Location: Madeira Beach
Do Not Show Listings
583 CRYSTAL DR, MADEIRA BEACH, FL 33708
$2,849,000160 Days on yellowkey MLS ID: TB8474247
REDUCED by $101,000 (3.4%) on 06/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3614 Built: 1959 Tax: $19,391 (2024)Community: Crystal IslandSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,391
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: 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.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Tina Herrell (727-251-6630)
503 JOHNS PASS AVE, MADEIRA BEACH, FL 33708
$2,699,00034 Days on yellowkey MLS ID: TB8519984
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3072 Built: 1984 Tax: $27,373 (2025)Community: Crystal Island 2Nd AddSpa: NoSingle Family
Taxes:$27,373
Elementary School: Madeira Beach Elementary-PN
High School: Seminole High-PN
Tax Year: 2025
Middle School: Seminole Middle-PN
Remarks: STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct deep-water access. Beautifully renovated, this 4-bedroom, 3-bath home (gross 4,800 sq. ft.) features an open floor plan that showcases breathtaking open-water views from nearly every living space. Perfect for boater enthusiasts and minutes to John’s Pass and the Gulf of Mexico, the property offers a 2018 Trex-deck dock with full power and water, a 35,000-lb lift and a 16,000-lb lift — deep water in a no-wake zone for large vessels and only a five-minute boat ride to John’s Pass and the Gulf. Thoughtfully appointed for entertaining, the lower level hosts a custom bar area with a beer fridge and ice maker, while the expansive rear patio includes an outdoor kitchen and grilling area. The chef’s kitchen features custom cabinetry, Quartz/Cambria countertops and newer stainless steel appliances overlooking the oversized back deck and waterfront. The spacious second-floor master suite offers a large walk-in closet and an en suite with a travertine shower and sunken tub. Luxury finishes include luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding and casings. Recent upgrades include new hurricane-impact sliders and windows throughout, New water softener system 2024, pool resurfaced 2022, new pool heater 2022, and a Hayward Pro-Grid water heater (2021). Notably, the home did NOT flood during Hurricane Helene. Enjoy island living in a friendly golf-cart community just 2 miles from Madeira Beaches sands. This is coastal luxury with unmatched waterfront lifestyle — schedule your private showing today.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Cameran Colandrea (727-916-0505)
14900 GULF BLVD #304, MADEIRA BEACH, FL 33708
$634,900142 Days on yellowkey MLS ID: TB8481663
REDUCED by $25,000 (3.8%) on 07/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,200 Tax: $8,582 (2025)Community: Surfside South CondoCondo
Taxes:$8,582
Remarks: Stunning Gulf-front condo in the heart of Madeira Beach Surfside South building being offered fully furnished. Experience the ultimate beachfront lifestyle in this beautifully renovated two-bedroom, two-bath residence overlooking the breathtaking Gulf of America. From the moment you step through the front door, the mesmerizing blue waters draw you in through the open-concept family room and floor-to-ceiling hurricane impact sliders that lead to a large screened-in lanai. Enjoy expansive views of the white sandy beaches as you relax in your private outdoor oasis while taking in the tropical breezes and soothing sounds of the waves. Inside, the condo features stylish laminate flooring and a completely updated kitchen with white shaker cabinets, granite countertops with bar seating, and sleek black stainless steel appliances. The conveniently located laundry area includes a full-size washer and dryer set beneath a granite countertop, perfect for folding and organization. Wake up to spectacular Gulf views from the spacious owner’s suite, where floor-to-ceiling impact sliders open directly to the lanai, allowing you to enjoy the sights and sounds of the beach from your bed. The suite also features a generous walk-in closet and an updated ensuite bath with a granite-topped vanity and large walk-in shower. The guest bedroom is equally inviting with plantation shutters, laminate flooring, and a spacious walk-in closet currently utilized as an office. The updated guest bathroom includes a granite-topped vanity and a tub-shower combination. Additional highlights include a balcony storage closet, a screened lanai with hurricane shutters, and recent upgrades including impact sliders and windows (2022), HVAC (2022), water heater (2021), and an updated electrical service panel. This beachfront community offers a sparkling pool and is ideally located near restaurants, shopping, bars, and all the entertainment and boating activities of world-famous John’s Pass Village and Boardwalk. Don’t miss this rare opportunity to own your slice of Gulfside paradise—schedule your private tour today.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Jordan Rye (813-520-1211)
15400 GULF BLVD #401, MADEIRA BEACH, FL 33708
$725,00070 Days on yellowkey MLS ID: TB8507238
2 Days Off yellowkey (back on 7/9/2026)
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: Under contract-accepting backup offers. 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)
337 REX PL #A, MADEIRA BEACH, FL 33708
$414,90063 Days on yellowkey MLS ID: L4961911
REDUCED by $15,000 (3.5%) on 07/09/2026
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)
14230 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$425,00021 Days on yellowkey MLS ID: TB8524579
1 Days Off yellowkey (back on 7/9/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2261 Built: 1956 Tax: $9,496 (2024)Community: Gulf Shores 1St AddApartment
Taxes:$9,496
Remarks: Under contract-accepting backup offers. Instant Renovation Opportunity! With an approved permit already fully transferable to the new owner, you can start construction immediately on this prime 60x124 lot. The property currently features a 4-bedroom, 4-bathroom duplex split into two separate 2-bed, 2-bath units, complete with individual water and electric meters. Located just two blocks from the Gulf and minutes from John’s Pass, shopping, and dining, the potential here is massive. Whether you choose to fast-track the current duplex remodel or build a brand-new elevated luxury single-family home or duplex, this coastal property is pure opportunity.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Kevin Mize (813-454-4942)
215 MEDALLION BLVD #G, MADEIRA BEACH, FL 33708
$485,00068 Days on yellowkey MLS ID: O6407839
REDUCED by $10,000 (2.0%) on 07/08/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 755 Built: 1973 Tax: $4,107 (2024)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$4,107
Remarks: Fully renovated furnished 1BR/1.5 BA condo with stunning water views from every room! Spacious master suite with walk-in closet and private bath. Separate dining area with storage and large attic for extra space. Hurricane-rated windows for your peace of mind. This unit is located on the 2nd floor and has passed the milestone inspection! The home is turn-key ready for investors to start their short term rental right away. All the furniture conveys with the property. This oasis can also be your retirement sanctuary! Enjoy a private patio for sunset views, plus 4 fishing piers, 2 heated pools, clubhouse with gym, sauna, billiards, hot tub, and more. Walk to Madeira Beach, ROC Park, dining, shopping, and entertainment. Just 2 miles from John’s Pass Village. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: HONEST REAL ESTATE COMPANY (407-417-1314)
Listing Agent: John Hwangbo (516-708-6207)
315 MEDALLION BLVD #F, MADEIRA BEACH, FL 33708
$565,00068 Days on yellowkey MLS ID: O6407834
REDUCED by $10,000 (1.7%) on 07/08/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1040 Built: 1973 Tax: $6,987 (2024)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$6,987
Remarks: RARE opportunity to own this 2BR/1.5BA townhome-style condo with deeded BOAT SLIP in the gated waterfront community of Madeira Beach Yacht Club (MBYC). This is turn-key income-producing rentals that is also located on the 2nd floor for a peace of mind! Just steps from the Gulf of Mexico and offering 7-day minimum rentals, this property is ideal as a vacation home, primary residence, or income-producing investment. Deeded boat slip w/ lift, water, and electric Enjoy a private patio for sunset views, plus 4 fishing piers, 2 heated pools, clubhouse with gym, sauna, billiards, hot tub, and more. Walk to Madeira Beach, ROC Park, dining, shopping, and entertainment. Just 2 miles from John’s Pass Village. Don’t miss this opportunity—schedule your showing today!.
119 147TH AVE E, MADEIRA BEACH, FL 33708
$475,000115 Days on yellowkey MLS ID: TB8479352
REDUCED by $24,999 (5.0%) on 07/08/2026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1264 Built: 1955 Tax: $4,703 (2025)Community: Sunny ShoresSpa: NoApartment
Taxes:$4,703
Elementary School: Orange Grove Elementary-PN
Remarks: One or more photo(s) has been 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.
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Betsy Sheffield (727-417-3204)
14975 1ST ST E, MADEIRA BEACH, FL 33708
$1,050,000690 Days on yellowkey MLS ID: U8255460
REDUCED by $340,000 (24.5%) on 07/08/2026
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2052 Built: 1953 Tax: $11,622 (2023)Community: North Madeira ShoresApartment
Taxes:$11,622
Tax Year: 2023
Remarks: 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
Listing is courtesy of: BUXTON PROPERTIES INC (727-538-0034)
Listing Agent: Ahmad Maki Kubba (727-538-0034)
14906 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$479,90033 Days on yellowkey MLS ID: TB8520507
REDUCED by $20,000 (4.0%) on 07/07/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1399 Built: 1970 Tax: $4,515 (2025)Community: North Madeira ShoresApartment
Taxes:$4,515
Remarks: 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!
Listing is courtesy of: YOU FIRST REALTY AND ASSOC LLC (813-458-6686)
Listing Agent: Ramez Lahham (813-458-6686)
14013 MARGUERITE DR, MADEIRA BEACH, FL 33708
$635,00074 Days on yellowkey MLS ID: TB8505257
REDUCED by $40,000 (5.9%) on 07/07/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1516 Built: 1948 Tax: $6,000 (2025)Community: Gulf Shores 6Th Add RepApartment
Taxes:$6,000
Remarks: Virtually Staged. Price reduced to sell! 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!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lisa Mauriello (813-817-5537)
13500 GULF BLVD #605, MADEIRA BEACH, FL 33708
$659,00022 Days on yellowkey MLS ID: TB8524234
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 710 Built: 1982 Tax: $7,123 (2025)Community: Sea Breeze Of Madeira CondoSpa: YesCondo
Taxes:$7,123
Remarks: Proven Income on this Unit. ( $57k in bookings for 2026 as of July 7th 2026 ) Beautifully updated, fully furnished beachfront residence at Sea Breeze. Neutral tile flooring runs throughout, while the kitchen features granite countertops, solid wood soft-close cabinetry, and a brand-new GE stainless steel appliance package. Retextured ceilings with indirect lighting, upgraded six-panel doors with satin nickel hardware, impact-rated windows and sliding doors, and a 2021 A/C provide style, comfort, and peace of mind. The living room opens to sweeping Gulf of Mexico views, while the primary bedroom enjoys peaceful Intracoastal vistas. Offered turnkey with furnishings and electronics included, this home is ready to enjoy or rent from day one. Sea Breeze is one of Madeira Beach's most desirable Gulf-front communities, just a two-minute walk to John's Pass Village and Boardwalk with its restaurants, shops, and entertainment. Owners and guests enjoy a heated beachfront pool, oversized spa, tiki huts, grills, and picnic areas. Three-night minimum rentals make this an outstanding second home or income-producing vacation rental. The association is fully funded, and the financials are excellent. Gulf front, turnkey opportunity.
Listing is courtesy of: DOIRON REALTY INC (727-391-2829)
Listing Agent: Pete Doiron (727-391-2829)
575 CRYSTAL DR, MADEIRA BEACH, FL 33708
$2,500,00015 Days on yellowkey MLS ID: TB8525555
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2500 Built: 2026 Tax: $14,169 (2024)Community: Crystal IslandSpa: YesSingle Family
Taxes:$14,169
Remarks: Virtually Staged. Pre-Construction. To be built. An exceptional opportunity to build your dream waterfront home in one of Tampa Bay's most desirable coastal communities. Situated on picturesque Crystal Island in Madeira Beach, just a few homes from the cul-de-sac, this property offers added privacy, spectacular open water views, and direct boating access. Designed for luxury waterfront living, this custom two-story residence offers approximately 2,500 square feet of elevated, insurable living space built on a hurricane-ready foundation with impact-rated windows and doors. Thoughtfully designed for seamless indoor-outdoor living, the home features a resort-style pool and spa, outdoor kitchen, expansive covered lanais, and multiple balconies that capture stunning Intracoastal Waterway views. The main living level showcases soaring ceilings, an open-concept great room, a chef's kitchen, and elegant finishes throughout. The private owner's retreat offers a spa-inspired bathroom, dual walk-in closets, and a private waterfront balcony. Spacious guest suites each include ensuite bathrooms and walk-in closets, providing comfort and privacy for family and guests. The property includes a newer seawall (2020), a 13,000-pound boat lift (2020), and a private dock. Dredging permits are ready for approval and will allow for deeper water access, accommodating larger vessels while providing convenient boating access to John's Pass and the Gulf. Multiple architectural style packages and finish selections are available, allowing buyers to personalize the home to their preferences. Buyers may choose to work with our preferred builder and design team or bring their own builder to create a custom waterfront residence. Opportunities are endless and be sure to get in early to customize your home however way you like. The lot is being sold separately. Home pricing is based on the proposed construction shown. Photos are AI-generated conceptual renderings for illustrative purposes only and are intended to depict possible home designs. Construction pricing is subject to final plans, engineering, buyer selections, and permitting.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Linda Golparvar (202-744-2189)
13155 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$1,100,00019 Days on yellowkey MLS ID: TB8524958
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1973 Tax: $2,579 (2025)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$2,579
Remarks: Welcome to one of Madeira Beach's most captivating waterfront addresses. This move-in-ready, newly updated 3-bedroom, 2-full-bath home is a true gem overlooking Boca Ciega Bay/Intercoastal Waterway. You'll enjoy breathtaking sunrises and stunning sunsets from your private dock, providing boating access to the Gulf at Johns Pass, just minutes away, with public beach access just a short walk or golf cart ride away (0.3 miles). For boating enthusiasts, this property boasts a new 8x26 ft dock with water and electric hookups readily available. The split-level living space is designed for entertaining and features newly installed hardwood floors in the kitchen and living room. The large kitchen showcases wood cabinets, quartz counters, and ample storage. The family room is just a few steps down from the kitchen, highlighted by a wood-burning fireplace and two impact sliding doors that let you soak up the picturesque outdoor views from a newly constructed screened porch with an insulated roof. The three bedrooms and second bath are on the second floor, with the primary bedroom having large windows with stunning views of Boca Ciega Bay. This home has ample parking with a two-car garage and additional driveway space. Updates Include: 2026: remodel of the first-floor upper and lower levels; new electrical panel and first-floor wiring; new water heater; dock; and interior/exterior paint. 2024: 4-ton A/C unit. 2019 Roof replaced. This home did have water intrusion during the 2024 storm (Helene). It was professionally remediated, renovated, and permitted. This is true waterfront Florida living. Schedule a showing today!
Listing is courtesy of: MINARET REALTY (813-877-6388)
Listing Agent: Jack A Rodriguez (813-363-3787)
230 MEDALLION BLVD #D, MADEIRA BEACH, FL 33708
$466,00030 Days on yellowkey MLS ID: TB8515607
REDUCED by $3,000 (0.6%) on 06/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Monthly Fee: $799 Tax: $2,218 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$2,218
Remarks: LOCATION! LOCATION! LOCATION! ATTN: INVESTORS AND BEACH LOVERS! This unit can be seasonably rented out weekly! ALL BRAND NEW AND 5 STEPS TO THE POOL in this popular waterfront Madeira Beach community!! ******This beautiful 1st Floor, 750 Sq Ft, 2 bd/1 bath, condominium is 5 STEPS TO THE POOL! EVERYTHING IN THE ENTIRE CONDO IS BRAND NEW! (As a result of Hurricane Helene) Entire Kitchen: BRAND NEW!, Flooring: BRAND NEW!, Windows: BRAND NEW!, Ceilings: BRAND NEW!, Bathroom: BRAND NEW!, HVAC: BRAND NEW!, Lighting/fans: BRAND NEW! Roof: BRAND NEW! There is NOTHING for you to do in this condo unit, EXCEPT, to ENJOY your beautiful coastal condo AND/OR MAKE MONEY from your rental income as an investor. I themed my redesigned condo with a "coastal flare" in mind with SHIPLAP Walls and coastal lighting! This community is located just a 5 minute walk to the beach and restaurants and all the FUN, like watching the sunsets or taking a dip in the water or watching fireworks across the street at ROC park! THIS UNIT PRESENTLY HAS A REGULAR SNOWBIRD RENTAL FROM JAN 1ST, 2027 THRU MARCH 31, 2027, however, buyer will have the option to keep the renter or not. SOOOOOO, if you're an INVESTOR, this is a PLUS!! The Madeira Beach Yacht Club is an Coastal Community with lots of amenities such as 2 pools, 3 fishing Docks, private docks, clubhouse, canal walking path, dog friendly, and steps away from ROC PARK, where there are pickleball courts, basketball courts, walking trails around the canal, fireworks, festivals and music several times of the year! The $799 HOA Fee covers: water, sewer, building/roof insurance, cable/DVR, and more! You only pay ELECTRIC! Owners are allowed pet(s) 2 with a weight limit of 20lbs, or if the animal is needed as either a SA or an ESA support, then owners and rentals can have them, (no weight limit), however, providing the proper documentation will be needed., IE., a letter from a doctor. ASK YOU AGENT TO SHOW YOU THIS PROPERTY, OR CONTACT ME FOR A SHOWING! i
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Maryellen Waskiewicz (727-647-4448)
320 MEDALLION BLVD #H, MADEIRA BEACH, FL 33708
$349,00046 Days on yellowkey MLS ID: TB8515906
REDUCED by $10,999 (3.1%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 915 Built: 1973 Tax: $3,904 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,904
Remarks: Madeira Beach Yacht Club – Coastal Living Meets Incredible Investment Potential! Welcome to this light and bright 2-bedroom, 1-bath second-floor condo in the highly sought-after Madeira Beach Yacht Club community. Turnkey furnished and move-in ready, this inviting condo features updated windows, a new AC installed in 2025, and the convenience of inside laundry. Ideally located near one of the community's two pools, it's ready for immediate enjoyment, seasonal use, or rental income. Situated along the beautiful Intracoastal Waterway, Madeira Beach Yacht Club offers an unbeatable Florida lifestyle with fishing docks, stunning waterfront walking trails, and a clubhouse currently undergoing renovation. Best of all, you're just a short stroll from the sugar sands of Madeira Beach, as well as local dining, shopping, and entertainment. Investors and second-home buyers will appreciate the flexibility of this all-ages community, where 7-day rentals are permitted, creating exceptional opportunities for vacation rental income and strong return on investment. Enjoy easy access to nearby ROC Park, featuring pickleball courts, tennis courts, basketball courts, playgrounds, and scenic waterfront recreation areas. An added bonus: the monthly maintenance fee covers nearly everything except electric, providing exceptional value and hassle-free ownership. Don't miss this opportunity to own in a community that is actively investing in its future, with ongoing upgrades and enhancements following the recent storms that continue to add value and appeal for owners and guests alike. Whether you're searching for a full-time residence, a turnkey beach retreat, or a high-demand investment property, this condo offers the perfect blend of location, lifestyle, and opportunity. Live the Madeira Beach dream while enjoying the flexibility, amenities, and income potential that make this community one of the area's most desirable waterfront destinations.
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Tabitha Connell (727-215-0792)
30 LYNN WAY, MADEIRA BEACH, FL 33708
$310,00070 Days on yellowkey MLS ID: TB8507793
2 Days Off yellowkey (back on 5/29/2026)
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 1008 Built: 1947 Tax: $4,541 (2025)Community: Gulf Shores 6Th Add RepApartment
Taxes:$4,541
Remarks: 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.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Jac Smith (727-228-1777)
11273 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$419,900151 Days on yellowkey MLS ID: TB8478866
REDUCED by $5,000 (1.2%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1524 Built: 2002Monthly Fee: $420 Tax: $5,946 (2025)Community: Kapok GrandTownhouse
Taxes:$5,946
Middle School: Osceola Middle-PN
Remarks: PRICED TO IMPRESS! This 3-bedroom, 2-1/2 bath townhome with an oversized 1-car garage offers 1524 square feet of living space and PRICED TO SELL! Located in Kapok Grand townhome community, just minutes from the white sands of Madeira Beach, the turn-key home offers an open floor plan with a spacious kitchen, first floor half bath, screened lanai, a roomy Primary suite with an oversized walk-in closet, and much more. The kitchen features ample granite counter space, high-end SS appliances, solid wood cabinets, a closet pantry and space for a breakfast table. The living room and dining room is brightened by natural light coming through the triple-panel sliding glass doors that open onto the lanai. Have your morning coffees or enjoy dinner on the patio. The first floor also includes the half bath and the 22'x10' garage with an additional kick-out space for your workbench or extra storage. The second floor boasts the Primary suite, 2 guest bedrooms, the guest bathroom and a conveniently located laundry closet. The Primary suite features vaulted ceilings, a true 9'x8' walk-in closet and a private bathroom with walk-in shower. The location of the second bathroom, and two guest bedrooms act as a split floorplan with closets and laundry separating them. The third bedroom is ideal for additional family members, visitors or utilize the space as a home office, an upstairs living room or an in-home workout room. Other features include a central vacuum system, a stair lift for easy accessibility (removeable if not needed), and front storm door. The Kapok Grand is a pet friendly gated community with a crystal-clear heated pool, fitness center, game room/meeting area, and library. The low HOA fee includes basic cable, high speed internet, exterior pest control, grounds maintenance and garbage pickup. Located just minutes from the shops and restaurants at Seminole City Center, the Gulf Beaches, John's Pass and everything the area has to offer. Make this Florida hotspot your forever getaway today!
Listing Agent: Bert Morrison (727-415-4832)
363 145TH AVE E, MADEIRA BEACH, FL 33708
$479,900304 Days on yellowkey MLS ID: TB8428034
0 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1351 Built: 1950 Tax: $8,821 (2024)Community: Madeira Shores 1St AddSingle Family
Taxes:$8,821
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: RE/MAX PREMIER GROUP (813-929-7600)
Listing Agent: Paula Dysle (813-393-7015)
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