Between $300,000 - $400,000 Madeira Beach FL Real Estate, Homes, Condos for Sale

2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code

Welcome to the exclusive, GATED community of Kapok Grand! This beautiful move-in-ready 2 bedroom, 2.5 bathroom townhouse offers a desirable combination of comfort, convenience, and a scenic view of the pond. Enjoy the high ceilings on the first floor and vaulted ceilings upstairs, creating a bright and spacious feel throughout. Step outside to the screened lanai and take in the beautiful, tranquil pond view—perfect for relaxing or enjoying your morning coffee. A garage adds convenience and extra storage. The monthly HOA fee of $420 includes roof replacement and repairs, exterior painting, lawn care, water, sewer, trash, cable, internet, access to the fitness room, and community pool. Current flood insurance is $1,467 annually. The water softener can remain with the property or be removed at the buyer's preference. LARGE DOGS are welcome here! Enjoy the benefits of gated community living in this inviting townhouse at Kapok Grand!

11193 Kapok Grand Circle, Madeira Beach

14141 Gulf Boulevard Unit 5, Madeira Beach

$309,000

1 Beds ⋅ 1 Baths ⋅ Gulf Gardens Motel Apts Condo SubDv. ⋅ 33708 Zip Code

This beach cottage was renovated in 2025 and is zoned for daily rentals with easy beach access across the street. The HOA due is $512/month and includes flood insurance, water, landscaping and all exterior maintenance including roof, pool maintenance, garbage pickup and interior and exterior pest control.

14141 Gulf Boulevard Unit 5, Madeira Beach

230 Medallion Boulevard Unit F, Madeira Beach

$359,000

2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Welcome to your beach retreat! As you walk through the 2nd floor entry of this meticulously renovated 2-bedroom, 1-bath condo, you’ll instantly fall in love with the light and bright feel and open layout of your new home. You’re greeted by the gorgeous waterfall edge Quartz countertops and stainless appliances in the fully updated kitchen. Adjacent to the kitchen you’ll find the guest bedroom as you pass through to the living/dining room. Overhead you’ll notice the modern LED fixtures throughout the home, giving you custom lighting control to suit every mood and activity. The spacious primary bedroom offers plenty of room for a king bed and a generous walk-in closet customized in a California Closets-style with ample storage space. Let’s not forget the additional peace of mind the other upgrades this home provides including the hurricane impact windows, updated electric panel, upgraded insulation (in walls and attic space), 2025 HVAC replacement, and in-unit laundry. Planning to purchase as a 2nd home or investment property? You’ll also love the income potential of 1 WEEK MINIMUM rentals. Your condo fee includes sewer, water, trash, internet, and cable tv.Just off the Tom Stuart Causeway, Madeira Beach Yacht Club is located on the intracoastal waterway and just a short stroll to public beach access. This short-term rental community offers something for everyone with its 2 pools, fishing docks, and proximity to Madeira Beach’s ROC Park with its playground, splash pad, walking paths, tennis courts, and full calendar of public events. Madeira Beach Yacht Club is a prime location with countless shops and restaurants a short walk or drive away, including John’s Pass Village less than 2 miles down the road. You won’t want to miss this opportunity. Schedule your showing today!

230 Medallion Boulevard Unit F, Madeira Beach

$399,999

3 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. WHAT? $399,999.00! THIS 1,850 SF, FRESHLY PAINTED, CORNER UNIT IS AMAZING! WHEN YOU WALK INTO YOUR 2 STORY FOYER WITH LIGHT FILLED INTERIOR & LOTS OF LARGE WINDOWS YOU WILL LOVE IT! THIS 3 BEDROOM + OFFICE, 2 ½ BATH, 2 CAR GARAGE OPEN FLOOR PLAN TOWNHOME IS ONE OF THE LARGEST AVAILABLE IN THIS GATED COMMUNITY & A GREAT BUY! JUST IMAGINE LIVING IN THIS BEAUTIFUL HOME WITH AN OPEN KITCHEN, DINING ROOM & LIVING ROOM. YOU WILL WANT TO COOK IN THIS SPACIOUS KITCHEN WITH BEAUTIFUL GRANITE COUNTERTOPS & BACKSPLASH ALL THE WAY UP TO THE SOFT CLOSE CABINETRY WITH LIGHTED GLASS FRONT CABINETS, UNDER COUNTER LIGHTING, A FARMHOUSE SINK, SEPARATE PANTRY & AN EXPANSIVE RAISED BAR AROUND THE KITCHEN FOR AT LEAST 6 BAR STOOLS! THE DINING ROOM AREA WILL ACCOMMODATE YOUR DINING TABLE & CHAIRS TO SEAT 10-12 PEOPLE, CHINA CABINET & SERVER. THE LIVING ROOM IS READY FOR MULTIPLE COUCHES & CHAIRS & IT OVERLOOKS THE BACKYARD. IT HAS SLIDING DOORS TO A BEAUTIFUL COVERED, LIGHTED & SCREENED BRICK PATIO! THE ENTIRE LIVING AREA HAS HIGH CEILINGS & LOTS OF RECESSED LIGHTING. DOWN THE HALL, OFF THE KITCHEN IS AN OFFICE / DEN AREA WITH CHAIR RAIL ACCENT & 2 WINDOWS. A LARGE HALF BATH WITH LINEN CLOSET IS ON THE FIRST FLOOR ALSO. OUTSIDE THE BATH IS A HUGE STORAGE CLOSET THAT GOES BACK UNDER THE STAIRS. THIS TOWNHOME COMES WITH YOUR TWO-CAR GARAGE ALONG WITH EXTRA SPACES FOR PARKING RIGHT OUTSIDE THE GARAGE. UPSTAIRS ARE TWO NICE SIZED GUEST ROOMS, A LARGE GUEST BATH & A SECOND FLOOR LAUNDRY ROOM WITH STORAGE CLOSET. THE EXPANSIVE PRIMARY BEDROOM SUITE INCLUDES VAULTED CEILINGS, WALK IN CLOSET, PRIMARY BATH WITH LARGE SHOWER SLIDING DOORS & THE VIEW OF THE BACKYARD IS SO RELAXING. ALL THIS & A 2023 A/C & 2026 WATER HEATER, LOW HOA FEE & THE ROOF IS COVERED BY THE HOA! THE KAYPOK GRAND GATED COMMUNITY HAS A COMMUNITY ROOM, EXERCISE ROOM & HEATED POOL & HOT TUB. IT IS APPROXIMATELY 1.5 MILES FROM MADEIRA BEACH & SO CLOSE TO SHOPPING, RESTAURANTS & PUBLIX. LIVE THE BEACH LIFE @ AN AMAZING PRICE! CALL TODAY TO SEE …IT WILL NOT LAST LONG!

11117 Kapok Grand Circle, Madeira Beach

$360,000

Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Exceptional opportunity to secure a highly sought-after Madeira Beach residential lot, located just two blocks from the Gulf of Mexico, sandy beaches, breathtaking sunsets, and outstanding local dining. This oversized 104' x 70' buildable lot has already been demoed, cleared, and prepared for construction — ideal for a permanent residence, vacation home, or investment property (subject to local zoning and permitting). Public water, sewer, and electric are available at the site. Buyer to verify all connection requirements, impact fees, and utility details directly with the appropriate providers. Enjoy the convenience of nearby parks, boating, fishing, and the full array of Gulf Coast amenities. A rare chance to build in one of Pinellas County’s most desirable beach communities.

235 145th Avenue E, Madeira Beach

179 Medallion Boulevard Unit D, Madeira Beach

$317,900

1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

WATERFRONT CONDO, COMPLETELY REMODELED AND PRICED TO SELL. Highly sought after Madeira Beach Yacht Club community. This lovely 1 bed 1bath ground level condo features a 110 sq ft enclosed patio in addition to the unit square footage and features acrylic sliding windows with screens and locking patio door. With unit windows open This room could be cooled and easily used as dining room. This unit also features tile throughout, crown molding, smooth ceilings, walk in shower and a brand new washer dryer all in one unit. MBYC allows 7 day rentals for maximum return on investment. Enjoy as an investment, second home or primary residence. No car needed walk to library, weekly fall/winter market, several restaurants, ice cream shops, drug and grocery stores. Pristine Madeira Beach is just across the street. Also ROC park is next door and features community events including popular Kingfish tournaments, basketball, tennis and pickleball courts, baseball and soccer fields, playground, splashpad and dog park. Take a Trolly ride to World famous Johns Pass about a mile away. MBYC amenities include 2 heated pools, 4 fishing piers and clubhouse

179 Medallion Boulevard Unit D, Madeira Beach

$325,000

Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. BUILD YOUR BEACHSIDE DREAM!! Prime Vacant Lot in Madeira Beach! Just two blocks from the sugar sands of Madeira Beach and approximately one mile to the iconic John's Pass, this rare vacant lot offers the perfect opportunity to create your personal slice of paradise. Whether you're planning a multistory vacation retreat or your forever home, you'll enjoy potential views of both the sparkling Gulf of Mexico and the serene Intracoastal Waterway. This ready-to-build property comes equipped with existing utilities, partial fencing for added privacy, and a brand-new survey provided by the seller – saving you time and money. Surrounded by coastal charm and walkable to shopping, dining, and entertainment, this location is unbeatable for beach lovers and investors alike. Don’t miss this chance to build in one of the most desirable spots on Florida’s west coast!

356 144th Avenue, Madeira Beach

175 Medallion Boulevard Unit F, Madeira Beach

$324,900

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Welcome to this wonderful 1 bedroom, 1.5 bathroom condo located in Madeira Beach Yacht Club! This turnkey property is being offered fully furnished and is ready to be used either as a full time residence, second home or an investment property. Stepping inside you will be greeted by the spacious living room with a woodturning fireplace that connects though to the dining area and beautiful kitchen! The floors throughout have been updated to a lively vinyl plank and the kitchen has gorgeous marble countertops and a new refrigerator in 2024. The a/c system was replaced in 2025. There is a half bath downstairs with a stackable washer/dryer. Upstairs you will find the very spacious bedroom has currently been separated into two sleeping areas. There is also a full bath here which was updated in recent years and a very large walk in closet. Stepping outside you can stroll along the sidewalks that wind around the entire complex with stunning views of the intracoastal waterway. There are two pools available in the complex along with a sauna, workout room and a billiards room! Madeira Beach Yacht Club is located just steps to the white sandy beaches and sparkling blue Gulf waters off Madeira Beach. You are also just minutes to all of the shopping and activities you could imagine and less than 45 minutes to downtown St Pete, Tampa and TPA! Schedule your appointment to view this gem today!!

175 Medallion Boulevard Unit F, Madeira Beach

$297,000

Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code

Exceptional opportunity to own a vacant lot in the heart of Madeira Beach. Whether you're planning to build your dream coastal home, a vacation retreat, or an investment property (subject to local zoning and permitting), this property offers an ideal location just minutes from the Gulf beaches, restaurants, shopping, marinas, and local entertainment. Enjoy the convenience of nearby parks, boating, fishing, and all that Florida's Gulf Coast lifestyle provides. Don't miss the chance to create your vision in one of Pinellas County's most desirable beach communities. Public water, sewer, and electric are available at the property. Buyer to verify availability, connection requirements, capacity, and associated fees with the applicable utility providers. Preliminary Geotechnical Investigation Report available.

14061 Miramar Avenue, Madeira Beach

230 Medallion Boulevard Unit E, Madeira Beach

$309,000

2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Welcome to Unit E in Building 230 at the highly sought-after Madeira Beach Yacht Club, where coastal charm meets unbeatable location. This beautifully maintained 2-bedroom, 1-bath condominium offers 750 square feet of comfortable living space and is being sold furnished, making it the perfect full-time residence, vacation getaway, or income-producing investment. Located on the second floor, this light and bright unit features an updated kitchen with granite countertops, white shaker cabinetry, and a breakfast bar overlooking the open living and dining area. Tile flooring throughout provides easy maintenance and a true beach-living lifestyle. The spacious primary bedroom offers ample room to relax, while the guest bedroom comfortably accommodates family and visitors. Step outside to your private screened balcony overlooking the community pool, the perfect spot to enjoy your morning coffee or unwind after a day at the beach. Additional conveniences include an in-unit washer and dryer and generous storage. Madeira Beach Yacht Club offers resort-style amenities, including two heated swimming pools, a hot tub, fitness center, saunas, clubhouse, billiards room, library, and four fishing piers along the Intercoastal Waterway. The community allows 7-day minimum rentals, making it an excellent opportunity for investors seeking vacation rental potential. Ideally located just a short walk to the sugar sand beaches of Madeira Beach, you'll also enjoy easy access to grocery stores, restaurants, shopping, the library, post office, and ROC Park, featuring pickleball, tennis, basketball courts, playgrounds, waterfront walking trails, and community events throughout the year. The nearby Jolly Trolley provides convenient transportation along the Gulf Beaches from Clearwater Beach to Pass-a-Grille. Whether you're looking for a turnkey beach getaway, full-time coastal residence, or a flexible investment property, this condo offers the perfect combination of location, amenities, and value in the heart of Madeira Beach.

230 Medallion Boulevard Unit E, Madeira Beach

169 Medallion Boulevard Unit E, Madeira Beach

$309,000

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

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

169 Medallion Boulevard Unit E, Madeira Beach

$389,900

2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

One or more photo(s) has been virtually staged. WATERVIEW'S OF BOCA CIEGA BAY FROM YOUR LIVING ROOM! INVESTOR & SNOWBIRD PARADISE WITH FULLY FUNDED RESERVES! 7-DAY MINIMUM RENTAL meets ultimate peace of mind in the heart of Madeira Beach. Buyers and investors can purchase with absolute confidence, as the HOA SIRS is fully funded per Florida Law, the Milestone Inspection passed, and there are NO special assessments scheduled. Welcome to your completely renovated, GROUND FLOOR coastal oasis in the highly sought-after Madeira Beach Yacht Club. Meticulously updated in 2026 with high-end modern finishes, this 2BR/2BA (master en-suite) gem delivers the perfect blend of luxury and convenience—whether you are looking for a full-time residence, a turnkey snowbird retreat, or a high-yield investment property that can generate strong short-term rental income. Step inside to a bright, open-concept great room featuring durable laminate flooring, sleek 5" baseboards, and a thoughtful hallway layout that optimizes bedroom privacy. The heart of the home is a gourmet kitchen boasting BRAND NEW QUARTZ COUNTERTOPS, crisp shaker cabinets, and brand-new stainless steel appliances, while both bathrooms shine with matching quartz surfaces. For ultimate convenience, a stackable washer/dryer hookup is located right in the guest bedroom closet, and the unit comes with the rare perk of two dedicated parking spots. Unwind on not one, but TWO large screened-in lanais—including one configured as a Florida Room. Both feature ceiling fans and are perfect for bug-free al fresco dining, featuring a completely replaced front lanai frame, screens, and doors as of 2026. Step out your door and you are just paces away from one of two pristine community pools, perfectly positioned far enough away to ensure zero noise disruption. Leave the car parked, because location is everything here. You are just a minutes-long stroll from the sugar-white sands of the Gulf of Mexico, local grocery stores, and daily essentials. Directly across the street lies ROC Park, featuring tennis/pickleball courts, basketball, a dog park, a water splash pad, a fishing pier, and an amphitheater for live concerts and seasonal festivals. You are also within easy walking distance to world-famous John’s Pass Village & Boardwalk for endless waterfront dining, shopping, bars, jet ski rentals, and fishing charters. Your monthly HOA fee offers true hassle-free living and covers Building Flood Insurance, Water, Trash, Internet, Basic Cable, Pool Maintenance, Grounds Landscaping, and robust Reserve Funding. Whether you’re dreaming of the ultimate beach lifestyle or a lucrative income-generating property in a high-demand vacation zone, this ground-floor masterpiece delivers it all. Schedule your private tour today and make Madeira Beach your reality!

337 Rex Place Unit A, Madeira Beach

$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

159 Medallion Boulevard Unit F, Madeira Beach

$325,000

1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

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

159 Medallion Boulevard Unit F, Madeira Beach

155 Medallion Boulevard Unit E, Madeira Beach

$300,000

1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Beautifully updated 2nd floor unit, that was completely renovated three years ago from top to bottom, with new kitchen cabinets, quartz counter-top, new appliances, refrigerator, stove, microwave, and stackable washer & dryer. The bathroom also has a new vanity, tub & toilet with new hot water heater in bathroom. All furnishing are included with this tastefuly decorated unit and a "completely new air conditioning system" has just recently been installed, costing $6,000. Truly turn-key with the right to rent on a weekly basis when you are not using it. Can't get any better than this. Walk across the street to beautiful Maderia Beach. Shopping and bus transportation are a block away. This checks off all the boxes for a win-win "home away from home"!!!

155 Medallion Boulevard Unit E, Madeira Beach

179 Medallion Boulevard Unit H, Madeira Beach

$369,000

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal. In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat. THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable. USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms. Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED! LOCATION IS EVERYTHING! It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment. Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground! Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.

179 Medallion Boulevard Unit H, Madeira Beach

$362,000

2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Welcome to your coastal retreat in the highly sought-after Madeira Beach Yacht Club community! This beautifully updated 2-bedroom, 1.5-bath second-floor townhouse offers the perfect blend of comfort, style, and investment potential. Step inside to discover a bright and inviting living space featuring modern finishes, updated flooring, cozy fireplace and a thoughtfully designed layout. The kitchen has been updated with contemporary white cabinets and a quartz countertop featuring a breakfast bar, making it ideal for both everyday living and entertaining. Spacious closets and half bath on this level. Upstairs offers two spacious bedrooms that provide a relaxing escape, while the full bath and washer and dryer on the same level add functionality for guests and owners alike. What truly sets this property apart is its flexibility—short-term rentals are allowed with a minimum one-week stay, making it an excellent opportunity for income generation or a personal vacation getaway. Residents of the gated Madeira Beach Yacht Club community enjoy resort-style amenities, including multiple heated pools, a hot tub, a fitness center, clubhouse, fishing docks, and scenic walking paths along the Intracoastal Waterway. Right across the street is the municipal library and R. O. C park with tennis and pickleball courts, a splash pad, soccer fields, playground, basketball courts, baseball fields, a dog park and a path leading to the long pier overlooking the Intercoastal waterway. A short walk or bike ride to the pristine sands of Madeira Beach, as well as local dining, shopping, and entertainment. Upgrades include Newer HVAC approx. 4 years new, Roof recently replaced 2026, and new water heater. Whether you're looking for a primary residence, vacation home, or income-producing property, this turnkey townhouse checks all the boxes for relaxed coastal living.

247 Rex Place Unit H, Madeira Beach

260 Medallion Boulevard Unit F, Madeira Beach

$329,900

2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

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

260 Medallion Boulevard Unit F, Madeira Beach

14001 Gulf Boulevard Unit 207, Madeira Beach

$364,000

1 Beds ⋅ 2 Baths ⋅ Madeira Place Condo SubDv. ⋅ 33708 Zip Code

LIVE WHERE YOU VACATION! Experience coastal living at its finest in this Madeira Beach condo offering partial GULF VIEWS and exceptional flexibility for both personal use and SHORT TERM RENTAL INCOME, with no minimum nights required. This fully furnished 1-bedroom, 1.5-bath unit is ideally located near the elevator for easy access and features an open-concept layout filled with natural light, complemented by wood-look laminate flooring throughout. The kitchen includes a closet pantry and breakfast bar, perfect for casual dining or entertaining. The primary suite offers a large walk-in closet and a beautifully updated en-suite bathroom with a tiled walk-in shower and glass enclosure. An IN-UNIT LAUNDRY adds everyday convenience. Enjoy the amenities just steps from your door, including a community pool and BBQ area. BEACH ACCESS is directly across the street at Caddy's, making it effortless to enjoy the sand and Gulf waters. Relax on your private balcony and take in breathtaking sunset views over the Gulf of Mexico. This MAINTENANCE FREE community includes water, sewer, trash, cable, internet, building insurance, and pest control in the monthly fee. Additional highlights include a rare GARAGE SPACE—one of only 15 in the building—along with an extra storage closet. CONVENIENTLY LOCATED, just a short trolley ride to dining, shopping, and John’s Pass, with easy access to both Tampa International and St. Pete-Clearwater airports.

14001 Gulf Boulevard Unit 207, Madeira Beach

$399,900

3 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code

PRICED TO IMPRESS! This 3-bedroom, 2-1/2 bath townhome with an oversized 1-car garage offers 1524 square feet of living space and PRICED TO SELL! Located in Kapok Grand townhome community, just minutes from the white sands of Madeira Beach, the turn-key home offers an open floor plan with a spacious kitchen, first floor half bath, screened lanai, a roomy Primary suite with an oversized walk-in closet, and much more. The kitchen features ample granite counter space, high-end SS appliances, solid wood cabinets, a closet pantry and space for a breakfast table. The living room and dining room is brightened by natural light coming through the triple-panel sliding glass doors that open onto the lanai. Have your morning coffees or enjoy dinner on the patio. The first floor also includes the half bath and the 22'x10' garage with an additional kick-out space for your workbench or extra storage. The second floor boasts the Primary suite, 2 guest bedrooms, the guest bathroom and a conveniently located laundry closet. The Primary suite features vaulted ceilings, a true 9'x8' walk-in closet and a private bathroom with walk-in shower. The location of the second bathroom, and two guest bedrooms act as a split floorplan with closets and laundry separating them. The third bedroom is ideal for additional family members, visitors or utilize the space as a home office, an upstairs living room or an in-home workout room. Other features include a central vacuum system, a stair lift for easy accessibility (removeable if not needed), and front storm door. The Kapok Grand is a pet friendly gated community with a crystal-clear heated pool, fitness center, game room/meeting area, and library. The low HOA fee includes basic cable, high speed internet, exterior pest control, grounds maintenance and garbage pickup. Located just minutes from the shops and restaurants at Seminole City Center, the Gulf Beaches, John's Pass and everything the area has to offer. Make this Florida hotspot your forever getaway today!

11273 Kapok Grand Circle, Madeira Beach

$398,900

2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. Located in the desirable Kapok Grand community, this beautifully maintained townhome offers a rare and tranquil rear pond view enjoyed by only a select number of homes, with mature elm trees, birds, turtles, and peaceful natural scenery creating a truly serene setting from the private back screened-in lanai. Inside, the home feels open and airy with extra-high ceilings downstairs and vaulted ceilings upstairs, while still offering a warm and inviting atmosphere ideal for everyday living and entertaining. The spacious kitchen features stainless steel appliances, a brand-new high-end range, and a generous eat-in area, flowing seamlessly into the main living space. Both bedrooms include private bathrooms, with the convenience of an upstairs laundry room easily accessible from the bedrooms, and impact windows add that extra layer of assurance. The community is impeccably maintained with lush landscaping, irrigation, and pruning, and residents enjoy easy access to a clubhouse, fitness center, and pool, all a short distance across the street, and all supported by a low monthly HOA fee. Ideally situated near Madeira Beach, shopping, dining, and major roadways, this home offers a rare blend of location, lifestyle, and peaceful views in one of the area’s most well-kept communities.

11125 Kapok Grand Circle, Madeira Beach

$330,000

2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code

UNDER CONTRACT - Accepting back up offers! Just 1.7 miles from Madeira Beach, this beautifully updated townhome in the gated community of Kapok Grand offers the perfect blend of modern updates, low-maintenance living, and peace of mind. Take advantage of a seller credit that can be used toward your closing costs or an interest rate buydown with an acceptable offer, making this move-in-ready home even more affordable. The completely redesigned kitchen (2026) was opened up to create the ideal entertaining space, featuring new granite countertops, a brand-new refrigerator, and an expanded breakfast bar overlooking the spacious dining and living areas. Triple sliding glass doors fill the home with natural light and lead to a private screened lanai surrounded by lush greenery—perfect for morning coffee, evening relaxation, or enjoying Florida’s beautiful weather. Upstairs, both oversized bedrooms feature their own private en-suite bathrooms, offering an ideal layout for guests, roommates, families, or working from home. The primary suite is a true retreat with vaulted ceilings and a fully remodeled spa-inspired bathroom (2026) showcasing shaker cabinetry, matte black finishes, and a frameless glass walk-in shower. The secondary suite includes dual closets and its own private bath, while the upstairs laundry adds everyday convenience. Major updates include luxury vinyl plank flooring (2025), a new A/C (2024), washer, dryer, dishwasher, and refrigerator. Even better, the home has no flood history and comes with low-cost transferable flood insurance, providing valuable long-term savings and peace of mind. Residents of Kapok Grand enjoy a gated entrance, heated and chilled community pool, scenic walking trails, abundant guest parking, and an unbeatable location just minutes from Madeira Beach, Seminole City Center, shopping, restaurants, and everyday conveniences. Whether you’re searching for a primary residence, vacation getaway, or investment opportunity, this fully updated townhome offers the Florida lifestyle you’ve been looking for

11162 Kapok Grand Circle, Madeira Beach

165 Medallion Boulevard Unit H, Madeira Beach

$345,000

1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

WATERFRONT CONDO WIH DEEDED BOAT SLIP #10 PRICED BELOW APPRAISAL. High and dry no flooding worries with this 2nd floor condo. Updated unit comes completely furnished with view of your boat slip from your covered waterfront patio with private staircase. MBYC allows 7 day rentals for maximum return on investment. Enjoy as an investment, second home or primary residence. No car needed walk to library, weekly fall/winter market, several restaurants, ice cream shops, drug and grocery stores. Pristine Madeira Beach is just across the street. Also ROC park is next door and features community events including popular Kingfish tournaments, basketball, tennis and pickleball courts, baseball and soccer fields, playground, splashpad and dog park. Ta a Trolly ride to World famous Johns Pass about a mile away. MBYC amenities include 2 heated pools, 4 fishing piers and clubhouse

165 Medallion Boulevard Unit H, Madeira Beach

14950 Gulf Boulevard Unit 805, Madeira Beach

$390,000

1 Baths ⋅ Ocean Sands One Condo SubDv. ⋅ 33708 Zip Code

NEW PRICE 6/3 AND WE ARE PRICED TO SELL. MADEIRA BEACH GULF FRONT STUDIO. Enjoy panoramic beach views an endless Florida sunsets from your private 14 foot balcony. This light and bright condo comes fully furnished, has a queen size murphy bed, storm shutters, newer A/C 2020 and an in unit washer/dryer. Extra storage is located on same floor by elevators. So many possibilities to make this beauty with an open concept floor plan your own. This is a sought after destination in this popular resort town . Walking distance to many restaurants, shops, drug and grocery stores, library, ROC park and just a mile to world famous Johns Pass Village. Ocean sands is a security building and offers resort style amenities including, expansive sun deck with shuffleboard, large beach front pool with heated spa, BBQ grills and a Tiki Bar.

14950 Gulf Boulevard Unit 805, Madeira Beach

401 150th Avenue Unit 223, Madeira Beach

$390,000

2 Beds ⋅ 2 Baths ⋅ Boca Vista Condo SubDv. ⋅ 33708 Zip Code

LOW CONDO FEE! Only $692/month including EVERYTHING except Electricity (even Cable, Net, and Water is included). This Beautiful 2 bed, 2 bath home is perfectly located just a stone's throw from the sandy shores of Madeira Beach Florida. Just minutes north of the iconic John's Pass with its stunning views, boardwalks, shops, bars, and restaurants - this location will have you pinching yourself in disbelief that this could be your home. The Highly Sought After (almost NEVER available) BOCA VISTA Condominium Features: a Heated Pool, Hot Tub, Canal Water Frontage, Club House for parties, Water Views, Private Covered Parking Spot, Tennis Courts, tons of Guest Parking, a Short Stroll to the Beach, New Floors in the Kitchen, Foyer, Hallway, and Master Bath! As a BONUS: all of the furniture is yours if you want it! This is an extremely well managed property, and there has only been one sale in this entire building in over 12 months! Take advantage of this RARE opportunity and book your Private in Person Viewing TODAY.

401 150th Avenue Unit 223, Madeira Beach

179 Medallion Boulevard Unit E, Madeira Beach

$399,000

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day one! See 2024, 2025 and 2026 earnings below. Welcome to your dream investment at the highly sought-after Madeira Beach Yacht Club. This fully renovated, second floor unit is being sold as a true turnkey property, meaning everything—from the high-end furniture and kitchen appliances down to the beach towels—are included in the sale. Whether you are looking for a personal coastal retreat or a high earning rental, this unit is ready to host guests tomorrow. The Interior: Modern Luxury Meets Coastal Comfort!! Step into a space that feels brand new. The unit features: Stunning high-end granite countertops throughout the kitchen and baths. Mechanical Peace of Mind: Brand new roof and high-efficiency heat pump installed in 2025. Fully Equipped: Includes a complete kitchen setup, all small appliances, premium bedding, and essential beach equipment. The Numbers: Proven Performance This isn't just a home; it’s a business. With a 1-week minimum rental period, this property enjoys high demand year-round: 2024 Gross Income: $27,873 2025 Gross Income: $19,122 - Owners occupied the property. 2026 Pacing: Already $13,575 in confirmed reservations on the books. Full rental history is available directly from the owner. The Location: Walkable Paradise Situated on the beautiful Boca Ciega Bay, the Madeira Beach Yacht Club offers an unparalleled lifestyle. You are just 1,500 feet from public beach access and steps away from: ROC Park: Located directly across the street, offering pickleball, tennis, basketball, a playground, and a dog park. Daily Conveniences: An easy walk to the grocery store, pharmacy, liquor store, and local favorite restaurants. On-Site Amenities: Enjoy a gated community with a clubhouse, two heated pools, four private fishing piers, and a large marina. Flexible Purchase Options The seller is motivated and willing to consider owner financing with favorable terms, making this an accessible entry point into the lucrative Florida vacation rental market. Don’t miss out on this proven income generator!

179 Medallion Boulevard Unit E, Madeira Beach

165 Medallion Boulevard Unit C, Madeira Beach

$325,000

1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Unlock the full potential of this stunning waterfront condo, perfectly positioned in the highly sought-after Madeira Beach Yacht Club community. Having been restored to a blank canvas after Hurricane Helene, this condo is now ready for your personal touch and vision. Located on the ground floor of a well-manicured complex, this one-bedroom unit boasts a large screened lanai perfect for entertaining and taking in the breathtaking views of Boca Ciega Bay. With a private boat slip and 16,000lb boat lift, you can easily explore the surrounding waters. Enjoy the best of both worlds with the option for seven-day short-term rentals, perfect for generating income when you're not using it. As part of the Madeira Beach Yacht Club community, you'll have access to a range of luxurious amenities, including four large piers, two heated swimming pools, an indoor hot tub, sauna, fitness center, clubhouse, and more. With its prime location just 200 yards from Madeira Beach and walking distance to popular restaurants, shops, and parks, this condo offers the ultimate Florida lifestyle. Don't miss this incredible opportunity to own a piece of paradise - schedule your showing today!

165 Medallion Boulevard Unit C, 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

$280,000

2 Beds ⋅ 1 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

** PRICE IMPROVEMENT- CASH ONLY, AS-IS, INVESTOR SPECIAL- Investor’s dream in the heart of Madeira Beach! This 2-bedroom, 1-bath, 1,032 sq. ft. corner home sits on a prime lot surrounded by multi-million-dollar waterfront properties, just moments from the sugar-sand beaches and vibrant local dining that make Madeira Beach one of Florida’s most desirable coastal communities. This cash-only opportunity is perfect for investors or visionaries ready to bring new life to a property with solid bones and endless potential. Whether you’re dreaming of a vacation getaway, luxury rental, or charming beach retreat, this location offers it all—steps to John’s Pass Village, boating, and the Gulf’s crystal waters. Don’t miss your chance to create your own slice of paradise in one of the most sought-after beach towns on the Gulf Coast! Call for a Showing Today!

365 145th Avenue E, Madeira Beach

14001 Gulf Boulevard Unit 304, Madeira Beach

$380,000

1 Beds ⋅ 2 Baths ⋅ Madeira Place Condo SubDv. ⋅ 33708 Zip Code

Discover your dream beach retreat in this charming, fully furnished 1-bedroom, 1.5-bath condo — the perfect escape for sun-soaked days and peaceful coastal evenings with a partial beach view. Whether you're seeking a serene full-time residence, a relaxing vacation escape, or a smart investment with strong rental potential, this property offers flexibility and peace of mind-with no rental restrictions. The pet-friendly building is designed for effortless living. The HOA covers flood and building insurance, exterior maintenance, water/sewer, pest control basic cable, internet, and on-site laundry facilities, allowing you to enjoy your home without the usual maintenance worries. Additionally, the unit has never experienced flooding, giving owners extra reassurance. Storage and parking are a breeze with a spacious 12’ x 20’ garage — perfect for beach gear, water toys, or keeping your vehicle protected from the Florida sun. Located just steps from the pristine sands of Madeira Beach, this condo places you directly across the street from one of Florida’s most beloved stretches of coastline. Don’t miss this chance to own a piece of the Gulf Coast lifestyle. Schedule your private showing today and make 14001 Gulf Blvd #304 your new seaside sanctuary.

14001 Gulf Boulevard Unit 304, Madeira Beach

$395,000

2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

NO HURRICANE DAMAGE! Calling all boaters! Are you seeking a residence for your boat? Slip #60 awaits your arrival! This property boasts a new roof and air conditioning system. Not only will you acquire a deeded boat slip, but also a 2-bedroom, 1.5-bath townhome as an added amenity. The upper level of this townhome features 2 bedrooms, a full bathroom with laundry facilities. The lower living area presents an open floor plan ideal for entertaining. A short stroll will lead you to heated pools, a recreation center, and picturesque waterfront vistas. Madeira Beach Yacht Club is a veritable boater's paradise, allowing you to depart from your residence and embark on your boat within minutes to indulge in Intracoastal cruising. Four fishing piers and a scenic path along the seawall is perfect vantage points to spot local dolphins and manatees. Everything walking distance, and the beach lies directly across the street. This property presents a prime opportunity for a second home or investment, offering the best of all worlds; the choice is yours.

317 Rex Place Unit G, Madeira Beach

6315 Shoreline Drive Unit 3305, Madeira Beach

$370,000

3 Beds ⋅ 2 Baths ⋅ Shores Of Long Bayou Condo SubDv. ⋅ 33708 Zip Code

Own your slice of paradise in this secluded yet centrally located GATED COMMUNITY of "Shores of Long Bayou!" Spacious (mol 1600 sqft) 3rd floor "Builder's Model" condominium (3 bedrooms, 2 baths, great room floor plan with additional den and window-enclosed Florida room /balcony) with oversized 1-car garage, building elevator, heated community pool/ clubhouse, plenty of parking, and 2-mile nature walking trail in the 77 acre preserve. ALL AGES, ANNUAL RENTALS, 1 SMALL PET OK, INSIDE LAUNDRY & STORAGE ROOM (#5) on each floor (next to elevator), newer roof on Building 3000! NEW A/C (2024), new laminate flooring, NEW HIGH-IMPACT WINDOWS, newer wood-cabinet kitchen and Whirlpool/ KitchenAid appliances, Granite counters, plenty of cabinet space & pantry, NEW ELECTRIC PANEL BOX & newer LG washer/ dryer, (water softener sold as is - currently not hooked up). Watch a variety of birds, fish & wildlife plus enchanting Florida sunrises from your balcony every morning. Enjoy the oversized master bedroom with additional den or hobby room, 2 walk-in closets, and lavish master bath ENSUITE. The Community is located minutes to new Seminole City Center, Madeira Beach (Johns Pass Village), Gulf beaches, marina, Bay Pines VA hospital & Memorial, Tyrone Shopping mall, restaurants, bars, close to vibrant downtown St. Petersburg & 25 minutes drive to Tampa International Airport. Both the Milestone and SIRS reports were completed and passed. Close before Dec. 31st, 2025 and claim homestead exemption on this lovely and move-in ready condominium!

6315 Shoreline Drive Unit 3305, Madeira Beach

601 American Legion Drive Unit 9, Madeira Beach

$280,000

Harborside Boat Club Of Madeira Beach Condo SubDv. ⋅ 33708 Zip Code

RARE OPPORTUNITY - PREMIER 22 X 70 DEEDED BOAT SLIP!! DOCK WAS COMPLETELY REBUILT IN 2023! Discover an exceptional opportunity to own one of only 26 individually deeded slips in this exclusive, gated marina. Perfectly designed to accommodate large vessels, this 22’ x 70’ slip offers ample space and convenience, featuring dedicated electric service unique to this slip and direct water access. Enjoy effortless boating with easy access to the Gulf and the Intracoastal Waterway—just minutes from John’s Pass. Adjacent to the Courtyard Marriott, owners have the option to enhance their marina lifestyle with an additional monthly amenities package that includes access to the hotel’s sparkling heated pool and hot tub, fitness center, coin-operated laundry facilities, and the inviting on-site bistro. This rare combination of luxury, security, and location makes it one of the finest marina ownership opportunities on the coast. Whether as a home for your yacht or an investment in prime waterfront property, this is the ideal setting for your boating lifestyle. NEED A SLIP WITH A LIFT, SLIP 18 IS ALSO AVAILABLE WITH A 20,000 LIFT.

601 American Legion Drive Unit 9, Madeira Beach

$300,000

2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code

One or more photo(s) has been virtually staged. Priced to Sell! Welcome Home to Kapok Grand! This is the townhome they talk about when they mention location, centrally located in KG on the central pond. Come enjoy your morning coffee on the patio and BBQ in the evening. Kapok Grand offers a low-maintenance resort-style lifestyle with amenities: heated/chilled pool, fitness center/clubhouse, community library, ample guest parking and 2 ponds on site. HOA dues are an unheard of low at just $420/month, just minutes from our gorgeous west coast beaches, VA, shopping and local restaurants. Primary bedroom features ensuite bath, walk-in closet and vaulted ceiling. Secondary bedroom also set as a suite includes dual closets, a full bath with tub and vaulted ceiling. Upstairs utility closet with W/D for added ease. Multiple areas are freshly painted, carpet removed for Buyer's convenience. Eat-in space in Kitchen and a breakfast bar, open floorplan, screened in-covered lanai and addtl patio will make you want to move right in.

11135 Kapok Grand Circle, Madeira Beach

$329,900

3 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code

Prime Investment Opportunity in Madeira Beach — Only one block from the beach! This solid concrete block duplex features two income-producing units — a 2-bedroom, 1-bath (805 sq. ft.) and a 1-bedroom, 1-bath (594 sq. ft.) — each with individually metered utilities and endless potential. With transferable flood insurance and FEMA appraisal confirming the property was not substantially damaged, this property is well positioned for a seamless rehab and rental setup. The 2/1 unit has the potential to bring in $2,400 a month and the 1/1 unit $2,000 a month for a total of $52,800 in annual gross income. The property includes 4 off-street parking spaces, shared laundry (another possible revenue stream), and a location that can’t be beat — one block from the beach, less than 0.2 miles to shops, convenience stores, and dining, and just 1.5 miles to John’s Pass, offering waterfront dining, live entertainment, boutique shops, boating, dolphin tours, deep-sea fishing, and water-sports galore. Whether you’re looking to flip, hold, or expand your beach rental portfolio, this investment has the potential to generate exceptional returns and deliver the ultimate Florida lifestyle. Opportunities like this don’t last long — secure your piece of paradise today!

14906 N Bayshore Drive, Madeira Beach

14001 Gulf Boulevard Unit 206, Madeira Beach

$370,000

1 Beds ⋅ 2 Baths ⋅ Madeira Place Condo SubDv. ⋅ 33708 Zip Code

Welcome home to Madeira Beach, where every day feels like a vacation. RARE GEM ALERT!!! NO MINIMUM RETAL PERIOD!! This immaculately maintained 1 bedroom, 1.5 bath condo invites you to wake up to shimmering water views and end each evening with a breathtaking sunset. Inside, you will find ceramic tile throughout with no carpet, a spacious walk-in closet, and convenient washer and dryer hookups. An elevator provides easy access and there is extra storage for your beach gear. From the unit you can enjoy sparkling pool and water views, and the community features a heated pool with a newly resurfaced deck. All milestone inspections are complete, the building has been freshly painted, and the roof is new, giving you peace of mind and modern appeal. The location could not be better. From here you can walk to the beach, enjoy breakfast at a nearby café, meet friends at Caddy’s, or take a quick two minute drive or five minute bike ride to John’s Pass with its lively restaurants, shopping, and entertainment. The trolley stops nearby, making it easy to explore even more of the coastline. What makes this property truly exceptional is its status as a rare grandfathered gem with no minimum rental restrictions. That flexibility is almost unheard of on the beaches and allows you to enjoy the condo as your personal retreat, a vacation getaway, or as a high-demand investment property. Add in the fact that the community is all ages and you have a unique opportunity that combines lifestyle and investment potential in one. This is your chance to live the Florida lifestyle at its finest. Between the water views, the beach at your doorstep, and the unmatched rental flexibility, this condo offers something very few others can.

14001 Gulf Boulevard Unit 206, Madeira Beach

$399,000

2 Beds ⋅ 1 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Under contract-accepting backup offers. Home received flood damage; Substantial Damage Letter attached under paperclip in MLS. This is a TWO lot parcel being sold for Land ONLY located a short walk to the Gulf of Mexico Beaches to the west.

363 145th Avenue E, Madeira Beach

$340,000

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Intracoastal Waterway views are showcased in every room of this stunning turnkey 1 BR / 1.5 BA townhome, nestled within the highly desirable gated community of Madeira Beach Yacht Club. Enjoy boat views from the water-facing enclosed porch, overlooking ROC Park. Recent updates include new appliances, A/C (2017), storm windows (2015), and water heater (2021). New flooring is featured throughout, with carpeted steps leading to the expansive bedroom, full bath, spacious walk-in closet with washer and dryer, and attic storage. Madeira Beach Yacht Club permits 7-day minimum rentals or serves as an ideal primary residence. With the Milestone Inspection completed and passed, long-term confidence in the property's structural integrity is assured. The community offers a clubhouse, fitness center with dry saunas, showers, billiards room, 2 heated pools, 4 fishing piers, high-speed WIFI, cable, water, grounds keeping, and building insurance, all included in the HOA monthly fee.

253 Rex Place Unit E, Madeira Beach

245 Medallion Boulevard Unit H, Madeira Beach

$395,000

1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Sold data entry.

245 Medallion Boulevard Unit H, Madeira Beach

$300,000

2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code

LEGAL DUPLEX-PRIME LOCATION being sold as is at land value. Wonderful opportunity to restore or rebuild a new structure. Located in the heart of Madeira Beach with a 2 min stroll to the powdery white sand and endless sunsets. Don't miss this opportunity.

113 147th Avenue E, Madeira Beach

14001 Gulf Boulevard Unit 407, Madeira Beach

$389,000

1 Beds ⋅ 2 Baths ⋅ Madeira Place Condo SubDv. ⋅ 33708 Zip Code

MADEIRA BEACH TURNKEY CONDO is ready to move in or rent out on day 1 with no time limit restrictions. This Madeira Beach 1/1.5/1 car garage condo is furnished and stocked with everything you need. The top 4th floor, 1 bedroom, 1 full bath and 1 half bath unit includes a RARE oversized 1 car private garage with new overhead door and remote control. Fully furnished, sleeps six with an open floor plan ideal for relaxing or entertaining. Sliding glass doors in the living room open to a private balcony perfect for enjoying a relaxing sea breeze and beautiful west coast sunsets. The kitchen is bright, fully stocked and includes all appliances. The primary bedroom en suite is spacious with a beautiful, updated bathroom and an extra-large walk-in closet. The convenient in-unit washer and dryer are included. The tile and LVP flooring add style, comfort and ease of maintenance perfect for beach living. Enjoy swimming, lounging and outdoor gatherings by the newly renovated large pool and BBQ area. Madeira Place is a well-maintained property known for being family friendly. The property is in a perfect location with nearby restaurants, gift shops, fishing, boating, water sports or a walk on the beach and only minutes from the famous John’s Pass Village & Boardwalk with easy access to the mainland. A great location to live year-round but if you want to own a vacation home and rent out part-time or own a year-round rental investment property there are no rental time limit restrictions, you set the time limits. Owning and enjoying a beach vacation property that can generate income from day 1 offers unlimited investment potential. This great condo is only steps from soft sand and breathtaking sunsets on one of the best beaches on Florida’s Gulf Coast. Whether you’re looking for a beachside oasis, a permanent residence or a rental investment, this condo has it all. MUST SEE!

14001 Gulf Boulevard Unit 407, Madeira Beach

$360,000

4 Beds ⋅ 3 Baths ⋅ Lone Palm Beach 4th Add SubDv. ⋅ 33708 Zip Code

SOLD "AS IS". Motivated Owner. All reasonable offers considered. Walls and flooring have been removed. Renovate this spacious four bedroom, two and a half bath home with an inground pool to your specifications! In 2020 this home was renovated but unfortunately damaged by flooding in 2024 during Helene. Appliances are not included in sale of the property as there is no guarantee that they are in working condition as well as the Central Heat & Air. Seller is accepting backup offers. Current contract includes contingencies; additional interest is welcome in the event the property becomes available. Please submit all offers for consideration.

15416 2nd Street E, Madeira Beach

$260,000

Sunny Shores SubDv. ⋅ 33708 Zip Code

Charming Duplex in the Heart of Madeira Beach – Prime Development Opportunity..... Discover this rare opportunity to own a duplex located in the vibrant and sought-after Madeira Beach community. This property features two spacious one-bedroom, one-bath units with a combined total of approximately 960 square feet. Perfectly situated in a prime location, it offers potential for redevelopment or renovation........ Please note: The property was significantly impacted by Hurricane Helene and has received a substantial damage letter. It is being sold strictly under current land value, presenting an excellent opportunity for investors or developers looking to rebuild or develop in this desirable area. Located in the heart of Madeira Beach, close to beaches, shopping, dining, and entertainment..... Zoned for redevelopment or renovation (buyer to verify with local authorities).... Sale reflects current land value due to hurricane damage.... Don’t miss the chance to own a piece of Madeira Beach’s thriving community. Whether you’re looking to rebuild, develop, or hold as an investment, this property offers endless possibilities in a prime location.

150 147th Avenue E, Madeira Beach

14950 Gulf Boulevard Unit 905, Madeira Beach

$370,000

1 Baths ⋅ Ocean Sands One Condo SubDv. ⋅ 33708 Zip Code

Imagine a cozy studio condo nestled directly on the beach, offering an ideal retreat with breathtaking ocean views. The interior is efficiently designed, featuring an open-concept layout that maximizes space. The full kitchen is fully equipped, and has ample cabinet space, perfect for cooking up a meal after a day on the sand. A washer and dryer are conveniently tucked away, allowing for easy laundry care during your stay. Large sliding glass doors invite natural light and opens to a private balcony, where you can enjoy stunning sunsets over the Gulf of Mexico. The condo is in a popular resort area, known for its vibrant atmosphere and proximity to a wide array of restaurants, bars, and entertainment options—all within walking distance. The beach is literally steps away, making it effortless to enjoy the surf and sand. Additionally, the condo offers easy access to nearby airports, making travel a breeze. This studio condo is perfect for those seeking a blend of relaxation and excitement, with the luxury of beachside living and the convenience of urban amenities.

14950 Gulf Boulevard Unit 905, Madeira Beach

$375,000

2 Beds ⋅ 679 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Investment Opportunity in the Heart of Madeira Beach! This charming 2-unit income-producing duplex offers two spacious 2-bedroom, 1-bath units, each with an open floor plan, Terrazzo flooring throughout, and generous bedrooms. Features include double-pane hurricane-impact windows, a shared storage closet, and a location just blocks from the beach — walking distance to restaurants, shops, and everything Madeira Beach has to offer! The roof is 9 years old, and while the property experienced water intrusion from a recent hurricane, it is being sold AS IS with the right to inspect. Buyer to perform their own due diligence and verify property condition. Don’t miss this opportunity to invest in one of the most desirable beachside communities on the Gulf Coast!

14501 N Bayshore Drive, Madeira Beach

13235 Gulf Boulevard Unit 402, Madeira Beach

$360,000

1 Beds ⋅ 1 Baths ⋅ Madeira Bay Resort Ii Condo SubDv. ⋅ 33708 Zip Code

Welcome to your next smart investment! 3 minute walk to Johns Pass, Beach across the street, this beautifully maintained, fully furnished condo offers income-ready potential in one of Maderia Beach's most sought-after locations. Future Bookings in Place! With ADA-compliant design and premium accessibility features, this property stands out in the rental market — attracting a wider range of guests and increasing your occupancy potential year-round. Prime location: steps from the Gulf Fully ADA-compliant: step-free entry, wide doorways, roll-in shower, grab bars, accessible kitchen layout Elevator building with secured entry Fully furnished 1/1 — turnkey and rental ready Open-concept living with abundant natural light Private balcony/patio for enjoying beach watching and sunsets Modern kitchen with stainless steel appliances & granite counters Under building parking, exercise room, pool Whether you self-manage, work with a rental agency, or enjoy it as a second home, this versatile property delivers comfort, convenience, and cash flow.

13235 Gulf Boulevard Unit 402, 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

$345,000

2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Recently Renovated Beachside Retreat in Gated Waterfront Community! Welcome to this beautifully updated 2-story condo/townhome just blocks from the white sands of Madeira Beach. Nestled within the highly sought-after Madeira Beach Yacht Club, this turnkey unit has been recently renovated and is ready for you to enjoy or rent out immediately. Remodeled bathrooms on both levels, new carpet on the stairs, and tasteful furnishings throughout. The unit is being sold fully furnished, offering a true move-in-ready experience. This gated community features incredible resort-style amenities: two heated pools, indoor Jacuzzi, four fishing piers, his & her saunas, a fitness center, billiards room, and a clubhouse. Location is everything, and here you’re just a short walk to the beach, grocery store, library, pharmacy, restaurants, and charming local shops — with even more coming as Madeira Way continues to grow and redevelop. Directly across the street you’ll find the City Rec Center, ROC Park, lighted tennis and basketball courts, softball fields, and regular community events like concerts, festivals, and fishing tournaments. Whether you’re looking for a primary residence, vacation home, or a profitable investment with weekly rental potential, this property checks every box. PRO-ACTIVE BOARD with FULL-TIME ASSOCIATION MANAGEMENT ON-SITE. COMMUNITY MILESTONE INSPECTION PASSED and SIRS RESERVE STUDY COMPLETED. 7 DAY RENTALS ARE ALLOWED giving you flexible occupancy options while maximizing additional income should you desire. Don’t miss your chance to own a slice of paradise — schedule your private showing today!

323 Rex Place Unit G, 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

$275,000

Sunny Shores SubDv. ⋅ 33708 Zip Code

Opportunity knocks in Madeira Beach! This duplex sits just steps from the Gulf of America and offers tremendous potential for the right buyer(s). Both units were impacted from flooding from the recent Hurricane and the property is being sold AS IS. It's perfect for investors, contractors, or visionaries looking to renovate or rebuild in a sought after coastal community. Each unit features spacious living areas, 1 bedroom and 1 bathroom, and private entrances. The structure will require full renovation due to water damage.

148 147th Avenue E, Madeira Beach

Browse All Madeira Beach FL Between $300K - $400K Properties for Sale

Between $300K - $400K Madeira Beach Real Estate