Location: Madeira Beach
Do Not Show Listings
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,999141 Days on yellowkey MLS ID: TB8467308
5 Days Off yellowkey (back on 6/12/2026)
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: Under contract-accepting backup offers. 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)
14024 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$795,00049 Days on yellowkey MLS ID: TB8499731
REDUCED by $29,900 (3.6%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1946 Tax: $5,187 (2025)Community: Gulf Shores 3Rd Add RepSpa: YesSingle Family
Taxes:$5,187
Remarks: Live where every day feels like a vacation—just three blocks from the bright sugar sands of Madeira Beach and a breezy 5-minute bike ride to the vibrant shops, dining, and waterfront buzz of John's Pass Village & Boardwalk. This stunning, move-in-ready 3-bedroom, 2-bath home has been completely reimagined with high-end upgrades, including NEW hurricane-impact windows and doors, fresh exterior paint, and a striking paver circular driveway. Inside, you’re welcomed by new porcelain tile flooring and a beautifully redesigned kitchen featuring sleek cabinetry, leathered granite countertops, updated lighting, modern backsplash, and brand new appliances. The newly renovated office space with barn doors could also function as a 4th bedroom. Step outside into your own private resort-style retreat. The heated saltwater pool and spa, complete with a cascading waterfall, ambient lighting, and outdoor shower create the perfect setting for both relaxing evenings and unforgettable gatherings. A new expanded paver patio adds effortless style and low-maintenance outdoor living. Every detail has been thoughtfully considered, including custom closet systems throughout and a spacious walk-in closet in the primary suite along with a brand new spa-inspired primary bathroom. The updated garage is perfectly suited for a golf cart, beach gear, and all your coastal essentials, complemented by a new tankless water heater. Framed by fresh landscaping, this home seamlessly blends luxury, comfort, and an unbeatable location—making it an exceptional primary residence, vacation escape, or high-performing investment near the Gulf.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Whitney Roberts (863-602-1043)
15424 2ND ST E, MADEIRA BEACH, FL 33708
$575,00093 Days on yellowkey MLS ID: TB8483691
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1947 Tax: $4,451 (2025)Community: Lone Palm Beach 4Th AddSingle Family
Taxes:$4,451
Elementary School: None
High School: None
Middle School: None
Remarks: Paradise awaits just two blocks from the beach! Nestled in a sought-after neighborhood behind the iconic Smuggler’s Cove Miniature Golf Course, this stunning 3-bedroom, 2-bathroom home is ready for you to move right in. The property boasts a spacious backyard, offering endless potential to create your own private oasis. Every detail of this home has been thoughtfully updated, with brand-new features throughout, ensuring a fresh and modern living experience. Imagine enjoying the beach lifestyle every day, with the convenience of being within walking distance to a variety of local shops, vibrant bars, and delicious restaurants. Whether you're searching for a primary residence or the perfect beachside escape, this home delivers the ultimate coastal living experience. Plus, with easy access to two major airports, weekend getaways and travel plans couldn't be more convenient. If you've been dreaming of sun, sand, and a laid-back lifestyle, this is your chance to make it a reality. Welcome to your slice of paradise!
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: David Petrucelli (813-629-1358)
13111 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$889,00056 Days on yellowkey MLS ID: TB8498159
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $10,000 (1.1%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2323 Built: 1953 Tax: $8,151 (2025)Community: Pages Rep Of Mitchells BeachSpa: YesSingle Family
Taxes:$8,151
Remarks: This rare open water home on the intercoastal has three levels to enjoy the expansive water views and amazing sun rises. Home has 4 bedrooms and 2 full bathrooms located on the open water portion of intercoastal. Walking distance to John's Pass and the beach. 1st floor has been demoed due to water damage but Level 2 and 3 were unaffected and livable. Enjoy relaxing in the inground pool or spa or fishing off the dock with boat lift. A boater's and fisherman's paradise with gulf access within10 minutes.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
14906 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$519,90035 Days on yellowkey MLS ID: TB8506669
REDUCED by $30,000 (5.5%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1970 Tax: $4,515 (2025)Community: North Madeira ShoresSingle Family
Taxes:$4,515
Remarks: Virtually Staged. PRICED TO SELL. Seller is offering exceptional buyer incentives including: $10,000 toward a rate buy-down or closing costs, one-year paid flood policy, one-year home warranty, one-year contractor warranty, and a five-year roof warranty. FULLY INSURABLE, TRANSFERABLE FLOOD POLICY, FEMA COMPLIANT. GREAT INVESTOR OR HOUSE-HACKER PROPERTY TO OFFSET YOUR MORTGAGE. JUST ONE BLOCK FROM THE BEACH!!! This duplex features a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit, making it an ideal opportunity for investors seeking duel income streams or owner-occupants looking to offset expenses with rental income. Both units have been storm remediated and substantially rebuilt including a new roof, water heaters, AC units and many more upgrades. Kitchens feature quartz countertops, white shaker cabinets, and stainless steel appliances. The exterior has been freshly painted and landscaped. The backyard is turfed with string lighting ready for tenants and/or owners to enjoy, plus four dedicated parking spaces and additional street parking. Located within walking distance to the Gulf beaches, restaurants, shopping, nightlife, boating, and water activities, this is an excellent opportunity in one of Tampa Bay’s most desirable beach communities.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Alexis Kaplowitz (516-241-5977)
410 140TH AVE E, MADEIRA BEACH, FL 33708
$1,495,000130 Days on yellowkey MLS ID: TB8471343
REDUCED by $200,000 (11.8%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 3564 Built: 1983 Tax: $12,319 (2025)Community: Finn Shontz RepSpa: NoSingle 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 is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
600 NORMANDY RD, MADEIRA BEACH, FL 33708
$1,397,900149 Days on yellowkey MLS ID: TB8462616
REDUCED by $1,000 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1932 Built: 1947 Tax: $11,914 (2025)Community: Island Estates Unit 1Single Family
Taxes:$11,914
Remarks: Island paradise, with room to relax or redevelop. Fully renovated, extremely spacious, 2-bedroom, 2-bath waterfront home on a rare oversized double lot in Madeira Beach—where boating, breezes, and open space come together the way coastal living is supposed to be. This easygoing beach home features a metal roof (including new trusses, sheeting, metal, insulation - 2013), two-car garage, and a new dock with a 14,000-lb boat lift (2021) complete with water and electric. Launch the boat, cruise the Intracoastal, or head out for a sunset ride—it’s all right in your backyard. Both the front and back yards are fully fenced, offering privacy and plenty of room to relax, entertain, or let pets roam. The expansive lot (over 100' wide) opens the door to outdoor living— waterfront grilling, firepit nights, or simply enjoying the salt air with room to spare. There's plenty of room to add a pool, too! The home was thoughtfully modified in 2013-2015 to provide for an open floorplan and capitalize on the water views. Having undergone an interior renovation in 2025, with all new appliances at that time. It is in near-perfect condition, move-in ready, while still leaving space for future expansion or personal touches. The seller also has full drawings for a 2nd floor addition to add a large primary suite for extra living space. For those looking ahead, the double lot offers potential to subdivide and build two new construction homes, adding long-term flexibility and value. Located just minutes from the beach, restaurants, and shops, this property delivers the laid-back Madeira Beach lifestyle—boating in the morning, beach walks in the afternoon, and waterfront evenings at home. Extra land. Deep coastal roots. Endless possibilities.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Michael Wyckoff (727-642-6621)
565 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,299,00093 Days on yellowkey MLS ID: TB8484714
REDUCED by $50,500 (3.7%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2253 Built: 1959 Tax: $7,139 (2025)Community: Crystal IslandSpa: YesSingle 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. Seller Financing available!!!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Dawn Liedtke (813-956-3829)
14181 E PARSLEY DR, MADEIRA BEACH, FL 33708
$499,900105 Days on yellowkey MLS ID: TB8481121
INCREASED by $5,000 (1.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 1977 Tax: $5,059 (2025)Community: Gulf Shores 6Th Add RepSpa: NoSingle Family
Taxes:$5,059
Elementary School: Madeira Beach Elementary-PN
Middle School: Madeira Beach Middle-PN
Remarks: MOVE-IN READY! This beautiful BEACH HOME situated in a Corner Lot features 2/2 with Garage and back Entrance. This BLOCK house features: Open Layout Floor Plan, Contemporary New Kitchen, Quartz Countertop and Brand-New Stainless-Steel Appliances (2025). IMPACT WINDOWS and DOORS. Porcelain Tiles all around, Contemporary Showers, New Water Heater (2025). LED lights and Ceiling fans with remote. The garage has a Utility Sink, Washer/Dryer hookups, and plenty of space. 200 AMP Electrical Panel. Irrigation System using reclaimed water. The House has Two Concrete Driveways. Back Entrance is ideal providing separate access to home. No HOA and no CDD. This house is perfect for full-time living, as an investment property, or vacation escape. Nowadays, you can enjoy a view of the Gulf in front of your house. Feel the Florida Lifestyle walking to the beach!
Listing Agent: Mia Rodriguez (727-483-4006)
708 SUNSET CV, MADEIRA BEACH, FL 33708
$1,066,00021 Days on yellowkey MLS ID: TB8510951
REDUCED by $3,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1955 Tax: $10,214 (2025)Community: Bay Point EstatesSingle Family
Taxes:$10,214
Remarks: “Prime waterfront” Perfectly positioned, oversized 60x152 lot, front and center on the wide-open waters of the Intracoastal Waterway with direct access to Boca Ciega Bay and the Gulf. Features a 60’ dock ,74'of DEEP waterfront and an open-air spacious back yard *** 3 Bedroom/ 2 full baths ALL tastefully Updated throughout with a bright, comfortable floor plan and abundant natural daylight. All newly Updated, Upgraded, and Up to you to add your personal touches. *** New A/C system, New Water heater, all new kitchen appliances, New front load washer/Dryer, New window treatments with custom electric remote controlled window shades, recessed lighting, all new landscape with new irrigation system. ALL NEW Driveway Pavers. New interior paint. Newly updated enclosed 345 sq./ft screened-in front porch. Just a perfect waterfront setting. A must see to appreciate. Start new and enjoy. Minutes to the beach, shopping, restaurants, a perfect location in Bay Point Estates in Madeira Beach. Schedule your private showing. Note: A few photos were staged with furnishings to give an idea.
Listing is courtesy of: TREASURE ISLAND REALTY LLC (727-504-1046)
Listing Agent: Anthony Russano, Jr (727-504-1046)
534 CRYSTAL DR, MADEIRA BEACH, FL 33708
$3,449,00026 Days on yellowkey MLS ID: TB8509230
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 Agent: Paul Simon (727-919-1927)
728 PRUITT DR, MADEIRA BEACH, FL 33708
$1,175,00066 Days on yellowkey MLS ID: TB8494283
REDUCED by $50,000 (4.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1802 Built: 1954 Tax: $6,822 (2025)Community: Bay Point Estates 1St AddSpa: NoSingle Family
Taxes:$6,822
Remarks: Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates—with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach and Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bedroom, 2-bath residence offers 1,802 square feet of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Raymond Mihara (813-960-2300)
13095 GULF LN, MADEIRA BEACH, FL 33708
$899,00041 Days on yellowkey MLS ID: TB8502493
REDUCED by $50,000 (5.3%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1404 Built: 1947 Tax: $10,196 (2025)Community: Mitchells Beach RevSingle Family
Taxes:$10,196
Remarks: Turnkey beachside investment opportunity with sought after zoning that allows for nightly vacation rentals. Located literally just steps from the powder white sands of the Gulf, this fully furnished 2 bedroom plus loft, 2 bath coastal retreat is ideally positioned for both strong rental performance and personal enjoyment. A brick paver walkway leads to the home’s welcoming front patio, which is surrounded by charming landscaping. Adirondack seating and a firepit create the perfect setting to relax and unwind after a day at the beach, setting the tone for the coastal lifestyle this property offers. A spacious storage shed keeps all your beach gear and toys organized, and an outdoor shower adds convenience after enjoying the sand and surf. Upon entry, the first floor features the kitchen and dining area, complete with white shaker cabinetry, quartz countertops, GE stainless steel appliance package including a counter-depth French door refrigerator, recessed lighting, and a stylish coffee bar with open shelving. This level also includes a bedroom, a beautifully updated full bathroom with a tiled walk-in shower and frameless glass enclosure, and a convenient washer and dryer. The second floor serves as the main living space, showcasing vaulted ceilings, abundant natural light, and a comfortable gathering area. An enclosed loft on this level provides valuable additional sleeping or flex space, along with a second fully updated bathroom featuring a tiled walk-in shower and frameless glass door. The third floor offers a spacious bedroom, creating a private retreat for guests and separating sleeping areas for larger groups. This thoughtfully designed three level home comfortably sleeps 7 and is ideal for maximizing guest occupancy. The home has been upgraded with luxury vinyl plank flooring throughout the first and second floors and plantation shutters throughout, delivering a clean, coastal aesthetic that is both stylish and durable for short term rental use. A metal roof adds long term value, durability, and peace of mind for owners. The property also offers ample parking, a rare and valuable feature for vacation rentals in this area. Positioned in one of Tampa Bay's most desirable beachside locations, this property consistently attracts vacationers year round. The ability to rent nightly provides a major advantage for income generation, making this an ideal opportunity for investors or buyers seeking a beach home that can offset ownership costs. Popular local dining and entertainment options including Mad Beach Cantina and Bamboo Beach Bar are located just across the street, while John’s Pass Village and Boardwalk is also just steps away, offering waterfront dining, shopping, fishing charters, and boating excursions. Additional nearby favorites such as Candy Kitchen, Dockside Dave’s, Daiquiri Deck, and other local hotspots are all within walking distance. Enjoy incredible sunsets just moments from your front door along the Gulf shoreline. Offered fully furnished and beautifully appointed, this is a true plug and play investment ready for immediate use or continued rental.
Listing is courtesy of: WESTWARD REAL ESTATE (813-285-4456)
Listing Agent: John Pestalozzi Jr Llc (813-285-4456)
583 CRYSTAL DR, MADEIRA BEACH, FL 33708
$2,849,000121 Days on yellowkey MLS ID: TB8474247
REDUCED by $101,000 (3.4%) on 06/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3614 Built: 1959 Tax: $19,391 (2024)Community: Crystal IslandSpa: YesSingle Family
Taxes:$19,391
Tax Year: 2024
Remarks: Where Open Water Views Meet Privacy Positioned at the very end of the road with protected preserve frontage, this exceptional Madeira Beach waterfront estate enjoys a level of privacy rarely found along Florida's Gulf Coast. Here, water becomes horizon, neighbors disappear into the distance, and the views remain protected for generations to come. Set on nearly 160 linear feet of deep-water frontage, this remarkable residence offers the rare combination of wide-open water views, direct Gulf access, and a resort-inspired lifestyle designed for both relaxation and entertaining. Beyond its refined aesthetic, the home has been comprehensively remodeled with an emphasis on longevity, flow, and peace of mind. A thoughtful renovation transformed the home's connection to the water by removing walls and opening the living spaces to breathtaking panoramic views, creating a light-filled environment where nearly every gathering is framed by sparkling blue water. The chef's kitchen blends beauty and functionality with premium appliances, including a gas range with pot filler, while the reimagined living and dining spaces create an effortless flow for both everyday living and large-scale entertaining. Fully renovated bathrooms, impact-rated waterside windows and sliding glass doors, a newer HVAC system, updated electrical panel, and a 2021 barrel tile roof provide confidence behind the beauty. Step outside and discover what truly sets this property apart. Expansive pavered patios surround the resort-style pool, creating multiple venues for entertaining, relaxing, and enjoying the waterfront setting. A one-of-a-kind custom fire pit gathering area invites unforgettable evenings beneath the stars, while the open-water backdrop creates a sense of tranquility rarely found in today's waterfront market. Throughout the year, the property serves as a front-row seat to one of the area's most beloved traditions as illuminated boats glide across the water during the annual Christmas Boat Parade, creating a magical experience from the comfort of your own backyard. For boating enthusiasts, this is a true mariner's paradise. Nearly 160 feet of deep-water seawall, dual 10,000-pound boat lifts, and direct Gulf access with no fixed bridges provide effortless access to some of Florida's finest boating, fishing, and waterfront destinations. Despite its remarkable privacy, the home remains moments from Madeira Beach's award-winning shoreline, premier dining, shopping, and exciting new luxury developments, including the forthcoming Madeira Beach Marriott Autograph Collection Hotel. Convenient access to both St. Pete-Clearwater International Airport and Tampa International Airport makes travel effortless for full-time residents and seasonal owners alike. Rarely does a property combine open-water views, protected privacy, deep-water boating access, extensive renovations, and an irreplaceable location in a single offering. This is more than a waterfront home. It's a front-row seat to the Gulf Coast lifestyle.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Tina Herrell (727-251-6630)
14223 E PARSLEY DR, MADEIRA BEACH, FL 33708
$1,299,000283 Days on yellowkey MLS ID: TB8423060
REDUCED by $176,000 (11.9%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1857 Built: 1951 Tax: $13,303 (2024)Community: Gulf Shores 6Th AddSingle Family
Taxes:$13,303
Remarks: This move-in-ready waterfront home lets you step straight into the boating lifestyle. Located directly on the Intracoastal Waterway in Madeira Beach, this turnkey 4-bedroom, 2-bath home offers deep-water access and quick boating access to the Gulf of America. From your private dock, it is approximately 5 minutes by boat to John’s Pass and out to the open Gulf waters. This is true deep water, sailboat water with no fixed bridges, ideal for larger vessels. Designed for serious boaters, the property features a 10,000 lb boat lift, wet slip, and additional dock space that can accommodate a boat up to 38 feet with a 14-foot beam. The dock is fully equipped with 220- and 110-volt electrical service, water service, dock lighting, with riprap for added shoreline protection and erosion control, while supporting natural water flow and marine habitat. The outdoor living space is built for waterfront entertaining. A custom outdoor kitchen with a built-in grill, prep station, storage, and bar seating overlooks wide open Intracoastal water views. This backyard captures the Florida waterfront lifestyle, perfect for boating, fishing, entertaining, and sunset gatherings. You will see dolphins daily, every morning and evening. Inside, the home features an open-concept floor plan with water views throughout the main living areas. The entire waterfront side is lined with impact windows and sliding glass doors, bringing in natural light and expansive views of the Intracoastal. Interior features include porcelain tile flooring, recessed lighting, plantation shutters, and a 19 x 13 bonus room that works well as a second living space, home office, or game room. The updated kitchen features waterfall quartz countertops, stainless steel appliances, a gas range, a wine cooler, and a movable stainless steel island designed for flexible prep and entertaining. The primary suite includes dual vanities, a custom walk-in shower, and a large walk-in closet with a skylight. Additional upgrades include a new 200-amp electrical panel, central air conditioning, mini split systems, a gas dryer, blown-in attic insulation, a whole-house water filtration system, electric roll-down hurricane shutters, and new gutters. The garage features a hurricane-rated door, LED lighting, and built-in storage. This is a rare Madeira Beach waterfront property offering deep-water dockage, a boat lift, an outdoor kitchen, and direct Intracoastal frontage with fast access to the Gulf. Ideal for buyers searching for waterfront homes in Madeira Beach, boating homes in Tampa Bay, or Intracoastal homes with a dock and lift. Homes with this combination of deep water access, dockage, outdoor living, and move-in ready condition are limited. Schedule your private showing today.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Rebecca Collins (727-251-9235)
14187 W PARSLEY DR, MADEIRA BEACH, FL 33708
$274,9007 Days on yellowkey MLS ID: TB8515597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 923 Built: 1955 Tax: $5,114 (2025)Community: Gulf Shores 6Th Add RepSingle Family
Taxes:$5,114
Remarks: Welcome to your Madeira Beach Florida home. This home is nice and close to the beautiful white sandy beach of Pinellas County. This property is very unique as it is open to a street on both front and back. The lot is irregular in size, so loads of room to build what you want or remodel this home and add a nice garage in the back or front. There has been a substantial damage letter issued due to flooding from Hurricane Helene in 2024. If you wish to rebuild this home, the letter needs to be appealed by an owner or a contractor. If you file an appeal it must be complete by September 24, 2026. This home has newer Impact windows and a beautiful stained glass front door. Four newer Mitsubishi Mini Split HVAC Systems which didn't flood. If you tear it down and build or raise this home. You can drive straight through from street to street. Great for RV’s, boats storing all the beach toys. Make an appointment to see your Beach Home today!!!
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Scott Nealy (727-710-1853)
352 144TH AVE, MADEIRA BEACH, FL 33708
$668,00052 Days on yellowkey MLS ID: TB8499790
REDUCED by $31,999 (4.6%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1950 Tax: $5,288 (2025)Community: Madeira Shores 1St AddSingle Family
Taxes:$5,288
Remarks: PRICE REDUCED !!!!! This three-bedroom, two-bathroom residence boasts a meticulously renovated interior, blending contemporary elegance with a welcoming atmosphere. All plumbing and electrical systems are entirely new, and the appliances—brand new—remain with the property for immediate convenience. Located in Madeira Beach, just two blocks from the shore, it offers an enviable location for vacations or family living. The interior dazzles with newly tiled floors throughout, and the roof was fully renovated in 2021 for lasting durability. Impact-resistant windows ensure protection from hurricane winds. Additionally, the air conditioning and water heater are also newly installed, ensuring maximum comfort. The façade, with its coastal blue hue and crisp white accents, radiates freshness, while the geometric driveway and palm trees add a tropical character. In the backyard, a modern pool and relaxation area create a private oasis. Don’t miss the opportunity to make this beautiful property yours in the Sunshine State, where quality, location, and style come together to offer you the home you’ve always dreamed of!. !!SELLER MOTIVATED!!.
Listing is courtesy of: DOMINO REALTY (407-466-3585)
Listing Agent: Ivan Santana (407-466-3585)
410 VIRGINIA AVE, MADEIRA BEACH, FL 33708
$450,500198 Days on yellowkey MLS ID: TB8391295
INCREASED by $500 (0.1%) on 06/01/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1147 Built: 1946 Tax: $590 (2025)Community: Gulf Shores 4Th AddSingle Family
Taxes:$590
Remarks: One or more photo(s) has been virtually staged. PRICED BELOW APPRAISAL VALUE. Welcome to your fully renovated coastal retreat, ideally located less than a mile from the beautiful beaches of Madeira Beach. This charming 3-bedroom, 1-bath home has been thoughtfully updated from top to bottom, offering modern comfort and effortless Florida living. Step inside to an inviting, bright interior featuring brand-new windows, fresh paint, new ceiling fans, and a modern kitchen with all-new appliances. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Whether you’re searching for a primary residence, a seasonal getaway, or a profitable investment property, this home is ready for you. Perfectly positioned near restaurants, grocery stores, cafés, and vibrant local attractions, this home offers convenience and coastal charm. Spend your days exploring Madeira Beach’s laid-back lifestyle, from boating and water activities to enjoying nearby entertainment like John’s Pass Village & Boardwalk. Move-in ready and located in one of the most desirable beach communities in Pinellas County — this is a fantastic opportunity to own a beautifully renovated home near the water.
Listing is courtesy of: MIRANDA LANDA REALTY GROUP LLC (727-554-8198)
Listing Agent: Leidy Gonzalez Reyes (702-712-9323)
725 SUNSET CV, MADEIRA BEACH, FL 33708
$499,999309 Days on yellowkey MLS ID: TB8415202
2 Days Off yellowkey (back on 6/1/2026)
REDUCED by $20,001 (3.8%) on 05/14/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1952 Tax: $3,555 (2024)Community: Bay Point Estates 1St AddSingle Family
Taxes:$3,555
Remarks: Under contract-accepting backup offers. Move right in! Beautiful, Florida Beach Home. Completely remodeled with permitting. This could be your Florida Beach Home to love and enjoy. What a pretty location. Just a couple houses walk to the private, neighborhood waterfront dock and green space. This waterfront park also has a small boat ramp. Sip your morning coffee or enjoy the evening sunsets here-waterside. Watch the dolphins play and maybe even see a group of manatee swim by. This is a true 2 bedroom home with a third very large room that could be used for an amazing third bedroom or guest room. The current owner is using it as an office and an oversized "department store" style closet! You may fall in love with it too. The home has an inside laundry/utility room plus a one car garage that could fit a small/compact car or fun Deluxe-Beach Golf Cart, kayaks, paddle boards and more. Outside you have a resort style front and back yard. The back yard has an outside shower that's great after a day of boating, swimming at the beach or gardening. Enjoy the extra storage and especially the outside Kitchen/grilling entertaining area. Relax and put your face to the sun. Fall asleep reading your favorite book. You can unwind in the small yet attractive portable fresh water pool the owner has set up. The home inside has been remodeled with most updates being as new as 2025! The home has an attractive modern kitchen with an island sitting area. All appliances will be staying for the new owner. Both bedrooms are a good size with nice window placement allowing the natural sunlight in! The woodwork throughout adds to the character and quality of this home. Look at the doors, door trim, crown molding and baseboards. Notice the high quality and stylish bathroom design and tile work. The back room would be a nice dining area, library, exercise or hobby/art room. You'll find neutral paint colors with a splash of bright color throughout. Sunset Cove is a beautiful street with two green space lots nearby this home. What a wonderful place to live! You could Move right in now and make this your full time residence...or make a nice Florida real estate investment purchase. There's plenty of parking with the paved circle drive. This could be an amazing opportunity also as a second Florid Beach Property (only blocks to the beach) for Family, Friends to visit. The entire Central heat and A/C have just been replaced August 2025. Walk to the beach. Enjoy nearby breakfast cafe and Candy Kitchen for ice creme and sweet treats. The Famous waterfront John's Pass Village is fun to walk or bike ride to with jet ski rentals, parasailing, fishing charters and dolphin watching tours available.. Dining, entertainment and shopping seem extra special here at the beach! Bring your boat, paddle boards, kayaks and enjoy the outdoors. It's so comfortable and beautiful here. We love it!
Listing is courtesy of: COLDWELL BANKER PICKETT FENCES REALTY (727-395-9492)
Listing Agent: Heather Staton (727-709-7355)
541 LILLIAN DR, MADEIRA BEACH, FL 33708
$875,000113 Days on yellowkey MLS ID: TB8477517
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1960 Tax: $2,832 (2025)Community: Crystal Island 1St AddSpa: NoSingle Family
Taxes:$2,832
Remarks: Nestled along a serene wide canal with sailboat water and no fixed bridges, this delightful two-bedroom, two-bath home is a true waterfront haven. Picture yourself stepping aboard your boat and cruising effortlessly to the Gulf in just minutes—this is the kind of lifestyle dreams are made of. Recently updated and move-in ready, this charming retreat features an east-facing backyard shaded by mature trees—perfect for sipping your morning coffee or unwinding with a good book while the gentle breeze rolls in. Inside, the open floor plan flows beautifully, making it easy to entertain or simply relax. The spacious bedrooms are complemented by timeless plantation shutters throughout, adding elegance and charm. And with thoughtful updates like a new hot water heater, an electric panel with a generator plug, and a brand-new garage door, you’ll have convenience and comfort at every turn. Wake up to stunning sunrises over the water and embrace the tranquility of this coastal gem. Whether you’re an avid boater or simply looking for a peaceful retreat, this home is ready to welcome you to a life of relaxation and endless coastal beauty.
Listing Agent: Amanda Baldwin (808-352-8669)
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