Location: Madeira Beach
Do Not Show Listings
14215 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$1,450,000141 Days on yellowkey MLS ID: V4946801
REDUCED by $25,000 (1.7%) on 05/11/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,742
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2025
Middle School: Seminole Middle-PN
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: OCEAN REALTY PARTNERS LLC (321-323-1212)
Listing Agent: Melanie Zwolski (407-462-8588)
10193 GRAND OAK CIR, MADEIRA BEACH, FL 33708
$795,00053 Days on yellowkey MLS ID: TB8499854
REDUCED by $15,000 (1.9%) on 05/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2014Monthly Fee: $135 Tax: $11,331 (2025)Community: Cove At Bay PinesSingle Family
Taxes:$11,331
Elementary School: None
High School: None
Middle School: None
Remarks: Looking for a spacious home that is not only close to the award-winning beaches but is also centrally located and near all the conveniences that Seminole has to offer? Then this updated 2 story contemporary style home located, in the gated Cove at Bay Pines community, could be for you. Not to mention, the local VA Hospital is right down the street! This house has been immaculately cared for, and it all starts with landscaping! As you approach the front entrance, you will notice a beautiful array of plants and flowers that follow you up to a grand, archway. The backyard allows the new owner to truly maximize Florida outdoor living! The screened-in pool allows for a peaceful and private experience. The backyard also uniquely offers plenty of shade, making this backyard a great entertainment space, even on the hottest days! Enjoy stainless appliances including a new, 2025 Refrigerator! The kitchen also includes upgraded ceramic tiling and plenty of storage space. Upstairs, an expansive primary bedroom awaits, which includes an ensuite bathroom (soaker tub and walk-in shower) and deep, walk-in closet. Whether you are upstairs or down, the 2024 AC will cool you off on those summer days! This community RARELY has available homes for sale so stop by quickly! This dream home won't be on the market long!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ryan Smith (616-591-8834)
516 CRYSTAL DR, MADEIRA BEACH, FL 33708
$965,000232 Days on yellowkey MLS ID: TB8439054
REDUCED by $15,000 (1.5%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2091 Built: 1959 Tax: $14,948 (2024)Community: Crystal IslandSingle Family
Taxes:$14,948
Tax Year: 2024
Remarks: Welcome to 516 Crystal Dr, a beautiful single-family POOL home! This fully updated 3-bedroom, 2-bathroom property offers nearly 2,100 square feet of living space, a 2-car garage, and a waterfront lot with a pool, dock, AND a new seawall! The home is move-in ready with a new kitchen that includes stainless steel appliances, white shaker-style cabinets, and an island with beautiful waterfall countertops. The open concept floor plan provides plenty of room for entertaining in the living room and dining room areas, and it also offers stellar views of the water and backyard. The primary bedroom also has direct access to the backyard and offers an en-suite bathroom with a freestanding tub and separate shower with floor-to-ceiling tilework. The additional bedrooms (one of which is a massive 18 ft x 14 ft) share the second full bathroom. The backyard includes pavers, a freeform pool, a dock, and unbelievable views of the waterfront with access to the bay. Conveniently located near schools, shopping, and major roadways. Call to schedule a showing today!
Listing Agent: Matt Gardner (724-513-6012)
445 129TH AVE E, MADEIRA BEACH, FL 33708
$6,700,000267 Days on yellowkey MLS ID: TB8427384
Bed: 5 Bath: 5.5 Gar: 8 Liv Area Sq Ft: 5785 Built: 2025 Tax: $14,392 (2024)Community: Williams Bill Madeira Harbor Sub 3Rd AddSpa: YesSingle Family
Taxes:$14,392
Remarks: Auction Property. LUXURY PRIVATE AUCTION. This property is being offered via luxury private auction. Submit offers now through June 18th. Seller may accept or reject bids at any time. Visit Paramount Realty USA’s website for full terms and details. This architectural marvel, designed and developed by Tulia Homes, is an artistically thoughtful residence that is the epitome of luxury waterfront Florida living. Location is everything with this home, which is nestled on a peninsula overlooking Boca Ciega Bay, with clear sightlines to Little Bird Key and Eleanor Island. You can enjoy ocean breezes with sunsets or sunrises, whether you experience them inside or out. Owning this home is more than owning a house — it's a lifestyle, and it does not disappoint. Your private dock allows convenience when you embark on boating excursions to the Gulf, with quick and easy access through John's Pass. This 5,785 sq. ft. residence boasts an open-floor living space for ultimate entertaining, five bedrooms, four en suites, one and a half guest baths, a gym/yoga meditation room, pool/spa, 360-degree view rooftop, and an eight-car parking garage. Enjoy picturesque views from every corner of this home. Floor-to-ceiling windows overlooking the ocean to the east allow for perfect sunrises as dolphins swim by while you sip your morning coffee from one of the expansive terraces or relax by the saltwater pool. High above sea level is the main living space, thoughtfully designed for coastal living and entertaining. A chef's kitchen, butler's pantry, two living areas, wet bar, temperature-controlled wine room, and a dining room all overlook the shimmering sea. All of this can be enjoyed with the entire wall of windows automatically opening to the fresh ocean breeze. This level also has two guest bedrooms (or office) with en suites, walk-in closets, and a powder room. On the second floor, you will find two guest bedrooms, two bathrooms, a fitness room, laundry area, an informal living room, and a spacious and serene primary suite with its exquisite spa-like bathroom equipped with a breakfast bar, double shower, soaking tub, and formal dressing room. Next, take the all-floor-access elevator up to the third floor and be greeted by a wet bar, which leads you to an incredible 360-degree view rooftop — perfect for spectacularly memorable sunsets or improving your putting skills, all while overlooking the ocean. All of this is located just steps away from the John's Pass Boardwalk, John's Pass Park & Beach, and everything Gulf Boulevard has to offer. Tulia Homes doesn't just build homes — they build sanctuaries for joy, pride, and cherished memories with family and friends for generations to come! Contact us today to schedule a private tour of this breathtaking and visually stunning property, sitting at the access point of the Gulf and the apex of Florida coastal living
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Dj Soucy, Jr (617-308-4442)
874 BAY POINT DR, MADEIRA BEACH, FL 33708
$1,929,00072 Days on yellowkey MLS ID: TB8487251
REDUCED by $61,000 (3.1%) on 05/28/2026
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: 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)
525 LILLIAN DR, MADEIRA BEACH, FL 33708
$800,000420 Days on yellowkey MLS ID: TB8376063
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $25,000 (3.0%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1441 Built: 1963 Tax: $9,936 (2024)Community: Crystal IslandSingle Family
Taxes:$9,936
Remarks: Under contract-accepting backup offers. Welcome to your coastal home in the highly sought-after Crystal Island neighborhood of Madeira Beach. This waterfront residence offers the perfect blend of Florida charm and modern updates. Waterfront Living at Its Finest: Situated on a 60' x 115' waterfront lot, this home offers wide canal views and provides quick access to both the Intracoastal Waterway and the Gulf. The home sits a few feet higher than others, and has proven its resilience during Hurricane Helene with very minimal impact. A new seawall and dock (2023) accommodate large vessels, including sailboats, making this an ideal home for boating enthusiasts. Bright, Updated Interiors: Step inside to discover gleaming refinished terrazzo floors throughout, creating a seamless flow between spaces. The bright Florida room serves as a perfect retreat, offering great water views and abundant natural light. The updated kitchen showcases modern quartz countertops, raised-panel cabinetry, stainless steel appliances and a convenient dining peninsula. Recent Upgrades for Peace of Mind: All new impact windows and doors (2023-2025); new shingle roof (2023); updated HVAC system (2021); and new impact-rated garage door (2025). Additional Features: Convenient inside laundry room and included washer/dryer; a spacious two-car garage; and a generous back yard with awning covered patio. This turnkey waterfront property offers the perfect combination of coastal living, modern updates, and boating accessibility. Don't miss this opportunity to own your piece of paradise.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Tami Simms (727-743-6262)
547 JOHNS PASS AVE, MADEIRA BEACH, FL 33708
$2,595,00022 Days on yellowkey MLS ID: TB8510503
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3481 Built: 1961 Tax: $14,555 (2025)Community: Crystal Island 2Nd AddSpa: NoSingle Family
Taxes:$14,555
Remarks: WELCOME TO 547 JOHNS PASS AVENUE A RARE OPEN WATER ESTATE FEATURING TWO PRIMARY SUITES, BREATHTAKING PANORAMIC VIEWS, AND THE ULTIMATE FLORIDA WATERFRONT LIFESTYLE. Perfectly positioned on an expansive stretch of wide-open water, this extraordinary coastal retreat was thoughtfully designed to capture spectacular views from nearly every room while blending luxurious indoor-outdoor living seamlessly throughout the home. From the moment you arrive, the circular paver driveway, lush tropical landscaping, and striking coastal architecture create an unforgettable first impression. Step through the grand entryway into a light-filled open-concept floorplan where soaring ceilings, oversized windows, and endless water views immediately steal the show. Designed for both elegant everyday living and effortless entertaining, the expansive living and dining spaces flow beautifully into the gourmet chef’s kitchen featuring custom cabinetry, stunning quartz countertops, oversized center island, premium Bosch appliances, designer backsplash, abundant storage, and an impressive wet bar with beverage refrigeration. Every detail has been thoughtfully curated to complement the home’s coastal aesthetic. One of the home’s most exceptional features is the presence of TWO PRIVATE PRIMARY SUITES offering incredible flexibility for multigenerational living, guests, or creating the ultimate private retreat experience. The first-floor primary suite features a spacious walk-in closet, ensuite bath, and convenient access to the main living areas, while two additional well-appointed guest bedrooms share a beautifully updated guest bathroom. A spacious laundry room is also conveniently located on the first floor. The entire second floor is dedicated to the luxurious grand primary retreat a true sanctuary of peace and tranquility. Wake up each morning to breathtaking sunrises and sweeping open water views through oversized windows designed to showcase the incredible scenery. This remarkable suite offers a spa-inspired ensuite bath, expansive walk-in closet space, private waterfront balcony, and a loft/office area ideal for working remotely while overlooking one of the most spectacular waterfront settings on the Gulf Coast. The upstairs retreat feels like a private penthouse oasis suspended above the water. Step outside into your private waterfront paradise where resort-style living awaits. The expansive travertine pool deck surrounds the sparkling saltwater pool and creates multiple areas for lounging, dining, and entertaining while overlooking the stunning open water backdrop. The covered balcony provides the perfect setting for morning coffee, evening cocktails, and unforgettable sunsets. Boating enthusiasts will appreciate the private dock and lift with direct access to open water. Every detail of this exceptional residence has been carefully designed to embrace the beauty of waterfront living while offering luxury, comfort, and functionality. With its rare dual primary suite layout, breathtaking views, and seamless indoor-outdoor design, this is more than just a home it is a private coastal sanctuary designed to experience the very best of luxury waterfront living.
Listing Agent: Kristin Leon (727-501-6516)
14066 MARGUERITE DR, MADEIRA BEACH, FL 33708
$520,00098 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
Taxes:$5,837
Remarks: One or more photo(s) has been 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)
13098 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$286,00039 Days on yellowkey MLS ID: TB8496257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1958 Tax: $4,418 (2025)Community: Kottlers RepSpa: NoSingle Family
Taxes:$4,418
Remarks: 13098 Boca Ciega Avenue | Madeira Beach, FL Opportunity awaits in one of Madeira Beach’s most desirable locations. Situated just moments from the Gulf beaches and the vibrant shops, dining, and waterfront attractions of John's Pass Village & Boardwalk, this property offers exceptional potential for redevelopment. The existing structure sustained flood damage during Hurricane Helene and has been deemed substantially damaged. The property is being sold for land value only. Buyers are advised to conduct their own due diligence with the City of Madeira Beach and Pinellas County regarding future building requirements, zoning regulations, FEMA compliance, and any restrictions or approvals necessary for redevelopment. With its prime coastal location near the Gulf of Mexico and local attractions, this is a rare opportunity to design and build in a highly sought-after beach community.
Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
Listing Agent: Amy Mickschl (816-682-1365)
13123 4TH ST E, MADEIRA BEACH, FL 33708
$450,000121 Days on yellowkey MLS ID: TB8475238
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 681 Built: 1930 Tax: $2,467 (2024)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$2,467
Remarks: This home is charming and full of character on the outside and on the inside! Perfectly situated just a short stroll from the beautiful and soft sand and sparkling waters of The Florida coast. Step inside this home to the welcoming, open-concept living area that flows seamlessly into a efficiently designed kitchen all with lots of natural light. The back yard is spacious and has a private patio which is an ideal spot for enjoying a beverage or unwinding after a day at the beach. Designated off street parking. Madeira Beach is desirable and loved by locals and visitors for many reasons. Adjacent to so much the area has such as John's Pass Village, Treasure Island and so many delicious restaurants, shopping, water activities and other seaside attractions to choose from. Schedule a showing of this beach town gem as soon as possible and see for yourself if this is "The One" for you!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lisa Mauriello (813-817-5537)
14117 PALM ST, MADEIRA BEACH, FL 33708
$300,000185 Days on yellowkey MLS ID: TB8454591
1 Days Off yellowkey (back on 5/20/2026)
REDUCED by $20,000 (6.3%) on 05/13/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 936 Built: 1938 Tax: $6,863 (2024)Community: Gulf Shores 1St AddSingle Family
Taxes:$6,863
Remarks: Under contract-accepting backup offers. $20,000 PRICE IMPROVEMENT — Exceptional opportunity in a highly desirable Madeira Beach location just steps from the Gulf of Mexico. This property sustained flood damage during last year’s storm and is being sold strictly in its current condition. Due to the extent of the damage, the home may require substantial renovation or could present an ideal tear down and new construction opportunity. Buyers are encouraged to perform their own due diligence with the city, county, FEMA guidelines and licensed contractors regarding rebuilding options permitting requirements, elevation standards, and current building codes. Prior to the storm the home featured two bedrooms a bonus/study room one and a half baths multiple living areas a detached one-car garage, and a fenced backyard with patio space. The home was equipped with hurricane impact windows prior to the storm. Flooding impacted the interior, mechanical systems, and finishes, all of which will require further evaluation. The true value lies in the outstanding location nestled in one of Madeira Beach’s most sought after neighborhoods and within walking distance to the beach, Intracoastal Waterway, Caddy’s beachfront dining, local shops, and the attractions of John’s Pass. Competitively priced to reflect current condition, this property offers a rare chance to renovate or build your dream coastal getaway. Sold as-is with the right to inspect. Buyer to verify all zoning, building, restoration, and redevelopment possibilities.
Listing is courtesy of: SUNCOAST HOME REALTY (727-204-5001)
Listing Agent: Keyvan Kohan-Shohet (727-204-5001)
13303 GULF LN, MADEIRA BEACH, FL 33708
$4,495,00025 Days on yellowkey MLS ID: TB8509500
Bed: 6 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 3902 Built: 1990 Tax: $24,972 (2025)Community: Mitchells Beach RevSpa: YesSingle Family
Taxes:$24,972
Remarks: Enjoy restful coastal living in this traditionally styled, direct beach, gulf-front home featuring six bedrooms, four full baths and two half-baths. A scenic three blocks from charming Johns Pass Village with its quaint shops, restaurants, boating, boardwalks and entertainment. This home was completely remodeled in 2009, including hickory wood flooring, top-of-the-line interior décor, along with granite and classic tile throughout. The home is on a deep, sandy, rich beach with inviting, panoramic views of the Gulf of Mexico. Enjoy two large, gulf-front balconies, one off the living area and another private balcony off the main suite, with its architecturally designed, vaulted ceiling. Check out the luxurious primary bath with its bay-windowed, jetted tub providing luxurious Gulf of Mexico and sunset views. This private home is being offered fully furnished and equipped. The interior of the home has a large living room with fireplace, dining room and kitchen, including a gulf-front breakfast nook. Floor-to-ceiling sliding glass doors take you from this area of the residence to your expansive balcony that overlooks the beach. This level of the home also has a large, interior family room/game room as well as a first floor guest bedroom and an attractive sitting /entry lounge. In addition to the 4,000 square feet of this home’s traditional coastal design, there is a unique first-level leisure activity room which provides an inviting atmosphere for entertaining and casual relaxation! The innovative architectural design provides the pool and beach level with a unique, versatile area to accommodate various family activities like parties, cookouts, playing games or watching movies. This area comfortably provides an indoor area with direct access to the pool and beach. This leisure activity room is further enhanced with a large beach-kitchen, including refrigerator, bath, and washer and dryer, all designed to provide the home with a fully enclosed, special area to enjoy the pool, beach and outside amenities without worrying about tracking sand, water or beach toys into the living area of the home. Uniquely designed light and bright with elevator service to the upstairs and the leisure activity room’s direct access to the swimming pool, sundeck, covered beach lanai, and of course, your beach, making this a fantastic addition to the home. The garage has enough space to accommodate four vehicles, along with a secure storage room and utility room, plus elevator access to the upper levels of the home as well as the leisure activity room.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Michael Lynch (727-458-3945)
14919 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$625,000121 Days on yellowkey MLS ID: TB8475137
3 Days Off yellowkey (back on 5/13/2026)
REDUCED by $25,000 (3.8%) on 05/04/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1404 Built: 1972 Tax: $7,703 (2025)Community: North Madeira ShoresSingle Family
Taxes:$7,703
Remarks: Under contract-accepting backup offers. Exceptional investment opportunity in highly desirable Madeira Beach. This fully renovated duplex has been updated from top to bottom and is move-in ready. Both units feature brand-new kitchens with white shaker cabinetry and quartz countertops, with matching finishes carried into the bathrooms. Additional upgrades include luxury vinyl plank flooring throughout, new ceiling fixtures, new doors, new drywall, all new electrical wiring, a new roof, newer windows (approximately 4 years old), and a new water heater. Each unit offers 2 bedrooms and 1 bathroom, providing flexible living options — occupy one side while generating income from the other, or rent both units for strong cash flow potential. Comparable canal-area rentals of similar size are leasing for approximately $2,500 per month per unit, creating an estimated income potential near $5,000 monthly. Ideally located in the heart of Madeira Beach, just moments from the renowned white sandy beaches, dining, shopping, and entertainment. Schedule your showing today and secure a turnkey coastal investment before it’s gone.
Listing is courtesy of: YOU FIRST REALTY AND ASSOC LLC (813-458-6686)
Listing Agent: Ramez Lahham (813-458-6686)
545 LILLIAN DR, MADEIRA BEACH, FL 33708
$735,000554 Days on yellowkey MLS ID: TB8327627
0 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1697 Built: 1966 Tax: $2,820 (2024)Community: Crystal Island 1St AddSpa: NoSingle Family
Taxes:$2,820
Remarks: This Florida waterfront sailboat water lot and home has been partially remediated after the storms. It is ready for you, whether your goal is to rehab into a Florida winter home of your dreams or build up with new construction. As a 3 bedroom with bonus room it offers a large footprint on a wide 100ft canal that is just minutes from the Gulf of Mexico and Johns Pass. No storm will take the waterfront views away. The Christmas boat parades, the boating and fishing lifestyle and the neighborhood of family homes offer the best in Florida living. The wide 2-car garage and bonus room add footprint to elevate and room to remodel as desired. Our drone pic show you views from the 1st, 2nd and 3rd floor of a new potential residence so that you can see for yourself just how wonderful the Crystal Islands are as a place to make home.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Michael Reichenbach, Llc (800-541-9923)
13004 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$559,000757 Days on yellowkey MLS ID: U8243128
REDUCED by $10,000 (1.8%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 1946 Tax: $1,731 (2024)Community: Pages Rep Of Mitchells Beach 2Single Family
Taxes:$1,731
Remarks: This home is MOVE-IN READY! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor, offering a fresh, beachy vibe with all the comforts of turnkey living. Enjoy peace of mind with an assumable flood insurance policy. Thoughtfully refreshed, this is the first completed remodel of its kind in the area—giving buyers a rare opportunity for easy, low-maintenance living just steps from the water. A 4-point inspection has been completed. Hurricane-grade windows throughout are complemented by a 2021 HVAC system and a newer water heater, ensuring year-round efficiency and comfort. The primary suite is a must-see, featuring breathtaking intracoastal views and a gorgeous staircase leading to a private second-floor retreat—the perfect place to wake up to sparkling water and unwind with unforgettable sunsets. The downstairs bedroom offers flexibility and can easily be converted into a rentable or guest space, adding to the home’s versatility. Whether you’re seeking an investment property or a primary or secondary beach home, this location checks all the boxes. Tucked away on a peaceful cul-de-sac at the tip of the peninsula, the home is ideal for coastal living—grab your golf cart and hop around town, with easy access to the beach and the vibrant shops, dining, and entertainment of John’s Pass Village, where coastal convenience meets everyday tranquility.
Listing Agent: Caitlin Beaird (727-209-7458)
584 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,550,00072 Days on yellowkey MLS ID: G5110056
REDUCED by $250,000 (13.9%) on 05/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 1958 Tax: $18,207 (2025)Community: Crystal IslandSpa: NoSingle Family
Taxes:$18,207
Remarks: Exceptional opportunity to own a prime waterfront lot in the highly desirable Madeira Beach, perfectly positioned on a quiet cul-de-sac on the Intracoastal Waterway. Boasting expansive, unobstructed Intracoastal water views, this property offers a rare setting to build a custom coastal retreat. The existing 3-bedroom, 2 bath home includes a private dock(equipped with a new 20,000 lb lift and secondary 10,000 lb lift), and pool-ideal for immediate use while planning your future vision. Surrounded by newer elevated homes, this location is perfectly suited for redevelopment or a high-end custom build. This property is a must see with its stunning water views, providing the ultimate backdrop for luxury waterfront living with direct boating access. Enjoy the best of coastal living with the beach located less than a mile away for quick trips to the sand and sunsets.
Listing is courtesy of: SCHMID PROPERTIES, LLC (352-243-3720)
Listing Agent: Carol Schmid (407-529-7399)
13135 4TH ST E, MADEIRA BEACH, FL 33708
$450,000106 Days on yellowkey MLS ID: TB8480037
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 793 Built: 1946 Tax: $6,730 (2025)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$6,730
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. * * INVESTOR ALERT! This is the unicorn you’ve been waiting for: a premium double lot property located right in the heart of the Madeira Beach corridor. NOTE THIS LISTING IS FOR THE SINGLE FAMILY HOME ON ONE LOT ONLY. For the LAND LOT ONLY, see Listing #TB8487234. This puts you just steps from the action, you are you are around the corner form the wildly popular John’s Pass Village, surrounded by the best waterfront dining, shopping, and entertainment the Gulf Coast has to offer. The existing structure is a completely remodeled (by a GC) and fully permitted, turnkey asset. Inside, you’ll find a 2-bedroom, 1-bath layout featuring luxury vinyl plank flooring, new energy-efficient double-hung windows, and a modern kitchen with granite countertops and a brand-new range and refrigerator. For peace of mind and insurance savings, this home is fortified for safety, featuring impact-rated exterior doors and a full set of lightweight Category 5 polycarbonate hurricane shutters. The 2022 roof is equally robust, upgraded with hurricane tie-down straps and a secondary water barrier. Additional mechanical updates include 2025 spray foam insulation in the crawlspace, a new 2024 HVAC, and a 2024 smart Wi-Fi enabled water heater. Combined double lot is zoned for 3 units, split the parcels to build a spec home (while living in the SFR), or utilize the entire compound as a high-performing rental. Seller is open to a purchase of JUST the lot or JUST the house, for the purchase of both please contact the Listing Agent. Opportunities like this in Madeira Beach are vanishingly rare—make your appointment to see it now!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Katrina Jauregui (949-633-3204)
363 145TH AVE E, MADEIRA BEACH, FL 33708
$479,900265 Days on yellowkey MLS ID: TB8428034
0 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1351 Built: 1950 Tax: $8,821 (2024)Community: Madeira Shores 1St AddSingle Family
Taxes:$8,821
Remarks: 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.
Listing is courtesy of: RE/MAX PREMIER GROUP (813-929-7600)
Listing Agent: Paula Dysle (813-393-7015)
50 137TH AVENUE CIR, MADEIRA BEACH, FL 33708
$424,900157 Days on yellowkey MLS ID: TB8456428
REDUCED by $44,100 (9.4%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1947 Tax: $6,993 (2024)Community: Gulf Shores Harbor SubSpa: NoSingle Family
Taxes:$6,993
Remarks: Exceptional waterfront opportunity in the heart of Madeira Beach. Just steps from Gulf Boulevard with convenient public beach access—never worry about finding parking, and walkable to Caddy’s Madeira Beach and the iconic Candy Kitchen. Offering 27 ft of seawall and direct access to Boca Ciega Bay, this property provides excellent boating potential with access through John’s Pass and no fixed bridges. The property has been remediated post-Hurricane Helene, creating a solid starting point for a future build or custom coastal vision. Located on a 3,502 sq ft lot, the existing residence offers a flexible footprint and a true blank canvas. With no HOA restrictions, buyers have the freedom to design and build in alignment with modern standards and today’s design preferences. Surrounded by new construction and continued reinvestment, this area continues to evolve, making it an ideal opportunity for builders, investors, or buyers seeking a prime Madeira Beach location. Minutes to John’s Pass Village & Boardwalk, boating, dining, shopping, and entertainment, with easy access to Downtown St. Petersburg and Tampa International Airport. Sold as-is with right to inspect.
Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)
Listing Agent: Lisa Mcintyre (630-414-7370)
551 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,299,00046 Days on yellowkey MLS ID: TB8500772
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1960 Tax: $6,551 (2025)Community: Crystal IslandSingle Family
Taxes:$6,551
Remarks: 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 20,000-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.
Listing is courtesy of: ACTION REALTY OF TAMPA BAY INC (727-743-4083)
Listing Agent: Debbie Jackson (727-743-4083)
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