Location: Madeira Beach
Do Not Show Listings
14066 MARGUERITE DR, MADEIRA BEACH, FL 33708
$520,000130 Days on yellowkey MLS ID: TB8480440
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 885 Built: 1949 Tax: $5,837 (2024)Community: Gulf Shores 5Th AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,837
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
Remarks: Virtually Staged. Welcome to your coastal retreat. This beautifully renovated block construction home blends modern updates with timeless beachside charm, offering the perfect opportunity to enjoy the relaxed Florida lifestyle. This thoughtfully designed 2-bedroom, 1-bath residence features an open floor plan with stylish tile flooring throughout, creating a bright and welcoming living space. The updated kitchen is a standout, complete with stone countertops, custom wood cabinetry, and brand-new stainless steel appliances—perfect for both everyday living and entertaining. The bathroom has been tastefully updated with a double vanity and elegant tilework, combining functionality with a clean, modern aesthetic. Both bedrooms are generously sized with ample closet space, while all-new window treatments add a polished finish and privacy throughout the home. Just off the kitchen, a charming sunroom offers the ideal spot for morning coffee or evening wine. Outside, the beautifully landscaped, low-maintenance yard creates a private outdoor setting perfect for relaxing, grilling, and enjoying the coastal breeze. A unique feature of the property is the detached 240 sq. ft. block construction garage, offering incredible versatility—it could easily be converted into a studio, office, workshop, or additional living space. Recent upgrades include a whole-house water purification system, new hot water heater, new irrigation system, new interior washer and dryer, and an updated HVAC condenser, providing peace of mind for the next owner. Ideally located just minutes from Caddy’s, The Candy Kitchen, The Reef Bar & Grill, John’s Pass, and the beautiful Gulf beaches, this home places dining, shopping, entertainment, and the sand at your fingertips.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Alicia Warburton (201-424-3042)
400 150TH AVE #205, MADEIRA BEACH, FL 33708
$999,490393 Days on yellowkey MLS ID: TB8397405
REDUCED by $500 (0.1%) on 07/10/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1670 Built: 2024Community: The Residences At Town CenterSpa: YesCondo
Taxes:$0
Elementary School: None
High School: None
Middle School: None
Remarks: WATERFRONT LUXURY UNDER $1 MILLION — MAJOR PRICE REDUCTION - Ready for immediate occupancy. Discover one of the final opportunities to own a brand-new, never-lived-in waterfront 3-bedroom, 3-bath ensuite residence in this exclusive 27-residence boutique community in the heart of Madeira Beach. Offered directly by the developer and available for immediate occupancy, this residence combines new-construction quality, waterfront living and exceptional value at a price point becoming increasingly difficult to find along Florida’s Gulf Coast. Unlike competing resale properties, this home has never been occupied and offers the opportunity to move in and enjoy the beach lifestyle without the need for renovations or updates. Residents enjoy an impressive collection of resort-style amenities, including a heated waterfront pool and spa, fitness center, club room, secure under-building parking and a spectacular rooftop terrace with panoramic views extending from the Gulf of Mexico to downtown St. Petersburg. Located in Madeira Beach’s highly desirable Town Center district, the residence is just steps from the beach, restaurants, bars, parks, shopping, marinas and the future Beachmaker Marriott Autograph Collection Resort. For boating enthusiasts, the developer also owns the adjacent marina, and boat-slip rentals may be arranged for purchasers of developer-owned residences, subject to availability, separate rental agreement and applicable terms. Enjoy the flexibility to use the property as a primary residence, second home or income-producing property, with rentals permitted subject to a 30-day minimum. Immediate occupancy may also make this an attractive option for buyers considering a potential 1031 tax-deferred exchange. Two pets are permitted, including large dogs. For buyers seeking brand-new construction, waterfront living, walkability, resort-style amenities, boating opportunities and flexible ownership below $1 million, this residence presents a rare combination of lifestyle and value. Aggressively priced to sell—schedule your private showing today and experience one of Madeira Beach’s final brand-new developer residences.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Jeffrey Beggins (813-245-0015)
400 150TH AVE #206, MADEIRA BEACH, FL 33708
$999,490511 Days on yellowkey MLS ID: TB8351963
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1827 Built: 2024Community: The Residences At Town CenterSpa: YesCondo
400 150TH AVE #305, MADEIRA BEACH, FL 33708
$999,4901042 Days on yellowkey MLS ID: U8212806
Tax Year: 2021
14048 GULF BLVD #402, MADEIRA BEACH, FL 33708
$2,779,0001065 Days on yellowkey MLS ID: U8210139
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 1791 Built: 2024 Tax: $999,999 (2023)Community: Beach FlowerSpa: YesCondo
Taxes:$999,999
Tax Year: 2023
Remarks: Virtually Staged. GULF FRONT - Spectacular new building on Madeira Beach. Each unit offers high-end features, an expansive outdoor living area, and direct Gulf views with incredible sunsets. Largest balconies on the beach. Units starting at $2,625,000. This exquisitely designed building will only have 8 units - 2 units per floor, offering an elevator, pool/spa and under building parking. This unit has 2 bedrooms, 3 baths plus a den. Stainless steel appliances, designer backsplash, high-end cabinetry package for kitchen and bathrooms, solid core doors and premium hardware. Engineered wood flooring with sound mat underlay, luxury carpet in 2nd bedroom and den. Large format tile in Master En-Suite, and custom shower floor design. The second bathroom will include luxury details with tub surround. Hurricane impact windows and sliders. Large covered outdoor living space. Beachfront pool and spa with large deck, paver parking lot, landscape package with irrigation system, and exterior lighting. Condo docs available. HOA costs, requirements, leasing, etc to be determined. Some photos virtually staged
Listing is courtesy of: VIEWPOINT REALTY INT'L INC (727-584-7355)
Listing Agent: Georgette Gillis (727-448-3533)
15467 GULF BLVD #8, MADEIRA BEACH, FL 33708
$569,0004 Days on yellowkey MLS ID: TB8526440
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2055 Built: 2002 Tax: $5,051 (2025)Community: Lone Palm Beach CondoTownhouse
Taxes:$5,051
Tax Year: 2025
Remarks: Virtually Staged. Just across Gulf Boulevard from the sugar sand beaches of Madeira Beach, this spacious townhome offers over 2,000 square feet of living space in Lone Palm Beach, an intimate community of only 14 residences. Whether you're looking for a primary home, beach getaway, or investment opportunity, the combination of size, location, and potential is hard to find. A private elevator provides easy access to all three levels, while the oversized two-car garage offers plenty of room for vehicles, bikes, paddleboards, and all your beach gear. The flexible floor plan features four bedrooms and three-and-a-half baths, including two private ensuite bedrooms. The first living level offers a spacious guest suite with its own exterior entrance, making it ideal for visitors, multigenerational living, or a private home office. The main living level is designed for gathering, featuring an open-concept layout, generous kitchen with breakfast bar, two walk-in pantries, dining space, and a private balcony overlooking the tropical landscaping. The top floor is anchored by the oversized primary suite with its own balcony, Intracoastal views, walk-in closet, and spacious ensuite bath with dual vanities, soaking tub, and separate shower. Two additional guest bedrooms, a full bath, and laundry complete the upper level. Outside, enjoy the heated community pool or take a short stroll across the street to the beach. ROC Park is just around the corner with pickleball, tennis courts, baseball fields, playground, splash pad, library, and year-round community events. John's Pass Village & Boardwalk is only minutes away, offering waterfront dining, shopping, boating, and entertainment. Bring your vision and make this beachside property your own. Opportunities to own a home with this much space, a private elevator, oversized garage, two ensuite bedrooms, and a premier Madeira Beach location are increasingly rare.
Listing is courtesy of: BEACH & BAY REALTY LLC (727-595-0366)
Listing Agent: Aimee Smith (727-304-8776)
14223 E PARSLEY DR, MADEIRA BEACH, FL 33708
$1,299,000315 Days on yellowkey MLS ID: TB8423060
REDUCED by $176,000 (11.9%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1857 Built: 1951 Tax: $13,303 (2024)Community: Gulf Shores 6Th AddSingle Family
Taxes:$13,303
Remarks: This move-in-ready waterfront home lets you step straight into the boating lifestyle. Located directly on the Intracoastal Waterway in Madeira Beach, this turnkey 4-bedroom, 2-bath home offers deep-water access and quick boating access to the Gulf of America. From your private dock, it is approximately 5 minutes by boat to John’s Pass and out to the open Gulf waters. This is true deep water, sailboat water with no fixed bridges, ideal for larger vessels. Designed for serious boaters, the property features a 10,000 lb boat lift, wet slip, and additional dock space that can accommodate a boat up to 38 feet with a 14-foot beam. The dock is fully equipped with 220- and 110-volt electrical service, water service, dock lighting, with riprap for added shoreline protection and erosion control, while supporting natural water flow and marine habitat. The outdoor living space is built for waterfront entertaining. A custom outdoor kitchen with a built-in grill, prep station, storage, and bar seating overlooks wide open Intracoastal water views. This backyard captures the Florida waterfront lifestyle, perfect for boating, fishing, entertaining, and sunset gatherings. You will see dolphins daily, every morning and evening. Inside, the home features an open-concept floor plan with water views throughout the main living areas. The entire waterfront side is lined with impact windows and sliding glass doors, bringing in natural light and expansive views of the Intracoastal. Interior features include porcelain tile flooring, recessed lighting, plantation shutters, and a 19 x 13 bonus room that works well as a second living space, home office, or game room. The updated kitchen features waterfall quartz countertops, stainless steel appliances, a gas range, a wine cooler, and a movable stainless steel island designed for flexible prep and entertaining. The primary suite includes dual vanities, a custom walk-in shower, and a large walk-in closet with a skylight. Additional upgrades include a new 200-amp electrical panel, central air conditioning, mini split systems, a gas dryer, blown-in attic insulation, a whole-house water filtration system, electric roll-down hurricane shutters, and new gutters. The garage features a hurricane-rated door, LED lighting, and built-in storage. This is a rare Madeira Beach waterfront property offering deep-water dockage, a boat lift, an outdoor kitchen, and direct Intracoastal frontage with fast access to the Gulf. Ideal for buyers searching for waterfront homes in Madeira Beach, boating homes in Tampa Bay, or Intracoastal homes with a dock and lift. Homes with this combination of deep water access, dockage, outdoor living, and move-in ready condition are limited. Schedule your private showing today.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Rebecca Collins (727-251-9235)
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,999173 Days on yellowkey MLS ID: TB8467308
5 Days Off yellowkey (back on 6/12/2026)
REDUCED by $4,001 (0.7%) on 04/03/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1277 Built: 1960 Tax: $6,166 (2025)Community: Sunny ShoresSingle Family
Taxes:$6,166
Remarks: Under contract-accepting backup offers. This is the kind of property some wait on… then regret when it’s gone. Solid block construction, stone and terrazzo floors, and a long water view the second you walk through the door. You’re looking straight out over the Intracoastal from the main living area and the primary bedroom — and it’s that classic Florida “I could do this every day” vibe. Here’s what matters: the demolition has already been done. PVC plumbing inside. Drywall is removed to the studs, floors and ceilings are intact, and the house is wide open for your design and layout. No guessing, no hidden surprises behind finished walls — you’re starting with a clean slate. There’s a davit for a small boat and jet ski's. Perfect for someone who wants water out back, a simple setup, and the beach at the end of the street. New roof (October 2021) Upgraded 200-amp electrical panel Blown-in attic insulation And if you’re thinking about the 50% rule, here’s the info - City of Madeira Beach preliminary report shows NOT substantially damaged Pinellas County Appraiser shows repairs/improvements up to $98,805 allowed for rehab. This is one of those rare Madeira Beach opportunities where you’re not paying for someone else’s design choices — you’re buying location, water, and a head start. Renovate it, elevate it, or rebuild it into something special. Waterfront. Walk to the beach. Long water view from inside the home. Big upside. If you’ve been waiting for a deal on the water in Madeira Beach… this is your shot.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
14215 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$1,425,000173 Days on yellowkey MLS ID: V4946801
REDUCED by $25,000 (1.7%) on 07/03/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2001 Tax: $21,742 (2025)Community: Gulf Shores 1St AddSpa: NoSingle Family
Taxes:$21,742
Remarks: Experience refined coastal luxury with sweeping views of the Gulf of Mexico. This elevated waterfront residence offers 3 bedrooms, 3.5 baths, TWO primary suites, an elevator, and a 3-car garage, thoughtfully designed for upscale living. The open-concept main level features a chef’s kitchen flowing seamlessly into the living and dining areas, all framed by breathtaking water views and abundant natural light. The third-floor primary suite is a private retreat with its own balcony, two walk-in closets, and a spa-style bath with jacuzzi tub and walk-in shower. A second primary suite offers Gulf views, private balcony, and en-suite bath. Additional highlights include two wood-burning fireplaces, luxury vinyl flooring, and surround sound. Enjoy effortless waterfront living with a brick paver yard, mature palms, private dock, and 10,000-lb boat lift with quick Gulf access. Watch dolphins, fish from your dock, and enjoy Madeira Beach fireworks from home. Recent updates include a 2023 roof and water heater, updated HVAC, fresh interior paint, dishwasher and refrigerator (2025). Just steps to the beach and minutes to John’s Pass, dining, and shopping—this is truly a boater’s paradise.
Listing is courtesy of: CENTURY 21 OCEAN (321-323-1212)
Listing Agent: Melanie Zwolski (407-462-8588)
15462 GULF BLVD #603, MADEIRA BEACH, FL 33708
$689,900141 Days on yellowkey MLS ID: TB8477677
REDUCED by $5,100 (0.7%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $10,668 (2025)Community: Surfside Tower CondoCondo
Taxes:$10,668
Remarks: Gulf Front Condo for Sale in Madeira Beach FL - 2 Bedroom Beachfront at Surfside Tower and Monthly Rentals Allowed. Experience breathtaking, unobstructed Gulf views from this beautifully maintained 2 BR, 2 BA beachfront condo in Madeira Beach, Florida. Located on the 6th floor of Surfside Tower Condo, this direct Gulf-front residence offers panoramic views of the Gulf and Madeira Beach’s renowned white sand shoreline. Situated in desirable Madeira Beach, this condo delivers the ultimate Florida beachfront lifestyle. This a highly desirable Madeira Beach investment property offers strong income potential. Whether you're searching for a Gulf-front vacation rental, seasonal retreat, or full-time beachfront residence, this property checks every box. The spacious Kitchen features ample cabinetry, beautiful water views, and an in-unit washer and dryer for everyday convenience. The open-concept living and dining area flows seamlessly to a large private beachfront balcony (lanai), perfect for outdoor dining, entertaining, and relaxing while enjoying spectacular sunrises and unforgettable Gulf sunsets. Hurricane shutters provide added protection and peace of mind. The primary suite offers direct beach views, a walk-in closet, and a private ensuite bath. The oversized second bedroom also includes a walk-in closet, providing generous storage and an ensuite bath also. Surfside Tower amenities include: a heated beachfront pool and spa, updated pool deck, pavers, and new fencing, a Fitness center, Billiards room and card room, ping pong, and a library also. There's also a Recreation room with Kitchen for private events. Priced below market value, this unit features covered carport parking and is a rare opportunity to own a direct beachfront condo in Madeira Beach with Gulf views. Schedule your private showing today and make beachfront living on Madeira Beach your reality.
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Madonna Steinlage (727-420-7620)
708 SUNSET CV, MADEIRA BEACH, FL 33708
$899,00053 Days on yellowkey MLS ID: TB8510951
REDUCED by $35,000 (3.7%) on 07/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1955 Tax: $10,214 (2025)Community: Bay Point EstatesSingle Family
Taxes:$10,214
Remarks: “Prime waterfront” Perfectly positioned, oversized 60x152 lot, front and center on the wide-open waters of the Intracoastal Waterway with direct access to Boca Ciega Bay and the Gulf. Features a 60’ dock ,74'of DEEP waterfront and an open-air spacious back yard *** 3 Bedroom/ 2 full baths ALL tastefully Updated throughout with a bright, comfortable floor plan and abundant natural daylight. All newly Updated, Upgraded, and Up to you to add your personal touches. *** New A/C system, New Water heater, all new kitchen appliances, New front load washer/Dryer, New window treatments with custom electric remote controlled window shades, recessed lighting, all new landscape with new irrigation system. ALL NEW Driveway Pavers. New interior paint. Newly updated enclosed 345 sq./ft screened-in front porch. Just a perfect waterfront setting. A must see to appreciate. Start new and enjoy. Minutes to the beach, shopping, restaurants, a perfect location in Bay Point Estates in Madeira Beach. Schedule your private showing. Note: A few photos were staged with furnishings to give an idea.
Listing is courtesy of: TREASURE ISLAND REALTY LLC (727-504-1046)
Listing Agent: Anthony Russano, Jr (727-504-1046)
13343 GULF BLVD #C-12, MADEIRA BEACH, FL 33708
$289,9005 Days on yellowkey MLS ID: TB8525052
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 445 Built: 1950Monthly Fee: $715 Tax: $1,416 (2025)Community: Wave Resort Condo TheCondo
Taxes:$1,416
Remarks: YOUR ULTIMATE BEACHSIDE PARADISE AWAITS! Get ready to fall in love with this absolutely stunning, fully furnished 2nd-floor gem right in the heart of gorgeous Madeira Beach! This isn't just a property; it's a golden ticket. With a stellar, proven track record of highly successful weekly and monthly rentals spanning years. Whether you are looking for the ultimate dream vacation getaway or a powerhouse addition to your investment portfolio, the choice is yours?and the possibilities are truly endless! ? LOCATION, VIEWS, & LIFESTYLE! Steps from the Sand: The breathtaking Gulf of America is just a few footsteps away! Wake up and gaze at the sparkling waters right through your front window, or sip your morning coffee on the front porch with a beautiful view of both the Gulf and the pristine pool!
Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-867-8633)
Listing Agent: Douglas Daneliak (727-458-3620)
13095 GULF LN, MADEIRA BEACH, FL 33708
$859,00073 Days on yellowkey MLS ID: TB8502493
REDUCED by $20,000 (2.3%) on 07/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1404 Built: 1947 Tax: $10,196 (2025)Community: Mitchells Beach RevSingle Family
Taxes:$10,196
Remarks: Turnkey beachside investment opportunity with sought after zoning that allows for nightly vacation rentals. Located literally just steps from the powder white sands of the Gulf, this fully furnished 2 bedroom plus loft, 2 bath coastal retreat is ideally positioned for both strong rental performance and personal enjoyment. A brick paver walkway leads to the home’s welcoming front patio, which is surrounded by charming landscaping. Adirondack seating and a firepit create the perfect setting to relax and unwind after a day at the beach, setting the tone for the coastal lifestyle this property offers. A spacious storage shed keeps all your beach gear and toys organized, and an outdoor shower adds convenience after enjoying the sand and surf. Upon entry, the first floor features the kitchen and dining area, complete with white shaker cabinetry, quartz countertops, GE stainless steel appliance package including a counter-depth French door refrigerator, recessed lighting, and a stylish coffee bar with open shelving. This level also includes a bedroom, a beautifully updated full bathroom with a tiled walk-in shower and frameless glass enclosure, and a convenient washer and dryer. The second floor serves as the main living space, showcasing vaulted ceilings, abundant natural light, and a comfortable gathering area. An enclosed loft on this level provides valuable additional sleeping or flex space, along with a second fully updated bathroom featuring a tiled walk-in shower and frameless glass door. The third floor offers a spacious bedroom, creating a private retreat for guests and separating sleeping areas for larger groups. This thoughtfully designed three level home comfortably sleeps 7 and is ideal for maximizing guest occupancy. The home has been upgraded with luxury vinyl plank flooring throughout the first and second floors and plantation shutters throughout, delivering a clean, coastal aesthetic that is both stylish and durable for short term rental use. A metal roof adds long term value, durability, and peace of mind for owners. The property also offers ample parking, a rare and valuable feature for vacation rentals in this area. Positioned in one of Tampa Bay's most desirable beachside locations, this property consistently attracts vacationers year round. The ability to rent nightly provides a major advantage for income generation, making this an ideal opportunity for investors or buyers seeking a beach home that can offset ownership costs. Popular local dining and entertainment options including Mad Beach Cantina and Bamboo Beach Bar are located just across the street, while John’s Pass Village and Boardwalk is also just steps away, offering waterfront dining, shopping, fishing charters, and boating excursions. Additional nearby favorites such as Candy Kitchen, Dockside Dave’s, Daiquiri Deck, and other local hotspots are all within walking distance. Enjoy incredible sunsets just moments from your front door along the Gulf shoreline. Offered fully furnished and beautifully appointed, this is a true plug and play investment ready for immediate use or continued rental.
Listing is courtesy of: WESTWARD REAL ESTATE (813-285-4456)
Listing Agent: John Pestalozzi Jr Llc (813-285-4456)
874 BAY POINT DR, MADEIRA BEACH, FL 33708
$1,790,000104 Days on yellowkey MLS ID: TB8487251
REDUCED by $139,000 (7.2%) on 07/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2537 Built: 2002 Tax: $9,918 (2025)Community: Bay Point Estates 2Nd AddSpa: YesSingle Family
Taxes:$9,918
Remarks: OWER MOTIVATED,HUGE PRICE REDUCTION. YOUR GULF COAST DREAM HOME AWAITS! Best-life living in paradise with EXPANSIVE WATER VIEWS and ONLY ONE MILE from world-famous white sand beaches and the most spectacular sunsets. Casual elegance meets coastal charm in this bright and airy custom-built home with soaring 20-foot ceilings and windows, providing unparalleled views of Boca Ciega Bay. Watch dolphins daily, visit with the manatees and fish off your dock in the calm and quiet waters. No expense was spared for the newer DEEP WATER dock (2024) with composite decking, a 13,000 lb. boat lift, fresh water and electrical with plenty of room for power boats, sail boats, jet skis or your yacht. Take off from your dock and arrive at the open waters of the Gulf in just a few minutes! The island life awaits whether its biking to the beach, brunch by boat, sunset cruising, or deep-sea fishing. You will never lack for entertainment and adventure with fine dining, tiki bars, live music, vibrant nightlife, and shopping. Launch your kayaks and paddle the multitude of mangroves, tiny islands and bird sanctuaries, or explore the endless variety of parks - all just minutes from your dock and door. Hang out at home while you swing and snooze in the hammock under the palms while enjoying the cooling sea breezes. Lounge by your crystal-clear pool and work on your tan, and then unwind under the stars in your jetted hot tub while watching the crackling flames of your firepit. The good life is yours in the bright and sprawling open concept kitchen/dining/living area that is perfect for entertaining. Gleaming granite countertops, countless cabinets, a huge island and an enormous floor to ceiling pantry are a chef’s dream! Impress guests with your water views, backlit wet bar and wine fridge, and WOW the crowd with the annual Madeira Beach Holiday Lighted Boat Parade cruising by! Three spacious spare bedrooms with 2 full baths provide lots of options, and your guests can even enjoy complete privacy in an enclosed 2-room guest suite with a full bath and its own entrance. After a day of entertaining, escape to ultimate relaxation in your private owner’s suite on its own floor, boasting his and hers walk-in “California” closets and a massive bath complete with a balcony! Slow down, sip a cocktail and soak while enjoying the sunset and painted sky from your oversized jetted garden tub. You can even view the sunset from your massive tiled shower with a large bench and 3 shower heads! Wake up and enjoy sunrise coffee and water views from your bed or sitting on your bay-side bedroom balcony. Or enjoy the stunning birds eye views of the bay and even downtown St. Pete - from the unique owner’s suite loft. Lower level features and oversized garage with room for 4 cars and a ton of storage. Your new home is located on a quiet, dead-end street.The peaceful, walkable neighborhood is surrounded by the bay and has several parks and NO HOA FEES. Other features of your new home include 10-foot ceilings, custom-etched glass doors and windows by local artist, laundry room on the main floor, complete with water views, a private pool-side outdoor shower (with hot water!), a whole-house water softener, expansive front and back decks, large attached potting/storage shed, and a safe/secure grassy side yard FOR YOUR PETS. Stop dreaming and START LIVING
Listing is courtesy of: SOUTH BEACHES REAL ESTATE (727-399-9990)
Listing Agent: Anne Hensel (727-410-7777)
583 CRYSTAL DR, MADEIRA BEACH, FL 33708
$2,849,000153 Days on yellowkey MLS ID: TB8474247
REDUCED by $101,000 (3.4%) on 06/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3614 Built: 1959 Tax: $19,391 (2024)Community: Crystal IslandSpa: YesSingle Family
Taxes:$19,391
Remarks: Where Open Water Views Meet Privacy Positioned at the very end of the road with protected preserve frontage, this exceptional Madeira Beach waterfront estate enjoys a level of privacy rarely found along Florida's Gulf Coast. Here, water becomes horizon, neighbors disappear into the distance, and the views remain protected for generations to come. Set on nearly 160 linear feet of deep-water frontage, this remarkable residence offers the rare combination of wide-open water views, direct Gulf access, and a resort-inspired lifestyle designed for both relaxation and entertaining. Beyond its refined aesthetic, the home has been comprehensively remodeled with an emphasis on longevity, flow, and peace of mind. A thoughtful renovation transformed the home's connection to the water by removing walls and opening the living spaces to breathtaking panoramic views, creating a light-filled environment where nearly every gathering is framed by sparkling blue water. The chef's kitchen blends beauty and functionality with premium appliances, including a gas range with pot filler, while the reimagined living and dining spaces create an effortless flow for both everyday living and large-scale entertaining. Fully renovated bathrooms, impact-rated waterside windows and sliding glass doors, a newer HVAC system, updated electrical panel, and a 2021 barrel tile roof provide confidence behind the beauty. Step outside and discover what truly sets this property apart. Expansive pavered patios surround the resort-style pool, creating multiple venues for entertaining, relaxing, and enjoying the waterfront setting. A one-of-a-kind custom fire pit gathering area invites unforgettable evenings beneath the stars, while the open-water backdrop creates a sense of tranquility rarely found in today's waterfront market. Throughout the year, the property serves as a front-row seat to one of the area's most beloved traditions as illuminated boats glide across the water during the annual Christmas Boat Parade, creating a magical experience from the comfort of your own backyard. For boating enthusiasts, this is a true mariner's paradise. Nearly 160 feet of deep-water seawall, dual 10,000-pound boat lifts, and direct Gulf access with no fixed bridges provide effortless access to some of Florida's finest boating, fishing, and waterfront destinations. Despite its remarkable privacy, the home remains moments from Madeira Beach's award-winning shoreline, premier dining, shopping, and exciting new luxury developments, including the forthcoming Madeira Beach Marriott Autograph Collection Hotel. Convenient access to both St. Pete-Clearwater International Airport and Tampa International Airport makes travel effortless for full-time residents and seasonal owners alike. Rarely does a property combine open-water views, protected privacy, deep-water boating access, extensive renovations, and an irreplaceable location in a single offering. This is more than a waterfront home. It's a front-row seat to the Gulf Coast lifestyle.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Tina Herrell (727-251-6630)
503 JOHNS PASS AVE, MADEIRA BEACH, FL 33708
$2,699,00027 Days on yellowkey MLS ID: TB8519984
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3072 Built: 1984 Tax: $27,373 (2025)Community: Crystal Island 2Nd AddSpa: NoSingle Family
Taxes:$27,373
Elementary School: Madeira Beach Elementary-PN
Remarks: 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.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Cameran Colandrea (727-916-0505)
14900 GULF BLVD #304, MADEIRA BEACH, FL 33708
$634,900135 Days on yellowkey MLS ID: TB8481663
REDUCED by $25,000 (3.8%) on 07/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,200 Tax: $8,582 (2025)Community: Surfside South CondoCondo
Taxes:$8,582
Remarks: Stunning Gulf-front condo in the heart of Madeira Beach Surfside South building being offered fully furnished. Experience the ultimate beachfront lifestyle in this beautifully renovated two-bedroom, two-bath residence overlooking the breathtaking Gulf of America. From the moment you step through the front door, the mesmerizing blue waters draw you in through the open-concept family room and floor-to-ceiling hurricane impact sliders that lead to a large screened-in lanai. Enjoy expansive views of the white sandy beaches as you relax in your private outdoor oasis while taking in the tropical breezes and soothing sounds of the waves. Inside, the condo features stylish laminate flooring and a completely updated kitchen with white shaker cabinets, granite countertops with bar seating, and sleek black stainless steel appliances. The conveniently located laundry area includes a full-size washer and dryer set beneath a granite countertop, perfect for folding and organization. Wake up to spectacular Gulf views from the spacious owner’s suite, where floor-to-ceiling impact sliders open directly to the lanai, allowing you to enjoy the sights and sounds of the beach from your bed. The suite also features a generous walk-in closet and an updated ensuite bath with a granite-topped vanity and large walk-in shower. The guest bedroom is equally inviting with plantation shutters, laminate flooring, and a spacious walk-in closet currently utilized as an office. The updated guest bathroom includes a granite-topped vanity and a tub-shower combination. Additional highlights include a balcony storage closet, a screened lanai with hurricane shutters, and recent upgrades including impact sliders and windows (2022), HVAC (2022), water heater (2021), and an updated electrical service panel. This beachfront community offers a sparkling pool and is ideally located near restaurants, shopping, bars, and all the entertainment and boating activities of world-famous John’s Pass Village and Boardwalk. Don’t miss this rare opportunity to own your slice of Gulfside paradise—schedule your private tour today.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Jordan Rye (813-520-1211)
15400 GULF BLVD #401, MADEIRA BEACH, FL 33708
$725,00063 Days on yellowkey MLS ID: TB8507238
2 Days Off yellowkey (back on 7/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1977 Tax: $10,814 (2025)Community: Shores Of Madeira CondoSpa: YesCondo
Taxes:$10,814
Remarks: Under contract-accepting backup offers. Premium Direct Gulf Front End Unit at Shores of Madeira. Discover exceptional beachfront living in this rare 2-bed, 2-bath end unit. Positioned directly on the Gulf, the residence provides uninterrupted, panoramic Gulf views from all main areas. The spacious, open-concept interior features a light-filled plan designed for maximizing privacy. The home’s standout feature is the oversized, private wrap-around balcony, a retreat perfect for enjoying coastal breezes and spectacular Florida sunsets. Shores of Madeira is a highly desirable community, offering resort-style amenities: a heated pool, hot tub, clubhouse, BBQ area, and private direct access to the white sands of Madeira Beach. Centrally located on Gulf Blvd, you are minutes from dining, shops, and entertainment at John’s Pass Village and Boardwalk. With a 30-day minimum rental policy, it is ideal for investors or a perfect primary or second home. This residence sold fully furnished. Electric roll-down shutters are featured throughout the balcony for storm protection.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Nelson Bosque (813-839-3800)
337 REX PL #A, MADEIRA BEACH, FL 33708
$414,90056 Days on yellowkey MLS ID: L4961911
REDUCED by $15,000 (3.5%) on 07/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973Monthly Fee: $1,352 Tax: $4,027 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$4,027
Remarks: One or more photo(s) has been virtually staged. 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!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carri Mclure (863-594-4041)
14230 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$425,00014 Days on yellowkey MLS ID: TB8524579
1 Days Off yellowkey (back on 7/9/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2261 Built: 1956 Tax: $9,496 (2024)Community: Gulf Shores 1St AddApartment
Taxes:$9,496
Remarks: Under contract-accepting backup offers. Instant Renovation Opportunity! With an approved permit already fully transferable to the new owner, you can start construction immediately on this prime 60x124 lot. The property currently features a 4-bedroom, 4-bathroom duplex split into two separate 2-bed, 2-bath units, complete with individual water and electric meters. Located just two blocks from the Gulf and minutes from John’s Pass, shopping, and dining, the potential here is massive. Whether you choose to fast-track the current duplex remodel or build a brand-new elevated luxury single-family home or duplex, this coastal property is pure opportunity.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Kevin Mize (813-454-4942)
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