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$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

$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

$2,599,000
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

$1,150,000
3 Beds 2 Baths Crystal Island 2nd Add SubDv. 33708 Zip Code
Thinking of boating—already own one or looking to buy? You’ll want a place to keep it close by, and this home delivers. Don’t miss this move in ready, beautifully remodeled waterfront 3 bedroom, 2 bathroom home complete with a private dock and 10,000 lb lift. It’s perfect for boaters who want quick, easy access to the water. Spend sunny afternoons lounging by the sparkling pool, and enjoy cozy evenings by the fireplace. Inside, the home feels fresh and refined with new ceramic tile throughout. The kitchen shines with new stainless appliances—range, refrigerator, and dishwasher—making it ideal for gatherings and everyday living in the open floor plan. The 2 car garage with epoxy flooring adds convenience and durability. Thoughtful updates include a new AC, new water heater, new sliding glass doors, new disposal, new kitchen sink, and more. Everything is ready for you—just move in and enjoy effortless waterfront living.

562 Johns Pass Avenue, 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

$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

$670,000
Sunny Shores SubDv. 33708 Zip Code
A beautiful waterfront lot in Madeira Beach that offers a unique opportunity to create your custom coastal retreat. Measuring 110 feet by 59 feet, the lot is fully cleared and ready to build—no demolition, an empty canvas for painting your dream. It sits on deep water with over six feet of depth all the way to the intracoastal, offering direct access to the Intracoastal Waterway and just minutes from the wide-open waters of the Gulf via nearby John’s Pass. Boaters will appreciate the new marine infrastructure completed in 2023, including a 50-foot dock with durable eight-foot-wide artificial decking. The dock is equipped with both 50-amp and 30-amp power service, ready to accommodate larger vessels. A 20,000-pound boat lift stands ready for your center console or sportfish, and tide slides allow for secure mooring of yachts up to 50 feet. Every element—from the dock and pilings to the lift and electric—was built new in 2023 with quality and longevity in mind. From the lot, you’ll enjoy wide-open views of Boca Ciega Bay, where the sun rises over calm water and dolphins pass by with the tide. The Madeira Beach Marina is less than 500 yards away, making it easy to fuel, bait, and stock up on your way to heading out for a day on the water. Whether you're a weekend angler, a serious yachtsman, or simply looking to enjoy life by the sea, this lot offers the ideal foundation. It's more than a piece of land—it's a rare slice of Florida waterfront, ready for whatever dream you choose to build.

14607 N Bayshore Drive, Madeira Beach

$290,000
1 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
WATERFRONT CONDO WITH LARGE (12’x45’) DEEDED BOAT SLIP #29. Experience peace of mind in this high and dry second-floor condo - no flooding concerns here! This centrally located, close to the pools & clubhouse unit features a covered waterfront patio with a private staircase that offers a lovely view of your boat slip. New A/C in 2025 & 3 years old water heater. The Madeira Beach Yacht Club (MBYC) permits 7-day rentals, ensuring excellent potential for investment returns. Whether you seek an investment opportunity, a charming second home, or a cozy primary residence, this property fits the bill perfectly. Enjoy the convenience of walking to local amenities, including the library, the weekly market on Madeira Way, and a variety of restaurants, ice cream shops, drugstores, and grocery stores. The stunning Madeira Beach is just a stone’s throw away, and ROC Park, located next door, hosts engaging community events such as the popular Kingfish tournaments. You'll also find basketball, tennis, and pickleball courts, as well as baseball and soccer fields, a playground, splash pad, and a dog park - all just steps from your door. For an added adventure, hop on the trolley for a delightful ride to the world-famous Johns Pass, only a mile away. MBYC offers fantastic amenities, including two heated pools, four fishing piers, and a clubhouse for your leisure and enjoyment. Don't miss the chance to make this coastal gem your own!

245 Medallion Boulevard Unit G, Madeira Beach

$3,000,000
4 Beds 4 Baths Sereno Condo SubDv. 33708 Zip Code
Crowning the top floor of Sereno, this southwest corner penthouse commands a rare position—one where the Gulf unfolds endlessly and the coastline stretches uninterrupted, untouched by neighboring towers. It is, quite simply, the most expansive residence in the building. Encompassing 3,420 square feet, the home is both grand and composed. Volume ceilings finished with crown molding and wide-plank wood floors create a sense of quiet sophistication. Floor to ceiling glass dissolves the boundary between interior and the Gulf. At the heart of the residence, a beautifully scaled kitchen with an oversized island and breakfast bar invites both intimate mornings and effortless entertaining. The primary suite is a private sanctuary, opening directly to a Gulf-front terrace where sunrise and sunset become daily rituals. Primary bath features double vanities, a walk in shower and travertine marble flooring. Two guest suites, each with en-suite baths, offer refined accommodations, while a flexible fourth bedroom or media lounge adapts to the rhythm of the home. Additional terraces reveal a softer vantage point—overlooking the calm waters of Boca Ciega Bay. Set along one of Madeira Beach’s most coveted stretches of sand, Sereno is a study in understated coastal modernism. With over four acres of pristine Gulf frontage and nearly 480 feet of uninterrupted shoreline, the six-story midrise is intentionally scaled for discretion and privacy. Just 44 residences share this address, fostering a sense of space and tranquility rarely found along Florida’s coastline. Two secured garage spaces and private storage—conveniently positioned near the pool and direct beach access—complete the offering.

15208 Gulf Boulevard Unit 601, Madeira Beach

$4,365,000
Mitchells Beach Rev SubDv. 33708 Zip Code
RARE BEACHFRONT OPPORTUNITY: Direct Oceanfront Acreage Priced Below Appraised value. Located in Madeira Beach approximately 6 blocks from world famous Johns Pass Village. .375 Acre MOL. Situated directly on the sand, this property offers an unparalleled canvas to build you ultimate custom estate, vacation getaway, or high-yield investment property. Capitalize on instant equity from day 1. Zoned R3 Medium Density Multifamily Residential Zoning District. Build up to 5 residential units or 13 temporary lodging units among other options Lot measurements from public records and are approximate Survey is attached Don't miss this extraordinary chance to own a piece of the coastline at an unbeatable value. Schedule your site visit today and bring your vision to life.

13642 Gulf Boulevard, Madeira Beach

$875,000
Bay Point Estates 2nd Add SubDv. 33708 Zip Code
Claim your slice of paradise on this premier 60’ x 117’ deep-water lot, perfectly positioned for panoramic, wide-open bay views. Located in the highly desirable Crystal Island community, this exceptional property is surrounded by multi-million dollar estates and offers an unmatched coastal lifestyle. Boaters will love the immediate, hassle-free access to the Gulf of Mexico, making deep-sea fishing and sunset cruises an effortless daily routine. Design your custom dream home just minutes from pristine beaches, vibrant local dining, and live music at the iconic John’s Pass Village and Boardwalk. Situated in the heart of the Pinellas beaches, you are perfectly placed between St. Pete Beach to the south and Clearwater to the north. Don't wait to build the luxury waterfront lifestyle you deserve—start planning today!

852 Bay Point Drive, Madeira Beach

$394,900
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 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

$3,900,000
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

$3,287,500
6 Beds 6 Baths Crystal Island SubDv. 33708 Zip Code
Perched along the sparkling Intracoastal Waterway in the heart of Madeira Beach, this exceptional new construction estate at 534 Crystal Dr delivers the rare combination of modern luxury, boating convenience, and elevated coastal living. Just moments from the sugar-sand beaches and vibrant waterfront dining of John's Pass Village & Boardwalk, this is a residence designed for those who want the very best of the Florida lifestyle. With quick access to the open waters of the Gulf of Mexico, boating enthusiasts will appreciate the premier waterfront setting with deep water dock, while the home itself offers an impressive collection of features rarely found at this price point. Thoughtfully designed for both grand-scale entertaining and everyday comfort, the expansive open-concept floorplan centers around a stunning chef’s kitchen with oversized gathering spaces inculding custom wood cabinetry, soild stone countertop and seamless indoor-outdoor flow. Offering 6 spacious bedrooms, a private theater room, dedicated home office, and an extraordinary 6-car garage, salt water heated pool, the residence blends sophistication with functionality for modern family living. The luxurious primary suite serves as a private retreat, complete with spa-inspired finishes and generous walk-in accommodations expected of a true luxury waterfront home. Along with the peace of mind that comes with all concrete block construction. Beyond the property itself, Madeira Beach offers an unmatched quality of life — known for its welcoming coastal community, excellent schools, family-friendly atmosphere, and year-round outdoor lifestyle. Whether enjoying sunset cruises, weekends at the beach, or entertaining waterfront guests, this home represents a rare opportunity to experience the best of Florida’s Gulf Coast living.

534 Crystal Drive, Madeira Beach

$470,000
1 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Fully renovated furnished 1BR/1.5 BA condo with stunning water views from every room! Spacious master suite with walk-in closet and private bath. Separate dining area with storage and large attic for extra space. Hurricane-rated windows for your peace of mind. This unit is located on the 2nd floor and has passed the milestone inspection! The home is turn-key ready for investors to start their short term rental right away. All the furniture conveys with the property. This oasis can also be your retirement sanctuary! Enjoy a private patio for sunset views, plus 4 fishing piers, 2 heated pools, clubhouse with gym, sauna, billiards, hot tub, and more. Walk to Madeira Beach, ROC Park, dining, shopping, and entertainment. Just 2 miles from John’s Pass Village. Don’t miss this opportunity—schedule your showing today!

215 Medallion Boulevard Unit G, 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

$325,000
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

$1,050,000
Crystal Island SubDv. 33708 Zip Code
An exceptional opportunity to build your dream waterfront estate in the highly sought-after Crystal Island neighborhood of Madeira Beach. This prime waterfront property is cleared and ready for redevelopment, offering the perfect canvas for a custom luxury coastal retreat. The property already features several valuable newer improvements, including a beautiful pool and spa (2020), seawall (2020), composite dock (2020), and a 13,000-pound boat lift — providing a tremendous head start for your future waterfront dream home. Enjoy deep water access with direct boating access to the Intracoastal Waterway and the Gulf of Mexico. An incredible added advantage is that architectural drawings, renderings, and permits are already prepared and ready for approval, allowing the next owner to break ground quickly and avoid the lengthy design and permitting process that can often take years in waterfront construction. This is a rare opportunity to fast-track your vision and begin building almost immediately. Surrounded by upscale homes and stunning water views, this rare offering combines the tranquility of island living with convenient access to world-famous beaches, waterfront dining, Johns Pass Village, and vibrant local entertainment. Whether you envision a sleek modern coastal design or a timeless beach-inspired estate, this property offers endless possibilities in one of Tampa Bay’s most desirable waterfront communities. Rare waterfront opportunities in Madeira Beach are becoming increasingly scarce — secure your slice of paradise and bring your vision to life.

575 Crystal Drive, Madeira Beach

$369,000
1 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal.  In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat.  THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable.  USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms.  Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED!  LOCATION IS EVERYTHING!  It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment.  Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground!  Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.

179 Medallion Boulevard Unit H, Madeira Beach

$1,299,000
3 Beds 3 Baths Crystal Island SubDv. 33708 Zip Code
Sailboat water and over 2,400 square feet of living space in desirable Madeira Beach! This spacious waterfront home features three full bedrooms, each with its own private ensuite bathroom, and a desirable split floor plan for added privacy. The primary suite offers a walk-in closet and beautiful water views, creating a relaxing retreat. The open and airy layout is perfect for entertaining, with floor-to-ceiling water views from all main living areas, allowing you to enjoy the waterfront lifestyle from nearly every room. A formal dining room showcases a unique built-in stone dining table with seating for up to 12—ideal for hosting family gatherings and special occasions. Step outside and take advantage of true sailboat water access, complete with a 13,000-pound boat lift included, making this property perfect for boating enthusiasts. Enjoy the best of Florida waterfront living with space, comfort, and direct access to the open water. AC 2025 and Roof 2015.

551 Crystal Drive, 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

$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

$615,000
Gulf Shores 6th Add SubDv. 33708 Zip Code
Set on a wide canal with 48 feet of water frontage and quick access to the Intracoastal and the Gulf, this is a true waterfront opportunity in the heart of Madeira Beach. The setting delivers the beach lifestyle buyers are looking for—easy boat access with a coastal environment where dolphins, manatees, and native birdlife are part of the everyday scene. There’s also ample room to design a backyard with a pool, creating a true indoor-outdoor waterfront setup. The beach is just 700 yards away, making Gulf access just as convenient by foot as it is by boat. Nearby favorites like Corner Kitchen & Coffee House, Caddy's, and Smuggler's Cove are all within easy reach, while John's Pass Village is less than a mile and a half away for waterfront dining, shopping, and live music. Beyond the immediate area, you’re approximately 15 minutes to Corey Avenue and its popular Sunday market, about 30 minutes to downtown St. Petersburg, 30 minutes to St. Pete–Clearwater International Airport, and roughly 35 minutes to the Gandy Bridge connecting you into Tampa. This location has the perfect balance of a laid-back residential feel with close access to everything that makes the area desirable. This is the perfect blank canvas to create your dream, where the lot, location, and water access set the stage for something exceptional.

14045 E Parsley Drive, Madeira Beach

$615,000
3 Beds 3 Baths Gulf Shores 6th Add SubDv. 33708 Zip Code
Set on a wide canal with 48 feet of water frontage and quick access to the Intracoastal and the Gulf, this is a true waterfront opportunity in the heart of Madeira Beach. The setting delivers the beach lifestyle buyers are looking for—easy boat access with a coastal environment where dolphins, manatees, and native birdlife are part of the everyday scene. There’s also ample room to design a backyard with a pool, creating a true indoor-outdoor waterfront setup. The beach is just 700 yards away, making Gulf access just as convenient by foot as it is by boat. Nearby favorites like Corner Kitchen & Coffee House, Caddy's, and Smuggler's Cove are all within easy reach, while John's Pass Village is less than a mile and a half away for waterfront dining, shopping, and live music. Beyond the immediate area, you’re approximately 15 minutes to Corey Avenue and its popular Sunday market, about 30 minutes to downtown St. Petersburg, 30 minutes to St. Pete–Clearwater International Airport, and roughly 35 minutes to the Gandy Bridge connecting you into Tampa. This location has the perfect balance of a laid-back residential feel with close access to everything that makes the area desirable. This is the perfect blank canvas to create your dream, where the lot, location, and water access set the stage for something exceptional.

14045 E Parsley Drive, Madeira Beach

$115,000
1 Beds 1 Baths Madrigal Apts Unit 1 Condo SubDv. 33708 Zip Code
One or more photo(s) has been virtually staged. AFFORDABLY PRICED at $115,000, this is a great opportunity to live near Madeira Beach in a quiet, well-maintained community. The unit has new windows, brand-new appliances, and a flexible bonus space off the bedroom - ideal for a home office, fitness area, Florida room or even an opportunity for an additional bedroom. The community also offers on-site laundry, and a previous listing indicated a washer in the unit, suggesting this may be a possible option. Relax on the rear patio overlooking a peaceful canal. The unit includes assigned carport parking with storage area. The low monthly HOA fee of $576 covers Internet, Cable TV, building insurance, exterior and grounds maintenance, water, sewer, and trash - keeping ownership simple and cost-effective. If you are looking for affordability in a great location, this property is a must-see! SELLER FINANCING AVAILABLE - call!

4565 Duhme Road Unit 106, Madeira Beach

$2,290,000
3 Beds 2 Baths Gulf Shores 3rd Add Rep SubDv. 33708 Zip Code
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

$1,025,000
Gulf Shores 1st Add SubDv. 33708 Zip Code
Opportunities galore await at this premier waterfront gem, perfectly positioned on the tranquil waters of Boca Ciega Bay and just one block from the pristine sands of Madeira Beach. Boasting a "grandfathered-in" commercial designation that allows for a high-density renovation of five to nine units, this property also offers the flexibility to tear down and start anew. If you desire to tear down and envision an extra-large single-family estate with an Accessory Dwelling Unit (ADU), a luxury duplex, or the construction of up to three sophisticated townhomes, the R2 zoning and generous lot size provide a rare canvas for your vision. This site comes complete with a dock included, serving as the perfect launchpad to experience unobstructed sunrises across an expanse of water toward a distant national park. From the mid-morning sparkle of sunlight on the bay to the late afternoon light painting the facades of neighboring residences, life here is defined by natural beauty and the gorgeous waterfront location. Whether you are an investor seeking a multi-unit project or a homeowner building a legacy sanctuary, this property is a coastal masterpiece in the making.

14257 N Bayshore Drive, 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