Refine Search
Sort by
$799,000
2 Beds 3 Baths Island Estates Unit 1 SubDv. 33708 Zip Code
STUNNING WATERFRONT OPPORTUNITY IN MADEIRA BEACH! Bring your boat, your vision, and your plans for the ultimate coastal retreat! This exceptional waterfront property offers a private pool, concrete seawall, dock, and boat lift already in place giving you a head start on creating your dream waterfront lifestyle. The owner is a licensed General Contractor and is available to build a custom home on a cost-plus structure, potentially providing significant savings compared to traditional new-construction pricing. The existing home was previously flooded and has been fully remediated but not rebuilt. The property was determined NOT to be substantially damaged, providing buyers with options to explore renovation or a teardown and custom rebuild, subject to buyer due diligence and all applicable permitting and regulatory requirements. Located in the heart of Madeira Beach, you’ll be close to the Gulf beaches, boating waterways, shopping, dining, and the vibrant John's Pass Village & Boardwalk. This is a rare opportunity to secure a waterfront property with many of the expensive exterior improvements already in place and create something truly special. Property is being sold AS-IS with no warranties. Buyer and buyer's agent to verify all measurements, flood zone information, substantial damage determination, permitting requirements, building restrictions, and any other information important to the buyer. Bring your builder, bring your vision, and take advantage of this incredible Madeira Beach waterfront opportunity!

639 Normandy Road, Madeira Beach

$725,000
2 Beds 2 Baths Madeira Cove Condo SubDv. 33708 Zip Code
Welcome to exceptional waterfront living at Madeira Cove! This beautifully positioned second-level corner unit offers two bedrooms, two bathrooms, and a versatile den/office, with abundant natural light and panoramic views of Boca Ciega Bay. Step inside and be amazed by the nine foot ceiling heights and the impact-rated windows on three sides—including a distinctive bay window in the dining area which sets this residence apart from interior units. The spacious open-concept living and dining area features durable flooring and flows seamlessly into the kitchen, which offers solid wood cabinetry, granite countertops, generous storage, a pantry, and a breakfast bar. Sliding glass doors open to an oversized covered balcony where you can dine alfresco, relax with a morning coffee, or watch dolphins, manatees, seabirds, and boats passing along the Intracoastal Waterway. The desirable split-bedroom floor plan provides privacy for both bedrooms. The waterfront primary suite is designed to take full advantage of the scenery, with water views from the windows and sliding glass doors opening directly to the balcony. Electric hurricane shutters provide added peace of mind. The second bedroom has convenient private access to the guest bathroom. A spacious den/office adds flexibility for working from home, guests, or hobbies and includes a full-sized stackable washer and dryer. The waterfront balcony has a hurricane screen for extra protection of the balcony. Madeira Cove offers an impressive array of amenities, including a heated waterfront pool, clubhouse with fitness room and kitchen, wraparound waterfront deck, picnic area, gas grills, kayak launch and storage, marina access, lending library, EV charging, and a car-washing station. Private boat slips at the community dock may become available for purchase or rental. Assigned covered parking is conveniently located near the secured elevators, with additional guest parking and a storage closet adjacent to the parking space. The solid concrete-block building features secured elevator access, locked stairwells, and community surveillance. Madeira Cove is a meticulously maintained, all-ages community that allows two small pets up to 25 pounds. The monthly maintenance fee includes water, sewer, trash, internet, cable, and building insurance. The association is fully funded with no pending assessments and the community complies with current state requirements. Best of all, you can walk to the beach and you are just minutes from Madeira Beach, St. Pete Beach, Treasure Island, and the shops, restaurants, and water activities of John’s Pass. Whether you're looking for a year-round residence or a seasonal retreat, this exceptional waterfront condo offers a front-row seat to the beauty of Florida's waterways. Come experience the views, lifestyle, and tranquility of Madeira Cove for yourself—schedule your private showing today!

399 150th Avenue Unit 205, Madeira Beach

$1,550,000
6 Beds 3 Baths Pages Rep Of Mitchells Beach SubDv. 33708 Zip Code
Rare waterfront redevelopment opportunities situated on two lots totaling approximately 12,628 ft.² (0.28 acres) with approximately 95 feet of seawall in a laid-back and beautiful neighborhood. The property currently has three existing structures, each approximately 720 ft.² situated on a slab foundation with wood siding. The existing structure sustained substantial damage from the hurricane, and the property is being marketed primarily for its land value and redevelopment potential. Seller makes no representations or warranties regarding the condition of the existing structures. The structures currently remain in place as plans may need to be drawn and approved prior to demolition in order to preserve the opportunity for three properties across the two existing lots. Property use is multifamily less than 10 units, with a three month minimum rental period. Buyer is responsible for independently, verifying zone, land use, rental restrictions, building, permitting, demolition, density, and redevelopment requirements with the appropriate municipality. Ideally located just a short walk to John's Pass Village and the sandy beaches of Madeira Beach, this is a unique opportunity to own approximately 0.28 acres of waterfront property along Boca Ciega Bay with 95 feet of seawall and create something new in a highly desirable location.

249 Boca Ciega Drive, Madeira Beach

$600,000
1 Beds 1 Baths Sandy Shores Condo SubDv. 33708 Zip Code
TURNKEY BEACH GETAWAY WITH SHORT-TERM RENTAL POTENTIAL! Just steps from the sugar-sand Madeira Beach and directly across from the vibrant attractions of John’s Pass, a historic and popular waterfront destination in Madeira Beach famous for its shopping, dining and outdoor activities. This beautifully furnished 1-bedroom, 1-bath third-floor condo at Sandy Shores offers the perfect combination of coastal living, convenience, and investment opportunity. Short-term rentals are permitted, making this an excellent option for investors seeking a vacation rental or for buyers wanting their own beach retreat with rental income potential. The open floor plan features Luxury Vinyl Plank flooring in the living room and bedroom, tile in the kitchen and dining area, granite countertops, stainless Frigidaire appliances, a tray ceiling in the kitchen, and a spacious bedroom with a walk-in closet. Triple slider doors open to a beautiful balcony overlooking the sandy beaches and the sparkling heated community pool, creating the perfect spot for morning coffee or evening sunsets. Offered fully furnished and turnkey, the condo comfortably accommodates guests with two queen-size beds and a pull-out sofa, plus a smart TV in the living room. Additional highlights include keyless entry, elevator access, reserved parking with additional guest parking, 2019 AC System, and 2019 water heater. Sandy Shores features a heated pool surrounded by pavers and tropical palms, lounge chairs, gas grills, and an outdoor shower for rinsing off after a day at the beach. Coin-operated laundry is conveniently located within the community. Located directly across from John’s Pass, you'll have dining, shopping, entertainment, water activities, and the beautiful Gulf beaches right outside your door. A rare opportunity to own a turnkey, short-term-rental-friendly beach condo in a highly desirable Madeira Beach location!

12924 Gulf Boulevard Unit 304, Madeira Beach

$435,000
2 Beds 1 Baths Pages Rep Of Mitchells Beach SubDv. 33708 Zip Code
Priced under appraised value! Renovated two-bedroom, one-bath home featuring solid block construction, a slab foundation, and classic terrazzo flooring. Improvements completed in 2025 include new electrical, plumbing, drywall, insulation, mini-split systems, and a new water heater—offering added comfort and peace of mind. Situated on a 40-by-104-foot lot, the property also features backyard space and a covered carport. Located in a quiet Madeira Beach neighborhood near the water, this home is just a short walk from the sandy beaches, shops, restaurants, and entertainment at John’s Pass Village. With a three-month minimum rental period, this property is an excellent opportunity for a primary residence, coastal getaway, or turnkey rental investment. BUYER INCENTIVE: A preferred lender is offering the next qualified buyer a lender-paid permanent 1-point interest-rate buydown, subject to lender terms and qualification. Ask for details!

13313 2nd Street E, Madeira Beach

$1,550,000
Pages Rep Of Mitchells Beach SubDv. 33708 Zip Code
Rare waterfront redevelopment opportunities situated on two lots totaling approximately 12,628 ft.² (0.28 acres) with approximately 95 feet of seawall in a laid-back and beautiful neighborhood. The property currently has three existing structures, each approximately 720 ft.² situated on a slab foundation with wood siding. The existing structure sustained substantial damage from the hurricane, and the property is being marketed primarily for its land value and redevelopment potential. Seller makes no representations or warranties regarding the condition of the existing structures. The structures currently remain in place as plans may need to be drawn and approved prior to demolition in order to preserve the opportunity for three properties across the two existing lots. Property use is multifamily less than 10 units, with a three month minimum rental period. Buyer is responsible for independently, verifying zone, land use, rental restrictions, building, permitting, demolition, density, and redevelopment requirements with the appropriate municipality. Ideally located just a short walk to John's Pass Village and the sandy beaches of Madeira Beach, this is a unique opportunity to own approximately 0.28 acres of waterfront property along Boca Ciega Bay with 95 feet of seawall and create something new in a highly desirable location.

249 Boca Ciega Drive, Madeira Beach

$729,000
2 Beds 2 Baths Beach Place Condo SubDv. 33708 Zip Code
Welcome to Beach Place #503, a beautifully positioned 2-bedroom, 2-bathroom condominium offering desirable Gulf-front living in Madeira Beach. This upper-floor residence features approximately 1,140 square feet of living space, an open and comfortable layout, and a private balcony with views toward the Gulf and John’s Pass. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry, while the spacious living area provides plenty of room for relaxing and entertaining. The primary bedroom offers a comfortable retreat, with the second bedroom providing additional accommodations for family or guests. Beach Place is a sought-after Gulf-front community with direct beach access, a community pool, and convenient access to the restaurants, shops, and entertainment of John’s Pass Village. The property also includes an assigned parking space. Whether used as a vacation residence, second home, or investment property, #503 offers an excellent opportunity to own a piece of Madeira Beach.

12901 Gulf Lane Unit 503, Madeira Beach

$2,500,000
Mitchells Beach Rev SubDv. 33708 Zip Code
Invest in one of the Nation's Best Beaches! Multiple Parcels are available in this desirable commercial district in Madeira Beach. John’s Pass Village, one of the area’s most popular vacation destinations, is beloved by locals and visitors alike. With a variety of shopping and dining options, The Village also offers excursions and adventures on the land and sea! Choose a fishing charter, a Pirate Cruise, a sunset sail, watercraft rentals or just a stroll along the boardwalk – all right across the Boulevard from this Beach Side Site! The John's Pass Village Activity Center with Flexible C-1 Zoning allows for endless redevelopment opportunities within the district. Two parcels along Gulf Blvd provide 80' road frontage. Comprised of an apartment building and garage with three 1-bedroom units, one studio and a utility room, as well as an open parking lot. Existing buildings experienced flooding in 2024. All appliances and equipment on the ground level have been removed. Upstairs apartment is intact. Adjacent GULF FRONT property is also available. All inquiries welcome!

13062 Gulf Boulevard, Madeira Beach

$2,729,000
2 Beds 3 Baths Gulf Shores 2nd Add SubDv. 33708 Zip Code
Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living!

14048 Gulf Boulevard Unit 201, Madeira Beach

$2,599,000
4 Beds 3 Baths Crystal Island 2nd Add SubDv. 33708 Zip Code
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.

503 Johns Pass Avenue, Madeira Beach

$319,900
1 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
PRICE IMPROVEMENT! Don’t miss this opportunity to own a fabulous condo just steps from the gorgeous Gulf beaches in desirable Madeira Beach! The Madeira Beach Yacht Club condos are NOT AGE RESTRICTED AND ALLOW 7-DAY MINIMUM RENTALS, making this an excellent option for full-time residents, snowbirds, or investors. Perfectly situated on the Intracoastal Waterway, the community offers beautiful sunrise and sunset views and is within walking distance to shopping, restaurants, and local attractions. This turnkey 2-story, 1-bedroom/1.5 bath condo has been beautifully updated and comes FULLY FURNISHED with new furniture, including a sleeper sofa. Recent upgrades include a NEW ROOF (2025), HVAC (2025), water heater (2024), range (2023), electric panel (2020), and HURRICANE-IMPACT WINDOWS (2018). The cozy living area features a wood-burning fireplace, while the functional kitchen offers granite countertops, wood cabinetry, and a convenient pass-through to the dining area. Additional features include a bonus room and PRIVATE LAUNDRY. Residents enjoy resort-style amenities including 2 swimming pools, a hot tub, sauna, clubhouse, fitness center, fishing docks, outdoor grills, picnic areas, and more. Flood insurance is included in the monthly condo fees! Schedule your private showing today!

169 Medallion Boulevard Unit E, Madeira Beach

$394,900
2 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
One or more photo(s) has been virtually staged. WATERVIEW'S OF BOCA CIEGA BAY FROM YOUR LIVING ROOM! 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!

337 Rex Place Unit A, Madeira Beach

$325,000
1 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
This furnished one-bedroom condo on the second floor sits inside a gated waterfront community steps from the Gulf of Mexico, positioned as a personal retreat and a short-term rental that can carry its own weight. The 1-week minimum lease and consistent visitor demand in this zip code make it one of the cleaner income plays on the Pinellas beach corridor. The open floor plan moves easily from the kitchen through to the living space, with solid wood cabinets, granite counters, and ceramic tile throughout. An in-unit washer and dryer are tucked neatly into the kitchen, a practical detail that adds convenience to your routine. The bedroom has a relaxed coastal feel, dual closets, and a private en-suite bath with an oversized walk-in glass shower and granite vanity. The community earns its keep: two heated pools, a hot tub, four fishing piers, a community boat ramp, clubhouse, and fitness center, all within a gated waterfront property on Boca Ciega Bay. The HOA covers cable, water, sewer, trash, pest control, exterior maintenance, and pool upkeep. Cross Gulf Boulevard and you're on the sand. John's Pass Village, Clearwater Beach, and St. Pete Beach are all a short drive in either direction. Offered fully furnished, this short-term rental eligible Madeira Beach condo at this price point is worth a conversation.

159 Medallion Boulevard Unit F, Madeira Beach

$2,290,000
3 Beds 2 Baths Gulf Shores 3rd Add Rep SubDv. 33708 Zip Code
Virtually Staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built.

14077 N Bayshore Drive, Madeira Beach

$329,900
2 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Enjoy the Florida Gulf Coast lifestyle in this well-maintained and updated 2-bedroom, 1-bath condo in gated Madeira Beach Yacht Club. Located on the second and top floor of a two-story building, this 750-square-foot condo works equally well as a full-time residence, second home, vacation getaway, or flexible investment property. Inside, you'll find an updated kitchen, attractive LVP flooring, in-unit washer and dryer, comfortable living space, and two bedrooms. Step outside to the private screened lanai—a great spot for morning coffee or relaxing after a day at the beach. Madeira Beach Yacht Club is an established waterfront community conveniently located near Madeira Beach, restaurants, shopping, ROC Park, John's Pass, and the many attractions of the Gulf Beaches. An especially valuable feature for second-home buyers and investors is the association's 7-day minimum rental policy, providing the flexibility to enjoy the condo

260 Medallion Boulevard Unit F, Madeira Beach

$3,299,000
4 Beds 5 Baths Madeira Shores 1st Add SubDv. 33708 Zip Code
Stunning open-water sunset balcony views walking distance to the beach! This impressive three-story home has never been lived in and is designed for both luxurious living, sophistication, comfort and unforgettable entertaining. Inside, the residence showcases an impressive chef's dream Venetian-inspired gourmet kitchen designed to satisfy. Outfitted with an oversized 8-burner professional range, pot filler, and double ovens, this culinary space is as functional as it is striking. A 36-inch refrigerator and 36-inch freezer positioned side by side provide exceptional cold storage and convenience for large household, holiday gatherings, or upscale entertaining. Step outside to your resort-style oasis featuring a heated beach-entry pool with a swim-up bar and an attached under balcony heated 8-person spa that beautifully cascades into the pool. The hot summer southerly sun is no problem as the back balconies and 12 ft. sliding windows face North. For boating enthusiasts, your private dock offers a 9,000 lb. boat lift and an additional expansive 45-foot boat slip. Whether it's sailing, kayaking, paddleboarding or fishing from your dock prepare to have curious dolphins swim up under your feet adding that extra excitement to waterfront living. Upstairs, you'll find Italian tile throughout the second and third floors, adding timeless elegance throughout the home. The spacious primary suite features a luxurious stone floor finished double-headed walk-in shower along with an air jetted spa and tub for the ultimate inside retreat. This one-of-a-kind custom waterfront property combines luxury, comfort, boating access, and breathtaking sunset views in an exceptional coastal setting with local entertainment and activities at your doorstep. The entire home is concrete filled solid block three stories high to handle the elements. No top floor wood framing like most homes. The ground level provides garage capacity for up to 5 vehicles, allowing ample space for luxury automobiles, golf carts, water toys, or additional storage. An oversized rich wood finished elevator offers convenient access from the chandelier lit foyer to the upper floors, enhancing both comfort and accessibility throughout the home. This one-of-a-kind waterfront property offers an extraordinary combination of open-water views, beach proximity, boating accommodations, luxury amenities, and refined design making it a rare opportunity to own a premier piece of Gulf coastal real estate.

352 145th Avenue E, Madeira Beach

$799,000
Gulf Shores 4th Add SubDv. 33708 Zip Code
An exceptional opportunity to build your dream waterfront residence on one of Madeira Beach's most desirable streets Bayshore Drive. Situated on a 57' x 110' lot, this property is ready for your vision while already offering outstanding waterfront amenities. Designed for boating enthusiasts, the property features an existing pool and two boat lifts, including a 20,000-pound lift installed in 2021 and a 7,500-pound lift, allowing you to begin enjoying the waterfront lifestyle immediately. Perfectly positioned just a short stroll from the sugar-sand beaches of the Gulf of Mexico, this prime location offers the ultimate blend of beachside living and effortless boating access. Spend your days cruising the Intracoastal or heading into the Gulf, then return home to enjoy Madeira Beach's renowned waterfront restaurants, local shops, entertainment, and relaxed coastal atmosphere. Whether you're envisioning a custom luxury estate or the perfect coastal retreat, this is a rare opportunity to create something truly special in one of Tampa Bay's most sought-after waterfront communities. Build your dream. Bring your boat. Live the Madeira Beach lifestyle.

449 S Bayshore Drive, Madeira Beach

$1,900,000
Gulf Shores Sub SubDv. 33708 Zip Code
Rarely available Gulf Blvd frontage property, across the street from the beach. Currently vacant land, graded and being used as a paid parking lot. Two contiguous, platted lots, each is 40’ wide x 83’ deep (80'w x 83' deep total). Current zoning is C3 - Retail Commercial allowing for flexible uses: retail/commercial/residential/hotel. Also of note is that short term rentals are permitted in this zoning category. Recently reduced front setbacks (now 10') allow for a larger building envelope. This would make a great place for live/work units, retail or small hospitality use. Site has been graded, has large curb-cut and sits ready for redevelopment. Water, sewer and electric service is in place and ready to connect. 80’ of Gulf Blvd frontage, Located in the heart of Madeira Beach. Avg Daily Traffic count approximately 22,000 (per Forward Pinellas) Surrounding properties include: hotel, retail, residential, condominiums. Beach access across the street. Owner financing may be considered as a first mortgage with substantial downpayment.

14225 Gulf Boulevard, Madeira Beach

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

14251 Gulf Boulevard Unit 5, Madeira Beach

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

13004 Boca Ciega Avenue, Madeira Beach