Location: Madeira Beach
Do Not Show Listings
15424 2ND ST E, MADEIRA BEACH, FL 33708
$569,000101 Days on yellowkey MLS ID: TB8483691
REDUCED by $6,000 (1.0%) on 06/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1947 Tax: $4,451 (2025)Community: Lone Palm Beach 4Th AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,451
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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!
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: David Petrucelli (813-629-1358)
14223 E PARSLEY DR, MADEIRA BEACH, FL 33708
$1,299,000291 Days on yellowkey MLS ID: TB8423060
REDUCED by $176,000 (11.9%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1857 Built: 1951 Tax: $13,303 (2024)Community: Gulf Shores 6Th AddSingle Family
Taxes:$13,303
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
Remarks: This move-in-ready waterfront home lets you step straight into the boating lifestyle. Located directly on the Intracoastal Waterway in Madeira Beach, this turnkey 4-bedroom, 2-bath home offers deep-water access and quick boating access to the Gulf of America. From your private dock, it is approximately 5 minutes by boat to John’s Pass and out to the open Gulf waters. This is true deep water, sailboat water with no fixed bridges, ideal for larger vessels. Designed for serious boaters, the property features a 10,000 lb boat lift, wet slip, and additional dock space that can accommodate a boat up to 38 feet with a 14-foot beam. The dock is fully equipped with 220- and 110-volt electrical service, water service, dock lighting, with riprap for added shoreline protection and erosion control, while supporting natural water flow and marine habitat. The outdoor living space is built for waterfront entertaining. A custom outdoor kitchen with a built-in grill, prep station, storage, and bar seating overlooks wide open Intracoastal water views. This backyard captures the Florida waterfront lifestyle, perfect for boating, fishing, entertaining, and sunset gatherings. You will see dolphins daily, every morning and evening. Inside, the home features an open-concept floor plan with water views throughout the main living areas. The entire waterfront side is lined with impact windows and sliding glass doors, bringing in natural light and expansive views of the Intracoastal. Interior features include porcelain tile flooring, recessed lighting, plantation shutters, and a 19 x 13 bonus room that works well as a second living space, home office, or game room. The updated kitchen features waterfall quartz countertops, stainless steel appliances, a gas range, a wine cooler, and a movable stainless steel island designed for flexible prep and entertaining. The primary suite includes dual vanities, a custom walk-in shower, and a large walk-in closet with a skylight. Additional upgrades include a new 200-amp electrical panel, central air conditioning, mini split systems, a gas dryer, blown-in attic insulation, a whole-house water filtration system, electric roll-down hurricane shutters, and new gutters. The garage features a hurricane-rated door, LED lighting, and built-in storage. This is a rare Madeira Beach waterfront property offering deep-water dockage, a boat lift, an outdoor kitchen, and direct Intracoastal frontage with fast access to the Gulf. Ideal for buyers searching for waterfront homes in Madeira Beach, boating homes in Tampa Bay, or Intracoastal homes with a dock and lift. Homes with this combination of deep water access, dockage, outdoor living, and move-in ready condition are limited. Schedule your private showing today.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Rebecca Collins (727-251-9235)
14187 W PARSLEY DR, MADEIRA BEACH, FL 33708
$274,90015 Days on yellowkey MLS ID: TB8515597
1 Days Off yellowkey (back on 6/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 923 Built: 1955 Tax: $5,114 (2025)Community: Gulf Shores 6Th Add RepSingle Family
Taxes:$5,114
Remarks: 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!!!
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Scott Nealy (727-710-1853)
230 MEDALLION BLVD #E, MADEIRA BEACH, FL 33708
$349,9008 Days on yellowkey MLS ID: TB8513129
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Monthly Fee: $799 Tax: $3,410 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$3,410
Remarks: Welcome to Unit E in Building 230 at the highly sought-after Madeira Beach Yacht Club, where coastal charm meets unbeatable location. This beautifully maintained 2-bedroom, 1-bath condominium offers 750 square feet of comfortable living space and is being sold furnished, making it the perfect full-time residence, vacation getaway, or income-producing investment. Located on the second floor, this light and bright unit features an updated kitchen with granite countertops, white shaker cabinetry, and a breakfast bar overlooking the open living and dining area. Tile flooring throughout provides easy maintenance and a true beach-living lifestyle. The spacious primary bedroom offers ample room to relax, while the guest bedroom comfortably accommodates family and visitors. Step outside to your private screened balcony overlooking the community pool, the perfect spot to enjoy your morning coffee or unwind after a day at the beach. Additional conveniences include an in-unit washer and dryer and generous storage. Madeira Beach Yacht Club offers resort-style amenities, including two heated swimming pools, a hot tub, fitness center, saunas, clubhouse, billiards room, library, and four fishing piers along the Intercoastal Waterway. The community allows 7-day minimum rentals, making it an excellent opportunity for investors seeking vacation rental potential. Ideally located just a short walk to the sugar sand beaches of Madeira Beach, you'll also enjoy easy access to grocery stores, restaurants, shopping, the library, post office, and ROC Park, featuring pickleball, tennis, basketball courts, playgrounds, waterfront walking trails, and community events throughout the year. The nearby Jolly Trolley provides convenient transportation along the Gulf Beaches from Clearwater Beach to Pass-a-Grille. Whether you're looking for a turnkey beach getaway, full-time coastal residence, or a flexible investment property, this condo offers the perfect combination of location, amenities, and value in the heart of Madeira Beach.
Listing is courtesy of: EXP REALTY (727-592-2286)
Listing Agent: Brandon Tecklenburg (727-265-6269)
337 REX PL #A, MADEIRA BEACH, FL 33708
$439,00032 Days on yellowkey MLS ID: L4961911
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973Monthly Fee: $1,352 Tax: $4,027 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$4,027
Remarks: One or more photo(s) has been virtually staged. INVESTOR & SNOWBIRD PARADISE WITH FULLY FUNDED RESERVES! 7-DAY MINIMUM RENTAL meets ultimate peace of mind in the heart of Madeira Beach. Buyers and investors can purchase with absolute confidence, as the HOA SIRS is fully funded per Florida Law, the Milestone Inspection passed, and there are NO special assessments scheduled. Welcome to your completely renovated, GROUND FLOOR coastal oasis in the highly sought-after Madeira Beach Yacht Club. Meticulously updated in 2026 with high-end modern finishes, this 2BR/2BA (master en-suite) gem delivers the perfect blend of luxury and convenience—whether you are looking for a full-time residence, a turnkey snowbird retreat, or a high-yield investment property that can generate strong short-term rental income. Step inside to a bright, open-concept great room featuring durable laminate flooring, sleek 5" baseboards, and a thoughtful hallway layout that optimizes bedroom privacy. The heart of the home is a gourmet kitchen boasting BRAND NEW QUARTZ COUNTERTOPS, crisp shaker cabinets, and brand-new stainless steel appliances, while both bathrooms shine with matching quartz surfaces. For ultimate convenience, a stackable washer/dryer hookup is located right in the guest bedroom closet, and the unit comes with the rare perk of two dedicated parking spots. Unwind on not one, but TWO large screened-in lanais—including one configured as a Florida Room. Both feature ceiling fans and are perfect for bug-free al fresco dining, featuring a completely replaced front lanai frame, screens, and doors as of 2026. Step out your door and you are just paces away from one of two pristine community pools, perfectly positioned far enough away to ensure zero noise disruption. Leave the car parked, because location is everything here. You are just a minutes-long stroll from the sugar-white sands of the Gulf of Mexico, local grocery stores, and daily essentials. Directly across the street lies ROC Park, featuring tennis/pickleball courts, basketball, a dog park, a water splash pad, a fishing pier, and an amphitheater for live concerts and seasonal festivals. You are also within easy walking distance to world-famous John’s Pass Village & Boardwalk for endless waterfront dining, shopping, bars, jet ski rentals, and fishing charters. Your monthly HOA fee offers true hassle-free living and covers Building Flood Insurance, Water, Trash, Internet, Basic Cable, Pool Maintenance, Grounds Landscaping, and robust Reserve Funding. Whether you’re dreaming of the ultimate beach lifestyle or a lucrative income-generating property in a high-demand vacation zone, this ground-floor masterpiece delivers it all. Schedule your private tour today and make Madeira Beach your reality!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carri Mclure (863-594-4041)
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,999149 Days on yellowkey MLS ID: TB8467308
5 Days Off yellowkey (back on 6/12/2026)
REDUCED by $4,001 (0.7%) on 04/03/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1277 Built: 1960 Tax: $6,166 (2025)Community: Sunny ShoresSingle Family
Taxes:$6,166
Remarks: Under contract-accepting backup offers. This is the kind of property some wait on… then regret when it’s gone. Solid block construction, stone and terrazzo floors, and a long water view the second you walk through the door. You’re looking straight out over the Intracoastal from the main living area and the primary bedroom — and it’s that classic Florida “I could do this every day” vibe. Here’s what matters: the demolition has already been done. PVC plumbing inside. Drywall is removed to the studs, floors and ceilings are intact, and the house is wide open for your design and layout. No guessing, no hidden surprises behind finished walls — you’re starting with a clean slate. There’s a davit for a small boat and jet ski's. Perfect for someone who wants water out back, a simple setup, and the beach at the end of the street. New roof (October 2021) Upgraded 200-amp electrical panel Blown-in attic insulation And if you’re thinking about the 50% rule, here’s the info - City of Madeira Beach preliminary report shows NOT substantially damaged Pinellas County Appraiser shows repairs/improvements up to $98,805 allowed for rehab. This is one of those rare Madeira Beach opportunities where you’re not paying for someone else’s design choices — you’re buying location, water, and a head start. Renovate it, elevate it, or rebuild it into something special. Waterfront. Walk to the beach. Long water view from inside the home. Big upside. If you’ve been waiting for a deal on the water in Madeira Beach… this is your shot.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
14024 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$795,00057 Days on yellowkey MLS ID: TB8499731
REDUCED by $29,900 (3.6%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1946 Tax: $5,187 (2025)Community: Gulf Shores 3Rd Add RepSpa: YesSingle Family
Taxes:$5,187
Remarks: Live where every day feels like a vacation—just three blocks from the bright sugar sands of Madeira Beach and a breezy 5-minute bike ride to the vibrant shops, dining, and waterfront buzz of John's Pass Village & Boardwalk. This stunning, move-in-ready 3-bedroom, 2-bath home has been completely reimagined with high-end upgrades, including NEW hurricane-impact windows and doors, fresh exterior paint, and a striking paver circular driveway. Inside, you’re welcomed by new porcelain tile flooring and a beautifully redesigned kitchen featuring sleek cabinetry, leathered granite countertops, updated lighting, modern backsplash, and brand new appliances. The newly renovated office space with barn doors could also function as a 4th bedroom. Step outside into your own private resort-style retreat. The heated saltwater pool and spa, complete with a cascading waterfall, ambient lighting, and outdoor shower create the perfect setting for both relaxing evenings and unforgettable gatherings. A new expanded paver patio adds effortless style and low-maintenance outdoor living. Every detail has been thoughtfully considered, including custom closet systems throughout and a spacious walk-in closet in the primary suite along with a brand new spa-inspired primary bathroom. The updated garage is perfectly suited for a golf cart, beach gear, and all your coastal essentials, complemented by a new tankless water heater. Framed by fresh landscaping, this home seamlessly blends luxury, comfort, and an unbeatable location—making it an exceptional primary residence, vacation escape, or high-performing investment near the Gulf.
Listing Agent: Whitney Roberts (863-602-1043)
13111 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$889,00064 Days on yellowkey MLS ID: TB8498159
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $10,000 (1.1%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2323 Built: 1953 Tax: $8,151 (2025)Community: Pages Rep Of Mitchells BeachSpa: YesSingle Family
Taxes:$8,151
Remarks: This rare open water home on the intercoastal has three levels to enjoy the expansive water views and amazing sun rises. Home has 4 bedrooms and 2 full bathrooms located on the open water portion of intercoastal. Walking distance to John's Pass and the beach. 1st floor has been demoed due to water damage but Level 2 and 3 were unaffected and livable. Enjoy relaxing in the inground pool or spa or fishing off the dock with boat lift. A boater's and fisherman's paradise with gulf access within10 minutes.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
119 147TH AVE E, MADEIRA BEACH, FL 33708
$499,99984 Days on yellowkey MLS ID: TB8479352
REDUCED by $25,001 (4.8%) on 06/10/2026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1264 Built: 1955 Tax: $4,703 (2025)Community: Sunny ShoresSpa: NoApartment
Taxes:$4,703
Remarks: Virtually Staged. AMAZING PRICE AND 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.
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Betsy Sheffield (727-417-3204)
410 140TH AVE E, MADEIRA BEACH, FL 33708
$1,495,000138 Days on yellowkey MLS ID: TB8471343
REDUCED by $200,000 (11.8%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 3564 Built: 1983 Tax: $12,319 (2025)Community: Finn Shontz RepSpa: NoSingle Family
Taxes:$12,319
Remarks: 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.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
600 NORMANDY RD, MADEIRA BEACH, FL 33708
$1,397,900157 Days on yellowkey MLS ID: TB8462616
REDUCED by $1,000 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1932 Built: 1947 Tax: $11,914 (2025)Community: Island Estates Unit 1Single Family
Taxes:$11,914
Remarks: 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.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Michael Wyckoff (727-642-6621)
15400 GULF BLVD #401, MADEIRA BEACH, FL 33708
$725,00039 Days on yellowkey MLS ID: TB8507238
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1977 Tax: $10,814 (2025)Community: Shores Of Madeira CondoSpa: YesCondo
Taxes:$10,814
Remarks: 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.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Nelson Bosque (813-839-3800)
13098 GULF BLVD, MADEIRA BEACH, FL 33708
$799,90038 Days on yellowkey MLS ID: TB8508079
2 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2439 Built: 1954 Tax: $4,005 (2025)Community: Mitchells Beach RevApartment
Taxes:$4,005
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Maria Mercado Herbert, Pa (727-642-1151)
13343 GULF BLVD #14, MADEIRA BEACH, FL 33708
$275,00035 Days on yellowkey MLS ID: TB8507789
0 Days Off yellowkey (back on 6/9/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 414 Built: 1950Monthly Fee: $715 Tax: $1,444 (2025)Community: Wave Resort CondoSpa: NoCondo
Taxes:$1,444
Remarks: Under contract-accepting backup offers. BEACH CONDO! This bright and beautifully turnkey second floor condo is located at The Wave Resort features 1 bedroom with a king bed, 1 full bathroom with a large shower, and spacious closets in the bedroom and bathroom. The open concept living and kitchen area offers plenty of natural light, updated flooring, and a comfortable layout perfect for relaxing 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 sandy beaches and breathtaking sunsets. Conveniently located near shopping, and local attractions, this condo is perfect as a personal beach getaway or an excelled vacation rental investment opportunity. Guests also have access to the newly renovated community pool. Don’t miss your chance to own your own slice of paradise!
Listing is courtesy of: SIGNATURE REALTY ASSOCIATES (813-689-3115)
Listing Agent: Sandra Ferren (813-484-0648)
534 CRYSTAL DR, MADEIRA BEACH, FL 33708
$3,449,00034 Days on yellowkey MLS ID: TB8509230
Bed: 6 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 4848 Built: 2026 Tax: $8,137 (2025)Community: Crystal IslandSpa: YesSingle Family
Taxes:$8,137
Remarks: Perched along the sparkling Intracoastal Waterway in the heart of Madeira Beach, this exceptional new construction estate at 534 Crystal Dr delivers the rare combination of modern luxury, boating convenience, and elevated coastal living. Just moments from the sugar-sand beaches and vibrant waterfront dining of John's Pass Village & Boardwalk, this is a residence designed for those who want the very best of the Florida lifestyle. With quick access to the open waters of the Gulf of Mexico, boating enthusiasts will appreciate the premier waterfront setting with deep water dock, while the home itself offers an impressive collection of features rarely found at this price point. Thoughtfully designed for both grand-scale entertaining and everyday comfort, the expansive open-concept floorplan centers around a stunning chef’s kitchen with oversized gathering spaces inculding custom wood cabinetry, soild stone countertop and seamless indoor-outdoor flow. Offering 6 spacious bedrooms, a private theater room, dedicated home office, and an extraordinary 6-car garage, salt water heated pool, the residence blends sophistication with functionality for modern family living. The luxurious primary suite serves as a private retreat, complete with spa-inspired finishes and generous walk-in accommodations expected of a true luxury waterfront home. Along with the peace of mind that comes with all concrete block construction. Beyond the property itself, Madeira Beach offers an unmatched quality of life — known for its welcoming coastal community, excellent schools, family-friendly atmosphere, and year-round outdoor lifestyle. Whether enjoying sunset cruises, weekends at the beach, or entertaining waterfront guests, this home represents a rare opportunity to experience the best of Florida’s Gulf Coast living.
Listing Agent: Paul Simon (727-919-1927)
14800 GULF BLVD #205, MADEIRA BEACH, FL 33708
$929,90019 Days on yellowkey MLS ID: TB8504417
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1975 Tax: $4,531 (2025)Community: Madeira Vista CondoSpa: NoCondo
Taxes:$4,531
Remarks: Wake up to the Gulf of Mexico. Every morning. From your king-size bed. Welcome to 14800 Gulf Blvd #205 — a rare, fully remodeled Gulf-front residence at Madeira Vista Condominium that delivers one of Madeira Beach's most coveted lifestyle-investment combinations: unobstructed direct beach views, luxury finishes throughout, and a proven $80,000–$100,000 annual rental income engine — all in a milestone-inspected building purpose-built for the income investor. Note: non-warrantable building (weekly STR concentration); financing via cash, DSCR, or portfolio lenders. This stunning 2-bedroom, 2-bathroom condominium spans approximately 1,210 square feet and features a dual king-size ensuite bedroom layout — a rare configuration that commands premium nightly rates from the most discerning short-term rental guests. The luxury full renovation leaves nothing to update: premium tile flooring, custom cabinetry, high-end fixtures, and beautifully appointed kitchen and bathrooms deliver a quality of finish rarely found at this price point. Hurricane-impact glass windows provide peace of mind and insurance-favorable compliance. An in-unit washer/dryer — uncommon in Madeira Beach buildings — adds everyday convenience that guests and owners alike treasure. Delivered fully furnished and turn-key, the property is ready for immediate occupancy or rental activation. Madeira Beach permits weekly short-term rentals (7-day minimum), and the building's in-house rental management program provides a seamless, plug-and-play income solution for absentee investors. With peak-season weekly rates of $3,000–$4,500 and a year-round occupancy track record, this is a genuine income-producing coastal asset. Community amenities include a heated pool, direct beach access, covered parking, and and two elevators. Madeira Vista Condominium has completed its milestone structural inspection under Florida SB 4-D — eliminating structural uncertainty and satisfying Florida's SB 4-D mandate. Non-warrantable building (weekly STR); financing via cash, DSCR, or portfolio lenders. Located steps from John's Pass Village & Boardwalk, 35 minutes to Tampa International Airport, and 20 minutes to St. Pete–Clearwater Airport, this is Madeira Beach at its absolute finest. Offered at $929,900 — Schedule your private showing today.
Listing is courtesy of: PREMIER COMMUNITY REALTY INC (727-808-1288)
Listing Agent: Brett Schroder (727-808-1288)
273 REX PL #G, MADEIRA BEACH, FL 33708
$299,000123 Days on yellowkey MLS ID: O6383368
2 Days Off yellowkey (back on 6/8/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 665 Built: 1973 Tax: $3,475 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,475
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: FLORIDA REALTY EXCHANGE LLC (888-491-8992)
Listing Agent: Jessica Mckinney (407-223-4142)
399 150TH AVE #218, MADEIRA BEACH, FL 33708
$565,000229 Days on yellowkey MLS ID: TB8443727
1 Days Off yellowkey (back on 5/1/2026)
REDUCED by $10,000 (1.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 1997 Tax: $7,751 (2024)Community: Madeira Cove CondoCondo
Taxes:$7,751
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Middle School: Madeira Beach Middle-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been 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.
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Melissa Vivenzio (813-531-1460)
14251 GULF BLVD #5, MADEIRA BEACH, FL 33708
$299,000220 Days on yellowkey MLS ID: TB8447020
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 393 Built: 1958 Tax: $3,087 (2024)Community: Tropic ShoresCondo
Taxes:$3,087
Remarks: 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!
Listing is courtesy of: RE/MAX CHAMPIONS (813-945-4882)
Listing Agent: Rebecca Hardin (813-956-9058)
14040 MIRAMAR AVE, MADEIRA BEACH, FL 33708
$569,000111 Days on yellowkey MLS ID: TB8478388
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $30,000 (5.0%) on 05/27/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1557 Built: 1951 Tax: $4,865 (2025)Community: Gulf Shores 3Rd Add RepApartment
Taxes:$4,865
Remarks: Under contract-accepting backup offers. One or more photo(s) has been 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.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)
Listing Agent: Gerard Cecci (301-830-3428)
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