Location: Madeira Beach
Do Not Show Listings
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,999125 Days on yellowkey MLS ID: TB8467308
REDUCED by $4,001 (0.7%) on 04/03/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1277 Built: 1960 Tax: $6,166 (2025)Community: Sunny ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,166
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2025
Middle School: Seminole Middle-PN
Remarks: This is the kind of property some wait on… then regret when it’s gone. Solid block construction, stone and terrazzo floors, and a long water view the second you walk through the door. You’re looking straight out over the Intracoastal from the main living area and the primary bedroom — and it’s that classic Florida “I could do this every day” vibe. Here’s what matters: the demolition has already been done. PVC plumbing inside. Drywall is removed to the studs, floors and ceilings are intact, and the house is wide open for your design and layout. No guessing, no hidden surprises behind finished walls — you’re starting with a clean slate. There’s a davit for a small boat and jet ski's. Perfect for someone who wants water out back, a simple setup, and the beach at the end of the street. New roof (October 2021) Upgraded 200-amp electrical panel Blown-in attic insulation And if you’re thinking about the 50% rule, here’s the info - City of Madeira Beach preliminary report shows NOT substantially damaged Pinellas County Appraiser shows repairs/improvements up to $98,805 allowed for rehab. This is one of those rare Madeira Beach opportunities where you’re not paying for someone else’s design choices — you’re buying location, water, and a head start. Renovate it, elevate it, or rebuild it into something special. Waterfront. Walk to the beach. Long water view from inside the home. Big upside. If you’ve been waiting for a deal on the water in Madeira Beach… this is your shot.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
12924 GULF BLVD #502, MADEIRA BEACH, FL 33708
$749,000110 Days on yellowkey MLS ID: TB8473441
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1979 Tax: $8,515 (2024)Community: Sandy Shores CondoCondo
Taxes:$8,515
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Wake up to the sound of waves, salty Gulf breezes, and uninterrupted blue horizons—this top-floor beachfront penthouse is where the Florida dream becomes reality. Welcome to 12924 Gulf Blvd #502, perched high above the sugar-sand shoreline in Madeira Beach at Sandy Shores Condominiums. Whether you’re searching for a personal coastal escape, a proven income producer, or a smart 1031 exchange opportunity, this residence delivers on every front. From the moment you step inside, your eyes are drawn to sweeping, unobstructed views of the Gulf. The open-concept living space is filled with natural light and framed by hurricane-impact windows, creating a bright, airy atmosphere that feels both relaxed and refined. The updated kitchen features custom wood cabinetry, quartz countertops, and stainless steel appliances, perfectly positioned for effortless entertaining or quiet evenings after a day at the beach. The one-bedroom, one-bath layout is thoughtfully designed and sold fully furnished, including linens, cookware, and décor—truly turnkey for immediate enjoyment by you or your guests. Step outside and take advantage of resort-style amenities including a heated beachfront pool, grilling area, tiki hut, and convenient bicycle storage—all just steps from the sand. This property shines not only as a lifestyle purchase, but as a high-performing investment. Zoned for short-term rentals with no restrictions on owner use, the unit generated $73,000 in rental income in 2024 (despite storm-related booking disruptions) and $71,000 in 2025, making it a standout opportunity in a highly desirable market. Peace of mind comes standard here. The building has completed all required structural integrity inspections and reserve studies, boasts fully funded reserves, and has undergone significant recent improvements including upgraded balconies, resurfaced pool and parking lot, and a backup generator—rare and valuable features for a beachfront condominium. Location elevates everything. Situated directly on the beach and just steps from John’s Pass Village & Boardwalk, you’ll enjoy unmatched walkability to waterfront restaurants, boutique shops, fishing charters, boat rentals, dolphin tours, and live entertainment. St. Pete, Clearwater Beach, and Tampa are all an easy drive away, keeping this condo in constant demand with visitors year-round. This is more than a condo—it’s a proven income-producing beachfront penthouse in one of Florida’s most beloved coastal destinations. Opportunities like this are rare. Schedule your private showing and experience it for yourself.
Listing is courtesy of: NEXTHOME GULF COAST (727-282-5151)
Listing Agent: Tony Anderson (727-282-5151)
15302 HARBOR DR, MADEIRA BEACH, FL 33708
$895,000239 Days on yellowkey MLS ID: TB8433038
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1959 Tax: $12,599 (2024)Community: Lone Palm Beach 5Th Add Blk 29 RepSingle Family
Taxes:$12,599
Remarks: LIVE THE MADEIRA BEACH DREAM – WALK TO THE BEACH, BOAT FROM YOUR BACKYARD! Just 5 minutes to the sand and sunsets, this updated 2-bed, 2-bath waterfront home captures the full Madeira Beach lifestyle. Beautifully rebuilt post-hurricane, the property has been fully restored to like-new condition—not substantially damaged by FEMA’s 50 Rule, meaning the original structure was preserved with no elevation required. Everything feels renewed: new HVAC system, hurricane-rated windows and doors with shutters, mold- and moisture-resistant drywall, raised electrical outlets for flood protection, and updated electrical throughout. The former porch has been fully enclosed and finished, adding extra flexible living space ideal for a den, office, or optional third bedroom. The lower kitchen cabinets and all bathroom cabinets have been replaced, along with new kitchen appliances and a new washer and dryer. Additional highlights include a tankless water heater, elegant wainscoting, and a freshly painted garage with a new electric door. Step outside to your private dock with a motorized boat lift, offering direct access to Boca Ciega Bay and a 10-minute boat ride to John’s Pass Village for dining, shopping, and entertainment. Beyond the property, you’ll love the neighborhood’s walkability—beach access, cafés, local restaurants, and mini golf - all just minutes away. Across the street, the Madeira Beach Recreation Center offers tennis courts, basketball, softball fields, a playground, and more. Whether you’re seeking a year-round residence or a coastal retreat, 15302 Harbor Drive delivers a rare blend of quality updates, waterfront access, and walkable beachside living—ready for you to move in and enjoy.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jenna Whitney (813-482-5792)
13423 GULF LN, MADEIRA BEACH, FL 33708
$3,975,000120 Days on yellowkey MLS ID: A4679667
3 Days Off yellowkey (back on 3/14/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3146 Built: 2002 Tax: $23,378 (2025)Community: Mitchells Beach RevSingle Family
Taxes:$23,378
Remarks: Under contract-accepting backup offers. Welcome to 13423 Gulf Lane, a direct beach front luxury custom-built residence designed to impress from the moment you arrive. Enter through the 8-foot Brazilian oak front door, adorned with handcrafted leaded stained glass, and step into a grand foyer featuring soaring ceilings and travertine floors inlaid with a striking nautical star—an exquisite nod to coastal elegance. To reach the main living area, choose between the private elevator featuring a maple interior cab, travertine floors and accordion door or the sweeping maple staircase, beautifully crafted with handmade iron railings featuring artistic waves and seahorse motifs—an elegant continuation of the home’s coastal-inspired design. From the moment you enter, the living room and dining room provides spectacular, unobstructed views of the ocean, creating a seamless connection between indoor living and the water beyond. Expansive windows frame the entire ocean horizon, filling the space with natural light and breathtaking coastal scenery. The kitchen is perfectly positioned to enjoy the views as well — while preparing everyday meals or a romantic dinner, you can take in the most beautiful sunsets directly from the sink, making even the simplest moments feel special. On the third floor the primary suite is a true retreat. Wake up each morning to sunlight and sweeping ocean views, with the calming presence of the water just outside your windows. Even the primary bathroom is designed for relaxation, allowing you to enjoy ocean views while bathing, creating a spa-like experience at home. During the cool nights a double-sided gas fireplace provides cozy nights in both the bedroom and bathroom. The primary bedroom also features a spacious private balcony, ideal for creating a comfortable seating area to relax, read, or simply enjoy the ocean breeze and stunning views. The split floor plan provides exceptional privacy, with guest bedrooms thoughtfully positioned to share well-appointed Jack-and-Jill bathroom. Originally designed and built by the owner, this home features a strong foundation and exceptional-quality construction, thoughtfully engineered for durability. Madeira Beach blends a relaxed residential atmosphere with the energy of John’s Pass—a vibrant boardwalk lined with shops and waterfront dining just steps from the beach. It’s the perfect setting for families seeking a peaceful coastal lifestyle with walkable local charm. Minutes from Tampa and St. Pete–Clearwater airports, downtown St. Pete, and top-tier dining. Welcome to a place where luxury meets lifestyle and everyday living feels like a vacation. Click the Virtual Tour Link 2 to see the 3D Tour.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Maria Rocha, Pll (941-275-6266)
13253 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$449,000462 Days on yellowkey MLS ID: TB8352674
0 Days Off yellowkey (back on 2/20/2025)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1990 Built: 1988 Tax: $3,035 (2024)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$3,035
Remarks: Short Sale. Investor Special. Requires a fair amount of TLC / Rehab. Lower level suffered flood damage and has been remediated. There is additional damage due to the Hurricanes (wind, etc.). Interior is dated and also requires updating and repair. Will require new kitchen, appliances, bathrooms, flooring, doors, fixtures, paint, demo and clean out, some exterior work and repair, landscaping, seawall etc.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
100 144TH AVE, MADEIRA BEACH, FL 33708
$859,000344 Days on yellowkey MLS ID: TB8397956
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2040 Built: 1953Community: Madeira Shores SubMulti-Family 5+
Taxes:
Tax Year:
Remarks: Owner financing available .
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller, Iii (727-586-1497)
736 PRUITT DR, MADEIRA BEACH, FL 33708
$3,199,999240 Days on yellowkey MLS ID: TB8432276
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3750 Built: 2009Community: Bay Point Estates 1St AddSingle Family
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)
15462 GULF BLVD #406, MADEIRA BEACH, FL 33708
$820,00066 Days on yellowkey MLS ID: TB8489165
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978Community: Surfside Tower CondoCondo
Remarks: Wake up to the beauty of the Gulf in this stunning direct beachfront 2-bedroom, 2-bath condominium offering approximately 1,100 square feet of coastal comfort, breathtaking views, and the soothing sound of waves just beyond your balcony. Perfectly positioned directly on the shores of Madeira Beach, this Gulf-front residence delivers the kind of lifestyle buyers dream about — where the beach feels like your backyard and every day ends with a spectacular sunset. Inside, the condo is bright, welcoming, and thoughtfully designed to maximize the view. The living space flows seamlessly to a spacious screened balcony that extends across both the living room and the primary bedroom, creating an effortless indoor-outdoor connection and a front-row seat to the Gulf and horizon. Premium luxury vinyl flooring adds a stylish, upscale touch, while the in-unit washer and dryer provide everyday convenience. Both bedrooms feature their own en-suite bathrooms, offering comfort and privacy, and the primary suite is especially inviting with direct balcony access and beautiful Gulf views from the moment you wake up. Beyond the residence itself, the community enhances the beachfront lifestyle with desirable amenities including a pool, hot tub, clubhouse, and fitness center — all designed to make everyday living feel more like a getaway. The condo fees also include several valuable essentials, such as cable TV, internet, water, flood insurance, and more, adding convenience and helping to simplify ownership. Whether you are searching for a full-time beachfront residence, a seasonal retreat, or a property with income-producing potential, this condo offers exceptional flexibility. Enjoy it for part of the year and rent it during the months you are away to help offset ownership costs. Ideally located near the dining, shopping, and entertainment of John’s Pass, while still offering the peace and beauty of true beachfront living, this is more than a condo — it is your opportunity to own your own piece of paradise on Madeira Beach.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-643-9977)
Listing Agent: Michael Williams (813-704-1075)
15462 GULF BLVD #601, MADEIRA BEACH, FL 33708
$995,000111 Days on yellowkey MLS ID: TB8473069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1978Community: Surfside Tower CondoCondo
Remarks: Wake up to endless Gulf views in this beautifully updated 6th floor corner residence at Surfside Tower, perfectly positioned at the end of the building for added privacy and sweeping panoramas of the beach, pool, and Intracoastal Waterway. This 2-bedroom, 2-bath condo is offered tastefully furnished and blends coastal elegance with modern upgrades throughout. The light-filled living room and primary suite both open Gulfside, creating a seamless connection to the balcony and breathtaking sunsets. The kitchen is a standout feature with a lighted domed ceiling, French Provincial cabinetry, granite countertops extended over the front-load washer and dryer for added workspace, and a cheerful breakfast nook overlooking the Intracoastal. Large bedrooms include walk-in closets and en-suite baths, while crown molding and electric hurricane shutters add comfort and style. Recent 2025 upgrades include luxury vinyl plank flooring in the living room, dining room, and bedrooms, new ceiling fans and light fixtures, updated baseboards, and fresh interior paint and texture. The secondary bedroom features plantation shutters and a spa-like en-suite bath with a massaging shower system. A portion of the balcony is enclosed, offering a private extended living area ideal for relaxing year-round. Surfside Tower offers resort-style amenities including a heated pool and spa, fitness center, recreation room with full kitchen for private events, billiards and card room, outdoor second-floor gathering patio, and an inviting lobby sitting area. On-site live-in management provides excellent maintenance and security. The unit includes one covered parking space plus abundant guest parking. Basic cable and high-speed internet are included. Ideally located just minutes from shopping, dining, entertainment, and the attractions of Gulf Boulevard and John’s Pass, this is Gulf-front living at its finest.
Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)
Listing Agent: Carmine Petruzziello (516-838-0038)
440 S BAYSHORE DR, MADEIRA BEACH, FL 33708
$375,000 MLS ID: TB8369183
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1247 Built: 1945Community: Gulf Shores 4Th AddSingle Family
Remarks: INVESTMENT OPPORTUNITY. FLOOD DAMAGED HOUSE! Welcome to a fantastic opportunity in Madeira Beach! This charming 3-bedroom, 2-bathroom single-family residence, built in 1945, offers a blank canvas ready for your vision. Nestled on a 3,986 square-foot lot, the home provides ample space for you to create your dream sanctuary. Step inside to discover a warm and inviting atmosphere. The home's interior features a spacious open layout, where natural light floods the rooms, creating a bright and airy feel throughout. The central air conditioning ensures comfort, while tile flooring adds a sleek, modern touch. Though the kitchen and living areas are in need of some TLC, the possibilities are endless, allowing you to transform the space into a home that truly reflects your style. The primary bedroom, along with two additional bedrooms, each offers plenty of potential. While none of the bedrooms come with built-in closets, this presents a unique opportunity to design custom storage solutions that perfectly fit your needs. The two bathrooms, though simple, provide a functional space ready for upgrades. The home sits on a slab foundation with a traditional shingle roof, providing durability for years to come. Though there is no garage, the carport area offers convenient parking, and with no HOA restrictions, you're free to make this property truly yours. A true fixer-upper, this property allows you to reimagine every corner, whether you're looking to modernize the interior or create an outdoor oasis. The backyard is a blank slate, offering the ideal space for a garden, patio, or additional entertaining areas. Located just moments away from the pretty Madeira Beach , this home promises to be a rewarding project for the right buyer. Don't miss out on this rare opportunity to own a piece of Madeira Beach with immense potential. With a bit of imagination and effort, you can turn this house into your forever home! The back yard belongs to the city, it is not private.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Daniela Nankova-Silverstone (727-678-6783)
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