Madeira Beach Florida Real Estate
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14555 N Bayshore Dr, Madeira Beach, Florida 33708
Residential For Sale
2Bedroom(s)
2Bathroom(s)
6Picture(s)
1,277
Tucked away with panoramic view of Boca Ciega Intracoastal waterway. As you walk in the front door you can immediately see the incredible long range water view from the open floor plan and primary bedroom. Sliding glass doors open to the composite decking that leads to the dock with davit.
$699,000
250 Medallion Blvd #h, Madeira Beach, Florida 33708
Residential For Sale
2Bedroom(s)
1Bathroom(s)
55Picture(s)
903
JUST STEPS TO THE BEACH – Short-Term Rentals Allowed!
Welcome to 250 Medallion Blvd #H in the highly desirable Madeira Beach Yacht Club—a gated waterfront community where location, lifestyle, and income potential meet.
$380,400
13311 2nd St E, Madeira Beach, Florida 33708
Residential Income For Sale
32Picture(s)
1,378
Walk to the beach, stroll to the shops and restaurants at Johns Pass, and live the ultimate coastal lifestyle! This is your chance to build a brand-new duplex in one of the most vibrant and desirable beach communities on Florida’s Gulf Coast.
$309,900
14900 Gulf Blvd #212, Madeira Beach, Florida 33708
Residential For Sale
2Bedroom(s)
2Bathroom(s)
CoveredParking(s)
59Picture(s)
1,100
Step into coastal elegance in this stunning beachfront condo, where breathtaking Gulf views and refined updates come together to create your personal slice of paradise. From the moment you enter, you’ll be drawn to the seamless open-concept layout, thoughtfully designed to showcase the sparkling water views and capture the essence of beachside living.
$685,000
543 Crystal Dr, Madeira Beach, Florida 33708
Residential For Sale
2Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
34Picture(s)
1,499
Welcome to 543 Crystal Dr, nestled in the highly sought-after community of Crystal Island, a charming golf cart-friendly neighborhood just a stone's throw away from the pristine beaches of Madeira Beach—less than 1.
$759,000
400 150th Ave #207, Madeira Beach, Florida 33708
Residential Lease For Rent
3Bedroom(s)
3Bathroom(s)
CoveredParking(s)
45Picture(s)
1,727
Available for 30+ day rentals only – no annual rentals. Please see listing for availability.
$5,800
601 American Legion Dr #3, Madeira Beach, Florida 33708
Residential For Sale
19Picture(s)
HERE IT IS! YOUR OPPORTUNITY TO HAVE YOUR OWN 70 FOOT DEEDED BOAT SLIP WITH A VIEW TO DIE FOR! Harbor Side Boat Club of Madeira Beach is the perfect place to stow your vessel. This deep water slip is perfect for your large vessel.
$299,900
13999 Gulf Blvd #501, Madeira Beach, Florida 33708
Residential Lease For Rent
3Bedroom(s)
3Bathroom(s)
CoveredParking(s)
54Picture(s)
1,930
This rental is available monthly for September - December 2025 and March 2026 - December 2026. (State and county tax will be added for any rentals shorten than 6 months). Additional dates available upon request. No smoking, no pets.
Welcome to your Penthouse Madeira Beach paradise! The showstopper? A massive, PRIVATE rooftop terrace (almost 1,000sf) with panoramic Gulf and Inlet water views.
$10,000
189 144th Ave, Madeira Beach, Florida 33708
Residential Income For Sale
Off StreetParking(s)
21Picture(s)
1,312
Special financing, including seller financing, available! Investor special in a prime location! As-is contract. This double-sided 1-1 duplex, featuring two 1 bed/1 bath units, offers a rare opportunity just steps from Boca Ciega Bay and moments from the Gulf of Mexico. Each unit has its own entrance and electrical meter. The roof was replaced in 2021, and there’s a one-car garage.
$429,000
425 150th Ave #2301, Madeira Beach, Florida 33708
Residential For Sale
3Bedroom(s)
2Bathroom(s)
Garage Door OpenerParking(s)
65Picture(s)
1,825
WATERFRONT LUXURY LIVING | 3 BEDROOM CONDO WITH BOAT SLIP, LIFT & PRIVATE GARAGE Discover your dream coastal lifestyle in this stunning 3-bedroom, 2-bathroom corner condo in the prestigious waterfront community of Snug Harbour.
$989,000
300 144th Ave, Madeira Beach, Florida 33708
Residential For Sale
2Bedroom(s)
1Bathroom(s)
1Picture(s)
810
Looking for a piece of paradise in Florida? If so, you have found it! Located in the quiet neighborhood of Madeira Beach and just a five minute drive from the well-known tourist destination of John's Pass Village and Boardwalk. Far from the noise and traffic of a city and just two minutes from Madeira Beach, this 2 bedroom, 1 bath home is perfectly located to enjoy all that the area has to offer.
$365,000
13235 Gulf Blvd #502, St Petersburg, Florida 33708
Residential For Sale
2Bedroom(s)
2Bathroom(s)
50Picture(s)
734
Investment Opportunity, Madeira Bay Resort Condo, Whether you're a first-time investor seeking a profitable vacation rental or a seasoned real estate buyer, this beautifully maintained condo at Madeira Bay Resort is a must-see. A premier destination since 2006, the resort offers a perfect mix of comfort, location, and revenue potential.
$529,000