Location: Madeira Beach , 33708
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14900 GULF BLVD #202, MADEIRA BEACH, FL 33708
$825,00098 Days on yellowkey MLS ID: TB8486728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,230 Tax: $8,513 (2025)Community: Surfside South CondoSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,513
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Excquisite Coastal Retreat on beautiful Madeira Beach! The elegant condo has been COMPLETELY UPDATED with the finest appointments, including TAVERTINE FLOORS THROUGHOUT! Impact Windows and Doors, custom built in shelving with granite shelving, PLANTATION SHUTTERS, Crown Molding, and matching stainless steel appliances in the kitchen. This is the only unit in this complex with this custom floor plan! It is also a split floor plan. Two large walk in closets, HURRICANE SHUTTERS, washer and dryer, and this condo is being sold FURNISHED!! Walk to restaurants and bars and you are just a skip from the Famous St. Johns Pass and Boardwalk, where there are varieties of shops, restaurants, bars and entertainment. 1 mile down the road from new Publix Supermarket, 20 minutes to downtown St. Petersburg, and 35 minutes to Tampa International Airport. Whether you are looking for a vacation getaway, an investment property, or a permanent residence, this condo has it all. Min 30 day rental.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Beau Lucas (727-515-9728)
13004 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$559,000765 Days on yellowkey MLS ID: U8243128
REDUCED by $10,000 (1.8%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 1946 Tax: $1,731 (2024)Community: Pages Rep Of Mitchells Beach 2Single Family
Taxes:$1,731
Tax Year: 2024
Remarks: This home is MOVE-IN READY! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor, offering a fresh, beachy vibe with all the comforts of turnkey living. Enjoy peace of mind with an assumable flood insurance policy. Thoughtfully refreshed, this is the first completed remodel of its kind in the area—giving buyers a rare opportunity for easy, low-maintenance living just steps from the water. A 4-point inspection has been completed. Hurricane-grade windows throughout are complemented by a 2021 HVAC system and a newer water heater, ensuring year-round efficiency and comfort. The primary suite is a must-see, featuring breathtaking intracoastal views and a gorgeous staircase leading to a private second-floor retreat—the perfect place to wake up to sparkling water and unwind with unforgettable sunsets. The downstairs bedroom offers flexibility and can easily be converted into a rentable or guest space, adding to the home’s versatility. Whether you’re seeking an investment property or a primary or secondary beach home, this location checks all the boxes. Tucked away on a peaceful cul-de-sac at the tip of the peninsula, the home is ideal for coastal living—grab your golf cart and hop around town, with easy access to the beach and the vibrant shops, dining, and entertainment of John’s Pass Village, where coastal convenience meets everyday tranquility.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Caitlin Beaird (727-209-7458)
179 MEDALLION BLVD #H, MADEIRA BEACH, FL 33708
$369,00043 Days on yellowkey MLS ID: TB8504778
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 755 Built: 1973 Tax: $3,716 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,716
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
Remarks: YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal. In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat. THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable. USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms. Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED! LOCATION IS EVERYTHING! It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment. Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground! Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.
Listing is courtesy of: WATERFRONT REALTY TAMPABAY (727-320-9283)
Listing Agent: Tim Johnson (727-224-6856)
13246 4TH ST E, MADEIRA BEACH, FL 33708
$325,000220 Days on yellowkey MLS ID: TB8446530
1 Days Off yellowkey (back on 2/2/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1352 Built: 1958 Tax: $7,747 (2024)Community: Pages Rep Of Mitchells BeachApartment
Taxes:$7,747
Remarks: Short Sale. Opportunity on Madeira Beach! Duplex offering strong potential for restoration, redevelopment, or investment. This property previously underwent a full interior remodel down to the cinderblock. Since that time, the property has experienced flood damage and is now being offered in its current condition. Each side of the duplex features 2 bedrooms and 1 bathroom with an open layout. There is covered parking with a 2-car carport, exterior storage, and rear patio space. Excellent location within close proximity to Madeira Beach, restaurants, retail, and John’s Pass. Buyers are responsible for completing their own due diligence regarding condition, repairs, future improvements, and permitted uses.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Ineta Kalnina (813-900-8147)
11125 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$429,900128 Days on yellowkey MLS ID: TB8467270
REDUCED by $7,000 (1.6%) on 05/08/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1524 Built: 2000Monthly Fee: $420 Tax: $2,190 (2024)Community: Kapok GrandTownhouse
Taxes:$2,190
Remarks: Located in the desirable Kapok Grand community, this beautifully maintained townhome offers a rare and tranquil rear pond view enjoyed by only a select number of homes, with mature elm trees, birds, turtles, and peaceful natural scenery creating a truly serene setting from the private back screened-in lanai. Inside, the home feels open and airy with extra-high ceilings downstairs and vaulted ceilings upstairs, while still offering a warm and inviting atmosphere ideal for everyday living and entertaining. The spacious kitchen features stainless steel appliances, a brand-new high-end range, and a generous eat-in area, flowing seamlessly into the main living space. Both bedrooms include private bathrooms, with the convenience of an upstairs laundry room easily accessible from the bedrooms. The community is impeccably maintained with lush landscaping, irrigation, and pruning, and residents enjoy easy access to a clubhouse, fitness center, and pool, all a short distance across the street, and all supported by a low monthly HOA fee. Ideally situated near Madeira Beach, shopping, dining, and major roadways, this home offers a rare blend of location, lifestyle, and peaceful views in one of the area’s most well-kept communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ross Fengfish (727-282-4131)
12924 GULF BLVD #510, MADEIRA BEACH, FL 33708
$750,00074 Days on yellowkey MLS ID: TB8494745
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1005 Built: 1979 Tax: $6,650 (2025)Community: Sandy Shores CondoSpa: NoCondo
Taxes:$6,650
Remarks: INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO | This amazing 2 bed 2 bath unit right on the sandy beaches of Madeira Beach is very unique and rare with no restrictions on the number of rentals and nightly rentals allowed and UNLIMITED owner use****ONLY 3 NIGHT MINIMUM**** ALL AGES, ANIMAL FRIENDLY***Welcome home to your piece of paradise which is in the absolute most perfectly positioned Top Floor Condo across the street from famous John's Pass full of shopping, dining, boat rentals and waterfront options to enjoy. This residence is positioned on Madeira Beach, and the Gulf of America. This condo is steps to being on one of Florida’s most beautiful beaches, Madeira Beach, while also located just across Gulf Blvd from the world famous Johns Pass Village & Boardwalk featuring many shops, restaurants, water activities, & dolphin watching. A perfect location! This is a very popular vacation rental building allowing short term rentals while still allowing you to use it personally at your convenience or you can make this your full-time home and provides you and your guests with unlimited access to the best sunsets available on this coast.. 2 spacious bedrooms and 2 bathrooms including a grand master suite with an en-suite bath enjoying a time at the beach that is undeniably memorable. While you are not able to leverage time at the beach, this building allows for short-term rentals (min 3 days) for your cash flow desires. Fully walkable to so much so your guests don't need a car which makes for ease and low-cost, convenient travel. Fully turnkey solutions are available for rentals so please ensure you inquire about this at your showing. Schedule your showing today and spend the winter months enjoying the sun and sand of beautiful Madeira Beach! Condo building features over $2 million in professionally engineered structural and common are element updates over the past five years including concrete, rebar, balconies, hallways, roof, pool heater and pool filtration system replaced, building generator replaced, repaved parking lots, pool recently resurfaced, pool bathroom upgrade, fencing around pool & bike storage, new emergency building generator, & much more. Seller's portion of special assessment paid in full.
Listing is courtesy of: BISHA REAL ESTATE & CONSULTING, LLC (727-290-2000)
Listing Agent: Greta Oliva (727-510-9883)
15316 GULF BLVD #903, MADEIRA BEACH, FL 33708
$975,00091 Days on yellowkey MLS ID: TB8489124
REDUCED by $15,000 (1.5%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1978Monthly Fee: $1,352 Tax: $11,914 (2025)Community: Madeira Towers CondoSpa: YesCondo
Taxes:$11,914
Remarks: Enjoy coastal living from this beautifully positioned 9th-floor corner unit in Madeira Towers. This 3-bedroom, 2-bath residence offers 1,265 square feet of thoughtfully designed living space, along with one reserved parking space. Ideally situated on a higher floor, the unit provides a peaceful and quiet setting, with direct Gulf views. Inside, you’ll find updated laminate flooring (2025), impact-rated sliders leading to the balcony, custom closets (2025), and custom Murphy beds (2025) in both the front bedroom and office—maximizing functionality and flexibility. The primary suite features a double vanity, private balcony access, stunning Gulf and beach views, and a spacious walk-in closet. The building has undergone extensive upgrades, including a new roof (2019), renovated lobby, newly installed pavers, resurfaced pool, new hot tub equipment, new grill, and all-new fencing, gates, and patio areas. In 2025, cast iron plumbing was replaced throughout the building, offering added peace of mind. Conveniently located just minutes from downtown St. Petersburg, Tampa, local airports, and all that the Tampa Bay area has to offer. Ideal as a primary residence, second home, or investment opportunity in a desirable beachfront community.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kaitlyn Kellin (727-409-7474)
584 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,550,00080 Days on yellowkey MLS ID: G5110056
REDUCED by $250,000 (13.9%) on 05/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 1958 Tax: $18,207 (2025)Community: Crystal IslandSpa: NoSingle Family
Taxes:$18,207
Remarks: Exceptional opportunity to own a prime waterfront lot in the highly desirable Madeira Beach, perfectly positioned on a quiet cul-de-sac on the Intracoastal Waterway. Boasting expansive, unobstructed Intracoastal water views, this property offers a rare setting to build a custom coastal retreat. The existing 3-bedroom, 2 bath home includes a private dock(equipped with a new 20,000 lb lift and secondary 10,000 lb lift), and pool-ideal for immediate use while planning your future vision. Surrounded by newer elevated homes, this location is perfectly suited for redevelopment or a high-end custom build. This property is a must see with its stunning water views, providing the ultimate backdrop for luxury waterfront living with direct boating access. Enjoy the best of coastal living with the beach located less than a mile away for quick trips to the sand and sunsets.
Listing is courtesy of: SCHMID PROPERTIES, LLC (352-243-3720)
Listing Agent: Carol Schmid (407-529-7399)
363 145TH AVE E, MADEIRA BEACH, FL 33708
$479,900273 Days on yellowkey MLS ID: TB8428034
0 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1351 Built: 1950 Tax: $8,821 (2024)Community: Madeira Shores 1St AddSingle Family
Taxes:$8,821
Remarks: Under contract-accepting backup offers. Home received flood damage; Substantial Damage Letter attached under paperclip in MLS. This is a TWO lot parcel being sold for Land ONLY located a short walk to the Gulf of Mexico Beaches to the west.
Listing is courtesy of: RE/MAX PREMIER GROUP (813-929-7600)
Listing Agent: Paula Dysle (813-393-7015)
50 137TH AVENUE CIR, MADEIRA BEACH, FL 33708
$424,900165 Days on yellowkey MLS ID: TB8456428
REDUCED by $44,100 (9.4%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1947 Tax: $6,993 (2024)Community: Gulf Shores Harbor SubSpa: NoSingle Family
Taxes:$6,993
Remarks: Exceptional waterfront opportunity in the heart of Madeira Beach. Just steps from Gulf Boulevard with convenient public beach access—never worry about finding parking, and walkable to Caddy’s Madeira Beach and the iconic Candy Kitchen. Offering 27 ft of seawall and direct access to Boca Ciega Bay, this property provides excellent boating potential with access through John’s Pass and no fixed bridges. The property has been remediated post-Hurricane Helene, creating a solid starting point for a future build or custom coastal vision. Located on a 3,502 sq ft lot, the existing residence offers a flexible footprint and a true blank canvas. With no HOA restrictions, buyers have the freedom to design and build in alignment with modern standards and today’s design preferences. Surrounded by new construction and continued reinvestment, this area continues to evolve, making it an ideal opportunity for builders, investors, or buyers seeking a prime Madeira Beach location. Minutes to John’s Pass Village & Boardwalk, boating, dining, shopping, and entertainment, with easy access to Downtown St. Petersburg and Tampa International Airport. Sold as-is with right to inspect.
Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)
Listing Agent: Lisa Mcintyre (630-414-7370)
551 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,299,00054 Days on yellowkey MLS ID: TB8500772
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1960 Tax: $6,551 (2025)Community: Crystal IslandSingle Family
Taxes:$6,551
Remarks: Sailboat water and over 2,400 square feet of living space in desirable Madeira Beach! This spacious waterfront home features three full bedrooms, each with its own private ensuite bathroom, and a desirable split floor plan for added privacy. The primary suite offers a walk-in closet and beautiful water views, creating a relaxing retreat. The open and airy layout is perfect for entertaining, with floor-to-ceiling water views from all main living areas, allowing you to enjoy the waterfront lifestyle from nearly every room. A formal dining room showcases a unique built-in stone dining table with seating for up to 12—ideal for hosting family gatherings and special occasions. Step outside and take advantage of true sailboat water access, complete with a 20,000-pound boat lift included, making this property perfect for boating enthusiasts. Enjoy the best of Florida waterfront living with space, comfort, and direct access to the open water. AC 2025 and Roof 2015.
Listing is courtesy of: ACTION REALTY OF TAMPA BAY INC (727-743-4083)
Listing Agent: Debbie Jackson (727-743-4083)
13388 1ST ST E, MADEIRA BEACH, FL 33708
$798,99996 Days on yellowkey MLS ID: O6391215
REDUCED by $1,000 (0.1%) on 04/20/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 1572 Built: 1959 Tax: $4,805 (2025)Community: Mitchells Beach RevApartment
Taxes:$4,805
Remarks: Turnkey Coastal Triplex – 1 Block from Madeira Beach Fully renovated triplex just steps from the beach, offering strong income potential and low-maintenance ownership. The property features two 1BR/1BA units and one 2BR/1BA unit, mid-term rentals (3+ months) including seasonal residents and traveling professionals. Highlights - Income potential: $6,000+ per month (~$72,000+ annually) - High-demand beachside location - New HVAC systems and water heaters - Updated kitchens, bathrooms, flooring, and fixtures - Turnkey, low-maintenance condition Located near dining, shopping, and entertainment at Johns Pass Village, this property benefits from consistent rental demand and long-term upside. Rare opportunity to own a renovated income-producing property this close to the beach.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
15305 HARBOR DR, MADEIRA BEACH, FL 33708
$725,000323 Days on yellowkey MLS ID: A4655711
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1496 Built: 1956 Tax: $3,958 (2024)Community: Lone Palm Beach 5Th AddSingle Family
Taxes:$3,958
Remarks: Exceptional Waterfront Opportunity on the Intracoastal Waterway! Don't miss this rare chance to own prime waterfront property with direct Gulf access. Positioned along the scenic Intracoastal Waterway, this parcel features a newer seawall and a private composite dock—perfect for boating, jet skiing, paddleboarding, kayaking, fishing, and embracing the full coastal lifestyle. The existing structure sustained significant hurricane damage and has not been remediated; the property is being sold for land value only, offering a blank canvas for you to design and build your custom waterfront oasis. Ideally located within walking distance to world-class beaches, top-rated dining, boutique shopping, and vibrant local entertainment. Whether you're envisioning a serene retreat or a luxurious showpiece, this is your opportunity to create your dream home in one of the area’s most desirable locations. Schedule your showing today and bring your vision to life.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Alysa Casorla (719-660-9695)
14077 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$2,490,00060 Days on yellowkey MLS ID: TB8493309
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 2301 Built: 2019 Tax: $22,610 (2025)Community: Gulf Shores 3Rd Add RepSpa: NoSingle Family
Taxes:$22,610
Remarks: One or more photo(s) has been virtually staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built.
Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
Listing Agent: Dania Perry (727-215-2045)
403 NORMANDY RD, MADEIRA BEACH, FL 33708
$945,000381 Days on yellowkey MLS ID: TB8391830
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1826 Built: 1953 Tax: $13,893 (2024)Community: Island Estates Unit 1 Sec ASingle Family
Taxes:$13,893
Remarks: One or more photo(s) has been virtually staged. Short Sale. Short Sale - list price is bank-approved price. Offers below list price will not be accepted. Live the Island Life in Style - Just Steps from the Sand! Ready for immediate occupancy, this beautifully remodeled waterfront retreat is your gateway to the ultimate coastal lifestyle. Meticulously renovated from ceiling to baseboard, no detail has been overlooked in creating a home of unmatched quality and comfort. The property boasts new walls with added insulation, new ceilings throughout, including ship lap detailing in the main living area, and an additional coating over the new roof, all designed to enhance the home's energy efficiency and long-term value. Perfectly positioned just a 5-minute walk to the beach, a 15-minute stroll to the vibrant shops and restaurants of John's Pass, and only a 10-minute boat ride to the open Gulf, this home also offers a 5-minute cruise to some of the area's most popular sandbars - perfect for weekend adventures. Inside, you'll discover a spacious, light-filled open-concept layout with three generous bedrooms and two fully updated bathrooms. The coastal-inspired design showcases wood-look tile flooring, a cozy fireplace for cooler nights, and a chef’s kitchen featuring sleek quartz countertops, abundant cabinetry, and a layout that keeps you connected while entertaining. Seller will give an allowance for an appliance package with an acceptable offer. Recent updates include a new roof in 2023, adding peace of mind and long-term value. Step outside to your own private oasis: a large pavered patio, covered outdoor bar, and a sparkling waterfront pool ideal for sun-soaked days or evening gatherings. For boating enthusiasts, the home features a deep water dock with a 12,000 lb boat lift, providing fast access to the Intracoastal Waterway, the Gulf of Mexico, and beyond. The fully fenced yard adds an extra layer of privacy and security - ideal for both pets and people. Whether you’re searching for a full-time waterfront residence or a dreamy vacation escape, this island-style home checks all the boxes. Schedule your private showing today—and start living the coastal dream!
Listing Agent: Michael Wyckoff (727-642-6621)
14103 E PARSLEY DR, MADEIRA BEACH, FL 33708
$935,000173 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)
249 144TH AVE, MADEIRA BEACH, FL 33708
$799,00068 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)
352 145TH AVE E, MADEIRA BEACH, FL 33708
$3,299,00074 Days on yellowkey MLS ID: W7884617
Bed: 4 Bath: 4.0 Gar: 5 Liv Area Sq Ft: 3722 Built: 2024 Tax: $38,573 (2025)Community: Madeira Shores 1St AddSpa: YesSingle Family
Taxes:$38,573
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Middle School: Madeira Beach Middle-PN
Remarks: Stunning open-water sunset balcony views walking distance to the beach! This impressive three-story home has never been lived in and is designed for both luxurious living, sophistication, comfort and unforgettable entertaining. Inside, the residence showcases an impressive chef's dream Venetian-inspired gourmet kitchen designed to satisfy. Outfitted with an oversized 8-burner professional range, pot filler, and double ovens, this culinary space is as functional as it is striking. A 36-inch refrigerator and 36-inch freezer positioned side by side provide exceptional cold storage and convenience for large household, holiday gatherings, or upscale entertaining. Step outside to your resort-style oasis featuring a heated beach-entry pool with a swim-up bar and an attached under balcony heated 8-person spa that beautifully cascades into the pool. The hot summer southerly sun is no problem as the back balconies and 12 ft. sliding windows face North. For boating enthusiasts, your private dock offers a 9,000 lb. boat lift and an additional expansive 45-foot boat slip. Whether it's sailing, kayaking, paddleboarding or fishing from your dock prepare to have curious dolphins swim up under your feet adding that extra excitement to waterfront living. Upstairs, you'll find Italian tile throughout the second and third floors, adding timeless elegance throughout the home. The spacious primary suite features a luxurious stone floor finished double-headed walk-in shower along with an air jetted spa and tub for the ultimate inside retreat. This one-of-a-kind custom waterfront property combines luxury, comfort, boating access, and breathtaking sunset views in an exceptional coastal setting with local entertainment and activities at your doorstep. The entire home is concrete filled solid block three stories high to handle the elements. No top floor wood framing like most homes. The ground level provides garage capacity for up to 5 vehicles, allowing ample space for luxury automobiles, golf carts, water toys, or additional storage. An oversized rich wood finished elevator offers convenient access from the chandelier lit foyer to the upper floors, enhancing both comfort and accessibility throughout the home. This one-of-a-kind waterfront property offers an extraordinary combination of open-water views, beach proximity, boating accommodations, luxury amenities, and refined design making it a rare opportunity to own a premier piece of Gulf coastal real estate.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
12924 GULF BLVD #502, MADEIRA BEACH, FL 33708
$749,000134 Days on yellowkey MLS ID: TB8473441
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1979 Tax: $8,515 (2024)Community: Sandy Shores CondoCondo
Taxes:$8,515
Remarks: Wake up to the sound of waves, salty Gulf breezes, and uninterrupted blue horizons—this top-floor beachfront penthouse is where the Florida dream becomes reality. Welcome to 12924 Gulf Blvd #502, perched high above the sugar-sand shoreline in Madeira Beach at Sandy Shores Condominiums. Whether you’re searching for a personal coastal escape, a proven income producer, or a smart 1031 exchange opportunity, this residence delivers on every front. From the moment you step inside, your eyes are drawn to sweeping, unobstructed views of the Gulf. The open-concept living space is filled with natural light and framed by hurricane-impact windows, creating a bright, airy atmosphere that feels both relaxed and refined. The updated kitchen features custom wood cabinetry, quartz countertops, and stainless steel appliances, perfectly positioned for effortless entertaining or quiet evenings after a day at the beach. The one-bedroom, one-bath layout is thoughtfully designed and sold fully furnished, including linens, cookware, and décor—truly turnkey for immediate enjoyment by you or your guests. Step outside and take advantage of resort-style amenities including a heated beachfront pool, grilling area, tiki hut, and convenient bicycle storage—all just steps from the sand. This property shines not only as a lifestyle purchase, but as a high-performing investment. Zoned for short-term rentals with no restrictions on owner use, the unit generated $73,000 in rental income in 2024 (despite storm-related booking disruptions) and $71,000 in 2025, making it a standout opportunity in a highly desirable market. Peace of mind comes standard here. The building has completed all required structural integrity inspections and reserve studies, boasts fully funded reserves, and has undergone significant recent improvements including upgraded balconies, resurfaced pool and parking lot, and a backup generator—rare and valuable features for a beachfront condominium. Location elevates everything. Situated directly on the beach and just steps from John’s Pass Village & Boardwalk, you’ll enjoy unmatched walkability to waterfront restaurants, boutique shops, fishing charters, boat rentals, dolphin tours, and live entertainment. St. Pete, Clearwater Beach, and Tampa are all an easy drive away, keeping this condo in constant demand with visitors year-round. This is more than a condo—it’s a proven income-producing beachfront penthouse in one of Florida’s most beloved coastal destinations. Opportunities like this are rare. Schedule your private showing and experience it for yourself.
Listing is courtesy of: NEXTHOME GULF COAST (727-282-5151)
Listing Agent: Tony Anderson (727-282-5151)
13423 GULF LN, MADEIRA BEACH, FL 33708
$3,975,000144 Days on yellowkey MLS ID: A4679667
3 Days Off yellowkey (back on 3/14/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3146 Built: 2002 Tax: $23,378 (2025)Community: Mitchells Beach RevSingle Family
Taxes:$23,378
Remarks: Under contract-accepting backup offers. Welcome to 13423 Gulf Lane, a direct beach front luxury custom-built residence designed to impress from the moment you arrive. Enter through the 8-foot Brazilian oak front door, adorned with handcrafted leaded stained glass, and step into a grand foyer featuring soaring ceilings and travertine floors inlaid with a striking nautical star—an exquisite nod to coastal elegance. To reach the main living area, choose between the private elevator featuring a maple interior cab, travertine floors and accordion door or the sweeping maple staircase, beautifully crafted with handmade iron railings featuring artistic waves and seahorse motifs—an elegant continuation of the home’s coastal-inspired design. From the moment you enter, the living room and dining room provides spectacular, unobstructed views of the ocean, creating a seamless connection between indoor living and the water beyond. Expansive windows frame the entire ocean horizon, filling the space with natural light and breathtaking coastal scenery. The kitchen is perfectly positioned to enjoy the views as well — while preparing everyday meals or a romantic dinner, you can take in the most beautiful sunsets directly from the sink, making even the simplest moments feel special. On the third floor the primary suite is a true retreat. Wake up each morning to sunlight and sweeping ocean views, with the calming presence of the water just outside your windows. Even the primary bathroom is designed for relaxation, allowing you to enjoy ocean views while bathing, creating a spa-like experience at home. During the cool nights a double-sided gas fireplace provides cozy nights in both the bedroom and bathroom. The primary bedroom also features a spacious private balcony, ideal for creating a comfortable seating area to relax, read, or simply enjoy the ocean breeze and stunning views. The split floor plan provides exceptional privacy, with guest bedrooms thoughtfully positioned to share well-appointed Jack-and-Jill bathroom. Originally designed and built by the owner, this home features a strong foundation and exceptional-quality construction, thoughtfully engineered for durability. Madeira Beach blends a relaxed residential atmosphere with the energy of John’s Pass—a vibrant boardwalk lined with shops and waterfront dining just steps from the beach. It’s the perfect setting for families seeking a peaceful coastal lifestyle with walkable local charm. Minutes from Tampa and St. Pete–Clearwater airports, downtown St. Pete, and top-tier dining. Welcome to a place where luxury meets lifestyle and everyday living feels like a vacation. Click the Virtual Tour Link 2 to see the 3D Tour.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Maria Rocha, Pll (941-275-6266)
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