Location: Madeira Beach , 33708
Do Not Show Listings
256 144TH AVE, MADEIRA BEACH, FL 33708
$399,000296 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,456
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
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
$3,000,00027 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
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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
$930,00093 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
Middle School: Seminole Middle-PN
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
$724,90082 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)
100 144TH AVE, MADEIRA BEACH, FL 33708
$859,000365 Days on yellowkey MLS ID: TB8397956
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2040 Built: 1953 Tax: $8,303 (2024)Community: Madeira Shores SubSpa: NoMulti-Family 5+
Taxes:$8,303
Remarks: Owner financing available .
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller, Iii (727-586-1497)
13440 1ST ST E, MADEIRA BEACH, FL 33708
$675,00026 Days on yellowkey MLS ID: TB8511506
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1378 Built: 1958 Tax: $4,857 (2025)Community: Mitchell's Beach RevisedApartment
Taxes:$4,857
Remarks: Welcome home to this fantastic duplex on Madeira Beach, located just 5 blocks from world famous Johns Pass! This investment opportunity is situated perfectly and is located only 1 block to a public beach access and 1 block to a neighborhood park on the bay side. Step inside and fall in love with this light and bright gem, both units feature open living designs and spacious bedrooms. There are 2 separate laundry/storage rooms and there is a double carport on the beach side unit and a 4 car wide concrete parking pad for the bay side unit. Updates are numerous and done to an extreme high level that must be seen in person to fully appreciate! They include the flooring, full kitchen remodels, bathroom remodels, double pane vinyl windows, new base trim and interior doors, fiberglass exterior doors and a new shingle roof in 2025 (Car-port roof not included). Step out back and see where this residence really shines, there is a double wide carport giving ample space in the shade while still allowing space for parking. This duplex has a truly special feel to it; you will love sitting outside and relaxing while enjoying the sea breezes in the shade. This opportunity would be perfect for an owner occupant on one side and rental on the other. Madeira beach allows seasonal 3-month rentals. This is a special property that must be seen in person to fully appreciate, hurry do not miss it!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Mark Murphy (727-692-6275)
410 VIRGINIA AVE, MADEIRA BEACH, FL 33708
$450,500203 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)
15405 GULF BLVD #B2, MADEIRA BEACH, FL 33708
$1,400,000212 Days on yellowkey MLS ID: TB8448915
REDUCED by $50,000 (3.4%) on 04/14/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2706 Built: 2025Monthly Fee: $1,357 Tax: $25,035 (2024)Community: Azul Twnhms CondoTownhouse
Taxes:$25,035
Remarks: ***Seller Motivated*** Welcome to Azul Townhomes in Madeira Beach. This spacious 5 bedroom, 4 bath residence offers three levels of living plus a large rooftop terrace designed for outdoor entertaining. Located just steps from beach access and the community pool, it serves as an excellent primary home, vacation property, or income producing rental. Approved for short term rentals on a daily, nightly, or weekly basis, it offers strong potential for Airbnb or other rental platforms. Inside, the open layout features high ceilings and abundant natural light. The kitchen includes white shaker cabinetry, quartz countertops, stainless steel appliances, a deep stainless sink, a large center island, and a coastal blue tile backsplash. Luxury vinyl plank flooring extends throughout the main living areas for durability and style. The main living space, guest rooms, and private primary suite are spread across the second and third floors. A balcony off the living area provides a comfortable outdoor extension of the main level. The rooftop terrace offers additional outdoor living space with room for seating, a hot tub, and a future wet bar if desired. The oversized 3 car tandem garage features an epoxy coated floor, excellent storage space, and direct access to the interior stairway and private elevator. This residence combines modern coastal finishes, flexible rental options, and a prime location close to the beach. Schedule your private showing today. - Lets update this listing description to highlight nightly rentals and great for Airbnb as well as seller motivated closer to the top. Also add community pool and the home can also be homesteaded as a primary residence.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Christopher Schaefer Ii (813-702-9986)
725 SUNSET CV, MADEIRA BEACH, FL 33708
$499,999314 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)
14950 GULF BLVD #503, MADEIRA BEACH, FL 33708
$1,224,000277 Days on yellowkey MLS ID: TB8427247
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1225 Built: 1980 Tax: $11,820 (2024)Community: Ocean Sands One CondoCondo
Taxes:$11,820
Remarks: Architectural Digest on the Gulf Welcome to a residence where design and coastal beauty meet in perfect harmony. This exquisite 2-bedroom, 2-bath condo has been elevated to a standard worthy of Architectural Digest, with every detail thoughtfully curated and every finish chosen for both sophistication and comfort. At the heart of the home, the gourmet kitchen impresses with a striking island, custom cabinetry, wine bar, and professional-grade stainless steel appliances. Wide-open living and dining spaces are framed by brand-new hurricane-rated windows and sliding doors, showcasing breathtaking, unobstructed views of the Gulf of Mexico. The primary suite is a sanctuary of style, with serene water views and a spa-inspired en suite bath. Guests will feel equally indulged in the second bedroom, paired with its own elegantly updated bath. A discreet laundry closet with full-size washer and dryer enhances convenience without compromising the sleek design. Step onto your private balcony and let the romance of coastal living surround you—sunsets that set the horizon ablaze, dolphins and manatees playing in the surf, and the soothing rhythm of waves that feels like your own personal soundtrack. Beyond beauty, this condo also offers remarkable value. With a two-week rental policy, it presents excellent investment potential as both a luxurious personal retreat and an income-generating opportunity. Ocean Sands pampers residents with resort-style amenities: a beachfront heated pool and spa, shuffleboard courts, tiki hut, BBQ area, and direct access to one of Florida’s most beloved stretches of sand. Reserved under-building parking ensures peace of mind and convenience. More than a home, this is an experience—where luxury design, smart investment, and the magic of the Gulf Coast all come together.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: Scott Addison (727-504-3456)
315 MEDALLION BLVD #E, MADEIRA BEACH, FL 33708
$549,000223 Days on yellowkey MLS ID: TB8445157
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $6,922 (2024)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$6,922
Remarks: High & Dry 2nd Floor Beach Oasis – No Flooding Worries! Community Passes Milestone Inspection! This fully remodeled 2-bedroom, 2-bath condo is your turnkey getaway just steps from the beach. Located on the 2nd floor (no elevator, no flood zone), this unit was completely renovated top to bottom just a year ago. It’s sold fully furnished, so you can move in or start renting it right away. Inside, you’ll find a open floor plan with bright, coastal-inspired living space with all-new vinyl flooring. The kitchen features white shaker cabinets, quartz countertops, stainless steel appliances, and a dedicated coffee bar to start your mornings right which has a Keurig and Mr. Coffee. The island has seating for 4 people. The sitting area and dining room has less than a year-old new furniture! That make it feel welcoming and beach all at the same time. When you walk upstairs you will see a fully remodeled bathroom with full shower with dual sinks and a full washer and dryer. Then you will see a fully furnished bedroom. The Master Bedroom has a designed workspace, smart TV and a pull-out sleeper. All bedrooms have smart TV's along with the family room. The spacious screened-in porch offers the perfect spot to relax after a day in the sun. The Madeira Beach Yacht Club is packed with amenities:2 heated pools, Fitness center, sauna & jacuzzi, Billiards room, 3 fishing piers. Included in the HOA are cable tv, internet, pool and ground maintenance, pest and termite control, sewer, water, trash, and an on-site community manager. This would make a great primary residence, second home or even a great investment property. The Yacht Club offers a 7 Day Rental. (Last year it generated $59,600 and this year so far, we're at $29,800) You’re just minutes from John’s Pass Village, sunset cruises, and waterfront dining. Right next door is ROC Park with basketball, tennis, and pickleball courts, plus a jungle gym, baseball & soccer fields, dog park and splash pad, and regular community events. This is beach living made easy—comfortable, convenient, and completely move-in ready.
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Lucy Czapla (813-815-2878)
317 REX PL #G, MADEIRA BEACH, FL 33708
$419,000224 Days on yellowkey MLS ID: TB8444054
REDUCED by $6,000 (1.4%) on 04/21/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1040 Built: 1973 Tax: $6,034 (2024)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$6,034
Remarks: NO HURRICANE DAMAGE! Calling all boaters! Are you seeking a residence for your boat? Slip #60 awaits your arrival! This property boasts a new roof and air conditioning system. Not only will you acquire a deeded boat slip, but also a 2-bedroom, 1.5-bath townhome as an added amenity. The upper level of this townhome features 2 bedrooms, a full bathroom with laundry facilities. The lower living area presents an open floor plan ideal for entertaining. A short stroll will lead you to heated pools, a recreation center, and picturesque waterfront vistas. Madeira Beach Yacht Club is a veritable boater's paradise, allowing you to depart from your residence and embark on your boat within minutes to indulge in Intracoastal cruising. Four fishing piers and a scenic path along the seawall is perfect vantage points to spot local dolphins and manatees. Everything walking distance, and the beach lies directly across the street. This property presents a prime opportunity for a second home or investment, offering the best of all worlds; the choice is yours.
Listing is courtesy of: CENTURY 21 EXECUTIVE TEAM (813-961-8637)
Listing Agent: Chris Remmert (813-732-4649)
15467 GULF BLVD #8, MADEIRA BEACH, FL 33708
$585,00062 Days on yellowkey MLS ID: TB8498320
REDUCED by $40,000 (6.4%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2055 Built: 2002 Tax: $5,051 (2025)Community: Lone Palm Beach CondoTownhouse
Taxes:$5,051
Remarks: One or more photo(s) has been virtually staged. Gorgeous Intracoastal and Gulf views!! Welcome to an exceptional coastal retreat in the highly sought after Lone Palm Beach community—an intimate enclave of just 14 residences offering a community pool, privacy, exclusivity and the ultimate Florida lifestyle.The residence is directly across the street from the beach with neighborhood access and offers both beachside living and investment appeal.This spacious four bedroom, three and a half bath townhome features over 2,000 heated square feet of living area and a two-car garage with ample storage. A private in unit elevator provides effortless access from the garage to all three levels, blending convenience with luxury. Ideally located in Madeira Beach, with a newly built walkway to the water, refurbished baseballs field, park and a library. The first living level features a private junior primary suite with a full bath very large room that could be used for a home office surrounded by lovely vegetation with its own exterior entrance, opening to a tranquil outdoor sitting area and the community pool perfect for guests or multi generational living. The main living level showcases a bright, open-concept great room design, seamlessly connecting the living and dining areas. Enjoy a private deck with serene palm garden views, a half bath and a spacious kitchen complete with a breakfast bar, casual dining space, Gulf views, and two generous pantries—ideal for both everyday living and entertaining. The top floor is highlighted by gorgeous Intracoastal Waterway views from your private lanai, an oversized primary suite, a walk-in closet and a luxurious ensuite bath with a soaking tub, separate shower, and dual vanities. Two additional guest suites, a full guest bath and a convenient laundry area complete this level. Just minutes away, enjoy the vibrant atmosphere of John’s Pass Village & Boardwalk, offering waterfront dining, boutique shopping, and entertainment. Whether you're searching for a primary residence, vacation home or income-producing investment, this property delivers the best of coastal living. Schedule your private showing today and experience Florida living at its finest.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
541 LILLIAN DR, MADEIRA BEACH, FL 33708
$875,000118 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 is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Amanda Baldwin (808-352-8669)
15316 GULF BLVD #801, MADEIRA BEACH, FL 33708
$1,324,997146 Days on yellowkey MLS ID: TB8467930
REDUCED by $1 (0.0%) on 05/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1978 Tax: $10,301 (2024)Community: Madeira Towers CondoSpa: YesCondo
Taxes:$10,301
Remarks: Welcome to elevated Gulf-front living at Madeira Towers. Perched on the 8th floor and positioned on the highly sought-after south side of the building, this rare 3-bedroom, 2-bath, 1625 sqft corner residence offers unobstructed, panoramic views of the Gulf of Mexico, Madeira Beach, and the downtown St. Petersburg skyline—views that truly set this home apart. A spacious wrap-around balcony delivers breathtaking sightlines in every direction, providing a front-row seat to endless sunsets, sparkling city lights, and the turquoise waters of the Gulf below. With neighboring structures well below the unit’s elevation, the vistas remain open, expansive, and protected—an exceptional advantage in beachfront living. Inside, the light-filled open floor plan is designed to maximize both comfort and views. The home features granite countertops, an easy-flow layout ideal for entertaining, and seamless indoor-outdoor living that captures the essence of refined coastal luxury. Generous bedrooms and well-appointed bathrooms complete this inviting retreat. Adding to the appeal, the building has undergone major capital improvements, offering buyers peace of mind. Notable updates include new plumbing throughout the building to the road, updates to the elevators, fresh exterior paint, and a resurfaced pool, enhancing both functionality and long-term value. Whether enjoyed as a primary residence, second home, or investment opportunity, Unit 801 offers a level of privacy, elevation, view quality, and building integrity that is simply unmatched. This is beachfront living at its finest—where the scenery is as impressive as the lifestyle.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Christina Luciana (727-239-6884)
14215 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$1,450,000146 Days on yellowkey MLS ID: V4946801
REDUCED by $25,000 (1.7%) on 05/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2001 Tax: $21,742 (2025)Community: Gulf Shores 1St AddSpa: NoSingle Family
Taxes:$21,742
Remarks: Experience refined coastal luxury with sweeping views of the Gulf of Mexico. This elevated waterfront residence offers 3 bedrooms, 3.5 baths, TWO primary suites, an elevator, and a 3-car garage, thoughtfully designed for upscale living. The open-concept main level features a chef’s kitchen flowing seamlessly into the living and dining areas, all framed by breathtaking water views and abundant natural light. The third-floor primary suite is a private retreat with its own balcony, two walk-in closets, and a spa-style bath with jacuzzi tub and walk-in shower. A second primary suite offers Gulf views, private balcony, and en-suite bath. Additional highlights include two wood-burning fireplaces, luxury vinyl flooring, and surround sound. Enjoy effortless waterfront living with a brick paver yard, mature palms, private dock, and 10,000-lb boat lift with quick Gulf access. Watch dolphins, fish from your dock, and enjoy Madeira Beach fireworks from home. Recent updates include a 2023 roof and water heater, updated HVAC, fresh interior paint, dishwasher and refrigerator (2025). Just steps to the beach and minutes to John’s Pass, dining, and shopping—this is truly a boater’s paradise.
Listing is courtesy of: OCEAN REALTY PARTNERS LLC (321-323-1212)
Listing Agent: Melanie Zwolski (407-462-8588)
15462 GULF BLVD #1006, MADEIRA BEACH, FL 33708
$1,800,000160 Days on yellowkey MLS ID: TB8462523
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1725 Built: 1978 Tax: $19,943 (2024)Community: Surfside Tower CondoCondo
Taxes:$19,943
Remarks: Perched atop the 10th floor, this exceptional penthouse has been masterfully reimagined with every detail perfected and no expense spared, offering a truly unparalleled beachfront lifestyle. Floor-to-ceiling impact-rated sliding doors showcase sweeping Gulf views from the kitchen, dining area, living room, and primary suite, seamlessly connecting to an expansive 60-foot wraparound balcony with new screening and electric hurricane shutters. The two guest bedrooms and the luminous, window-lined laundry room are graced with serene Intracoastal Waterway vistas, ensuring every space is infused with natural light and tranquility from sunrise to sunset. Every inch of this three-bedroom, two-bath residence speaks to refined design and uncompromising quality. Luxury plank flooring flows throughout, while the chef-inspired kitchen features quartz countertops, premium stainless-steel appliances, and custom cabinetry. Each bedroom is fitted with bespoke California Closets, and the primary suite offers direct balcony access and a spa-caliber en-suite bath with quartz counters and a glass-enclosed shower. The guest bath reflects the same elevated finishes. Behind the scenes, extensive upgrades include all new impact doors and windows, all-new plumbing and ductwork, a new relocated HVAC system optimized for comfort, a new electrical panel, wiring and lighting, and a new tankless water heater, combining technical perfection with aesthetic refinement. The penthouse lifestyle extends beyond the residence, with a curated suite of beachfront amenities including a heated pool and spa, convenient lounge and entertaining spaces, a beachfront fitness center, library, game room, whole-building water softener, secured lobby and under-building parking. Ideally situated in Madeira Beach, moments from premier dining, boutique shopping, and the iconic John's Pass Village, this penthouse also provides effortless access to Clearwater Beach, Downtown St. Petersburg, world-class sporting venues, and multiple international airports. This is a rare opportunity to acquire a residence crafted for discerning buyers who seek the pinnacle of luxury, comfort, convenience and coastal elegance.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Frances Meehan (813-417-1779)
30 LYNN WAY, MADEIRA BEACH, FL 33708
$310,00036 Days on yellowkey MLS ID: TB8507793
2 Days Off yellowkey (back on 5/29/2026)
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 1008 Built: 1947 Tax: $4,541 (2025)Community: Gulf Shores 6Th Add RepApartment
Taxes:$4,541
Remarks: Under contract-accepting backup offers. Charming duplex that features a completely finished 1 bed /1 bath apartment on one side and a partially finished 1 bed/1 bath unit on the other side. Each featuring 504 square feet of living space and provides efficient and thoughtfully designed comfort for anyone looking to enjoy the Florida lifestyle just minutes from the Gulf Coast. Step onto the covered front porch, where you can enjoy your morning coffee or unwind in the evenings with a refreshing coastal breeze. Inside the 1st unit features durable laminate flooring throughout, creating a clean and modern look that’s both stylish and low maintenance. The living area flows seamlessly into the functional kitchen, which offers ample cabinetry and countertop space for cooking and everyday living. The spacious bedroom includes a generous closet, while the full bathroom is equipped with a combination tub/shower and updated finishes. Outside, you'll find a large backyard—perfect for relaxing outdoors, gardening, or enjoying weekend BBQs. A parking pad is included for off-street convenience, making everyday living stress-free. This property is ideally located less than 5 minutes from Florida’s award-winning beaches, and just moments to Gulf Boulevard and I-275, providing easy access to St. Petersburg, Clearwater and Tampa Bay. Enjoy being close to an array of coastal restaurants, boutique shops, waterfront parks, and vibrant local events, all while residing in a quiet and residential neighborhood. Whether you're a beach lover, working professional, or snowbird seeking a sunny seasonal stay, this charming investor style home offers unbeatable value in one of Florida’s most desirable locations.
Listing Agent: Jac Smith (727-228-1777)
10193 GRAND OAK CIR, MADEIRA BEACH, FL 33708
$795,00058 Days on yellowkey MLS ID: TB8499854
REDUCED by $15,000 (1.9%) on 05/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2014Monthly Fee: $135 Tax: $11,331 (2025)Community: Cove At Bay PinesSingle Family
Taxes:$11,331
Remarks: Looking for a spacious home that is not only close to the award-winning beaches but is also centrally located and near all the conveniences that Seminole has to offer? Then this updated 2 story contemporary style home located, in the gated Cove at Bay Pines community, could be for you. Not to mention, the local VA Hospital is right down the street! This house has been immaculately cared for, and it all starts with landscaping! As you approach the front entrance, you will notice a beautiful array of plants and flowers that follow you up to a grand, archway. The backyard allows the new owner to truly maximize Florida outdoor living! The screened-in pool allows for a peaceful and private experience. The backyard also uniquely offers plenty of shade, making this backyard a great entertainment space, even on the hottest days! Enjoy stainless appliances including a new, 2025 Refrigerator! The kitchen also includes upgraded ceramic tiling and plenty of storage space. Upstairs, an expansive primary bedroom awaits, which includes an ensuite bathroom (soaker tub and walk-in shower) and deep, walk-in closet. Whether you are upstairs or down, the 2024 AC will cool you off on those summer days! This community RARELY has available homes for sale so stop by quickly! This dream home won't be on the market long!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ryan Smith (616-591-8834)
516 CRYSTAL DR, MADEIRA BEACH, FL 33708
$965,000237 Days on yellowkey MLS ID: TB8439054
REDUCED by $15,000 (1.5%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2091 Built: 1959 Tax: $14,948 (2024)Community: Crystal IslandSingle Family
Taxes:$14,948
Remarks: Welcome to 516 Crystal Dr, a beautiful single-family POOL home! This fully updated 3-bedroom, 2-bathroom property offers nearly 2,100 square feet of living space, a 2-car garage, and a waterfront lot with a pool, dock, AND a new seawall! The home is move-in ready with a new kitchen that includes stainless steel appliances, white shaker-style cabinets, and an island with beautiful waterfall countertops. The open concept floor plan provides plenty of room for entertaining in the living room and dining room areas, and it also offers stellar views of the water and backyard. The primary bedroom also has direct access to the backyard and offers an en-suite bathroom with a freestanding tub and separate shower with floor-to-ceiling tilework. The additional bedrooms (one of which is a massive 18 ft x 14 ft) share the second full bathroom. The backyard includes pavers, a freeform pool, a dock, and unbelievable views of the waterfront with access to the bay. Conveniently located near schools, shopping, and major roadways. Call to schedule a showing today!
Listing Agent: Matt Gardner (724-513-6012)
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