Location: Madeira Beach
Do Not Show Listings
165 MEDALLION BLVD #C, MADEIRA BEACH, FL 33708
$350,000129 Days on yellowkey MLS ID: TB8453641
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 430 Built: 1973 Tax: $3,050 (2025)Community: Madeira Beach YachtCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,050
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Unlock the full potential of this stunning waterfront condo, perfectly positioned in the highly sought-after Madeira Beach Yacht Club community. Having been restored to a blank canvas after Hurricane Helene, this condo is now ready for your personal touch and vision. Located on the ground floor of a well-manicured complex, this one-bedroom unit boasts a large screened lanai perfect for entertaining and taking in the breathtaking views of Boca Ciega Bay. With a private boat slip and 16,000lb boat lift, you can easily explore the surrounding waters. Enjoy the best of both worlds with the option for seven-day short-term rentals, perfect for generating income when you're not using it. As part of the Madeira Beach Yacht Club community, you'll have access to a range of luxurious amenities, including four large piers, two heated swimming pools, an indoor hot tub, sauna, fitness center, clubhouse, and more. With its prime location just 200 yards from Madeira Beach and walking distance to popular restaurants, shops, and parks, this condo offers the ultimate Florida lifestyle. Don't miss this incredible opportunity to own a piece of paradise - schedule your showing today!
Listing is courtesy of: CENTURY 21 EXECUTIVE TEAM (813-961-8637)
Listing Agent: Chris Remmert (813-732-4649)
337 REX PL #B, MADEIRA BEACH, FL 33708
$439,00034 Days on yellowkey MLS ID: TB8479416
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973 Tax: $4,804 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$4,804
Remarks: RARE OPPORTUNITY TO OWN A 2 BEDROOM 2 BATHROOM GROUND FLOOR CONDO WITH DEEDED BOAT SLIP ON THE POOL IN MADEIRA BEACH YACHT CLUB! Just totally remodeled with everything new. Madeira Beach Yacht Club offers 7 DAY RENTALS. Enjoy the 2 large enclosed porches. Madeira Beach Yacht Club is a gated waterfront community located walking distance from parks, a world-class beach, grocery and convenience stores, as well as restaurants, bars, and shopping! The community has a clubhouse with 2 heated pools, 4 fishing piers, and more. ROC Park sits just across the parking lot and is home to tennis courts, basketball courts, pickle ball, splash pad, playground and amphitheater for concerts and festivals year-round. You MUST SEE this beautifully appointed ground floor unit, just steps from the main pool and clubhouse. You’ll enjoy cooking in the gourmet kitchen, preparing meals to serve in the adjacent dining area or kitchen bar seating area, and relaxing in the spacious living room and screened-in Florida room. A laundry room inside the unit, walk-in closets, and two large bedrooms provide all the convenience you and your guests need for a stress-free stay in Florida beach life paradise.
317 REX PL #G, MADEIRA BEACH, FL 33708
$429,000162 Days on yellowkey MLS ID: TB8444054
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
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
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.
11125 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$436,90063 Days on yellowkey MLS ID: TB8467270
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)
668 AMERICAN LEGION DR, MADEIRA BEACH, FL 33708
$1,875,000265 Days on yellowkey MLS ID: TB8409867
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2728 Built: 2005 Tax: $6,531 (2025)Community: Galleys CoveSingle Family
Taxes:$6,531
Remarks: Unrivaled Waterfront Living with Panoramic Bay Views completely updated. No flood damage for added piece of mind! This is a stunning 3-bedroom, 3-bathroom, private elevator, extra room on 1st Floor that can be another Bedroom, Mother-on Law Suite, or Gym, and an office located on the water. Can easily be converted into a 5 Bedroom home. Every detail of this home has been thoughtfully upgraded and meticulously maintained. Boating enthusiasts will delight in the private dock, capable of accommodating approximately a 30-foot boat, providing direct access to the bay. Enjoy Paddle boarding in the bay right behind house, and endless relaxation and entertainment in your heated pool, which can be heated up to 108 degrees! Larger filtration pump has been added so water in jets come out like a Jacuzzi! Can be enjoyed all year long. Spread out and entertain with ease, featuring a spacious bonus room on the first floor, (about 800 square feet not included in square footage of the house), an incredibly versatile space ideal for a fourth bedroom, Mother-in-Law suite, state-of-the-art home gym, game room, or anything your heart desires. Comfort is paramount with two-zone AC systems and an on-demand tankless hot water system, city gas for stove, and pool heater. This property is also equipped with a sprinkler system thru out the home for your safety, and your own private elevator. Ascend to the upper levels to discover not one, but two private balconies offering absolutely fabulous, unobstructed views of the bay. Additional peace of mind comes with a lifetime warranty metal roof and an attached two-car garage. Can also be used as an ABND with $1500 a night potential! This exceptional home offers the perfect blend of tranquility and accessibility, being just minutes from pristine beaches, top-rated schools, and convenient shopping. Must take a look at this special property!
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: John Marra (727-637-5189)
15405 GULF BLVD #B2, MADEIRA BEACH, FL 33708
$1,400,000150 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: $839 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)
358 BOCA CIEGA DR, MADEIRA BEACH, FL 33708
$549,90019 Days on yellowkey MLS ID: TB8476937
REDUCED by $10,000 (1.8%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1059 Built: 1941 Tax: $3,503 (2025)Community: Pages Rep Of Mitchells Beach 2Single Family
Taxes:$3,503
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 2-bedroom, 2-bath coastal retreat in the heart of Madeira Beach. Thoughtfully updated inside and out, this home offers a crisp, modern feel with quality finishes and true turnkey convenience. Major improvements include a NEW HVAC, new water heater, updated electrical and plumbing, luxury vinyl flooring, fresh interior paint, updated lighting, and a 2021 shingle roof. The kitchen features new cabinetry, stone countertops, and new appliances—including a dishwasher. Both bathrooms have been stylishly renovated, with a tiled walk-in shower in one and a tub/shower combo in the other. Outdoor living is just as enjoyable. The front yard showcases coastal shell landscaping for low-maintenance charm, while the fenced backyard offers excellent privacy with artificial turf—perfect for pets, relaxing, or effortless entertaining. Zoned R-2 and ideally located, short distance to the beach and John’s Pass Village, you’ll love having shopping, dining, and entertainment just moments away. Whether you're seeking a primary residence, second home, or investment opportunity, this property checks all the boxes. Here’s your chance to own a slice of paradise in Madeira Beach—come live where others vacation.
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Betsy Sheffield (727-417-3204)
601 AMERICAN LEGION DR #26, MADEIRA BEACH, FL 33708
$249,00014 Days on yellowkey MLS ID: TB8491936
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.
11273 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$434,90055 Days on yellowkey MLS ID: TB8478866
REDUCED by $5,000 (1.1%) on 04/14/2026
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: NEW PRICE AND MOVE-IN-READY! This 3-bedroom, 2-1/2 bath townhome with an oversized 1-car garage offers 1524 square feet of living space and is available FULLY FURNISHED (optional)! 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)
14048 GULF BLVD #402, MADEIRA BEACH, FL 33708
$2,779,000976 Days on yellowkey MLS ID: U8210139
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 1791 Built: 2024 Tax: $37,125 (2023)Community: Beach FlowerSpa: YesCondo
Taxes:$37,125
Tax Year: 2023
Remarks: GULF FRONT - Spectacular new building on Madeira Beach. Each unit offers high-end features, an expansive outdoor living area, and direct Gulf views with incredible sunsets. Units starting at $2,625,000. This exquisitely designed building will only have 8 units - 2 units per floor, offering an elevator, pool/spa and under building parking. This unit has 2 bedrooms, 3 baths plus a den. Stainless steel appliances, designer backsplash, high-end cabinetry package for kitchen and bathrooms, solid core doors and premium hardware. Engineered wood flooring with sound mat underlay, luxury carpet in 2nd bedroom and den. Large format tile in Master En-Suite, complete with art-deco accent behind the vanity and custom shower floor design. The second bathroom will include luxury details with tub surround and 6” mosaic tile waterfall accent. Hurricane impact windows and sliders. Large covered outdoor living space (808 sq. ft) will include built-in features and porcelain tile. Beachfront pool and spa with large deck, paver parking lot, landscape package with irrigation system, and exterior lighting. Condo docs available. HOA costs, requirements, leasing, etc to be determined.
Listing is courtesy of: VIEWPOINT REALTY INT'L INC (727-584-7355)
Listing Agent: Georgette Gillis (727-448-3533)
14048 GULF BLVD #401, MADEIRA BEACH, FL 33708
$2,899,000437 Days on yellowkey MLS ID: TB8346011
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 2025 Tax: $42,862 (2024)Community: Gulf Shores 2Nd AddSpa: YesCondo
Taxes:$42,862
Remarks: GULF FRONT - Spectacular new building on Madeira Beach. Each unit offers high-end features, an expansive outdoor living area, and direct Gulf views with incredible sunsets. Units starting at $2,625,000. This exquisitely designed building will only have 8 units - 2 units per floor, offering an elevator, pool/spa and under building parking. This unit has 2 bedrooms, 3 baths plus a den. Stainless steel appliances, designer backsplash, high-end cabinetry package for kitchen and bathrooms, solid core doors and premium hardware. Engineered wood flooring with sound mat underlay, luxury carpet in 2nd bedroom and den. Large format tile in Master En-Suite, complete with art-deco accent behind the vanity and custom shower floor design. The second & third bathrooms will include luxury details with tub surround and 6” mosaic tile waterfall accent. Hurricane impact windows and sliders. Large covered outdoor living space (991 sq. ft) will include built-in features and porcelain tile. Beachfront pool and spa with large deck, paver parking lot, landscape package with irrigation system, and exterior lighting. Condo docs available. HOA costs, requirements, leasing, etc to be determined.
Listing is courtesy of: VIEWPOINT REALTY INTERNATIONAL (727-584-7355)
14103 E PARSLEY DR, MADEIRA BEACH, FL 33708
$935,000108 Days on yellowkey MLS ID: TB8457305
REDUCED by $15,000 (1.6%) on 04/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 1951 Tax: $7,673 (2024)Community: Gulf Shores 6Th AddSpa: YesSingle Family
Taxes:$7,673
Remarks: Discover your dream retreat in this stunning waterfront home, complete with an exquisite in-ground pool and breathtaking open water views. The open-concept layout features large windows and sliding doors, filling the space with abundant natural light. A modern, remodeled kitchen boasts custom cabinets, quartz countertops, and brand-new stainless steel appliances, making it perfect for entertaining. The spacious primary suite serves as a peaceful sanctuary, comfortably accommodating a king bed and workout equipment, alongside a beautifully remodeled ensuite with a large walk-in shower. There are also hurricane proof windows and a large inside laundry room. The property’s highlight is the seamless waterside pool and dock, equipped with a 10,000 lb boat lift. Extensive upgrades include a freshly painted interior, new split AC units, porcelain tile flooring throughout, and entirely replaced waterlines. Located just minutes from the gorgeous white sand beaches of the Gulf of Mexico, this home is an outdoor enthusiast's dream. Don’t miss the opportunity to own this slice of paradise!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
360 145TH AVE E, MADEIRA BEACH, FL 33708
$949,000157 Days on yellowkey MLS ID: A4671424
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1502 Built: 1963 Tax: $3,601 (2024)Community: Madeira Shores 1St AddSingle Family
Taxes:$3,601
Remarks: One or more photo(s) has been virtually staged. 3/2 in Madeira Shores in Madeira Beach. 64' waterfront w/ dock & boat lift. Complete 2025 renovation. This completely renovated waterfront home in Madeira Shores in Madeira Beach, Florida offers 1,502 square feet of modern coastal living. The stunning kitchen features quartz countertops, recessed cabinets, and new GE stainless steel appliances (2025), flowing into an open-concept living area with luxury vinyl plank flooring throughout. Both redesigned bathrooms showcase designer tile and spa-inspired fixtures. Fresh interior and exterior paint complement the home's crisp, contemporary feel. Every major system was upgraded in 2025 including electrical, plumbing, HVAC, and water heater, providing complete peace of mind. Hurricane impact windows and doors add energy efficiency and storm protection. The tile roof and 1-car garage complete the structural features. The 6,399 square foot lot offers 64 feet of water frontage with a private electric dock and 6,000-pound boat lift, perfect for boating enthusiasts. The spacious backyard provides room for a future pool and outdoor entertaining. No HOA restrictions give you complete freedom to enjoy your waterfront lifestyle. Located just a 5-minute walk to Madeira Beach with easy access to dining, shopping, and local attractions. The Preferred Lender, Eads Mortgage, is offering up to $13,687 towards closing costs or rate buy down. Schedule your showing today.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Lucia Spriggs (518-337-3895)
423 150TH AVE #1405, MADEIRA BEACH, FL 33708
$700,00037 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 RETREAT Discover elevated waterfront elegance in this rarely offered 2-bedroom, 2-bath condo with a versatile and thoughtfully designed living area. 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, that bathe the space in soft, natural light. The gourmet kitchen shines with modern stainless-steel appliances (recently updated), granite countertops, reverse osmosis filtration, and a whole-home water softener system for pure, effortless luxury. New tile floors with sound-dampening underlay throughout the unit ensuring quiet comfort. The generous primary suite is a true sanctuary: direct bay 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 #4 for secure parking, and pet-friendly policies Community perks elevate the lifestyle: 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)
728 PRUITT DR, MADEIRA BEACH, FL 33708
$1,250,0009 Days on yellowkey MLS ID: TB8494283
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1802 Built: 1954 Tax: $6,822 (2025)Community: Bay Point Estates 1St AddSpa: NoSingle Family
Taxes:$6,822
Remarks: Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates—with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach and Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bedroom, 2-bath residence offers 1,802 square feet of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Raymond Mihara (813-960-2300)
249 144TH AVE, MADEIRA BEACH, FL 33708
$799,0003 Days on yellowkey MLS ID: TB8494719
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1960 Tax: $7,751 (2025)Community: Madeira Shores 1St AddSingle Family
Taxes:$7,751
Remarks: Exceptional waterfront redevelopment opportunity in the heart of Madeira Beach. This 50x100 open-water lot at 249 144th Ave offers direct Intracoastal access with only the Johns Pass bridge between you and the Gulf, making this an outstanding site for a custom coastal residence or luxury spec build. The existing storm-damaged structure is being sold strictly AS IS for land value, with the true value centered in the lot, water frontage, and incredible open-water views across a basin lined with newer construction and high-end waterfront homes. The existing dock sustained significant storm damage and will require replacement, creating the perfect opportunity to design a new dock and lift configuration tailored to today’s boating lifestyle. This is the type of Madeira Beach lot that becomes harder to replace each year—surrounded by strong redevelopment momentum, upscale neighboring homes, and one of the most walkable boating-and-beach lifestyles in Pinellas County. Just a short walk to the sugar sand beaches, John’s Pass Village, waterfront dining, and entertainment, this location offers the rare combination of boating access, beach proximity, and premium rebuild upside. Whether you are building your forever waterfront home or positioning a high-end spec project in a market where coastal teardown lots continue to strengthen, this property offers exceptional long-term value in one of Tampa Bay’s most desirable beach communities.
Listing is courtesy of: EASY HOME SALES (727-201-8964)
Listing Agent: Jimmy Culler Jr. (727-290-7615)
400 150TH AVE #501, MADEIRA BEACH, FL 33708
$1,199,90063 Days on yellowkey MLS ID: TB8473309
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2012 Built: 2024 Tax: $16,105 (2025)Community: The Residences At Town CenterCondo
Taxes:$16,105
Remarks: ONE OR MORE PHOTOS ARE VIRTUALLY STAGED Welcome to the crown jewel of Madeira Beach living. This stunning penthouse residence in a boutique, luxury building delivers an elevated coastal lifestyle with resort-style amenities and breathtaking panoramic views. Unit 501 is an unfurnished 3-bedroom, 3-bathroom penthouse with a versatile bonus room, designed with an elegant open-concept layout, soaring ceilings, and expansive glass sliders that flood the home with natural light. The spacious living room and primary suite open to a large private balcony showcasing sweeping views of the Gulf, beach, pool, canals, and Intracoastal — the perfect setting for unforgettable sunsets. The chef’s kitchen is a true centerpiece, featuring stainless steel Café appliances, abundant cabinetry, and a large island with bar seating, sink, and dishwasher, seamlessly flowing into the dining and living areas for effortless entertaining. The primary suite offers a walk-in closet, additional hall closet, and a spa-inspired bathroom with dual sinks, built-in seating, powder drawer, and a walk-in shower. Each guest bedroom includes generous closet space and an ensuite bath — one with a walk-in shower and the other with a shower/tub combination that also provides convenient hallway access. The flexible bonus room is ideal for a home office, nursery, or library. An oversized laundry room includes a washer and dryer, sink, countertop workspace, cabinetry, and shelving, while additional storage closets are thoughtfully positioned throughout the home. Residents enjoy gated security with key/fob access, two assigned covered garage parking spaces, guest parking, golf cart spaces, and ground-level storage for bikes, kayaks, and paddleboards. Relax by the heated pool and hot tub overlooking the canal, or head to the rooftop deck to take in 360-degree views stretching from Madeira Beach and Redington Beach to Treasure Island and downtown St. Petersburg. Unit 501 also features a private rooftop pergola exclusive to the residence, complete with power for a fan and beverage fridge — a rare and exceptional outdoor retreat. This is luxury coastal penthouse living at its finest, combining modern design, premium amenities, and an unbeatable Madeira Beach location.
Listing is courtesy of: EXP REALTY (727-592-2286)
Listing Agent: Brandon Tecklenburg (727-265-6269)
14900 GULF BLVD #410, MADEIRA BEACH, FL 33708
$729,90020 Days on yellowkey MLS ID: TB8490975
REDUCED by $19,100 (2.6%) on 04/13/2026
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! 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. 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. 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)
532 CRYSTAL DR, MADEIRA BEACH, FL 33708
$935,00028 Days on yellowkey MLS ID: TB8487459
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $15,000 (1.6%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1959 Tax: $6,888 (2025)Community: Crystal IslandSingle Family
Taxes:$6,888
Remarks: Under contract-accepting backup offers. Welcome to your waterfront retreat in Madeira Beach - a beautifully renovated three-bedroom, three-bathroom, two-story home designed for the ultimate Florida lifestyle. With direct canal access, a 2018 10,000 lb boat lift and dock this is truly a boater’s paradise where you can head out on the water anytime you please. This home offers peace of mind with major updates including 2025 Downstairs & 2019 upstairs A/C systems (with yearly maintenance), a 2024 water heater, 2024 & 2018 roofs, a 2014 seawall, hurricane-impact windows throughout, a hurricane-rated garage door, and paid-off solar panels - keeping the electric bill incredibly low. The first level features a bright open floor plan with stunning canal views, two bedrooms, two full bathrooms, and a flexible room that can be used as a dedicated office space perfect for working from home or easily converting to suit your needs. The kitchen is both stylish and functional, offering solid wood cabinetry, updated stainless steel appliances, quartz countertops, and a breakfast bar. The spacious living room is filled with natural light and features large glass sliders that seamlessly connect indoor and outdoor living - perfect for entertaining. One of the downstairs bedrooms includes its own private en-suite bathroom, while the guest bathroom offers a tub/shower combo. Ceiling fans are thoughtfully placed throughout the home for added comfort. The entire upstairs and balcony were added in 2018 and is dedicated entirely to the primary suite, creating a private sanctuary complete with hardwood flooring in both the bedroom and closet. Wake up to serene water views and step out onto your private balcony. The spa-like bathroom features a soaking tub, dual-sink vanity, abundant storage, and a glass-enclosed shower with a rain shower head and detachable handle. A large walk-in closet with custom shelving and the added convenience of a washer and dryer inside the bathroom complete this luxurious space. Step outside to your own slice of paradise where the great space outside was completed in 2012 - featuring a covered pavered patio ideal for dining, grilling, and relaxing year-round. The fenced backyard, dock, and waterfront setting make it easy to enjoy boating, kayaking, or simply watching wildlife right from your backyard. A large paver driveway leads to a two-car garage, providing ample parking and storage. Located just minutes from the beach, with easy access to bike lanes on Gulf Blvd to the Pinellas County trail, and close to local restaurants, parks, shopping, and activities, this home offers the perfect combination of luxury, location, and lifestyle. Don’t miss your opportunity to own this exceptional waterfront property!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
13720 GULF BLVD #503, MADEIRA BEACH, FL 33708
$875,00023 Days on yellowkey MLS ID: TB8489838
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1981Monthly Fee: $1,241 Tax: $10,858 (2025)Community: Villa Madeira CondoCondo
Taxes:$10,858
Remarks: Experience refined coastal living at Villa Madeira, where timeless elegance meets the effortless beauty of Florida’s Gulf Coast. This exceptional 3-bedroom, 2-bath residence, perched on the fifth floor, showcases sweeping, unobstructed views of the turquoise waters of the Gulf and the pristine sands of Madeira Beach. Bathed in natural light, the thoughtfully designed interior offers an open-concept layout enhanced by soft coastal finishes and an inviting, sophisticated ambiance. Fully furnished and impeccably maintained, this residence is equally suited as a primary home, an elegant vacation retreat, or a HIGH-PERFORMING INVESTMENT property. Villa Madeira’s desirable one-week minimum rental policy presents a rare opportunity for consistent income generation in one of Florida’s most sought-after beachfront communities. The spacious primary suite is a private sanctuary, opening to breathtaking beachfront vistas—an idyllic setting to begin each day with the gentle sound of waves and warm coastal light. Two additional bedrooms provide generous accommodations for guests and family. Everyday convenience is seamlessly integrated with in-unit laundry and quality finishes throughout, ensuring a truly move-in-ready experience. An expansive screened-in balcony extends the living space outdoors, offering a serene setting for morning coffee, evening entertaining, and unforgettable sunsets over the Gulf. Here, the rhythm of the ocean becomes part of daily life, creating an atmosphere of tranquility and escape. Villa Madeira enhances the lifestyle with a collection of resort-style amenities, including a HEATED BEACHFRONT POOL, sun deck, elevator access, and assigned COVERED PARKING, all complemented by DIRECT BEACH ACCESS. Constructed with durable concrete block and structural steel, the building has successfully completed its Milestone inspection, providing added confidence and peace of mind. Recent improvements—including a new roof (2025). Ideally positioned, the residence is just moments from the charm and vibrancy of John's Pass Village & Boardwalk. Living in Florida offers more than just a home—it is a lifestyle defined by year-round sunshine, coastal breezes, and a relaxed yet refined pace of life. From morning walks along the shoreline to vibrant waterfront dining and endless outdoor recreation, Madeira Beach embodies the very best of Gulf Coast living. This is a rare opportunity to own a distinguished beachfront residence where every detail reflects comfort, quality, and the enduring allure of life by the sea.
Listing is courtesy of: THE BASEL HOUSE (813-867-4063)
Listing Agent: Grant Vreeland (305-767-8722)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.