Location: Madeira Beach
Do Not Show Listings
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,99982 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)
565 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,349,50034 Days on yellowkey MLS ID: TB8484714
REDUCED by $45,500 (3.3%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2253 Built: 1959 Tax: $7,139 (2025)Community: Crystal IslandSingle Family
Taxes:$7,139
Remarks: Waterfront Perfection on Boca Ciega Bay/ Intracoastal! Experience the pinnacle of coastal living in this newly renovated Madeira Beach retreat, perfectly situated in the coveted Crystal Island enclave. This boater’s paradise features an expansive open floor plan that centers on panoramic Intracoastal views, with natural light pouring through brand-new hurricane-impact windows and sliding glass doors. Brand new updated kitchen featuring Frigidaire gallery appliance package, high-end quartz countertops, and top quality solid wood cabinetry with tons of space and storage throughout. Every inch of the interior feels fresh and sophisticated, from the 2.5 updated bathrooms with LED mirrors and sleek fixtures to the updated plumbing, electrical, and designer lighting throughout. Outside, a private backyard oasis awaits, featuring a sparkling pool with an brand new Jandy pool equipment (2026) with full spa automation and salt water system plus brand new gas heater (buried LP tank) and brand new electric sub panel with wireless/phone app control, lush landscaping, and a 2022 private dock with a high-end boat 10,000 lb lift with gem remote recently serviced and inspected and ready for your boat offering direct Gulf access! HVAC system is only a couple of years old and top quality Daikin, recently serviced/inspected, and in excellent shape. The Hot Water heater is brand new (2026), a 50-gal Rheem. Fenced back yard with all fencing and gates in great condition. This terrific home comes complete with a spacious two-car garage and is located less than a mile from the beach. This turn-key residence offers a seamless blend of luxury, comfort, and the ultimate Florida waterfront lifestyle.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Dawn Liedtke (813-956-3829)
874 BAY POINT DR, MADEIRA BEACH, FL 33708
$2,099,00013 Days on yellowkey MLS ID: TB8487251
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2537 Built: 2002 Tax: $9,918 (2025)Community: Bay Point Estates 2Nd AddSingle Family
Taxes:$9,918
Elementary School: None
High School: None
Middle School: None
Remarks: YOUR GULF COAST DREAM HOME AWAITS! Best-life living in paradise with EXPANSIVE WATER VIEWS and ONLY ONE MILE from world-famous white sand beaches and the most spectacular sunsets. Casual elegance meets coastal charm in this bright and airy custom-built home with soaring 20-foot ceilings and windows, providing unparalleled views of Boca Ciega Bay. Watch dolphins frolic daily, visit with the manatees and fish off your dock in the calm and quiet waters. No expense was spared for the newer DEEP WATER dock (2024) with composite decking, a 13,000 lb. boat lift, fresh water and electrical with plenty of room for power boats, sail boats, jet skis or your yacht. Take off from your dock and arrive at the open waters of the Gulf in just a few minutes! The island life awaits whether its biking to the beach, brunch by boat, sunset cruising, or deep-sea fishing. You will never lack for entertainment and adventure with fine dining, tiki bars, live music, vibrant nightlife, and shopping. Launch your kayaks and paddle the multitude of mangroves, tiny islands and bird sanctuaries, or explore the endless variety of parks - all just minutes from your dock and door. Hang out at home while you swing and snooze in the hammock under the palms while enjoying the cooling sea breezes. Lounge by your crystal-clear pool and work on your tan, and then unwind under the stars in your jetted hot tub while watching the crackling flames of your firepit. The good life is yours in the bright and sprawling open concept kitchen/dining/living area that is perfect for entertaining. Gleaming granite countertops, countless cabinets, a huge island and an enormous floor to ceiling pantry are a chef’s dream! Impress guests with your water views, backlit wet bar and wine fridge, and WOW the crowd with the annual Madeira Beach Holiday Lighted Boat Parade cruising by! Three spacious spare bedrooms with 2 full baths provide lots of options, and your guests can even enjoy complete privacy in an enclosed 2-room guest suite with a full bath and its own entrance. After a day of entertaining, escape to ultimate relaxation in your private owner’s suite on its own floor, boasting his and hers walk-in “California” closets and a massive bath complete with a balcony! Slow down, sip a cocktail and soak while enjoying the sunset and painted sky from your oversized jetted garden tub. You can even view the sunset from your massive tiled shower with a large bench and 3 shower heads! Wake up and enjoy sunrise coffee and water views from your bed or sitting on your bay-side bedroom balcony. Or enjoy the stunning birds eye views of the bay and even downtown St. Pete - from the unique owner’s suite loft. The lower level boasts a 2-car garage, home gym and large heated/air-conditioned recreation area that’s perfect for your pool parties! Lower level could easily be converted to a 4-car garage. Your new home is located on a quiet, dead-end street.The peaceful, walkable neighborhood is surrounded by the bay and has several parks and NO HOA FEES. Other features of your new home include 10-foot ceilings, custom-etched glass doors and windows by local artist, laundry room on the main floor, complete with water views, a private pool-side outdoor shower (with hot water!), a whole-house water softener, expansive front and back decks, large attached potting/storage shed, and a safe and secure grassy side yard that’s PERFECT FOR YOUR PETS. Stop dreaming and START LIVING the Gulf Coast island life TODAY!
Listing is courtesy of: SOUTH BEACHES REAL ESTATE (727-399-9990)
Listing Agent: Anne Hensel (727-410-7777)
525 LILLIAN DR, MADEIRA BEACH, FL 33708
$850,000361 Days on yellowkey MLS ID: TB8376063
REDUCED by $25,000 (2.9%) on 04/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1441 Built: 1963 Tax: $9,936 (2024)Community: Crystal IslandSingle Family
Taxes:$9,936
Tax Year: 2024
Remarks: Welcome to your coastal home in the highly sought-after Crystal Island neighborhood of Madeira Beach. This waterfront residence offers the perfect blend of Florida charm and modern updates. Waterfront Living at Its Finest: Situated on a 60' x 115' waterfront lot, this home offers wide canal views and provides quick access to both the Intracoastal Waterway and the Gulf. The home sits a few feet higher than others, and has proven its resilience during Hurricane Helene with very minimal impact. A new seawall and dock (2023) accommodate large vessels, including sailboats, making this an ideal home for boating enthusiasts. Bright, Updated Interiors: Step inside to discover gleaming refinished terrazzo floors throughout, creating a seamless flow between spaces. The bright Florida room serves as a perfect retreat, offering great water views and abundant natural light. The updated kitchen showcases modern quartz countertops, raised-panel cabinetry, stainless steel appliances and a convenient dining peninsula. Recent Upgrades for Peace of Mind: All new impact windows and doors (2023-2025); new shingle roof (2023); updated HVAC system (2021); and new impact-rated garage door (2025). Additional Features: Convenient inside laundry room and included washer/dryer; a spacious two-car garage; and a generous back yard with awning covered patio. This turnkey waterfront property offers the perfect combination of coastal living, modern updates, and boating accessibility. Don't miss this opportunity to own your piece of paradise.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Tami Simms (727-743-6262)
13135 4TH ST E, MADEIRA BEACH, FL 33708
$450,00047 Days on yellowkey MLS ID: TB8480037
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 793 Built: 1946 Tax: $6,730 (2025)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$6,730
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. * * INVESTOR ALERT! This is the unicorn you’ve been waiting for: a premium double lot property located right in the heart of the Madeira Beach corridor. NOTE THIS LISTING IS FOR THE SINGLE FAMILY HOME ON ONE LOT ONLY. For the LAND LOT ONLY, see Listing #TB8487234. This puts you just steps from the action, you are you are around the corner form the wildly popular John’s Pass Village, surrounded by the best waterfront dining, shopping, and entertainment the Gulf Coast has to offer. The existing structure is a completely remodeled (by a GC) and fully permitted, turnkey asset. Inside, you’ll find a 2-bedroom, 1-bath layout featuring luxury vinyl plank flooring, new energy-efficient double-hung windows, and a modern kitchen with granite countertops and a brand-new range and refrigerator. For peace of mind and insurance savings, this home is fortified for safety, featuring impact-rated exterior doors and a full set of lightweight Category 5 polycarbonate hurricane shutters. The 2022 roof is equally robust, upgraded with hurricane tie-down straps and a secondary water barrier. Additional mechanical updates include 2025 spray foam insulation in the crawlspace, a new 2024 HVAC, and a 2024 smart Wi-Fi enabled water heater. Combined double lot is zoned for 3 units, split the parcels to build a spec home (while living in the SFR), or utilize the entire compound as a high-performing rental. Seller is open to a purchase of JUST the lot or JUST the house, for the purchase of both please contact the Listing Agent. Opportunities like this in Madeira Beach are vanishingly rare—make your appointment to see it now!
Listing Agent: Katrina Jauregui (949-633-3204)
14117 PALM ST, MADEIRA BEACH, FL 33708
$320,000126 Days on yellowkey MLS ID: TB8454591
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 936 Built: 1938 Tax: $6,863 (2024)Community: Gulf Shores 1St AddSingle Family
Taxes:$6,863
Remarks: PRICE IMPROVEMENT – Incredible opportunity in a prime Madeira Beach location just steps from the Gulf of Mexico. This property sustained significant flood damage during last year’s storm and the home is being sold in its current condition. The extent of the damage may require a full renovation or possible tear-down for new construction. Buyers are advised to conduct their own due diligence with the city, county, and any licensed contractors regarding rebuilding options, FEMA requirements, and current building codes. The existing structure previously featured two bedrooms, bonus room/study room, one and a half baths, multiple living areas, a detached one-car garage, and a fenced backyard with patio space. The home's interior, mechanical systems, and finishes were impacted by flooding and will need evaluation. The lot itself offers an exceptional setting in one of the most desirable pockets of Madeira Beach, only a short stroll to the sand, the Intracoastal Waterway, Caddy’s beachfront dining, and nearby shopping and attractions including John’s Pass. This property is now competitively priced according to condition and provides a rare opportunity to create or build your ideal coastal retreat. Sold as-is with the right to inspect. Buyer to verify all building, zoning, and restoration or redevelopment possibilities. If you'd like, I can also give you a slightly more aggressive investor-focused version.
Listing is courtesy of: SUNCOAST HOME REALTY (727-204-5001)
Listing Agent: Keyvan Kohan-Shohet (727-204-5001)
584 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,800,00013 Days on yellowkey MLS ID: G5110056
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 1958 Tax: $18,207 (2025)Community: Crystal IslandSingle Family
Taxes:$18,207
Remarks: Exceptional opportunity to own a prime waterfront lot in the highly desirable Madeira Beach, perfectly positioned on a quiet cul-de-sac on the Intracoastal Waterway. Boasting expansive, unobstructed Intracoastal water views, this property offers a rare setting to build a custom coastal retreat. The existing 3-bedroom, 2 bath home includes a private dock(equipped with a new 20,000 lb lift and secondary 10,000 lb lift), and pool-ideal for immediate use while planning your future vision. Surrounded by newer elevated homes, this location is perfectly suited for redevelopment or a high-end custom build. This property is a must see with its stunning water views, providing the ultimate backdrop for luxury waterfront living with direct boating access. Enjoy the best of coastal living with the beach located less than a mile away for quick trips to the sand and sunsets.
Listing is courtesy of: SCHMID PROPERTIES, LLC (352-243-3720)
Listing Agent: Carol Schmid (407-529-7399)
15302 HARBOR DR, MADEIRA BEACH, FL 33708
$895,000196 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)
50 137TH AVENUE CIR, MADEIRA BEACH, FL 33708
$469,00098 Days on yellowkey MLS ID: TB8456428
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1947 Tax: $6,993 (2024)Community: Gulf Shores Harbor SubSingle Family
Taxes:$6,993
Remarks: Exceptional waterfront opportunity in the heart of Madeira Beach. Just steps from Gulf Boulevard with convenient public beach access—never worry about finding parking, and walkable to Caddy’s Madeira Beach and the iconic Candy Kitchen. Offering 27 ft of seawall and direct access to Boca Ciega Bay, this property provides excellent boating potential with access through John’s Pass and no fixed bridges. The property has been remediated post-Hurricane Helene, creating a solid starting point for a future build or custom coastal vision. Located on a 3,502 sq ft lot, the existing residence offers a flexible footprint and a true blank canvas. With no HOA restrictions, buyers have the freedom to design and build in alignment with modern standards and today’s design preferences. Surrounded by new construction and continued reinvestment, this area continues to evolve, making it an ideal opportunity for builders, investors, or buyers seeking a prime Madeira Beach location. Minutes to John’s Pass Village & Boardwalk, boating, dining, shopping, and entertainment, with easy access to Downtown St. Petersburg and Tampa International Airport. Sold as-is with right to inspect.
Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)
Listing Agent: Lisa Mcintyre (630-414-7370)
14031 E PARSLEY DR, MADEIRA BEACH, FL 33708
$335,000400 Days on yellowkey MLS ID: TB8357771
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 892 Built: 1955 Tax: $2,411 (2024)Community: Bay Point EstatesSingle Family
Taxes:$2,411
Remarks: Charming Bungalow Site with Prime Location on Madeira Beach ! This unique property offers an incredible opportunity to build your dream home in one of the most sought-after locations in Florida. Previously a cozy bungalow, this home was impacted by Hurricane Helene and now offers a fresh slate for rebuild or new construction. Situated on a spacious 6,247 sq. ft. lot, an elevated home on this site would boast breathtaking views of the Intracoastal Waterway and it is just a short walk from the vibrant Johns Pass Village and Boardwalk, offering easy access to the beach, shops, restaurants, and local attractions. This prime lot is perfect for those looking to create their own coastal oasis in a thriving beach community. With its desirable location, this premier site is ready to be transformed into the home you've always envisioned. Don’t miss out on this rare chance to own a piece of paradise and start living the beach life today! Seller recently (11/24) completed an independent appraisal of the real property. Reports gives valuation of $595,000.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Jacqueline Hammond Pllc (727-645-3029)
410 140TH AVE E, MADEIRA BEACH, FL 33708
$1,695,00071 Days on yellowkey MLS ID: TB8471343
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3564 Built: 1983 Tax: $12,319 (2025)Community: Finn Shontz RepSingle Family
Taxes:$12,319
Remarks: ELEVATED WATERFRONT LIVING | POOL | PRIVATE DOCK | NEW ADDITION | MODERN UPDATES Welcome to 410 140th Ave E in the heart of Madeira Beach — a beautifully elevated waterfront residence where modern coastal design meets relaxed Florida living. This light-filled home offers clean architectural lines, fresh contemporary finishes, and tranquil water views that capture the essence of beachside luxury. The exterior welcomes you with a soft coastal palette, tropical landscaping, and elevated construction designed for both curb appeal and peace of mind. Inside, the open and airy layout is enhanced by updated flooring, neutral coastal tones, and an abundance of natural light throughout. The kitchen features crisp white cabinetry, sleek countertops, stainless appliances, and a functional breakfast bar ideal for everyday living or entertaining. Multiple living spaces provide flexibility for guests, a home office, or multigenerational living arrangements. A brand-new addition completed in September significantly expands the home’s functionality, introducing an additional spacious family room, a private bedroom with its own ensuite bath, and a full laundry room — creating an ideal guest suite, in-law quarters, or private retreat. This thoughtful expansion blends seamlessly with the original design while adding valuable square footage and versatility. The primary suite serves as a tranquil escape with soothing coastal hues, generous proportions, and access to outdoor views. The primary bath is beautifully appointed with elegant finishes, a freestanding soaking tub, and designer lighting that creates a spa-like ambiance. Step outside to your private backyard oasis where lush tropical landscaping surrounds a sparkling pool and paver deck overlooking the water. Boating enthusiasts will appreciate the composite dock and jet ski lift, completed in 2023 and capable of housing a pontoon boat. Enjoy direct water access for kayaking, paddleboarding, jet skiing, fishing, or a quick boat ride to the Gulf through Johns Pass Inlet. From your private dock, you can marvel at daily sightings of dolphins, occasional manatees, and breathtaking sunsets. Located just one mile from the famous Johns Pass Village, the home offers easy access to vibrant shopping and dining. This elevated coastal dream truly embodies the ultimate beach lifestyle. Additional upgrades include a new roof, hurricane-impact windows, and sliding glass doors, offering enhanced durability, energy efficiency, and storm protection. A rare opportunity to own a thoughtfully updated waterfront home where every day feels like a vacation.
Listing Agent: Kristin Leon (727-501-6516)
358 BOCA CIEGA DR, MADEIRA BEACH, FL 33708
$559,90017 Days on yellowkey MLS ID: TB8476937
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1059 Built: 1941 Tax: $3,503 (2025)Community: Pages Rep Of Mitchells Beach 2Single Family
Taxes:$3,503
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 2-bedroom, 2-bath coastal retreat in the heart of Madeira Beach. Thoughtfully updated inside and out, this home offers a crisp, modern feel with quality finishes and true turnkey convenience. Major improvements include a NEW HVAC, new water heater, updated electrical and plumbing, luxury vinyl flooring, fresh interior paint, updated lighting, and a 2021 shingle roof. The kitchen features new cabinetry, stone countertops, and new appliances—including a dishwasher. Both bathrooms have been stylishly renovated, with a tiled walk-in shower in one and a tub/shower combo in the other. Outdoor living is just as enjoyable. The front yard showcases coastal shell landscaping for low-maintenance charm, while the fenced backyard offers excellent privacy with artificial turf—perfect for pets, relaxing, or effortless entertaining. Zoned R-2 and ideally located, short distance to the beach and John’s Pass Village, you’ll love having shopping, dining, and entertainment just moments away. Whether you're seeking a primary residence, second home, or investment opportunity, this property checks all the boxes. Here’s your chance to own a slice of paradise in Madeira Beach—come live where others vacation.
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Betsy Sheffield (727-417-3204)
13423 GULF LN, MADEIRA BEACH, FL 33708
$3,975,00077 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
$449,000419 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)
14257 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$1,400,00018 Days on yellowkey MLS ID: TB8489666
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 3072 Built: 1952 Tax: $13,622 (2025)Community: Gulf Shores 1St AddSingle Family
Taxes:$13,622
Remarks: Opportunities galore await at this premier waterfront gem, perfectly positioned on the tranquil waters of Boca Ciega Bay and just one block from the pristine sands of Madeira Beach. Boasting a "grandfathered-in" commercial designation that allows for a high-density renovation of five to nine units, this property also offers the flexibility to tear down and start anew. If you desire to tear down and envision an extra-large single-family estate with an Accessory Dwelling Unit (ADU), a luxury duplex, or the construction of up to three sophisticated townhomes, the R2 zoning and generous lot size provide a rare canvas for your vision. This site comes complete with a dock included, serving as the perfect launchpad to experience unobstructed sunrises across an expanse of water toward a distant national park. From the mid-morning sparkle of sunlight on the bay to the late afternoon light painting the facades of neighboring residences, life here is defined by natural beauty and the gorgeous waterfront location. Whether you are an investor seeking a multi-unit project or a homeowner building a legacy sanctuary, this property is a coastal masterpiece in the making.
14919 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$650,00062 Days on yellowkey MLS ID: TB8475137
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1404 Built: 1972 Tax: $7,703 (2025)Community: North Madeira ShoresSingle Family
Taxes:$7,703
Remarks: Exceptional investment opportunity in highly desirable Madeira Beach. This fully renovated duplex has been updated from top to bottom and is move-in ready. Both units feature brand-new kitchens with white shaker cabinetry and quartz countertops, with matching finishes carried into the bathrooms. Additional upgrades include luxury vinyl plank flooring throughout, new ceiling fixtures, new doors, new drywall, all new electrical wiring, a new roof, newer windows (approximately 4 years old), and a new water heater. Each unit offers 2 bedrooms and 1 bathroom, providing flexible living options — occupy one side while generating income from the other, or rent both units for strong cash flow potential. Comparable canal-area rentals of similar size are leasing for approximately $2,500 per month per unit, creating an estimated income potential near $5,000 monthly. The property may also be suitable for short-term rental use, subject to local regulations. Ideally located in the heart of Madeira Beach, just moments from the renowned white sandy beaches, dining, shopping, and entertainment. Schedule your showing today and secure a turnkey coastal investment before it’s gone.
Listing is courtesy of: YOU FIRST REALTY AND ASSOC LLC (813-458-6686)
Listing Agent: Ramez Lahham (813-458-6686)
538 LILLIAN DR, MADEIRA BEACH, FL 33708
$959,90031 Days on yellowkey MLS ID: TB8486579
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1600 Built: 1963 Tax: $4,753 (2025)Community: Crystal Island 1St AddSingle Family
Taxes:$4,753
Remarks: Welcome to 538 Lillian Dr, Madeira Beach, FL! This beautifully renovated 3-bedroom, 2-bathroom home is a true gem, offering the perfect combination of coastal charm and modern upgrades. Located just minutes from the pristine beaches of Madeira Beach, this home is a dream for those looking to enjoy the best of Florida living. Step inside to find stunning new flooring throughout, creating a sleek and cohesive look. The completely updated kitchen is a chef’s delight, featuring brand-new cabinets, gorgeous granite countertops, and top-of-the-line stainless steel appliances. It’s the perfect space for cooking and entertaining. Both bathrooms have been fully renovated with modern finishes, new fixtures, stylish vanities, and custom tiling. Every detail has been thoughtfully designed for comfort and style. The open-concept living area is beaming with natural light, and the flow from the living room to the dining area and kitchen creates a welcoming, spacious environment. The Florida room has been transformed into a cool addition to the living space. Step outside to a beautifully landscaped yard with plenty of room for outdoor activities, plus a covered patio – perfect for enjoying Florida’s year-round sunshine. Additional features include a 2-car garage, plenty of parking space, and a location just minutes from local shops, dining, and the famous John’s Pass Village. This property has two boat lifts, 1-19 ton the other a 10 ton lift. This home is a true turnkey opportunity—schedule your showing today and make 538 Lillian Dr your new paradise retreat!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Timothy Dube (727-201-6265)
713 PRUITT DR, MADEIRA BEACH, FL 33708
$500,00060 Days on yellowkey MLS ID: TB8475601
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 1952Monthly Fee: $24 Tax: $4,672 (2025)Community: Bay Point EstatesSingle Family
Taxes:$4,672
Remarks: BEAUTIFULLY UPDATED BEACHSIDE RETREAT..Just steps from the breathtaking sands of Madeira Beach, this beautifully updated home offers the perfect blend of coastal charm and modern comfort. Thoughtfully renovated throughout, the property is move-in ready and ideal for enjoying relaxed beachside living in one of the Gulf Coast’s most desirable locations. It's just a short drive to Famous John's Pass Village and many local restaurants and shops. From essential infrastructure upgrades to stylish interior improvements, every detail has been completed to enhance both function and appeal. Whether you’re searching for a full-time residence, vacation getaway, or investment opportunity, this home delivers comfort, quality, and an unbeatable location just moments from the shore. Completed Improvements & Upgrades: Main waterline replaced from the street to the home, Complete electrical service upgrade, including all new wiring, outlets, switches, and electrical panel, New insulation installed throughout, including interior insulation in the large bathroom, Fully updated kitchen featuring new cabinets, new plumbing, and a new garbage disposal, Partial drywall replacement with fresh interior paint throughout the home, New bathroom vanities, Newly constructed wall in the kitchen for improved layout, New bedroom and bathroom closets, New baseboard and door trim installed and painted throughout, New tile flooring in the small bedroom, New interior doors installed. Enjoy the best of coastal living in a thoughtfully upgraded home just moments from the beach and all the charm this vibrant seaside community has to offer.
Listing Agent: Steve Thomas (813-495-8118)
736 PRUITT DR, MADEIRA BEACH, FL 33708
$3,199,999197 Days on yellowkey MLS ID: TB8432276
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3750 Built: 2009Community: Bay Point Estates 1St AddSingle Family
Taxes:
Tax Year:
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)
14019 W PARSLEY DR, MADEIRA BEACH, FL 33708
$735,00040 Days on yellowkey MLS ID: TB8483237
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1913 Built: 1954Community: Gulf Shores 5Th AddSingle Family
Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully renovated, and furnished BLOCK beach home—just minutes from our beautiful Madeira Beach! This beautiful open concept is a bright, modern, move-in-ready coastal retreat featuring a 4-bedroom, 3-bath residence with a staircase that provides access to an additional loft/attic-style room, offering flexible space ideal for a home office, guest area, or creative studio. This beautiful property is ideally located in the heart of Madeira Beach, just a 5-minute walk to the beach. Renovated from top to bottom, the home features thoughtful upgrades and high-quality finishes throughout, including a washer and dryer. The brand-new kitchen boasts modern cabinetry, sleek countertops, and stainless-steel appliances, opening seamlessly into the main living areas for easy everyday living and entertaining. Throughout the home, you’ll find new tile flooring, fully remodeled bathrooms with contemporary vanities and finishes, and fresh interior and exterior paint, giving the space a clean, polished, and contemporary feel. Step outside to your own private backyard paradise! Perfect for outdoor dining, entertaining guests, or simply relaxing after a sun-soaked day at the beach, this space invites you to soak in the Florida lifestyle. Enjoy the sunshine, host weekend barbecues, or unwind under the stars in your tropical retreat. The property also features ample parking with a rare circular driveway, combining both convenience and striking curb appeal. Ideally situated near Madeira Beach, dining, shopping, and local attractions, this home is perfect as a primary residence, vacation getaway, or investment property in one of the area’s most desirable coastal locations. Every detail has been carefully updated, making this home truly turnkey and ready for you to embrace the ultimate Florida beach lifestyle. Recent updates provide peace of mind and modern convenience: (Roof replaced in 2016) Storm-rated back door and front windows (2023), kitchen update (2024), new stainless steel appliances (2024), updated bathrooms (2023), and fresh interior paint throughout (2023). Madeira Beach is one of the most sought-after coastal neighborhoods. Every detail of this home has been thoughtfully updated, making it completely turnkey; just bring your suitcase. With dining, shopping, and local attractions nearby, this home is perfect as a primary residence, vacation getaway, or investment property—Airbnb ready. Every detail has been thoughtfully updated, making this home truly turnkey and ready for the ultimate Florida beach lifestyle, and it is golf cart friendly. Schedule your private showing today before it's gone!
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Melissa Vivenzio (813-531-1460)
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