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541 Crystal Drive, Madeira Beach
$995,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
EVERY DAY IS A VACATION IN YOUR OWN WATERFRONT RETREAT!  On highly sought after Crystal Island in Madeira Beach, this MOVE-IN READY pool home with 3 bedrooms and 2 full baths.  The top of the line Platinum American Standard 18 SEER A/C is new as of 2025. The Gourmet Kitchen features an extra-large island with lots of storage, touch faucet, stainless steel appliances, pot filler, 6 burner gas range with convection oven. The open floorplan has tons of natural lighting for enjoying water views and sunsets. The RESORT STYLE backyard, with heated kidney shaped salt-water pool & large pool deck, unique tiki hut and boat dock, make this home the perfect place for entertaining friends. Other backyard features vinyl dock decking, 8000# boat lift refurbished in 2025 with new bunks, new beams and a new remote. Easy walkability to sandy beaches, restaurants and shopping. Don’t miss this FABULOUS home!

541 Crystal Drive, 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

643 Normandy Road, Madeira Beach
$655,000
Carlson Rep Sub SubDv. ⋅ 33708 Zip Code
Build your ultimate coastal sanctuary on one of Madeira Beach’s most coveted deep-water lots. Situated at the quiet end of a serene cul-de-sac, this rare parcel offers the perfect combination of privacy, expansive bay vistas, and premium boating access. Designed for the serious water enthusiast, the property fronts a wide, deep-water canal tailored to accommodate larger vessels with quick, direct access to Boca Ciega Bay and the open Gulf of Mexico. Imagine waking up to water views, watching dolphins from your backyard, or taking a short sunset cruise to John's Pass Village and the nearby sugar-sand beaches. Opportunities on a cul-de-sac with true deep-water dockage potential and wide canal views are exceptionally scarce in Pinellas County. This blank canvas is completely ready for your custom luxury estate or modern coastal retreat, schedule your site visit today and start planning your dream build.

643 Normandy Road, Madeira Beach

15462 Gulf Boulevard Unit 903, Madeira Beach
$619,900
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
DIRECT GULF FRONT | 9TH-FLOOR PANORAMIC VIEWS | FURNISHED | ONE-MONTH MINIMUM RENTALS PERMITTED | A/C 2022 LIVE THE FLORIDA BEACHFRONT LIFESTYLE! Wake up to breathtaking DIRECT GULF OF MEXICO VIEWS and end your day watching spectacular sunsets from this furnished 9th-floor condo in highly desirable Madeira Beach. With PRIVATE BEACH ACCESS and a ONE-MONTH MINIMUM RENTAL PERIOD permitted, this property offers an exceptional opportunity as a full-time residence, second home, seasonal getaway, or income-producing vacation property. Step onto your private screened balcony and enjoy sweeping panoramic views of the Gulf, beach, and unforgettable Florida sunsets. Inside, this spacious 2-bedroom, 2-bath condo features a desirable SPLIT-BEDROOM FLOOR PLAN, ceramic tile flooring throughout, an updated primary bathroom, and the convenience of an IN-UNIT WASHER AND DRYER. Both bedrooms feature spacious walk-in closets and their own private en-suite bathrooms, providing excellent privacy, comfort, and storage for owners and guests. The A/C was replaced in 2022, and the condo is being offered FURNISHED, making it easy for the next owner to begin enjoying the property right away. The well-maintained community offers resort-style amenities, including a HEATED BEACHFRONT POOL AND SPA, fitness center, library, billiards room, and direct access to the beautiful sandy beaches of Madeira Beach. Ideally located just north of John’s Pass Village & Boardwalk and minutes from waterfront restaurants, shopping, entertainment, boating, and everyday conveniences. Whether you're searching for your own Gulf-front retreat or a property with seasonal rental flexibility, this condo delivers the LOCATION, VIEW, BEACH ACCESS, AND FLORIDA LIFESTYLE buyers are looking for. YOUR FRONT-ROW SEAT TO THE GULF OF MEXICO IS WAITING. Schedule your private showing today!

15462 Gulf Boulevard Unit 903, Madeira Beach

116 131st Avenue E Unit F, Madeira Beach
$788,800
3 Beds ⋅ 3 Baths ⋅ Madeira Bay Twnhms Condo SubDv. ⋅ 33708 Zip Code
Luxury Waterfront Living in the Heart of Madeira Beach!  Welcome to our beautifully updated 3-Bed, 2.5-Bath Waterfront Townhome with over 2,200 square feet of thoughtfully designed living space, just steps away from Johns Pass Village and the Sugar-Sands of our Gulf Coast beaches. Spanning three levels, this exceptional residence features a Private ELEVATOR providing effortless access to every floor, Soaring Ceilings, abundant Natural light, and multiple Balconies that showcase breathtaking Views of the Marina, Intercoastal Waterway, and our spectacular Gulf Coast Sunsets. Real Hardwood Flooring, elegant Crown Molding, Plantation Shutters, designer Lighting and Fixtures create a timeless coastal elegance throughout. The spacious open-concept living and dining areas flow seamlessly into the beautifully updated kitchen, featuring Real Wood Cabinetry, Corian Countertops, Stainless appliances, ample storage, and generous workspace—perfect for entertaining guests or everyday living. The luxurious primary suite serves as a private waterfront retreat with its own Balcony, a generous Walk-in Closet, and a spacious en-suite Bath. Two additional bedrooms provide comfortable accommodations for family, friends, and overnight guests. The Oversized Two-Car Garage offers abundant space for vehicles, beach toys, bicycles, and additional storage—perfect for embracing the Florida coastal lifestyle. Located in the desirable Madeira Bay Townhomes community, residents enjoy a Waterfront Pool and Spa, and beautifully maintained grounds. Whether you're searching for a primary residence, a vacation getaway, or an investment property, this home offers Luxurious living with exceptional flexibility. Best of all, you're just across the street from our pristine Gulf Coast beaches and Johns Pass Village, offering shopping, restaurants, waterfront dining, fishing charters, and entertainment galore. From boating and beach days to unforgettable sunsets, this is coastal living at its finest. Call to schedule your private showing today.

116 131st Avenue E Unit F, Madeira Beach

315 Medallion Boulevard Unit H, Madeira Beach
$585,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
SELLER OFFERING 2- 1 RATE BUY DOWN. RARELY AVAILABLE WATERFRONT TOWN HOME WITH DEEDED BOAT SLIP #57 directly behind unit. Hi and Dry, no need to worry about flooding here. Keep an eye on your boat from the privacy of your patio, living room and both bedrooms. Enjoy the ultimate waterfront lifestyle in this Fully Furnished completely remodeled townhome at Madeira Beach Yacht Club, offering the perfect blend of comfort, style and income potential. Conveniently located about a block from the sugar sands of Madeira Beach. Upon entering you will discover a bright and inviting tastefully decorated living space with modern finishes including newer LVP flooring, modern lighted remote ceiling fan(which you will find 3 more identical fans throughout unit) a Classic Flame decorative fireplace to set the mood or offer heat on chilly winter nights and wine fridge. Continue to the thoroughly modern Kitchen and dining room where you will find matching hutches filled with decorative dishes and while dining you can enjoy beautiful water views while looking out the floor to ceiling windows. Also on this level you will find laundry room, 1/2 bath and utility room. Upstairs you will find an oversized master suite with LVP flooring and large walk in closet, guest bedroom also has LVP flooring double closet and both bedrooms have water views. Remodeled bathroom has oversized walk in Shower. NEW A/C 202and new gas BBQ grill2025. MBYC allows 7 day rentals allowing you to maximize income while not occupying your condo. This unit currently has $18,000 in confirmed bookings. MBYC a gated community is known for its resort style amenities including 2 heated pools, indoor hot tub, clubhouse, fitness center, billiard room and 4 fishing piers. Owners her can enjoy the walkable location direct across from ROC park which provides Rec center, tennis and pickleball courts, playground, splash pad, basketball courts and baseball field and is within blocks of several dining options, boutiques, grocery and drug stores, library, post office. World famous Johns pass is appx 1 mile easily walkable or just hop on the trolley. Come discover this high demand Gulf Coast destination where you will find this condo with boat slip delivers ideal location and relaxed coastal living waiting for you.

315 Medallion Boulevard Unit H, Madeira Beach

13155 Boca Ciega Avenue, Madeira Beach
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Welcome to one of Madeira Beach's most captivating waterfront addresses. This move-in-ready, newly updated 3-bedroom, 2-full-bath home is a true gem overlooking Boca Ciega Bay/Intercoastal Waterway. You'll enjoy breathtaking sunrises and stunning sunsets from your private dock, providing boating access to the Gulf at Johns Pass, just minutes away, with public beach access just a short walk or golf cart ride away (0.3 miles). For boating enthusiasts, this property boasts a new 8x26 ft dock with water and electric hookups readily available. The split-level living space is designed for entertaining and features newly installed hardwood floors in the kitchen and living room. The large kitchen showcases wood cabinets, quartz counters, and ample storage. The family room is just a few steps down from the kitchen, highlighted by a wood-burning fireplace and two impact sliding doors that let you soak up the picturesque outdoor views from a newly constructed screened porch with an insulated roof. The three bedrooms and second bath are on the second floor, with the primary bedroom having large windows with stunning views of Boca Ciega Bay. This home has ample parking with a two-car garage and additional driveway space. Updates Include: 2026: remodel of the first-floor upper and lower levels; new electrical panel and first-floor wiring; new water heater; dock; and interior/exterior paint. 2024: 4-ton A/C unit. 2019 Roof replaced. This home did have water intrusion during the unprecedented 2024 Hurricane Helene (first time flooding). It was professionally remediated, renovated, and permitted. This is true waterfront Florida living. Schedule a showing today!

13155 Boca Ciega Avenue, Madeira Beach

401 150th Avenue Unit 241, Madeira Beach
$550,000
2 Beds ⋅ 2 Baths ⋅ Boca Vista Condo SubDv. ⋅ 33708 Zip Code
Water views greet you from nearly every window in this corner-unit Boca Vista condo, offering a rare combination of space and light rarely found elsewhere in the building. Two private balconies, front and rear, frame sweeping Gulf and Intracoastal views, while a bay window in the dining room and an additional window in the kitchen fill the home with natural light throughout the day. Sliding glass doors in the great room, breakfast area, and primary bedroom open directly onto the balconies, blurring the line between indoor and outdoor living. The building's three acres of park-like, tropically landscaped grounds include a large heated pool and spa, a clubhouse, and tennis courts, with Madeira Beach's white sand shoreline, restaurants, and shopping just minutes away.

401 150th Avenue Unit 241, Madeira Beach

14048 Gulf Boulevard Unit 302, Madeira Beach
$2,725,000
2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code
Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub. Outside, the amenities continue with a beachfront pool and spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living!

14048 Gulf Boulevard Unit 302, Madeira Beach

14065 N Bayshore Drive, Madeira Beach
$1,050,000
Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
A Rare Waterfront Opportunity in beautiful Madeira Beach. Discover the perfect canvas for your coastal dream home on this exceptional waterfront homesite tucked away on a private, charming cove in desirable Madeira Beach. With added protection like an elevated seawall completed in 2021. Cleared lot, ready for construction, this prime property offers the opportunity to create a custom luxury residence tailored to your vision while embracing the ultimate Florida waterfront lifestyle. Boating enthusiasts will appreciate the sturdy well maintained existing private dock along with a 10,000-pound boat lift providing effortless access to the sparkling waters beyond. Whether you're setting out for a day on the Gulf, fishing the local waterways, or enjoying breathtaking sunsets from your backyard, this property offers endless possibilities. Ideally situated within a short stroll of Madeira Beach's pristine sandy shores, boutique shopping, waterfront dining, and local attractions, this is a rare opportunity to build in one of the area's most sought-after locations. Bring your architect, your imagination, and your waterfront dreams—paradise awaits.

14065 N Bayshore Drive, Madeira Beach

503 Johns Pass Avenue, Madeira Beach
$2,599,000
4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct deep-water access. Beautifully renovated, this 4-bedroom, 3-bath home (gross 4,800 sq. ft.) features an open floor plan that showcases breathtaking open-water views from nearly every living space. Perfect for boater enthusiasts and minutes to John’s Pass and the Gulf of Mexico, the property offers a 2018 Trex-deck dock with full power and water, a 35,000-lb lift and a 16,000-lb lift — deep water in a no-wake zone for large vessels and only a five-minute boat ride to John’s Pass and the Gulf. Thoughtfully appointed for entertaining, the lower level hosts a custom bar area with a beer fridge and ice maker, while the expansive rear patio includes an outdoor kitchen and grilling area. The chef’s kitchen features custom cabinetry, Quartz/Cambria countertops and newer stainless steel appliances overlooking the oversized back deck and waterfront. The spacious second-floor master suite offers a large walk-in closet and an en suite with a travertine shower and sunken tub. Luxury finishes include luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding and casings. Recent upgrades include new hurricane-impact sliders and windows throughout, New water softener system 2024, pool resurfaced 2022, new pool heater 2022, and a Hayward Pro-Grid water heater (2021). Notably, the home did NOT flood during Hurricane Helene. Enjoy island living in a friendly golf-cart community just 2 miles from Madeira Beaches sands. This is coastal luxury with unmatched waterfront lifestyle — schedule your private showing today.

503 Johns Pass Avenue, Madeira Beach

562 Johns Pass Avenue, Madeira Beach
$1,150,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
Thinking of boating—already own one or looking to buy? You’ll want a place to keep it close by, and this home delivers. Don’t miss this move in ready, beautifully remodeled waterfront 3 bedroom, 2 bathroom home complete with a private dock and 10,000 lb lift. It’s perfect for boaters who want quick, easy access to the water. Spend sunny afternoons lounging by the sparkling pool, and enjoy cozy evenings by the fireplace. Inside, the home feels fresh and refined with new ceramic tile throughout. The kitchen shines with new stainless appliances—range, refrigerator, and dishwasher—making it ideal for gatherings and everyday living in the open floor plan. The 2 car garage with epoxy flooring adds convenience and durability. Thoughtful updates include a new AC, new water heater, new sliding glass doors, new disposal, new kitchen sink, and more. Everything is ready for you—just move in and enjoy effortless waterfront living.

562 Johns Pass Avenue, Madeira Beach

337 Rex Place Unit A, 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

215 Medallion Boulevard Unit G, Madeira Beach
$470,000
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Fully renovated furnished 1BR/1.5 BA condo with stunning water views from every room! Spacious master suite with walk-in closet and private bath. Separate dining area with storage and large attic for extra space. Hurricane-rated windows for your peace of mind. This unit is located on the 2nd floor and has passed the milestone inspection! The home is turn-key ready for investors to start their short term rental right away. All the furniture conveys with the property. This oasis can also be your retirement sanctuary! Enjoy a private patio for sunset views, plus 4 fishing piers, 2 heated pools, clubhouse with gym, sauna, billiards, hot tub, and more. Walk to Madeira Beach, ROC Park, dining, shopping, and entertainment. Just 2 miles from John’s Pass Village. Don’t miss this opportunity—schedule your showing today!

215 Medallion Boulevard Unit G, Madeira Beach

315 Medallion Boulevard Unit F, Madeira Beach
$515,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Coastal Luxury Meets Turn-Key Investment Living at 315 Medallion Blvd, Unit F! Discover the ultimate blend of coastal elegance, convenience, and investment potential in this beautifully positioned second-floor residence just steps from the sparkling waters of the Gulf of Mexico. Offered fully turn-key, this exceptional property is ready to enjoy as a luxurious beach retreat, full-time residence, or income-producing vacation rental. With 7-day minimum rental opportunities, this property provides the flexibility and appeal that discerning investors and beach lovers are looking for. Relax and unwind on your private patio, the perfect setting for enjoying spectacular sunsets and the laid-back Florida lifestyle. The resort-style community offers an impressive collection of amenities designed for relaxation and recreation, including two heated swimming pools, four fishing piers, a clubhouse, fitness center, sauna, billiards, hot tub, and more. Ideally situated within walking distance of Madeira Beach, ROC Park, local dining, boutique shopping, and entertainment, while the popular John’s Pass Village is just approximately 2 miles away. Enjoy easy access to some of the area's most desirable beaches, restaurants, waterfront attractions, and entertainment. Whether you're seeking a sophisticated coastal getaway, a personal Florida escape, or a turn-key vacation rental investment, this exceptional property offers an enviable combination of location, lifestyle, and flexibility. Experience the best of Florida coastal living—schedule your private showing today!

315 Medallion Boulevard Unit F, 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

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

551 Crystal Drive, Madeira Beach
$1,299,000
3 Beds ⋅ 3 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Sailboat water and over 2,400 square feet of living space in desirable Madeira Beach! This spacious waterfront home features three full bedrooms, each with its own private ensuite bathroom, and a desirable split floor plan for added privacy. The primary suite offers a walk-in closet and beautiful water views, creating a relaxing retreat. The open and airy layout is perfect for entertaining, with floor-to-ceiling water views from all main living areas, allowing you to enjoy the waterfront lifestyle from nearly every room. A formal dining room showcases a unique built-in stone dining table with seating for up to 12—ideal for hosting family gatherings and special occasions. Step outside and take advantage of true sailboat water access, complete with a 13,000-pound boat lift included, making this property perfect for boating enthusiasts. Enjoy the best of Florida waterfront living with space, comfort, and direct access to the open water. AC 2025 and Roof 2015.

551 Crystal Drive, Madeira Beach

300 150th Avenue Unit 510, Madeira Beach
$649,000
2 Beds ⋅ 2 Baths ⋅ Harbor At Town Center Condo SubDv. ⋅ 33708 Zip Code
This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rentals are permitted with a 2-week minimum, and the property allows two pets with no weight restriction. Ideally located with views of both the Gulf of Mexico and the Intracoastal Waterway, this top-floor residence offers a wonderful combination of scenery, convenience, and lifestyle. Enjoy the waterfront setting from the pool area, take a short stroll to the beach each morning, or head out for sunset just blocks away. Dining, the post office, a waterfront recreation park, Madeira Beach City Hall, the library, grocery shopping, and more are all just steps away. This 2-bedroom, 2-bath condo is located on the 5th floor and is a prime end unit, offering added privacy along with extra windows that fill the home with natural Florida sunshine. High ceilings and a spacious floor plan enhance the bright, open feel, while the neutral color palette creates a clean and inviting interior. Everything is new. The large primary suite features an ensuite bath and walk-in closet. A washer and dryer are conveniently located inside the unit. Additional amenities include interior lobby elevators, a gated community, key fob entry, and under-building garage parking with storage space.

300 150th Avenue Unit 510, Madeira Beach

425 150th Avenue Unit 2303, Madeira Beach
$815,000
2 Beds ⋅ 2 Baths ⋅ Snug Harbour Condo SubDv. ⋅ 33708 Zip Code
This perfect blend of coastal charm and modern luxury is just a short walk to the beach. It is situated for those who want to enjoy sun soaked days and tranquil evenings. This two bedroom two bath condo offers a spacious living and dining area that flow seamlessly to a well appointed kitchen. The primary suite offers generous his and her walk in closets with a private ensuite. The second bedroom is very inviting and great for guests with a nearby full bath. One of the standout features of this condo is the private boat slip. Offering direct access to the water ways. This condo offers many amenities. Beautiful views of the water, beautifully maintained grounds, pool, spa, and club house just to name a few. So if you are sipping your coffee in the morning or taking a stroll on the beach, This condo offers relaxation, convenince and a beautiful coastal lifestyle.

425 150th Avenue Unit 2303, Madeira Beach

14077 N Bayshore Drive, Madeira Beach
$2,290,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Virtually Staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built.

14077 N Bayshore Drive, Madeira Beach

249 144th Avenue, Madeira Beach
$799,000
2 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
Exceptional waterfront redevelopment opportunity in the heart of Madeira Beach. This 50x100 open-water lot at 249 144th Ave offers direct Intracoastal access with only the Johns Pass bridge between you and the Gulf, making this an outstanding site for a custom coastal residence or luxury spec build. The existing storm-damaged structure is being sold strictly AS IS for land value, with the true value centered in the lot, water frontage, and incredible open-water views across a basin lined with newer construction and high-end waterfront homes. The existing dock sustained significant storm damage and will require replacement, creating the perfect opportunity to design a new dock and lift configuration tailored to today’s boating lifestyle. This is the type of Madeira Beach lot that becomes harder to replace each year—surrounded by strong redevelopment momentum, upscale neighboring homes, and one of the most walkable boating-and-beach lifestyles in Pinellas County. Just a short walk to the sugar sand beaches, John’s Pass Village, waterfront dining, and entertainment, this location offers the rare combination of boating access, beach proximity, and premium rebuild upside. Whether you are building your forever waterfront home or positioning a high-end spec project in a market where coastal teardown lots continue to strengthen, this property offers exceptional long-term value in one of Tampa Bay’s most desirable beach communities.

249 144th Avenue, Madeira Beach

352 145th Avenue E, Madeira Beach
$3,299,000
4 Beds ⋅ 5 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
Stunning open-water sunset balcony views walking distance to the beach! This impressive three-story home has never been lived in and is designed for both luxurious living, sophistication, comfort and unforgettable entertaining. Inside, the residence showcases an impressive chef's dream Venetian-inspired gourmet kitchen designed to satisfy. Outfitted with an oversized 8-burner professional range, pot filler, and double ovens, this culinary space is as functional as it is striking. A 36-inch refrigerator and 36-inch freezer positioned side by side provide exceptional cold storage and convenience for large household, holiday gatherings, or upscale entertaining. Step outside to your resort-style oasis featuring a heated beach-entry pool with a swim-up bar and an attached under balcony heated 8-person spa that beautifully cascades into the pool. The hot summer southerly sun is no problem as the back balconies and 12 ft. sliding windows face North. For boating enthusiasts, your private dock offers a 9,000 lb. boat lift and an additional expansive 45-foot boat slip. Whether it's sailing, kayaking, paddleboarding or fishing from your dock prepare to have curious dolphins swim up under your feet adding that extra excitement to waterfront living. Upstairs, you'll find Italian tile throughout the second and third floors, adding timeless elegance throughout the home. The spacious primary suite features a luxurious stone floor finished double-headed walk-in shower along with an air jetted spa and tub for the ultimate inside retreat. This one-of-a-kind custom waterfront property combines luxury, comfort, boating access, and breathtaking sunset views in an exceptional coastal setting with local entertainment and activities at your doorstep. The entire home is concrete filled solid block three stories high to handle the elements. No top floor wood framing like most homes. The ground level provides garage capacity for up to 5 vehicles, allowing ample space for luxury automobiles, golf carts, water toys, or additional storage. An oversized rich wood finished elevator offers convenient access from the chandelier lit foyer to the upper floors, enhancing both comfort and accessibility throughout the home. This one-of-a-kind waterfront property offers an extraordinary combination of open-water views, beach proximity, boating accommodations, luxury amenities, and refined design making it a rare opportunity to own a premier piece of Gulf coastal real estate.

352 145th Avenue E, Madeira Beach

12924 Gulf Boulevard Unit 510, Madeira Beach
$675,000
2 Beds ⋅ 2 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code
INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO | This amazing 2 bed 2 bath unit right on the sandy beaches of Madeira Beach is very unique and rare with no restrictions on the number of rentals and nightly rentals allowed and UNLIMITED owner use****ONLY 3 NIGHT MINIMUM**** ALL AGES, ANIMAL FRIENDLY***Welcome home to your piece of paradise which is in the absolute most perfectly positioned Top Floor Condo across the street from famous John's Pass full of shopping, dining, boat rentals and waterfront options to enjoy. This residence is positioned on Madeira Beach, and the Gulf of America. This condo is steps to being on one of Florida’s most beautiful beaches, Madeira Beach, while also located just across Gulf Blvd from the world famous Johns Pass Village & Boardwalk featuring many shops, restaurants, water activities, & dolphin watching. A perfect location! This is a very popular vacation rental building allowing short term rentals while still allowing you to use it personally at your convenience or you can make this your full-time home and provides you and your guests with unlimited access to the best sunsets available on this coast.. 2 spacious bedrooms and 2 bathrooms including a grand master suite with an en-suite bath enjoying a time at the beach that is undeniably memorable. While you are not able to leverage time at the beach, this building allows for short-term rentals (min 3 days) for your cash flow desires. Fully walkable to so much so your guests don't need a car which makes for ease and low-cost, convenient travel. Fully turnkey solutions are available for rentals so please ensure you inquire about this at your showing. Schedule your showing today and spend the winter months enjoying the sun and sand of beautiful Madeira Beach! Condo building features over $2 million in professionally engineered structural and common are element updates over the past five years including concrete, rebar, balconies, hallways, roof, pool heater and pool filtration system replaced, building generator replaced, repaved parking lots, pool recently resurfaced, pool bathroom upgrade, fencing around pool & bike storage, new emergency building generator, & much more. Seller's portion of special assessment paid in full.

12924 Gulf Boulevard Unit 510, Madeira Beach

811 Bay Point Drive, Madeira Beach
$775,000
Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Positioned on a 60 x 120 waterfront lot in Bay Point, this property offers sweeping open views of Boca Ciega Bay and deep water access ideal for boaters and anglers alike. With two boat lifts already in place, it’s a rare opportunity to enjoy immediate waterfront functionality or reimagine the site into a custom new build.Just moments to the Gulf beaches, the location delivers the best of both boating and beachside living in one of Madeira Beach’s most desirable waterfront pockets. For builders and investors, the lot presents an exceptional redevelopment opportunity, and the seller may be open to partnering with a custom builder in a joint venture scenario. A rare offering in a coveted waterfront setting, contact the listing agent directly for a private showing or to discuss the full scope of opportunity.

811 Bay Point Drive, Madeira Beach

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

449 S Bayshore Drive, Madeira Beach

376 145th Avenue E, Madeira Beach
$1,199,000
Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
POLE POSITION luxury waterfront estate vacant lot on the very tip of a finger! WIDE OPEN water views across the entire intracoastal waterway! This prime & unique location is a rare opportunity for such long and wide views, not your standard canal lot with neighbors across the water looking right into your backyard. Pie shaped lot opens up to 67' foot of water frontage for maximum enjoyment of your sunrises, dolphin shows/marine life and backyard pleasures! This property is a beach lovers paradise! Also, you will have ocean and sunset views from your top floor newly built residence. Easy and short walks to the sugary sands of the beach (only 2 blocks!), shopping, dining, entertainment, etc. Deep water for any boating need, no fixed bridges to get into any direction that you need to go in. Property is flat/cleared and ready for your design to be built. Quiet street with many brand new beautiful homes recently built.

376 145th Avenue E, Madeira Beach

399 150th Avenue Unit 101, Madeira Beach
$640,000
3 Beds ⋅ 2 Baths ⋅ Madeira Cove Condo SubDv. ⋅ 33708 Zip Code
Welcome to this exceptional waterfront three-bedroom corner unit located on the second level of the highly sought-after Madeira Cove condominium. This residence offers abundant natural light, with impact-rated windows on three sides, including a unique bay window in the dining area, distinguishing it from interior units. Upon entry, a welcoming foyer leads to a hallway and spacious living areas, featuring attractive, durable bamboo flooring. The open-concept layout includes a combined living and dining room, alongside a kitchen with a breakfast bar that seamlessly connects to the main living space. Sliding doors from the living room open onto an expansive covered balcony, providing picturesque water views and frequent sightings of dolphins in the bay.The kitchen is equipped with ample maple wood cabinetry, granite countertops, a pantry, and an adjacent laundry closet with full-sized stackable washer and dryer. The split bedroom plan offers two generously sized bedrooms along the hallway, one with private access to the guest bathroom. The primary suite, situated at the rear of the unit, features sliding doors leading to the balcony and windows overlooking the water, all adorned with plantation shutters. The oversized balcony overlooks Boca Ciega Bay and accommodates both alfresco dining and lounge seating, ideal for enjoying the scenic views.Residents enjoy amenities including a sparkling heated pool and waterfront clubhouse, which houses restrooms, a fitness room, and a kitchen suitable for social events. The community also provides a waterfront grill and picnic area, as well as a covered wrap-around porch with bay views. Private boat slips at the community dock may become available for purchase or rental. Assigned parking beneath the building protects vehicles from the elements, while ample guest parking is available. Additional storage is provided with a closet adjacent to the parking space. Located within walking distance to the beach, residents have convenient access to the Gulf for leisure activities. Madeira Cove is a meticulously maintained, all-ages community managed by a proactive association.

399 150th Avenue Unit 101, Madeira Beach

400 150th Avenue Unit 504, Madeira Beach
$1,270,000
3 Beds ⋅ 3 Baths ⋅ Residences At Town Center Condo SubDv. ⋅ 33708 Zip Code
Discover your coastal sanctuary at the Residences at Town Center on Madeira Beach, where refined luxury meets the effortless rhythm of Gulf front living. From the moment you arrive, you’ll feel the quiet exclusivity of this boutique waterfront community, perfectly suited for those seeking a sophisticated second home or a full-time escape by the sea. This penthouse residence offers a rare opportunity to wake each morning to shimmering water views and end each day with unforgettable sunsets from your private 28 foot balcony. Inside, the open-concept design is both elegant and inviting, featuring 10 foot ceilings, luxury vinyl plank flooring, and a double door entry that creates an immediate sense of arrival. The designer kitchen is beautifully appointed with gorgeous Quartz, solid wood cabinetry, and premium GE Café appliances. Perched on the top floor, this residence offers a level of privacy and unobstructed panoramic views that few can claim. Whether enjoying morning coffee as boats pass quietly below or unwinding beneath the colors of a Gulf sunset, this home offers a daily connection to the water that is both peaceful and inspiring. Life in Madeira Beach is defined by its authentic coastal charm. Residents enjoy miles of powder soft sand, warm Gulf waters, and a welcoming, unhurried atmosphere. Golf cart rides to dinner, sunset walks along the shoreline, and afternoons spent boating or dining at local waterfront restaurants become part of your everyday lifestyle. The recent addition of the Beachmaker Resort, part of the Marriott Autograph Collection, further enhances the area’s appeal, bringing a new level of luxury, fine dining, and long term value to this already sought after destination. At the Residences at Town Center, amenities are designed to complement this exceptional lifestyle. Enjoy the heated pool and spa, rooftop terrace with breathtaking 360 degree views stretching from the Gulf beaches to downtown St. Petersburg, private rooftop cabanas, fitness center, and marina. With just 27 residences, two secure under building parking spaces, plenty of guest and golf cart parking, and pet-friendly policies with no size restrictions, every detail has been thoughtfully considered. Whether you are seeking a luxurious winter retreat, an investment with strong rental flexibility, or a permanent waterfront residence, this penthouse offers a rare opportunity to own in one of Florida’s most desirable and evolving coastal communities. Schedule your private showing today and experience the effortless luxury of life on Madeira Beach.

400 150th Avenue Unit 504, Madeira Beach