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15462 Gulf Boulevard Unit 903, Madeira Beach
$619,900
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
DIRECT GULF FRONT | 9TH-FLOOR PANORAMIC VIEWS | FURNISHED | ONE-MONTH MINIMUM RENTALS PERMITTED | A/C 2022 LIVE THE FLORIDA BEACHFRONT LIFESTYLE! Wake up to breathtaking DIRECT GULF OF MEXICO VIEWS and end your day watching spectacular sunsets from this furnished 9th-floor condo in highly desirable Madeira Beach. With PRIVATE BEACH ACCESS and a ONE-MONTH MINIMUM RENTAL PERIOD permitted, this property offers an exceptional opportunity as a full-time residence, second home, seasonal getaway, or income-producing vacation property. Step onto your private screened balcony and enjoy sweeping panoramic views of the Gulf, beach, and unforgettable Florida sunsets. Inside, this spacious 2-bedroom, 2-bath condo features a desirable SPLIT-BEDROOM FLOOR PLAN, ceramic tile flooring throughout, an updated primary bathroom, and the convenience of an IN-UNIT WASHER AND DRYER. Both bedrooms feature spacious walk-in closets and their own private en-suite bathrooms, providing excellent privacy, comfort, and storage for owners and guests. The A/C was replaced in 2022, and the condo is being offered FURNISHED, making it easy for the next owner to begin enjoying the property right away. The well-maintained community offers resort-style amenities, including a HEATED BEACHFRONT POOL AND SPA, fitness center, library, billiards room, and direct access to the beautiful sandy beaches of Madeira Beach. Ideally located just north of John’s Pass Village & Boardwalk and minutes from waterfront restaurants, shopping, entertainment, boating, and everyday conveniences. Whether you're searching for your own Gulf-front retreat or a property with seasonal rental flexibility, this condo delivers the LOCATION, VIEW, BEACH ACCESS, AND FLORIDA LIFESTYLE buyers are looking for. YOUR FRONT-ROW SEAT TO THE GULF OF MEXICO IS WAITING. Schedule your private showing today!

15462 Gulf Boulevard Unit 903, Madeira Beach

9735 50th Avenue N, Madeira Beach
$328,000
2 Beds ⋅ 2 Baths ⋅ Bay Pines Estates SubDv. ⋅ 33708 Zip Code
Opportunity, location, and value all come together in this well-maintained home tucked away in one of the area’s most desirable neighborhoods. Offering 2 bedrooms, 2 bathrooms, including a private en suite primary bath, plus 1,252 square feet of living space, this home also features an enclosed bonus porch that could easily be converted into a third bedroom, home office, or flex space to fit your needs. The spacious living areas provide a comfortable layout ready to enjoy today while offering plenty of opportunity to update and make it your own over time. Newer windows help improve efficiency and natural light, while the circle driveway adds convenience and extra parking. The one-car garage provides additional storage, and the oversized backyard offers plenty of room for entertaining, gardening, pets, or even adding a pool. Located in an X flood zone, you’ll enjoy the peace of mind that comes with no required flood insurance from most lenders. Just minutes from Madeira Beach, shopping, restaurants, parks, and everything the Gulf Coast lifestyle has to offer. Whether you’re searching for your first home, a seasonal getaway, or an investment with upside, this property delivers exceptional value in a neighborhood where opportunities like this don’t come around often. Bring your vision and make it your own.

9735 50th Avenue N, Madeira Beach

14054 Vivian Drive, Madeira Beach
$259,900
2 Beds ⋅ 1 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Opportunity awaits in the highly desirable Madeira Beach community! This property is being sold AS-IS and offers incredible potential for investors, builders, or buyers looking to create their dream coastal retreat. The home is in need of repairs and renovations, making it an excellent candidate for restoration or redevelopment. Conveniently located just minutes from the Gulf beaches, restaurants, shopping, marinas, parks, and entertainment, this property offers the chance to enjoy the Florida beach lifestyle in a prime location. Whether you're looking for your next investment project or a place to customize to your own taste, don't miss this unique opportunity to own in one of Pinellas County's most sought-after beach communities.

14054 Vivian Drive, Madeira Beach

315 Medallion Boulevard Unit H, Madeira Beach
$585,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
SELLER OFFERING 2- 1 RATE BUY DOWN. RARELY AVAILABLE WATERFRONT TOWN HOME WITH DEEDED BOAT SLIP #57 directly behind unit. Hi and Dry, no need to worry about flooding here. Keep an eye on your boat from the privacy of your patio, living room and both bedrooms. Enjoy the ultimate waterfront lifestyle in this Fully Furnished completely remodeled townhome at Madeira Beach Yacht Club, offering the perfect blend of comfort, style and income potential. Conveniently located about a block from the sugar sands of Madeira Beach. Upon entering you will discover a bright and inviting tastefully decorated living space with modern finishes including newer LVP flooring, modern lighted remote ceiling fan(which you will find 3 more identical fans throughout unit) a Classic Flame decorative fireplace to set the mood or offer heat on chilly winter nights and wine fridge. Continue to the thoroughly modern Kitchen and dining room where you will find matching hutches filled with decorative dishes and while dining you can enjoy beautiful water views while looking out the floor to ceiling windows. Also on this level you will find laundry room, 1/2 bath and utility room. Upstairs you will find an oversized master suite with LVP flooring and large walk in closet, guest bedroom also has LVP flooring double closet and both bedrooms have water views. Remodeled bathroom has oversized walk in Shower. NEW A/C 202and new gas BBQ grill2025. MBYC allows 7 day rentals allowing you to maximize income while not occupying your condo. This unit currently has $18,000 in confirmed bookings. MBYC a gated community is known for its resort style amenities including 2 heated pools, indoor hot tub, clubhouse, fitness center, billiard room and 4 fishing piers. Owners her can enjoy the walkable location direct across from ROC park which provides Rec center, tennis and pickleball courts, playground, splash pad, basketball courts and baseball field and is within blocks of several dining options, boutiques, grocery and drug stores, library, post office. World famous Johns pass is appx 1 mile easily walkable or just hop on the trolley. Come discover this high demand Gulf Coast destination where you will find this condo with boat slip delivers ideal location and relaxed coastal living waiting for you.

315 Medallion Boulevard Unit H, Madeira Beach

401 150th Avenue Unit 241, Madeira Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ Boca Vista Condo SubDv. ⋅ 33708 Zip Code
Water views greet you from nearly every window in this corner-unit Boca Vista condo, offering a rare combination of space and light rarely found elsewhere in the building. Two private balconies, front and rear, frame sweeping Gulf and Intracoastal views, while a bay window in the dining room and an additional window in the kitchen fill the home with natural light throughout the day. Sliding glass doors in the great room, breakfast area, and primary bedroom open directly onto the balconies, blurring the line between indoor and outdoor living. The building's three acres of park-like, tropically landscaped grounds include a large heated pool and spa, a clubhouse, and tennis courts, with Madeira Beach's white sand shoreline, restaurants, and shopping just minutes away.

401 150th Avenue Unit 241, Madeira Beach

14800 Gulf Boulevard Unit 303, Madeira Beach
$959,900
2 Beds ⋅ 2 Baths ⋅ Madeira Vista Condo SubDv. ⋅ 33708 Zip Code
Wake up to a breathtaking Gulf views at this direct beachfront condominium. Experience the best of Florida's Gulf Coast in this direct beachfront 2-bedroom, 2-bathroom of beautifully designed coastal living and presents an exceptional opportunity for both personal enjoyment and investment. This exceptional residence was completely renovated in 2020 with high-end, modern finishes, creating a stylish and move-in-ready coastal retreat. For added peace of mind, the condominium has successfully completed its required Milestone Structural Inspection, offering confidence in the building's structural integrity and compliance with Florida's inspection requirements.Whether you're looking for a primary residence, vacation home, or income-producing property, this condo delivers. It currently generates approximately $100k in annual rental income (buyer to verify), making it an outstanding investment opportunity. Enjoy an open and inviting layout filled with natural light, while taking advantage of the incredible beachfront location just steps from the sand. Relax by the community swimming pool, soak in spectacular sunsets, or spend your days enjoying everything Madeira Beach has to enjoy, including waterfront dining, shopping, local attractions, and entertainment, you'll be close to everything, including the famous John's Pass Village & Boardwalk. Experience the best of beachfront living in one of Florida's most desirable coastal communities. Schedule your private showing today!

14800 Gulf Boulevard Unit 303, Madeira Beach

542 Boca Ciega Point Boulevard N Unit 2108, Madeira Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code
Welcome to this beautifully remodeled and move-in ready WATERFRONT 2-bedroom 2 bath VILLA with GARAGE, courtyard, private DOCK & BOAT LIFT! Nestled in the GATED 55+ Boating Community of Boca Ciega Point, this home boasts open water views, yet is located in a protected cove, ideal for boating, fishing, paddle-boarding, kayaking and dolphin & manatee watching. The new kitchen features “Lily Ann” gray custom wood cabinets with under cabinet lighting, modern back-splash, ample Quartz counter space, “Samsung” top of the line “smart appliances,” including a “quiet” dishwasher, upscale refrigerator, range, microwave and trash compactor. The primary suite includes a full bathroom, spacious walk-in shower with security handles and 2 walk-in closets, retractable blinds in lanai porch door - serene water views create a perfect spot to unwind at the end of the day. Other features include 2 skylights, ceiling fans throughout, new wood-plank laminate floors with 5” baseboards, remote-controlled sun shades in the spacious Florida room, a 3.5 ton superior “TRANE” HVAC system & water heater in 2024, double driveway, and best of all: SEWER LINES that were SLEEVED at a cost of $12,000! Association 14 roof replaced in 2017. Step outside and fall in love with the huge 15x11 ft composite deck, illuminated by night lights on remote control - storm-tested and built to last, for grand entertaining & fun on the water – watch the 4th of July fireworks from your backyard! An attached 1-Car Garage is finished with epoxy flooring, storage shelves, 160 Mile-rated garage door, water softener & washer/ dryer hook-up. The monthly HOA fees cover fiber-optic cable & internet, water, sewer, trash pickup, building- and flood insurance, exterior maintenance including seawall and roof, grounds-keeping, private roads, on-site management, heated/cooled community pool, tennis- & shuffleboard courts, bocce, 2 clubhouses with active social calendar, fitness center, card- & game rooms, library, along with ENVERA – a virtual gate security system. Pet-friendly – one pet up to 25 lbs permitted (Association 14 consists of only 40 units). Short commute to Publix & Walmart stores, restaurants, bars, Seminole City Center with movie theater, St. Pete College, Seminole Rec Center, Bay Pines Marina, VA hospital, Tyrone Mall, “The Legion”, Madeira Beach #1 tourist attraction “John's Pass Village” and world-renown white, sandy beaches. The vibrant downtown of St. Petersburg is only 13 miles away and 30 minutes' drive to Tampa International Airport. This true villa-style home – no one above or below you, and resort-style living awaits you to launch into the intracoastal lifestyle.

542 Boca Ciega Point Boulevard N Unit 2108, Madeira Beach

480 S Bayshore Drive, Madeira Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 4th Add SubDv. ⋅ 33708 Zip Code
Virtually Staged. Experience the ULTIMATE coastal lifestyle in this LUXURIOUS beach bungalow, located just a SHORT WALK to the pristine GULF BEACHES and the popular Caddy's Madeira Beach. Offered FULLY FURNISHED and COMPLETELY MOVE-IN READY, this one-of-a-kind home showcases high-end furnishings and designer touches throughout. This beautifully updated 2-bedroom, 2 full bath home has been thoughtfully renovated with no expense spared. Stunning IMPORTED TILE and MARBLE selections elevate the interior, while BRAND-NEW PREMIUM APPLIANCES—including a refrigerator with a craft ice maker and a convection range—blend style with convenience. The BEAUTIFULLY DESIGNED kitchen also includes a custom, BUILT-IN breakfast nook with storage bench and a large center island for dining, complete with QUARTZ countertops. A standout feature of this remarkable property is the STUNNING air-conditioned Florida room, adding OVER 400 SQUARE FEET of additional living space. Surrounded by windows on all sides, this bright and inviting retreat is filled with NATURAL LIGHT, creating the perfect setting for relaxing, entertaining, or enjoying the coastal ambiance year-round. Further enhancing the home's value, the property features HURRICANE IMPACT windows and doors, a new 200-amp electrical service with complete rewiring, as well as a BRAND-NEW, RAISED HVAC system, providing peace of mind and quality construction. Outside, the professionally landscaped grounds create a LUSH, island-inspired setting. Fresh exterior paint, swaying palm trees, and a BRAND-NEW IRRIGATION SYSTEM enhance the home's exceptional curb appeal and tropical welcome. The private backyard oasis features an OUTDOOR SHOWER for rinsing off after a day at the beach, a spacious storage shed, and a charming side porch ideal for grilling, dining al fresco, or simply unwinding in the coastal breeze. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, this extraordinary beach bungalow offers the perfect combination of luxury, location, and lifestyle just moments from the Gulf of Mexico and ONE MILE from John's Pass. Schedule your showing, then pack your bags!

480 S Bayshore Drive, Madeira Beach

136 143rd Avenue E, Madeira Beach
$590,000
2 Beds ⋅ 1 Baths ⋅ Madeira Manor SubDv. ⋅ 33708 Zip Code
A block from the Madeira Beach shores, this fully updated coastal home delivers the kind of setup that works as a full-time residence, a second home, or rental with real earning potential. The 2024 roof carries a 15-year warranty. The whole home saw a fully permitted renovation in 2025 with all appliances replaced at that time along with a brand new AC, pool door alert system, and water heater, making it truly turnkey and low maintenance for years to come. Step inside and enjoy the open-plan living and dining area where wood-plank ceilings, fresh coastal paint, and luxury vinyl plank floors carry through the entire home. The kitchen is fully remodeled with white shaker cabinetry, quartz countertops, a tiled backsplash, and a stainless LG appliance suite including a slide-in range and built-in microwave. A peninsula with bar seating connects the kitchen to the living room, keeping the social flow easy whether you're hosting twelve or three. Bedrooms are well-sized with the same consistent coastal palette throughout. The bathroom has been fully redone, with stacked-stone accent walls, quartz vanities, matte black fixtures, and wicker pendant lighting tying in the coastal charm seen throughout the rest of the home. The outdoor living space is where this property shines. A covered front porch with an outdoor TV and wicker seating sets the tone before you even walk inside. The back of the house opens onto a paver patio with a saltwater pool, a corrugated metal tiki bar with wood-top counter and string lights, a dining area under a market umbrella, and separate lounge zones on both sides of the pool. A storage shed, artificial turf, and a stacked washer/dryer utility room with secondary refrigerator round out the back. Nearly everything stays: some backyard furniture, grill, washer, dryer, and second fridge are all included. Two paver driveways provide parking for multiple vehicles, and Madeira Beach residents receive city-wide parking passes valid at local beaches and John's Pass. The Gulf is one block away. John's Pass Village, with its restaurants, shops, water sports, and waterfront dining, is within walking distance. Golf cart-friendly streets make the whole neighborhood reachable without a car. Come check out this move in ready beach retreat today!

136 143rd Avenue E, Madeira Beach

14048 Gulf Boulevard Unit 302, Madeira Beach
$2,725,000
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 and 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 302, Madeira Beach

14048 Gulf Boulevard Unit 201, Madeira Beach
$2,729,000
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

14900 Gulf Boulevard Unit 401, Madeira Beach
$600,000
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 hurricane-rated updated 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, providing privacy and separation. 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

15000 Gulf Boulevard Unit 602, Madeira Beach
$900,000
2 Beds ⋅ 2 Baths ⋅ Ocean Sands Two Condo SubDv. ⋅ 33708 Zip Code
Stunning Gulf-Front Condo in Ocean Sands – Fully Renovated & Turnkey! Welcome to your dream beachfront retreat in the highly sought-after Ocean Sands community. This beautifully renovated Gulf-front residence offers breathtaking, unobstructed views of the Gulf of Mexico from the moment you step through the front door. Thoughtfully updated throughout, this turnkey condominium features new furnishings, designer lighting, an upgraded kitchen, modernized bathrooms, and stylish finishes that create a sophisticated coastal atmosphere. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment property, this exceptional unit is move-in ready and rental-ready. Relax and unwind on the expansive private balcony while enjoying spectacular sunsets, gentle sea breezes, and the soothing sounds of the Gulf. Inside, both spacious bedrooms have been tastefully upgraded, featuring luxurious walk-in showers, a generous walk-in closet in the primary suite, and an oversized closet in the guest bedroom. The beautifully renovated kitchen showcases updated cabinetry, modern appliances, and stunning water views, while the bathrooms reflect quality craftsmanship and elegant design. This property boasts a strong rental history and benefits from Ocean Sands' flexible two-week minimum rental policy, making it highly desirable for vacation renters and investors alike. Ocean Sands offers an impressive array of resort-style amenities, including a Gulf-front heated swimming pool, hot tub, shuffleboard court, tiki hut, grilling area, secure under-building reserved parking, and a private storage locker conveniently located near the elevators. Ideally situated in the heart of Madeira Beach, you'll be just steps from local restaurants, shopping, and entertainment, including the popular Cambria Hotel rooftop bar. Enjoy easy access to ROC Park with its pickleball courts, concerts, and community events, while John's Pass Village & Boardwalk is only minutes away. Downtown St. Petersburg and Tampa International Airport are also within convenient driving distance. Additional highlights include: • Completed Milestone Inspection • Strong HOA reserves • Excellent rental income potential • Ideal for full-time residence, seasonal living, or vacation rentals • Convenient proximity to the VA Hospital and nearby accommodations for visiting guests Don't miss this rare opportunity to own a beautifully renovated Gulf-front condominium in one of Madeira Beach's most desirable communities.

15000 Gulf Boulevard Unit 602, Madeira Beach

230 Medallion Boulevard Unit E, Madeira Beach
$309,000
2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Welcome to Unit E in Building 230 at the highly sought-after Madeira Beach Yacht Club, where coastal charm meets unbeatable location. This beautifully maintained 2-bedroom, 1-bath condominium offers 750 square feet of comfortable living space and is being sold furnished, making it the perfect full-time residence, vacation getaway, or income-producing investment. Located on the second floor, this light and bright unit features an updated kitchen with granite countertops, white shaker cabinetry, and a breakfast bar overlooking the open living and dining area. Tile flooring throughout provides easy maintenance and a true beach-living lifestyle. The spacious primary bedroom offers ample room to relax, while the guest bedroom comfortably accommodates family and visitors. Step outside to your private screened balcony overlooking the community pool, the perfect spot to enjoy your morning coffee or unwind after a day at the beach. Additional conveniences include an in-unit washer and dryer and generous storage. Madeira Beach Yacht Club offers resort-style amenities, including two heated swimming pools, a hot tub, fitness center, saunas, clubhouse, billiards room, library, and four fishing piers along the Intercoastal Waterway. The community allows 7-day minimum rentals, making it an excellent opportunity for investors seeking vacation rental potential. Ideally located just a short walk to the sugar sand beaches of Madeira Beach, you'll also enjoy easy access to grocery stores, restaurants, shopping, the library, post office, and ROC Park, featuring pickleball, tennis, basketball courts, playgrounds, waterfront walking trails, and community events throughout the year. The nearby Jolly Trolley provides convenient transportation along the Gulf Beaches from Clearwater Beach to Pass-a-Grille. Whether you're looking for a turnkey beach getaway, full-time coastal residence, or a flexible investment property, this condo offers the perfect combination of location, amenities, and value in the heart of Madeira Beach.

230 Medallion Boulevard Unit E, Madeira Beach

14187 W Parsley Drive, Madeira Beach
$260,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 6th Add Rep SubDv. ⋅ 33708 Zip Code
Welcome to your Madeira Beach Florida home. This home is nice and close to the beautiful white sandy beach of Pinellas County. This property is very unique as it is open to a street on both front and back. The lot is irregular in size, so loads of room to build what you want or remodel this home and add a nice garage in the back or front. There has been a substantial damage letter issued due to flooding from Hurricane Helene in 2024. If you wish to rebuild this home, the letter needs to be appealed by an owner or a contractor. If you file an appeal it must be complete by September 24, 2026. This home has newer Impact windows and a beautiful stained glass front door. Four newer Mitsubishi Mini Split HVAC Systems which didn't flood. If you tear it down and build or raise this home. You can drive straight through from street to street. Great for RV’s, boats storing all the beach toys. Make an appointment to see your Beach Home today!!!

14187 W Parsley Drive, Madeira Beach

337 Rex Place Unit A, Madeira Beach
$389,900
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
One or more photo(s) has been virtually staged. WATERVIEW'S OF BOCA CIEGA BAY FROM YOUR LIVING ROOM! 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 UNIT with WASHER & DRYER HOOKUP, 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

315 Medallion Boulevard Unit F, Madeira Beach
$515,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Coastal Luxury Meets Turn-Key Investment Living at 315 Medallion Blvd, Unit F! Discover the ultimate blend of coastal elegance, convenience, and investment potential in this beautifully positioned second-floor residence just steps from the sparkling waters of the Gulf of Mexico. Offered fully turn-key, this exceptional property is ready to enjoy as a luxurious beach retreat, full-time residence, or income-producing vacation rental. With 7-day minimum rental opportunities, this property provides the flexibility and appeal that discerning investors and beach lovers are looking for. Relax and unwind on your private patio, the perfect setting for enjoying spectacular sunsets and the laid-back Florida lifestyle. The resort-style community offers an impressive collection of amenities designed for relaxation and recreation, including two heated swimming pools, four fishing piers, a clubhouse, fitness center, sauna, billiards, hot tub, and more. Ideally situated within walking distance of Madeira Beach, ROC Park, local dining, boutique shopping, and entertainment, while the popular John’s Pass Village is just approximately 2 miles away. Enjoy easy access to some of the area's most desirable beaches, restaurants, waterfront attractions, and entertainment. Whether you're seeking a sophisticated coastal getaway, a personal Florida escape, or a turn-key vacation rental investment, this exceptional property offers an enviable combination of location, lifestyle, and flexibility. Experience the best of Florida coastal living—schedule your private showing today!

315 Medallion Boulevard Unit F, Madeira Beach

14600 Gulf Boulevard Unit 401, Madeira Beach
$891,000
2 Beds ⋅ 2 Baths ⋅ Arie Dam Condo SubDv. ⋅ 33708 Zip Code
Beachfront living at its finest! Welcome to this beautifully updated 2-bedroom, 2-bath Gulf-front corner residence located in the highly desirable Arie Dam condominium on the white sands of Madeira Beach. This boutique beachfront community offers just 19 residences, creating a more private and relaxed coastal atmosphere while still being close to everything Madeira Beach has to offer. Being a corner unit, this residence feels exceptionally light and bright with additional windows allowing natural sunlight to pour in from both the side and beachfront exposures, creating an open and airy coastal feel throughout the home. Enjoy direct beach access, breathtaking sunset views, and the soothing sound of the waves right from your private retreat. Inside, the open-concept floor plan is designed to maximize natural light and Gulf views. The updated kitchen features granite countertops, contemporary cabinetry, and stainless-steel appliances, all flowing seamlessly into the spacious living and dining areas. Sold fully furnished, this condo is truly turnkey and ready for immediate personal enjoyment or continued rental income. Arie Dam offers resort-style amenities including a heated beachfront pool, hot tub, secured gated access, updated lobby, elevator, and beautifully renovated pool deck area. The building has undergone extensive improvements in recent years, offering peace of mind and carefree coastal living. Currently operating as a successful short-term vacation rental with future bookings already in place, this property presents an outstanding investment opportunity with a flexible 5-day minimum rental policy. Ideally located near popular restaurants, shopping, beach bars, and just minutes to John’s Pass Village & Boardwalk, this is the perfect opportunity to own your own piece of paradise on Madeira Beach. Beach lifestyle. Turnkey convenience. Gulf-front living exactly as it should be

14600 Gulf Boulevard Unit 401, Madeira Beach

15400 Gulf Boulevard Unit 401, Madeira Beach
$700,000
2 Beds ⋅ 2 Baths ⋅ Shores Of Madeira Condo SubDv. ⋅ 33708 Zip Code
Premium Direct Gulf Front End Unit at Shores of Madeira. Discover exceptional beachfront living in this rare 2-bed, 2-bath end unit. Positioned directly on the Gulf, the residence provides uninterrupted, panoramic Gulf views from all main areas. The spacious, open-concept interior features a light-filled plan designed for maximizing privacy. The home’s standout feature is the oversized, private wrap-around balcony, a retreat perfect for enjoying coastal breezes and spectacular Florida sunsets. Shores of Madeira is a highly desirable community, offering resort-style amenities: a heated pool, hot tub, clubhouse, BBQ area, and private direct access to the white sands of Madeira Beach. Centrally located on Gulf Blvd, you are minutes from dining, shops, and entertainment at John’s Pass Village and Boardwalk. With a 30-day minimum rental policy, it is ideal for investors or a perfect primary or second home. This residence sold fully furnished. Electric roll-down shutters are featured throughout the balcony for storm protection.

15400 Gulf Boulevard Unit 401, Madeira Beach

12924 Gulf Boulevard Unit 110, Madeira Beach
$500,000
2 Beds ⋅ 2 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code
CONSISTENT INCOME producing unit with a three-day minimum at beach front Sandy Shores. Two hurricane rated sliding glass doors open to a lovely balcony for a peekaboo beach view and a direct view of the Madeira Beach-Treasure Island drawbridge opening upon the ship’s request from the balcony, living room and kitchen table. Never a dull moment being directly across the street from the renowned John’s Pass Village and Boardwalk with waterfront dining, shopping and boating. For more than 40 years, the historic John's Pass Village & Boardwalk has been transformed into a venue for the John's Pass Seafood Festival, a wildly popular celebration of fresh Gulf seafood, currently held every fall. Year round the unit is open, light and bright with updated appliances and ceramic tile flooring throughout. Oversized master bedroom ensuite complete with a spacious walk-in closet. White plantation shutters cover the master bedroom windows and sliding glass doors to add enhanced privacy as well as additional light and sunlight barriers. Of Sandy Shores 55 units every balcony has been structurally inspected and repaired to pass Milestone Report. The complex boasts a new roof, fresh paint, repaved parking area and a new building generator. The extremely popular short-term rental complex is on 130 feet of private gulf frontage. Sandy Shores provides a beautiful resurfaced, heated beach front pool with remodeled pool bath, both secured by a new vinyl fence with tiki huts, grill station, picnic tables and colored lighting in the pool area. The seller states it best, "The only thing separating you from the beach is the pool!"

12924 Gulf Boulevard Unit 110, Madeira Beach

510 Marlyn Way, Madeira Beach
$285,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
Corner homesite opportunity in Madeira Beach. This 48 x 100 -foot lot offers added flexibility for new construction or redevelopment, with an existing structure that has sustained significant damage. Positioned on a corner, the property provides expanded frontage and design potential, appealing to those seeking to create a custom coastal residence or investment property within an established beach community. Buyers are encouraged to verify all structural conditions, zoning and building options. Located within close proximity to Gulf beaches, the property allows convenient access to local dining, shopping and waterfront activities. Minutes from John’s Pass Village and Boardwalk, with a direct route to St. Petersburg and Tampa International Airport. Madeira Beach continues to see ongoing redevelopment activity, supporting long-term investment considerations. Suitable for a primary residence, vacation property or redevelopment project.

510 Marlyn Way, Madeira Beach

451 Virginia Avenue, Madeira Beach
$260,000
2 Beds ⋅ 1 Baths ⋅ Gulf Shores 4th Add SubDv. ⋅ 33708 Zip Code
Exceptional redevelopment opportunity in the heart of Madeira Beach. This 52-by-100-foot property offers the potential to build a custom coastal residence or explore renovation possibilities for the existing structure, which sustained storm-related damage from recent hurricanes. Buyers are encouraged to verify all structural conditions, zoning requirements and redevelopment potential. Existing improvements include a detached carport and a roof replaced in 2020. Whether envisioning a luxury beach retreat, full-time residence or investment project, the property presents a rare opportunity in one of the Gulf Coast’s most active redevelopment areas. Madeira Beach continues to experience significant revitalization and new development activity, further enhancing the area’s long-term appeal and value potential. Located just moments from the Gulf beaches, local restaurants, shopping and waterfront attractions, with John’s Pass Village and Boardwalk nearby and convenient access to downtown St. Petersburg and Tampa International Airport. A prime opportunity to secure a piece of Madeira Beach as the area continues to evolve and grow.

451 Virginia Avenue, Madeira Beach

13098 Boca Ciega Avenue, Madeira Beach
$200,000
2 Beds ⋅ 2 Baths ⋅ Kottlers Rep SubDv. ⋅ 33708 Zip Code
13098 Boca Ciega Avenue | Madeira Beach, FL One of the best redevelopment opportunities near John's Pass under $255,000! Opportunity awaits in one of Madeira Beach’s most desirable locations. Situated just moments from the Gulf beaches and the vibrant shops, dining, and waterfront attractions of John's Pass Village & Boardwalk, this property offers exceptional potential for redevelopment. The existing structure sustained flood damage during Hurricane Helene and has been deemed substantially damaged. The property is being sold for land value only. Buyers are advised to conduct their own due diligence with the City of Madeira Beach and Pinellas County regarding future building requirements, zoning regulations, FEMA compliance, and any restrictions or approvals necessary for redevelopment. With its prime coastal location near the Gulf of Mexico and local attractions, this is a rare opportunity to design and build in a highly sought-after beach community.

13098 Boca Ciega Avenue, Madeira Beach

13095 Gulf Lane, Madeira Beach
$839,000
2 Beds ⋅ 2 Baths ⋅ Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code
Turnkey beachside investment opportunity with sought after zoning that allows for nightly vacation rentals. Located literally just steps from the powder white sands of the Gulf, this fully furnished 2 bedroom plus loft, 2 bath coastal retreat is ideally positioned for both strong rental performance and personal enjoyment. A brick paver walkway leads to the home’s welcoming front patio, which is surrounded by charming landscaping. Adirondack seating and a fire pit create the perfect setting to relax and unwind after a day at the beach, setting the tone for the coastal lifestyle this property offers. A spacious storage shed keeps all your beach gear and toys organized, and an outdoor shower adds convenience after enjoying the sand and surf. Upon entry, the first floor features the kitchen and dining area, complete with white shaker cabinetry, quartz countertops, GE stainless steel appliance package including a counter-depth French door refrigerator, recessed lighting, and a stylish coffee bar with open shelving. This level also includes a bedroom, a beautifully updated full bathroom with a tiled walk-in shower and frameless glass enclosure, and a convenient washer and dryer. The second floor serves as the main living space, showcasing vaulted ceilings, abundant natural light, and a comfortable gathering area. An enclosed loft on this level provides valuable additional sleeping or flex space, along with a second fully updated bathroom featuring a tiled walk-in shower and frameless glass door. The third floor offers a spacious bedroom, creating a private retreat for guests and separating sleeping areas for larger groups. This thoughtfully designed three level home comfortably sleeps 7 and is ideal for maximizing guest occupancy. The home has been upgraded with luxury vinyl plank flooring throughout the first and second floors and plantation shutters throughout, delivering a clean, coastal aesthetic that is both stylish and durable for short term rental use. A metal roof and newly sealed flat roof section adds long term value, durability, and peace of mind for owners.The property also offers ample parking, a rare and valuable feature for vacation rentals in this area. Positioned in one of Tampa Bay's most desirable beachside locations, this property consistently attracts vacationers year round. The ability to rent nightly provides a major advantage for income generation, making this an ideal opportunity for investors or buyers seeking a beach home that can offset ownership costs. Popular local dining and entertainment options including Mad Beach Cantina and Bamboo Beach Bar are located just across the street, while John’s Pass Village and Boardwalk is also just steps away, offering waterfront dining, shopping, fishing charters, and boating excursions. Additional nearby favorites such as Candy Kitchen, Dockside Dave’s, Daiquiri Deck, and other local hotspots are all within walking distance. Enjoy incredible sunsets just moments from your front door along the Gulf shoreline. Offered fully furnished and beautifully appointed, this is a true plug and play investment ready for immediate use or continued rental.

13095 Gulf Lane, Madeira Beach

247 Rex Place Unit H, Madeira Beach
$362,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Welcome to your coastal retreat in the highly sought-after Madeira Beach Yacht Club community! This beautifully updated 2-bedroom, 1.5-bath second-floor townhouse offers the perfect blend of comfort, style, and investment potential. Step inside to discover a bright and inviting living space featuring modern finishes, updated flooring, cozy fireplace and a thoughtfully designed layout. The kitchen has been updated with contemporary white cabinets and a quartz countertop featuring a breakfast bar, making it ideal for both everyday living and entertaining. Spacious closets and half bath on this level. Upstairs offers two spacious bedrooms that provide a relaxing escape, while the full bath and washer and dryer on the same level add functionality for guests and owners alike. What truly sets this property apart is its flexibility—short-term rentals are allowed with a minimum one-week stay, making it an excellent opportunity for income generation or a personal vacation getaway. Residents of the gated Madeira Beach Yacht Club community enjoy resort-style amenities, including multiple heated pools, a hot tub, a fitness center, clubhouse, fishing docks, and scenic walking paths along the Intracoastal Waterway. Right across the street is the municipal library and R. O. C park with tennis and pickleball courts, a splash pad, soccer fields, playground, basketball courts, baseball fields, a dog park and a path leading to the long pier overlooking the Intercoastal waterway. A short walk or bike ride to the pristine sands of Madeira Beach, as well as local dining, shopping, and entertainment. Upgrades include Newer HVAC approx. 4 years new, Roof recently replaced 2026, and new water heater. Whether you're looking for a primary residence, vacation home, or income-producing property, this turnkey townhouse checks all the boxes for relaxed coastal living.

247 Rex Place Unit H, Madeira Beach

300 150th Avenue Unit 510, Madeira Beach
$649,000
2 Beds ⋅ 2 Baths ⋅ Harbor At Town Center Condo SubDv. ⋅ 33708 Zip Code
This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rentals are permitted with a 2-week minimum, and the property allows two pets with no weight restriction. Ideally located with views of both the Gulf of Mexico and the Intracoastal Waterway, this top-floor residence offers a wonderful combination of scenery, convenience, and lifestyle. Enjoy the waterfront setting from the pool area, take a short stroll to the beach each morning, or head out for sunset just blocks away. Dining, the post office, a waterfront recreation park, Madeira Beach City Hall, the library, grocery shopping, and more are all just steps away. This 2-bedroom, 2-bath condo is located on the 5th floor and is a prime end unit, offering added privacy along with extra windows that fill the home with natural Florida sunshine. High ceilings and a spacious floor plan enhance the bright, open feel, while the neutral color palette creates a clean and inviting interior. Everything is new. The large primary suite features an ensuite bath and walk-in closet. A washer and dryer are conveniently located inside the unit. Additional amenities include interior lobby elevators, a gated community, key fob entry, and under-building garage parking with storage space.

300 150th Avenue Unit 510, Madeira Beach

425 150th Avenue Unit 2303, Madeira Beach
$815,000
2 Beds ⋅ 2 Baths ⋅ Snug Harbour Condo SubDv. ⋅ 33708 Zip Code
This perfect blend of coastal charm and modern luxury is just a short walk to the beach. It is situated for those who want to enjoy sun soaked days and tranquil evenings. This two bedroom two bath condo offers a spacious living and dining area that flow seamlessly to a well appointed kitchen. The primary suite offers generous his and her walk in closets with a private ensuite. The second bedroom is very inviting and great for guests with a nearby full bath. One of the standout features of this condo is the private boat slip. Offering direct access to the water ways. This condo offers many amenities. Beautiful views of the water, beautifully maintained grounds, pool, spa, and club house just to name a few. So if you are sipping your coffee in the morning or taking a stroll on the beach, This condo offers relaxation, convenince and a beautiful coastal lifestyle.

425 150th Avenue Unit 2303, Madeira Beach

15227 Gulf Boulevard, Madeira Beach
$920,000
2 Beds ⋅ 11 Baths ⋅ Lone Palm Beach SubDv. ⋅ 33708 Zip Code
Pre-Construction. To be built. UPDATETHERE IS NOW AN APPROVED SITE PLAN IN PLACE FROM THE ZONING DEPARTMENT THAT NOW ONLY NEEDS FINAL APPROVAL FROM THE ZONING BOARD in September Pre-Construction. To be built. Vacant commerical land with plans in place for a mixed use motel/restaurant in place. The commerical lot is located in the town center area and it gives you the best possible zoning anywhere in the city. Complete sealed architectural site plan and civil site plan for and 11 unit hotel with cafe on the ground floor included with the sale. This will save you a year going back and forth with the city and allow you to get the project running quickly. Plans available for review with proof of funds cash offers only but possible private financing with full price offer and 375k down

15227 Gulf Boulevard, Madeira Beach

15400 Gulf Boulevard Unit 402, Madeira Beach
$790,000
2 Beds ⋅ 2 Baths ⋅ Shores Of Madeira Condo SubDv. ⋅ 33708 Zip Code
Imagine waking up to the sound of waves and ending your day with breathtaking sunsets right from your wraparound balcony! Are you ready to enjoy Ocean-front lifestyle where the soft sugary sand of vibrant Madeira Beach meets the warm waters of the Gulf of Mexico making every day feel like a vacation? Well, here is the opportunity to acquire this fully remodeled, furnished 2-bedroom /2 bathroom /almost 1200sf gem to realize the Best of The Beach Life at the Shores of Madeira, a pet-friendly, mid-size condo building comprising of only 48 units, ALL of which enjoy spectacular Gulf views! This beautiful corner unit with wraparound balcony offers a 180-degree view of the ocean! Located in the heart of Madeira Beach, you will be just minutes from John's Pass with a variety of dining and entertainment venues with live music, plenty of waterfront bars and restaurants, and shopping. This is not only perfect as a primary residence but can also be an income producing investment option as a vacation rental with a minimum thirty-day stay. The floors are tiles and luxury vinyl plank perfect for the beach lifestyle. The kitchen was ergonomically remodeled to cleverly maximize the space. This unit features a full-sized laundry room, and an abundance of closet and storage space. The well-managed building has successfully completed its Structural Integrity Reserve Study (SIRS) assuring its longevity. The secure building features an attractive lobby area and a beautifully remodeled ‘club room,’ which opens onto the pool deck currently undergoing renovations. Once the pool resurfacing is completed in the next couple of months it will provide direct sun as well as a spacious covered area, a fabulous feature not often present. There are BBQ grills, space to store beach toys and of course the main attraction, THE BEACH, is at your doorstep. There is a conveniently located covered parking space and plenty of guest parking.

15400 Gulf Boulevard Unit 402, Madeira Beach

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