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$450,000
2 Beds 2 Baths Sunny Shores SubDv. 33708 Zip Code
Under contract-accepting backup offers. Virtually Staged. AMAZING PRICE AND GREAT LOCATION! Discover an exceptional investment opportunity in the heart of Madeira Beach. This EXTENSIVELY REMODELED CONCRETE BLOCK DUPLEX offers two beautifully updated 1-bedroom, 1-bath units, each with an additional BONUS ROOM—perfect for a home office, guest space, hobby room, or added storage. Both sides were thoughtfully restored following the 2024 hurricanes with permits and inspections completed. Updates include restored TERRAZZO FLOORING (no carpet), new drywall, baseboards, interior paint, lighting, a new tankless water heater, new mini-split systems, supplemental window units, and a 2021 ROOF. Each kitchen features new cabinetry, tiled backsplash, stone countertops, recessed lighting, and new stainless steel appliances—including a dishwasher. Bathrooms have been refreshed with new vanities, updated hardware, and a tub/shower combo. Each unit offers its own WASHER/DRYER HOOKUP for the convenience of indoor laundry and a PRIVATE FENCED BACKYARD separated for privacy—ideal for tenants or an owner occupant who wants to enjoy one side while renting the other. The west unit also includes a STORAGE SHED. The front yard is beautifully manicured with SHELL ROCK AND ARTIFICIAL TURF, creating an attractive, LOW-MAINTENANCE coastal aesthetic. The exterior has been freshly painted and professionally landscaped, and the property provides FOUR OFF-STREET PARKING SPACES—a rare convenience in this area. Just moments from the Gulf’s white sand beaches and vibrant John’s Pass Village, residents can enjoy waterfront dining, boutique shopping, boating, fishing, and endless coastal recreation. Whether you're expanding your rental portfolio, seeking a strong income-producing asset, or looking for a personal beach retreat with supplemental income, this duplex delivers outstanding potential in one of Southwest Florida’s most desirable beach communities. Opportunities like this are rare—secure your slice of Madeira Beach today.

119 147th Avenue E, Madeira Beach

$569,000
3 Beds 2 Baths Lone Palm Beach 4th Add SubDv. 33708 Zip Code
Paradise awaits just two blocks from the beach! Nestled in a sought-after neighborhood behind the iconic Smuggler’s Cove Miniature Golf Course, this stunning 3-bedroom, 2-bathroom home is ready for you to move right in. The property boasts a spacious backyard, offering endless potential to create your own private oasis. Every detail of this home has been thoughtfully updated, with brand-new features throughout, ensuring a fresh and modern living experience. Imagine enjoying the beach lifestyle every day, with the convenience of being within walking distance to a variety of local shops, vibrant bars, and delicious restaurants. Whether you're searching for a primary residence or the perfect beachside escape, this home delivers the ultimate coastal living experience. Plus, with easy access to two major airports, weekend getaways and travel plans couldn't be more convenient. If you've been dreaming of sun, sand, and a laid-back lifestyle, this is your chance to make it a reality. Welcome to your slice of paradise!

15424 2nd Street E, Madeira Beach

$749,999
6 Beds 5 Baths Mitchells Beach Rev SubDv. 33708 Zip Code
Income-Producing Coastal Triplex – One Block from Madeira Beach Rare opportunity to own a fully renovated, income-producing triplex just one block from the Gulf beaches in desirable Madeira Beach. Two of the three units are currently leased, generating $3,600 per month in rental income, with the third unit available to lease, occupy, or use as a seasonal residence—offering immediate cash flow with additional upside. The property features two 1-bedroom, 1-bath units and one 2-bedroom, 1-bath unit, making it an ideal investment for seasonal residents, traveling professionals, or those seeking extended beach stays. The area is well suited for 90-day+ seasonal rentals, providing strong demand while minimizing the turnover associated with STR rentals. Property Highlights Income-producing property with two leased units generating $3,600/month Opportunity to lease the third unit and achieve projected rental income of $6,000+ per month ($72,000+ annually) One block from Madeira Beach Approximately a 5-minute walk to John’s Pass Village, restaurants, shops, and marina Multifamily zoning with potential for duplex through quadplex development (buyer to verify all zoning and redevelopment opportunities) New HVAC systems and water heaters Updated kitchens, bathrooms, flooring, and fixtures Turnkey, low-maintenance condition Located in a high-demand beachside area with excellent long-term appreciation and rental potential Whether you’re an investor seeking immediate cash flow, a buyer looking to maximize rental income, or a house hacker wanting to live in one unit while the others generate income, this renovated beachside triplex provides a rare combination of location, flexibility, and long-term value.

13388 1st Street E, Madeira Beach

$2,849,000
4 Beds 4 Baths Crystal Island SubDv. 33708 Zip Code
Where Open Water Views Meet Privacy Positioned at the very end of the road with protected preserve frontage, this exceptional Madeira Beach waterfront estate enjoys a level of privacy rarely found along Florida's Gulf Coast. Here, water becomes horizon, neighbors disappear into the distance, and the views remain protected for generations to come. Set on nearly 160 linear feet of deep-water frontage, this remarkable residence offers the rare combination of wide-open water views, direct Gulf access, and a resort-inspired lifestyle designed for both relaxation and entertaining. Beyond its refined aesthetic, the home has been comprehensively remodeled with an emphasis on longevity, flow, and peace of mind. A thoughtful renovation transformed the home's connection to the water by removing walls and opening the living spaces to breathtaking panoramic views, creating a light-filled environment where nearly every gathering is framed by sparkling blue water. The chef's kitchen blends beauty and functionality with premium appliances, including a gas range with pot filler, while the reimagined living and dining spaces create an effortless flow for both everyday living and large-scale entertaining. Fully renovated bathrooms, impact-rated waterside windows and sliding glass doors, a newer HVAC system, updated electrical panel, and a 2021 barrel tile roof provide confidence behind the beauty. Step outside and discover what truly sets this property apart. Expansive pavered patios surround the resort-style pool, creating multiple venues for entertaining, relaxing, and enjoying the waterfront setting. A one-of-a-kind custom fire pit gathering area invites unforgettable evenings beneath the stars, while the open-water backdrop creates a sense of tranquility rarely found in today's waterfront market. Throughout the year, the property serves as a front-row seat to one of the area's most beloved traditions as illuminated boats glide across the water during the annual Christmas Boat Parade, creating a magical experience from the comfort of your own backyard. For boating enthusiasts, this is a true mariner's paradise. Nearly 160 feet of deep-water seawall, dual 10,000-pound boat lifts, and direct Gulf access with no fixed bridges provide effortless access to some of Florida's finest boating, fishing, and waterfront destinations. Despite its remarkable privacy, the home remains moments from Madeira Beach's award-winning shoreline, premier dining, shopping, and exciting new luxury developments, including the forthcoming Madeira Beach Marriott Autograph Collection Hotel. Convenient access to both St. Pete-Clearwater International Airport and Tampa International Airport makes travel effortless for full-time residents and seasonal owners alike. Rarely does a property combine open-water views, protected privacy, deep-water boating access, extensive renovations, and an irreplaceable location in a single offering. This is more than a waterfront home. It's a front-row seat to the Gulf Coast lifestyle.

583 Crystal Drive, Madeira Beach

$1,397,900
2 Beds 2 Baths Island Estates Unit 1 SubDv. 33708 Zip Code
Island paradise, with room to relax or redevelop. Fully renovated, extremely spacious, 2-bedroom, 2-bath waterfront home on a rare oversized double lot in Madeira Beach—where boating, breezes, and open space come together the way coastal living is supposed to be. This easygoing beach home features a metal roof (including new trusses, sheeting, metal, insulation - 2013), two-car garage, and a new dock with a 14,000-lb boat lift (2021) complete with water and electric. Launch the boat, cruise the Intracoastal, or head out for a sunset ride—it’s all right in your backyard. Both the front and back yards are fully fenced, offering privacy and plenty of room to relax, entertain, or let pets roam. The expansive lot (over 100' wide) opens the door to outdoor living— waterfront grilling, firepit nights, or simply enjoying the salt air with room to spare. There's plenty of room to add a pool, too! The home was thoughtfully modified in 2013-2015 to provide for an open floorplan and capitalize on the water views. Having undergone an interior renovation in 2025, with all new appliances at that time. It is in near-perfect condition, move-in ready, while still leaving space for future expansion or personal touches. The seller also has full drawings for a 2nd floor addition to add a large primary suite for extra living space. For those looking ahead, the double lot offers potential to subdivide and build two new construction homes, adding long-term flexibility and value. Located just minutes from the beach, restaurants, and shops, this property delivers the laid-back Madeira Beach lifestyle—boating in the morning, beach walks in the afternoon, and waterfront evenings at home. Extra land. Deep coastal roots. Endless possibilities.

600 Normandy Road, Madeira Beach

$299,000
1 Beds 1 Baths Tropic Shores Apt Motel Condo SubDv. 33708 Zip Code
Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH!

14251 Gulf Boulevard Unit 5, Madeira Beach

$824,995
2 Beds 2 Baths Lone Palm Beach 5th Add Blk 29 Rep SubDv. 33708 Zip Code
LIVE THE MADEIRA BEACH DREAM – WALK TO THE BEACH, BOAT FROM YOUR BACKYARD! Just 5 minutes to the sand and sunsets, this updated 2-bed, 2-bath waterfront home captures the full Madeira Beach lifestyle. Beautifully rebuilt post-hurricane, the property has been fully restored to like-new condition—not substantially damaged by FEMA’s 50 Rule, meaning the original structure was preserved with no elevation required. Everything feels renewed: new HVAC system, hurricane-rated windows and doors with shutters, mold- and moisture-resistant drywall, raised electrical outlets for flood protection, and updated electrical throughout. The former porch has been fully enclosed and finished, adding extra flexible living space ideal for a den, office, or optional third bedroom. The lower kitchen cabinets and all bathroom cabinets have been replaced, along with new kitchen appliances and a new washer and dryer. Additional highlights include a tankless water heater, elegant wainscoting, and a freshly painted garage with a new electric door. Step outside to your private dock with a motorized boat lift, offering direct access to Boca Ciega Bay and a 10-minute boat ride to John’s Pass Village for dining, shopping, and entertainment. Beyond the property, you’ll love the neighborhood’s walkability—beach access, cafés, local restaurants, and mini golf - all just minutes away. Across the street, the Madeira Beach Recreation Center offers tennis courts, basketball, softball fields, a playground, and more. Whether you’re seeking a year-round residence or a coastal retreat, 15302 Harbor Drive delivers a rare blend of quality updates, waterfront access, and walkable beachside living—ready for you to move in and enjoy.

15302 Harbor Drive, Madeira Beach

$3,400,000
6 Beds 6 Baths Crystal Island 2nd Add SubDv. 33708 Zip Code
Enjoy an exquisite 6,504 sq. ft. open water estate home on Madeira Beach’s limited access Crystal Island. This home offers 200 feet of open bay frontage at the end of a private cul-de-sac and was completely reimagined in 2013 with all new construction including roof, electric, plumbing, travertine floors, and hurricane-grade windows & doors, this residence blends elegance with peace of mind. This residence, with 4,255 HSF, welcomes you with a grand two-story entry and glass elevator. Grand staircase leads to a spacious second-floor great room with a full wall of sliders all opening to 1,461 sq. ft. balcony and spectacular open water views. The updated gourmet kitchen features stainless steel appliances, a large island with seating leading to open dining and living areas, ideal for entertaining bringing the outdoors in and inviting guests to enjoy the best in waterfront Florida living. Two master suites with luxurious ensuites complement three additional bedrooms and baths, plus a private mother-in-law suite on the lower level with direct bay access. Outdoor living shines and continues with another 1,125 sq. ft. covered porch featuring an outdoor kitchen, ample shaded seating and dining areas along with game area with Ping Pong, Table Tennis, Darts and fireplace. All this opens to the 40' pool and waterfall hot tub, and then a large pavered patio with comfortable lounge chairs for sunbathing. Added is a semicircular seated fire pit area for evening get togethers, cocktails and stories of the day’s activities. These likely came from the watersport fun from your array of toys, or your boats or trip on your yacht all kept at your updated deep-water dock equipped with power and water, as well as two lifts and large dock. The grounds are immaculately designed with water features and landscaped grounds at the front of the home and large available open astro-turfed areas in back. 3 Sheds provide additional storage and dual system ACs, and equipment are all out of view, but provide all the comfort expected. All of this is nestled within the limited-access Crystal Island subdivision of Madeira Beach - known for its golf-cart-friendly streets, award-winning beaches, lively City amenities including local festivals, boat parades, parks, libraries and more, and proximity to the shops, dining, and entertainment of Johns Pass Village - this home combines luxury and convenience. Just 35 minutes to Tampa International Airport and 25 minutes to St. Pete-Clearwater Airport, residents also enjoy quick access to the renowned arts districts of downtown St. Petersburg and championship sports franchises including the Tampa Bay Rays, Rowdies, Lightning, and Buccaneers and more. Just a day trip to some of the world's best theme parks means living here checks off all the boxes of luxury living along Florida’s best waters.

582 Johns Pass Avenue, Madeira Beach

$900,000
3 Beds 3 Baths Crystal Island SubDv. 33708 Zip Code
Welcome to 516 Crystal Dr, a beautiful single-family POOL home! This fully updated 3-bedroom, 2-bathroom property offers nearly 2,100 square feet of living space, a 2-car garage, and a waterfront lot with a pool, dock, AND a new seawall! The home is move-in ready with a new kitchen that includes stainless steel appliances, white shaker-style cabinets, and an island with beautiful waterfall countertops. The open concept floor plan provides plenty of room for entertaining in the living room and dining room areas, and it also offers stellar views of the water and backyard. The primary bedroom also has direct access to the backyard and offers an en-suite bathroom with a freestanding tub and separate shower with floor-to-ceiling tilework. The additional bedrooms (one of which is a massive 18 ft x 14 ft) share the second full bathroom. The backyard includes pavers, a freeform pool, a dock, and unbelievable views of the waterfront with access to the bay. Conveniently located near schools, shopping, and major roadways. Call to schedule a showing today!

516 Crystal Drive, Madeira Beach

$890,000
Island Estates Unit 1 Sec A SubDv. 33708 Zip Code
Waterfront, 5 bedrooms & 3 Bathrooms Beautiful Waterfront Duplex in Prime Madeira Beach Location. This stunning, Block concrete duplex sits on the intercoastal waters of Madeira Beach, complete with its own boat slip. This property features a brand-new roof and has been updated to code, including all permitted work, such as electrical, plumbing, and upgrades. It also includes new kitchens with appliances and updated bathrooms. The duplex offers a three-bedroom, two-bathroom unit on the first floor and a two-bedroom, one-bathroom unit on the second floor, complete with a balcony and gorgeous water views. It’s just a three-minute boat ride to John’s Pass, then you are in the middle of the Gulf of America and walking distance to the most beautiful beaches in the USA, 20 minutes to downtown St. Pete, and only 15-20 minutes away. The property can serve as an income property or a single-family home (five bedrooms, three bathrooms total). The buyer must honor the existing management company’s lease, which has a potential income of around $6,000.

497 Normandy Road, Madeira Beach

$725,000
2 Beds 1 Baths Lone Palm Beach 5th Add SubDv. 33708 Zip Code
Exceptional Waterfront Opportunity on the Intracoastal Waterway! Don't miss this rare chance to own prime waterfront property with direct Gulf access. Positioned along the scenic Intracoastal Waterway, this parcel features a newer seawall and a private composite dock—perfect for boating, jet skiing, paddleboarding, kayaking, fishing, and embracing the full coastal lifestyle. The existing structure sustained significant hurricane damage and has not been remediated; the property is being sold for land value only, offering a blank canvas for you to design and build your custom waterfront oasis. Ideally located within walking distance to world-class beaches, top-rated dining, boutique shopping, and vibrant local entertainment. Whether you're envisioning a serene retreat or a luxurious showpiece, this is your opportunity to create your dream home in one of the area’s most desirable locations. Schedule your showing today and bring your vision to life.

15305 Harbor Drive, Madeira Beach

$449,900
Mitchells Beach Rev SubDv. 33708 Zip Code
Short Sale. Prime location just steps from the sand—this 4 bed, 2 bath duplex sits in the heart of Madeira Beach, surrounded by thriving short-term rentals. Demo’d post-Hurricane Milton, it's a blank canvas ready for your vision. Each unit offers 2 bedrooms, 1 bath, plus covered parking and private storage—a rare find this close to the beach. New roof in 2024. County water/sewer in place. No HOA. No flood elevation requirement per FEMA—huge savings for your renovation budget. Zoned R-2 with a 3-month minimum lease, this property gives you flexibility to rent both units, live in one and rent the other, or renovate and resell. Cash or hard money only—bring your contractor and your checkbook.

13434 1st St E, Madeira Beach

$350,000
3 Beds 2 Baths Gulf Shores 4th Add SubDv. 33708 Zip Code
INVESTMENT OPPORTUNITY. FLOOD DAMAGED HOUSE! Welcome to a fantastic opportunity in Madeira Beach! This charming 3-bedroom, 2-bathroom single-family residence, built in 1945, offers a blank canvas ready for your vision. Nestled on a 3,986 square-foot lot, the home provides ample space for you to create your dream sanctuary. Step inside to discover a warm and inviting atmosphere. The home's interior features a spacious open layout, where natural light floods the rooms, creating a bright and airy feel throughout. The central air conditioning ensures comfort, while tile flooring adds a sleek, modern touch. Though the kitchen and living areas are in need of some TLC, the possibilities are endless, allowing you to transform the space into a home that truly reflects your style. The primary bedroom, along with two additional bedrooms, each offers plenty of potential. While none of the bedrooms come with built-in closets, this presents a unique opportunity to design custom storage solutions that perfectly fit your needs. The two bathrooms, though simple, provide a functional space ready for upgrades. The home sits on a slab foundation with a traditional shingle roof, providing durability for years to come. Though there is no garage, the carport area offers convenient parking, and with no HOA restrictions, you're free to make this property truly yours. A true fixer-upper, this property allows you to reimagine every corner, whether you're looking to modernize the interior or create an outdoor oasis. The backyard is a blank slate, offering the ideal space for a garden, patio, or additional entertaining areas. Located just moments away from the pretty Madeira Beach , this home promises to be a rewarding project for the right buyer. Don't miss out on this rare opportunity to own a piece of Madeira Beach with immense potential. With a bit of imagination and effort, you can turn this house into your forever home! The back yard belongs to the city, it is not private.

440 S Bayshore Drive, Madeira Beach

$6,700,000
Madeira Beach Vista SubDv. 33708 Zip Code
Possible redevelopment site .78 acres. Can build 40 units per acre or run as a current motel with 31 units. Feel the warm winds of the Gulf of Mexico while your guest vacation at this Tropical Resort located just a stone’s throw from blue waters. With dedicated beach access and only a five (5) minute walk to the Madeira public beach, Holiday Isles Resort boasts The Resort has a spacious lobby and front desk area, a newer (2018) shingled roof, both a commercial and guest laundry, a dedicated tiki-hut area, heated swimming pool, sun deck and spacious balconies overlooking the tropical grounds. Sitting on over 3/4 acre, the property is Wi-Fi equipped and every unit has an upscale amenity package, including flat-screen televisions. 30+ off-street parking spaces. Located directly on the main strip of Gulf Blvd. and directly across the street from the beach, we are also close to several restaurants, so you don’t have to drive everywhere! World-famous John’s Pass is just one-and-a-half miles south, and the Suncoast Beach Trolley travels north and south along Gulf Blvd., with stops nearby.

14711 Gulf Boulevard, Madeira Beach

$1,050,000
5 Beds 6 Baths North Madeira Shores SubDv. 33708 Zip Code
waterfront on the wide open canal, located in Madeira Beach, connected with the intercostal and the great Gulf Of Mexico, owns a Triplux fully rented block concrete updated and remodeled, new floor, fresh paint, new rewiring with new electrical panels, has located in the most beautiful desirable area, minutes to John pass by your boat or driving, own a property in that location makes feel all the year, you are on vacation, John Pass is one of the centers of the heart of the vacation in Pinallea county, close. To all kinds of Restaurants, Caffe, shopping centers, boats, and jet skies rentals, close to Tyron Mall, Walmart, and Target, and within walking distance to the most beautiful beaches in America, this property could be the best investment for your future and retirement, live in one and rent the other two, bring your Boat, if you don't have one rent the boat slip with the lifter for an extra income, the triplex consists with 2 beds/2 baths, 1 bed / 1 bath and the efficiency. With four carports, easy 8-car parking, and a nice balcony and porch, enjoy sitting and watching the Dolphins playing around with the Ducks

14975 1st Street E, Madeira Beach

$559,000
2 Beds 2 Baths Pages Rep Of Mitchells Beach 2 SubDv. 33708 Zip Code
This home is MOVE-IN READY! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor, offering a fresh, beachy vibe with all the comforts of turnkey living. Enjoy peace of mind with an assumable flood insurance policy. Thoughtfully refreshed, this is the first completed remodel of its kind in the area—giving buyers a rare opportunity for easy, low-maintenance living just steps from the water. A 4-point inspection has been completed. Hurricane-grade windows throughout are complemented by a 2021 HVAC system and a newer water heater, ensuring year-round efficiency and comfort. The primary suite is a must-see, featuring breathtaking intracoastal views and a gorgeous staircase leading to a private second-floor retreat—the perfect place to wake up to sparkling water and unwind with unforgettable sunsets. The downstairs bedroom offers flexibility and can easily be converted into a rentable or guest space, adding to the home’s versatility. Whether you’re seeking an investment property or a primary or secondary beach home, this location checks all the boxes. Tucked away on a peaceful cul-de-sac at the tip of the peninsula, the home is ideal for coastal living—grab your golf cart and hop around town, with easy access to the beach and the vibrant shops, dining, and entertainment of John’s Pass Village, where coastal convenience meets everyday tranquility.

13004 Boca Ciega Avenue, Madeira Beach

$1,500,000
3 Beds 2 Baths Lone Palm Beach 5th Add Blk 29 Rep SubDv. 33708 Zip Code
Diamond In the Rough. New Fence, New Garage Door. You have a fabulous opportunity to purchase this unique property in one of the fastest-growing cities. Madeira Beach. This pool home is on a dead-end street among Multi-Million Dollar homes. This home sits on 90 feet of Boca Ciega intercoastal waterway—Sailboat waters with a dock connected to water & electricity. Due to Helene visiting this home the owner is planning on renovating. If this is your planned area you can make this 3/2 home a mid-century modern potential the way YOU want and make this property a Multi-Million dollar home. Walking distance to shopping centre, beach, restaurants, and more. This home is perfect for the boat & fishing lover. Enter the KING OF THE BEACH tournament or watch the boats come in with the big ones while sitting at your pool with a margarita or walk over and see the weigh-in. Don't miss out on this gem. The owner is ready for the country. Are you ready for the Beach?

15318 Harbor Drive, Madeira Beach