Location: Madeira Beach, 33708
Do Not Show Listings
583 CRYSTAL DR, MADEIRA BEACH, FL 33708
$2,849,000122 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,391
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
179 MEDALLION BLVD #C, MADEIRA BEACH, FL 33708
$330,000586 Days on yellowkey MLS ID: TB8317219
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 430 Built: 1973 Tax: $3,768 (2024)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,768
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
Remarks: NEW PHOTOS ADDED! Get your piece of paradise in gorgeous Madeira Beach with this waterfront condo IN PROCESS OF A MAJOR RENOVATION by the current owner. THE DRYWALL IS IN PLACE AND THE FINISHING TOUCHES WILL BE COMPLETED SOON, SO PICK YOUR COLORS! This ground level condo is steps away from the intracoastal waters for a scenic view every day! Like other ground level condos in the area, which were flooded by a 100-year event of last year’s storms, this unit is currently under remediation on the interior to be "LIKE NEW" upon completion, so TAILOR IT TO YOUR OWN DESIGN STYLE AND TASTES FOR THE FINISHING TOUCHES! This cozy, 1 bedroom, 1 bathroom, 430 square feet ground floor unit is situated on Boca Ciega Bay and a block away from the sugary sands of the Gulf of America. THERE’S ALSO AN ADDITIONAL 210 SQUARE FEET IN THE FLORIDA ROOM NOT INCLUDED IN THE HEATED SQUARE FEET providing extra space with views of the water and marina, perfect for entertaining and relaxing to watch the sun set over the Gulf. Enjoy coastal living in Madeira Beach Yacht Club, a gated waterfront community providing options for full-time living, a vacation home, or rental income with stays seven or more days. Community amenities include 4 fishing piers, 2 pools, a billiard room, lounge, 2 exercise rooms, 2 steam rooms, spa, a business center, clubhouse, kitchen, library, and a game room. All utilities are included in the monthly fee except for electricity. Walk across the street to the public library, dog park, and R.O.C. park with a splash pad, soccer field, tennis and basketball courts, and a baseball diamond. Hop on the Trolly to Johns Pass for dining and entertainment or drive across Tom Stuart Causeway to Seminole. Boat slips are eligible for purchase by condo owners. Don’s miss this opportunity to enjoy FLORIDA BEACH LIVING! Owner financing available.
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Cara Bendeck (727-439-8003)
14048 GULF BLVD #302, MADEIRA BEACH, FL 33708
$2,725,000381 Days on yellowkey MLS ID: TB8389678
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1791 Built: 2026 Tax: $42,862 (2024)Community: Gulf Shores 2Nd AddSpa: YesCondo
Taxes:$42,862
Remarks: One or more photo(s) has been virtually staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub. Outside, the amenities continue with a beachfront pool and spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living!
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Adrienne Dauses (804-229-5151)
14223 E PARSLEY DR, MADEIRA BEACH, FL 33708
$1,299,000284 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)
400 150TH AVE #504, MADEIRA BEACH, FL 33708
$1,270,000105 Days on yellowkey MLS ID: TB8480238
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2024 Tax: $15,887 (2025)Community: Residences At Town Center CondoSpa: YesCondo
Taxes:$15,887
Tax Year: 2025
Remarks: Discover your coastal sanctuary at the Residences at Town Center on Madeira Beach, where refined luxury meets the effortless rhythm of Gulf front living. From the moment you arrive, you’ll feel the quiet exclusivity of this boutique waterfront community, perfectly suited for those seeking a sophisticated second home or a full-time escape by the sea. This penthouse residence offers a rare opportunity to wake each morning to shimmering water views and end each day with unforgettable sunsets from your private 28 foot balcony. Inside, the open-concept design is both elegant and inviting, featuring 10 foot ceilings, luxury vinyl plank flooring, and a double door entry that creates an immediate sense of arrival. The designer kitchen is beautifully appointed with gorgeous Quartz, solid wood cabinetry, and premium GE Café appliances. Perched on the top floor, this residence offers a level of privacy and unobstructed panoramic views that few can claim. Whether enjoying morning coffee as boats pass quietly below or unwinding beneath the colors of a Gulf sunset, this home offers a daily connection to the water that is both peaceful and inspiring. Life in Madeira Beach is defined by its authentic coastal charm. Residents enjoy miles of powder soft sand, warm Gulf waters, and a welcoming, unhurried atmosphere. Golf cart rides to dinner, sunset walks along the shoreline, and afternoons spent boating or dining at local waterfront restaurants become part of your everyday lifestyle. The recent addition of the Beachmaker Resort, part of the Marriott Autograph Collection, further enhances the area’s appeal, bringing a new level of luxury, fine dining, and long term value to this already sought after destination. At the Residences at Town Center, amenities are designed to complement this exceptional lifestyle. Enjoy the heated pool and spa, rooftop terrace with breathtaking 360 degree views stretching from the Gulf beaches to downtown St. Petersburg, private rooftop cabanas, fitness center, and marina. With just 27 residences, two secure under building parking spaces, plenty of guest and golf cart parking, and pet-friendly policies with no size restrictions, every detail has been thoughtfully considered. Whether you are seeking a luxurious winter retreat, an investment with strong rental flexibility, or a permanent waterfront residence, this penthouse offers a rare opportunity to own in one of Florida’s most desirable and evolving coastal communities. Schedule your private showing today and experience the effortless luxury of life on Madeira Beach.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Sharon Deegan (727-410-7100)
320 MEDALLION BLVD #H, MADEIRA BEACH, FL 33708
$359,9998 Days on yellowkey MLS ID: TB8515906
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 915 Built: 1973 Tax: $3,904 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,904
Remarks: Madeira Beach Yacht Club – Coastal Living Meets Incredible Investment Potential! Welcome to this light and bright 2-bedroom, 1-bath second-floor condo in the highly sought-after Madeira Beach Yacht Club community. Turnkey furnished and move-in ready, this inviting condo features updated windows, a new AC installed in 2025, and the convenience of inside laundry. Ideally located near one of the community's two pools, it's ready for immediate enjoyment, seasonal use, or rental income. Situated along the beautiful Intracoastal Waterway, Madeira Beach Yacht Club offers an unbeatable Florida lifestyle with fishing docks, stunning waterfront walking trails, and a clubhouse currently undergoing renovation. Best of all, you're just a short stroll from the sugar sands of Madeira Beach, as well as local dining, shopping, and entertainment. Investors and second-home buyers will appreciate the flexibility of this all-ages community, where 7-day rentals are permitted, creating exceptional opportunities for vacation rental income and strong return on investment. Enjoy easy access to nearby ROC Park, featuring pickleball courts, tennis courts, basketball courts, playgrounds, and scenic waterfront recreation areas. An added bonus: the monthly maintenance fee covers nearly everything except electric, providing exceptional value and hassle-free ownership. Don't miss this opportunity to own in a community that is actively investing in its future, with ongoing upgrades and enhancements following the recent storms that continue to add value and appeal for owners and guests alike. Whether you're searching for a full-time residence, a turnkey beach retreat, or a high-demand investment property, this condo offers the perfect blend of location, lifestyle, and opportunity. Live the Madeira Beach dream while enjoying the flexibility, amenities, and income potential that make this community one of the area's most desirable waterfront destinations.
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Tabitha Connell (727-215-0792)
14187 W PARSLEY DR, MADEIRA BEACH, FL 33708
$274,9008 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
$668,00053 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)
300 150TH AVE #510, MADEIRA BEACH, FL 33708
$649,00050 Days on yellowkey MLS ID: TB8500175
REDUCED by $125,000 (16.1%) on 06/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 2020 Tax: $10,100 (2025)Community: Harbor At Town Center CondoSpa: YesCondo
Taxes:$10,100
Remarks: This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rentals are permitted with a 2-week minimum, and the property allows two pets with no weight restriction. Ideally located with views of both the Gulf of Mexico and the Intracoastal Waterway, this top-floor residence offers a wonderful combination of scenery, convenience, and lifestyle. Enjoy the waterfront setting from the pool area, take a short stroll to the beach each morning, or head out for sunset just blocks away. Dining, the post office, a waterfront recreation park, Madeira Beach City Hall, the library, grocery shopping, and more are all just steps away. This 2-bedroom, 2-bath condo is located on the 5th floor and is a prime end unit, offering added privacy along with extra windows that fill the home with natural Florida sunshine. High ceilings and a spacious floor plan enhance the bright, open feel, while the neutral color palette creates a clean and inviting interior. Everything is new. The large primary suite features an ensuite bath and walk-in closet. A washer and dryer are conveniently located inside the unit. Additional amenities include interior lobby elevators, a gated community, key fob entry, and under-building garage parking with storage space.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Greg Mallare (727-492-1336)
14900 GULF BLVD #304, MADEIRA BEACH, FL 33708
$659,900104 Days on yellowkey MLS ID: TB8481663
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,200 Tax: $8,582 (2025)Community: Surfside South CondoCondo
Taxes:$8,582
Remarks: Stunning Gulf-front condo in the heart of Madeira Beach Surfside South building being offered fully furnished. Experience the ultimate beachfront lifestyle in this beautifully renovated two-bedroom, two-bath residence overlooking the breathtaking Gulf of America. From the moment you step through the front door, the mesmerizing blue waters draw you in through the open-concept family room and floor-to-ceiling hurricane impact sliders that lead to a large screened-in lanai. Enjoy expansive views of the white sandy beaches as you relax in your private outdoor oasis while taking in the tropical breezes and soothing sounds of the waves. Inside, the condo features stylish laminate flooring and a completely updated kitchen with white shaker cabinets, granite countertops with bar seating, and sleek black stainless steel appliances. The conveniently located laundry area includes a full-size washer and dryer set beneath a granite countertop, perfect for folding and organization. Wake up to spectacular Gulf views from the spacious owner’s suite, where floor-to-ceiling impact sliders open directly to the lanai, allowing you to enjoy the sights and sounds of the beach from your bed. The suite also features a generous walk-in closet and an updated ensuite bath with a granite-topped vanity and large walk-in shower. The guest bedroom is equally inviting with plantation shutters, laminate flooring, and a spacious walk-in closet currently utilized as an office. The updated guest bathroom includes a granite-topped vanity and a tub-shower combination. Additional highlights include a balcony storage closet, a screened lanai with hurricane shutters, and recent upgrades including impact sliders and windows (2022), HVAC (2022), water heater (2021), and an updated electrical service panel. This beachfront community offers a sparkling pool and is ideally located near restaurants, shopping, bars, and all the entertainment and boating activities of world-famous John’s Pass Village and Boardwalk. Don’t miss this rare opportunity to own your slice of Gulfside paradise—schedule your private tour today.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Jordan Rye (813-520-1211)
80 144TH AVE, MADEIRA BEACH, FL 33708
$597,50032 Days on yellowkey MLS ID: TB8504916
0 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1614 Built: 1948 Tax: $5,108 (2025)Community: Madeira Shores SubApartment
Taxes:$5,108
Remarks: Under contract-accepting backup offers. Welcome to the heart of Madeira Beach, where coastal lifestyle meets income potential with this fully updated, turnkey block construction TRIPLEX designed with investors in mind. Whether you’re looking to expand your portfolio, house-hack by living in one unit while generating income from the others, or securing a high-demand rental property near the Gulf, this opportunity checks all the boxes. From a numbers standpoint, major capital improvements have been made providing peace of mind for years to come. All work permitted and done right. Updates include three brand new HVAC systems, three new water heaters, three newer electric panels, a new multi-dimensional GAF roof in 11/2022, updated plumbing, and Missile D-rated low emissivity impact windows and openings throughout. All units feature raised GFCI-protected outlets, adding an extra layer of safety and compliance. All new flooring, cabinetry, bathrooms and kitchens. Fresh interior and exterior paint throughout. This is the kind of property where you can step in and start generating income without worrying about immediate big-ticket expenses. Each of the three units offers a 1-bedroom, 1-bathroom layout, all thoughtfully renovated with brand new tile flooring, modern soft-close cabinetry, and quartz countertops that appeal to today’s renters. Clean, consistent finishes across all units make management simple while maximizing rental appeal and value. Two units are identical in size and layout with the third unit toward the back being the larger of the three. Community Washer and Dryer on site with new hot water heater and hookups. Location is where this property truly shines. Positioned just across the street from the public beach access and powder sands of Mad Beach and a short distance from the energy of John’s Pass Village & Boardwalk, you’re in one of the most sought-after beach communities on Florida’s Gulf Coast. Tucked just off Gulf Boulevard, the setting offers that ideal balance of accessibility and privacy. Tenants and guests can stroll across the street to the beach, enjoy waterfront dining, explore boutique shopping, and take advantage of boating and premium inshore/offshore fishing all at your fingertips. Mad Beach Roc Park and the splash pad are absolute gems and offer abundant recreational activities. This is a location that consistently attracts seasonal renters and long-term tenants year-round. Madeira Beach continues to see strong rental demand thanks to its laid-back coastal lifestyle, walkability, and close proximity to both St. Petersburg and Clearwater, making it an ideal destination for a wide range of renters. Opportunities like this don’t come around often, now is your chance to invest in one of Florida’s most desirable beachside communities.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Stewart Devore (727-434-9468)
15462 GULF BLVD #601, MADEIRA BEACH, FL 33708
$995,000128 Days on yellowkey MLS ID: TB8473069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1978 Tax: $5,621 (2024)Community: Surfside Tower CondoCondo
Taxes:$5,621
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)
14048 GULF BLVD #202, MADEIRA BEACH, FL 33708
$2,625,00045 Days on yellowkey MLS ID: TB8502625
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1791 Built: 2026 Tax: $40,552 (2025)Community: Gulf Shores 2Nd AddSpa: YesCondo
Taxes:$40,552
Remarks: One or more photo(s) has been virtually staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units each floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features three spacious bedrooms and three elegant bathrooms. Inside, you’ll find a thoughtfully curated interior, including wood tile flooring with sound mat underlay, luxury carpet in the second bedroom and den, and tile in the bathrooms. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub. Outside, the amenities continue with a beachfront pool and spa, an expansive sun deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living!
14048 GULF BLVD #201, MADEIRA BEACH, FL 33708
$2,729,000381 Days on yellowkey MLS ID: TB8389675
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2330 Built: 2026 Tax: $42,862 (2024)Community: Gulf Shores 2Nd AddSpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living!
13434 1ST ST E, MADEIRA BEACH, FL 33708
$449,900361 Days on yellowkey MLS ID: A4656281
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 1352 Built: 1960 Tax: $7,907 (2024)Community: Mitchells Beach RevApartment
Taxes:$7,907
Remarks: Short Sale. Prime location just steps from the sand—this 4 bed, 2 bath duplex sits in the heart of Madeira Beach, surrounded by thriving short-term rentals. Demo’d post-Hurricane Milton, it's a blank canvas ready for your vision. Each unit offers 2 bedrooms, 1 bath, plus covered parking and private storage—a rare find this close to the beach. New roof in 2024. County water/sewer in place. No HOA. No flood elevation requirement per FEMA—huge savings for your renovation budget. Zoned R-2 with a 3-month minimum lease, this property gives you flexibility to rent both units, live in one and rent the other, or renovate and resell. Cash or hard money only—bring your contractor and your checkbook.
Listing is courtesy of: MCKAY MANAGEMENT & REALTY (815-483-5052)
Listing Agent: Irina Mckay (815-483-5052)
245 MEDALLION BLVD #G, MADEIRA BEACH, FL 33708
$299,00017 Days on yellowkey MLS ID: TB8512634
1 Days Off yellowkey (back on 6/4/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1973 Tax: $1,273 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$1,273
Remarks: Under contract-accepting backup offers. WATERFRONT CONDO WITH LARGE (12’x45’) DEEDED BOAT SLIP #29. Experience peace of mind in this high and dry second-floor condo - no flooding concerns here! This centrally located, close to the pools & clubhouse unit features a covered waterfront patio with a private staircase that offers a lovely view of your boat slip. New A/C in 2025 & 3 years old water heater. The Madeira Beach Yacht Club (MBYC) permits 7-day rentals, ensuring excellent potential for investment returns. Whether you seek an investment opportunity, a charming second home, or a cozy primary residence, this property fits the bill perfectly. Enjoy the convenience of walking to local amenities, including the library, the weekly market on Madeira Way, and a variety of restaurants, ice cream shops, drugstores, and grocery stores. The stunning Madeira Beach is just a stone’s throw away, and ROC Park, located next door, hosts engaging community events such as the popular Kingfish tournaments. You'll also find basketball, tennis, and pickleball courts, as well as baseball and soccer fields, a playground, splash pad, and a dog park - all just steps from your door. For an added adventure, hop on the trolley for a delightful ride to the world-famous Johns Pass, only a mile away. MBYC offers fantastic amenities, including two heated pools, four fishing piers, and a clubhouse for your leisure and enjoyment. Don't miss the chance to make this coastal gem your own!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dave Lewis (727-278-4761)
256 144TH AVE, MADEIRA BEACH, FL 33708
$399,000292 Days on yellowkey MLS ID: A4663116
4 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 1404 Built: 1950 Tax: $7,456 (2024)Community: Madeira Shores 1St AddSpa: NoApartment
Taxes:$7,456
Middle School: Madeira Beach Middle-PN
Remarks: Under contract-accepting backup offers. Price Reduction – Motivated Seller Oversized Corner Lot with Multi-Family Zoning in Madeira Beach - 256 144th St, Madeira Beach, FL 33708 Rare opportunity to purchase an 81x70 corner lot in a prime Madeira Beach location. Zoned for single-family or duplex, this larger-than-average lot offers flexibility for redevelopment or renovation. There is an existing structure on the property, which sustained damage during Hurricane Milton. The home is currently uninhabitable but may be a candidate for restoration with proper repairs and approvals. Buyers are encouraged to perform their own due diligence. The property is located walking distance to the beach, waterfront dining, shopping, and recreational amenities—making it an excellent option for future rental, investment, or primary residence. The seller is actively seeking a buyer and is ready to consider reasonable offers. A conceptual rendering is provided for inspiration only; any plans must be reviewed and approved by the city of Madeira Beach. Property Details - Zoning: Residential – Single-Family or Duplex - Lot Dimensions: 81x70 (public records) - Corner lot - Existing structure (storm-damaged; condition to be evaluated) - Close to beach, restaurants, marinas, and shops - Seller is motivated to sell
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
15208 GULF BLVD #601, MADEIRA BEACH, FL 33708
$3,000,00023 Days on yellowkey MLS ID: TB8502496
REDUCED by $200,000 (6.3%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3400 Built: 2005 Tax: $27,909 (2025)Community: Sereno CondoSpa: YesCondo
Taxes:$27,909
Remarks: Crowning the top floor of Sereno, this southwest corner penthouse commands a rare position—one where the Gulf unfolds endlessly and the coastline stretches uninterrupted, untouched by neighboring towers. It is, quite simply, the most expansive residence in the building. Encompassing 3,420 square feet, the home is both grand and composed. Volume ceilings finished with crown molding and wide-plank wood floors create a sense of quiet sophistication. Floor to ceiling glass dissolves the boundary between interior and the Gulf. At the heart of the residence, a beautifully scaled kitchen with an oversized island and breakfast bar invites both intimate mornings and effortless entertaining. The primary suite is a private sanctuary, opening directly to a Gulf-front terrace where sunrise and sunset become daily rituals. Primary bath features double vanities, a walk in shower and travertine marble flooring. Two guest suites, each with en-suite baths, offer refined accommodations, while a flexible fourth bedroom or media lounge adapts to the rhythm of the home. Additional terraces reveal a softer vantage point—overlooking the calm waters of Boca Ciega Bay. Set along one of Madeira Beach’s most coveted stretches of sand, Sereno is a study in understated coastal modernism. With over four acres of pristine Gulf frontage and nearly 480 feet of uninterrupted shoreline, the six-story midrise is intentionally scaled for discretion and privacy. Just 44 residences share this address, fostering a sense of space and tranquility rarely found along Florida’s coastline. Two secured garage spaces and private storage—conveniently positioned near the pool and direct beach access—complete the offering.
Listing is courtesy of: DOIRON REALTY INC (727-391-2829)
Listing Agent: Pete Doiron (727-391-2829)
15000 GULF BLVD #1108, MADEIRA BEACH, FL 33708
$930,00089 Days on yellowkey MLS ID: TB8487325
REDUCED by $45,000 (4.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1225 Built: 1981 Tax: $10,599 (2025)Community: Ocean Sands Two CondoSpa: YesCondo
Taxes:$10,599
Remarks: Welcome to Ocean Sands, a highly sought-after, impeccably managed, pet-friendly condominium community offering a luxurious resort-style lifestyle on the beautiful Gulf of America. This fully furnished CORNER UNIT features breathtaking panoramic Gulf views and is equipped with newer hurricane-impact windows and three-door panoramic sliders in the primary bedroom and living room. Whether relaxing inside or enjoying the expansive 30-foot balcony, you and your guests can take in the stunning scenery and refreshing coastal breezes. Inside, the residence showcases a thoughtfully designed open floor plan with durable porcelain tile flooring throughout. Coastal charm is reflected throughout the home. The spacious kitchen features solid wood cabinetry, a breakfast bar, and a comfortable eat-in area. Both bathrooms have been tastefully updated. The primary suite offers a private retreat with a generous walk-in closet, an oversized vanity, and a large walk-in shower. Residents can enjoy a variety of resort-style amenities, including a spacious heated pool, relaxing hot tub, and a large sun deck. Outdoor features include a grill and tiki bar area, shuffleboard courts, and plenty of lounge chairs for soaking up the Florida sunshine. This property is perfect as a beachside getaway, full-time residence, or an excellent short-term rental investment, with a flexible two-week minimum rental policy. Ocean Sands also provides covered parking, secure bicycle storage, and additional private storage for residents. Located in the vibrant coastal community of Madeira Beach, you’ll be just minutes from the famous John’s Pass Village & Boardwalk, known for its waterfront dining, unique shops, fishing charters, and endless entertainment. MILESTONE INSPECTION COMPLETED!
Listing is courtesy of: THE BASEL HOUSE (813-867-4063)
Listing Agent: Grant Vreeland (305-767-8722)
14900 GULF BLVD #410, MADEIRA BEACH, FL 33708
$724,90078 Days on yellowkey MLS ID: TB8490975
REDUCED by $5,000 (0.7%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,233 Tax: $5,163 (2025)Community: Surfside South CondoSpa: YesCondo
Taxes:$5,163
Remarks: Welcome to paradise! Enjoy sunsets and coastal breezes! This beautifully updated 2-bedroom, 2-bathroom condo is perfectly positioned on the Gulf of Mexico in the heart of Madeira Beach. Enjoy direct access to pristine white sandy beaches, or take a short stroll to the Intracoastal Waterway, local favorites like Daiquiri Shak, sushi spots, rooftop lounges, tiki bars, and vibrant shopping and dining. The community offers a newly renovated (2026) resort-style pool and spa, complete with an outdoor shower—perfect after a day at the beach. Secure building and pool access, beach access as well as 1 assigned parking spot + plenty of guest spots. Secure Mail/Package area. Exterior of the building freshly painted. Pet friendly. Turn-key and ready for move in! Perfect for a primary residence, seasonal owners, or investment. Inside, the light and bright kitchen was fully renovated in 2019 and features quartz countertops, white cabinetry, pantry with pull-out drawers, recessed and under-cabinet LED lighting, and stainless appliances including a new refrigerator (2025). The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining. Additional upgrades include a new A/C (2020), hurricane shutters with remote-controlled motors (updated 2023/2025), and ceramic tile flooring throughout. Both bedrooms offer walk-in closets, with updated tile flooring in the primary (2022) and guest (2018). The primary en-suite bath features a private layout with glass block accents, comfort-height vanity, and updated fixtures, while the guest bath has been refreshed with a new vanity, sink, and valves. Washer/Dryer in the unit. All appliances convey. Bring your flip flops! Relax and unwind on the spacious screened lanai with removable panels, perfect for enjoying coastal breezes year-round. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this condo delivers the ultimate Florida lifestyle.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Kimberly Bergin (727-677-8494)
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