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352 144th Avenue, Madeira Beach
$625,000
3 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
PRICE REDUCED !!!!! This three-bedroom, two-bathroom residence boasts a meticulously renovated interior, blending contemporary elegance with a welcoming atmosphere. All plumbing and electrical systems are entirely new, and the appliances—brand new—remain with the property for immediate convenience. Located in Madeira Beach, just two blocks from the shore, it offers an enviable location for vacations or family living. The interior dazzles with newly tiled floors throughout, and the roof was fully renovated in 2021 for lasting durability. Impact-resistant windows ensure protection from hurricane winds. Additionally, the air conditioning and water heater are also newly installed, ensuring maximum comfort. The façade, with its coastal blue hue and crisp white accents, radiates freshness, while the geometric driveway and palm trees add a tropical character. In the backyard, a modern pool and relaxation area create a private oasis. Don’t miss the opportunity to make this beautiful property yours in the Sunshine State, where quality, location, and style come together to offer you the home you’ve always dreamed of!. !!SELLER MOTIVATED!!. LIENHOLDER FINANCING AVAILABLE .

352 144th Avenue, Madeira Beach

728 Pruitt Drive, Madeira Beach
$1,000,000
2 Beds ⋅ 2 Baths ⋅ Bay Point Estates 1st Add SubDv. ⋅ 33708 Zip Code
PRICE REDUCED BY NEARLY $100,000! Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates, with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach & Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bed/2-bath residence offers 1,802 sq ft of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!

728 Pruitt Drive, Madeira Beach

13343 Gulf Boulevard Unit C9, Madeira Beach
$240,000
1 Beds ⋅ 1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code
Virtually Staged. Wake up to sweeping BEACH VIEWS in this beautifully updated 1-bedroom 1-bath coastal retreat, perfectly positioned just steps from the Gulf of Mexico and a short stroll to the vibrant shops, dining, and entertainment of John’s Pass. Sunlight pours into the open-concept living space, creating a bright and inviting atmosphere that’s perfect for relaxing or entertaining. The kitchen shines with premium STAINLESS STEEL appliances, while recent upgrades—including new plumbing, electrical, and cabinetry—add both style and peace of mind. Step outside and feel the ocean breeze, with the beach right across the street and everything you need just around the corner. Spend your days exploring local boutiques, enjoying waterfront dining, or simply unwinding by the shore. Whether you’re searching for a personal getaway, an income-producing property (with NIGHTLY RENTALS PERMITTED), or the perfect blend of both, this home delivers the ultimate flexibility—enjoy it when you want, rent it when you don’t. This is more than a home—it’s your slice of beachside paradise.

13343 Gulf Boulevard Unit C9, Madeira Beach

584 Crystal Drive, Madeira Beach
$1,425,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Exceptional opportunity to own a prime waterfront lot in the highly desirable Madeira Beach, perfectly positioned on a quiet cul-de-sac on the Intracoastal Waterway. Boasting expansive, unobstructed Intracoastal water views, this property offers a rare setting to build a custom coastal retreat. The existing 3-bedroom, 2 bath home includes a private dock(equipped with a new 20,000 lb lift and secondary 10,000 lb lift), and pool-ideal for immediate use while planning your future vision. Surrounded by newer elevated homes, this location is perfectly suited for redevelopment or a high-end custom build. This property is a must see with its stunning water views, providing the ultimate backdrop for luxury waterfront living with direct boating access. Enjoy the best of coastal living with the beach located less than a mile away for quick trips to the sand and sunsets.

584 Crystal Drive, Madeira Beach

119 147th Avenue E, Madeira Beach
$415,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
Virtually Staged. AMAZING PRICE AND GREAT LOCATION! Discover an exceptional investment opportunity in the heart of Madeira Beach. This EXTENSIVELY REMODELED CONCRETE BLOCK DUPLEX offers two beautifully updated 1-bedroom, 1-bath units, each with an additional BONUS ROOM—perfect for a home office, guest space, hobby room, or added storage. Both sides were thoughtfully restored following the 2024 hurricanes with permits and inspections completed. Updates include restored TERRAZZO FLOORING (no carpet), new drywall, baseboards, interior paint, lighting, a new tankless water heater, new mini-split systems, supplemental window units, and a 2021 ROOF. Each kitchen features new cabinetry, tiled backsplash, stone countertops, recessed lighting, and new stainless steel appliances—including a dishwasher. Bathrooms have been refreshed with new vanities, updated hardware, and a tub/shower combo. Each unit offers its own WASHER/DRYER HOOKUP for the convenience of indoor laundry and a PRIVATE FENCED BACKYARD separated for privacy—ideal for tenants or an owner occupant who wants to enjoy one side while renting the other. The west unit also includes a STORAGE SHED. The front yard is beautifully manicured with SHELL ROCK AND ARTIFICIAL TURF, creating an attractive, LOW-MAINTENANCE coastal aesthetic. The exterior has been freshly painted and professionally landscaped, and the property provides FOUR OFF-STREET PARKING SPACES—a rare convenience in this area. Just moments from the Gulf’s white sand beaches and vibrant John’s Pass Village, residents can enjoy waterfront dining, boutique shopping, boating, fishing, and endless coastal recreation. Whether you're expanding your rental portfolio, seeking a strong income-producing asset, or looking for a personal beach retreat with supplemental income, this duplex delivers outstanding potential in one of Southwest Florida’s most desirable beach communities. Opportunities like this are rare—secure your slice of Madeira Beach today.

119 147th Avenue E, Madeira Beach

14033 Palm Street, Madeira Beach
$427,500
3 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code
Here’s your chance to own an affordable BEACH HOUSE in the heart of Madeira Beach, just steps from the sand and moments from breathtaking Gulf sunsets. Perfectly positioned with beach access directly across the street at Caddy’s, this property offers the ultimate coastal lifestyle in one of the most desirable locations on Florida’s Gulf Coast. This 3-bedroom, 3-bath beach cottage features an open-concept layout with a spacious kitchen, living, and dining area designed for easy living and entertaining. The large primary suite includes a walk-in closet and private ensuite bath, adding comfort and functionality. Step outside to a truly unique and fully fenced backyard oasis built for entertaining, complete with a custom outdoor bar, dedicated cornhole court with sand alley, paver patio, raised wooden deck, and ambient string lighting. The garage has been thoughtfully converted to enhance the outdoor experience and includes a 12x9 climate-controlled space—ideal for storage, tools, or even a keg setup. A large Lifetime shed adds even more storage flexibility. The low-maintenance yard, paved driveway, and ample parking make this property as practical as it is fun. Originally renovated in 2015, the home offers a strong foundation for its next owner, including mostly (around 90%) updated electrical, PVC plumbing, hurricane-impact windows and doors, and a roof approximately 10 years old. The home sits on a raised crawl space. While the property did experience flooding during Hurricane Helene, it has been officially deemed NOT substantially damaged, offering a valuable opportunity to restore, customize, or reimagine the space to your vision. Flood insurance is assumable, providing additional peace of mind. Located just minutes from John’s Pass, local restaurants, shopping, and entertainment. With trolley access nearby, this home is ideal as a primary residence, vacation getaway, or investment property.**Interior pictures include both pre and post storm**

14033 Palm Street, Madeira Beach

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

532 Crystal Drive, Madeira Beach

5041 Myrtle Lane, Madeira Beach
$467,000
3 Beds ⋅ 3 Baths ⋅ Duhme Sub SubDv. ⋅ 33708 Zip Code
MOVE-IN READY 2,466 htd. sqft 3-bedroom 2.5 bath BLOCK home with 2-Car Garage (newer high-impact garage door), inside mud room with 1/2 bath, situated on an oversized, privacy-fenced 100x100 lot (0.22 acre), needs some cosmetic updates but offers wonderful space for a new owner - bring your creative touch! Bright, open kitchen with Whirlpool appliances features large tile counters with breakfast bar, modern canned lights, and permeates a "Cottage Feel." Newer windows with hurricane shutters, double- sided fireplace between formal living room & Florida room, tile & field-stone floors, remodeled master bath shower, Kohler toilet, walk-in closet, cedar lined coat closet & ceiling fans throughout. All bedrooms are located on one side of the house (NO SPLIT BEDRM. FLOOR PLAN). French doors leading to a large open back patio inviting for friends / family gatherings and barbecues - all white vinyl fenced yard for privacy with 2 gates & front circular driveway for ample parking! Water Heater from 2018, TRANE A/C and roof with gutters in 2008 - seller is willing to put on a new roof before closing. Well pump for sprinklers needs priming, aluminum HURRICANE SHUTTERS, work bench with storage cabinets, plus washer/dryer hook-up in garage. Ride your bike to Madeira Beach, Publix grocery shopping, Slyce- & Osaka Restaurant, and Madeira Beach Schools. NO FLOOD ZONE! No deed restrictions, NO HOA - short-term rentals permitted! Take advantage of this opportunity to own a fabulously spacious home on a quiet, wooded street off Duhme Rd.- minutes to Bay Pines Veteran hospital, Tyrone Mall, Seminole City Center, St. Pete College, nearby parks, and a stone's throw to our world-renown Gulf beaches.

5041 Myrtle Lane, Madeira Beach

191 148th Avenue E, Madeira Beach
$264,600
North Madeira Shores SubDv. ⋅ 33708 Zip Code
Property is being sold at lot value due to substantial damage to the existing structure. DO NOT ATTEMPT TO ENTER THE PROPERTY.Exceptional opportunity to own a prime piece of land in the heart of Madeira Beach, ideally located just off the 150th Avenue bridge. This highly desirable location offers outstanding walkability to local restaurants, shops, and the beautiful Gulf beaches—making it perfect for those seeking the ultimate coastal lifestyle.Zoned for multi-family use, this property allows for two units, creating excellent income potential. Whether you choose to build a duplex for investment purposes or live in one unit while renting the other, the flexibility here is a rare find in this area. Build to suit your vision and take advantage of the strong rental demand in this beach community. Situated just minutes from John's Pass Village & Boardwalk, you'll enjoy easy access to waterfront dining, entertainment, boating activities, and vibrant local attractions. The nearby marina access, fishing spots, and water. Opportunity knocks to make this location especially appealing for outdoor enthusiasts. With convenient access to Gulf Boulevard, commuting along the barrier islands is seamless, while still offering a tucked-away feel near the Intracoastal Waterway. Whether you're a builder, investor, or future homeowner, this property presents a unique chance to create something special in one of Pinellas County’s most sought-after beach towns. Don’t miss the opportunity to capitalize on location, zoning flexibility, and lifestyle appeal all in one.

191 148th Avenue E, Madeira Beach

13388 1st Street E, Madeira Beach
$699,999
6 Beds ⋅ 5 Baths ⋅ Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code
Income-Producing Coastal Triplex – One Block from Madeira Beach Rare opportunity to own a fully renovated, income-producing triplex just one block from the Gulf beaches in desirable Madeira Beach. Two of the three units are currently leased, generating $3,600 per month in rental income, with the third unit available to lease, occupy, or use as a seasonal residence—offering immediate cash flow with additional upside. The property features two 1-bedroom, 1-bath units and one 2-bedroom, 1-bath unit, making it an ideal investment for seasonal residents, traveling professionals, or those seeking extended beach stays. The area is well suited for 90-day+ seasonal rentals, providing strong demand while minimizing the turnover associated with STR rentals. Property Highlights Income-producing property with two leased units generating $3,600/month Opportunity to lease the third unit and achieve projected rental income of $6,000+ per month ($72,000+ annually) One block from Madeira Beach Approximately a 5-minute walk to John’s Pass Village, restaurants, shops, and marina Multifamily zoning with potential for duplex through quadplex development (buyer to verify all zoning and redevelopment opportunities) New HVAC systems and water heaters Updated kitchens, bathrooms, flooring, and fixtures Turnkey, low-maintenance condition Located in a high-demand beachside area with excellent long-term appreciation and rental potential Whether you’re an investor seeking immediate cash flow, a buyer looking to maximize rental income, or a house hacker wanting to live in one unit while the others generate income, this renovated beachside triplex provides a rare combination of location, flexibility, and long-term value.

13388 1st Street E, Madeira Beach

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

538 Lillian Drive, Madeira Beach

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

565 Crystal Drive, Madeira Beach

14019 W Parsley Drive, Madeira Beach
$700,000
4 Beds ⋅ 3 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
Welcome to this stunning, fully renovated, and furnished BLOCK beach home—just minutes from our beautiful Madeira Beach! This beautiful open concept is a bright, modern, move-in-ready coastal retreat featuring a 4-bedroom, 3-bath residence with a staircase that provides access to an additional loft/attic-style room, offering flexible space ideal for a home office, guest area, or creative studio. This beautiful property is ideally located in the heart of Madeira Beach, just a 5-minute walk to the beach. Renovated from top to bottom, the home features thoughtful upgrades and high-quality finishes throughout, including a washer and dryer. The brand-new kitchen boasts modern cabinetry, sleek countertops, and stainless-steel appliances, opening seamlessly into the main living areas for easy everyday living and entertaining. Throughout the home, you’ll find new tile flooring, fully remodeled bathrooms with contemporary vanities and finishes, and fresh interior and exterior paint, giving the space a clean, polished, and contemporary feel. Step outside to your own private backyard paradise! Perfect for outdoor dining, entertaining guests, or simply relaxing after a sun-soaked day at the beach, this space invites you to soak in the Florida lifestyle. Enjoy the sunshine, host weekend barbecues, or unwind under the stars in your tropical retreat. The property also features ample parking with a rare circular driveway, combining both convenience and striking curb appeal. Ideally situated near Madeira Beach, dining, shopping, and local attractions, this home is perfect as a primary residence, vacation getaway, or investment property in one of the area’s most desirable coastal locations. Every detail has been carefully updated, making this home truly turnkey and ready for you to embrace the ultimate Florida beach lifestyle. Recent updates provide peace of mind and modern convenience: (Roof replaced in 2016) Storm-rated back door and front windows (2023), kitchen update (2024), new stainless steel appliances (2024), updated bathrooms (2023), and fresh interior paint throughout (2023). Madeira Beach is one of the most sought-after coastal neighborhoods. Every detail of this home has been thoughtfully updated, making it completely turnkey; just bring your suitcase. With dining, shopping, and local attractions nearby, this home is perfect as a primary residence, vacation getaway, or investment property—Airbnb ready. Every detail has been thoughtfully updated, making this home truly turnkey and ready for the ultimate Florida beach lifestyle, and it is golf cart friendly. Schedule your private showing today before it's gone!

14019 W Parsley Drive, Madeira Beach

14040 Miramar Avenue, Madeira Beach
$510,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Virtually Staged. SIGNIFICANT PRICE IMPROVEMENT...GREAT INVESTOR PROPERTY FOR 2 RENTAL STREAMS....Or potentially rent out one side and occupy the other. ATTRACTIVELY REMODELED DUPLEX located just blocks from Madeira Beach. Unit 1 features 2 bedrooms, 1 full bath and Unit 2 offers 1 bedroom,1 full bath. This property has been restored in the wake of the 2024 hurricanes AND IS MOVE IN READY!! All permits and inspections have been filed and completed. The Kitchens features all new cabinets, quartz countertops, luxury vinyl flooring and brand-new LG stainless steel appliances. Both bathrooms include new vanities, tile floors, tile walls and hardware. The renovation project was permitted and inspected and included new luxury vinyl flooring (NO CARPET), drywall, baseboards, new electrical and fresh paint throughout the interior and exterior. The units have a newer roof (2021), 2 BRAND NEW WATER HEATERs and 2 BRAND NEW AC UNITS. The unit provides ample off-street parking, and an interior laundry area. A short walk to the Gulf's breathtaking white sand beaches. Enjoy all that Madeira Beach has to offer swimming, sunbathing, fishing, boating and water sports. With easy access to restaurants, shopping, and nightlife this property offers an incredible opportunity to invest in or live in one of Southwest Florida's premiere beach communities.

14040 Miramar Avenue, Madeira Beach

14071 N Bayshore Drive, Madeira Beach
$1,050,000
4 Beds ⋅ 3 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Waterfront Paradise with Gulf Access & Designer Potential in Madeira Beach. Discover the ultimate boating lifestyle and coastal convenience at this spacious, two-story waterfront home in Madeira Beach. Just blocks from the white sands of the Gulf (with beach access at popular Caddy’s), this property is perfectly situated on a protected wide water basin, offering easy and direct boating access through the Intracoastal Waterway and John’s Pass. This 4-bedroom plus a bonus room, 3-bath residence offers 2,380 sq ft of living space on a 63 x 115’ lot. It’s an ideal setting for those who appreciate the water view and outdoor living, featuring a salt water pool and spa with paver decking, an outdoor shower, and a private dock with tie poles, electricity, and water. Enjoy spectacular views from the second-story balcony with a spiral staircase to the pool area. A Value-Add Opportunity: The home presents a unique opportunity to customize the first floor core living spaces to match your exact vision. The property experienced flooding from 2024 hurricanes and has been remediated, leaving the kitchen and downstairs bedrooms as a blank canvas. Major Systems Replaced: Seawall (2020), Windows/doors (2021-2023), Both A/C units & pool pump equipment (2025), Water heater (2025), Flat roof (2025). Enjoy nearby grocery stores, drugstores, and a variety of restaurants and services, all within minutes. With no homeowner’s association and surrounded by new million-dollar-plus homes being built and elevated, this is a prime location to consider. The location, water access, and opportunity for immediate customization make this a must-see property for someone looking to customize their own piece of paradise without the hassle of new construction. Make an appointment to see it for yourself today!

14071 N Bayshore Drive, Madeira Beach

13136 4th Street E, Madeira Beach
$849,000
4 Beds ⋅ 4 Baths ⋅ Pages Replat Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Great investment opportunity! This rare and exceptional 4-plex property sits on three contiguous lots totalling 104x120 square feet, making it one of the few parcels over 1/4 of an acre for sale from St Pete Beach to Clearwater Beach. Prime location in the highly desirable coastal market of Madeira Beach and only a few blocks from the Gulf of Mexico and John’s Pass Village & Boardwalk. a popular tourist destination with over 100 merchants, including unique boutiques and waterfront restaurants, and full-service marina. The property consists of four tropical-themed one-bedroom, one-bath cottages thoughtfully arranged around a spacious courtyard. Amenities include a gated in-ground swimming pool and spa, two grilling stations, and 4 dedicated storage sheds. The cottages have undergone full remediation and are delivered as a blank canvas, providing the new owner the opportunity to implement custom interior finishes or redevelop as single families or townhomes. The pool and spa have been drained, professionally restored, and are continuously operating. The property had been successfully used as a rental since 2011, and it received a "not substantially damaged" determination from the City of Madeira Beach. This offering presents compelling value-add potential through continued rental operations or strategic repositioning and redevelopment to capitalize on the site’s underlying land value and prime coastal location. This unique property won’t last long! *************************************************************************************************************** Buyer and Buyer’s agent are responsible for conducting their own due diligence with the City of Madeira Beach regarding zoning, permitted uses, and any development restrictions.

13136 4th Street E, Madeira Beach

197 148th Avenue E, Madeira Beach
$291,060
4 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code
* * FANTASTIC OPPORTUNITY * * Come see this amazing opportunity to own a property just minutes from the sugar-sand beaches of Madeira Beach. This duplex features two 2-bedroom, 1-bath units, each offering open living areas, and functional layouts ideal for long-term tenants or short-term rentals. Located in a highly desirable coastal community walking distance to public beach access, Archibald Beach Park, dining, shopping, and entertainment, this property delivers strong rental appeal year-round. Live in one unit and rent the other; or maximize returns with dual income potential. The possibilities are endless! A rare chance to invest in one of Pinellas County’s most sought-after beach markets. * * PLEASE NOTE * * it is buyers responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

197 148th Avenue E, Madeira Beach

14555 N Bayshore Drive, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
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.

14555 N Bayshore Drive, Madeira Beach

533 Johns Pass Avenue, Madeira Beach
$950,000
2 Beds ⋅ 2 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
Luxury | Investment | Redevelopment An extraordinary and irreplaceable waterfront opportunity, 533 Johns Pass Avenue presents a once-in-a-generation chance to create a true dream estate. This premier waterfront location has not been available for development in over 70 years, making it one of the most significant offerings in the Johns Pass area. The property fronts wide open water along the main waterway channel with direct connection to the Gulf of Mexico, offering expansive water views, active boating scenery, and exceptional long-term value. The site consists of a 70' x 120' premier waterfront lot, ideally positioned along one of the Gulf Coast’s most iconic boating corridors. An existing 2,221 square foot concrete block structure currently occupies the property, providing flexibility for use, renovation, or redevelopment. Surrounded by substantial waterfront investment and luxury new construction, this offering is ideally suited for a custom luxury estate or high-end redevelopment project. Just moments from beaches, marinas, Johns Pass Village, dining, and entertainment, this property combines an unmatched waterfront lifestyle with rarity, prestige, and enduring investment appeal. Offered primarily for land value or luxury redevelopment, this is a legacy-level opportunity in a location that cannot be replicated.

533 Johns Pass Avenue, Madeira Beach

244 145th Avenue E, Madeira Beach
$645,000
3 Beds ⋅ 3 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
An extraordinary opportunity to finish the transformation of a true Madeira Beach waterfront gem. Perfectly positioned along open water in the Madeira Cove of Boca Ciega Bay, this standout property captures the essence of Florida coastal living and offers the rare chance to create something truly special, whether through a thoughtful renovation or a brand-new custom build. The waterfront features alone are irreplaceable: a seawall, private dock, two boat slips, and a 16,000 lb boat lift set the stage for effortless boating, world-class fishing, and unforgettable evenings watching vibrant sunsets and dolphins right from your backyard. Inside, the layout was designed with flexibility in mind. Two primary ensuite bedrooms with separate entrances offer endless possibilities: ideal for an in-law suite, private guest quarters, or income-producing rental units. The home is wheelchair accessible and has the potential to be converted into a duplex, unlocking significant rental or multi-generational living potential. Recent upgrades provide a strong foundation for the rebuild, including new recessed lighting throughout, a new A/C system, new electrical panel, new electric water heater and a roof replaced in 2017. The home is also elevated nearly two feet above the slab with a crawl space underneath, a valuable structural feature for coastal living. Location is everything, and this one delivers: just a 0.25-mile walk straight to public beach access, plus walking distance to local bars, restaurants, and coffee shops, front seat access to the Madeira Beach boat parades, and fireworks, offering the ultimate live-where-you-vacation lifestyle. The property was flooded during Helene, and was quickly opened up and cleaned out. Due to the elevated nature of the home, the house flooded less than the surrounding homes. Whether you envision restoring the existing structure or starting fresh with a custom waterfront masterpiece, this is a rare chance to secure a prime canal-front lot in Madeira Beach and bring a high-potential property back to life.

244 145th Avenue E, Madeira Beach

14103 E Parsley Drive, Madeira Beach
$865,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code
Discover your dream retreat in this stunning waterfront home, complete with an exquisite in-ground pool and breathtaking open water views. The open-concept layout features large windows and sliding doors, filling the space with abundant natural light. A modern, remodeled kitchen boasts custom cabinets, quartz countertops, and brand-new stainless steel appliances, making it perfect for entertaining. The spacious primary suite serves as a peaceful sanctuary, comfortably accommodating a king bed and workout equipment, alongside a beautifully remodeled ensuite with a large walk-in shower. There are also hurricane proof windows and a large inside laundry room. The property’s highlight is the seamless waterside pool and dock, equipped with a 10,000 lb boat lift. Extensive upgrades include a freshly painted interior, new split AC units, porcelain tile flooring throughout, and entirely replaced waterlines. Located just minutes from the gorgeous white sand beaches of the Gulf of Mexico, this home is an outdoor enthusiast's dream. Don’t miss the opportunity to own this slice of paradise!

14103 E Parsley Drive, Madeira Beach

707 Pruitt Drive, Madeira Beach
$470,000
2 Beds ⋅ 2 Baths ⋅ Bay Point Estates SubDv. ⋅ 33708 Zip Code
Exceptional coastal opportunity just a few blocks from the Gulf. Build new while incorporating the existing inground pool and covered verandah with summer kitchen or reimagine a classic CBS beach home. Following recent flooding, drywall has been removed approximately four feet up, along with cabinetry and insulation, creating a blank slate for renovation. Originally a 3-bedroom, 2-bath home, the layout was modified by the current owner to convert the second bedroom into an oversized walk-in closet with washer and dryer hookups, which can be easily converted back to a bedroom. Set on a generous 90-foot-wide lot with a circular paver driveway and ample parking, the property offers strong outdoor appeal and endless potential in a prime beachside location. Ideal for builders, investors, or buyers seeking a custom coastal retreat.

707 Pruitt Drive, Madeira Beach

14715 Gulf Boulevard, Madeira Beach
$1,000,000
8 Beds ⋅ 8 Baths ⋅ Palm Of Madeira Resort Condo SubDv. ⋅ 33708 Zip Code
RARE INVESTMENT OPPORTUNITY – BANK OWNED 8-UNITS within a 10-unit complex located in the heart of Madeira Beach, one of Pinellas County’s most desirable and tourism-driven coastal markets. The property experienced flooding during recent storms, and the lower units will require restoration, creating a compelling value-add opportunity for investors seeking strong upside in a proven short-term rental location. The bank owns 8 units, while the remaining 2 units are owned individually and may be purchased separately, offering a potential path to full ownership of the complex. The property is zoned R-3, and nightly rentals are allowed, making it ideal for vacation rentals, Airbnb, or short-term leasing strategies. Prior to the storms, this complex was generating solid rental income, supported by its exceptional location near John’s Pass Village & Boardwalk—one of Florida’s most visited waterfront attractions. John’s Pass draws millions of visitors annually and offers boating, fishing charters, dolphin tours, waterfront dining, shopping, entertainment, and direct access to the Gulf beaches. Madeira Beach is well known for its strong tourism demand, limited supply of nightly rental properties, and year-round visitor traffic, making renovated short-term rentals highly desirable. Ongoing redevelopment and investment throughout the beach communities further enhance long-term potential. This opportunity is well suited for investors looking to restore, modernize, and reposition a multi-unit property in a high-demand coastal market with the ability to generate short-term rental income. Seller is motivated and ready to sell the 8 units now. Call for additional information, details on acquisition options, seller financing may be available and historical performance.

14715 Gulf Boulevard, Madeira Beach

247 144th Avenue, Madeira Beach
$725,000
3 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
Seize the opportunity to own 75 feet of prime waterfront in the highly sought-after Madeira Shores community. This expansive lot—one of the larger parcels on the street—offers breathtaking open-water views and is surrounded by striking new construction on a street undergoing an exciting transformation. This exceptional setting presents unlimited potential for builders, investors, or homeowners eager to create a custom waterfront residence. The property was impacted by Hurricane Helene and is being sold AS IS, with no warranties expressed or implied. This creates a rare opportunity to build your custom dream home in a coveted waterfront location at an attractive price point. Don’t miss this outstanding value in one of Madeira Shores’ most desirable neighborhoods. Create the lifestyle you’ve always envisioned, where serene waters, stunning sunsets, and front-row views of festive boat parades during both Veterans Day and Christmas become part of your daily living. Don’t miss your chance to secure this exceptional waterfront homesite.

247 144th Avenue, Madeira Beach

14147 Palm Street, Madeira Beach
$260,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code
Calling all investors, builders, and visionaries - this Madeira Beach property offers a rare chance to bring your vision to life in one of the most desirable locations on the Gulf Coast. While it experienced hurricane damage last year, the existing structure remains intact, preserving the original footprint, setbacks, and duplex zoning - making redevelopment smoother and more cost-efficient. Currently zoned as a duplex, the former owners removed the dividing wall between the two living rooms, providing a flexible floorplan that can easily be restored to a true duplex layout or redesigned as a spacious single-family beachside retreat. Whether you're planning to rebuild for rental income, create a dual-living setup, or design your custom coastal home, this property is full of potential. Easy walk to John's Pass with shopping, dining, boating, and entertainment. Directly across from Madeira Beach access - steps to the sand and sunsets. Zoned for 3-month minimum rentals, making it ideal for seasonal snowbird income. Seize this opportunity to create value in a premier coastal location!

14147 Palm Street, Madeira Beach

14140 E Parsley Drive, Madeira Beach
$276,900
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 6th Add Rep SubDv. ⋅ 33708 Zip Code
This Madeira Beach duplex offers a strong value-add opportunity in a high-demand coastal rental market with excellent pro-forma income potential. Each unit is a 1-bedroom, 1-bath layout, and based on recent area comparables, fully renovated units in this neighborhood can command approximately $1,800 a month per side. This positions the property for a projected gross annual income of roughly $43,000 after renovation. The structure is block-on-slab with a duplex configuration plus a detached garage that includes an additional bathroom, offering potential for added storage, workspace, or possible future income uses subject to zoning and permitting. The roofs are approximately nine years old and in good condition. The property experienced flooding during Hurricane Helene and has not been rebuilt since. This setup allows a new owner to complete improvements to their preferred standard and maximize rental income. Property is being sold as-is.

14140 E Parsley Drive, Madeira Beach

439 129th Avenue E, Madeira Beach
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Williams Bill Madeira Harbor Sub 2nd Add SubDv. ⋅ 33708 Zip Code
"PRICE REDUCTION" ON PRIME WATERFRONT LOCATION - DIRECTLY ON JOHNS PASS!!! - 5 MIN ACCESS TO THE GULF OF MEXICO BY BOAT!!! IT DOESN'T GET ANY BETTER THAN THIS...An opportunity like this does not come along very often! IT'S THE MOST DESIRABLE LOCATION IN MADEIRA BEACH! IT'S DIRECTLY ON JOHNS PASS, HAS BEAUTIFUL & EXPANSIVE WATERVIEWS & IT'S ONLY 2 BLOCKS TO THE BEACH! The existing concrete block duplex structure (2BR/1BA ON EACH SIDE) was damaged by the 2024 hurricanes, but was NOT "substantially" damaged, so it gives you the benefit of having "4" OPTIONS... #1. You can remodel the existing structure to your liking; #2. You can elevate it, and remodel the existing structure; #3. You can demolish the existing structure and build a new home or multiplex structure. #4. The existing duplex has a double door that adjoins both units, and can be used as a mother-in-law suite; an extra apt for family & friends, or a rental unit for cash flow! Both units have a huge picture window with great water views, and there's a spacious 8' x 40' covered lanai across the rear of the structure with beautiful open water views. The rear waterfront yard is spacious enough for a pool, and/or a nice sized patio area for cookouts & entertaining. The property also has an attached concrete block double carport for 2 cars, equipped with a half bathroom, and the large front driveway accommodates enough parking space for "6" additional vehicles; And a 50' dock and two boatlifts are permitted to be added to the property if you'd like... The immediate area offers many great restaurants, shops, live music and several attractions...Watersport activities, fishing charters, sunset & sightseeing cruises and even a pirate adventure cruise...Something for everyone, and they're all just a few steps away! There are 2 major airports nearby, several top-notch hospitals, great colleges & universities, Only a 45 min drive to Tampa & its many attractions and a 2.5 hr drive to Orlando & all of its theme parks. Call today to schedule an appointment to see this property...If you've always wanted to live on the beach, or make a wise investment on income-producing beach property, THIS IS THE PLACE TO SEE & SERIOUSLY CONSIDER BUYING...The location and water views are ONE IN A MILLION! Feel free to call the owner for additional details... This property is listed under 3 categories... Residential, Residential-Income and Vacant Land, and all of them illustrate all 38 photos. If additional photos are desired, they can be furnished upon request.

439 129th Avenue E, Madeira Beach

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