Location: Madeira Beach , 33708
Do Not Show Listings
13343 GULF BLVD #14, MADEIRA BEACH, FL 33708
$275,00027 Days on yellowkey MLS ID: TB8507789
0 Days Off yellowkey (back on 6/9/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 414 Built: 1950Monthly Fee: $715 Tax: $1,444 (2025)Community: Wave Resort CondoSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,444
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. BEACH CONDO! This bright and beautifully turnkey second floor condo is located at The Wave Resort features 1 bedroom with a king bed, 1 full bathroom with a large shower, and spacious closets in the bedroom and bathroom. The open concept living and kitchen area offers plenty of natural light, updated flooring, and a comfortable layout perfect for relaxing coastal living. The living area includes a pull out sofa for additional guests, along with a cozy dining area ideal for enjoying your morning coffee before heading to the beach. Located just steps from the beach, simply take the crosswalk across the street to enjoy sandy beaches and breathtaking sunsets. Conveniently located near shopping, and local attractions, this condo is perfect as a personal beach getaway or an excelled vacation rental investment opportunity. Guests also have access to the newly renovated community pool. Don’t miss your chance to own your own slice of paradise!
Listing is courtesy of: SIGNATURE REALTY ASSOCIATES (813-689-3115)
Listing Agent: Sandra Ferren (813-484-0648)
601 AMERICAN LEGION DR #26, MADEIRA BEACH, FL 33708
$229,00071 Days on yellowkey MLS ID: TB8491936
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $20,000 (8.0%) on 05/11/2026
Bed: Bath: 0.0 Built: 2015 Tax: $1,925 (2025)Community: Harborside Boat Club Of Madeira Beach CondoDock-Rackominium
Taxes:$1,925
Remarks: Exceptional opportunity to acquire a 40'x18' deep water boat slip at Harborside Marina in picturesque Madeira Beach, situated directly on the Intracoastal Waterway, just north of the Tom Stuart Causeway. The marina features gated access and an onsite dockmaster. A brand new 15,000 lb lift is included. Owners have the option to join the Captains Club for an additional fee, which provides access to the adjacent Courtyard Marriott Hotel's facilities, including a fitness center, coin-operated laundry, swimming pool, and discounts on hotel rooms and food and beverages at the bistro.
Listing is courtesy of: CENTURY 21 EXECUTIVE TEAM (813-961-8637)
Listing Agent: Chris Remmert (813-732-4649)
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 is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
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
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
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)
11273 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$424,900112 Days on yellowkey MLS ID: TB8478866
REDUCED by $10,000 (2.3%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1524 Built: 2002Monthly Fee: $420 Tax: $5,946 (2025)Community: Kapok GrandTownhouse
Taxes:$5,946
Middle School: Osceola Middle-PN
Remarks: PRICED TO IMPRESS! This 3-bedroom, 2-1/2 bath townhome with an oversized 1-car garage offers 1524 square feet of living space and PRICED TO SELL! Located in Kapok Grand townhome community, just minutes from the white sands of Madeira Beach, the turn-key home offers an open floor plan with a spacious kitchen, first floor half bath, screened lanai, a roomy Primary suite with an oversized walk-in closet, and much more. The kitchen features ample granite counter space, high-end SS appliances, solid wood cabinets, a closet pantry and space for a breakfast table. The living room and dining room is brightened by natural light coming through the triple-panel sliding glass doors that open onto the lanai. Have your morning coffees or enjoy dinner on the patio. The first floor also includes the half bath and the 22'x10' garage with an additional kick-out space for your workbench or extra storage. The second floor boasts the Primary suite, 2 guest bedrooms, the guest bathroom and a conveniently located laundry closet. The Primary suite features vaulted ceilings, a true 9'x8' walk-in closet and a private bathroom with walk-in shower. The location of the second bathroom, and two guest bedrooms act as a split floorplan with closets and laundry separating them. The third bedroom is ideal for additional family members, visitors or utilize the space as a home office, an upstairs living room or an in-home workout room. Other features include a central vacuum system, a stair lift for easy accessibility (removeable if not needed), and front storm door. The Kapok Grand is a pet friendly gated community with a crystal-clear heated pool, fitness center, game room/meeting area, and library. The low HOA fee includes basic cable, high speed internet, exterior pest control, grounds maintenance and garbage pickup. Located just minutes from the shops and restaurants at Seminole City Center, the Gulf Beaches, John's Pass and everything the area has to offer. Make this Florida hotspot your forever getaway today!
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Bert Morrison (727-415-4832)
400 150TH AVE #207, MADEIRA BEACH, FL 33708
$1,150,00077 Days on yellowkey MLS ID: TB8491179
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1727 Built: 2024 Tax: $14,462 (2025)Community: Residences At Town Center CondoSpa: YesCondo
Taxes:$14,462
Remarks: Indulge in Elevated Coastal Luxury in this Like-New, Waterfront End Unit Condo at The Residences at Town Center, an EXCLUSIVE 27-unit waterfront enclave in the HEART of Madeira Beach. Perched on the second-floor corner with expansive Harbor and Intracoastal views, this 3BR, 3BA Coastal contemporary, END UNIT residence offers over 1800 sq ft of refined interior living plus a 28-ft balcony that captures glowing sunsets and gentle waterside breezes. Also included is a private rooftop cabana (17) with sweeping Bay views, two under-building parking spaces and a dedicated storage room. Inside this LUMINOUS corner residence of distinction, the open-concept design is both elegant and inviting with expanded windows, elevated finishes, and the effortless charm of refined beachside living with soaring 10-ft ceilings all creating a light-filled, sophisticated atmosphere. The designer seaside-luxury Kitchen showcases quartz countertops, solid surface backsplash, solid wood 42-inch custom cabinetry, stainless steel appliances, entertainment sized center island and elegant finishes that amplify everyday living. Other design-forward interior finishes with refined beachside elegance include porcelain tile plank flooring, impact-rated windows and doors, plantation shutters, electric shades, a large utility room with full sized washer & dryer and a thoughtfully designed split-bedroom layout to include a waterfront Primary Suite with a spa-like bath and walk-in closet that will provide both comfort and privacy along with a sense of quiet exclusivity. This boutique waterfront community built in 2024 offers resort-style amenities including a heated waterfront Inground pool and spa, fitness center, community center / clubhouse with a full kitchen and a spectacular rooftop terrace with 360-degree views stretching from the Gulf beaches to the downtown St. Petersburg skyline. Two assigned, under-building and ample guest parking spaces along with golf cart parking and pet-friendly policies with no size restrictions enhance the effortless lifestyle. Located steps from local dining, boutique shopping, the upcoming Beachmaker Resort by Marriott, and the sugar-soft sands of Madeira Beach, this EXQUISITE residence delivers an unparalleled blend of luxury, convenience, and coastal serenity. With 30-day minimum rentals, it offers exceptional flexibility for full-time living, a seasonal retreat, or investment potential. The Residences at Town Center, where elevated design, tranquil water views, and resort-style amenities come together for an UNMATCHED coastal lifestyle.
Listing Agent: Rich Rippetoe (727-902-1437)
14800 GULF BLVD #205, MADEIRA BEACH, FL 33708
$929,90011 Days on yellowkey MLS ID: TB8504417
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1975 Tax: $4,531 (2025)Community: Madeira Vista CondoSpa: NoCondo
Taxes:$4,531
Remarks: Wake up to the Gulf of Mexico. Every morning. From your king-size bed. Welcome to 14800 Gulf Blvd #205 — a rare, fully remodeled Gulf-front residence at Madeira Vista Condominium that delivers one of Madeira Beach's most coveted lifestyle-investment combinations: unobstructed direct beach views, luxury finishes throughout, and a proven $80,000–$100,000 annual rental income engine — all in a milestone-inspected building purpose-built for the income investor. Note: non-warrantable building (weekly STR concentration); financing via cash, DSCR, or portfolio lenders. This stunning 2-bedroom, 2-bathroom condominium spans approximately 1,210 square feet and features a dual king-size ensuite bedroom layout — a rare configuration that commands premium nightly rates from the most discerning short-term rental guests. The luxury full renovation leaves nothing to update: premium tile flooring, custom cabinetry, high-end fixtures, and beautifully appointed kitchen and bathrooms deliver a quality of finish rarely found at this price point. Hurricane-impact glass windows provide peace of mind and insurance-favorable compliance. An in-unit washer/dryer — uncommon in Madeira Beach buildings — adds everyday convenience that guests and owners alike treasure. Delivered fully furnished and turn-key, the property is ready for immediate occupancy or rental activation. Madeira Beach permits weekly short-term rentals (7-day minimum), and the building's in-house rental management program provides a seamless, plug-and-play income solution for absentee investors. With peak-season weekly rates of $3,000–$4,500 and a year-round occupancy track record, this is a genuine income-producing coastal asset. Community amenities include a heated pool, direct beach access, covered parking, and and two elevators. Madeira Vista Condominium has completed its milestone structural inspection under Florida SB 4-D — eliminating structural uncertainty and satisfying Florida's SB 4-D mandate. Non-warrantable building (weekly STR); financing via cash, DSCR, or portfolio lenders. Located steps from John's Pass Village & Boardwalk, 35 minutes to Tampa International Airport, and 20 minutes to St. Pete–Clearwater Airport, this is Madeira Beach at its absolute finest. Offered at $929,900 — Schedule your private showing today.
Listing is courtesy of: PREMIER COMMUNITY REALTY INC (727-808-1288)
Listing Agent: Brett Schroder (727-808-1288)
15462 GULF BLVD #406, MADEIRA BEACH, FL 33708
$799,00082 Days on yellowkey MLS ID: TB8489165
REDUCED by $21,000 (2.6%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1978 Tax: $10,751 (2025)Community: Surfside Tower CondoSpa: YesCondo
Taxes:$10,751
Remarks: Wake up to the beauty of the Gulf in this stunning direct beachfront 2-bedroom, 2-bath condominium offering approximately 1,100 square feet of coastal comfort, breathtaking views, and the soothing sound of waves just beyond your balcony. Perfectly positioned directly on the shores of Madeira Beach, this Gulf-front residence delivers the kind of lifestyle buyers dream about — where the beach feels like your backyard and every day ends with a spectacular sunset. Inside, the condo is bright, welcoming, and thoughtfully designed to maximize the view. The living space flows seamlessly to a spacious screened balcony that extends across both the living room and the primary bedroom, creating an effortless indoor-outdoor connection and a front-row seat to the Gulf and horizon. Premium luxury vinyl flooring adds a stylish, upscale touch, while the in-unit washer and dryer provide everyday convenience. Both bedrooms feature their own en-suite bathrooms, offering comfort and privacy, and the primary suite is especially inviting with direct balcony access and beautiful Gulf views from the moment you wake up. Beyond the residence itself, the community enhances the beachfront lifestyle with desirable amenities including a pool, hot tub, clubhouse, and fitness center — all designed to make everyday living feel more like a getaway. The condo fees also include several valuable essentials, such as cable TV, internet, water, flood insurance, and more, adding convenience and helping to simplify ownership. Whether you are searching for a full-time beachfront residence, a seasonal retreat, or a property with income-producing potential, this condo offers exceptional flexibility. Enjoy it for part of the year and rent it during the months you are away to help offset ownership costs. Ideally located near the dining, shopping, and entertainment of John’s Pass, while still offering the peace and beauty of true beachfront living, this is more than a condo — it is your opportunity to own your own piece of paradise on Madeira Beach.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-643-9977)
Listing Agent: Michael Williams (813-704-1075)
273 REX PL #G, MADEIRA BEACH, FL 33708
$299,000115 Days on yellowkey MLS ID: O6383368
2 Days Off yellowkey (back on 6/8/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 665 Built: 1973 Tax: $3,475 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,475
Remarks: Under contract-accepting backup offers. What could be a better place to call home with your own deeded boat slip! Great 2nd floor, end unit condo, with oversized balcony in the desirable gated community at Madeira Beach Yacht Club. This condo offers many great features like walk-in laundry room, walk-in closet in the bedroom, and 2026 HVAC. No hurricane damage since it’s second floor. This unit can generate income if you wish as well! The BOAT SLIP offers a 13,000lb lift. Take a walk on the beautiful paths along the intracoastal waterway while watching the dolphins play! Madeira Beach Yacht Club offers the very best in Florida living, offering two heated pools, workout facility, hot tub, sauna, game room, library and so much more. Not to mention, STEPS away from the amazing GULF and Madeira Beach Access just across the street! Want to do some fun activities in addition to what the complex offers, just walk across the street to one of the most desired community parks (R.O.C Park), which offers public access to Tennis, Pickleball, Baseball, Basketball, fishing pier, dog park, playground and splash pad! Everything is a short distance, with multiple bars and restaurants, and is less than 2 miles from famed John’s Pass. furnishings and Harris Crowne 250 tri tune boat as pictured on the lift negotiable.
Listing is courtesy of: FLORIDA REALTY EXCHANGE LLC (888-491-8992)
Listing Agent: Jessica Mckinney (407-223-4142)
399 150TH AVE #218, MADEIRA BEACH, FL 33708
$565,000221 Days on yellowkey MLS ID: TB8443727
1 Days Off yellowkey (back on 5/1/2026)
REDUCED by $10,000 (1.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 1997 Tax: $7,751 (2024)Community: Madeira Cove CondoCondo
Taxes:$7,751
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Tax Year: 2024
Middle School: Madeira Beach Middle-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. SELLER IS OFFERING 3 MONTHS OF HOA PMTS. TO BUYER AT TIME OF CLOSING!! ALL AGES ARE WELCOME to Madeira Cove BUILDING "C" UNIT #218—A Front-Row Seat to Waterfront Living. If the view is what you’ve been waiting for, this is the only one in Madeira Cove with direct water views from the balcony. Perfectly positioned along the tranquil Boca Ciega Intracoastal Waterway, this residence offers one of the most breathtaking and unobstructed water views in all of Madeira Cove. From the moment you step inside, your eyes are drawn across shimmering blue water stretching wide to the horizon. This two-bedroom, two-bathroom condo includes covered parking conveniently located near the secured elevators and features a spacious split floor plan with two private owner’s suites, each with its own bathroom. A versatile den/office includes a washer and dryer for added convenience. Your oversized private balcony becomes a true extension of your living space—a daily backdrop of glowing sunrises. Newly Installed Luxury Vinyl Plank floors in Living room and bedrooms. Watch dolphins play in the channel, manatees glide peacefully below, seabirds soar overhead, and boats cruise by from morning to dusk. In the evening, enjoy the peaceful reflections of lights dancing across the water. This is waterfront living at its finest. The primary suite was designed to showcase the scenery, offering stunning panoramic water views right from your bed. Sliding glass doors open directly to the balcony with electric hurricane shutters, providing security and peace of mind without compromising the view. The AC is from 2021, and the water heater is from 2020; this will bring peace of mind to the new buyers. The chef-ready kitchen features solid wood cabinetry, generous storage, and ample counter space—perfect for entertaining guests or enjoying relaxed evenings at home. Throughout, the home blends coastal elegance with comfortable Florida living. This home perfectly blends elegance with relaxed Florida living. The solid concrete block building provides peace of mind with secure elevator access, locked stairwells, and community surveillance. Resort-style amenities include a waterfront clubhouse with a wraparound deck for sunsets and gatherings. Heated pool, fitness center, picnic areas, and gas grills Kayak launch, marina access, and storage for your kayak Oversized assigned parking, guest parking, EV charging, and a car washing station Lending Library Madeira Cove is an all-ages community that allows two small pets (up to 25 lbs). Everything you need is just minutes away, including Madeira Beach, St. Pete Beach, Treasure Island, and John’s Pass shops, dining, and water sports. Fully funded with no pending assessments, this condo complies with all state regulations. The monthly fee covers water, sewer, trash, internet, cable, and building insurance. Whether you’re seeking a year-round paradise or seasonal retreat, this home offers luxury, convenience, and a front-row seat to Florida’s stunning waterways. Don’t wait—your waterfront dream can begin right now! Call today to arrange a private viewing, so schedule your private showing today.
Listing Agent: Melissa Vivenzio (813-531-1460)
14251 GULF BLVD #5, MADEIRA BEACH, FL 33708
$299,000212 Days on yellowkey MLS ID: TB8447020
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 393 Built: 1958 Tax: $3,087 (2024)Community: Tropic ShoresCondo
Taxes:$3,087
Remarks: Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH!
Listing is courtesy of: RE/MAX CHAMPIONS (813-945-4882)
Listing Agent: Rebecca Hardin (813-956-9058)
14040 MIRAMAR AVE, MADEIRA BEACH, FL 33708
$569,000103 Days on yellowkey MLS ID: TB8478388
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $30,000 (5.0%) on 05/27/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1557 Built: 1951 Tax: $4,865 (2025)Community: Gulf Shores 3Rd Add RepApartment
Taxes:$4,865
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. SIGNIFICANT PRICE IMPROVEMENT...GREAT INVESTOR PROPERTY FOR 2 RENTAL STREAMS....Or potentially rent out one side and occupy the other. ATTRACTIVELY REMODELED DUPLEX located just blocks from Madeira Beach. Unit 1 features 2 bedrooms, 1 full bath and Unit 2 offers 1 bedroom,1 full bath. This property has been restored in the wake of the 2024 hurricanes AND IS MOVE IN READY!! All permits and inspections have been filed and completed. The Kitchens features all new cabinets, quartz countertops, luxury vinyl flooring and brand-new LG stainless steel appliances. Both bathrooms include new vanities, tile floors, tile walls and hardware. The renovation project was permitted and inspected and included new luxury vinyl flooring (NO CARPET), drywall, baseboards, new electrical and fresh paint throughout the interior and exterior. The units have a newer roof (2021), 2 BRAND NEW WATER HEATERs and 2 BRAND NEW AC UNITS. The unit provides ample off-street parking, and an interior laundry area. A short walk to the Gulf's breathtaking white sand beaches. Enjoy all that Madeira Beach has to offer swimming, sunbathing, fishing, boating and water sports. With easy access to restaurants, shopping, and nightlife this property offers an incredible opportunity to invest in or live in one of Southwest Florida's premiere beach communities.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)
Listing Agent: Gerard Cecci (301-830-3428)
14950 GULF BLVD #805, MADEIRA BEACH, FL 33708
$399,900128 Days on yellowkey MLS ID: TB8472708
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 520 Built: 1980 Tax: $5,638 (2024)Community: Ocean Sands One CondoSpa: YesCondo
Taxes:$5,638
Remarks: NEW PRICE 6/3 AND WE ARE PRICED TO SELL. MADEIRA BEACH GULF FRONT STUDIO. Enjoy panoramic beach views an endless Florida sunsets from your private 14 foot balcony. This light and bright condo comes fully furnished, has a queen size murphy bed, storm shutters, newer A/C 2020 and an in unit washer/dryer. Extra storage is located on same floor by elevators. So many possibilities to make this beauty with an open concept floor plan your own. This is a sought after destination in this popular resort town . Walking distance to many restaurants, shops, drug and grocery stores, library, ROC park and just a mile to world famous Johns Pass Village. Ocean sands is a security building and offers resort style amenities including, expansive sun deck with shuffleboard, large beach front pool with heated spa, BBQ grills and a Tiki Bar.
Listing is courtesy of: SUN BEACH PROPERTIES (727-393-5555)
Listing Agent: Deborah Campbell (727-224-4303)
14013 MARGUERITE DR, MADEIRA BEACH, FL 33708
$675,00035 Days on yellowkey MLS ID: TB8505257
REDUCED by $25,000 (3.6%) on 06/08/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1516 Built: 1948 Tax: $6,000 (2025)Community: Gulf Shores 6Th Add RepApartment
Taxes:$6,000
Remarks: One or more photo(s) has been virtually staged. Price reduced to sell! Completely renovated triplex in desirable Madeira Beach. All work was done to code and permits are all completed and closed. Three units suitable for many options including multi-generational occupancy and/or rental income or whatever the new owners desire! Updates include completely remodeled kitchens with new stainless-steel appliances and new cabinetry, new lighting and plumbing fixtures, updated electrical, two mini-split systems in each unit, and new double-pane hurricane-impact windows. The largest unit is the middle unit which has some extra large windows and French doors in the spacious living room that exit to a patio space. All tile floors, zero carpet! No HOA fees! The shed contains a brand new washer and dryer with hookups already in place for future use. All work has been permitted to current codes and all inspections completed. The oversized backyard can be used for additional parking and/or outdoor enjoyment. This property is just a three-minute drive or less then a ten-minute walk to the beautiful sparkling beach! John's Pass and Treasure Island and many other nearby beaches, other local restaurants, beach and water-based activities like dolphin cruises, jet skiing and fishing charters. So many bars and other tourists and desirable attractions are either walking distance or a short drive away. Schedule a private tour of this property as soon as possible! A beach town gem especially with income potential like this property doesn’t come around very often!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lisa Mauriello (813-817-5537)
247 REX PL #H, MADEIRA BEACH, FL 33708
$372,00043 Days on yellowkey MLS ID: TB8502537
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1040 Built: 1973 Tax: $4,284 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoTownhouse
Taxes:$4,284
Remarks: Under contract-accepting backup offers. Welcome to your coastal retreat in the highly sought-after Madeira Beach Yacht Club community! This beautifully updated 2-bedroom, 1.5-bath second-floor townhouse offers the perfect blend of comfort, style, and investment potential. Step inside to discover a bright and inviting living space featuring modern finishes, updated flooring, cozy fireplace and a thoughtfully designed layout. The kitchen has been updated with contemporary white cabinets and a quartz countertop featuring a breakfast bar, making it ideal for both everyday living and entertaining. Spacious closets and half bath on this level. Upstairs offers two spacious bedrooms that provide a relaxing escape, while the full bath and washer and dryer on the same level add functionality for guests and owners alike. What truly sets this property apart is its flexibility—short-term rentals are allowed with a minimum one-week stay, making it an excellent opportunity for income generation or a personal vacation getaway. Residents of the gated Madeira Beach Yacht Club community enjoy resort-style amenities, including multiple heated pools, a hot tub, a fitness center, clubhouse, fishing docks, and scenic walking paths along the Intracoastal Waterway. Right across the street is the municipal library and R. O. C park with tennis and pickleball courts, a splash pad, soccer fields, playground, basketball courts, baseball fields, a dog park and a path leading to the long pier overlooking the Intercoastal waterway. A short walk or bike ride to the pristine sands of Madeira Beach, as well as local dining, shopping, and entertainment. Upgrades include Newer HVAC approx. 4 years new, Roof recently replaced 2026, and new water heater. Whether you're looking for a primary residence, vacation home, or income-producing property, this turnkey townhouse checks all the boxes for relaxed coastal living.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Michelle Cline, Pa (727-424-1108)
14016 E PARSLEY DR, MADEIRA BEACH, FL 33708
$549,00021 Days on yellowkey MLS ID: TB8511104
REDUCED by $30,000 (5.2%) on 06/08/2026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1008 Built: 1948 Tax: $5,919 (2025)Community: Gulf Shores 6Th Add RepApartment
Taxes:$5,919
Remarks: Newly listed. This duplex is only blocks from the beach and has been completely remodeled. New kitchen appliances, cabinets, tile flooring, interior washer/dryer hook up, AC mini splits in both living room and bedroom, freshly painted inside and out. Rent average is $1900 per side. Oversized lot with plenty of parking and back yard.
Listing is courtesy of: BEST BEACH RENTALS & SALES PA (727-744-7447)
Listing Agent: Garth Marsh (727-744-7447)
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)
230 MEDALLION BLVD #G, MADEIRA BEACH, FL 33708
$450,000399 Days on yellowkey MLS ID: TB8383612
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 903 Built: 1973 Tax: $745 (2024)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$745
Remarks: You won't believe your when you see this condo! Meticulous kept and updated condo STEPS TO THE BEACH at the Madeira Beach Yacht Club! This amazing 2 BED/ 1 BATH unit is on the second floor and remained high and dry for 40 years with NO DAMAGE. Newer stainless steel appliances, a beautifully remodeled bathroom that is accessible easily from both bedrooms and an HVAC that is 5 years old make this condo move in ready. Storage is not a problem with a spacious attic and a balcony welcomes you to enjoy your morning coffee. Building 230 is located adjacent to the pool to keep you cool in the summer (and heated for your enjoyment in the winter) and the beach are only STEPS AWAY. No need for a car as everything is a short stroll including groceries, the library, shopping, beach access, and some amazing restaurants. R.O.C. park is right next door with pickleball, basketball, soccer fields, baseball diamond, tennis, playground, water park and summer concerts under the stars!!! For more fun, you can hop on the Jolly Trolley which runs a 12 mile span from Clearwater Beach to Pasagrille Beach. Boat slips are eligible for purchase as well for condo owners. But why leave the property, there are 4 fishing piers, 2 pools (one next to the unit), a billiard room, 2 exercise rooms, 2 sauna rooms, spa, a business center, a game room, and the clubhouse (due to be renovated). RENOVATIONS are underway NOW on first story units and some of the common areas, but prices will go up once work is complete! This is the perfect family vacation condo, full time beach living home or investment property with 7 or more day rentals. FULL-TIME ASSOCIATION MANAGEMENT ON-SITE. COMMUNITY MILESTONE INSPECTION PASSED and SIRS RESERVE STUDY COMPLETED! ACT NOW before all the lower level units are renovated and prices go UP on this POPULAR VACATION COMMUNITY!
Listing is courtesy of: 1 LOOK REAL ESTATE OF FL (678-938-5205)
Listing Agent: Teresa Ryan (678-938-5205)
15462 GULF BLVD #603, MADEIRA BEACH, FL 33708
$689,900109 Days on yellowkey MLS ID: TB8477677
REDUCED by $5,100 (0.7%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $10,668 (2025)Community: Surfside Tower CondoCondo
Taxes:$10,668
Remarks: Gulf Front Condo for Sale in Madeira Beach FL - 2 Bedroom Beachfront at Surfside Tower and Monthly Rentals Allowed. Experience breathtaking, unobstructed Gulf views from this beautifully maintained 2 BR, 2 BA beachfront condo in Madeira Beach, Florida. Located on the 6th floor of Surfside Tower Condo, this direct Gulf-front residence offers panoramic views of the Gulf and Madeira Beach’s renowned white sand shoreline. Situated in desirable Madeira Beach, this condo delivers the ultimate Florida beachfront lifestyle. This a highly desirable Madeira Beach investment property offers strong income potential. Whether you're searching for a Gulf-front vacation rental, seasonal retreat, or full-time beachfront residence, this property checks every box. The spacious Kitchen features ample cabinetry, beautiful water views, and an in-unit washer and dryer for everyday convenience. The open-concept living and dining area flows seamlessly to a large private beachfront balcony (lanai), perfect for outdoor dining, entertaining, and relaxing while enjoying spectacular sunrises and unforgettable Gulf sunsets. Hurricane shutters provide added protection and peace of mind. The primary suite offers direct beach views, a walk-in closet, and a private ensuite bath. The oversized second bedroom also includes a walk-in closet, providing generous storage and an ensuite bath also. Surfside Tower amenities include: a heated beachfront pool and spa, updated pool deck, pavers, and new fencing, a Fitness center, Billiards room and card room, ping pong, and a library also. There's also a Recreation room with Kitchen for private events. Priced below market value, this unit features covered carport parking and is a rare opportunity to own a direct beachfront condo in Madeira Beach with Gulf views. Schedule your private showing today and make beachfront living on Madeira Beach your reality.
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Madonna Steinlage (727-420-7620)
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
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 Agent: Tina Herrell (727-251-6630)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.