Madeira Beach FL Historical Real Estate, Homes for Sale

3 Beds ⋅ 3 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code

Rare DEEP, OPEN Waterfront Opportunity in Bay Point Estates! Featuring sweeping water views, pool/hot tub combo, and a private dock on a 60' x 117' lot. This 3 BED/2.5BATH /2 CAR GARAGE block home is packed with potential and features classic terrazzo floors, a wood-burning fireplace! Major 2024 Upgrades: Professional remediation completed and NEW HVAC system installed in 2024! Whether you choose to tastefully renovate & expand or tear down & rebuild, bring your vision and design your own coastal estate from the ground up! Tucked near the end of a quiet cul-de-sac in this sought-after neighborhood in Madeira Beach area. This vibrant street offers a blend of original mid-century homes and several luxury new construction homes. Experience the ultimate Florida waterfront lifestyle! Don't miss out on this piece of paradise!

814 Bay Point Drive, Madeira Beach

$995,000

3 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code

EVERY DAY IS A VACATION IN YOUR OWN WATERFRONT RETREAT! On highly sought after Crystal Island in Madeira Beach, this MOVE-IN READY pool home with 3 bedrooms and 2 full baths. The top of the line Platinum American Standard 18 SEER A/C is new as of 2025. The Gourmet Kitchen features an extra-large island with lots of storage, touch faucet, stainless steel appliances, pot filler, 6 burner gas range with convection oven. The open floorplan has tons of natural lighting for enjoying water views and sunsets. The RESORT STYLE backyard, with heated kidney shaped salt-water pool & large pool deck, unique tiki hut and boat dock, make this home the perfect place for entertaining friends. Other backyard features vinyl dock decking, 8000# boat lift refurbished in 2025 with new bunks, new beams and a new remote. Easy walkability to sandy beaches, restaurants and shopping. Don’t miss this FABULOUS home!

541 Crystal Drive, Madeira Beach

$550,000

3 Beds ⋅ 2 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code

Coastal living just steps from the beach and warm Gulf waters! Welcome to 14023 Palm Street, a charming 3-bedroom, 2-bath Madeira Beach cottage offering approximately 1,139 square feet of living space in an exceptional beachside location. Just a short walk from the sugar-sand shores of Madeira Beach, this home combines classic Florida character with flexibility for a primary residence, vacation getaway, or investment property. Inside, vaulted exposed-beam ceilings add architectural character and an airy coastal feel to the living spaces. The functional floor plan includes a comfortable living room, dedicated dining area, kitchen with ample cabinetry and counter space, and a separate wet bar ideal for entertaining. Three bedrooms and two full baths provide plenty of flexibility for guests, a home office, or extended stays. Step outside to a private backyard surrounded by tropical landscaping with space for outdoor dining, grilling, and relaxing after a day at the beach. A covered carport and generous driveway provide convenient off-street parking. Best of all, the beach is just across Gulf Boulevard, putting relaxation and unforgettable sunsets within easy reach. John's Pass Village & Boardwalk, waterfront dining, shopping, boating, and entertainment are also just minutes away. For those considering rental income, the property allows a minimum 3-month rental period, offering investment potential without the restrictions of an HOA. A rare opportunity to enjoy the Madeira Beach lifestyle with the beach practically at your doorstep.

14023 Palm Street, Madeira Beach

$1,300,000

5 Beds ⋅ 5 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code

Located in the heart of Madeira Beach, FL, just one block from the Gulf beaches, 14135 Palm Street presents a rare opportunity to acquire a fully updated 5-unit income-producing property in one of the most desirable beach communities along Florida?s Gulf Coast. This solid block construction 5-plex consists of five well-designed 1-bedroom, 1-bathroom units with ample on-site parking, offering strong appeal to both long-term and seasonal tenants. What truly sets this property apart is its extensive hurricane-resilient construction and post-storm preparedness improvements. The building successfully withstood the major storms of 2024, demonstrating the quality and durability of the upgrades completed. Improvements include waterproof stucco interior wall systems, durable epoxy flooring throughout, elevated electrical connections, and water-resistant kitchen fixtures designed to minimize future storm vulnerability and maintenance concerns. In addition, the property features a newer roof, and all restoration and improvement work has been fully permitted and completed, providing added confidence for investors and lenders alike. The property offers flexible rental opportunities including annual rentals, seasonal leasing, workforce housing, or furnished beach rentals, creating multiple paths for maximizing income potential. With an attractive CAP rate, investors can benefit from both strong current cash flow and long-term appreciation in a highly supply-constrained beach market. Tenants will enjoy exceptional walkability and convenience. The property is located near Gulf Boulevard with easy access to the Pinellas Suncoast Transit Authority trolley and bus routes connecting residents to surrounding beach communities, downtown St. Petersburg, and area attractions. Nearby shopping, dining, and entertainment options include the popular John's Pass Village & Boardwalk, local restaurants, waterfront bars, grocery stores, marinas, and recreational activities including boating, fishing, and beach access. The location also provides convenient access to Treasure Island, Redington Beach, and the greater Tampa Bay area. This is an outstanding opportunity to own a proven storm-resilient multifamily asset in a premier coastal location with strong rental demand, attractive projected returns, and lasting tenant appeal.

14135 Palm Street, Madeira Beach

$289,000

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

$279,900

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.

Madeira Beach

$599,900

3 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code

Live the Florida beach lifestyle in this beautifully updated 3-bedroom, 2-bathroom home in Madeira Beach, ideally located just one-third of a mile from beach access and only half a mile from the popular Johns Pass Village & Boardwalk. Offering the perfect combination of coastal charm and modern updates, this home places you close to the Gulf's sandy shores, waterfront dining, boutique shopping, and endless entertainment options. Freshly updated with permits in 2025, this move-in-ready home features new flooring, new countertops, and brand-new decking on the upstairs patio, rear deck, and front porch. Additional improvements include professionally cleaned air ducts and a newer HVAC system installed in 2024, providing comfort and peace of mind. Inside, you'll find a bright and inviting floor plan featuring a welcoming front sitting room and a living and dining room combination. The beautifully remodeled kitchen showcases stainless steel appliances, a center island perfect for meal prep or casual dining, stylish pendant lighting, and modern finishes throughout. All three bedrooms are conveniently located upstairs, creating a private retreat away from the main living areas. The primary bedroom features its own private balcony, offering the perfect place to enjoy your morning coffee or unwind after a day at the beach. A full bathroom is conveniently located downstairs, while an additional full bathroom upstairs serves the bedroom level. Step outside and enjoy multiple outdoor living spaces, including the upstairs balcony and backyard patio, featuring an outdoor shower, perfect for entertaining family and friends or simply embracing the laid-back coastal lifestyle. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this exceptional Madeira Beach home offers an unbeatable location just moments from the beach and all the charm of one of Tampa Bay's most sought-after beach communities. Schedule your showing today!

13148 3rd Street E, Madeira Beach

$500,000

3 Beds ⋅ 2 Baths ⋅ Bay Point Estates 1st Add SubDv. ⋅ 33708 Zip Code

Virtually Staged. Virtually Staged. Welcome to your dream coastal retreat in Madeira Beach! This beautifully updated home offers the perfect blend of modern finishes and beachside charm. Featuring a spacious open layout with abundant natural light, the property includes a sleek kitchen with stainless steel appliances, quartz countertops, and custom cabinetry. The bedrooms are bright and inviting, while the bathrooms showcase contemporary tile and elegant fixtures. Step outside to enjoy lush landscaping, a private patio, and plenty of room to relax or entertain. Just minutes from the Gulf of Mexico, John’s Pass Village, dining, and entertainment, this home is ideal for those who want to embrace the Florida lifestyle. Move-in ready, this property is perfect as a primary residence, vacation home, or investment opportunity.

747 Pruitt Drive, Madeira Beach

$289,900

1 Beds ⋅ 1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code

YOUR ULTIMATE BEACHSIDE PARADISE AWAITS! Get ready to fall in love with this absolutely stunning, fully furnished 2nd-floor gem right in the heart of gorgeous Madeira Beach! This isn't just a property; it's a golden ticket. With a stellar, proven track record of highly successful weekly and monthly rentals spanning years. Whether you are looking for the ultimate dream vacation getaway or a powerhouse addition to your investment portfolio, the choice is yours?and the possibilities are truly endless! LOCATION, VIEWS, & LIFESTYLE! Steps from the Sand: The breathtaking Gulf of America is just a few footsteps away! Wake up and gaze at the sparkling waters right through your front window, or sip your morning coffee on the front porch with a beautiful view of both the Gulf and the pristine pool!

13343 Gulf Boulevard Unit C-12, Madeira Beach

$825,000

2 Beds ⋅ 3 Baths ⋅ Island Estates Unit 1 SubDv. ⋅ 33708 Zip Code

Stunning waterfront opportunity on Madeira Beach! This beautifully located waterfront lot features a private pool, concrete seawall, and a dock with boat lift already in place—bring your boat and your vision. The owner is the listing agent and a licensed General Contractor who can build your custom home on a cost-plus structure, offering significant savings versus typical new-build pricing. The existing home was flooded and fully remediated but not rebuilt; the property was determined NOT substantially damaged, creating options for renovation or a custom teardown-to-rebuild subject to buyer due diligence. Property is sold AS-IS with no warranties. Prime location near Gulf beaches, shopping, dining, Stunning and Vibrant Johns Pass and boating waterways—create your dream coastal retreat and capitalize on this rare value-add package. Buyers to verify all measurements, flood zone, substantial damage determination, and permitting requirements.

639 Normandy Road, Madeira Beach

$249,900

1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code

Welcome to this beautifully remodeled condo hotel unit at The Wave Resort, where comfort, convenience, and coastal charm come together. This adorable, turnkey unit is thoughtfully designed to maximize both guest enjoyment and rental potential. The bright and inviting space features a comfortable full-size bed, a chest of drawers, a closet for storage, and a full bathroom with a walk-in shower. Guests will appreciate the convenience of a kitchenette complete with a sink, mini refrigerator, microwave, and a cozy dining area—perfect for relaxing after a day at the beach. Located just steps from the sugar-white sands, guests can simply use the crosswalk to reach one of the country's most beautiful beaches and enjoy spectacular Gulf sunsets. The resort's sparkling, newly renovated pool is just outside the door, providing the perfect place to unwind. Ideally situated near restaurants, shopping, and popular local attractions, this property is within walking distance of the vibrant John's Pass Village & Boardwalk, offering endless dining, entertainment, and waterfront activities. Whether you're looking for an income-producing investment property, a personal vacation retreat, or both, this exceptional beachside condo offers the best of both worlds.

13343 Gulf Boulevard Unit B5, Madeira Beach

$2,500,000

Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code

Invest in one of the Nation's Best Beaches! Multiple Parcels are available in this desirable commercial district in Madeira Beach. John’s Pass Village, one of the area’s most popular vacation destinations, is beloved by locals and visitors alike. With a variety of shopping and dining options, The Village also offers excursions and adventures on the land and sea! Choose a fishing charter, a Pirate Cruise, a sunset sail, watercraft rentals or just a stroll along the boardwalk – all right across the Boulevard from this Beach Side Site! The John's Pass Village Activity Center with Flexible C-1 Zoning allows for endless redevelopment opportunities within the district. Two parcels along Gulf Blvd provide 80' road frontage. Comprised of an apartment building and garage with three 1-bedroom units, one studio and a utility room, as well as an open parking lot. Existing buildings experienced flooding in 2024. All appliances and equipment on the ground level have been removed. Upstairs apartment is intact. Adjacent GULF FRONT property is also available. All inquiries welcome!

13062 Gulf Boulevard, Madeira Beach

$799,900

4 Beds ⋅ 4 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code

Welcome to your beautifully reimagined coastal retreat in the heart of Madeira Beach. Perfectly positioned on an oversized corner lot just a few blocks from the Gulf of Mexico, world-famous John's Pass Village, and two scenic Intracoastal pocket parks, this stunning 4-bedroom, 3.5-bath residence offers the perfect blend of modern luxury, beach-town charm, and everyday functionality. Completely renovated from top to bottom, virtually everything is brand new, creating a truly move-in-ready home with approximately 2,350 square feet of thoughtfully designed living space. Step inside to discover an open, light-filled floor plan featuring oversized rooms throughout, including an impressive 22' x 14' living room that's perfect for entertaining or relaxing after a day at the beach. Every detail has been carefully selected, from the solid wood kitchen cabinetry and elegant quartz countertops to the stylish finishes found throughout the home. Impact-rated windows and doors provide peace of mind, energy efficiency, and abundant natural light. The spacious kitchen serves as the heart of the home, flowing effortlessly into the main living areas. The generous primary suite offers a private retreat complete with its own ensuite bathroom, while the additional bedrooms are all oversized and provide exceptional space and flexibility for family, guests, or a home office. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized one-car garage, attached 30' x 12' workshop, and additional covered carport, offering incredible versatility that's rarely found this close to the beach. Outside, the oversized corner lot offers exceptional curb appeal with ample room to create your own tropical oasis, add a pool, or simply enjoy the coastal breezes. Located within walking distance of Madeira Beach's sugar-white sands, John's Pass Village, waterfront dining, boutique shopping, marinas, and two peaceful Intracoastal waterfront parks, you'll experience the very best of Florida's beach lifestyle. Golf-cart-friendly streets, boating, fishing, spectacular sunsets, and endless recreation are all just moments from your front door. This is a rare opportunity to own a fully renovated, move-in-ready coastal home in one of Tampa Bay's most sought-after beach communities. Schedule your private showing today and discover why Madeira Beach is one of Florida's most treasured destinations.

13290 3rd Street E, Madeira Beach

$549,900

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

$469,900

3 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code

Virtually Staged. Priced to Sell – Exceptional Income-Producing Duplex in Madeira Beach This beautifully updated duplex offers outstanding versatility and strong cash flow in one of Tampa Bay’s most sought-after beach communities. Featuring a spacious 2-bedroom, 1-bath unit that rents for $2,500 per month and a cozy 1-bedroom, 1-bath unit at $2,000 per month, the property delivers a combined $4,500 monthly — that’s $54,000 in gross annual income. After Expenses your potential Net Income is $41,986 Whether you’re an investor looking for immediate dual income streams or an owner-occupant wanting to offset your mortgage by renting out one side, this turnkey opportunity checks every box. Both units have been storm-remediated and meticulously remodeled with premium finishes and modern systems, including a new roof, new water heaters, new A/C units, and numerous additional upgrades throughout. Each kitchen shines with elegant quartz countertops, crisp white shaker cabinets, and high-end stainless steel appliances. The exterior has been freshly painted and professionally landscaped, creating outstanding curb appeal. Out back, enjoy the low-maintenance turfed yard complete with charming string lighting — perfect for relaxing evenings or entertaining tenants and guests. The property also offers four dedicated parking spaces plus convenient street parking. Ideally situated in the heart of Madeira Beach, you’re just steps from the world-famous white-sand Gulf beaches, vibrant restaurants, shopping, nightlife, boating, and endless water activities. This prime location combines the relaxed beach lifestyle with easy access to everything the Tampa Bay area has to offer. A rare combination of income potential, quality upgrades, and unbeatable location — this is a true turnkey investment you don’t want to miss. Schedule your private showing today and secure this gem before it’s gone!

14906 N Bayshore Drive, Madeira Beach

$1,300,000

Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code

Located in the heart of Madeira Beach, FL, just one block from the Gulf beaches, 14135 Palm Street presents a rare opportunity to acquire a fully updated 5-unit income-producing property in one of the most desirable beach communities along Florida's Gulf Coast. This solid block construction 5-plex consists of five well-designed 1-bedroom, 1-bathroom units with ample on-site parking, offering strong appeal to both long-term and seasonal tenants. What truly sets this property apart is its extensive hurricane-resilient construction and post-storm preparedness improvements. The building successfully withstood the major storms of 2024, demonstrating the quality and durability of the upgrades completed. Improvements include waterproof stucco interior wall systems, durable epoxy flooring throughout, elevated electrical connections, and water-resistant kitchen fixtures designed to minimize future storm vulnerability and maintenance concerns. In addition, the property features a newer roof, and all restoration and improvement work has been fully permitted and completed, providing added confidence for investors and lenders alike. The property offers flexible rental opportunities including annual rentals, seasonal leasing, workforce housing, or furnished beach rentals, creating multiple paths for maximizing income potential. With an attractive CAP rate, investors can benefit from both strong current cash flow and long-term appreciation in a highly supply-constrained beach market. Tenants will enjoy exceptional walkability and convenience. The property is located near Gulf Boulevard with easy access to the Pinellas Suncoast Transit Authority trolley and bus routes connecting residents to surrounding beach communities, downtown St. Petersburg, and area attractions. Nearby shopping, dining, and entertainment options include the popular John's Pass Village & Boardwalk, local restaurants, waterfront bars, grocery stores, marinas, and recreational activities including boating, fishing, and beach access. The location also provides convenient access to Treasure Island, Redington Beach, and the greater Tampa Bay area. This is an outstanding opportunity to own a proven storm-resilient multifamily asset in a premier coastal location with strong rental demand, attractive projected returns, and lasting tenant appeal.

14135 Palm Street, Madeira Beach

$650,000

4 Beds ⋅ 2 Baths ⋅ Mitchell's Beach Revised SubDv. ⋅ 33708 Zip Code

Welcome home to this fantastic duplex on Madeira Beach, located just 5 blocks from world famous Johns Pass! This investment opportunity is situated perfectly and is located only 1 block to a public beach access and 1 block to a neighborhood park on the bay side. Step inside and fall in love with this light and bright gem, both units feature open living designs and spacious bedrooms. There are 2 separate laundry/storage rooms and there is a double carport on the beach side unit and a 4 car wide concrete parking pad for the bay side unit. Updates are numerous and done to an extreme high level that must be seen in person to fully appreciate! They include the flooring, full kitchen remodels, bathroom remodels, double pane vinyl windows, new base trim and interior doors, fiberglass exterior doors and a new shingle roof in 2025 (Car-port roof not included). Step out back and see where this residence really shines, there is a double wide carport giving ample space in the shade while still allowing space for parking. This duplex has a truly special feel to it; you will love sitting outside and relaxing while enjoying the sea breezes in the shade. This opportunity would be perfect for an owner occupant on one side and rental on the other. Madeira beach allows seasonal 3-month rentals. This is a special property that must be seen in person to fully appreciate, hurry do not miss it!

13440 1st Street E, Madeira Beach

$2,495,000

4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code

WELCOME TO 547 JOHNS PASS AVENUE A RARE OPEN WATER ESTATE FEATURING TWO PRIMARY SUITES, BREATHTAKING PANORAMIC VIEWS, AND THE ULTIMATE FLORIDA WATERFRONT LIFESTYLE. Perfectly positioned on an expansive stretch of wide-open water, this extraordinary coastal retreat was thoughtfully designed to capture spectacular views from nearly every room while blending luxurious indoor-outdoor living seamlessly throughout the home. From the moment you arrive, the circular paver driveway, lush tropical landscaping, and striking coastal architecture create an unforgettable first impression. Step through the grand entryway into a light-filled open-concept floorplan where soaring ceilings, oversized windows, and endless water views immediately steal the show. Designed for both elegant everyday living and effortless entertaining, the expansive living and dining spaces flow beautifully into the gourmet chef’s kitchen featuring custom cabinetry, stunning quartz countertops, oversized center island, premium Bosch appliances, designer backsplash, abundant storage, and an impressive wet bar with beverage refrigeration. Every detail has been thoughtfully curated to complement the home’s coastal aesthetic. One of the home’s most exceptional features is the presence of TWO PRIVATE PRIMARY SUITES offering incredible flexibility for multigenerational living, guests, or creating the ultimate private retreat experience. The first-floor primary suite features a spacious walk-in closet, ensuite bath, and convenient access to the main living areas, while two additional well-appointed guest bedrooms share a beautifully updated guest bathroom. A spacious laundry room is also conveniently located on the first floor. The entire second floor is dedicated to the luxurious grand primary retreat a true sanctuary of peace and tranquility. Wake up each morning to breathtaking sunrises and sweeping open water views through oversized windows designed to showcase the incredible scenery. This remarkable suite offers a spa-inspired ensuite bath, expansive walk-in closet space, private waterfront balcony, and a loft/office area ideal for working remotely while overlooking one of the most spectacular waterfront settings on the Gulf Coast. The upstairs retreat feels like a private penthouse oasis suspended above the water. Step outside into your private waterfront paradise where resort-style living awaits. The expansive travertine pool deck surrounds the sparkling saltwater pool and creates multiple areas for lounging, dining, and entertaining while overlooking the stunning open water backdrop. The covered balcony provides the perfect setting for morning coffee, evening cocktails, and unforgettable sunsets. Boating enthusiasts will appreciate the private dock and lift with direct access to open water. Every detail of this exceptional residence has been carefully designed to embrace the beauty of waterfront living while offering luxury, comfort, and functionality. With its rare dual primary suite layout, breathtaking views, and seamless indoor-outdoor design, this is more than just a home it is a private coastal sanctuary designed to experience the very best of luxury waterfront living.

547 Johns Pass Avenue, Madeira Beach

$260,000

1 Beds ⋅ 1 Baths ⋅ Wave Resort Condo SubDv. ⋅ 33708 Zip Code

GREAT BEACH CONDO! This bright, colorful one bedroom condo is located on the second floor at The Wave Resort in Madeira Beach. This move in ready condo features a 1 bedroom with a king bed, 1 full bathroom with a large shower, and spacious closets in the bedroom, bathroom and comes turn-key. The open concept living and kitchen area offers plenty of natural light, updated flooring, and a comfortable layout perfect for relaxing and coastal living. The living area includes a pull out sofa for additional guests, along with a cozy dining area ideal for enjoying your morning coffee before heading to the beach. Located just steps from the beach, simply take the crosswalk across the street to enjoy the miles of sandy beaches and breathtaking sunsets, when you return from the beach take a dip in the community pool. This property is an exceptional opportunity as a vacation home, or high-performing short-term rental. Don’t miss your chance to own your own slice of paradise!

13343 Gulf Boulevard Unit 14, Madeira Beach

$310,000

Gulf Shores 6th Add Rep SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. Charming duplex that features a completely finished 1 bed /1 bath apartment on one side and a partially finished 1 bed/1 bath unit on the other side. Each featuring 504 square feet of living space and provides efficient and thoughtfully designed comfort for anyone looking to enjoy the Florida lifestyle just minutes from the Gulf Coast. Step onto the covered front porch, where you can enjoy your morning coffee or unwind in the evenings with a refreshing coastal breeze. Inside the 1st unit features durable laminate flooring throughout, creating a clean and modern look that’s both stylish and low maintenance. The living area flows seamlessly into the functional kitchen, which offers ample cabinetry and countertop space for cooking and everyday living. The spacious bedroom includes a generous closet, while the full bathroom is equipped with a combination tub/shower and updated finishes. Outside, you'll find a large backyard—perfect for relaxing outdoors, gardening, or enjoying weekend BBQs. A parking pad is included for off-street convenience, making everyday living stress-free. This property is ideally located less than 5 minutes from Florida’s award-winning beaches, and just moments to Gulf Boulevard and I-275, providing easy access to St. Petersburg, Clearwater and Tampa Bay. Enjoy being close to an array of coastal restaurants, boutique shops, waterfront parks, and vibrant local events, all while residing in a quiet and residential neighborhood. Whether you're a beach lover, working professional, or snowbird seeking a sunny seasonal stay, this charming investor style home offers unbeatable value in one of Florida’s most desirable locations.

30 Lynn Way, Madeira Beach

$635,000

3 Beds ⋅ 3 Baths ⋅ Gulf Shores 6th Add Rep SubDv. ⋅ 33708 Zip Code

Virtually Staged. Price reduced to sell! Owner financing available under mutually acceptable terms and conditions. Completely renovated triplex in desirable Madeira Beach. All work was done to code and permits are all completed and closed. Three units suitable for many options including multi-generational occupancy and/or rental income or whatever the new owners desire! Updates include completely remodeled kitchens with new stainless-steel appliances and new cabinetry, new lighting and plumbing fixtures, updated electrical, two mini-split systems in each unit, and new double-pane hurricane-impact windows. The largest unit is the middle unit which has some extra large windows and French doors in the spacious living room that exit to a patio space. All tile floors, zero carpet! No HOA fees! The shed contains a brand new washer and dryer with hookups already in place for future use. All work has been permitted to current codes and all inspections completed. The oversized backyard can be used for additional parking and/or outdoor enjoyment. This property is just a three-minute drive or less then a ten-minute walk to the beautiful sparkling beach! John's Pass and Treasure Island and many other nearby beaches, other local restaurants, beach and water-based activities like dolphin cruises, jet skiing and fishing charters. So many bars and other tourists and desirable attractions are either walking distance or a short drive away. Schedule a private tour of this property as soon as possible! A beach town gem especially with income potential like this property doesn’t come around very often!

14013 Marguerite Drive, Madeira Beach

$220,000

2 Beds ⋅ 2 Baths ⋅ Kottlers Rep SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. 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

$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 firepit 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 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

$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

$985,000

2 Beds ⋅ 11 Baths ⋅ Lone Palm Beach SubDv. ⋅ 33708 Zip Code

Pre-Construction. To be built. UPDATE JUNE 11th THERE 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 400k down

15227 Gulf Boulevard, 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

$985,000

Lone Palm Beach SubDv. ⋅ 33708 Zip Code

Pre-Construction. To be built. UPDATE THERE IS NOW AN APPROVED SITE PLAN IN PLACE FROM THE ZONING DEPARTMENT THAT NOW ONLY NEEDS FINAL APPROVAL FROM THE ZONING BOARD ON September meeting. 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 400k down.

15227 Gulf Boulevard, Madeira Beach

$799,000

2 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Exceptional waterfront redevelopment opportunity in the heart of Madeira Beach. This 50x100 open-water lot at 249 144th Ave offers direct Intracoastal access with only the Johns Pass bridge between you and the Gulf, making this an outstanding site for a custom coastal residence or luxury spec build. The existing storm-damaged structure is being sold strictly AS IS for land value, with the true value centered in the lot, water frontage, and incredible open-water views across a basin lined with newer construction and high-end waterfront homes. The existing dock sustained significant storm damage and will require replacement, creating the perfect opportunity to design a new dock and lift configuration tailored to today’s boating lifestyle. This is the type of Madeira Beach lot that becomes harder to replace each year—surrounded by strong redevelopment momentum, upscale neighboring homes, and one of the most walkable boating-and-beach lifestyles in Pinellas County. Just a short walk to the sugar sand beaches, John’s Pass Village, waterfront dining, and entertainment, this location offers the rare combination of boating access, beach proximity, and premium rebuild upside. Whether you are building your forever waterfront home or positioning a high-end spec project in a market where coastal teardown lots continue to strengthen, this property offers exceptional long-term value in one of Tampa Bay’s most desirable beach communities.

249 144th Avenue, Madeira Beach

$999,900

2 Beds ⋅ 2 Baths ⋅ Bay Point Estates 1st Add SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. PRICE REDUCED BY NEARLY $100,000! Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates, with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach & Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bed/2-bath residence offers 1,802 sq ft of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!

728 Pruitt Drive, Madeira Beach

$425,000

2 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach 2 SubDv. ⋅ 33708 Zip Code

Virtually Staged. Welcome to this beautifully remodeled 2-bedroom, 2-bath coastal retreat in the heart of Madeira Beach. Thoughtfully updated inside and out, this home offers a crisp, modern feel with quality finishes and true turnkey convenience. Major improvements include a NEW HVAC, new water heater, updated electrical and plumbing, luxury vinyl flooring, fresh interior paint, updated lighting, and a 2021 shingle roof. The kitchen features new cabinetry, stone countertops, and new appliances—including a dishwasher. Both bathrooms have been stylishly renovated, with a tiled walk-in shower in one and a tub/shower combo in the other. Outdoor living is just as enjoyable. The front yard showcases coastal shell landscaping for low-maintenance charm, while the fenced backyard offers excellent privacy with artificial turf—perfect for pets, relaxing, or effortless entertaining. Zoned R-2 and ideally located, short distance to the beach and John’s Pass Village, you’ll love having shopping, dining, and entertainment just moments away. Whether you're seeking a primary residence, second home, or investment opportunity, this property checks all the boxes. Here’s your chance to own a slice of paradise in Madeira Beach—come live where others vacation.

358 Boca Ciega Drive, Madeira Beach

$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

$425,000

2 Beds ⋅ 1 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Home received flood damage; Substantial Damage Letter attached under paperclip in MLS. This is a TWO lot parcel being sold for Land ONLY located a short walk to the Gulf of Mexico Beaches to the west.

363 145th Avenue E, 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

$799,000

5 Beds ⋅ 5 Baths ⋅ Madeira Shores Sub SubDv. ⋅ 33708 Zip Code

Owner financing available .

100 144th Avenue, 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

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