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$799,000
2 Beds 2 Baths Madeira Shores 1st Add SubDv. 33708 Zip Code
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.

249 144th Avenue, Madeira Beach

$2,891,700
2 Beds 3 Baths Gulf Shores 2nd Add SubDv. 33708 Zip Code
GULF FRONT - Spectacular new building on Madeira Beach. Each unit offers high-end features, an expansive outdoor living area, and direct Gulf views with incredible sunsets. Units starting at $2,625,000. This exquisitely designed building will only have 8 units - 2 units per floor, offering an elevator, pool/spa and under building parking. This unit has 2 bedrooms, 3 baths plus a den. Stainless steel appliances, designer backsplash, high-end cabinetry package for kitchen and bathrooms, solid core doors and premium hardware. Engineered wood flooring with sound mat underlay, luxury carpet in 2nd bedroom and den. Large format tile in Master En-Suite, complete with art-deco accent behind the vanity and custom shower floor design. The second & third bathrooms will include luxury details with tub surround and 6” mosaic tile waterfall accent. Hurricane impact windows and sliders. Large covered outdoor living space (991 sq. ft) will include built-in features and porcelain tile. Beachfront pool and spa with large deck, paver parking lot, landscape package with irrigation system, and exterior lighting. Condo docs available. HOA costs, requirements, leasing, etc to be determined.

14048 Gulf Boulevard Unit 502, Madeira Beach

$3,299,000
4 Beds 5 Baths Madeira Shores 1st Add SubDv. 33708 Zip Code
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.

352 145th Avenue E, Madeira Beach

$699,000
2 Beds 2 Baths Sandy Shores Condo SubDv. 33708 Zip Code
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.

12924 Gulf Boulevard Unit 510, Madeira Beach

$1,000,000
2 Beds 2 Baths Bay Point Estates 1st Add SubDv. 33708 Zip Code
PRICE REDUCED BY NEARLY $100,000! 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 & 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-bed/2-bath residence offers 1,802 sq ft 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!

728 Pruitt Drive, Madeira Beach

$775,000
Bay Point Estates 2nd Add SubDv. 33708 Zip Code
Positioned on a 60 x 120 waterfront lot in Bay Point, this property offers sweeping open views of Boca Ciega Bay and deep water access ideal for boaters and anglers alike. With two boat lifts already in place, it’s a rare opportunity to enjoy immediate waterfront functionality or reimagine the site into a custom new build.Just moments to the Gulf beaches, the location delivers the best of both boating and beachside living in one of Madeira Beach’s most desirable waterfront pockets. For builders and investors, the lot presents an exceptional redevelopment opportunity, and the seller may be open to partnering with a custom builder in a joint venture scenario. A rare offering in a coveted waterfront setting, contact the listing agent directly for a private showing or to discuss the full scope of opportunity.

811 Bay Point Drive, Madeira Beach

$1,425,000
3 Beds 2 Baths Crystal Island SubDv. 33708 Zip Code
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.

584 Crystal Drive, Madeira Beach

$850,000
3 Beds 2 Baths Villa Madeira Condo SubDv. 33708 Zip Code
Experience refined coastal living at Villa Madeira, where timeless elegance meets the effortless beauty of Florida’s Gulf Coast. This exceptional 3-bedroom, 2-bath residence, perched on the fifth floor, showcases sweeping, unobstructed views of the turquoise waters of the Gulf and the pristine sands of Madeira Beach. Bathed in natural light, the thoughtfully designed interior offers an open-concept layout enhanced by soft coastal finishes and an inviting, sophisticated ambiance. Fully furnished and impeccably maintained, this residence is equally suited as a primary home, an elegant vacation retreat, or a HIGH-PERFORMING INVESTMENT property. Villa Madeira’s desirable one-week minimum rental policy presents a rare opportunity for consistent income generation in one of Florida’s most sought-after beachfront communities. The spacious primary suite is a private sanctuary, opening to breathtaking beachfront vistas—an idyllic setting to begin each day with the gentle sound of waves and warm coastal light. Two additional bedrooms provide generous accommodations for guests and family. Everyday convenience is seamlessly integrated with in-unit laundry and quality finishes throughout, ensuring a truly move-in-ready experience. An expansive screened-in balcony extends the living space outdoors, offering a serene setting for morning coffee, evening entertaining, and unforgettable sunsets over the Gulf. Here, the rhythm of the ocean becomes part of daily life, creating an atmosphere of tranquility and escape. Villa Madeira enhances the lifestyle with a collection of resort-style amenities, including a HEATED BEACHFRONT POOL, sun deck, elevator access, and assigned COVERED PARKING, all complemented by DIRECT BEACH ACCESS. Constructed with durable concrete block and structural steel, the building has successfully completed its Milestone inspection, providing added confidence and peace of mind. Recent improvements—including a new roof (2025). Ideally positioned, the residence is just moments from the charm and vibrancy of John's Pass Village & Boardwalk. Living in Florida offers more than just a home—it is a lifestyle defined by year-round sunshine, coastal breezes, and a relaxed yet refined pace of life. From morning walks along the shoreline to vibrant waterfront dining and endless outdoor recreation, Madeira Beach embodies the very best of Gulf Coast living. This is a rare opportunity to own a distinguished beachfront residence where every detail reflects comfort, quality, and the enduring allure of life by the sea.

13720 Gulf Boulevard Unit 503, Madeira Beach

$1,025,000
3 Beds 3 Baths Residences At Town Center Condo SubDv. 33708 Zip Code
Indulge in Elevated Coastal Luxury in this Like-New, Waterfront End Unit Condo at The Residences at Town Center, an EXCLUSIVE 27-unit waterfront enclave in the HEART of Madeira Beach. Perched on the second-floor corner with expansive Harbor and Intracoastal views, this 3BR, 3BA Coastal contemporary, END UNIT residence offers over 1800 sq ft of refined interior living plus a 28-ft balcony that captures glowing sunsets and gentle waterside breezes. Also included is a private rooftop cabana (17) with sweeping Bay views, two under-building parking spaces and a dedicated storage room. Inside this LUMINOUS corner residence of distinction, the open-concept design is both elegant and inviting with expanded windows, elevated finishes, and the effortless charm of refined beachside living with soaring 10-ft ceilings all creating a light-filled, sophisticated atmosphere. The designer seaside-luxury Kitchen showcases quartz countertops, solid surface backsplash, solid wood 42-inch custom cabinetry, stainless steel appliances, entertainment sized center island and elegant finishes that amplify everyday living. Other design-forward interior finishes with refined beachside elegance include porcelain tile plank flooring, impact-rated windows and doors, plantation shutters, electric shades, a large utility room with full sized washer & dryer and a thoughtfully designed split-bedroom layout to include a waterfront Primary Suite with a spa-like bath and walk-in closet that will provide both comfort and privacy along with a sense of quiet exclusivity. This boutique waterfront community built in 2024 offers resort-style amenities including a heated waterfront Inground pool and spa, fitness center, community center / clubhouse with a full kitchen and a spectacular rooftop terrace with 360-degree views stretching from the Gulf beaches to the downtown St. Petersburg skyline. Two assigned, under-building and ample guest parking spaces along with golf cart parking and pet-friendly policies with no size restrictions enhance the effortless lifestyle. Located steps from local dining, boutique shopping, the upcoming Beachmaker Resort by Marriott, and the sugar-soft sands of Madeira Beach, this EXQUISITE residence delivers an unparalleled blend of luxury, convenience, and coastal serenity. With 30-day minimum rentals, it offers exceptional flexibility for full-time living, a seasonal retreat, or investment potential. The Residences at Town Center, where elevated design, tranquil water views, and resort-style amenities come together for an UNMATCHED coastal lifestyle.

400 150th Avenue Unit 207, Madeira Beach

$799,000
Gulf Shores 4th Add SubDv. 33708 Zip Code
An exceptional opportunity to build your dream waterfront residence on one of Madeira Beach's most desirable streets Bayshore Drive. Situated on a 57' x 110' lot, this property is ready for your vision while already offering outstanding waterfront amenities. Designed for boating enthusiasts, the property features an existing pool and two boat lifts, including a 20,000-pound lift installed in 2021 and a 7,500-pound lift, allowing you to begin enjoying the waterfront lifestyle immediately. Perfectly positioned just a short stroll from the sugar-sand beaches of the Gulf of Mexico, this prime location offers the ultimate blend of beachside living and effortless boating access. Spend your days cruising the Intracoastal or heading into the Gulf, then return home to enjoy Madeira Beach's renowned waterfront restaurants, local shops, entertainment, and relaxed coastal atmosphere. Whether you're envisioning a custom luxury estate or the perfect coastal retreat, this is a rare opportunity to create something truly special in one of Tampa Bay's most sought-after waterfront communities. Build your dream. Bring your boat. Live the Madeira Beach lifestyle.

449 S Bayshore Drive, Madeira Beach

$750,000
2 Beds 2 Baths Surfside Tower Condo SubDv. 33708 Zip Code
Wake up to the beauty of the Gulf in this stunning direct beachfront 2-bedroom, 2-bath condominium offering approximately 1,100 square feet of coastal comfort, breathtaking views, and the soothing sound of waves just beyond your balcony. Perfectly positioned directly on the shores of Madeira Beach, this Gulf-front residence delivers the kind of lifestyle buyers dream about — where the beach feels like your backyard and every day ends with a spectacular sunset. Inside, the condo is bright, welcoming, and thoughtfully designed to maximize the view. The living space flows seamlessly to a spacious screened balcony that extends across both the living room and the primary bedroom, creating an effortless indoor-outdoor connection and a front-row seat to the Gulf and horizon. Premium luxury vinyl flooring adds a stylish, upscale touch, while the in-unit washer and dryer provide everyday convenience. Both bedrooms feature their own en-suite bathrooms, offering comfort and privacy, and the primary suite is especially inviting with direct balcony access and beautiful Gulf views from the moment you wake up. Beyond the residence itself, the community enhances the beachfront lifestyle with desirable amenities including a pool, hot tub, clubhouse, and fitness center — all designed to make everyday living feel more like a getaway. The condo fees also include several valuable essentials, such as cable TV, internet, water, flood insurance, and more, adding convenience and helping to simplify ownership. Whether you are searching for a full-time beachfront residence, a seasonal retreat, or a property with income-producing potential, this condo offers exceptional flexibility. Enjoy it for part of the year and rent it during the months you are away to help offset ownership costs. Ideally located near the dining, shopping, and entertainment of John’s Pass, while still offering the peace and beauty of true beachfront living, this is more than a condo — it is your opportunity to own your own piece of paradise on Madeira Beach.

15462 Gulf Boulevard Unit 406, Madeira Beach

$770,000
2 Beds 2 Baths Shores Of Madeira Condo SubDv. 33708 Zip Code
Beachfront corner unit with panoramic Gulf views from this desirable 5th-floor location. This light-filled condo features additional windows unique to corner units, creating a bright and open living space. Enjoy stunning sunsets from the private wrap around balcony and direct access to the beaches just steps from the building.The unit offers a spacious layout with a full newly updated kitchen, comfortable living area, and is fully furnished.Rental Details:30-day minimum rental required.Location Highlights:Ideally located in the heart of Madeira Beach on Gulf Blvd, just minutes from John’s Pass Village & Boardwalk, known for its waterfront dining, shopping, entertainment, and popular bars. Also close to the Madeira Beach City Center area with additional restaurants, coffee shops, and local conveniences. Property Features:Beachfront corner unit, Private balcony with Gulf views, Bright, open layout with extra windows, Direct beach access, Prime central location, Pool/Beach Front Deck

15400 Gulf Blvd Unit 501, Madeira Beach

$920,000
3 Beds 3 Baths Crystal Island SubDv. 33708 Zip Code
Welcome to your waterfront retreat in Madeira Beach - a beautifully renovated three-bedroom, three-bathroom, two-story home designed for the ultimate Florida lifestyle. With direct canal access, a 2018 10,000 lb boat lift and dock this is truly a boater’s paradise where you can head out on the water anytime you please. This home offers peace of mind with major updates including 2025 Downstairs & 2019 upstairs A/C systems (with yearly maintenance), a 2024 water heater, 2024 & 2018 roofs, a 2014 seawall, hurricane-impact windows throughout, a hurricane-rated garage door, and paid-off solar panels - keeping the electric bill incredibly low. The first level features a bright open floor plan with stunning canal views, two bedrooms, two full bathrooms, and a flexible room that can be used as a dedicated office space perfect for working from home or easily converting to suit your needs. The kitchen is both stylish and functional, offering solid wood cabinetry, updated stainless steel appliances, quartz countertops, and a breakfast bar. The spacious living room is filled with natural light and features large glass sliders that seamlessly connect indoor and outdoor living - perfect for entertaining. One of the downstairs bedrooms includes its own private en-suite bathroom, while the guest bathroom offers a tub/shower combo. Ceiling fans are thoughtfully placed throughout the home for added comfort. The entire upstairs and balcony were added in 2018 and is dedicated entirely to the primary suite, creating a private sanctuary complete with hardwood flooring in both the bedroom and closet. Wake up to serene water views and step out onto your private balcony. The spa-like bathroom features a soaking tub, dual-sink vanity, abundant storage, and a glass-enclosed shower with a rain shower head and detachable handle. A large walk-in closet with custom shelving and the added convenience of a washer and dryer inside the bathroom complete this luxurious space. Step outside to your own slice of paradise where the great space outside was completed in 2012 - featuring a covered pavered patio ideal for dining, grilling, and relaxing year-round. The fenced backyard, dock, and waterfront setting make it easy to enjoy boating, kayaking, or simply watching wildlife right from your backyard. A large paver driveway leads to a two-car garage, providing ample parking and storage. Located just minutes from the beach, with easy access to bike lanes on Gulf Blvd to the Pinellas County trail, and close to local restaurants, parks, shopping, and activities, this home offers the perfect combination of luxury, location, and lifestyle. Don’t miss your opportunity to own this exceptional waterfront property!

532 Crystal Drive, Madeira Beach

$930,000
2 Beds 2 Baths Ocean Sands Two Condo SubDv. 33708 Zip Code
Welcome to Ocean Sands, a highly sought-after, impeccably managed, pet-friendly condominium community offering a luxurious resort-style lifestyle on the beautiful Gulf of America. This fully furnished CORNER UNIT features breathtaking panoramic Gulf views and is equipped with newer hurricane-impact windows and three-door panoramic sliders in the primary bedroom and living room. Whether relaxing inside or enjoying the expansive 30-foot balcony, you and your guests can take in the stunning scenery and refreshing coastal breezes. Inside, the residence showcases a thoughtfully designed open floor plan with durable porcelain tile flooring throughout. Coastal charm is reflected throughout the home. The spacious kitchen features solid wood cabinetry, a breakfast bar, and a comfortable eat-in area. Both bathrooms have been tastefully updated. The primary suite offers a private retreat with a generous walk-in closet, an oversized vanity, and a large walk-in shower. Residents can enjoy a variety of resort-style amenities, including a spacious heated pool, relaxing hot tub, and a large sun deck. Outdoor features include a grill and tiki bar area, shuffleboard courts, and plenty of lounge chairs for soaking up the Florida sunshine. This property is perfect as a beachside getaway, full-time residence, or an excellent short-term rental investment, with a flexible two-week minimum rental policy. Ocean Sands also provides covered parking, secure bicycle storage, and additional private storage for residents. Located in the vibrant coastal community of Madeira Beach, you’ll be just minutes from the famous John’s Pass Village & Boardwalk, known for its waterfront dining, unique shops, fishing charters, and endless entertainment. MILESTONE INSPECTION COMPLETED!

15000 Gulf Boulevard Unit 1108, Madeira Beach

$835,000
2 Beds 2 Baths Madeira Norte Condo SubDv. 33708 Zip Code
Set in the heart of John’s Pass Village and Boardwalk, Madeira Norte Condominiums stands on the sand facing the wide blue sweep of the Gulf of America. The tide moves in and out. The boats come and go. Shops, food, and fishing are just across the way. You can leave the car where it sits and walk everywhere that matters. This is a Gulf-front two-bedroom, two-bath unit built for living well and strong earning potential. Seven-day rentals are allowed. It has been kept clean and right. The balcony looks over the heated pool and out to the Gulf. In the evening the sun falls straight into the water. There is a grilling area by the beach and tables set for eating outdoors. The village shows its old Florida colors in the light. Inside, the floors are ceramic tile, cool underfoot. The building is sound and cared for. The exterior walls, balconies, rails, and corridors were refurbished and painted in 2022. The common areas were renewed that same year. A new roof went on in 2023. New elevators were installed in 2024. The pool is heated. The grounds are kept straight. An on-site manager sees to the daily order of things. There is one designated under-building parking space close to the elevator, and more than thirty guest spaces besides. It is simple. Sand at your door. The Gulf in full view. The current owners have never rented the unit, keeping it in fantastic condition A place to live, or a place to hold as an investment, in the center of it all.

13000 Gulf Boulevard Unit 109, Madeira Beach

$900,000
3 Beds 2 Baths Crystal Island 1st Add SubDv. 33708 Zip Code
BACK ON THE MARKET! Lets get you in there to take a look.Welcome to 538 Lillian Dr, Madeira Beach, FL! This beautifully renovated 3-bedroom, 2-bathroom home is a true gem, offering the perfect combination of coastal charm and modern upgrades. Located just minutes from the pristine beaches of Madeira Beach, this home is a dream for those looking to enjoy the best of Florida living. Step inside to find stunning new flooring throughout, creating a sleek and cohesive look. The completely updated kitchen is a chef’s delight, featuring brand-new cabinets, gorgeous granite countertops, and top-of-the-line stainless steel appliances. It’s the perfect space for cooking and entertaining. Both bathrooms have been fully renovated with modern finishes, new fixtures, stylish vanities, and custom tiling. Every detail has been thoughtfully designed for comfort and style. The open-concept living area is beaming with natural light, and the flow from the living room to the dining area and kitchen creates a welcoming, spacious environment. The Florida room has been transformed into a cool addition to the living space. Step outside to a beautifully landscaped yard with plenty of room for outdoor activities, plus a covered patio – perfect for enjoying Florida’s year-round sunshine. Additional features include a 2-car garage, plenty of parking space, and a location just minutes from local shops, dining, and the famous John’s Pass Village. This property has two boat lifts, 1-19 ton the other a 10 ton lift. This home is a true turnkey opportunity—schedule your showing today and make 538 Lillian Dr your new paradise retreat!

538 Lillian Drive, Madeira Beach

$1,100,000
3 Beds 3 Baths Crystal Island SubDv. 33708 Zip Code
Waterfront Perfection on Boca Ciega Bay/ Intracoastal! Experience the pinnacle of coastal living in this newly renovated Madeira Beach retreat, perfectly situated in the coveted Crystal Island enclave. This boater’s paradise features an expansive open floor plan that centers on panoramic Intracoastal views, with natural light pouring through brand-new hurricane-impact windows and sliding glass doors. Brand new updated kitchen featuring Frigidaire gallery appliance package, high-end quartz countertops, and top quality solid wood cabinetry with tons of space and storage throughout. Every inch of the interior feels fresh and sophisticated, from the 2.5 updated bathrooms with LED mirrors and sleek fixtures to the updated plumbing, electrical, and designer lighting throughout. Outside, a private backyard oasis awaits, featuring a sparkling pool with an brand new Jandy pool equipment (2026) with full spa automation and salt water system plus brand new gas heater (buried LP tank) and brand new electric sub panel with wireless/phone app control, lush landscaping, and a 2022 private dock with a high-end boat 10,000 lb lift with gem remote recently serviced and inspected and ready for your boat offering direct Gulf access! HVAC system is only a couple of years old and top quality Daikin, recently serviced/inspected, and in excellent shape. The Hot Water heater is brand new (2026), a 50-gal Rheem. Fenced back yard with all fencing and gates in great condition. This terrific home comes complete with a spacious two-car garage and is located less than a mile from the beach. This turn-key residence offers a seamless blend of luxury, comfort, and the ultimate Florida waterfront lifestyle. Seller Financing available!!!

565 Crystal Drive, Madeira Beach

$1,199,000
Madeira Shores 1st Add SubDv. 33708 Zip Code
POLE POSITION luxury waterfront estate vacant lot on the very tip of a finger! WIDE OPEN water views across the entire intracoastal waterway! This prime & unique location is a rare opportunity for such long and wide views, not your standard canal lot with neighbors across the water looking right into your backyard. Pie shaped lot opens up to 67' foot of water frontage for maximum enjoyment of your sunrises, dolphin shows/marine life and backyard pleasures! This property is a beach lovers paradise! Also, you will have ocean and sunset views from your top floor newly built residence. Easy and short walks to the sugary sands of the beach (only 2 blocks!), shopping, dining, entertainment, etc. Deep water for any boating need, no fixed bridges to get into any direction that you need to go in. Property is flat/cleared and ready for your design to be built. Quiet street with many brand new beautiful homes recently built.

376 145th Avenue E, Madeira Beach

$640,000
3 Beds 2 Baths Madeira Cove Condo SubDv. 33708 Zip Code
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.

399 150th Unit 101, Madeira Beach

$1,270,000
3 Beds 3 Baths Residences At Town Center Condo SubDv. 33708 Zip Code
Discover your coastal sanctuary at the Residences at Town Center on Madeira Beach, where refined luxury meets the effortless rhythm of Gulf front living. From the moment you arrive, you’ll feel the quiet exclusivity of this boutique waterfront community, perfectly suited for those seeking a sophisticated second home or a full-time escape by the sea. This penthouse residence offers a rare opportunity to wake each morning to shimmering water views and end each day with unforgettable sunsets from your private 28 foot balcony. Inside, the open-concept design is both elegant and inviting, featuring 10 foot ceilings, luxury vinyl plank flooring, and a double door entry that creates an immediate sense of arrival. The designer kitchen is beautifully appointed with gorgeous Quartz, solid wood cabinetry, and premium GE Café appliances. Perched on the top floor, this residence offers a level of privacy and unobstructed panoramic views that few can claim. Whether enjoying morning coffee as boats pass quietly below or unwinding beneath the colors of a Gulf sunset, this home offers a daily connection to the water that is both peaceful and inspiring. Life in Madeira Beach is defined by its authentic coastal charm. Residents enjoy miles of powder soft sand, warm Gulf waters, and a welcoming, unhurried atmosphere. Golf cart rides to dinner, sunset walks along the shoreline, and afternoons spent boating or dining at local waterfront restaurants become part of your everyday lifestyle. The recent addition of the Beachmaker Resort, part of the Marriott Autograph Collection, further enhances the area’s appeal, bringing a new level of luxury, fine dining, and long term value to this already sought after destination. At the Residences at Town Center, amenities are designed to complement this exceptional lifestyle. Enjoy the heated pool and spa, rooftop terrace with breathtaking 360 degree views stretching from the Gulf beaches to downtown St. Petersburg, private rooftop cabanas, fitness center, and marina. With just 27 residences, two secure under building parking spaces, plenty of guest and golf cart parking, and pet-friendly policies with no size restrictions, every detail has been thoughtfully considered. Whether you are seeking a luxurious winter retreat, an investment with strong rental flexibility, or a permanent waterfront residence, this penthouse offers a rare opportunity to own in one of Florida’s most desirable and evolving coastal communities. Schedule your private showing today and experience the effortless luxury of life on Madeira Beach.

400 150th Avenue Unit 504, Madeira Beach

$735,000
2 Beds 2 Baths Ocean Sands One Condo SubDv. 33708 Zip Code
Welcome home to your own slice of paradise in this beautiful Madeira Beach waterfront two-bedroom, two-bath residence. From the moment you step inside, you’re greeted by sweeping views of the Gulf that immediately set the tone for relaxed coastal living. Tile flooring throughout the home enhances the coastal aesthetic while offering durability and easy maintenance. The open-concept kitchen features stainless steel appliances and bar seating — perfect for gathering after a day in the sun. The living area flows seamlessly to the expanded balcony, where breathtaking sunsets and salty breezes become part of your everyday routine. A convenient storage closet on the balcony keeps all your beach essentials neatly tucked away, and hurricane shutters provide added peace of mind. The spacious primary suite offers private balcony access, a generous walk-in closet with closet organizers, and an en-suite bath with dual vanities. The second bedroom comfortably accommodates bunk beds or two twins and includes smart in-wall storage. An in-unit laundry room makes cleaning up after beach days effortless, and additional pantry and storage space ensure everything has its place. There is also a dedicated storage unit on the same floor for added convenience. Residents enjoy direct beach access along with resort-style amenities including a pool, shuffleboard, fire pit, and tiki hut — truly embracing the “no shoes, no shirt, no problem” lifestyle. The community also allows short-term rentals with a two-week minimum, offering excellent flexibility for personal use while generating income when you’re not in residence. Schedule your private showing today and experience the best of Madeira Beach living.

14950 Gulf Boulevard Unit 906, Madeira Beach

$629,900
2 Beds 2 Baths Surfside Tower Condo SubDv. 33708 Zip Code
Price Reduced! Gulf Front Condo for Sale in Madeira Beach FL - 2 Bedroom Beachfront at Surfside Tower and Monthly Rentals Allowed. Experience breathtaking, unobstructed Gulf views from this beautifully maintained 2 BR, 2 BA beachfront condo in Madeira Beach, Florida. Located on the 6th floor of Surfside Tower Condo, this direct Gulf-front residence offers panoramic views of the Gulf and Madeira Beach’s renowned white sand shoreline. Situated in desirable Madeira Beach, this condo delivers the ultimate Florida beachfront lifestyle. This a highly desirable Madeira Beach investment property offers strong income potential. Whether you're searching for a Gulf-front vacation rental, seasonal retreat, or full-time beachfront residence, this property checks every box. The spacious Kitchen features ample cabinetry, beautiful water views, and an in-unit washer and dryer for everyday convenience. The open-concept living and dining area flows seamlessly to a large private beachfront balcony (lanai), perfect for outdoor dining, entertaining, and relaxing while enjoying spectacular sunrises and unforgettable Gulf sunsets. Hurricane shutters provide added protection and peace of mind. The primary suite offers direct beach views, a walk-in closet, and a private ensuite bath. The oversized second bedroom also includes a walk-in closet, providing generous storage and an ensuite bath also. Surfside Tower amenities include: a heated beachfront pool and spa, updated pool deck, pavers, and new fencing, a Fitness center, Billiards room and card room, ping pong, and a library also. There's also a Recreation room with Kitchen for private events. Priced below market value, this unit features covered carport parking and is a rare opportunity to own a direct beachfront condo in Madeira Beach with Gulf views. Schedule your private showing today and make beachfront living on Madeira Beach your reality.

15462 Gulf Boulevard Unit 603, Madeira Beach

$445,000
2 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Live the ultimate Madeira Beach waterfront lifestyle while enjoying exceptional income flexibility in this beautifully updated 2-bedroom condo with a deeded boat slip steps from you back door in the highly desirable Madeira Beach Yacht Club. Located in an all-ages waterfront community that allows one-week minimum short-term rentals, this property offers the rare combination of personal enjoyment and strong investment potential in one of Pinellas County’s most sought-after beach markets. Overlooking the marina and Intracoastal Waterway, this light-filled residence features bay and boat slip views from both the living area and the primary suite, creating an inviting coastal retreat just steps from the Gulf of Mexico. Fully renovated in 2025-2026, the interior showcases quartz countertops, shaker cabinetry, a pearlescent white backsplash, recessed lighting, and newer stainless steel appliances including a sleek glass cooktop range. Wood plank-look ceramic tile runs throughout for durability and easy maintenance, ideal for beach living and vacation rental use. A stackable washer and dryer are discreetly tucked behind French doors, while updated fixtures throughout enhance the clean, modern aesthetic. The primary suite features a stylish barn door entry to the en-suite bath, and the secondary bath offers an oversized walk-in shower and LED smart mirror. A new roof in 2025 adds long-term value and peace of mind. Madeira Beach Yacht Club is known for its resort-style marina amenities, including two heated pools, an indoor hot tub, clubhouse, fitness center, billiards room, and four fishing piers. Owners enjoy walkable access to the sugar-white sands of Madeira Beach, John’s Pass Village and Boardwalk, waterfront dining, boutiques, grocery stores, and entertainment. Just outside the gates, ROC Park provides tennis and pickleball courts, splash pad, playground, basketball courts, baseball fields, and a recreation center, making this one of the most amenity-rich condo locations in the 33708 zip code. Whether you are seeking a turnkey beach retreat with your own deeded boat slip or a short-term rental property in a high-demand Gulf Coast destination, this Madeira Beach waterfront condo delivers location, flexibility, and lifestyle in one compelling package.

329 Medallion Boulevard Unit B, Madeira Beach

$1,050,000
4 Beds 3 Baths Gulf Shores 3rd Add Rep SubDv. 33708 Zip Code
Waterfront Paradise with Gulf Access & Designer Potential in Madeira Beach. Discover the ultimate boating lifestyle and coastal convenience at this spacious, two-story waterfront home in Madeira Beach. Just blocks from the white sands of the Gulf (with beach access at popular Caddy’s), this property is perfectly situated on a protected wide water basin, offering easy and direct boating access through the Intracoastal Waterway and John’s Pass. This 4-bedroom plus a bonus room, 3-bath residence offers 2,380 sq ft of living space on a 63 x 115’ lot. It’s an ideal setting for those who appreciate the water view and outdoor living, featuring a salt water pool and spa with paver decking, an outdoor shower, and a private dock with tie poles, electricity, and water. Enjoy spectacular views from the second-story balcony with a spiral staircase to the pool area. A Value-Add Opportunity: The home presents a unique opportunity to customize the first floor core living spaces to match your exact vision. The property experienced flooding from 2024 hurricanes and has been remediated, leaving the kitchen and downstairs bedrooms as a blank canvas. Major Systems Replaced: Seawall (2020), Windows/doors (2021-2023), Both A/C units & pool pump equipment (2025), Water heater (2025), Flat roof (2025). Enjoy nearby grocery stores, drugstores, and a variety of restaurants and services, all within minutes. With no homeowner’s association and surrounded by new million-dollar-plus homes being built and elevated, this is a prime location to consider. The location, water access, and opportunity for immediate customization make this a must-see property for someone looking to customize their own piece of paradise without the hassle of new construction. Make an appointment to see it for yourself today!

14071 N Bayshore Drive, Madeira Beach

$880,000
2 Beds 2 Baths Arie Dam Condo SubDv. 33708 Zip Code
Beachfront living at its finest! Welcome to Arie Dam, a boutique gulf-front gem with just 19 residences, perfectly positioned on one of the finest beaches in the nation. This coveted community offers contemporary curb appeal and a carefree coastal lifestyle where every day feels like a vacation. Enjoy beachfront bliss and resort-style amenities. Step outside to direct beach frontage with sweeping sunset views and daily dolphin sightings right from your balcony. Take pleasure in the large heated pool, hot tub and beautifully designed poolside lounge area — all elevated by recent, extensive renovations. The building is better than ever, featuring: a new roof, modernized elevator, a stylish, updated lobby, all-new elevated pool systems & new pool deck. Gated, fob-controlled access to pool, beach, and lobby. The complex has been responsibly managed over the years, meticulously restored and maintained with fully funded reserves with no major capital expenditures until 2045. Walk to nearby shops, restaurants, and beach bars or take a short 2-mile drive to vibrant John’s Pass Village & Boardwalk for waterfront dining, shopping, entertainment and charter boats. This beautifully updated, direct beachfront residence is sold turnkey furnished and designed in a soothing coastal palette with a relaxed beachy vibe where no detail was overlooked. Interior highlights include a spacious open floor plan that sleeps 5 comfortably, a freshly painted interior, PGT hurricane sliders and windows, new kitchen cabinets with oversized granite countertops, all stainless-steel appliances, newer washer & dryer (2024), updated vanity in second bathroom, primary ensuite with two walk-in closets plus a linen closet for extra storage. Wake up to the sound of waves, sip your morning coffee overlooking the Gulf and end each day with breathtaking sunsets from your private retreat. With a lucrative 5-day minimum rental policy and existing bookings already in place, this property is ideal for investors, seasonal owners seeking both income potential and personal enjoyment or full-time residents. Beach lifestyle. Carefree living. Gulf-front perfection. This is coastal living exactly as it should be.

14600 Gulf Boulevard Unit 102, Madeira Beach

$419,300
2 Beds 2 Baths Skyline Of Madeira Condo SubDv. 33708 Zip Code
Madeira Beach Turn-Key Waterfront Condo – Ideal Vacation Getaway & Income Opportunity. Enjoy the best of coastal investment potential in this fully furnished 2-bedroom, 2 bathroom split-floorplan condo located in the heart of Madeira Beach. With no minimum rental period, this property offers exceptional flexibility — use it as your personal beach retreat, a vacation rental, or both. This light and bright residence is move-in ready and comfortably accommodates guests with spacious bedrooms and two full bathrooms. Step onto the private balcony and enjoy sweeping views of Boca Ciega Bay and the Intracoastal Waterway — perfect for morning coffee or evening sunsets. Community amenities include a heated waterfront pool, fishing dock and boat slips. The Gulf beaches are directly across the street, making beach days effortless. Located just a short walk to John’s Pass Village & Boardwalk, you’ll enjoy immediate access to restaurants, shopping, entertainment, boating excursions, fishing charters, and local waterfront dining. Whether you’re seeking a personal getaway or a revenue-producing beach property, this turn-key Madeira Beach condo delivers location, flexibility, and lifestyle all in one.

13999 Gulf Boulevard Unit 201, Madeira Beach

$2,200,000
5 Beds 4 Baths Bay Point Estates 2nd Add SubDv. 33708 Zip Code
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.

850 Bay Point Drive, Madeira Beach