Location: Madeira Beach
Do Not Show Listings
423 150TH AVE #1405, MADEIRA BEACH, FL 33708
$700,00042 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,647
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
165 MEDALLION BLVD #C, MADEIRA BEACH, FL 33708
$350,000134 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
Taxes:$3,050
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)
728 PRUITT DR, MADEIRA BEACH, FL 33708
$1,250,00014 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
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
Remarks: Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates—with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach and Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bedroom, 2-bath residence offers 1,802 square feet of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Raymond Mihara (813-960-2300)
668 AMERICAN LEGION DR, MADEIRA BEACH, FL 33708
$1,875,000270 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)
14066 MARGUERITE DR, MADEIRA BEACH, FL 33708
$520,00046 Days on yellowkey MLS ID: TB8480440
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 885 Built: 1949 Tax: $5,837 (2024)Community: Gulf Shores 5Th AddSingle Family
Taxes:$5,837
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to your coastal retreat. This beautifully renovated block construction home blends modern updates with timeless beachside charm, offering the perfect opportunity to enjoy the relaxed Florida lifestyle. This thoughtfully designed 2-bedroom, 1-bath residence features an open floor plan with stylish tile flooring throughout, creating a bright and welcoming living space. The updated kitchen is a standout, complete with stone countertops, custom wood cabinetry, and brand-new stainless steel appliances—perfect for both everyday living and entertaining. The bathroom has been tastefully updated with a double vanity and elegant tilework, combining functionality with a clean, modern aesthetic. Both bedrooms are generously sized with ample closet space, while all-new window treatments add a polished finish and privacy throughout the home. Just off the kitchen, a charming sunroom offers the ideal spot for morning coffee or evening wine. Outside, the beautifully landscaped, low-maintenance yard creates a private outdoor setting perfect for relaxing, grilling, and enjoying the coastal breeze. A unique feature of the property is the detached 240 sq. ft. block construction garage, offering incredible versatility—it could easily be converted into a studio, office, workshop, or additional living space. Recent upgrades include a whole-house water purification system, new hot water heater, new irrigation system, new interior washer and dryer, and an updated HVAC condenser, providing peace of mind for the next owner. Ideally located just minutes from Caddy’s, The Candy Kitchen, The Reef Bar & Grill, John’s Pass, and the beautiful Gulf beaches, this home places dining, shopping, entertainment, and the sand at your fingertips.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Alicia Warburton (201-424-3042)
337 REX PL #B, MADEIRA BEACH, FL 33708
$439,00039 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.
11133 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$374,90047 Days on yellowkey MLS ID: TB8481166
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1332 Built: 2001Monthly Fee: $420 Tax: $5,546 (2025)Community: Kapok GrandTownhouse
Taxes:$5,546
Middle School: Osceola Middle-PN
Remarks: Welcome to the gated community of Kapok Grand, located just 1.7 miles from the beautiful shores of Madeira Beach. This well-maintained 2 bedroom, 2.5 bathroom townhome offers peaceful pond views, functional living space, and a prime coastal location. The open concept main level features tile flooring, high ceilings, and granite countertops, creating a bright and inviting space for everyday living and entertaining. An updated sliding glass door leads to a screened-in lanai overlooking the tranquil pond, the perfect spot to relax and enjoy the view. Just beyond the lanai is a paved patio area with a grill, offering an additional outdoor space to unwind beside the water. Upstairs you will find two spacious bedrooms, each with its own ensuite bathroom and plantation shutters. The primary suite includes a walk-in closet and an elegantly renovated bathroom, creating a comfortable private retreat. A second-floor washer and dryer adds everyday convenience. Kapok Grand residents enjoy gated entry and resort-style amenities, including a clubhouse, full fitness center, community pool, and scenic walking trails. All of this is just minutes from Madeira Beach, local restaurants, shopping, and the best of the Gulf Coast lifestyle.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Carolina Grainger (951-201-8144)
534 CRYSTAL DR, MADEIRA BEACH, FL 33708
$3,499,000165 Days on yellowkey MLS ID: TB8445499
REDUCED by $100,000 (2.8%) on 04/02/2026
Bed: 6 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4848 Built: 2025 Tax: $11,941 (2024)Community: Crystal IslandSpa: YesSingle Family
Taxes:$11,941
Elementary School: Madeira Beach Elementary-PN
High School: Osceola Fundamental High-PN
Middle School: Madeira Beach Middle-PN
Remarks: PRICED BELOW APPRAISED VALUE. BOATERS PARADISE- DEEP WATER!....Brand New Waterfront Masterpiece — This brand new construction has just been completed and is priced to sell. Offering exceptional value for discerning buyers who crave space, privacy, and endless entertainment. Nestled along the water, this never-before-lived-in home captures luxury and modern practicality with a spacious six-bedroom, six-bath floor plan designed to accommodate hosting friends and family while ensuring everyone has their own sanctuary. The result is a flowing, open-concept design that invites effortless entertaining and everyday living, with a dedicated media room for cinema-grade nights and a thoughtfully appointed home office to support work-from-home needs.The six bedrooms and six baths provide rare flexibility, from guest suites to in-law arrangements or private spaces for multi-generational living. The primary suite is a retreat in itself, featuring a spa-like ensuite and expansive closet space with tranquil water-facing views. The incredible chef-inspired kitchen showcases premium appliances, a large island, walk-in pantry, and finishes that elevate daily living to a luxurious experience. Throughout the home, modern, high-end finishes, smart-home wiring, and designer touches create an ambience of refined sophistication. Waterfront living is at the heart of this home, with serene water views visible from multiple rooms and the promise of outdoor entertaining that extends beyond the indoors. The exterior presents a clean, modern aesthetic with durable, low-maintenance materials, and ample yard space ready for landscaping enhancements, a saltwater pool with heating and cooling feature complete with a raised jacuzzi and additional outdoor lounge areas. Location-wise, you’ll enjoy a prime waterfront neighborhood with easy access to boating, close to the Beach and nearby shops and restaurants. The area combines a quiet, prestigious community feel with modern conveniences, including proximity to top-rated schools, dining, and recreation. From a price-to-value perspective, this new build represents exceptional value for a waterfront property of this caliber, with warranties and builder oversight providing peace of mind and ready occupancy upon escrow closing. This home is a true sanctuary built like a fortress, all block construction on a 3-tier foundation to give you peace of mind. Realtors, bring your pickiest buyers, they will not be disappointed!
Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
Listing Agent: Helle Hartley (727-504-2487)
399 150TH #101, MADEIRA BEACH, FL 33708
$665,00048 Days on yellowkey MLS ID: TB8483101
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1999 Tax: $9,027 (2025)Community: Madeira CoveCondo
Taxes:$9,027
Remarks: Welcome to this exceptional waterfront three-bedroom corner unit located on the second level of the highly sought-after Madeira Cove condominium. This residence offers abundant natural light, with impact-rated windows on three sides, including a unique bay window in the dining area, distinguishing it from interior units. Upon entry, a welcoming foyer leads to a hallway and spacious living areas, featuring attractive, durable bamboo flooring. The open-concept layout includes a combined living and dining room, alongside a kitchen with a breakfast bar that seamlessly connects to the main living space. Sliding doors from the living room open onto an expansive covered balcony, providing picturesque water views and frequent sightings of dolphins in the bay.The kitchen is equipped with ample maple wood cabinetry, granite countertops, a pantry, and an adjacent laundry closet with full-sized stackable washer and dryer. The split bedroom plan offers two generously sized bedrooms along the hallway, one with private access to the guest bathroom. The primary suite, situated at the rear of the unit, features sliding doors leading to the balcony and windows overlooking the water, all adorned with plantation shutters. The oversized balcony overlooks Boca Ciega Bay and accommodates both alfresco dining and lounge seating, ideal for enjoying the scenic views.Residents enjoy amenities including a sparkling heated pool and waterfront clubhouse, which houses restrooms, a fitness room, and a kitchen suitable for social events. The community also provides a waterfront grill and picnic area, as well as a covered wrap-around porch with bay views. Private boat slips at the community dock may become available for purchase or rental. Assigned parking beneath the building protects vehicles from the elements, while ample guest parking is available. Additional storage is provided with a closet adjacent to the parking space. Located within walking distance to the beach, residents have convenient access to the Gulf for leisure activities. Madeira Cove is a meticulously maintained, all-ages community managed by a proactive association.
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Conor Oneill (727-967-0928)
14048 GULF BLVD #301, MADEIRA BEACH, FL 33708
$2,799,000122 Days on yellowkey MLS ID: TB8458085
0 Days Off yellowkey (back on 12/20/2025)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2330 Built: 2024Monthly Fee: $1,067 Tax: $42,862 (2024)Community: Gulf Shores 2Nd AddSpa: YesCondo
Taxes:$42,862
Remarks: Under contract-accepting backup offers. Under Construction. Under Construction. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. Currently under construction with expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub surround and striking mosaic waterfall detail. Outside, the amenities continue with a beachfront pool and spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living. All renderings are of proposed furnishings and does not reflect exact finished product.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Adrienne Dauses (804-229-5151)
850 BAY POINT DR, MADEIRA BEACH, FL 33708
$2,299,95068 Days on yellowkey MLS ID: TB8461842
0 Days Off yellowkey (back on 4/4/2026)
Bed: 5 Bath: 4.0 Gar: 5 Liv Area Sq Ft: 2628 Built: 2020 Tax: $30,617 (2025)Community: Bay Point Estates 2Nd AddSingle Family
Taxes:$30,617
Remarks: Under contract-accepting backup offers. Reduced March 27th! OPEN, DEEP WATER! ELEVATED! COMPLETELY RENOVATED! 40,000 LB BOAT LIFT! PRIVATE ELEVATOR! SIMPLY STUNNING! If you appreciate the finer things in life — a fine glass of wine from your 600-BOTTLE DUAL-ZONE WINE CELLAR (2022), a perfectly crafted evening cocktail at your custom WET BAR (2025), or quiet moments on the terrace with the ocean breeze — this home was designed for you. This extraordinary ELEVATED 2020 residence sits on one of the most coveted and RARELY AVAILABLE LOTS along the INTRACOASTAL WATERWAY, offering unobstructed SUNRISE & SUNSET VIEWS and DIRECT GULF ACCESS with a 40,000-LB DECO BOAT LIFT (2023). Bring the heavy boats. The newer dock (2021) includes water (2024) and electric. Inside, soaring ceilings, warm natural wood floors, and walls of glass frame Boca Ciega Bay from nearly every room. The chef’s kitchen features SUB-ZERO refrigeration, a WOLF gas range, built-in convection oven and microwave, KITCHENAID dishwasher (2025). The layout offers TWO LUXURIOUS PRIMARY SUITES, an additional en-suite bedroom, and a private office with sound-deadening membrane. A PRIVATE 950-LB RATED ELEVATOR connects all levels and leads to a 2,606 SQ FT LOWER-LEVEL 5+ CAR GARAGE with 3-TON MINI-SPLIT A/C and polyaspartic flooring (2022), accommodating vehicles, jet skis, and motorcycles with ease. ROOF (2022). HURRICANE IMPACT WINDOWS/DOORS THROUGHOUT. 24kW WHOLE-HOUSE GENERATOR powered by a 500-GALLON BURIED PROPANE TANK (Industrial grade). FIBER INTERNET. LUTRON SMART-HOME AUTOMATION provides seamless control of lighting and whole-home audio with voice activation. Remotely manage lighting, entry access, climate, and security systems from anywhere, delivering a true modern luxury living experience. FULLY INTEGRATED CCTV SECURITY WITH STORAGE FOR A MONTH. Outdoors, PROFESSIONALLY DESIGNED LANDSCAPING (2023), spun-copper commercial lighting, tiki torches, in-ground irrigation with drip line for potted plants, and STAINLESS CABLE RAILINGS WITH INTEGRATED LIGHTING (2024) create a refined waterfront setting. The backyard is prepped for a future outdoor kitchen with propane line, a wide 12ft balcony with 460 sq ft outdoor living space and drain in place. Plenty of room for an inground pool. Less than a mile stroll to the Gulf beaches of Madeira Beach — boat in the morning, beach at sunset. This is true Florida coastal living. Inside you will find THREE SLEEK BIDETS, CUSTOM PRIMARY CLOSETS, PLANTATION SHUTTERS, BEAUTIFULLY REMODELED ALL FOUR BATHROOMS (2025/26), HOTEL COLLECTION SCENT SYSTEM (2023) PLUMBED INTO HVAC, reverse-osmosis water at the wet bar, HIGH-EFFICIENCY VARIABLE-SPEED HVAC SYSTEM (2024), and GE washer & dryer (2023) conveying. Flood insurance is $813 per year and assumable. This is not simply a waterfront home. It is a statement for the buyer who understands luxury. Be sure to review the 3D floorplan and Social Media Reel.
Listing Agent: Tami Jones (727-331-9515)
15305 1ST ST E #201, MADEIRA BEACH, FL 33708
$725,000189 Days on yellowkey MLS ID: A4668106
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2021 Tax: $9,925 (2024)Community: Madeira Del Mar CondoCondo
Taxes:$9,925
Remarks: Discover this coveted luxury 3 bedroom, 3 bathroom condo built in 2021. This home offers a rare combination of modern comfort, privacy, and flexibility all on Madeira Beach. Whether you are searching for a primary residence, vacation getaway, or income producing short term rental, this property delivers it all. Step inside and feel the peace of mind that comes with newer construction designed for today’s lifestyle. Each bedroom features its own private en suite bath, perfect for hosting guests or multi generational living. The home is fully furnished, saving you time and money so you can move right in or start renting immediately. Enjoy lush courtyard views, a heated pool for year round enjoyment, and no CDD fees. Soak up the Florida sunshine, listen to the waves, and embrace the best of coastal living in beautiful Madeira Beach. Nearby you’ll find John’s Pass, renowned restaurants, boutique shopping, and endless entertainment, offering both relaxation and excitement at your doorstep. Schedule your showing today!
Listing is courtesy of: DREAMIFY REAL ESTATE LLC (941-827-0700)
Listing Agent: Jessica Peterson (970-222-2891)
538 LILLIAN DR, MADEIRA BEACH, FL 33708
$959,90038 Days on yellowkey MLS ID: TB8486579
0 Days Off yellowkey (back on 4/17/2026)
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. 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)
601 AMERICAN LEGION DR #26, MADEIRA BEACH, FL 33708
$249,00019 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.
300 150TH AVE #409, MADEIRA BEACH, FL 33708
$989,00011 Days on yellowkey MLS ID: TB8495091
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1600 Built: 2022Monthly Fee: $896 Tax: $14,208 (2025)Community: Harbor At Town Center CondoSpa: YesCondo
Taxes:$14,208
Remarks: Offered FURNISHED and BEACH-READY, this 2022-built WATERFRONT residence delivers a rare combination of newer construction, clean design, and effortless coastal living, ideal for investment or personal use. With comfort and flexibility in mind, the light-filled layout features a split floor plan with two bedrooms plus a den, and two-and-a-half baths, creating space for guests, work-from-home, or additional living. The main living area opens through oversized hurricane-impact sliding glass doors to an expansive balcony with three separate access points, creating a seamless indoor-outdoor connection. The kitchen features quartz countertops, ample cabinet storage, stainless steel appliances, and flows naturally into the living and dining areas, combining everyday functionality with clean, eye-catching design. The generously sized primary suite serves as a private retreat, complete with harbor views, a spacious walk-in closet, direct balcony access, and a well-appointed bath with dual vanities and a large glass-enclosed walk-in shower. A secondary bedroom offers comfortable accommodations with sliding door access to the balcony. The den/office (currently used as a bedroom) provides flexible use as a home office, guest space, or additional sleeping area. From morning coffee to relaxed evenings, the waterfront setting offers views of the harbor and passing boats, creating a natural backdrop to daily life. Ideally located with easy access to John’s Pass, Gulf beaches, dining, entertainment, and local shops, the property blends coastal charm with everyday walkable convenience. Move-in ready and thoughtfully appointed, additional features include an in-unit washer and dryer, motorized blinds throughout, keyless entry, two (2) assigned garage parking spaces on the second level, and nearby private storage. Community amenities include key-fob access to a secure lobby and gated garage, two elevators, a heated pool and spa, two electric vehicle charging stations, and the allowance of two pets with no weight limits. Schedule your private showing today and experience this exceptional residence!
Listing is courtesy of: ELEMENT SIX REAL ESTATE LLC (727-647-1995)
Listing Agent: Jessica Smith (727-647-1995)
13336 GULF BLVD #103, MADEIRA BEACH, FL 33708
$599,90090 Days on yellowkey MLS ID: TB8467259
1 Days Off yellowkey (back on 3/2/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1988Monthly Fee: $888 Tax: $6,300 (2025)Community: Chambre The CondoSpa: YesCondo
Taxes:$6,300
Remarks: Coastal Elegance & Gulf Front Views! Experience the ultimate Florida lifestyle in this stunning front-row condo located directly on the sugar sands of Madeira Beach. Chambre 103 offers more than just a home; it offers a front-seat view of the ocean and the relaxing rhythm of the tide. Step into a bright, open-concept living space where floor-to-ceiling natural light meets cozy coastal charm. This meticulously maintained 1-bedroom, 1-bathroom unit is designed for both comfort and functionality. Selling fully furnished with all contents included. Start your mornings and end your evenings on your private balcony with breathtaking views overlooking the turquoise waters of the Gulf. Features a spacious bedroom with a king-sized bed and a secondary full sleeper sofa in the living area. A fully equipped, modern kitchen with all the essentials, perfect for preparing fresh local seafood to enjoy beachside. Rarely does a beachfront opportunity like this hit the market! Located on the quiet, tucked-away Gulf Lane, this well-maintained 25-unit community is the hidden gem of Madeira Beach. From the convenience of your reserved parking to the luxury of a beachfront heated pool and spa, your beachside oasis awaits!
Listing Agent: Shannon Peterson (727-291-8787)
14048 GULF BLVD #201, MADEIRA BEACH, FL 33708
$2,729,000328 Days on yellowkey MLS ID: TB8389675
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2330 Built: 2024 Tax: $42,862 (2024)Community: Gulf Shores 2Nd AddSpa: YesCondo
Remarks: Under Construction. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. Currently under construction with expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living!
14048 GULF BLVD #302, MADEIRA BEACH, FL 33708
$2,725,000328 Days on yellowkey MLS ID: TB8389678
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1791 Built: 2024 Tax: $42,862 (2024)Community: Gulf Shores 2Nd AddSpa: YesCondo
Remarks: Under Construction. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. Currently under construction with expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub. Outside, the amenities continue with a beachfront pool and spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living!
14019 W PARSLEY DR, MADEIRA BEACH, FL 33708
$735,00047 Days on yellowkey MLS ID: TB8483237
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1913 Built: 1954 Tax: $4,837 (2025)Community: Gulf Shores 5Th AddSingle Family
Taxes:$4,837
Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully renovated, and furnished BLOCK beach home—just minutes from our beautiful Madeira Beach! This beautiful open concept is a bright, modern, move-in-ready coastal retreat featuring a 4-bedroom, 3-bath residence with a staircase that provides access to an additional loft/attic-style room, offering flexible space ideal for a home office, guest area, or creative studio. This beautiful property is ideally located in the heart of Madeira Beach, just a 5-minute walk to the beach. Renovated from top to bottom, the home features thoughtful upgrades and high-quality finishes throughout, including a washer and dryer. The brand-new kitchen boasts modern cabinetry, sleek countertops, and stainless-steel appliances, opening seamlessly into the main living areas for easy everyday living and entertaining. Throughout the home, you’ll find new tile flooring, fully remodeled bathrooms with contemporary vanities and finishes, and fresh interior and exterior paint, giving the space a clean, polished, and contemporary feel. Step outside to your own private backyard paradise! Perfect for outdoor dining, entertaining guests, or simply relaxing after a sun-soaked day at the beach, this space invites you to soak in the Florida lifestyle. Enjoy the sunshine, host weekend barbecues, or unwind under the stars in your tropical retreat. The property also features ample parking with a rare circular driveway, combining both convenience and striking curb appeal. Ideally situated near Madeira Beach, dining, shopping, and local attractions, this home is perfect as a primary residence, vacation getaway, or investment property in one of the area’s most desirable coastal locations. Every detail has been carefully updated, making this home truly turnkey and ready for you to embrace the ultimate Florida beach lifestyle. Recent updates provide peace of mind and modern convenience: (Roof replaced in 2016) Storm-rated back door and front windows (2023), kitchen update (2024), new stainless steel appliances (2024), updated bathrooms (2023), and fresh interior paint throughout (2023). Madeira Beach is one of the most sought-after coastal neighborhoods. Every detail of this home has been thoughtfully updated, making it completely turnkey; just bring your suitcase. With dining, shopping, and local attractions nearby, this home is perfect as a primary residence, vacation getaway, or investment property—Airbnb ready. Every detail has been thoughtfully updated, making this home truly turnkey and ready for the ultimate Florida beach lifestyle, and it is golf cart friendly. Schedule your private showing today before it's gone!
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Melissa Vivenzio (813-531-1460)
516 CRYSTAL DR, MADEIRA BEACH, FL 33708
$995,000180 Days on yellowkey MLS ID: TB8439054
REDUCED by $15,000 (1.5%) on 04/17/2026
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! 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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Matt Gardner (724-513-6012)
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