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$1,350,000
6 Beds 5 Baths Madeira Shores Sub SubDv. 33708 Zip Code
RARE 4-Plex in Legal Nightly Rental Zone (C-3) + WALK-TO-THE-GULF LOCATION. Opportunities combining these characteristics in Madeira Beach are exceptionally difficult to find. This four-unit property offers the flexibility of Retail Commercial zoning, with the City of Madeira Beach identifying multifamily residential, vacation rental, and temporary lodging uses, *including the potential for nightly/short-term rentals*, as permitted uses. The property features unmatched versatility that captures all segments: massive 3BR/2BA owner/anchor suite, spacious 2BR/1BA, stylish 1BR/1BA, and cozy Studio/1BA. Adding to the convenience is the onsite laundry, and dedicated storage space for each unit - perfect for beach gear! This property has been fully restored & remediated post 2024 storms with all appropriate permits, inspections, and sign-offs completed through the City of Madeira Beach. The location is exceptionally well positioned. The property is directly across Gulf Boulevard from public beach access and down the street from John’s Pass Village & Boardwalk approximately 1.5 miles—offering waterfront dining, shopping, fishing charters, dolphin cruises, boating and entertainment. With other beaches in reach and downtown St. Petersburg being approximately 11 miles away, bringing renowned restaurants, museums, galleries, waterfront parks, nightlife and the St. Pete Pier within easy reach. For an investor/owner, the combination is compelling: rare C-3 zoning with vacation/nightly rental potential, four existing units, post-storm permitted and inspected renovations, onsite laundry and storage, and an exceptional walk-to-the-Gulf location. Properties offering this particular combination are rarely available in Madeira Beach. Schedule your private showing today!

37 144th Avenue, Madeira Beach

$1,300,000
5 Beds 5 Baths Gulf Shores 1st Add SubDv. 33708 Zip Code
Located in the heart of Madeira Beach, FL, just one block from the Gulf beaches, 14135 Palm Street presents a rare opportunity to acquire a fully updated 5-unit income-producing property in one of the most desirable beach communities along Florida?s Gulf Coast. This solid block construction 5-plex consists of five well-designed 1-bedroom, 1-bathroom units with ample on-site parking, offering strong appeal to both long-term and seasonal tenants. What truly sets this property apart is its extensive hurricane-resilient construction and post-storm preparedness improvements. The building successfully withstood the major storms of 2024, demonstrating the quality and durability of the upgrades completed. Improvements include waterproof stucco interior wall systems, durable epoxy flooring throughout, elevated electrical connections, and water-resistant kitchen fixtures designed to minimize future storm vulnerability and maintenance concerns. In addition, the property features a newer roof, and all restoration and improvement work has been fully permitted and completed, providing added confidence for investors and lenders alike. The property offers flexible rental opportunities including annual rentals, seasonal leasing, workforce housing, or furnished beach rentals, creating multiple paths for maximizing income potential. With an attractive CAP rate, investors can benefit from both strong current cash flow and long-term appreciation in a highly supply-constrained beach market. Tenants will enjoy exceptional walkability and convenience. The property is located near Gulf Boulevard with easy access to the Pinellas Suncoast Transit Authority trolley and bus routes connecting residents to surrounding beach communities, downtown St. Petersburg, and area attractions. Nearby shopping, dining, and entertainment options include the popular John's Pass Village & Boardwalk, local restaurants, waterfront bars, grocery stores, marinas, and recreational activities including boating, fishing, and beach access. The location also provides convenient access to Treasure Island, Redington Beach, and the greater Tampa Bay area. This is an outstanding opportunity to own a proven storm-resilient multifamily asset in a premier coastal location with strong rental demand, attractive projected returns, and lasting tenant appeal.

14135 Palm Street, Madeira Beach

$469,900
3 Beds 2 Baths North Madeira Shores SubDv. 33708 Zip Code
Under contract-accepting backup offers. 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!

14906 N Bayshore Drive, Madeira Beach

$1,300,000
Gulf Shores 1st Add SubDv. 33708 Zip Code
Located in the heart of Madeira Beach, FL, just one block from the Gulf beaches, 14135 Palm Street presents a rare opportunity to acquire a fully updated 5-unit income-producing property in one of the most desirable beach communities along Florida's Gulf Coast. This solid block construction 5-plex consists of five well-designed 1-bedroom, 1-bathroom units with ample on-site parking, offering strong appeal to both long-term and seasonal tenants. What truly sets this property apart is its extensive hurricane-resilient construction and post-storm preparedness improvements. The building successfully withstood the major storms of 2024, demonstrating the quality and durability of the upgrades completed. Improvements include waterproof stucco interior wall systems, durable epoxy flooring throughout, elevated electrical connections, and water-resistant kitchen fixtures designed to minimize future storm vulnerability and maintenance concerns. In addition, the property features a newer roof, and all restoration and improvement work has been fully permitted and completed, providing added confidence for investors and lenders alike. The property offers flexible rental opportunities including annual rentals, seasonal leasing, workforce housing, or furnished beach rentals, creating multiple paths for maximizing income potential. With an attractive CAP rate, investors can benefit from both strong current cash flow and long-term appreciation in a highly supply-constrained beach market. Tenants will enjoy exceptional walkability and convenience. The property is located near Gulf Boulevard with easy access to the Pinellas Suncoast Transit Authority trolley and bus routes connecting residents to surrounding beach communities, downtown St. Petersburg, and area attractions. Nearby shopping, dining, and entertainment options include the popular John's Pass Village & Boardwalk, local restaurants, waterfront bars, grocery stores, marinas, and recreational activities including boating, fishing, and beach access. The location also provides convenient access to Treasure Island, Redington Beach, and the greater Tampa Bay area. This is an outstanding opportunity to own a proven storm-resilient multifamily asset in a premier coastal location with strong rental demand, attractive projected returns, and lasting tenant appeal.

14135 Palm Street, Madeira Beach

$625,000
4 Beds 2 Baths Mitchell's Beach Revised SubDv. 33708 Zip Code
Welcome home to this fantastic duplex on Madeira Beach, located just 5 blocks from world famous Johns Pass! This investment opportunity is situated perfectly and is located only 1 block to a public beach access and 1 block to a neighborhood park on the bay side. Step inside and fall in love with this light and bright gem, both units feature open living designs and spacious bedrooms. There are 2 separate laundry/storage rooms and there is a double carport on the beach side unit and a 4 car wide concrete parking pad for the bay side unit. Updates are numerous and done to an extreme high level that must be seen in person to fully appreciate! They include the flooring, full kitchen remodels, bathroom remodels, double pane vinyl windows, new base trim and interior doors, fiberglass exterior doors and a new shingle roof in 2025 (Car-port roof not included). Step out back and see where this residence really shines, there is a double wide carport giving ample space in the shade while still allowing space for parking. This duplex has a truly special feel to it; you will love sitting outside and relaxing while enjoying the sea breezes in the shade. This opportunity would be perfect for an owner occupant on one side and rental on the other. Madeira beach allows seasonal 3-month rentals. This is a special property that must be seen in person to fully appreciate, hurry do not miss it!

13440 1st Street E, Madeira Beach

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

13098 Gulf Boulevard, Madeira Beach

$310,000
Gulf Shores 6th Add Rep SubDv. 33708 Zip Code
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.

30 Lynn Way, Madeira Beach

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

80 144th Avenue, Madeira Beach

$635,000
3 Beds 3 Baths Gulf Shores 6th Add Rep SubDv. 33708 Zip Code
Under contract-accepting backup offers. Virtually Staged. Price reduced to sell! Owner financing available under mutually acceptable terms and conditions. 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!

14013 Marguerite Drive, Madeira Beach

$450,000
2 Beds 2 Baths Sunny Shores SubDv. 33708 Zip Code
Under contract-accepting backup offers. 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

$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

$724,999
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

$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

$1,291,000
6 Beds 4 Baths Gulf Shores 3rd Add Rep SubDv. 33708 Zip Code
Under contract-accepting backup offers. Virtually Staged. * PRICED AT APPRAISED VALUE * TURNKEY ALERT * RARE OPPORTUNITY * OWN SOLID CONCRETE BLOCK, QUADRUPLEX (3,208 total SF) in the heart of MADEIRA BEACH * BOAT ACCESS TO GULF OF AMERICA * INTERCOASTAL WATERFRONT * 0.12 acre land with a BEACH right across the street * Newer SEAWALL, brand new private composite DOCK, and sturdy steps to enjoy KAYAKING and FISHING. Property recently FENCED-in with gates on each side, backyard with plenty of space. Brand new GUTTERS and exquisite PAVERS were recently installed. Each unit has its own electric meter, designated parking, private mail box, bike and canoe racks. Exterior and first-floor apartments (2/1 and 1/1) are freshly painted and went through remediating and total remodeling kitchens and bathrooms. New electrical including wiring and new plumbing throughout downstairs units including new water heaters, also new CPVC pipes, valves, outside copper pipes, ball & pressure valves. New duct work in unit A and all 4 HVAC systems inspected along with the roof. Everything was permitted and inspected by the City of Madeira Beach and all permits are closed. Identical layouts and sizes of the apartments upstairs (updated 2021). Downstairs apartments with timeless TERRAZZO floors throughout, spacious living/dining room, large double pane sliding doors, and brand new windows with direct WATER VIEWS, privacy blinds, and open covered patio to relax or entertain with friends and family. Modern new kitchen with GRANITE countertops, WOOD cabinets, matching brand STAINLESS steel appliances (under the WARRANTY), including a side-by-side refrigerator with ice maker and water dispenser, stove and over-the-range microwave, and a rare to find WASHER/DRYER inside each unit. Very well-maintained property, centrally located with PUBLIC BEACH ACCESS across the street, along with shops and Florida beach authentic bars and restaurants around the corner, such as MadBeach Poke Bowls, Corner Kitchen & Coffee House, and Caddy's directly on the beach, to name a few. Only 1 mile to popular JOHNS PASS Village & Boardwalk, MARINA, and PARK. About 2 miles over the DRAWBRIDGE to the shopping plaza with major supermarkets, retail stores, and restaurants. St. Petersburg COLLEGE Bay Pines STEM Center; Madeira Beach FUNDAMENTAL Elementary School; VA BAY PINES and VA MEDICAL Center with access to trails through WAR VETERANS MEMORIAL PARK and 4 miles to popular PINELLAS TRAIL to enjoy endless BIKE rides. Public transportation is close by for an easy commute. Schedule a showing to see this great income generating property and start living your FLORIDA INVESTOR/LANDLORD DREAM!

117 140th Avenue E, 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

$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 "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 brand 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 parking 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 listing is listed in 3 categories... Residential, Residential-Income, and Vacant Land, and all 38 photos are illustrated in each listing for review. If additional photos are desired, they can be furnished upon request.

439 129th Avenue E, Madeira Beach

$650,000
3 Beds 3 Baths Lone Palm Beach 5th Add SubDv. 33708 Zip Code
Discover one of the most versatile and profitable properties on Madeira Beach — a true duplex located in the city’s premier short-term rental zoning district, allowing nightly rentals with no minimum stay requirements (buyer to verify with City of Madeira Beach). Just steps from both the Gulf of Mexico and the Intracoastal Waterway, this property offers exceptional income potential and flexibility. Operate as two separate vacation rentals, live in one unit and rent the other, or hold as a great investment in one of the most walkable and desirable locations on the island. Each unit features open concepts, private entries, and outdoor living areas perfect for guests. Additional highlights include ample parking and an unbeatable location — walkable to the beach, local park, library, grocery store, bars, restaurants, and Intracoastal. With strong short-term rental demand year-round and top-tier zoning flexibility, this duplex stands out as an exceptional opportunity for investors or owner-occupants seeking income, appreciation, and coastal convenience in Madeira Beach’s best location. Highlights: Located in Madeira Beach’s top STR zoning district (nightly rentals permitted) Two self-contained units — ideal for Airbnb/VRBO or personal use Steps to the sand and minutes to John’s Pass Village Bright interiors, outdoor spaces, and ample parking Walkable to beach, park, library, grocery store, bars, restaurants, and Intracoastal Proven rental area with strong occupancy and ROI potential

15390 2nd Street E, Madeira Beach

$405,000
5 Beds 3 Baths Gulf Shores 6th Add SubDv. 33708 Zip Code
UP & COMING MADEIRA BEACH!!! Buy now while town rebuilding - will be PRIME destination! SELLING BLDG AS -IS from Hurricanes - up to new buyers to remodel, raise up, or build new! (check with City of Madeira Beach for details) GREAT INVESTMENT! WAS CONTINUALLY RENTED SINCE 2011. Just 5 blocks to beach! "Villas by the Sea" was beachside community of three Villas. A truly unique property, the tenants loved the extra privacy - Each villa has its own private entrance, parking spaces, outdoor patio area separated by building's layout and tropical palms borders. Projected rent = Villa #1 - 1BR+den/1BA $1950/month, Villa #2 -2BR/1BA $2200/month includes 1 car garage, Villa #3 - 1BR/1BA $1750/month. Laundry room with COIN OPERATED WASHER & DRYER brought in extra income as well! BLDG has been vacant since hurricanes. HISTORY of triplex was a VERY successful rental for over 15 years - tenants loved it, private patios, pet friendly, parking right by each villa! APPROVED BUILD 3 UNITS in writing from City of Madeira Beach! GREAT OPPORTUNITY - CORNER LARGE LOT - ALMOST 1/3 of an ACRE - Some water views at various elevations! see photos due to repeat flooding of building, being sold As-Is for land value only. BLDG is concrete block and newer roof - had flooding only. ZONING 6 month minimum rental. NOTE - property line runs thru about center of 2 car garage - see survey. Community "Elks Club" across street, enjoy waterfront pool, clubhouse, dinner/drink specials, boat dock rentals for a small annual fee. Enjoy charming Madeira Beach! Great beach community features waterfront parks, tennis / pickleball courts, leash free dog park, baseball fields, basketball courts, kids water splash play area, Marina, outdoor concert area on waterfront, fishing piers plus many public beach & intracoastal park accesses. "Mad Beach" has so much to offer with that small beach town feel.

14200 E Parsley Drive, Madeira Beach

$600,000
4 Beds 2 Baths Pages Rep Of Mitchells Beach SubDv. 33708 Zip Code
UNDER CONTRACT - ACCEPTING BACK-UP OFFERS. GREAT INVESTOR PROPERTY FOR 2 RENTAL STREAMS....Or potentially rent out one side and occupy the other. COASTAL LIVING AT IT'S FINEST!! COMPLETELY REMODELED DUPLEX located just blocks from Madeira Beach. Each unit features 2 bedrooms, 1 bath with identical layouts. This property has been completely 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 lower cabinets, granite countertops and stainless-steel appliances. Both bathrooms include new vanities, luxury vinyl floors, tile walls and hardware. The renovation project was permitted and inspected and included new luxury vinyl flooring (NO CARPET), drywall, baseboards and paint throughout. The units have a newer roof, BRAND NEW WATER HEATER and 2 BRAND NEW AC UNITS. Each unit has its own private fenced in backyard separated by a vinyl fence. The unit provides 3 parking spaces and a shared laundry area which has a BRAND-NEW WASHER AND DRYER which is perfect for occupants. Seller's Flood Insurance Policy was renewed in November 24 and is transferable. The exterior has just been painted and landscaped. A short walk to the Gulf's breathtaking white sand beaches and John's Pass. 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.

13304 2nd Street E, Madeira Beach

$305,000
2 Beds 2 Baths Gulf Shores 6th Add Rep SubDv. 33708 Zip Code
Investor's Dream in Madeira Beach - This oversized 6,451 sq ft lot (73 x 99) is located just one block from the beach in one of the most desirable areas of Madeira Beach. Zoned R-2, this parcel offers the rare opportunity to build a full duplex, making it ideal for both personal use and income generation. The existing structure is a 1,008 sq ft duplex built in 1948, ready for restoration or complete redevelopment. The property experienced its first-ever flood in recorded history, which now presents a unique clean-slate opportunity. All utilities — electric, water, and sewer — are already connected, saving time and development costs. The 2024 assessed land value is $498,826, highlighting the high appreciation and long-term equity potential in this location. What makes this property truly special is the deep and wide lot with space for multiple parking spots, a guest house, or lush outdoor living. The front exposure is wide and sunny, and the deep backyard has enough room for a tropical garden — complete with an established coconut palm already growing on the property. Zoning allows for a minimum rental period of 3 months, making this an ideal opportunity to cater to Snowbirds — seasonal residents looking to spend the winter months in paradise. This setup provides a fantastic opportunity for reliable rental income, potentially covering all ownership expenses while the value of the land continues to grow. Surrounded by A-rated schools, such as Orange Grove Elementary and Madeira Beach Fundamental K-8, and just minutes from the restaurants, nightlife, and charm of Gulf Boulevard, this property is perfect for a family home, vacation rental, or long-term investment. Cash buyers only. This isn’t just a lot — it’s a canvas for your vision, a base for future returns, and a place full of light, space, and possibility.

14067 Marguerite Drive, Madeira Beach

$349,400
2 Beds 2 Baths Pages Rep Of Mitchells Beach SubDv. 33708 Zip Code
PRICE REDUCTION !!! Enjoy the Florida Dream on Madeira Beach! READY TO MOVE IN. This slice of Old Florida Charm has been completely restored in the wake of the 2024 hurricanes. Fully permitted and inspected, completely rewired, with new cabinets and appliances, drywall, paint, and flooring. This cottage style duplex is ready for immediate occupancy! Live in one unit and rent the other to help pay the bills. This is a great opportunity to make affordable the wonderful beach lifestyle our barrier islands have to offer. Or rent both units and have the property pay for itself, while you get to own a piece of one of Tampa Bay’s most beautiful islands. Both units are one bedroom, one bath. The front unit has an additional Florida room, and a lovely outdoor space perfect for a table and grill. While the back unit features a huge porch and spacious yard, with a shed for extra storage and plenty of space left to store a boat. The property is off of Gulf Blvd, so sheltered from road noise. But still only a short walk away from beautiful white sand beaches and John’s Pass, hallmarks of Madeira Beach. Spend your days swimming, fishing, or simply basking in the sun, or head to John’s Pass for a delightful lunch, water activities, or a leisurely stroll along the waterfront boardwalk. This location is unbeatable! With easy access to beaches, shopping, restaurants, and nightlife this location presents a fantastic opportunity that should not be missed! Call today for your private showing or check out our Virtiual 3D tour. https://realestate.febreframeworks.com/sites/zenbavb/unbranded

13320 2nd St E, Madeira Beach

$410,000
2 Beds 2 Baths Mitchells Beach Rev SubDv. 33708 Zip Code
Prime Investment Opportunity in Madeira Beach! Savvy investors, take note! This triplex, three Income-Producing Units, totaling 1,572 SqFt of Heated Living Space, featuring two 1-bedroom, 1-bath units and one 2-bedroom, 1-bath unit, offers strong rental potential. While the property sustained damage from Hurricane Helene, it has been verified as not substantially damaged. With alley access, six (6) off-street parking spaces, and individually metered utilities, this property is well-positioned for a seamless rehab and rental setup. Located in very close proximity to the beach (safe, lit crossing less than a block away) and just minutes walk/bike from John’s Pass—Pinellas County’s #1 tourist destination—this is a prime rental investment opportunity. This incredible investment property at 13388 1st St E, Madeira Beach, FL, presents quite a unique opportunity—especially when coupled with the property next door to the south at 13378 1st St E. Imagine the potential of renovating and renting out three to five units awhile retaining and living in this highly sought-after beachside location, maximizing your rental income in one of the most desirable vacation destinations on the Gulf Coast! This is a Must-See Investment: Steps from the Beach – Prime location just minutes from the sand & surf. Rental Income Potential – Ideal for monthly or long-term rentals. Renovation Ready – Customize both properties to maximize value. High Demand Area – Madeira Beach is a hotspot for vacationers & renters. Walkable Location – John’s Pass Village & Boardwalk in Madeira Beach is a premier waterfront destination offering boating adventures, dolphin tours, deep-sea fishing, and watersports. Enjoy fresh seafood, waterfront dining, unique boutiques, and live entertainment, making it a lively hub for both locals and tourists. Owning a home/rental property near John’s Pass means embracing a true Florida lifestyle with endless recreation, stunning Gulf views steps away, and incredible investment potential! With the right vision, this investment could generate exceptional returns—whether you're looking to flip, hold, or create an unbeatable beach rental portfolio. Opportunities like this don’t last long—secure your piece of paradise today! Contact us for details on purchasing one or both properties and unlocking their full income potential!

13388 1st Street E, Madeira Beach

$1,162,000
12 Beds 4 Baths Snug Harbor Sub SubDv. 33708 Zip Code
TURN KEY - fully Furnished Waterfront Property! Start collecting rent right away! Check out your new waterfront paradise on Boca Ciega Bay. This stunning quadplex offers the ultimate blend of luxury, location, and investment potential! Just steps away from the beach, this private gated property features a new seawall and backyard paradise with manatees, dolphins, and seahorses! 8 parking spaces, 2 boat slips, paddle boards, 2 man kayak, outdoor furnishings, and exquisite gardens. The dock is a great place to relax, tan, or enjoy the calm no no-wake water. Day or night, enjoy breathtaking views of the gulf or bay waters and starry night skies. Each unit boasts spectacular water views, in-unit laundry, modern renovations, stainless steel appliances, quartz countertops, and LPV padded floors. Only 3 years old, the HVAC system runs efficiently, ensuring comfort year-round. Close to nightlife, shopping and dining. Enclosed private lanais can be extra flex space for a relaxing office or dining space. The property previously experienced water damage but has been completely renovated with high-quality upgrades, making it move-in ready and ideal for short- or long-term rentals. With separate electric and water meters for added convenience, this building can be converted to individual condominiums! This gem is your chance to own a slice of Madeira Beach heaven! All measurements are approximate and need to be verified by the buyer's agent and the buyers.

13535 Boca Ciega Avenue, Madeira Beach

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