Location: Madeira Beach
Do Not Show Listings
352 144TH AVE, MADEIRA BEACH, FL 33708
$850,000Listed 04/21/2026 11:34AM MLS ID: TB8499790
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1950 Tax: $5,288 (2025)Community: Madeira Shores 1St AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,288
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This three-bedroom, two-bathroom residence boasts a meticulously renovated interior, blending contemporary elegance with a welcoming atmosphere. All plumbing and electrical systems are entirely new, and the appliances—brand new—remain with the property for immediate convenience. Located in Madeira Beach, just two blocks from the shore, it offers an enviable location for vacations or family living. The interior dazzles with newly tiled floors throughout, and the roof was fully renovated in 2021 for lasting durability. Impact-resistant windows ensure protection from hurricane winds. Additionally, the air conditioning and water heater are also newly installed, ensuring maximum comfort. The façade, with its coastal blue hue and crisp white accents, radiates freshness, while the geometric driveway and palm trees add a tropical character. In the backyard, a modern pool and relaxation area create a private oasis. Don’t miss the opportunity to make this beautiful property yours in the Sunshine State, where quality, location, and style come together to offer you the home you’ve always dreamed of!
Listing is courtesy of: DOMINO REALTY (407-466-3585)
Listing Agent: Ivan Santana (407-466-3585)
725 SUNSET CV, MADEIRA BEACH, FL 33708
$520,000257 Days on yellowkey MLS ID: TB8415202
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1952 Tax: $3,555 (2024)Community: Bay Point Estates 1St AddSingle Family
Taxes:$3,555
Tax Year: 2024
Remarks: Move right in! Beautiful, Florida Beach Home. Completely remodeled with permitting. This could be your Florida Beach Home to love and enjoy. What a pretty location. Just a couple houses walk to the private, neighborhood waterfront dock and green space. This waterfront park also has a small boat ramp. Sip your morning coffee or enjoy the evening sunsets here-waterside. Watch the dolphins play and maybe even see a group of manatee swim by. This is a true 2 bedroom home with a third very large room that could be used for an amazing third bedroom or guest room. The current owner is using it as an office and an oversized "department store" style closet! You may fall in love with it too. The home has an inside laundry/utility room plus a one car garage that could fit a small/compact car or fun Deluxe-Beach Golf Cart, kayaks, paddle boards and more. Outside you have a resort style front and back yard. The back yard has an outside shower that's great after a day of boating, swimming at the beach or gardening. Enjoy the extra storage and especially the outside Kitchen/grilling entertaining area. Relax and put your face to the sun. Fall asleep reading your favorite book. You can unwind in the small yet attractive portable fresh water pool the owner has set up. The home inside has been remodeled with most updates being as new as 2025! The home has an attractive modern kitchen with an island sitting area. All appliances will be staying for the new owner. Both bedrooms are a good size with nice window placement allowing the natural sunlight in! The woodwork throughout adds to the character and quality of this home. Look at the doors, door trim, crown molding and baseboards. Notice the high quality and stylish bathroom design and tile work. The back room would be a nice dining area, library, exercise or hobby/art room. You'll find neutral paint colors with a splash of bright color throughout. Sunset Cove is a beautiful street with two green space lots nearby this home. What a wonderful place to live! You could Move right in now and make this your full time residence...or make a nice Florida real estate investment purchase. There's plenty of parking with the paved circle drive. This could be an amazing opportunity also as a second Florid Beach Property (only blocks to the beach) for Family, Friends to visit. The entire Central heat and A/C have just been replaced August 2025. Walk to the beach. Enjoy nearby breakfast cafe and Candy Kitchen for ice creme and sweet treats. The Famous waterfront John's Pass Village is fun to walk or bike ride to with jet ski rentals, parasailing, fishing charters and dolphin watching tours available.. Dining, entertainment and shopping seem extra special here at the beach! Bring your boat, paddle boards, kayaks and enjoy the outdoors. It's so comfortable and beautiful here. We love it!
Listing is courtesy of: COLDWELL BANKER PICKETT FENCES REALTY (727-395-9492)
Listing Agent: Heather Staton (727-709-7355)
14117 PALM ST, MADEIRA BEACH, FL 33708
$320,000133 Days on yellowkey MLS ID: TB8454591
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 936 Built: 1938 Tax: $6,863 (2024)Community: Gulf Shores 1St AddSingle Family
Taxes:$6,863
Remarks: PRICE IMPROVEMENT – Incredible opportunity in a prime Madeira Beach location just steps from the Gulf of Mexico. This property sustained significant flood damage during last year’s storm and the home is being sold in its current condition. The extent of the damage may require a full renovation or possible tear-down for new construction. Buyers are advised to conduct their own due diligence with the city, county, and any licensed contractors regarding rebuilding options, FEMA requirements, and current building codes. The existing structure previously featured two bedrooms, bonus room/study room, one and a half baths, multiple living areas, a detached one-car garage, and a fenced backyard with patio space. The home's interior, mechanical systems, and finishes were impacted by flooding and will need evaluation. The lot itself offers an exceptional setting in one of the most desirable pockets of Madeira Beach, only a short stroll to the sand, the Intracoastal Waterway, Caddy’s beachfront dining, and nearby shopping and attractions including John’s Pass. This property is now competitively priced according to condition and provides a rare opportunity to create or build your ideal coastal retreat. Sold as-is with the right to inspect. Buyer to verify all building, zoning, and restoration or redevelopment possibilities. If you'd like, I can also give you a slightly more aggressive investor-focused version.
Listing is courtesy of: SUNCOAST HOME REALTY (727-204-5001)
Listing Agent: Keyvan Kohan-Shohet (727-204-5001)
10193 GRAND OAK CIR, MADEIRA BEACH, FL 33708
$810,000Listed 04/20/2026 5:16PM MLS ID: TB8499854
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2014Monthly Fee: $135 Tax: $11,331 (2025)Community: Cove At Bay PinesSingle Family
Taxes:$11,331
Remarks: Looking for a spacious home that is not only close to the award-winning beaches but is also centrally located and near all the conveniences that Seminole has to offer? Then this updated 2 story contemporary style home located, in the gated Cove at Bay Pines community, could be for you. Not to mention, the local VA Hospital is right down the street! This house has been immaculately cared for, and it all starts with landscaping! As you approach the front entrance, you will notice a beautiful array of plants and flowers that follow you up to a grand, archway. The backyard allows the new owner to truly maximize Florida outdoor living! The screened-in pool allows for a peaceful and private experience. The backyard also uniquely offers plenty of shade, making this backyard a great entertainment space, even on the hottest days! Enjoy stainless appliances including a new, 2025 Refrigerator! The kitchen also includes upgraded ceramic tiling and plenty of storage space. Upstairs, an expansive primary bedroom awaits, which includes an ensuite bathroom (soaker tub and walk-in shower) and deep, walk-in closet. Whether you are upstairs or down, the 2024 AC will cool you off on those summer days! This community RARELY has available homes for sale so stop by quickly! This dream home won't be on the market long!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ryan Smith (616-591-8834)
358 BOCA CIEGA DR, MADEIRA BEACH, FL 33708
$539,90024 Days on yellowkey MLS ID: TB8476937
REDUCED by $10,000 (1.8%) on 04/20/2026
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
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
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)
13111 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$899,0004 Days on yellowkey MLS ID: TB8498159
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2323 Built: 1953 Tax: $8,151 (2025)Community: Pages Rep Of Mitchells BeachSpa: YesSingle Family
Taxes:$8,151
Remarks: This rare open water home on the intercoastal has three levels to enjoy the expansive water views and amazing sun rises. Home has 4 bedrooms and 2 full bathrooms located on the open water portion of intercoastal. Walking distance to John's Pass and the beach. 1st floor has been demoed due to water damage but Level 2 and 3 were unaffected and livable. Enjoy relaxing in the inground pool or spa or fishing off the dock with boat lift. A boater's and fisherman's paradise with gulf access within10 minutes.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
874 BAY POINT DR, MADEIRA BEACH, FL 33708
$2,099,00020 Days on yellowkey MLS ID: TB8487251
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2537 Built: 2002 Tax: $9,918 (2025)Community: Bay Point Estates 2Nd AddSpa: YesSingle Family
Taxes:$9,918
Remarks: YOUR GULF COAST DREAM HOME AWAITS! Best-life living in paradise with EXPANSIVE WATER VIEWS and ONLY ONE MILE from world-famous white sand beaches and the most spectacular sunsets. Casual elegance meets coastal charm in this bright and airy custom-built home with soaring 20-foot ceilings and windows, providing unparalleled views of Boca Ciega Bay. Watch dolphins frolic daily, visit with the manatees and fish off your dock in the calm and quiet waters. No expense was spared for the newer DEEP WATER dock (2024) with composite decking, a 13,000 lb. boat lift, fresh water and electrical with plenty of room for power boats, sail boats, jet skis or your yacht. Take off from your dock and arrive at the open waters of the Gulf in just a few minutes! The island life awaits whether its biking to the beach, brunch by boat, sunset cruising, or deep-sea fishing. You will never lack for entertainment and adventure with fine dining, tiki bars, live music, vibrant nightlife, and shopping. Launch your kayaks and paddle the multitude of mangroves, tiny islands and bird sanctuaries, or explore the endless variety of parks - all just minutes from your dock and door. Hang out at home while you swing and snooze in the hammock under the palms while enjoying the cooling sea breezes. Lounge by your crystal-clear pool and work on your tan, and then unwind under the stars in your jetted hot tub while watching the crackling flames of your firepit. The good life is yours in the bright and sprawling open concept kitchen/dining/living area that is perfect for entertaining. Gleaming granite countertops, countless cabinets, a huge island and an enormous floor to ceiling pantry are a chef’s dream! Impress guests with your water views, backlit wet bar and wine fridge, and WOW the crowd with the annual Madeira Beach Holiday Lighted Boat Parade cruising by! Three spacious spare bedrooms with 2 full baths provide lots of options, and your guests can even enjoy complete privacy in an enclosed 2-room guest suite with a full bath and its own entrance. After a day of entertaining, escape to ultimate relaxation in your private owner’s suite on its own floor, boasting his and hers walk-in “California” closets and a massive bath complete with a balcony! Slow down, sip a cocktail and soak while enjoying the sunset and painted sky from your oversized jetted garden tub. You can even view the sunset from your massive tiled shower with a large bench and 3 shower heads! Wake up and enjoy sunrise coffee and water views from your bed or sitting on your bay-side bedroom balcony. Or enjoy the stunning birds eye views of the bay and even downtown St. Pete - from the unique owner’s suite loft. The lower level boasts a 2-car garage, home gym and large heated/air-conditioned recreation area that’s perfect for your pool parties! Lower level could easily be converted to a 4-car garage. Your new home is located on a quiet, dead-end street.The peaceful, walkable neighborhood is surrounded by the bay and has several parks and NO HOA FEES. Other features of your new home include 10-foot ceilings, custom-etched glass doors and windows by local artist, laundry room on the main floor, complete with water views, a private pool-side outdoor shower (with hot water!), a whole-house water softener, expansive front and back decks, large attached potting/storage shed, and a safe and secure grassy side yard that’s PERFECT FOR YOUR PETS. Stop dreaming and START LIVING the Gulf Coast island life TODAY!
Listing is courtesy of: SOUTH BEACHES REAL ESTATE (727-399-9990)
Listing Agent: Anne Hensel (727-410-7777)
14032 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$725,00083 Days on yellowkey MLS ID: TB8455892
REDUCED by $25,000 (3.3%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1945 Tax: $4,835 (2025)Community: Gulf Shores 3Rd Add RepSingle Family
Taxes:$4,835
Remarks: Stunning Greek-Inspired Mediterranean Retreat – Fully Updated in 2024 Step into this beautifully reimagined Greek Mediterranean-style home, thoughtfully and completely updated in 2024. Every detail has been elevated, featuring a brand-new roof, impact windows, updated walls, tile flooring, and a new A/C system for modern comfort and peace of mind.The light-filled interior boasts vaulted ceilings and a designer kitchen with new custom cabinetry, stainless steel appliances, and elegant quartz countertops—perfect for both everyday living and entertaining. French doors open to a private backyard oasis, where a charming pergola shelters a teak dining table and chairs. Enjoy outdoor living at its finest with a built-in grill and sink, pavered porch, new fencing, additional teak outdoor furnishings, and a tranquil water feature. The fully updated detached art studio offers endless possibilities—ideal for creative space, a home office, or guest retreat. The fenced-in backyard provides privacy and serenity, creating a true sanctuary. Offered mostly furnished, this exceptional property is just a few blocks from the beach, blending coastal living with Mediterranean elegance. A rare opportunity to own a turnkey home in a prime location.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Edward Dimotta Pa (863-287-7272)
360 145TH AVE E, MADEIRA BEACH, FL 33708
$949,000162 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)
14223 E PARSLEY DR, MADEIRA BEACH, FL 33708
$1,299,000231 Days on yellowkey MLS ID: TB8423060
REDUCED by $176,000 (11.9%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1857 Built: 1951 Tax: $13,303 (2024)Community: Gulf Shores 6Th AddSingle Family
Taxes:$13,303
Remarks: This move-in-ready waterfront home lets you step straight into the boating lifestyle. Located directly on the Intracoastal Waterway in Madeira Beach, this turnkey 4-bedroom, 2-bath home offers deep-water access and quick boating access to the Gulf of America. From your private dock, it is approximately 5 minutes by boat to John’s Pass and out to the open Gulf waters. This is true deep water, sailboat water with no fixed bridges, ideal for larger vessels. Designed for serious boaters, the property features a 10,000 lb boat lift, wet slip, and additional dock space that can accommodate a boat up to 38 feet with a 14-foot beam. The dock is fully equipped with 220- and 110-volt electrical service, water service, dock lighting, with riprap for added shoreline protection and erosion control, while supporting natural water flow and marine habitat. The outdoor living space is built for waterfront entertaining. A custom outdoor kitchen with a built-in grill, prep station, storage, and bar seating overlooks wide open Intracoastal water views. This backyard captures the Florida waterfront lifestyle, perfect for boating, fishing, entertaining, and sunset gatherings. You will see dolphins daily, every morning and evening. Inside, the home features an open-concept floor plan with water views throughout the main living areas. The entire waterfront side is lined with impact windows and sliding glass doors, bringing in natural light and expansive views of the Intracoastal. Interior features include porcelain tile flooring, recessed lighting, plantation shutters, and a 19 x 13 bonus room that works well as a second living space, home office, or game room. The updated kitchen features waterfall quartz countertops, stainless steel appliances, a gas range, a wine cooler, and a movable stainless steel island designed for flexible prep and entertaining. The primary suite includes dual vanities, a custom walk-in shower, and a large walk-in closet with a skylight. Additional upgrades include a new 200-amp electrical panel, central air conditioning, mini split systems, a gas dryer, blown-in attic insulation, a whole-house water filtration system, electric roll-down hurricane shutters, and new gutters. The garage features a hurricane-rated door, LED lighting, and built-in storage. This is a rare Madeira Beach waterfront property offering deep-water dockage, a boat lift, an outdoor kitchen, and direct Intracoastal frontage with fast access to the Gulf. Ideal for buyers searching for waterfront homes in Madeira Beach, boating homes in Tampa Bay, or Intracoastal homes with a dock and lift. Homes with this combination of deep water access, dockage, outdoor living, and move-in ready condition are limited. Schedule your private showing today.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Rebecca Collins (727-251-9235)
15424 2ND ST E, MADEIRA BEACH, FL 33708
$575,00041 Days on yellowkey MLS ID: TB8483691
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1947 Tax: $4,451 (2025)Community: Lone Palm Beach 4Th AddSingle Family
Taxes:$4,451
Remarks: Paradise awaits just two blocks from the beach! Nestled in a sought-after neighborhood behind the iconic Smuggler’s Cove Miniature Golf Course, this stunning 3-bedroom, 2-bathroom home is ready for you to move right in. The property boasts a spacious backyard, offering endless potential to create your own private oasis. Every detail of this home has been thoughtfully updated, with brand-new features throughout, ensuring a fresh and modern living experience. Imagine enjoying the beach lifestyle every day, with the convenience of being within walking distance to a variety of local shops, vibrant bars, and delicious restaurants. Whether you're searching for a primary residence or the perfect beachside escape, this home delivers the ultimate coastal living experience. Plus, with easy access to two major airports, weekend getaways and travel plans couldn't be more convenient. If you've been dreaming of sun, sand, and a laid-back lifestyle, this is your chance to make it a reality. Welcome to your slice of paradise!
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: David Petrucelli (813-629-1358)
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
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
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)
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)
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)
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 is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Timothy Dube (727-201-6265)
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 Agent: Matt Gardner (724-513-6012)
4723 114TH ST N, MADEIRA BEACH, FL 33708
$519,50087 Days on yellowkey MLS ID: TB8468417
REDUCED by $5,500 (1.0%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 1971 Tax: $2,332 (2024)Community: Ridgewood RivieraSingle Family
Taxes:$2,332
Middle School: Osceola Middle-PN
Remarks: Make this your "FOREVER HOME!" - AFFORDABLE & UPDATED 4-bedroom block home - walk to Publix, Madeira Beach School, Slyce- & Osaka Restaurant - or bike across Tom Stuart Causeway to Madeira Beach! After Hurricane Helene - REMODELED, SPLIT BEDROOM plan, 2-bath rooms with 2-Car Garage; features: metal roof (2015) with gutters, newer energy-efficient windows, all new plank laminate & tile floors, 5" baseboards throughout, new interior doors, hardware, fixtures, kitchen with granite counters, new appliances, lighting, ceiling fans, newer duct work & attic insulation, "Carrier" A/C, water filtration system, laundry hook-up in garage, newer "Bradford" hot water heater, HIGH-IMPACT GARAGE DOOR, hurricane shutters & panels for all windows, pull-down ladder into attic. MOVE-IN READY! Entertain & barbecue in the large 280 sqft screened back porch. 15-year (from 2024) transferable warranty by Hafke Plumbing (attached to listing) for replacement of NEW under-slab sewer lines, vent stacks & drain arms for vanities and kitchen, plus exterior line replaced with all PVC pipes, and more. Boundary Survey available (attached to listing). Home is located on quiet street minutes to top-rated schools, world-famous beaches with boat ramps & Beach Trolley, local parks, Tyrone Shopping Mall, Seminole City Center, St. Pete College, and a short 20 minutes ride to vibrant downtown St. Pete. Perfect for your primary home, investment or AirBnB rental!
Listing is courtesy of: REALTY CONCEPTS OF PINELLAS (727-804-5104)
Listing Agent: Lucy Scheuringer (727-804-5104)
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