepare to have curious dolphins swim up under your feet adding that extra excitement to waterfront living. Upstairs, you'll find Italian tile throughout the second and third floors, adding timeless elegance throughout the home. The spacious primary suite features a luxurious stone floor finished double-headed walk-in shower along with an air jetted spa and tub for the ultimate inside retreat. This one-of-a-kind custom waterfront property combines luxury, comfort, boating access, and breathtaking sunset views in an exceptional coastal setting with local entertainment and activities at your doorstep. The entire home is concrete filled solid block three stories high to handle the elements. No top floor wood framing like most homes. The ground level provides garage capacity for up to 5 vehicles, allowing ample space for luxury automobiles, golf carts, water toys, or additional storage. An oversized rich wood finished elevator offers convenient access from the chandelier lit foyer to the upper floors, enhancing both comfort and accessibility throughout the home. This one-of-a-kind waterfront property offers an extraordinary combination of open-water views, beach proximity, boating accommodations, luxury amenities, and refined design making it a rare opportunity to own a premier piece of Gulf coastal real estate. 4 Beds ⋅ 5 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code Stunning open-water sunset balcony views walking distance to the beach! This impressive three-story home has never been lived in and is designed for both luxurious living, sophistication, comfort and unforgettable entertaining. Inside, the residence showcases an impressive chef's dream Venetian-inspired gourmet kitchen designed to satisfy. Outfitted with an oversized 8-burner professional range, pot filler, and double ovens, this culinary space is as functional as it is striking. A 36-inch refrigerator and 36-inch freezer positioned side by side provide exceptional cold storage and convenience for large household, holiday gatherings, or upscale entertaining. Step outside to your resort-style oasis featuring a heated beach-entry pool with a swim-up bar and an attached under balcony heated 8-person spa that beautifully cascades into the pool. The hot summer southerly sun is no problem as the back balconies and 12 ft. sliding windows face North. For boating enthusiasts, your private dock offers a 9,000 lb. boat lift and an additional expansive 45-foot boat slip. Whether it's sailing, kayaking, paddleboarding or fishing from your dock prepare to have curious dolphins swim up under your feet adding that extra excitement to waterfront living. Upstairs, you'll find Italian tile throughout the second and third floors, adding timeless elegance throughout the home. The spacious primary suite features a luxurious stone floor finished double-headed walk-in shower along with an air jetted spa and tub for the ultimate inside retreat. This one-of-a-kind custom waterfront property combines luxury, comfort, boating access, and breathtaking sunset views in an exceptional coastal setting with local entertainment and activities at your doorstep. The entire home is concrete filled solid block three stories high to handle the elements. No top floor wood framing like most homes. The ground level provides garage capacity for up to 5 vehicles, allowing ample space for luxury automobiles, golf carts, water toys, or additional storage. An oversized rich wood finished elevator offers convenient access from the chandelier lit foyer to the upper floors, enhancing both comfort and accessibility throughout the home. This one-of-a-kind waterfront property offers an extraordinary combination of open-water views, beach proximity, boating accommodations, luxury amenities, and refined design making it a rare opportunity to own a premier piece of Gulf coastal real estate. 352 145th Avenue E, Madeira Beach
$675,000 Seize an opportunity to craft your dream residence. This exceptional waterfront lot presents breathtaking open water views, ideal for those seeking the pinnacle of waterfront living. Envision the endless possibilities: developers can realize a luxurious masterpiece, while investors can unlock the vast potential this prime lot offers. Redevelopment is entirely in your hands; the property is below the market lot value. Situated in one of Florida's most sought-after beach communities, this prime location is ready for your vision! Don’t let this rare chance slip away to influence the future of St. Pete Beach. Embrace the potential, act swiftly, and leave your legacy on the Gulf Coast’s premier waterfront enclave! Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code Seize an opportunity to craft your dream residence. This exceptional waterfront lot presents breathtaking open water views, ideal for those seeking the pinnacle of waterfront living. Envision the endless possibilities: developers can realize a luxurious masterpiece, while investors can unlock the vast potential this prime lot offers. Redevelopment is entirely in your hands; the property is below the market lot value. Situated in one of Florida's most sought-after beach communities, this prime location is ready for your vision! Don’t let this rare chance slip away to influence the future of St. Pete Beach. Embrace the potential, act swiftly, and leave your legacy on the Gulf Coast’s premier waterfront enclave! 14217 E Parsley Drive, Madeira Beach
$799,000 An exceptional opportunity to build your dream waterfront residence on one of Madeira Beach's most desirable streets Bayshore Drive. Situated on a 57' x 110' lot, this property is ready for your vision while already offering outstanding waterfront amenities. Designed for boating enthusiasts, the property features an existing pool and two boat lifts, including a 20,000-pound lift installed in 2021 and a 7,500-pound lift, allowing you to begin enjoying the waterfront lifestyle immediately. Perfectly positioned just a short stroll from the sugar-sand beaches of the Gulf of Mexico, this prime location offers the ultimate blend of beachside living and effortless boating access. Spend your days cruising the Intracoastal or heading into the Gulf, then return home to enjoy Madeira Beach's renowned waterfront restaurants, local shops, entertainment, and relaxed coastal atmosphere. Whether you're envisioning a custom luxury estate or the perfect coastal retreat, this is a rare opportunity to create something truly special in one of Tampa Bay's most sought-after waterfront communities. Build your dream. Bring your boat. Live the Madeira Beach lifestyle. Gulf Shores 4th Add SubDv. ⋅ 33708 Zip Code An exceptional opportunity to build your dream waterfront residence on one of Madeira Beach's most desirable streets Bayshore Drive. Situated on a 57' x 110' lot, this property is ready for your vision while already offering outstanding waterfront amenities. Designed for boating enthusiasts, the property features an existing pool and two boat lifts, including a 20,000-pound lift installed in 2021 and a 7,500-pound lift, allowing you to begin enjoying the waterfront lifestyle immediately. Perfectly positioned just a short stroll from the sugar-sand beaches of the Gulf of Mexico, this prime location offers the ultimate blend of beachside living and effortless boating access. Spend your days cruising the Intracoastal or heading into the Gulf, then return home to enjoy Madeira Beach's renowned waterfront restaurants, local shops, entertainment, and relaxed coastal atmosphere. Whether you're envisioning a custom luxury estate or the perfect coastal retreat, this is a rare opportunity to create something truly special in one of Tampa Bay's most sought-after waterfront communities. Build your dream. Bring your boat. Live the Madeira Beach lifestyle. 449 S Bayshore Drive, Madeira Beach
$548,500 Welcome to Collwood 202, second-floor unit offering partial views of the Intracoastal Waterway and peaceful east-facing sunrises from the main living areas. Enjoy this peaceful gulf front area of Madeira Beach set back from Gulf Blvd. Fully furnished with charming coastal décor, the condo features a spacious, open layout that’s perfect for personal use (owner use is not restricted) or weekly vacation rentals. Natural light fills the unit, creating a warm and inviting atmosphere throughout. Collwood offers the ease of an on-site rental and management office, ideal for generating hassle-free rental income, self-manage or choose your own rental company. Community amenities include a newly renovated beachfront pool with modern glass fencing for unobstructed Gulf breezes, plenty of lounge seating, a BBQ grilling area, and shuffleboard. The secure, updated lobby with coded access leads to indoor corridors, offering easy access and weather protection year-round. 2 Beds ⋅ 2 Baths ⋅ Collwood The Condo SubDv. ⋅ 33708 Zip Code Welcome to Collwood 202, second-floor unit offering partial views of the Intracoastal Waterway and peaceful east-facing sunrises from the main living areas. Enjoy this peaceful gulf front area of Madeira Beach set back from Gulf Blvd. Fully furnished with charming coastal décor, the condo features a spacious, open layout that’s perfect for personal use (owner use is not restricted) or weekly vacation rentals. Natural light fills the unit, creating a warm and inviting atmosphere throughout. Collwood offers the ease of an on-site rental and management office, ideal for generating hassle-free rental income, self-manage or choose your own rental company. Community amenities include a newly renovated beachfront pool with modern glass fencing for unobstructed Gulf breezes, plenty of lounge seating, a BBQ grilling area, and shuffleboard. The secure, updated lobby with coded access leads to indoor corridors, offering easy access and weather protection year-round. 13440 Gulf Boulevard Unit 202, Madeira Beach
$499,900 PRICE IMPROVEMENT - Make this your "FOREVER HOME!" - AFFORDABLE & UPDATED 4-bedroom block home - walk to Publix, Madeira Beach School, Slyce- & Osaka Restaurant - or bike across Tom Stuart Causeway to Madeira Beach! After Hurricane Helene - REMODELED, SPLIT BEDROOM plan, 2-bath rooms with 2-Car Garage; features: metal roof (2015) with gutters, newer energy-efficient windows, all new plank laminate & tile floors, 5" baseboards throughout, new interior doors, hardware, fixtures, kitchen with granite counters, new appliances, lighting, ceiling fans, newer duct work & attic insulation, "Carrier" A/C, water filtration system, laundry hook-up in garage, newer "Bradford" hot water heater, HIGH-IMPACT GARAGE DOOR, hurricane shutters & panels for all windows, pull-down ladder into attic. MOVE-IN READY! Entertain & barbecue in the large 280 sqft screened back porch. 15-year (from 2024) transferable warranty by Hafke Plumbing (attached to listing) for replacement of NEW under-slab sewer lines, vent stacks & drain arms for vanities and kitchen, plus exterior line replaced with all PVC pipes, and more. Boundary Survey available (attached to listing). Home is located on quiet street (Underground cables), minutes to top-rated schools, world-famous beaches with boat ramps & Beach Trolley, local parks, Tyrone Shopping Mall, Seminole City Center, St. Pete College, and a short 20 minutes ride to vibrant downtown St. Pete. Perfect for your primary home, investment or AirB&B rental! 4 Beds ⋅ 2 Baths ⋅ Ridgewood Riviera SubDv. ⋅ 33708 Zip Code PRICE IMPROVEMENT - Make this your "FOREVER HOME!" - AFFORDABLE & UPDATED 4-bedroom block home - walk to Publix, Madeira Beach School, Slyce- & Osaka Restaurant - or bike across Tom Stuart Causeway to Madeira Beach! After Hurricane Helene - REMODELED, SPLIT BEDROOM plan, 2-bath rooms with 2-Car Garage; features: metal roof (2015) with gutters, newer energy-efficient windows, all new plank laminate & tile floors, 5" baseboards throughout, new interior doors, hardware, fixtures, kitchen with granite counters, new appliances, lighting, ceiling fans, newer duct work & attic insulation, "Carrier" A/C, water filtration system, laundry hook-up in garage, newer "Bradford" hot water heater, HIGH-IMPACT GARAGE DOOR, hurricane shutters & panels for all windows, pull-down ladder into attic. MOVE-IN READY! Entertain & barbecue in the large 280 sqft screened back porch. 15-year (from 2024) transferable warranty by Hafke Plumbing (attached to listing) for replacement of NEW under-slab sewer lines, vent stacks & drain arms for vanities and kitchen, plus exterior line replaced with all PVC pipes, and more. Boundary Survey available (attached to listing). Home is located on quiet street (Underground cables), minutes to top-rated schools, world-famous beaches with boat ramps & Beach Trolley, local parks, Tyrone Shopping Mall, Seminole City Center, St. Pete College, and a short 20 minutes ride to vibrant downtown St. Pete. Perfect for your primary home, investment or AirB&B rental! 4723 114th Street N, Madeira Beach
$1,425,000 Experience refined coastal luxury with sweeping views of the Gulf of Mexico. This elevated waterfront residence offers 3 bedrooms, 3.5 baths, TWO primary suites, an elevator, and a 3-car garage, thoughtfully designed for upscale living. The open-concept main level features a chef’s kitchen flowing seamlessly into the living and dining areas, all framed by breathtaking water views and abundant natural light. The third-floor primary suite is a private retreat with its own balcony, two walk-in closets, and a spa-style bath with jacuzzi tub and walk-in shower. A second primary suite offers Gulf views, private balcony, and en-suite bath. Additional highlights include two wood-burning fireplaces, luxury vinyl flooring, and surround sound. Enjoy effortless waterfront living with a brick paver yard, mature palms, private dock, and 10,000-lb boat lift with quick Gulf access. Watch dolphins, fish from your dock, and enjoy Madeira Beach fireworks from home. Recent updates include a 2023 roof and water heater, updated HVAC, fresh interior paint, dishwasher and refrigerator (2025). Just steps to the beach and minutes to John’s Pass, dining, and shopping—this is truly a boater’s paradise. 3 Beds ⋅ 3 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code Experience refined coastal luxury with sweeping views of the Gulf of Mexico. This elevated waterfront residence offers 3 bedrooms, 3.5 baths, TWO primary suites, an elevator, and a 3-car garage, thoughtfully designed for upscale living. The open-concept main level features a chef’s kitchen flowing seamlessly into the living and dining areas, all framed by breathtaking water views and abundant natural light. The third-floor primary suite is a private retreat with its own balcony, two walk-in closets, and a spa-style bath with jacuzzi tub and walk-in shower. A second primary suite offers Gulf views, private balcony, and en-suite bath. Additional highlights include two wood-burning fireplaces, luxury vinyl flooring, and surround sound. Enjoy effortless waterfront living with a brick paver yard, mature palms, private dock, and 10,000-lb boat lift with quick Gulf access. Watch dolphins, fish from your dock, and enjoy Madeira Beach fireworks from home. Recent updates include a 2023 roof and water heater, updated HVAC, fresh interior paint, dishwasher and refrigerator (2025). Just steps to the beach and minutes to John’s Pass, dining, and shopping—this is truly a boater’s paradise. 14215 N Bayshore Drive, Madeira Beach
$1,900,000 Rarely available Gulf Blvd frontage property, across the street from the beach. Currently vacant land, graded and being used as a paid parking lot. Two contiguous, platted lots, each is 40’ wide x 83’ deep (80'w x 83' deep total). Current zoning is C3 - Retail Commercial allowing for flexible uses: retail/commercial/residential/hotel. Also of note is that short term rentals are permitted in this zoning category. Recently reduced front setbacks (now 10') allow for a larger building envelope. This would make a great place for live/work units, retail or small hospitality use. Site has been graded, has large curb-cut and sits ready for redevelopment. Water, sewer and electric service is in place and ready to connect. 80’ of Gulf Blvd frontage, Located in the heart of Madeira Beach. Avg Daily Traffic count approximately 22,000 (per Forward Pinellas) Surrounding properties include: hotel, retail, residential, condominiums. Beach access across the street. Owner financing may be considered as a first mortgage with substantial downpayment. Gulf Shores Sub SubDv. ⋅ 33708 Zip Code Rarely available Gulf Blvd frontage property, across the street from the beach. Currently vacant land, graded and being used as a paid parking lot. Two contiguous, platted lots, each is 40’ wide x 83’ deep (80'w x 83' deep total). Current zoning is C3 - Retail Commercial allowing for flexible uses: retail/commercial/residential/hotel. Also of note is that short term rentals are permitted in this zoning category. Recently reduced front setbacks (now 10') allow for a larger building envelope. This would make a great place for live/work units, retail or small hospitality use. Site has been graded, has large curb-cut and sits ready for redevelopment. Water, sewer and electric service is in place and ready to connect. 80’ of Gulf Blvd frontage, Located in the heart of Madeira Beach. Avg Daily Traffic count approximately 22,000 (per Forward Pinellas) Surrounding properties include: hotel, retail, residential, condominiums. Beach access across the street. Owner financing may be considered as a first mortgage with substantial downpayment. 14225 Gulf Boulevard, Madeira Beach
$299,000 Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH! 1 Beds ⋅ 1 Baths ⋅ Tropic Shores Apt Motel Condo SubDv. ⋅ 33708 Zip Code Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH! 14251 Gulf Boulevard Unit 5, Madeira Beach
$364,900 Purchase this condominium and enjoy the Florida lifestyle at its finest. This property is located in Maderia Beach Yacht Club a very popular gated waterfront community that allows short-term rentals. This community has two pools, Clubhouse, sauna, hot tub, library, workout room, billiards, fishing pier and community marina with docks that are sometimes available for sale or rent. This condominium has a two-story layout with the living room, fireplace, kitchen, half bath and laundry, located on the first floor. The second floor has a large bedroom with walk-in closet and private bathroom. The community is fabulously located in the heart of Maderia Beach close to the new Cambria hotel, public beach access, beach shops, grocery stores, restaurants, bars, entertainment, post office public transportation and more. Schedule your appointment for a preview today. 1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code Purchase this condominium and enjoy the Florida lifestyle at its finest. This property is located in Maderia Beach Yacht Club a very popular gated waterfront community that allows short-term rentals. This community has two pools, Clubhouse, sauna, hot tub, library, workout room, billiards, fishing pier and community marina with docks that are sometimes available for sale or rent. This condominium has a two-story layout with the living room, fireplace, kitchen, half bath and laundry, located on the first floor. The second floor has a large bedroom with walk-in closet and private bathroom. The community is fabulously located in the heart of Maderia Beach close to the new Cambria hotel, public beach access, beach shops, grocery stores, restaurants, bars, entertainment, post office public transportation and more. Schedule your appointment for a preview today. 171 Medallion Boulevard Unit F, Madeira Beach
$395,000 NEW PHOTOS ADDED! Get your piece of paradise in gorgeous Madeira Beach with this COMPLETELY REMODELED waterfront condo. This ground level condo is steps away from the intracoastal waters for a scenic view every day! This cozy, 1 bedroom, 1 bathroom, 430 square feet ground floor unit is situated on Boca Ciega Bay and a block away from the sugary sands of the Gulf of America. Enter through the front door to a spacious living room with tile floors. The kitchen features a quartz counter top and new stainless steel appliances. Enjoy the view of the water and sunsets from the primary bedroom which includes an en-suite bathroom and stackable washer and dryer. THERE’S ALSO AN ADDITIONAL 210 SQUARE FEET IN THE FLORIDA ROOM NOT INCLUDED IN THE HEATED SQUARE FEET providing extra space with views of the water and marina, perfect for entertaining and relaxing to watch the sun set over the Gulf. Enjoy coastal living in Madeira Beach Yacht Club, a gated waterfront community providing options for full-time living, a vacation home, or rental income with stays seven or more days. Community amenities include 4 fishing piers, 2 pools, a billiard room, lounge, 2 exercise rooms, 2 steam rooms, spa, a business center, clubhouse, kitchen, library, and a game room. All utilities are included in the monthly fee except for electricity. Walk across the street to the public library, dog park, and R.O.C. park with a splash pad, soccer field, tennis and basketball courts, and a baseball diamond. Hop on the Trolly to Johns Pass for dining and entertainment or drive across Tom Stuart Causeway to Seminole. Boat slips are eligible for purchase by condo owners. Don’s miss this opportunity to enjoy FLORIDA BEACH LIVING! Owner financing available. 1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code NEW PHOTOS ADDED! Get your piece of paradise in gorgeous Madeira Beach with this COMPLETELY REMODELED waterfront condo. This ground level condo is steps away from the intracoastal waters for a scenic view every day! This cozy, 1 bedroom, 1 bathroom, 430 square feet ground floor unit is situated on Boca Ciega Bay and a block away from the sugary sands of the Gulf of America. Enter through the front door to a spacious living room with tile floors. The kitchen features a quartz counter top and new stainless steel appliances. Enjoy the view of the water and sunsets from the primary bedroom which includes an en-suite bathroom and stackable washer and dryer. THERE’S ALSO AN ADDITIONAL 210 SQUARE FEET IN THE FLORIDA ROOM NOT INCLUDED IN THE HEATED SQUARE FEET providing extra space with views of the water and marina, perfect for entertaining and relaxing to watch the sun set over the Gulf. Enjoy coastal living in Madeira Beach Yacht Club, a gated waterfront community providing options for full-time living, a vacation home, or rental income with stays seven or more days. Community amenities include 4 fishing piers, 2 pools, a billiard room, lounge, 2 exercise rooms, 2 steam rooms, spa, a business center, clubhouse, kitchen, library, and a game room. All utilities are included in the monthly fee except for electricity. Walk across the street to the public library, dog park, and R.O.C. park with a splash pad, soccer field, tennis and basketball courts, and a baseball diamond. Hop on the Trolly to Johns Pass for dining and entertainment or drive across Tom Stuart Causeway to Seminole. Boat slips are eligible for purchase by condo owners. Don’s miss this opportunity to enjoy FLORIDA BEACH LIVING! Owner financing available. 179 Medallion Blvd Unit C, Madeira Beach
$559,000 This home is MOVE-IN READY! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor, offering a fresh, beachy vibe with all the comforts of turnkey living. Enjoy peace of mind with an assumable flood insurance policy. Thoughtfully refreshed, this is the first completed remodel of its kind in the area—giving buyers a rare opportunity for easy, low-maintenance living just steps from the water. A 4-point inspection has been completed. Hurricane-grade windows throughout are complemented by a 2021 HVAC system and a newer water heater, ensuring year-round efficiency and comfort. The primary suite is a must-see, featuring breathtaking intracoastal views and a gorgeous staircase leading to a private second-floor retreat—the perfect place to wake up to sparkling water and unwind with unforgettable sunsets. The downstairs bedroom offers flexibility and can easily be converted into a rentable or guest space, adding to the home’s versatility. Whether you’re seeking an investment property or a primary or secondary beach home, this location checks all the boxes. Tucked away on a peaceful cul-de-sac at the tip of the peninsula, the home is ideal for coastal living—grab your golf cart and hop around town, with easy access to the beach and the vibrant shops, dining, and entertainment of John’s Pass Village, where coastal convenience meets everyday tranquility. 2 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach 2 SubDv. ⋅ 33708 Zip Code This home is MOVE-IN READY! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor, offering a fresh, beachy vibe with all the comforts of turnkey living. Enjoy peace of mind with an assumable flood insurance policy. Thoughtfully refreshed, this is the first completed remodel of its kind in the area—giving buyers a rare opportunity for easy, low-maintenance living just steps from the water. A 4-point inspection has been completed. Hurricane-grade windows throughout are complemented by a 2021 HVAC system and a newer water heater, ensuring year-round efficiency and comfort. The primary suite is a must-see, featuring breathtaking intracoastal views and a gorgeous staircase leading to a private second-floor retreat—the perfect place to wake up to sparkling water and unwind with unforgettable sunsets. The downstairs bedroom offers flexibility and can easily be converted into a rentable or guest space, adding to the home’s versatility. Whether you’re seeking an investment property or a primary or secondary beach home, this location checks all the boxes. Tucked away on a peaceful cul-de-sac at the tip of the peninsula, the home is ideal for coastal living—grab your golf cart and hop around town, with easy access to the beach and the vibrant shops, dining, and entertainment of John’s Pass Village, where coastal convenience meets everyday tranquility. 13004 Boca Ciega Avenue, Madeira Beach