Location: Madeira Beach
Do Not Show Listings
14181 E PARSLEY DR, MADEIRA BEACH, FL 33708
$494,90098 Days on yellowkey MLS ID: TB8481121
REDUCED by $35,000 (6.6%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 1977 Tax: $5,059 (2025)Community: Gulf Shores 6Th Add RepSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,059
Elementary School: Madeira Beach Elementary-PN
High School: Seminole High-PN
Tax Year: 2025
Middle School: Madeira Beach Middle-PN
Remarks: MOVE-IN READY! This beautiful BEACH HOME situated in a Corner Lot features 2/2 with Garage and back Entrance. This BLOCK house features: Open Layout Floor Plan, Contemporary New Kitchen, Quartz Countertop and Brand-New Stainless-Steel Appliances (2025). IMPACT WINDOWS and DOORS. Porcelain Tiles all around, Contemporary Showers, New Water Heater (2025). LED lights and Ceiling fans with remote. The garage has a Utility Sink, Washer/Dryer hookups, and plenty of space. 200 AMP Electrical Panel. Irrigation System using reclaimed water. The House has Two Concrete Driveways. Back Entrance is ideal providing separate access to home. No HOA and no CDD. This house is perfect for full-time living, as an investment property, or vacation escape. Nowadays, you can enjoy a view of the Gulf in front of your house. Feel the Florida Lifestyle walking to the beach!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mia Rodriguez (727-483-4006)
525 LILLIAN DR, MADEIRA BEACH, FL 33708
$800,000413 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
Elementary School: Orange Grove Elementary-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
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
$2,595,00015 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
Elementary School: None
High School: None
Middle School: None
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)
13095 GULF LN, MADEIRA BEACH, FL 33708
$949,00034 Days on yellowkey MLS ID: TB8502493
REDUCED by $20,000 (2.1%) on 05/24/2026
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)
14066 MARGUERITE DR, MADEIRA BEACH, FL 33708
$520,00091 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
$286,00032 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)
600 NORMANDY RD, MADEIRA BEACH, FL 33708
$1,397,900142 Days on yellowkey MLS ID: TB8462616
REDUCED by $1,000 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1932 Built: 1947 Tax: $11,914 (2025)Community: Island Estates Unit 1Single Family
Taxes:$11,914
Remarks: Island paradise, with room to relax or redevelop. Fully renovated, extremely spacious, 2-bedroom, 2-bath waterfront home on a rare oversized double lot in Madeira Beach—where boating, breezes, and open space come together the way coastal living is supposed to be. This easygoing beach home features a metal roof (including new trusses, sheeting, metal, insulation - 2013), two-car garage, and a new dock with a 14,000-lb boat lift (2021) complete with water and electric. Launch the boat, cruise the Intracoastal, or head out for a sunset ride—it’s all right in your backyard. Both the front and back yards are fully fenced, offering privacy and plenty of room to relax, entertain, or let pets roam. The expansive lot (over 100' wide) opens the door to outdoor living— waterfront grilling, firepit nights, or simply enjoying the salt air with room to spare. There's plenty of room to add a pool, too! The home was thoughtfully modified in 2013-2015 to provide for an open floorplan and capitalize on the water views. Having undergone an interior renovation in 2025, with all new appliances at that time. It is in near-perfect condition, move-in ready, while still leaving space for future expansion or personal touches. The seller also has full drawings for a 2nd floor addition to add a large primary suite for extra living space. For those looking ahead, the double lot offers potential to subdivide and build two new construction homes, adding long-term flexibility and value. Located just minutes from the beach, restaurants, and shops, this property delivers the laid-back Madeira Beach lifestyle—boating in the morning, beach walks in the afternoon, and waterfront evenings at home. Extra land. Deep coastal roots. Endless possibilities.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Michael Wyckoff (727-642-6621)
13123 4TH ST E, MADEIRA BEACH, FL 33708
$450,000114 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
$300,000178 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
$4,495,00018 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)
14033 PALM ST, MADEIRA BEACH, FL 33708
$450,00075 Days on yellowkey MLS ID: TB8488524
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1357 Built: 1948 Tax: $3,558 (2024)Community: Gulf Shores 2Nd AddSingle Family
Taxes:$3,558
Elementary School: Bauder Elementary-PN
Remarks: Under contract-accepting backup offers. Here’s your chance to own an affordable BEACH HOUSE in the heart of Madeira Beach, just steps from the sand and moments from breathtaking Gulf sunsets. Perfectly positioned with beach access directly across the street at Caddy’s, this property offers the ultimate coastal lifestyle in one of the most desirable locations on Florida’s Gulf Coast. This 3-bedroom, 3-bath beach cottage features an open-concept layout with a spacious kitchen, living, and dining area designed for easy living and entertaining. The large primary suite includes a walk-in closet and private ensuite bath, adding comfort and functionality. Step outside to a truly unique and fully fenced backyard oasis built for entertaining, complete with a custom outdoor bar, dedicated cornhole court with sand alley, paver patio, raised wooden deck, and ambient string lighting. The garage has been thoughtfully converted to enhance the outdoor experience and includes a 12x9 climate-controlled space—ideal for storage, tools, or even a keg setup. A large Lifetime shed adds even more storage flexibility. The low-maintenance yard, paved driveway, and ample parking make this property as practical as it is fun. Originally renovated in 2015, the home offers a strong foundation for its next owner, including mostly (around 90%) updated electrical, PVC plumbing, hurricane-impact windows and doors, and a roof approximately 10 years old. The home sits on a raised crawl space. While the property did experience flooding during Hurricane Helene, it has been officially deemed NOT substantially damaged, offering a valuable opportunity to restore, customize, or reimagine the space to your vision. Flood insurance is assumable, providing additional peace of mind. Located just minutes from John’s Pass, local restaurants, shopping, and entertainment. With trolley access nearby, this home is ideal as a primary residence, vacation getaway, or investment property.**Interior pictures include both pre and post storm**
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Michael Cinquemano, Jr. (813-960-2300)
14919 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$625,000114 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
$735,000547 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
$559,000750 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)
451 VIRGINIA AVE, MADEIRA BEACH, FL 33708
$299,00030 Days on yellowkey MLS ID: TB8505099
0 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1954 Tax: $4,406 (2025)Community: Gulf Shores 4Th AddSingle Family
Taxes:$4,406
Remarks: Under contract-accepting backup offers. Exceptional redevelopment opportunity in the heart of Madeira Beach. This 52-by-100-foot property offers the potential to build a custom coastal residence or explore renovation possibilities for the existing structure, which sustained storm-related damage from recent hurricanes. Buyers are encouraged to verify all structural conditions, zoning requirements and redevelopment potential. Existing improvements include a detached carport and a roof replaced in 2020. Whether envisioning a luxury beach retreat, full-time residence or investment project, the property presents a rare opportunity in one of the Gulf Coast’s most active redevelopment areas. Madeira Beach continues to experience significant revitalization and new development activity, further enhancing the area’s long-term appeal and value potential. Located just moments from the Gulf beaches, local restaurants, shopping and waterfront attractions, with John’s Pass Village and Boardwalk nearby and convenient access to downtown St. Petersburg and Tampa International Airport. A prime opportunity to secure a piece of Madeira Beach as the area continues to evolve and grow.
Listing is courtesy of: BEACH & BAY REALTY LLC (727-595-0366)
Listing Agent: Aimee Smith (727-304-8776)
584 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,550,00065 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
$450,00099 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
$479,900258 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
$424,900150 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
$1,299,00039 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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