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

15400 Gulf Boulevard Unit 401, Madeira Beach

$494,900
2 Beds 2 Baths Gulf Shores 6th Add Rep SubDv. 33708 Zip Code
MOVE-IN READY! This beautiful BEACH HOME situated in a Corner Lot features 2/2 with Garage and back Entrance. This BLOCK house features: Open Layout Floor Plan, Contemporary New Kitchen, Quartz Countertop and Brand-New Stainless-Steel Appliances (2025). IMPACT WINDOWS and DOORS. Porcelain Tiles all around, Contemporary Showers, New Water Heater (2025). LED lights and Ceiling fans with remote. The garage has a Utility Sink, Washer/Dryer hookups, and plenty of space. 200 AMP Electrical Panel. Irrigation System using reclaimed water. The House has Two Concrete Driveways. Back Entrance is ideal providing separate access to home. No HOA and no CDD. This house is perfect for full-time living, as an investment property, or vacation escape. Nowadays, you can enjoy a view of the Gulf in front of your house. Feel the Florida Lifestyle walking to the beach!

14181 E Parsley Drive, Madeira Beach

$1,400,000
3 Beds 4 Baths Finn Shontz Rep SubDv. 33708 Zip Code
ELEVATED WATERFRONT LIVING | POOL | PRIVATE DOCK | NEW ADDITION | MODERN UPDATES Welcome to 410 140th Ave E in the heart of Madeira Beach — a beautifully elevated waterfront residence where modern coastal design meets relaxed Florida living. This light-filled home offers clean architectural lines, fresh contemporary finishes, and tranquil water views that capture the essence of beachside luxury. The exterior welcomes you with a soft coastal palette, tropical landscaping, and elevated construction designed for both curb appeal and peace of mind. Inside, the open and airy layout is enhanced by updated flooring, neutral coastal tones, and an abundance of natural light throughout. The kitchen features crisp white cabinetry, sleek countertops, stainless appliances, and a functional breakfast bar ideal for everyday living or entertaining. Multiple living spaces provide flexibility for guests, a home office, or multigenerational living arrangements. A brand-new addition completed in September significantly expands the home’s functionality, introducing an additional spacious family room, a private bedroom with its own ensuite bath, and a full laundry room — creating an ideal guest suite, in-law quarters, or private retreat. This thoughtful expansion blends seamlessly with the original design while adding valuable square footage and versatility. The primary suite serves as a tranquil escape with soothing coastal hues, generous proportions, and access to outdoor views. The primary bath is beautifully appointed with elegant finishes, a freestanding soaking tub, and designer lighting that creates a spa-like ambiance. Step outside to your private backyard oasis where lush tropical landscaping surrounds a sparkling pool and paver deck overlooking the water. Boating enthusiasts will appreciate the composite dock and jet ski lift, completed in 2023 and capable of housing a pontoon boat. Enjoy direct water access for kayaking, paddleboarding, jet skiing, fishing, or a quick boat ride to the Gulf through Johns Pass Inlet. From your private dock, you can marvel at daily sightings of dolphins, occasional manatees, and breathtaking sunsets. Located just one mile from the famous Johns Pass Village, the home offers easy access to vibrant shopping and dining. This elevated coastal dream truly embodies the ultimate beach lifestyle. Additional upgrades include a new roof, hurricane-impact windows, and sliding glass doors, offering enhanced durability, energy efficiency, and storm protection. A rare opportunity to own a thoughtfully updated waterfront home where every day feels like a vacation.

410 140th Avenue E, Madeira Beach

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

14187 W Parsley Drive, Madeira Beach

$540,000
2 Beds 2 Baths Madeira Cove Condo SubDv. 33708 Zip Code
Virtually Staged. SELLER IS OFFERING 3 MONTHS OF HOA PMTS. TO BUYER AT TIME OF CLOSING!! ALL AGES ARE WELCOME to Madeira Cove BUILDING "C" UNIT #218—A Front-Row Seat to Waterfront Living. If the view is what you’ve been waiting for, this is the only one in Madeira Cove with direct water views from the balcony. Perfectly positioned along the tranquil Boca Ciega Intracoastal Waterway, this residence offers one of the most breathtaking and unobstructed water views in all of Madeira Cove. From the moment you step inside, your eyes are drawn across shimmering blue water stretching wide to the horizon. This two-bedroom, two-bathroom condo includes covered parking conveniently located near the secured elevators and features a spacious split floor plan with two private owner’s suites, each with its own bathroom. A versatile den/office includes a washer and dryer for added convenience. Your oversized private balcony becomes a true extension of your living space—a daily backdrop of glowing sunrises. Newly Installed Luxury Vinyl Plank floors in Living room and bedrooms. Watch dolphins play in the channel, manatees glide peacefully below, seabirds soar overhead, and boats cruise by from morning to dusk. In the evening, enjoy the peaceful reflections of lights dancing across the water. This is waterfront living at its finest. The primary suite was designed to showcase the scenery, offering stunning panoramic water views right from your bed. Sliding glass doors open directly to the balcony with electric hurricane shutters, providing security and peace of mind without compromising the view. The AC is from 2021, and the water heater is from 2020; this will bring peace of mind to the new buyers. The chef-ready kitchen features solid wood cabinetry, generous storage, and ample counter space—perfect for entertaining guests or enjoying relaxed evenings at home. Throughout, the home blends coastal elegance with comfortable Florida living. This home perfectly blends elegance with relaxed Florida living. The solid concrete block building provides peace of mind with secure elevator access, locked stairwells, and community surveillance. Resort-style amenities include a waterfront clubhouse with a wraparound deck for sunsets and gatherings. Heated pool, fitness center, picnic areas, and gas grills Kayak launch, marina access, and storage for your kayak Oversized assigned parking, guest parking, EV charging, and a car washing station Lending Library Madeira Cove is an all-ages community that allows two small pets (up to 25 lbs). Everything you need is just minutes away, including Madeira Beach, St. Pete Beach, Treasure Island, and John’s Pass shops, dining, and water sports. Fully funded with no pending assessments, this condo complies with all state regulations. The monthly fee covers water, sewer, trash, internet, cable, and building insurance. Whether you’re seeking a year-round paradise or seasonal retreat, this home offers luxury, convenience, and a front-row seat to Florida’s stunning waterways. Don’t wait—your waterfront dream can begin right now! Call today to arrange a private viewing, so schedule your private showing today.

399 150th Avenue Unit 218, Madeira Beach

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

245 Medallion Boulevard Unit G, Madeira Beach

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

247 Rex Place Unit H, Madeira Beach

$510,000
3 Beds 2 Baths Gulf Shores 3rd Add Rep SubDv. 33708 Zip Code
Virtually Staged. SIGNIFICANT PRICE IMPROVEMENT...GREAT INVESTOR PROPERTY FOR 2 RENTAL STREAMS....Or potentially rent out one side and occupy the other. ATTRACTIVELY REMODELED DUPLEX located just blocks from Madeira Beach. Unit 1 features 2 bedrooms, 1 full bath and Unit 2 offers 1 bedroom,1 full bath. This property has been restored in the wake of the 2024 hurricanes AND IS MOVE IN READY!! All permits and inspections have been filed and completed. The Kitchens features all new cabinets, quartz countertops, luxury vinyl flooring and brand-new LG stainless steel appliances. Both bathrooms include new vanities, tile floors, tile walls and hardware. The renovation project was permitted and inspected and included new luxury vinyl flooring (NO CARPET), drywall, baseboards, new electrical and fresh paint throughout the interior and exterior. The units have a newer roof (2021), 2 BRAND NEW WATER HEATERs and 2 BRAND NEW AC UNITS. The unit provides ample off-street parking, and an interior laundry area. A short walk to the Gulf's breathtaking white sand beaches. Enjoy all that Madeira Beach has to offer swimming, sunbathing, fishing, boating and water sports. With easy access to restaurants, shopping, and nightlife this property offers an incredible opportunity to invest in or live in one of Southwest Florida's premiere beach communities.

14040 Miramar Avenue, Madeira Beach

$750,000
2 Beds 2 Baths Crystal Island SubDv. 33708 Zip Code
Welcome to your coastal home in the highly sought-after Crystal Island neighborhood of Madeira Beach. This waterfront residence offers the perfect blend of Florida charm and modern updates. Waterfront Living at Its Finest: Situated on a 60' x 115' waterfront lot, this home offers wide canal views and provides quick access to both the Intracoastal Waterway and the Gulf. The home sits a few feet higher than others, and has proven its resilience during Hurricane Helene with very minimal impact. A new seawall and dock (2023) accommodate large vessels, including sailboats, making this an ideal home for boating enthusiasts. Bright, Updated Interiors: Step inside to discover gleaming refinished terrazzo floors throughout, creating a seamless flow between spaces. The bright Florida room serves as a perfect retreat, offering great water views and abundant natural light. The updated kitchen showcases modern quartz countertops, raised-panel cabinetry, stainless steel appliances and a convenient dining peninsula. Recent Upgrades for Peace of Mind: All new impact windows and doors (2023-2025); new shingle roof (2023); updated HVAC system (2021); and new impact-rated garage door (2025). Additional Features: Convenient inside laundry room and included washer/dryer; a spacious two-car garage; and a generous back yard with awning covered patio. This turnkey waterfront property offers the perfect combination of coastal living, modern updates, and boating accessibility. Don't miss this opportunity to own your piece of paradise.

525 Lillian Drive, Madeira Beach

$260,000
1 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
What could be a better place to call home with your own deeded boat slip! Great 2nd floor, end unit condo, with oversized balcony in the desirable gated community at Madeira Beach Yacht Club. This condo offers many great features like walk-in laundry room, walk-in closet in the bedroom, and 2026 HVAC. No hurricane damage since it’s second floor. This unit can generate income if you wish as well! The BOAT SLIP offers a 13,000lb lift. Take a walk on the beautiful paths along the intracoastal waterway while watching the dolphins play! Madeira Beach Yacht Club offers the very best in Florida living, offering two heated pools, workout facility, hot tub, sauna, game room, library and so much more. Not to mention, STEPS away from the amazing GULF and Madeira Beach Access just across the street! Want to do some fun activities in addition to what the complex offers, just walk across the street to one of the most desired community parks (R.O.C Park), which offers public access to Tennis, Pickleball, Baseball, Basketball, fishing pier, dog park, playground and splash pad! Everything is a short distance, with multiple bars and restaurants, and is less than 2 miles from famed John’s Pass. furnishings and Harris Crowne 250 tri tune boat as pictured on the lift negotiable.

273 Rex Place Unit G, Madeira Beach

$285,000
2 Beds 2 Baths Gulf Shores 1st Add SubDv. 33708 Zip Code
$20,000 PRICE IMPROVEMENT — Exceptional opportunity in a highly desirable Madeira Beach location just steps from the Gulf of Mexico. This property sustained flood damage during last year’s storm and is being sold strictly in its current condition. Due to the extent of the damage, the home may require substantial renovation or could present an ideal tear down and new construction opportunity. Buyers are encouraged to perform their own due diligence with the city, county, FEMA guidelines and licensed contractors regarding rebuilding options permitting requirements, elevation standards, and current building codes. Prior to the storm the home featured two bedrooms a bonus/study room one and a half baths multiple living areas a detached one-car garage, and a fenced backyard with patio space. The home was equipped with hurricane impact windows prior to the storm. Flooding impacted the interior, mechanical systems, and finishes, all of which will require further evaluation. The true value lies in the outstanding location nestled in one of Madeira Beach’s most sought after neighborhoods and within walking distance to the beach, Intracoastal Waterway, Caddy’s beachfront dining, local shops, and the attractions of John’s Pass. Competitively priced to reflect current condition, this property offers a rare chance to renovate or build your dream coastal getaway. Sold as-is with the right to inspect. Buyer to verify all zoning, building, restoration, and redevelopment possibilities.

14117 Palm Street, Madeira Beach

$695,000
4 Beds 2 Baths Mitchells Beach Rev SubDv. 33708 Zip Code
Gulf Blvd frontage directly in front of beach access — exceptional visibility, coveted location, solid concrete block base & pillar foundation and zoning that opens every door. Positioned within the John's Pass Activity Center, one of the most flexible and high-demand coastal districts in all of Tampa Bay. Configured as a duplex with two 2-bedroom, 1-bath units on a 40x49 lot with four dedicated parking spaces, a premium asset combination steps from the Gulf. Zoning supports multiple strategies: short-term vacation rentals, long-term leasing, mixed-use operation, or potential commercial conversion subject to municipal approvals. Vaulted ceilings create an open, airy feel with abundant natural light throughout. Large elevated outdoor deck captures beach views and delivers the indoor-outdoor living experience that drives top-tier vacation rental performance. Upper unit presents a realistic opportunity to reconfigure existing space into a third bedroom, increasing occupancy and STR revenue potential. Ground floor unit has been partially restored and requires cabinetry, trim, and fixtures to complete. Once both units are fully operational, projected short-term rental income is in the $100K range annually. AC's replaced 2023. Roof replaced 2016. Water Heater 2025. Gulf Blvd frontage delivers constant tourist traffic and long-term redevelopment relevance that interior properties cannot match. Surrounded by some of the most visited waterfront dining, entertainment, shopping, and recreation destinations in Pinellas County. Ideal for investors, developers, or end-users seeking dual income streams, beach access, and long-term upside on one of Florida's most active coastal corridors. Call for a private showing today.

13098 Gulf Boulevard, Madeira Beach

$1,100,000
3 Beds 3 Baths Crystal Island SubDv. 33708 Zip Code
Waterfront Perfection on Boca Ciega Bay/ Intracoastal! Experience the pinnacle of coastal living in this newly renovated Madeira Beach retreat, perfectly situated in the coveted Crystal Island enclave. This boater’s paradise features an expansive open floor plan that centers on panoramic Intracoastal views, with natural light pouring through brand-new hurricane-impact windows and sliding glass doors. Brand new updated kitchen featuring Frigidaire gallery appliance package, high-end quartz countertops, and top quality solid wood cabinetry with tons of space and storage throughout. Every inch of the interior feels fresh and sophisticated, from the 2.5 updated bathrooms with LED mirrors and sleek fixtures to the updated plumbing, electrical, and designer lighting throughout. Outside, a private backyard oasis awaits, featuring a sparkling pool with an brand new Jandy pool equipment (2026) with full spa automation and salt water system plus brand new gas heater (buried LP tank) and brand new electric sub panel with wireless/phone app control, lush landscaping, and a 2022 private dock with a high-end boat 10,000 lb lift with gem remote recently serviced and inspected and ready for your boat offering direct Gulf access! HVAC system is only a couple of years old and top quality Daikin, recently serviced/inspected, and in excellent shape. The Hot Water heater is brand new (2026), a 50-gal Rheem. Fenced back yard with all fencing and gates in great condition. This terrific home comes complete with a spacious two-car garage and is located less than a mile from the beach. This turn-key residence offers a seamless blend of luxury, comfort, and the ultimate Florida waterfront lifestyle. Seller Financing available!!!

565 Crystal Drive, Madeira Beach

$745,000
2 Beds 2 Baths Surfside South Condo SubDv. 33708 Zip Code
Located at the heart of a beautiful beachfront community, this elegant coastal residence enjoys what many consider the most desirable placement within the building-centrally located for a direct, unobstructed view of the Gulf and just moments from the sand. The setting offers both immediacy to the shoreline and a sense of balance and privacy that defines true luxury beachfront living. A deeded under-building parking space comes with the unit.*** The residence was completely renovated in 2015 and has been meticulously maintained with no renters since, resulting in a home that feels refined, serene, and exceptionally well cared for. Since then enhancements include a new air-conditioning system and furnace installed in 2022, an updated electrical panel, and a larger water heater, providing effortless comfort and reliability. The balcony has motorized hurricane shutters. *** A beautiful beachfront pool and Jacuzzi with surrounding poolside terrace creates a resort-like atmosphere - ideal for quiet mornings or sunset gatherings. New professional landscaping enhances the coastal aesthetic. A property manager is on site during weekday hours for immediate assistance. *** This is a rare opportunity to acquire a luxury beachfront home in a premier, center-building location on the Gulf where the beach is just steps away, and John's Pass is just a short trolley ride away. *** Call today to schedule your private tour!

14900 Gulf Boulevard Unit 107, Madeira Beach

$610,000
4 Beds 2 Baths North Madeira Shores SubDv. 33708 Zip Code
Exceptional investment opportunity in highly desirable Madeira Beach. This fully renovated duplex has been updated from top to bottom and is move-in ready. Both units feature brand-new kitchens with white shaker cabinetry and quartz countertops, with matching finishes carried into the bathrooms. Additional upgrades include luxury vinyl plank flooring throughout, new ceiling fixtures, new doors, new drywall, all new electrical wiring, a new roof, newer windows (approximately 4 years old), and a new water heater. Each unit offers 2 bedrooms and 1 bathroom, providing flexible living options — occupy one side while generating income from the other, or rent both units for strong cash flow potential. Comparable canal-area rentals of similar size are leasing for approximately $2,500 per month per unit, creating an estimated income potential near $5,000 monthly. Ideally located in the heart of Madeira Beach, just moments from the renowned white sandy beaches, dining, shopping, and entertainment. Schedule your showing today and secure a turnkey coastal investment before it’s gone.

14919 N Bayshore Drive, Madeira Beach

$610,000
4 Beds 2 Baths North Madeira Shores SubDv. 33708 Zip Code
Exceptional investment opportunity in highly desirable Madeira Beach. This fully renovated duplex has been updated from top to bottom and is move-in ready. Both units feature brand-new kitchens with white shaker cabinetry and quartz countertops, with matching finishes carried into the bathrooms. Additional upgrades include luxury vinyl plank flooring throughout, new ceiling fixtures, new doors, new drywall, all new electrical wiring, a new roof, newer windows (approximately 4 years old), and a new water heater. Each unit offers 2 bedrooms and 1 bathroom, providing flexible living options — occupy one side while generating income from the other, or rent both units for strong cash flow potential. Comparable canal-area rentals of similar size are leasing for approximately $2,500 per month per unit, creating an estimated income potential near $5,000 monthly. Ideally located in the heart of Madeira Beach, just moments from the renowned white sandy beaches, dining, shopping, and entertainment. Schedule your showing today and secure a turnkey coastal investment before it’s gone.

14919 N Bayshore Drive, Madeira Beach

$815,000
3 Beds 2 Baths Villa Madeira Condo SubDv. 33708 Zip Code
Welcome to your beachfront dream at Villa Madeira—where luxury, lifestyle, and investment potential come together in one unforgettable coastal experience. Perched on the 6th floor, this fully furnished 3-bedroom, 2-bath penthouse offers sweeping, unobstructed views of the turquoise Gulf waters and the sugar-white sands of Madeira Beach. From the moment you step inside, natural light fills the open living spaces, highlighting breezy coastal finishes and creating a relaxed, inviting atmosphere that instantly feels like home. Designed for both comfort and versatility, this Fully Furnished residence is ideal as a primary home, vacation retreat, or income-producing property. Villa Madeira’s highly sought-after one-week minimum rental policy offers excellent earning potential, making it a smart investment opportunity along Florida’s Gulf Coast. The spacious primary suite opens directly to beachfront views, allowing you to wake each morning to the soothing sound of waves and soft coastal light. Two additional bedrooms provide plenty of space for family, friends, or guests. The condo is FULLY FURNISHED and offers an in-unit washer and dryer add everyday convenience, ensuring a move-in-ready experience. Step outside to your oversized screened-in balcony—your private front-row seat to breathtaking sunsets, gentle sea breezes, and the rhythm of beach life. Whether enjoying quiet mornings with coffee or entertaining at sunset, this outdoor space is where memories are made. Beyond the residence, Villa Madeira offers resort-style amenities including a heated beachfront pool, expansive sun deck, elevator access, covered assigned parking (Prime parking Space #108 conveniently located near the elevator), and direct access to the beach. Built with concrete block, and structural steel, this community has cleared the Milestone study offering a peace of mind to owners. Major building updates—including the Milestone Inspection, SIRS Report, new roof (2025), Fully Painted and post Helene restoration work—are approximately 95% complete and fully compliant. The property is professionally managed both physically and financially, and notably, 2026 HOA dues have lowered since recent updates!!! Perfectly located, you’re just moments from local favorites like The Corner Kitchen & Coffee House, The Candy Kitchen, and Caddy's Madeira Beach, as well as the vibrant shops, dining, and waterfront attractions of John's Pass Village & Boardwalk. This is more than a condo—it’s a lifestyle. A place where every day feels like a vacation, every sunset feels personal, and every moment is framed by the beauty of the Gulf. Your penthouse at the beach is waiting. Schedule your private showing today.

13720 Gulf Boulevard Unit 609, Madeira Beach

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

12924 Gulf Boulevard Unit 110, Madeira Beach

$770,000
2 Beds 2 Baths Shores Of Madeira Condo SubDv. 33708 Zip Code
Beachfront corner unit with panoramic Gulf views from this desirable 5th-floor location. This light-filled condo features additional windows unique to corner units, creating a bright and open living space. Enjoy stunning sunsets from the private wrap around balcony and direct access to the beaches just steps from the building.The unit offers a spacious layout with a full newly updated kitchen, comfortable living area, and is fully furnished.Rental Details:30-day minimum rental required.Location Highlights:Ideally located in the heart of Madeira Beach on Gulf Blvd, just minutes from John’s Pass Village & Boardwalk, known for its waterfront dining, shopping, entertainment, and popular bars. Also close to the Madeira Beach City Center area with additional restaurants, coffee shops, and local conveniences. Property Features:Beachfront corner unit, Private balcony with Gulf views, Bright, open layout with extra windows, Direct beach access, Prime central location, Pool/Beach Front Deck

15400 Gulf Blvd Unit 501, Madeira Beach

$920,000
3 Beds 3 Baths Crystal Island SubDv. 33708 Zip Code
Welcome to your waterfront retreat in Madeira Beach - a beautifully renovated three-bedroom, three-bathroom, two-story home designed for the ultimate Florida lifestyle. With direct canal access, a 2018 10,000 lb boat lift and dock this is truly a boater’s paradise where you can head out on the water anytime you please. This home offers peace of mind with major updates including 2025 Downstairs & 2019 upstairs A/C systems (with yearly maintenance), a 2024 water heater, 2024 & 2018 roofs, a 2014 seawall, hurricane-impact windows throughout, a hurricane-rated garage door, and paid-off solar panels - keeping the electric bill incredibly low. The first level features a bright open floor plan with stunning canal views, two bedrooms, two full bathrooms, and a flexible room that can be used as a dedicated office space perfect for working from home or easily converting to suit your needs. The kitchen is both stylish and functional, offering solid wood cabinetry, updated stainless steel appliances, quartz countertops, and a breakfast bar. The spacious living room is filled with natural light and features large glass sliders that seamlessly connect indoor and outdoor living - perfect for entertaining. One of the downstairs bedrooms includes its own private en-suite bathroom, while the guest bathroom offers a tub/shower combo. Ceiling fans are thoughtfully placed throughout the home for added comfort. The entire upstairs and balcony were added in 2018 and is dedicated entirely to the primary suite, creating a private sanctuary complete with hardwood flooring in both the bedroom and closet. Wake up to serene water views and step out onto your private balcony. The spa-like bathroom features a soaking tub, dual-sink vanity, abundant storage, and a glass-enclosed shower with a rain shower head and detachable handle. A large walk-in closet with custom shelving and the added convenience of a washer and dryer inside the bathroom complete this luxurious space. Step outside to your own slice of paradise where the great space outside was completed in 2012 - featuring a covered pavered patio ideal for dining, grilling, and relaxing year-round. The fenced backyard, dock, and waterfront setting make it easy to enjoy boating, kayaking, or simply watching wildlife right from your backyard. A large paver driveway leads to a two-car garage, providing ample parking and storage. Located just minutes from the beach, with easy access to bike lanes on Gulf Blvd to the Pinellas County trail, and close to local restaurants, parks, shopping, and activities, this home offers the perfect combination of luxury, location, and lifestyle. Don’t miss your opportunity to own this exceptional waterfront property!

532 Crystal Drive, Madeira Beach

$555,000
3 Beds 3 Baths Madeira Shores Sub SubDv. 33708 Zip Code
Welcome to the heart of Madeira Beach, where coastal lifestyle meets income potential with this fully updated, turnkey block construction TRIPLEX designed with investors in mind. Whether you’re looking to expand your portfolio, house-hack by living in one unit while generating income from the others, or securing a high-demand rental property near the Gulf, this opportunity checks all the boxes. From a numbers standpoint, major capital improvements have been made providing peace of mind for years to come. All work permitted and done right. Updates include three brand new HVAC systems, three new water heaters, three newer electric panels, a new multi-dimensional GAF roof in 11/2022, updated plumbing, and Missile D-rated low emissivity impact windows and openings throughout. All units feature raised GFCI-protected outlets, adding an extra layer of safety and compliance. All new flooring, cabinetry, bathrooms and kitchens. Fresh interior and exterior paint throughout. This is the kind of property where you can step in and start generating income without worrying about immediate big-ticket expenses. Each of the three units offers a 1-bedroom, 1-bathroom layout, all thoughtfully renovated with brand new tile flooring, modern soft-close cabinetry, and quartz countertops that appeal to today’s renters. Clean, consistent finishes across all units make management simple while maximizing rental appeal and value. Two units are identical in size and layout with the third unit toward the back being the larger of the three. Community Washer and Dryer on site with new hot water heater and hookups. Location is where this property truly shines. Positioned just across the street from the public beach access and powder sands of Mad Beach and a short distance from the energy of John’s Pass Village & Boardwalk, you’re in one of the most sought-after beach communities on Florida’s Gulf Coast. Tucked just off Gulf Boulevard, the setting offers that ideal balance of accessibility and privacy. Tenants and guests can stroll across the street to the beach, enjoy waterfront dining, explore boutique shopping, and take advantage of boating and premium inshore/offshore fishing all at your fingertips. Mad Beach Roc Park and the splash pad are absolute gems and offer abundant recreational activities. This is a location that consistently attracts seasonal renters and long-term tenants year-round. Madeira Beach continues to see strong rental demand thanks to its laid-back coastal lifestyle, walkability, and close proximity to both St. Petersburg and Clearwater, making it an ideal destination for a wide range of renters. Opportunities like this don’t come around often, now is your chance to invest in one of Florida’s most desirable beachside communities.

80 144th Avenue, Madeira Beach

$394,000
2 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
RARE OPPORTUNITY TO OWN A 2 BEDROOM 2 BATHROOM GROUND FLOOR CONDO WITH DEEDED BOAT SLIP ON THE POOL IN MADEIRA BEACH YACHT CLUB! Just totally remodeled with everything new. Madeira Beach Yacht Club offers 7 DAY RENTALS. Enjoy the 2 large enclosed porches. Madeira Beach Yacht Club is a gated waterfront community located walking distance from parks, a world-class beach, grocery and convenience stores, as well as restaurants, bars, and shopping! The community has a clubhouse with 2 heated pools, 4 fishing piers, and more. ROC Park sits just across the parking lot and is home to tennis courts, basketball courts, pickle ball, splash pad, playground and amphitheater for concerts and festivals year-round. You MUST SEE this beautifully appointed ground floor unit, just steps from the main pool and clubhouse. You’ll enjoy cooking in the gourmet kitchen, preparing meals to serve in the adjacent dining area or kitchen bar seating area, and relaxing in the spacious living room and screened-in Florida room. A laundry room inside the unit, walk-in closets, and two large bedrooms provide all the convenience you and your guests need for a stress-free stay in Florida beach life paradise.

337 Rex Place Unit B, Madeira Beach

$427,500
3 Beds 3 Baths Gulf Shores 2nd Add SubDv. 33708 Zip Code
Here’s your chance to own an affordable BEACH HOUSE in the heart of Madeira Beach, just steps from the sand and moments from breathtaking Gulf sunsets. Perfectly positioned with beach access directly across the street at Caddy’s, this property offers the ultimate coastal lifestyle in one of the most desirable locations on Florida’s Gulf Coast. This 3-bedroom, 3-bath beach cottage features an open-concept layout with a spacious kitchen, living, and dining area designed for easy living and entertaining. The large primary suite includes a walk-in closet and private ensuite bath, adding comfort and functionality. Step outside to a truly unique and fully fenced backyard oasis built for entertaining, complete with a custom outdoor bar, dedicated cornhole court with sand alley, paver patio, raised wooden deck, and ambient string lighting. The garage has been thoughtfully converted to enhance the outdoor experience and includes a 12x9 climate-controlled space—ideal for storage, tools, or even a keg setup. A large Lifetime shed adds even more storage flexibility. The low-maintenance yard, paved driveway, and ample parking make this property as practical as it is fun. Originally renovated in 2015, the home offers a strong foundation for its next owner, including mostly (around 90%) updated electrical, PVC plumbing, hurricane-impact windows and doors, and a roof approximately 10 years old. The home sits on a raised crawl space. While the property did experience flooding during Hurricane Helene, it has been officially deemed NOT substantially damaged, offering a valuable opportunity to restore, customize, or reimagine the space to your vision. Flood insurance is assumable, providing additional peace of mind. Located just minutes from John’s Pass, local restaurants, shopping, and entertainment. With trolley access nearby, this home is ideal as a primary residence, vacation getaway, or investment property.**Interior pictures include both pre and post storm**

14033 Palm Street, Madeira Beach

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

451 Virginia Avenue, Madeira Beach

$900,000
3 Beds 2 Baths Crystal Island 1st Add SubDv. 33708 Zip Code
BACK ON THE MARKET! Lets get you in there to take a look.Welcome to 538 Lillian Dr, Madeira Beach, FL! This beautifully renovated 3-bedroom, 2-bathroom home is a true gem, offering the perfect combination of coastal charm and modern upgrades. Located just minutes from the pristine beaches of Madeira Beach, this home is a dream for those looking to enjoy the best of Florida living. Step inside to find stunning new flooring throughout, creating a sleek and cohesive look. The completely updated kitchen is a chef’s delight, featuring brand-new cabinets, gorgeous granite countertops, and top-of-the-line stainless steel appliances. It’s the perfect space for cooking and entertaining. Both bathrooms have been fully renovated with modern finishes, new fixtures, stylish vanities, and custom tiling. Every detail has been thoughtfully designed for comfort and style. The open-concept living area is beaming with natural light, and the flow from the living room to the dining area and kitchen creates a welcoming, spacious environment. The Florida room has been transformed into a cool addition to the living space. Step outside to a beautifully landscaped yard with plenty of room for outdoor activities, plus a covered patio – perfect for enjoying Florida’s year-round sunshine. Additional features include a 2-car garage, plenty of parking space, and a location just minutes from local shops, dining, and the famous John’s Pass Village. This property has two boat lifts, 1-19 ton the other a 10 ton lift. This home is a true turnkey opportunity—schedule your showing today and make 538 Lillian Dr your new paradise retreat!

538 Lillian Drive, Madeira Beach

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

14600 Gulf Boulevard Unit 401, Madeira Beach