16

5-Bedroom Homes for Sale in 33708

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  • /65

    $5,500,000

    • 6 Beds
    • 4 Baths
    • 2,750 Sq Ft

    18218 Sunset Blvd Unit A+B, Redington Shores, FL 33708

    A rare opportunity has arrived in Redington Shores: a direct Gulf-front property offering unparalleled potential for both luxury living and lucrative investment. For the first time in over 30 years, this prime piece of real estate is available to the market. Currently zoned as a condo, the property has been cherished as a family vacation retreat, with two spacious units totaling 2,750 sq. ft. of

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    Catherine Delorenzo

    REALTY EXPERTS

    (833) 324-2961

    18218 Sunset Blvd Unit A+B, Redington Shores, FL 33708
  • /89

    $2,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,865 Sq Ft

    15801 Redington Dr, Redington Beach, FL 33708

    Constructed in 1935 by the Redington family, this Spanish-style residence showcases stunning architectural details throughout, including intricate moldings, high ceilings, and grand formal living areas. The spacious side yard provides ample room for outdoor recreation. The property boasts 180 feet of waterfront access, a private dock, a pool, and incredible water views, offering an ideal setting

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    Wally Whisennant

    COLDWELL BANKER REALTY

    (866) 972-0532

    15801 Redington Dr, Redington Beach, FL 33708
  • /74

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 2,808 Sq Ft

    538 Crystal Dr, Madeira Beach, FL 33708

    Introducing **Life’s Oasis**, a fully reimagined five-bedroom, four-bath waterfront retreat on coveted **Crystal Island** in Madeira Beach. Encompassing more than 2,800 square feet, this residence showcases over $400,000 in high-end renovations that seamlessly blend luxury with coastal charm. Designed for multigenerational living, it features **dual primary suites**—one on each level. The

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    Erin Aaron

    EXP REALTY

    (844) 422-4058

    538 Crystal Dr, Madeira Beach, FL 33708
  • /86

    $4,750,000

    • 8 Beds
    • 6 Baths
    • 5,580 Sq Ft

    17606 Lee Ave, Redington Shores, FL 33708

    An exceptional opportunity awaits with this expansive four-story residence, uniquely designed for multi-generational families or savvy investors, located directly on the pristine sands of Redington Shores. Built in the 1990s, this substantial eight-bedroom, seven-bathroom home offers a rare and versatile living experience, with each of its four levels thoughtfully designed as a private,

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    Amy Hartman

    REALTY EXPERTS

    (844) 651-2960

    17606 Lee Ave, Redington Shores, FL 33708
  • /19

    $3,970,000 New Construction

    • 6 Beds
    • 5 Baths
    • 4,848 Sq Ft

    534 Crystal Dr, Madeira Beach, FL 33708

    Under Construction. UNDER CONSTRUCTION. Behold this amazing, new-construction, waterfront home! Designed to enhance your coastal lifestyle with elegance and comfort. This home is built to the highest standards of strength and quality of finishes. You'll take comfort in knowing your new home is not only a sanctuary, but also a fortress. Room for a large family or work-at-home environment with 6

    Michael Wyckoff ENGEL & VOLKERS MADEIRA BEACH

    534 Crystal Dr, Madeira Beach, FL 33708
  • /23

    $4,395,000 New Construction

    • 9 Beds
    • 8.5 Baths
    • 4,600 Sq Ft

    13015 Pelican Ln, Madeira Beach, FL 33708

    Pre-Construction. To be built. Lot 25, with sister property under construction next door on Lot 24. Introducing an unparalleled coastal ownership experience, this 4 story plus double rooftop waterfront property offers unique zoning, allowing it to serve as an exquisite primary residence or a legally sanctioned short-term vacation rental allowing you to host lucrative nightly weekly or longer term

    Jeff Beggins CENTURY 21 BE3

    13015 Pelican Ln, Madeira Beach, FL 33708
  • /4

    $949,000

    • 8 Beds
    • 8 Baths
    • 2,406 Sq Ft

    18207 Gulf Blvd, Redington Shores, FL 33708

    A great chance to purchase a waterfront lot ready for redevelopment in the desirable Redington Shores community - Directly on the intracoastal waterway - two buildings on the property that were flood damaged during the recent hurricane - The 1939 3br/3ba single family home has been gutted and a 1974 block duplex that has been remediated and mostly renovated, needing only cabinetry - likely a

    Chris Calhoon SMITH & ASSOCIATES REAL ESTATE

    18207 Gulf Blvd, Redington Shores, FL 33708
  • /98

    $7,995,000

    • 5 Beds
    • 5.5 Baths
    • 4,356 Sq Ft

    17824 Lee Ave, Redington Shores, FL 33708

    What happens when Tampa Bay’s premier architect, most accomplished structural engineer, and most respected builder come together? The result is an extraordinary beachfront residence that merges architectural brilliance, meticulous engineering, and beautiful state-of-the-art construction. Dan Dawson, Koly International, and Monogram Builders have created a modern 7719 sqft under one roof

    Dania Perry CENTURY 21 JIM WHITE & ASSOC

    17824 Lee Ave, Redington Shores, FL 33708
  • /97

    $2,475,000

    • 5 Beds
    • 5 Baths
    • 3,767 Sq Ft

    17081 Dolphin Dr, North Redington Beach, FL 33708

    ELEGANT WATERFRONT ESTATE | 5 BEDROOMS • 5 BATHS • 3,767 SQ FTExperience the wow factor from the moment you enter this fully renovated North Redington Beach estate. This 5-bedroom, 5-bath tropical oasis offers an open, airy floor plan with soaring ceilings and stunning water views. The chef’s kitchen is a dream, featuring granite countertops, stainless steel appliances, a spacious island with

    Kristin Kuntz COASTAL PROPERTIES GROUP INTERNATIONAL

    17081 Dolphin Dr, North Redington Beach, FL 33708
  • /25

    $499,950

    • 5 Beds
    • 3 Baths
    • 1,822 Sq Ft

    14200 E Parsley Dr, Madeira Beach, FL 33708

    UP & COMING MADEIRA BEACH!!! Buy now while town rebuilding - will be PRIME destination!SELLING BLDG AS -IS from Hurricanes - up to new buyers to remodel, raise up, or build new! (check with City of Madeira Beach for details) GREAT INVESTMENT! WAS CONTINUALLY RENTED SINCE 2011. Just 5 blocks to beach! "Villas by the Sea" was beachside community of three Villas. A truly unique

    Liz Barrett LIZARD REALTY

    14200 E Parsley Dr, Madeira Beach, FL 33708
  • /100

    $2,990,000

    • 11 Beds
    • 6 Baths
    • 4,022 Sq Ft

    12955 Pelican Ln, Madeira Beach, FL 33708

    Discover a rare investment opportunity with this waterfront, 5-unit licensed hotel, just steps from the iconic John's Pass Village & Boardwalk and directly across the street from the sugar-white sands of Madeira Beach. Recently refreshed with new furniture in 2025, this turn-key property offers immediate income potential and year-round appeal for both vacationers and long-term

    Evan Pedone ENGEL & VOLKERS MADEIRA BEACH

    12955 Pelican Ln, Madeira Beach, FL 33708
  • /27

    $2,900,000

    • 5 Beds
    • 8 Baths
    • 3,354 Sq Ft

    122 Coral Ave, Redington Shores, FL 33708

    Prime Investment Opportunity: Fully Renovated ~ 8 unit ~ Airbnb Property Steps from the BeachNestled less than 450 feet from public beach access, this exceptional property offers an unparalleled opportunity for short-term rental success. Zoned Commercial Tourist Facilities (CTF), it is approved for nightly rentals, making it the perfect choice for an investor looking for passive income along

    Veronica Sierra CENTURY 21 BEGGINS

    122 Coral Ave, Redington Shores, FL 33708
  • /100

    $8,995,000

    • 5 Beds
    • 5.5 Baths
    • 6,528 Sq Ft

    15912 Gulf Blvd, Redington Beach, FL 33708

    EXTRAORDINARY AND LUXURIOUS BEACHFRONT LIVING IN ONE OF THE FINEST BEACHFRONT ESTATES AVAILABLE IN TAMPA BAY! A masterful and expansive private, resort-style ocean-front estate on a wide 80 feet of pristine natural white sand beach affords endless, unobstructed views of the Gulf. Uncompromising in its architectural details and craftsmanship, this brilliant Tuscan coastal design is situated in a

    Dania Perry CENTURY 21 JIM WHITE & ASSOC

    15912 Gulf Blvd, Redington Beach, FL 33708
  • /8

    $3,200,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,239 Sq Ft

    599 S Bayshore Dr, Madeira Beach, FL 33708

    Pre-Construction. To be built. Brought to you by Noah Thomas Builders-Now accepting new clients up the gulf coast. Discover the perfect blend of luxury, craftsmanship and coastal beauty in this new waterfront estate by Noah Thomas Builders. Set on a deep water canal situated in a highly desirable location of Madeira Beach and allows QUICK BOATING ACCESS to Tampa Bay and the Gulf of Mexico. This

    Holly Wikfors REAGAN REALTY LLC

    599 S Bayshore Dr, Madeira Beach, FL 33708
  • /8

    $3,200,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,467 Sq Ft

    541 Normandy Rd, Madeira Beach, FL 33708

    Pre-Construction. To be built. Brought to you by Noah Thomas Builders-Now accepting new clients up the gulf coast. Where impeccable craftsmanship meets the serene beauty of Florida’s Gulf Coast, this brand-new waterfront estate by Noah Thomas Builders offers an extraordinary living experience. Positioned on a deep water canal with no-bridge Gulf access, it’s a residence designed for those who

    Holly Wikfors REAGAN REALTY LLC

    541 Normandy Rd, Madeira Beach, FL 33708
  • /58

    $3,149,000 Open Sun 12PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,586 Sq Ft

    326 129th Ave E, Madeira Beach, FL 33708

    Iconic Waterfront Living in the Heart of John’s Pass. Experience the pinnacle of coastal luxury in this brand-new, custom-built waterfront estate—an architectural triumph where refined design meets relaxed elegance. Perfectly positioned just steps from the vibrant shops, restaurants, and white sands of John’s Pass Beach, this residence is a rare opportunity to own a true trophy property in one of

    Michael Wyckoff ENGEL & VOLKERS MADEIRA BEACH

    326 129th Ave E, Madeira Beach, FL 33708
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