Location: Madeira Beach , 33708
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736 PRUITT DR, MADEIRA BEACH, FL 33708
$3,199,999288 Days on yellowkey MLS ID: TB8432276
Bed: 5 Bath: 3.5 Gar: 8 Liv Area Sq Ft: 3750 Built: 2009 Tax: $33,914 (2024)Community: Bay Point Estates 1St AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$33,914
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to one of the most unique and desirable waterfront properties in Madeira Beach. Situated on a massive 13,500+ square foot lot with 145 feet of water frontage, this estate offers an unparalleled opportunity for boaters, water lovers, and those seeking true Florida luxury. Waterfront lots of this size are extremely rare, and with direct access to the Intracoastal Waterway, you will enjoy quick and easy boating to the Gulf of Mexico. The oversized dock can accommodate nearly any size vessel, making this a dream setup for yacht owners and avid boaters alike. The main residence, built in 2009, features 3,750 square feet of heated living space with five spacious bedrooms and four full bathrooms. Designed with both comfort and elegance in mind, the home boasts high ceilings, abundant natural light, and modern upgrades throughout. Inside you will find a stunning open floor plan with hardwood and tile flooring, a welcoming foyer with grand double entry doors, and a living area that opens up to breathtaking waterfront views. The chef’s kitchen is complete with rich wood cabinetry, granite countertops, stainless steel appliances, a large center island, and pendant lighting, making it ideal for entertaining. Additional highlights include an expansive waterfront balcony stretching the full length of the home, a durable tile roof, a ten-car garage providing incredible storage or car collection space, a private elevator for convenience and accessibility, and a spacious laundry room. The elegant entry staircase enhances the home’s curb appeal and sets the tone for the luxurious living within. Out back, the property offers ample room to relax, entertain, or simply take in the serene waterfront lifestyle. The oversized lot also provides opportunities for future expansion, outdoor living enhancements, or the addition of a custom pool overlooking the canal. This home truly combines the best of Florida living with a rare oversized lot, premier waterfront access, and a modern, spacious home. Ideally located just minutes from the sandy beaches of Madeira Beach, top-rated dining, shopping, and vibrant entertainment options, this property offers the perfect balance of privacy and convenience.
Listing is courtesy of: WILSON REALTY LLC (727-398-5700)
Listing Agent: Rick Steiermann, Iv (727-776-5237)
13098 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$275,00071 Days on yellowkey MLS ID: TB8496257
REDUCED by $11,000 (3.8%) on 06/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1958 Tax: $4,418 (2025)Community: Kottlers RepSpa: NoSingle Family
Taxes:$4,418
Tax Year: 2025
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)
747 PRUITT DR, MADEIRA BEACH, FL 33708
$500,000Listed 07/13/2026 6:09PM MLS ID: O6424823
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1664 Built: 1956 Tax: $6,239 (2024)Community: Bay Point Estates 1St AddSingle Family
Taxes:$6,239
Remarks: Virtually Staged. Virtually Staged. Welcome to your dream coastal retreat in Madeira Beach! This beautifully updated home offers the perfect blend of modern finishes and beachside charm. Featuring a spacious open layout with abundant natural light, the property includes a sleek kitchen with stainless steel appliances, quartz countertops, and custom cabinetry. The bedrooms are bright and inviting, while the bathrooms showcase contemporary tile and elegant fixtures. Step outside to enjoy lush landscaping, a private patio, and plenty of room to relax or entertain. Just minutes from the Gulf of Mexico, John’s Pass Village, dining, and entertainment, this home is ideal for those who want to embrace the Florida lifestyle. Move-in ready, this property is perfect as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: BLUE LIGHTHOUSE REALTY INC (855-550-0528)
Listing Agent: Jorge Zea (855-550-0528)
534 CRYSTAL DR, MADEIRA BEACH, FL 33708
$3,449,00058 Days on yellowkey MLS ID: TB8509230
2 Days Off yellowkey (back on 7/13/2026)
Bed: 6 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 4848 Built: 2026 Tax: $8,137 (2025)Community: Crystal IslandSpa: YesSingle Family
Taxes:$8,137
Remarks: 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.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Paul Simon (727-919-1927)
15000 MADEIRA WAY #727, MADEIRA BEACH, FL 33708
$1,948,594193 Days on yellowkey MLS ID: TB8460470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 818 Built: 2026Community: The BeachmakerSpa: NoCondo
Taxes:$0
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
Remarks: Virtually Staged. Pre-Construction. To be built. Welcome to The Marriott Autograph Collection - Beachmaker Resort: A New Standard of Luxury on Madeira Beach, Florida's Most Beautiful and Convenient Beach. The Beachmaker Resort brings all the imagery, beauty and spirit of your favorite beach town into one experience at Madeira Beach. It's a landing for comfort-seeking sand slingers who want to vacation without feeling like a tourist. As an owner, you get to provide your guest with an experience like no other. All without lifting a finger. Introducing a masterpiece that redefines coastal elegance: The Beachmaker Resort, a distinguished member of the Marriott Autograph Collection. Renowned for its hand- selected, independent hotels that blend boutique charm with luxurious hospitality, the Autograph Collection spans over 200 unique properties worldwide, each embodying the ethos of exclusivity and craftsmanship. Nestled along the pristine shores of Madeira Beach, recently recognized by TripAdvisor as one of the Top 10 Beaches in the U.S., The Beachmaker Resort promises an experience "exactly like nothing else." The Beachmaker is now accepting visionary pre-construction Buyers into its prestigious Founder's Club. Reserved for early buyers of the resort's condo-hotel units, these exclusive members will enjoy unparalleled privileges, including: Prime access to the best room locations, Fixed introductory pricing, Luxurious designer-appointed furniture packages included, Complimentary first-year condo fees and shared expenses, A 60% revenue split for owners, Resort access even when units are booked, and Global Marriott Envia benefits, including discounted stays and dining at all Marriott resorts Worldwide. Elevated Living & Distinctive Design: The resort boasts 161 impeccably designed condo-hotel units, spanning 14 unique floor plans on levels 4 through 7. EVERY unit has a water view whether Gulf and Beach view or Island view over the Intracoastal and canals of Madeira Beach. For those seeking the pinnacle of opulence, the 8th-floor penthouse level offers 10 exclusive Marriott-branded residential condominiums. Thoughtfully designed to blend sophistication and leisure, The Beachmaker Resort features: 26,000 square feet of premium retail, dining, and entertainment spaces, a 4th-floor amenity deck with two pools, cabanas, a hot tub, a sunset terrace, a wedding and banquet facility with expansive pre-function areas, a state-of-the-art business conference center, Cozina - a signature three-meal restaurant, Bom Bom - a beachside bar and a unique lobby bar experience with captivating views and a private sky bridge for seamless, safe access to the white sands of Madeira Beach. Participation in the expert on-site Marriott property management program is required, per City of Madeira Beach regulations. Prospective owners are welcome to discuss revenue and occupancy projections directly with the management team. Experience unparalleled craftsmanship, hospitality and coastal luxury. The Beachmaker Resort is more than a destination -- it's a legacy. Welcome to the future of Madeira Beach living. Act now to be one of the Fortunate Founding Visionary Beachmakers. Only 10% down secures your unit and then a follow up 10% at Groundbreaking expected in 2026. No other payments required until closing expected in 2028.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Jeffrey Beggins (813-245-0015)
15000 MADEIRA WAY #502, MADEIRA BEACH, FL 33708
$1,898,594193 Days on yellowkey MLS ID: TB8460468
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 755 Built: 2026 Tax: $11,477 (2025)Community: The BeachmakerSpa: NoCondo
Taxes:$11,477
15000 MADEIRA WAY #541, MADEIRA BEACH, FL 33708
$1,948,594193 Days on yellowkey MLS ID: TB8460467
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 804 Built: 2026Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #705, MADEIRA BEACH, FL 33708
$1,898,594193 Days on yellowkey MLS ID: TB8460465
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 2026Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #503, MADEIRA BEACH, FL 33708
$1,898,594193 Days on yellowkey MLS ID: TB8460463
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 793 Built: 2026Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #701, MADEIRA BEACH, FL 33708
$1,898,594193 Days on yellowkey MLS ID: TB8460461
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 814 Built: 2026Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #643, MADEIRA BEACH, FL 33708
$1,898,594193 Days on yellowkey MLS ID: TB8460460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 675 Built: 2026 Tax: $11,477 (2025)Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #409, MADEIRA BEACH, FL 33708
$837,583193 Days on yellowkey MLS ID: TB8460459
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 534 Built: 2026Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #613, MADEIRA BEACH, FL 33708
$837,583193 Days on yellowkey MLS ID: TB8460457
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 451 Built: 2026Community: The BeachmakerSpa: NoCondo
15000 MADEIRA WAY #615, MADEIRA BEACH, FL 33708
$837,583193 Days on yellowkey MLS ID: TB8460453
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 535 Built: 2026Community: The BeachmakerSpa: NoCondo
12924 GULF BLVD #510, MADEIRA BEACH, FL 33708
$750,00098 Days on yellowkey MLS ID: TB8494745
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1005 Built: 1979 Tax: $6,650 (2025)Community: Sandy Shores CondoSpa: NoCondo
Taxes:$6,650
Remarks: INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO | This amazing 2 bed 2 bath unit right on the sandy beaches of Madeira Beach is very unique and rare with no restrictions on the number of rentals and nightly rentals allowed and UNLIMITED owner use****ONLY 3 NIGHT MINIMUM**** ALL AGES, ANIMAL FRIENDLY***Welcome home to your piece of paradise which is in the absolute most perfectly positioned Top Floor Condo across the street from famous John's Pass full of shopping, dining, boat rentals and waterfront options to enjoy. This residence is positioned on Madeira Beach, and the Gulf of America. This condo is steps to being on one of Florida’s most beautiful beaches, Madeira Beach, while also located just across Gulf Blvd from the world famous Johns Pass Village & Boardwalk featuring many shops, restaurants, water activities, & dolphin watching. A perfect location! This is a very popular vacation rental building allowing short term rentals while still allowing you to use it personally at your convenience or you can make this your full-time home and provides you and your guests with unlimited access to the best sunsets available on this coast.. 2 spacious bedrooms and 2 bathrooms including a grand master suite with an en-suite bath enjoying a time at the beach that is undeniably memorable. While you are not able to leverage time at the beach, this building allows for short-term rentals (min 3 days) for your cash flow desires. Fully walkable to so much so your guests don't need a car which makes for ease and low-cost, convenient travel. Fully turnkey solutions are available for rentals so please ensure you inquire about this at your showing. Schedule your showing today and spend the winter months enjoying the sun and sand of beautiful Madeira Beach! Condo building features over $2 million in professionally engineered structural and common are element updates over the past five years including concrete, rebar, balconies, hallways, roof, pool heater and pool filtration system replaced, building generator replaced, repaved parking lots, pool recently resurfaced, pool bathroom upgrade, fencing around pool & bike storage, new emergency building generator, & much more. Seller's portion of special assessment paid in full.
Listing is courtesy of: BISHA REAL ESTATE & CONSULTING, LLC (727-290-2000)
Listing Agent: Greta Oliva (727-510-9883)
249 BOCA CIEGA DR, MADEIRA BEACH, FL 33708
$1,699,99780 Days on yellowkey MLS ID: O6402270
REDUCED by $35,003 (2.0%) on 07/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2160 Built: 1930 Tax: $12,232 (2025)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$12,232
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Middle School: Madeira Beach Middle-PN
Remarks: 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.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Petie Bilyk (407-361-1415)
13104 4TH ST E, MADEIRA BEACH, FL 33708
$279,90025 Days on yellowkey MLS ID: TB8520814
REDUCED by $20,000 (6.7%) on 07/13/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1949 Tax: $4,379 (2025)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$4,379
Remarks: Location, location, location! Redevelopment opportunity with Intracoastal views in a prime Madeira Beach location. Just blocks from award-winning Gulf of Mexico beaches, Boca Ciega Bay, John’s Pass Village and Boardwalk, waterfront dining, shopping, and entertainment. This spacious lot is a perfect canvas for builders, developers, investors, or anyone looking to build their dream home. Current R-2 zoning offers potential for a duplex or triplex (variances may be required), or a large 5,000+ sq ft single-family home. Build your dream home in an unbeatable location or create multiple units for your investment portfolio. The surrounding area has strong short-term rental demand. Buyers should verify city ordinances and restrictions. Elevated construction is permitted for flood compliance. The existing home needs to be demolished, and a permit must be obtained by September 25, 2026. Don’t miss this incredible opportunity. Call today to schedule your private showing.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Dean Ribble (727-420-5549)
562 JOHNS PASS AVE, MADEIRA BEACH, FL 33708
$1,150,00027 Days on yellowkey MLS ID: TB8520269
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1337 Built: 1976 Tax: $8,008 (2025)Community: Crystal Island 2Nd AddSpa: NoSingle Family
Taxes:$8,008
Remarks: Thinking of boating—already own one or looking to buy? You’ll want a place to keep it close by, and this home delivers. Don’t miss this move in ready, beautifully remodeled waterfront 3 bedroom, 2 bathroom home complete with a private dock and 10,000 lb lift. It’s perfect for boaters who want quick, easy access to the water. Spend sunny afternoons lounging by the sparkling pool, and enjoy cozy evenings by the fireplace. Inside, the home feels fresh and refined with new ceramic tile throughout. The kitchen shines with new stainless appliances—range, refrigerator, and dishwasher—making it ideal for gatherings and everyday living in the open floor plan. The 2 car garage with epoxy flooring adds convenience and durability. Thoughtful updates include a new AC, new water heater, new sliding glass doors, new disposal, new kitchen sink, and more. Everything is ready for you—just move in and enjoy effortless waterfront living.
Listing is courtesy of: GORDON REALTY HOUSE (727-480-4665)
Listing Agent: Gordon Obarski (727-480-4665)
14001 GULF BLVD #207, MADEIRA BEACH, FL 33708
$379,000107 Days on yellowkey MLS ID: TB8491297
0 Days Off yellowkey (back on 7/12/2026)
REDUCED by $8,000 (2.1%) on 06/13/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 840 Built: 1981 Tax: $4,784 (2025)Community: Madeira Place CondoCondo
Taxes:$4,784
Remarks: Under contract-accepting backup offers. LIVE WHERE YOU VACATION! Experience coastal living at its finest in this Madeira Beach condo offering partial GULF VIEWS and exceptional flexibility for both personal use and SHORT TERM RENTAL INCOME, with no minimum nights required. This fully furnished 1-bedroom, 1.5-bath unit is ideally located near the elevator for easy access and features an open-concept layout filled with natural light, complemented by wood-look laminate flooring throughout. The kitchen includes a closet pantry and breakfast bar, perfect for casual dining or entertaining. The primary suite offers a large walk-in closet and a beautifully updated en-suite bathroom with a tiled walk-in shower and glass enclosure. An IN-UNIT LAUNDRY adds everyday convenience. Enjoy the amenities just steps from your door, including a community pool and BBQ area. BEACH ACCESS is directly across the street at Caddy's, making it effortless to enjoy the sand and Gulf waters. Relax on your private balcony and take in breathtaking sunset views over the Gulf of Mexico. This MAINTENANCE FREE community includes water, sewer, trash, cable, internet, building insurance, and pest control in the monthly fee. Additional highlights include a rare GARAGE SPACE—one of only 15 in the building—along with an extra storage closet. CONVENIENTLY LOCATED, just a short trolley ride to dining, shopping, and John’s Pass, with easy access to both Tampa International and St. Pete-Clearwater airports.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Michael Cinquemano, Jr. (813-960-2300)
425 150TH AVE #2504, MADEIRA BEACH, FL 33708
$799,000176 Days on yellowkey MLS ID: TB8465844
REDUCED by $21,000 (2.6%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1505 Built: 2003 Tax: $10,552 (2025)Community: Snug Harbour CondoSpa: NoCondo
Taxes:$10,552
Remarks: ULTIMATE LUXURY WATERFRONT LIVING FROM THE TOP FLOOR! Enjoy the stunning water views from your large covered balcony. This 2 bedroom, 2 bath plus den/office flex room comes FULLY FURNISHED. The spacious kitchen is nicely equipped including a Boos butcher block island. Water softener system a well as a Reverse Osmosis (R.O.) for the kitchen. Crown molding and plantation shutters throughout add to the elegance. Enjoy high ceilings and an open floor plan. Large Primary bedroom with water views, 2 walk in closets and spacious bathroom makes for a relaxing retreat. Tile flooring with cork underlay for reduced noise in the kitchen, living room, dining room and other common areas. Unit comes with a deeded DEEP WATER Boat Slip and a 16,000 lb. Boat Lift. Also, an oversized one car garage \. Enjoy the pool and spa as well as the clubhouse. Easy walk to shops, restaurants and the beach. JUST BRING YOUR TOOTHBRUSH AND COME LIVE THE SALT LIFE!
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Carl Holler (727-430-0208)
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