Location: Madeira Beach
Do Not Show Listings
155 MEDALLION BLVD #E, MADEIRA BEACH, FL 33708
$260,00016 Days on yellowkey MLS ID: TB8506686
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 430 Built: 1973 Tax: $2,299 (2025)Community: Madeira Beach Yacht Club CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,299
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: What a find... Your Home away from Home... This beautiful condo was completely refurbished with all new furniture and stackable washer/dryer in kitchen . Living room and bedroom each have their own TV's. Air Conditioning new as of 2025. Renting is permitted on a weekly basis... Win /Win !! When you are not using it you can be renting it... Walk to everything..., The beach is across the street, as well as the grocery store and the library, and civic center, etc, etc, etc.
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444)
Listing Agent: Linda Caden (631-553-1184)
300 150TH AVE #510, MADEIRA BEACH, FL 33708
$774,00033 Days on yellowkey MLS ID: TB8500175
REDUCED by $25,000 (3.1%) on 05/11/2026
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
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
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)
14215 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$1,450,000125 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)
545 LILLIAN DR, MADEIRA BEACH, FL 33708
$735,000538 Days on yellowkey MLS ID: TB8327627
0 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1697 Built: 1966 Tax: $2,820 (2024)Community: Crystal Island 1St AddSpa: NoSingle Family
Taxes:$2,820
Tax Year: 2024
Remarks: This Florida waterfront sailboat water lot and home has been partially remediated after the storms. It is ready for you, whether your goal is to rehab into a Florida winter home of your dreams or build up with new construction. As a 3 bedroom with bonus room it offers a large footprint on a wide 100ft canal that is just minutes from the Gulf of Mexico and Johns Pass. No storm will take the waterfront views away. The Christmas boat parades, the boating and fishing lifestyle and the neighborhood of family homes offer the best in Florida living. The wide 2-car garage and bonus room add footprint to elevate and room to remodel as desired. Our drone pic show you views from the 1st, 2nd and 3rd floor of a new potential residence so that you can see for yourself just how wonderful the Crystal Islands are as a place to make home.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Michael Reichenbach, Llc (800-541-9923)
423 150TH AVE #1405, MADEIRA BEACH, FL 33708
$700,00078 Days on yellowkey MLS ID: TB8484689
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 2003 Tax: $9,647 (2025)Community: Snug Harbour CondoCondo
Taxes:$9,647
Remarks: EXCLUSIVE MADEIRA BEACH AND BOATER RETREAT Discover elevated waterfront elegance in this rarely offered 2-bedroom, 2-bath condo with an on-site private garage and the ability to purchase or rent your own boat slip!! Perched high for panoramic vistas of scenic intercostal waterway, the expansive covered patio becomes your private outdoor haven—perfect for morning coffee with dolphin sightings or sunset cocktails overlooking the water. Step inside to an inviting open-concept layout with high ceilings with elegant crown molding. The gourmet kitchen shines with stainless-steel appliances, granite countertops, reverse osmosis filtration, and a whole-home water softener system. Newly installed tile floors with sound-dampening underlay throughout the unit ensuring quiet comfort. The generous primary suite features intercostal views, dual walk-in closets, a spa-like en-suite bath with double vanities, and easy access to the patio for that morning stretch or evening unwind. A split floor plan keeps the guest bedroom and full bath private and convenient, ideal for visitors or family. Inside laundry adds everyday ease after beach days or time on the water. Plus, an oversized private garage for secure parking, and pet-friendly policies. Community perks include a heated pool and spa for year-round relaxation, a well-appointed clubhouse with kitchen for gatherings, lush tropical grounds, kayak launch, and recent building enhancements (fresh exterior paint, plumbing upgrades, and a clean structural milestone inspection—no major issues noted). You're just steps from pristine Madeira Beach sands, eclectic shops, waterfront dining, grocery stores, pubs, and surf spots. Quick drives to vibrant downtown St. Pete (20 minutes) or Tampa International Airport (45 minutes) keep you connected without sacrificing that laid-back beach vibe.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Cameron Mazoochi (727-331-4806)
14900 GULF BLVD #202, MADEIRA BEACH, FL 33708
$825,00074 Days on yellowkey MLS ID: TB8486728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,230 Tax: $8,513 (2025)Community: Surfside South CondoSpa: YesCondo
Taxes:$8,513
Remarks: Excquisite Coastal Retreat on beautiful Madeira Beach! The elegant condo has been COMPLETELY UPDATED with the finest appointments, including TAVERTINE FLOORS THROUGHOUT! Impact Windows and Doors, custom built in shelving with granite shelving, PLANTATION SHUTTERS, Crown Molding, and matching stainless steel appliances in the kitchen. This is the only unit in this complex with this custom floor plan! It is also a split floor plan. Two large walk in closets, HURRICANE SHUTTERS, washer and dryer, and this condo is being sold FURNISHED!! Walk to restaurants and bars and you are just a skip from the Famous St. Johns Pass and Boardwalk, where there are varieties of shops, restaurants, bars and entertainment. 1 mile down the road from new Publix Supermarket, 20 minutes to downtown St. Petersburg, and 35 minutes to Tampa International Airport. Whether you are looking for a vacation getaway, an investment property, or a permanent residence, this condo has it all. Min 30 day rental.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Beau Lucas (727-515-9728)
54 154TH AVE #54, MADEIRA BEACH, FL 33708
$1,200,00066 Days on yellowkey MLS ID: TB8489279
REDUCED by $200,000 (14.3%) on 05/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1965Monthly Fee: $700 Tax: $3,659 (2025)Community: Aljean Shores CondoCondo
Taxes:$3,659
Remarks: ATTENTION INVESTORS, BUILDERS, AND AIRBNB VISIONARIES: Seize this once-in-a-lifetime opportunity to acquire a prime 100 x 100 development site (comprising Lots 50, 52, 54, and 56) in the heart of high-demand Madeira Beach. Boasting flexible Commercial Residential zoning with NO minimum rental restrictions, this rare parcel is perfectly positioned for a lucrative short-term rental project or a flagship coastal development. The location is unbeatable: you are directly across Gulf Blvd from pristine beach access, a single block from the grocery store, and just two blocks from the Tom Stuart Causeway for effortless mainland access. Most importantly, you are situated only two blocks from the transformative Downtown Madeira Beach revitalization project, placing your investment at the epicenter of a multi-million dollar hotel and commercial expansion. Do not miss your chance to own one of the most strategically significant and high-potential lots on the Gulf Coast.
Listing is courtesy of: PALM PARADISE REALTY GROUP (239-955-7256)
Listing Agent: Kevin Kravetz (973-477-4884)
52 154TH AVE #52, MADEIRA BEACH, FL 33708
$1,200,00066 Days on yellowkey MLS ID: TB8489119
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1965Monthly Fee: $700 Tax: $3,217 (2025)Community: Aljean Shores CondoCondo
Taxes:$3,217
14013 MARGUERITE DR, MADEIRA BEACH, FL 33708
$700,00019 Days on yellowkey MLS ID: TB8505257
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. Newly renovated triplex in desirable Madeira Beach. Three units suitable for many options including multi-generational occupancy and/or rental income. Updates include 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 living room. 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. This property is just a three-minute drive or a ten-minute walk to the beautiful sparkling beach! Schedule a private tour of this property as soon as possible! A beach town gem like this doesn’t come around very often!
Listing Agent: Lisa Mauriello (813-817-5537)
13004 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$559,000741 Days on yellowkey MLS ID: U8243128
REDUCED by $10,000 (1.8%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 1946 Tax: $1,731 (2024)Community: Pages Rep Of Mitchells Beach 2Single Family
Taxes:$1,731
Remarks: This home is MOVE-IN READY! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor, offering a fresh, beachy vibe with all the comforts of turnkey living. Enjoy peace of mind with an assumable flood insurance policy. Thoughtfully refreshed, this is the first completed remodel of its kind in the area—giving buyers a rare opportunity for easy, low-maintenance living just steps from the water. A 4-point inspection has been completed. Hurricane-grade windows throughout are complemented by a 2021 HVAC system and a newer water heater, ensuring year-round efficiency and comfort. The primary suite is a must-see, featuring breathtaking intracoastal views and a gorgeous staircase leading to a private second-floor retreat—the perfect place to wake up to sparkling water and unwind with unforgettable sunsets. The downstairs bedroom offers flexibility and can easily be converted into a rentable or guest space, adding to the home’s versatility. Whether you’re seeking an investment property or a primary or secondary beach home, this location checks all the boxes. Tucked away on a peaceful cul-de-sac at the tip of the peninsula, the home is ideal for coastal living—grab your golf cart and hop around town, with easy access to the beach and the vibrant shops, dining, and entertainment of John’s Pass Village, where coastal convenience meets everyday tranquility.
Listing Agent: Caitlin Beaird (727-209-7458)
179 MEDALLION BLVD #H, MADEIRA BEACH, FL 33708
$369,00019 Days on yellowkey MLS ID: TB8504778
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 755 Built: 1973 Tax: $3,716 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,716
Remarks: YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal. In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat. THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable. USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms. Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED! LOCATION IS EVERYTHING! It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment. Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground! Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.
Listing is courtesy of: WATERFRONT REALTY TAMPABAY (727-320-9283)
Listing Agent: Tim Johnson (727-224-6856)
451 VIRGINIA AVE, MADEIRA BEACH, FL 33708
$299,00021 Days on yellowkey MLS ID: TB8505099
0 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1954 Tax: $4,406 (2025)Community: Gulf Shores 4Th AddSingle Family
Taxes:$4,406
Remarks: Under contract-accepting backup offers. Exceptional redevelopment opportunity in the heart of Madeira Beach. This 52-by-100-foot property offers the potential to build a custom coastal residence or explore renovation possibilities for the existing structure, which sustained storm-related damage from recent hurricanes. Buyers are encouraged to verify all structural conditions, zoning requirements and redevelopment potential. Existing improvements include a detached carport and a roof replaced in 2020. Whether envisioning a luxury beach retreat, full-time residence or investment project, the property presents a rare opportunity in one of the Gulf Coast’s most active redevelopment areas. Madeira Beach continues to experience significant revitalization and new development activity, further enhancing the area’s long-term appeal and value potential. Located just moments from the Gulf beaches, local restaurants, shopping and waterfront attractions, with John’s Pass Village and Boardwalk nearby and convenient access to downtown St. Petersburg and Tampa International Airport. A prime opportunity to secure a piece of Madeira Beach as the area continues to evolve and grow.
Listing is courtesy of: BEACH & BAY REALTY LLC (727-595-0366)
Listing Agent: Aimee Smith (727-304-8776)
14710 GULF BLVD #103, MADEIRA BEACH, FL 33708
$1,165,000155 Days on yellowkey MLS ID: TB8458672
REDUCED by $10,000 (0.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1981Monthly Fee: $1,068 Tax: $14,797 (2024)Community: Las Brisas Of Madeira CondoSpa: NoCondo
Taxes:$14,797
Remarks: This exceptional income-producing property has consistently generated $75-$80,000 annually in rental revenue, even though the storms impacted the last two years, owner occupancy and already has solid reservations in place for the coming year. 2026 projected rental over $95,000. It offers an outstanding opportunity for both personal enjoyment and investment. The residence is a beautifully updated, 1,440 sq. ft., turnkey unit on the lower first floor —perfectly positioned to provide the sensation of being right on the sand while benefiting from a secure elevation. Notably, the condo sustained no flood damage during recent storms. Lovingly updated and maintained, the unit shows like new. Upon entering, you are immediately drawn toward the expansive 25-foot balcony, accessible from both the main living area and the primary bedroom, showcasing stunning panoramic Gulf views. The spacious open-concept living, dining, and kitchen areas feature continuous luxury vinyl flooring that ties the entire unit together. The expansive living room can easily accommodate larger gatherings, creating an inviting space for family and guests to relax. The dining area includes seating for six indoors, with additional dining space along the kitchen bar. The modern updated kitchen is appointed with wood cabinetry, laminate countertops, and bar seating, stainless steel appliances, and unobstructed water views. The primary suite is a standout feature, offering a king-size bed, direct living room access and an elegant en-suite bathroom with a granite double vanity, and an updated tub/shower with upscale tile work. The second en-suite bedroom includes a 2 queen beds, along with a walk-in closet and a beautifully finished bathroom featuring a granite double vanity, tub/shower combination, and a secondary entrance that also serves the third bedroom, which offers a queen bed and ample closet space. Additional conveniences include a large in-unit laundry room with abundant storage and two dedicated covered parking spaces located directly beneath the unit. A/C and water heater less than two years old. This property includes two deeded covered side by side parking spaces. The property is ideally situated close to nearby restaurants, shops, and local attractions—making it highly appealing for both owners and vacation renters.
Listing is courtesy of: SURFCO REALTY (727-366-9564)
Listing Agent: Tim Tolliver (727-366-9564)
13246 4TH ST E, MADEIRA BEACH, FL 33708
$325,000196 Days on yellowkey MLS ID: TB8446530
1 Days Off yellowkey (back on 2/2/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1352 Built: 1958 Tax: $7,747 (2024)Community: Pages Rep Of Mitchells BeachApartment
Taxes:$7,747
Remarks: Short Sale. Opportunity on Madeira Beach! Duplex offering strong potential for restoration, redevelopment, or investment. This property previously underwent a full interior remodel down to the cinderblock. Since that time, the property has experienced flood damage and is now being offered in its current condition. Each side of the duplex features 2 bedrooms and 1 bathroom with an open layout. There is covered parking with a 2-car carport, exterior storage, and rear patio space. Excellent location within close proximity to Madeira Beach, restaurants, retail, and John’s Pass. Buyers are responsible for completing their own due diligence regarding condition, repairs, future improvements, and permitted uses.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Ineta Kalnina (813-900-8147)
256 144TH AVE, MADEIRA BEACH, FL 33708
$399,000275 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)
11125 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$429,900104 Days on yellowkey MLS ID: TB8467270
REDUCED by $7,000 (1.6%) on 05/08/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1524 Built: 2000Monthly Fee: $420 Tax: $2,190 (2024)Community: Kapok GrandTownhouse
Taxes:$2,190
Remarks: Located in the desirable Kapok Grand community, this beautifully maintained townhome offers a rare and tranquil rear pond view enjoyed by only a select number of homes, with mature elm trees, birds, turtles, and peaceful natural scenery creating a truly serene setting from the private back screened-in lanai. Inside, the home feels open and airy with extra-high ceilings downstairs and vaulted ceilings upstairs, while still offering a warm and inviting atmosphere ideal for everyday living and entertaining. The spacious kitchen features stainless steel appliances, a brand-new high-end range, and a generous eat-in area, flowing seamlessly into the main living space. Both bedrooms include private bathrooms, with the convenience of an upstairs laundry room easily accessible from the bedrooms. The community is impeccably maintained with lush landscaping, irrigation, and pruning, and residents enjoy easy access to a clubhouse, fitness center, and pool, all a short distance across the street, and all supported by a low monthly HOA fee. Ideally situated near Madeira Beach, shopping, dining, and major roadways, this home offers a rare blend of location, lifestyle, and peaceful views in one of the area’s most well-kept communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ross Fengfish (727-282-4131)
538 LILLIAN DR, MADEIRA BEACH, FL 33708
$959,90074 Days on yellowkey MLS ID: TB8486579
1 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1600 Built: 1963 Tax: $4,753 (2025)Community: Crystal Island 1St AddSingle Family
Taxes:$4,753
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET! Lets get you in there to take a look.Welcome to 538 Lillian Dr, Madeira Beach, FL! This beautifully renovated 3-bedroom, 2-bathroom home is a true gem, offering the perfect combination of coastal charm and modern upgrades. Located just minutes from the pristine beaches of Madeira Beach, this home is a dream for those looking to enjoy the best of Florida living. Step inside to find stunning new flooring throughout, creating a sleek and cohesive look. The completely updated kitchen is a chef’s delight, featuring brand-new cabinets, gorgeous granite countertops, and top-of-the-line stainless steel appliances. It’s the perfect space for cooking and entertaining. Both bathrooms have been fully renovated with modern finishes, new fixtures, stylish vanities, and custom tiling. Every detail has been thoughtfully designed for comfort and style. The open-concept living area is beaming with natural light, and the flow from the living room to the dining area and kitchen creates a welcoming, spacious environment. The Florida room has been transformed into a cool addition to the living space. Step outside to a beautifully landscaped yard with plenty of room for outdoor activities, plus a covered patio – perfect for enjoying Florida’s year-round sunshine. Additional features include a 2-car garage, plenty of parking space, and a location just minutes from local shops, dining, and the famous John’s Pass Village. This property has two boat lifts, 1-19 ton the other a 10 ton lift. This home is a true turnkey opportunity—schedule your showing today and make 538 Lillian Dr your new paradise retreat!
Listing Agent: Timothy Dube (727-201-6265)
260 MEDALLION BLVD #F, MADEIRA BEACH, FL 33708
$365,00047 Days on yellowkey MLS ID: TB8496525
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1973Monthly Fee: $855 Tax: $3,410 (2025)Community: Madeira Beach Yacht Club CondoSpa: YesCondo
Taxes:$3,410
Remarks: Nestled in the picturesque Madeira Beach, this beautifully updated and decorated 2-bedroom, 1-bath condo offers the perfect blend of comfort and convenience in a gated waterfront community. Fully furnished and turnkey, this property is ready for you to move right in. Whether you're looking for a great rental property, a full-time residence, or a second home, this condo is ideal. The prime location allows you to walk to the beach, groceries, pharmacies, restaurants, the post office, a park, and more, ensuring that all your needs are within easy reach. The community itself boasts a range of exceptional amenities, including a clubhouse, two heated pools, a workout facility, a hot tub, two saunas, a billiards room, and a library. For outdoor enthusiasts, there are four fishing piers equipped with cleaning stations and water, outdoor grilling areas, and a scenic waterfront walkway perfect for evening strolls and taking in breathtaking sunset views. This gated community truly offers a resort-like lifestyle in the heart of Madeira Beach.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (727-280-9996)
Listing Agent: Debbie Kempf (727-285-3922)
13720 GULF BLVD #609, MADEIRA BEACH, FL 33708
$834,900197 Days on yellowkey MLS ID: O6339022
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1981Monthly Fee: $1,029 Tax: $10,525 (2025)Community: Villa Madeira CondoCondo
Taxes:$10,525
Remarks: Under contract-accepting backup offers. Welcome to your beachfront dream at Villa Madeira—where luxury, lifestyle, and investment potential come together in one unforgettable coastal experience. Perched on the 6th floor, this fully furnished 3-bedroom, 2-bath penthouse offers sweeping, unobstructed views of the turquoise Gulf waters and the sugar-white sands of Madeira Beach. From the moment you step inside, natural light fills the open living spaces, highlighting breezy coastal finishes and creating a relaxed, inviting atmosphere that instantly feels like home. Designed for both comfort and versatility, this Fully Furnished residence is ideal as a primary home, vacation retreat, or income-producing property. Villa Madeira’s highly sought-after one-week minimum rental policy offers excellent earning potential, making it a smart investment opportunity along Florida’s Gulf Coast. The spacious primary suite opens directly to beachfront views, allowing you to wake each morning to the soothing sound of waves and soft coastal light. Two additional bedrooms provide plenty of space for family, friends, or guests. The condo is FULLY FURNISHED and offers an in-unit washer and dryer add everyday convenience, ensuring a move-in-ready experience. Step outside to your oversized screened-in balcony—your private front-row seat to breathtaking sunsets, gentle sea breezes, and the rhythm of beach life. Whether enjoying quiet mornings with coffee or entertaining at sunset, this outdoor space is where memories are made. Beyond the residence, Villa Madeira offers resort-style amenities including a heated beachfront pool, expansive sun deck, elevator access, covered assigned parking (Prime parking Space #108 conveniently located near the elevator), and direct access to the beach. Built with concrete block, and structural steel, this community has cleared the Milestone study offering a peace of mind to owners. Major building updates—including the Milestone Inspection, SIRS Report, new roof (2025), Fully Painted and post Helene restoration work—are approximately 95% complete and fully compliant. The property is professionally managed both physically and financially, and notably, 2026 HOA dues have lowered since recent updates!!! Perfectly located, you’re just moments from local favorites like The Corner Kitchen & Coffee House, The Candy Kitchen, and Caddy's Madeira Beach, as well as the vibrant shops, dining, and waterfront attractions of John's Pass Village & Boardwalk. This is more than a condo—it’s a lifestyle. A place where every day feels like a vacation, every sunset feels personal, and every moment is framed by the beauty of the Gulf. Your penthouse at the beach is waiting. Schedule your private showing today.
Listing is courtesy of: KEYSEEKERS REAL ESTATE (727-490-9000)
Listing Agent: Lisa Grey (407-738-9784)
12924 GULF BLVD #510, MADEIRA BEACH, FL 33708
$750,00050 Days on yellowkey MLS ID: TB8494745
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1005 Built: 1979 Tax: $6,650 (2025)Community: Sandy Shores CondoSpa: NoCondo
Taxes:$6,650
Remarks: INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO | This amazing 2 bed 2 bath unit right on the sandy beaches of Madeira Beach is very unique and rare with no restrictions on the number of rentals and nightly rentals allowed and UNLIMITED owner use****ONLY 3 NIGHT MINIMUM**** ALL AGES, ANIMAL FRIENDLY***Welcome home to your piece of paradise which is in the absolute most perfectly positioned Top Floor Condo across the street from famous John's Pass full of shopping, dining, boat rentals and waterfront options to enjoy. This residence is positioned on Madeira Beach, and the Gulf of America. This condo is steps to being on one of Florida’s most beautiful beaches, Madeira Beach, while also located just across Gulf Blvd from the world famous Johns Pass Village & Boardwalk featuring many shops, restaurants, water activities, & dolphin watching. A perfect location! This is a very popular vacation rental building allowing short term rentals while still allowing you to use it personally at your convenience or you can make this your full-time home and provides you and your guests with unlimited access to the best sunsets available on this coast.. 2 spacious bedrooms and 2 bathrooms including a grand master suite with an en-suite bath enjoying a time at the beach that is undeniably memorable. While you are not able to leverage time at the beach, this building allows for short-term rentals (min 3 days) for your cash flow desires. Fully walkable to so much so your guests don't need a car which makes for ease and low-cost, convenient travel. Fully turnkey solutions are available for rentals so please ensure you inquire about this at your showing. Schedule your showing today and spend the winter months enjoying the sun and sand of beautiful Madeira Beach! Condo building features over $2 million in professionally engineered structural and common are element updates over the past five years including concrete, rebar, balconies, hallways, roof, pool heater and pool filtration system replaced, building generator replaced, repaved parking lots, pool recently resurfaced, pool bathroom upgrade, fencing around pool & bike storage, new emergency building generator, & much more. Seller's portion of special assessment paid in full.
Listing is courtesy of: BISHA REAL ESTATE & CONSULTING, LLC (727-290-2000)
Listing Agent: Greta Oliva (727-510-9883)
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