Madeira Beach Short Sale Homes by Neighborhood

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  • 708 SUNSET CV, MADEIRA BEACH, FL - MLS# TB8510951

    BAY POINT ESTATES - TB8510951 - 708 SUNSET CV, MADEIRA BEACH, FL 33708
    5 Days on yellowkey

    $1,078,000 | Single Family Home | 3 beds | 2.0 baths

    “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.

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    Listing is courtesy of: TREASURE ISLAND REALTY LLC

  • 547 JOHNS PASS AVE, MADEIRA BEACH, FL - MLS# TB8510503

    CRYSTAL ISLAND 2ND ADD - TB8510503 - 547 JOHNS PASS AVE, MADEIRA BEACH, FL 33708
    6 Days on yellowkey

    $2,595,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    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.

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    Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL

  • 13303 GULF LN, MADEIRA BEACH, FL - MLS# TB8509500

    MITCHELLS BEACH REV - TB8509500 - 13303 GULF LN, MADEIRA BEACH, FL 33708
    9 Days on yellowkey

    $4,495,000 | Single Family Home | 6 beds | 5.0 baths | 4 gar

    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.

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    Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY

  • 534 CRYSTAL DR, MADEIRA BEACH, FL - MLS# TB8509230

    CRYSTAL ISLAND - TB8509230 - 534 CRYSTAL DR, MADEIRA BEACH, FL 33708
    10 Days on yellowkey

    $3,449,000 | Single Family Home | 6 beds | 5.5 baths | 6 gar

    Perched along the sparkling Intracoastal Waterway in the heart of Madeira Beach, this exceptional new construction estate at 534 Crystal Dr delivers the rare combination of modern luxury, boating convenience, and elevated coastal living. Just moments from the sugar-sand beaches and vibrant waterfront dining of John's Pass Village & Boardwalk, this is a residence designed for those who want the very best of the Florida lifestyle. With quick access to the open waters of the Gulf of Mexico, boating enthusiasts will appreciate the premier waterfront setting with deep water dock, while the home itself offers an impressive collection of features rarely found at this price point. Thoughtfully designed for both grand-scale entertaining and everyday comfort, the expansive open-concept floorplan centers around a stunning chef’s kitchen with oversized gathering spaces inculding custom wood cabinetry, soild stone countertop and seamless indoor-outdoor flow. Offering 6 spacious bedrooms, a private theater room, dedicated home office, and an extraordinary 6-car garage, salt water heated pool, the residence blends sophistication with functionality for modern family living. The luxurious primary suite serves as a private retreat, complete with spa-inspired finishes and generous walk-in accommodations expected of a true luxury waterfront home. Along with the peace of mind that comes with all concrete block construction. Beyond the property itself, Madeira Beach offers an unmatched quality of life — known for its welcoming coastal community, excellent schools, family-friendly atmosphere, and year-round outdoor lifestyle. Whether enjoying sunset cruises, weekends at the beach, or entertaining waterfront guests, this home represents a rare opportunity to experience the best of Florida’s Gulf Coast living.

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    Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL

  • 14906 N BAYSHORE DR, MADEIRA BEACH, FL - MLS# TB8506669

    NORTH MADEIRA SHORES - TB8506669 - 14906 N BAYSHORE DR, MADEIRA BEACH, FL 33708
    19 Days on yellowkey

    $559,900 Reduced | Single Family Home | 3 beds | 2.0 baths

    One or more photo(s) has been virtually staged. LISTED UNDER APPRAISED VALUE ($577K). SEE APPRAISAL ATTACHED. GREAT INVESTOR OR HOUSE-HACKER PROPERTY JUST ONE BLOCK FROM THE BEACH!!! This duplex features a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit, making it an ideal opportunity for investors seeking duel income screams (Projected Rents: Unit 1: $2,000, Unit 2: $2,500) or owner-occupants looking to offset expenses with rental income. Both units have been fully remodeled with a new roof, water heaters, AC units and many more upgrades. Kitchens feature quartz countertops, white shaker cabinets, and stainless steel appliances. The exterior has been freshly painted and landscaped. The backyard is turfed with string lighting ready for tenants and/or owners to enjoy, plus four dedicated parking spaces and additional street parking. Located within walking distance to the Gulf beaches, restaurants, shopping, nightlife, boating, and water activities, this is an excellent opportunity in one of Tampa Bay’s most desirable beach communities.

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    Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE

  • 451 VIRGINIA AVE, MADEIRA BEACH, FL - MLS# TB8505099

    GULF SHORES 4TH ADD - TB8505099 - 451 VIRGINIA AVE, MADEIRA BEACH, FL 33708
    21 Days on yellowkey

    $299,000 | Single Family Home | 2 beds | 1.0 baths

    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.

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    Listing is courtesy of: BEACH & BAY REALTY LLC

  • 13098 BOCA CIEGA AVE, MADEIRA BEACH, FL - MLS# TB8496257

    KOTTLERS REP - TB8496257 - 13098 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
    23 Days on yellowkey

    $286,000 | Single Family Home | 2 beds | 2.0 baths

    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.

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    Listing is courtesy of: KELLER WILLIAMS GULF BEACHES

  • 13095 GULF LN, MADEIRA BEACH, FL - MLS# TB8502493

    MITCHELLS BEACH REV - TB8502493 - 13095 GULF LN, MADEIRA BEACH, FL 33708
    25 Days on yellowkey

    $949,000 Reduced | Single Family Home | 2 beds | 2.0 baths

    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.

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    Listing is courtesy of: WESTWARD REAL ESTATE

  • 551 CRYSTAL DR, MADEIRA BEACH, FL - MLS# TB8500772

    CRYSTAL ISLAND - TB8500772 - 551 CRYSTAL DR, MADEIRA BEACH, FL 33708
    30 Days on yellowkey

    $1,299,000 | Single Family Home | 3 beds | 3.0 baths | 2 gar

    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.

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    Listing is courtesy of: ACTION REALTY OF TAMPA BAY INC

  • 249 BOCA CIEGA DR, MADEIRA BEACH, FL - MLS# O6402270

    PAGES REP OF MITCHELLS BEACH - O6402270 - 249 BOCA CIEGA DR, MADEIRA BEACH, FL 33708
    32 Days on yellowkey

    $1,785,000 | Single Family Home | 1 beds | 1.0 baths

    The property is approximately 9,587 square feet of deep hurricane sheltered waterfront. The lot currently has three small cottages across two lots that must remain in place to secure the grandfathered non-conforming footprint. Once a site development plan has been approved the cottages can be torn down. Depending on the purchaser, either the footprint can be maintained with three single family homes built or the two lots can support two single family homes that most likely would require variances with set backs due to buildable lot size. Ideally the purchaser will build three FEMA, County and City approved structures, three stories each with parking on the first floor and two floors of living space. The current footprints of each structure is roughly 16 feet wide by 45 feet long.

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    Listing is courtesy of: ROMAN'S PRO REALTY LLC





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