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13650 Gulf Boulevard Unit 604, Madeira Beach
$925,000
3 Beds ⋅ 2 Baths ⋅ Madeira Sands Condo SubDv. ⋅ 33708 Zip Code
How does spending EVERYDAY at the BEACH sound to you? Sea Breezes and Shimmering Sunsets? Enjoying them on your very own beachfront balcony with your best friend by your feet? Temperatures that can range from the 50’s to the 80’s…. In the WINTER! Well, have we got a beautiful home for you! All for UNDER ONE MILLION DOLLARS…. Welcome to Madeira Sands - 604 - a comfortable 3 bedroom, 2 bath BEACH FRONT end-unit (northwest corner) home that is move in ready just for you! And one of the best things about this special home… it is friendly for your FUR babies in the family (dogs :) not cows or sheep) - even the ones that are a bit heftier! A rare combination in smaller boutique condo community in beautiful Madeira Beach…with your own parking space, plentiful guest parking, nice extra storage, beach front pool and ample square footage that is nicely updated (3 rooms are all roomy with good closet space) and offers BRAND NEW IMPACT SLIDERS. Home has tile and bamboo floors (no carpet), built in cabinetry, plantation shutters, and newer kitchen and bathrooms (within the last 10 years). Appliances, HVAC and water heater all replaced in last 5 to 6 years. Furniture is included. Moderate lease policy of minimum 30 days is perfect happy medium to accommodate leases while preserving neighborly feel. Don’t miss your opportunity to own a million dollar view for under $1M!

13650 Gulf Boulevard Unit 604, Madeira Beach

234 145th Avenue E, Madeira Beach
$800,000
2 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
Welcome to 234 145th Avenue, a unique opportunity you MUST SEE! The craftsmanship with ultra-premium finishes in place make this home stand out. With nearly $1M in improvements over the past 5 years, this is truly an amazing opportunity to finish the rebuilding of a standout property. Perfectly positioned along a tranquil canal in Madeira Beach, this luxurious residence captures the essence of Florida coastal living with thoughtful upgrades, elegant finishes, and an effortless connection between indoor and outdoor spaces. Inside, sophistication meets substance. The ceilings have been lifted in the home, and stylish attention to detail abounds throughout the home. From the beamed high ceilings in the living area, to the stunning herringbone laid hardwood flooring, you will be in awe! Motorized blinds throughout the front and rear of the home deliver modern convenience at the touch of a button. Solid wood door frames from the original construction remain in place, and the home includes salvaged solid wood baseboards and marble kitchen counters—ready to be reimagined by the next discerning owner. The living room has an etched stone wall. The primary bedroom overlooks the pool and waterfront, and has a large ensuite, and impressive walk-in closet. There is good separation between the primary and 2nd bedrooms. The property’s finishes set it apart, and the structural components match the aesthetics. A whole-house renovation was done in 2022. The slab was reinforced prior to the 2022 renovation, ensuring long-term strength and stability. Plumbing and electric were completely updated. Spray foam insulation in exterior walls enhances energy efficiency and comfort. A brand-new seawall (2021) and private dock (with lift) provide peace of mind and seamless boating access to the Gulf. The newly completed pool (2024 by Kelly Pools), framed in light travertine, offers a resort-caliber oasis with sparkling water views and ample room for entertaining or unwinding in style. A large commercial-grade awning is perfectly placed for shade beside the pool throughout the day. The spacious, open floor plan draws natural light across living and dining areas, creating a warm, airy ambiance that complements the waterfront backdrop. The master suite is a private sanctuary, boasting panoramic pool and water views, a spa-inspired bath, and a massive walk-in closet designed for luxury living. Every detail of this home reflects enduring quality, from its refined finishes to its careful preservation of premium materials. 234 145th Avenue is more than a residence—it’s a rare opportunity to own a meticulously enhanced waterfront gem in one of Madeira Beach’s most coveted locations. The property was flooded during Helene, and was quickly opened up and many of the elements of the home were preserved as a result. The marble kitchen counters have been put in the garage along with baseboard, bathroom vanity tops and spare bath tiles and hardwood flooring. The home has can be rebuilt as is, or lifted. Come experience elegance, craftsmanship, and coastal tranquility—all in one extraordinary home.

234 145th Avenue E, Madeira Beach

516 Crystal Drive, Madeira Beach
$815,000
3 Beds ⋅ 3 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Welcome to 516 Crystal Dr, a beautiful single-family POOL home! 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!

516 Crystal Drive, Madeira Beach

13248 4th Street E, Madeira Beach
$525,000
4 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Totally renovated and ready for occupancy! This classic beach duplex is available immediately and represents a solid investment opportunity. The interior, exterior and landscaping have been completely renovated by licensed contractors. This property makes for a good investment as it's location is excellent and there is currently a shortage of available rental units on the beaches. Solid block construction that has stood the test of time. Newer roof, newer windows and completely renovated interiors offer a great environment for your tenants or for you to occupy as an owner, while using the 2nd unit to offset your costs and bring down the cost of living the beach life. Each unit is 2 bedrooms and 1 bath, with an open kitchen/living room combo. Low maintenance landscaping and an exterior refresh offer great curb appeal and an inviting environment. Each unit has a private laundry area, which is a huge bonus for tenants. Just a few blocks to the beach and one block to the intracoastal waterway make the location extra special. Make an appointment today to see this newly restored beach gem.

13248 4th Street E, Madeira Beach

14950 Gulf Boulevard Unit 605, Madeira Beach
$510,000
1 Baths ⋅ Ocean Sands One SubDv. ⋅ 33708 Zip Code
Gulf-Front Luxury Studio | Ocean Sands, Madeira Beach; Experience Coastal Elegance at its Finest in this Direct Gulf-Front Studio Condo located in sought after Ocean Sands Community. Designed to capture the beauty of Florida’s Gulf Coast, this residence features an impressive 14-foot private balcony—perfect for savoring vibrant sunsets and watching dolphins glide through the surf. With a two-week minimum rental period, this condo is perfect as a investment for a 1031 Exchange, a Secondary Home or a Primary Home. This completely remodeled studio offers a thoughtfully designed separate sleeping area with a queen-size bed, providing a rare sense of privacy and distinction within an open concept floor plan. The gourmet-inspired kitchen showcases granite countertops and a moveable island, ideal for both entertaining and everyday living. Recent upgrades include a new AC air handler, condenser, and water heater (2024) for worry-free ownership, hurricane shutters, and an in-unit washer and dryer. Furnishings are negotiable. Additional highlights include private owner storage, under-building parking, and ample guest parking. Residents of Ocean Sands enjoy resort-caliber amenities, including a beachfront pool and hot tub, tiki bar and grilling area, shuffleboard, and an expansive sun deck overlooking the Gulf of Mexico. Perfectly positioned to nearby ROC Park with its tennis courts, ball fields, dog park, and fishing pier, as well as being nearby to rooftop dining at the Cambria Hotel, grocery and convenience stores, restaurants and bars. A short trolley ride takes you to Famous John’s Pass Village for waterfront dining, boutique shopping, and watersport adventures. Or venture a little farther down the Beach to catch the ’Burg SunRunner to explore downtown St. Petersburg’s world-class museums, fine dining, and vibrant arts scene. With Tampa International Airport just 30 minutes away and Orlando/Disney World 90 minutes from your door, this exceptional property offers effortless luxury living with every convenience at hand. This is more than a home—it’s a Gulf Coast lifestyle. Schedule your private showing today.

14950 Gulf Boulevard Unit 605, Madeira Beach

14906 N Bayshore Drive, Madeira Beach
$329,900
3 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code
Prime Investment Opportunity in Madeira Beach — Only one block from the beach! This solid concrete block duplex features two income-producing units — a 2-bedroom, 1-bath (805 sq. ft.) and a 1-bedroom, 1-bath (594 sq. ft.) — each with individually metered utilities and endless potential. With transferable flood insurance and FEMA appraisal confirming the property was not substantially damaged, this property is well positioned for a seamless rehab and rental setup. The 2/1 unit has the potential to bring in $2,400 a month and the 1/1 unit $2,000 a month for a total of $52,800 in annual gross income. The property includes 4 off-street parking spaces, shared laundry (another possible revenue stream), and a location that can’t be beat — one block from the beach, less than 0.2 miles to shops, convenience stores, and dining, and just 1.5 miles to John’s Pass, offering waterfront dining, live entertainment, boutique shops, boating, dolphin tours, deep-sea fishing, and water-sports galore. Whether you’re looking to flip, hold, or expand your beach rental portfolio, this investment has the potential to generate exceptional returns and deliver the ultimate Florida lifestyle. Opportunities like this don’t last long — secure your piece of paradise today!

14906 N Bayshore Drive, Madeira Beach

14225 Palm Street Unit 3, Madeira Beach
$240,000
1 Beds ⋅ 1 Baths ⋅ Palms At Madeira Beach Condo The SubDv. ⋅ 33708 Zip Code
Priced to sell! Step inside to this completely remodeled Madeira Beach condo and experience modern coastal living at its finest. The interior showcases a brand-new kitchen with quartz countertops, shaker-style cabinetry, and new stainless-steel appliances, complemented by luxury vinyl flooring throughout. The stylish bathroom was also fully remodeled with a stand-up shower, new sink and toilet. The convenience of IN-UNIT laundry adds exceptional functionality. Beyond the beautiful finishes, this property provides complete peace of mind with brand-new hurricane-rated doors, NEW windows, updated electrical and plumbing systems, fresh drywall, and a new energy-efficient mini-split system. Ideally situated just one block from Gulf Boulevard, residents can enjoy a short walk to the beach, John’s Pass Village & Boardwalk, popular local restaurants, shops, and waterfront entertainment. Perfect as a full-time residence, investment opportunity or a turnkey coastal getaway, this home captures the essence of effortless beachside living. home was averaging 30,000 yearly for part time rentals.

14225 Palm Street Unit 3, Madeira Beach

15417 2nd Street E, Madeira Beach
$1,200,000
Lone Palm Beach 4th Add SubDv. ⋅ 33708 Zip Code
Unrivaled Double Waterfront Lot on the Intercoastal Waterway! Steps from Madeira Beach! Discover a rare and exceptional opportunity to own a spectacular double waterfront lot situated on a wide stretch of the Intercoastal Waterway. This is the canvas for your coastal masterpiece, offering breathtaking, panoramic views of the glistening water and endless Florida sunsets. Enjoy generous frontage on the wide Intercoastal Waterway, perfect for boaters and water enthusiasts. There's more - this expansive property offers versatile options. Build the luxury single-family dream home you've always envisioned, or explore the potential to possibly divide the lot and build two homes. Alternatively, this site is ideal for developing lucrative investment properties. The prime location, just north of the Tom Stuart Causeway, is where convenience meets paradise, near a wealth of amenities, including excellent shopping, diverse dining options, and the nearby VA facilities at Bay Pines. This is more than just land; it's a gateway to an unparalleled coastal lifestyle. Seize this unique opportunity to build your future on one of the most desirable locations on the Gulf Coast.

15417 2nd Street E, Madeira Beach

14060 W Parsley Drive, Madeira Beach
$580,000
Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
PRICE TO SELL. WATERFRONT LOT WITH 83 FEET OF SEA WALL installed August 2024 at a cost of over $34,000. This lot has been cleared and is ready for new owners to come build their dream home. Come live the coastal lifestyle in the heart of Madeira Beach. This property features 83 ft of waterfront and private dock (appx 300 sq feet). When approaching this property take note of the peaceful surroundings on this quiet cul de sac. Enjoy front row seats to the annual boat parade, fourth of July firework as well as watching dolphins and manatees play. This boaters paradise is is about a 15 minute boat ride from your dock to the gulf via Johns Pass. A short walt to the sugar sands of Madeira Beach and a 10 minute drive to Johns Pass Village. Do not miss this opportunity to build your dream beach home and experience waterfront living at its finest,

14060 W Parsley Drive, Madeira Beach

15400 Gulf Boulevard Unit 502, Madeira Beach
$764,000
2 Beds ⋅ 2 Baths ⋅ Shores Of Madeira Condo SubDv. ⋅ 33708 Zip Code
Welcome to your coastal retreat at the Shores of Madeira! Perfectly situated in the heart of Madeira Beach, this 2-bedroom, 2-bathroom fully furnished condo offers the ultimate Florida lifestyle with breathtaking waterfront views. Enjoy your morning coffee or evening sunsets from the wrap-around, screened-in balcony, complete with hurricane shutters for peace of mind. Inside, the home features an open-concept floor plan, ideal for entertaining and taking in the natural light. Both bedrooms include spacious walk-in closets, while the primary suite boasts its own en-suite bath for comfort and privacy. Whether you’re seeking a full-time residence, a vacation getaway, or an investment opportunity, this condo blends relaxation with convenience—just minutes from the beach, dining, and entertainment along Gulf Blvd.

15400 Gulf Boulevard Unit 502, Madeira Beach

856 Bay Point Drive, Madeira Beach
$1,700,000
4 Beds ⋅ 3 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Paradise FOUND – you’re sure to love this ELEVATED Pool Home’s Key West architectural STYLE , floorplan … it’s WIDE OPEN, INTRACOASTAL WATERWAY VIEWS (and Sunset Exposure) … its LOVELY and well-appointed KITCHEN …. the PRIVACY for the owners given the TWO Living levels sitting above a 1700+ sq ft Bonus Room and oversized 2 Car GARAGE … a PRIVATE 540 square foot self-contained Top Floor ensuite Master “Crows Nest” Level; complete with its own PRIVATE BALCONY with those WIDE-OPEN VIEWS….. over 5000 Total Square Feet … POOL, Spa, Dock w/Kayak Lift, Impact Windows, Generac GENERATOR +++ … all just a short boat ride to Johns Pass and the Gulf of Mexico! … This home exudes Coastal Casual Elegance and a Relaxed Florida Vibes … The VIEWS are EVERYWHERE … brought in by lots of windows and sliders (impact rated, of course) overlooking the Waterfront Panorama and Boating Activity … the Chef’s Kitchen is the focal point of the Main Living Level, with Subzero, Wolf and Bosch appliances … OPEN to the Living Area w/Balcony access ….the Main Living Level also has an approximate 12’ x 14’ “Guest Suite” (plus Walk-in Closet) which can serve as a 2nd Master Bedroom, due to the LARGE adjacent bath; those GREAT open water VIEWS and direct access to the Large Lanai / Covered Balcony … this “2nd Master Bedroom” is “split” from the 2 OTHER Bedrooms and Bath at the opposite side of this main living level, for maximum privacy …. you’ll also find a conveniently located Laundry Room and Pantry just off the Kitchen…. You’ve got it ALL going on here, and that’s just the INSIDE…. The HUGE Bonus Room downstairs can be put to good use maybe as storage for all of your “water toys” and pool stuff … fishing or diving gear or “you name it”! … A couple of covered seating areas (one semi-enclosed) poolside for hanging out by the pool or entertaining your friends or family – or just watching the sun set - as this home has a great sunset exposure, which kind of ices the proverbial cake here! … HURRY on this great “Value for Money” opportunity (made BETTER now, as SELLER is offering a generous allowance for bathroom updates or Closing Costs, etc.) … make YOUR appointment for a Private Viewing, TODAY!

856 Bay Point Drive, Madeira Beach

14204 E Parsley Drive, Madeira Beach
$455,000
Gulf Shores 6th Add Rep SubDv. ⋅ 33708 Zip Code
Under contract-accepting backup offers. Short Sale. Madeira Beach Multifamily Investment Lot – 14204 E Parsley Drive An exceptional opportunity for builders and investors to capitalize on Madeira Beach’s thriving coastal real estate market. The lot currently hosts a flood-damaged duplex that, under FEMA’s 50% Rule, must be demolished, making this a prime site for new construction multifamily development. With options to build luxury duplex or triplex residences, the property offers multiple exit strategies: hold as long-term rentals, operate as income-producing seasonal units, or design vacation rentals for short-term stays (minimums apply). Located directly across from an undeveloped parking lot, the site enjoys clear, protected Intracoastal Waterway views that will set any new build apart in this competitive market. Just blocks from Madeira Beach’s award-winning shoreline, John’s Pass Village & Boardwalk, ROC Park, waterfront dining, and boating amenities, this address guarantees consistent rental demand and lifestyle appeal. Future residents or guests will enjoy quick access to Treasure Island, Indian Rocks, Seminole shopping corridors, and downtown St. Pete’s cultural attractions, with two international airports less than 40 minutes away. Investors benefit from strong appreciation, short supply of buildable lots, and the ability to deliver a turnkey income property in a highly sought-after Gulf Coast location.

14204 E Parsley Drive, Madeira Beach

14950 Gulf Boulevard Unit 503, Madeira Beach
$1,150,000
2 Beds ⋅ 2 Baths ⋅ Ocean Sands One Condo SubDv. ⋅ 33708 Zip Code
Under contract-accepting backup offers. Architectural Digest on the Gulf Welcome to a residence where design and coastal beauty meet in perfect harmony. This exquisite 2-bedroom, 2-bath condo has been elevated to a standard worthy of Architectural Digest, with every detail thoughtfully curated and every finish chosen for both sophistication and comfort. At the heart of the home, the gourmet kitchen impresses with a striking island, custom cabinetry, wine bar, and professional-grade stainless steel appliances. Wide-open living and dining spaces are framed by brand-new hurricane-rated windows and sliding doors, showcasing breathtaking, unobstructed views of the Gulf of Mexico. The primary suite is a sanctuary of style, with serene water views and a spa-inspired en suite bath. Guests will feel equally indulged in the second bedroom, paired with its own elegantly updated bath. A discreet laundry closet with full-size washer and dryer enhances convenience without compromising the sleek design. Step onto your private balcony and let the romance of coastal living surround you—sunsets that set the horizon ablaze, dolphins and manatees playing in the surf, and the soothing rhythm of waves that feels like your own personal soundtrack. Beyond beauty, this condo also offers remarkable value. With a two-week rental policy, it presents excellent investment potential as both a luxurious personal retreat and an income-generating opportunity. Ocean Sands pampers residents with resort-style amenities: a beachfront heated pool and spa, shuffleboard courts, tiki hut, BBQ area, and direct access to one of Florida’s most beloved stretches of sand. Reserved under-building parking ensures peace of mind and convenience. More than a home, this is an experience—where luxury design, smart investment, and the magic of the Gulf Coast all come together.

14950 Gulf Boulevard Unit 503, Madeira Beach

253 Rex Place Unit E, Madeira Beach
$340,000
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Intracoastal Waterway views are showcased in every room of this stunning turnkey 1 BR / 1.5 BA townhome, nestled within the highly desirable gated community of Madeira Beach Yacht Club. Enjoy boat views from the water-facing enclosed porch, overlooking ROC Park. Recent updates include new appliances, A/C (2017), storm windows (2015), and water heater (2021). New flooring is featured throughout, with carpeted steps leading to the expansive bedroom, full bath, spacious walk-in closet with washer and dryer, and attic storage. Madeira Beach Yacht Club permits 7-day minimum rentals or serves as an ideal primary residence. With the Milestone Inspection completed and passed, long-term confidence in the property's structural integrity is assured. The community offers a clubhouse, fitness center with dry saunas, showers, billiards room, 2 heated pools, 4 fishing piers, high-speed WIFI, cable, water, grounds keeping, and building insurance, all included in the HOA monthly fee.

253 Rex Place Unit E, Madeira Beach

14401 Gulf Boulevard Unit 106, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ La Coquina Condo SubDv. ⋅ 33708 Zip Code
Welcome to your Gulf Coast retreat! This 2-bedroom, 2-bathroom end-unit condominium offers the perfect blend of coastal elegance and modern comfort. Just steps from the sparkling white sands, this condominium unit offers unobstructed Gulf views, with the land across the street preserved as a county park—ensuring your vistas remain serene and uninterrupted. Step inside to an open, airy floorplan where the kitchen flows seamlessly into the dining and living area - ideal for entertaining or relaxing while watching the waves. The corner location brings extra natural light and privacy. Both bedrooms provide peaceful retreats with ample closet space, while the primary suite features an ensuite bath and Gulf views for your personal sanctuary. The highlight is the expansive balcony - your private perch to enjoy the coastal breeze, admire the surf, and savor sunsets that paint the sky in brilliant shades of pink and gold. Enjoy amenities just steps from your door: a heated pool, reserved under building parking, and elevator access for effortless living. Beyond your home, explore the nearby dining, beach bars, and charming shops of John’s Pass Village and Boardwalk. Perfect for full-time living or as a vacation rental, this condo offers a 5-day minimum rental option - an excellent opportunity to share your slice of paradise. Don’t miss this chance to own a coastal haven where every day feels like a getaway. Schedule your private showing today and experience Gulf Coast living at its finest!

14401 Gulf Boulevard Unit 106, Madeira Beach

401 150th Avenue Unit 251, Madeira Beach
$437,500
2 Beds ⋅ 2 Baths ⋅ Boca Vista Condo SubDv. ⋅ 33708 Zip Code
Price adjustment!! Welcome to paradise in Boca Vista Condominiums! Enjoy stunning Intracoastal and Gulf views from this spacious 2-bedroom, 2-bath condo. The residence features a large terrace with access from both the living room and primary bedroom, plus an additional west-facing balcony perfect for taking in sunset skies. Flooded with natural light, the home is fitted with hurricane-rated windows and doors for peace of mind. Bright, functional kitchen with small eat in area, closet pantry and washer/dryer closet. Spacious living room area and dining area offers plenty of room for entertaining and living space. The expansive primary suite offers a generous layout with double sinks, a separate shower area, and ample closet space. While the condo is ready for updates and personal touches, it provides a wonderful opportunity to create a customized retreat. With its desirable views, bright interiors, and functional floor plan, this property is now priced for your updates/improvements. Boca Vista Condominiums are located just a short walk to Madeira Beach local town center and waterfront, and an area of new development. The complex features a heated pool and jacuzzi spa adjacent to the clubhouse, offering tennis courts and fitness equipment. New AC unit, and complex has a newer roof. The unit includes 2 assigned parking spaces, one is covered under a carport. HOA enforces a no pet policy, and 30 day minimum rental. Come live the Florida Lifestyle!

401 150th Avenue Unit 251, Madeira Beach

250 Medallion Boulevard Unit H, Madeira Beach
$250,000
2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Unlock a brighter future at 250 Medallion Blvd #H in the highly sought-after Madeira Beach Yacht Club, a gated waterfront community where location, lifestyle, and income potential come together in perfect harmony. This beautifully updated 2-bedroom, 1-bath condominium offers an open living space and is perfectly situated just across the street from the stunning Madeira Beach. Whether you're a beach enthusiast, seasonal resident, or investor, this incredible property offers the flexibility to live life on your own terms with 7-day minimum rentals. Located on the second floor, the unit provides added peace of mind with elevation from potential storm water intrusion. Features include impact-rated windows, a new HVAC system, and a functional layout perfect for personal use or guests. With the Milestone Inspection already completed and passed, you can have long-term confidence in the property's structural integrity. The community amenities are designed to enhance your lifestyle, including two heated swimming pools, four fishing piers, a fitness center, and more. Plus, ROC Park is adjacent to the community, offering even more opportunities for outdoor recreation. With HOA dues that include cable, internet, water, sewer, trash, and more, you can enjoy a worry-free lifestyle. This exceptional property is more than just a beach condominium – it's a key to unlocking a brighter, more fulfilling future.

250 Medallion Boulevard Unit H, Madeira Beach

300 150th Avenue Unit 305, Madeira Beach
$1,050,000
3 Beds ⋅ 3 Baths ⋅ Harbor At Town Center Condo SubDv. ⋅ 33708 Zip Code
Welcome to The Harbor at Madeira Beach, where modern coastal elegance meets exceptional investment potential. Built in 2022, this immaculate 3-bedroom, 3-bath luxury condo with a private office offers the rare combination of high-end finishes, spacious design, and short-term rental eligibility—making it ideal for both full-time living and income-producing use. Step inside and experience a bright, open layout with soaring ceilings, woodgrain luxury vinyl flooring, and designer pendant lighting. The chef’s kitchen is a true showpiece, featuring solid wood soft-close cabinetry, quartz countertops, a glass subway tile backsplash, premium stainless steel appliances, and a large center island with breakfast bar seating. Perfect for entertaining, the kitchen flows seamlessly into the dining and living areas, all opening onto a private balcony through hurricane-rated sliders with sweeping sunset views over Madeira Beach. The primary suite is a serene retreat, highlighted by an oversized walk-in closet with custom California-style built-ins, private balcony access, and a spa-inspired ensuite bath with dual vanities, quartz countertops, built-in shelving, a soaking tub, and a separate glass-enclosed shower. A split floor plan provides privacy, with two additional spacious bedrooms—each with custom closets and French door entry—plus two additional full baths. A dedicated office with French doors offers the flexibility of a work-from-home space or guest room. Designed for convenience, this condo includes an in-unit laundry with built-in cabinetry, two assigned under-building parking spaces, and private storage for beach essentials. Resort-style amenities enhance the lifestyle, including a heated pool and spa overlooking the harbor, a state-of-the-art fitness center, and secure key-fob access to the lobby and gated garage. Perfectly situated in Madeira Beach Town Center, residents are just steps from the waterfront recreation park, City Hall, library, and post office, and minutes from the world-famous John’s Pass Village & Boardwalk. With direct access to shopping, dining, and entertainment—and all the Gulf Coast beaches nearby—this location offers unmatched convenience and appeal. As one of the few luxury buildings in Madeira Beach allowing short-term rentals, The Harbor presents a rare opportunity to own a beautifully maintained, income-generating coastal property. Whether you’re seeking a personal retreat, a part-time residence, or a high-demand STR investment, this condo delivers on every level. Schedule your private showing today and discover why Madeira Beach continues to be one of Pinellas County’s most desirable destinations for both living and investing.

300 150th Avenue Unit 305, Madeira Beach

14111 W Parsley Drive, Madeira Beach
$395,000
4 Beds ⋅ 6 Baths ⋅ Gulf Shores 6th Add Rep SubDv. ⋅ 33708 Zip Code
Investment Opportunity in Madeira Beach! A huge price reducing, motivated sellers. Cash or Hard Money buyers only, here’s your chance to secure a rare property in the highly desirable of Madeira Beach. This Triplex had experienced flood damage from Helene and is being sold AS-IS. Opportunity to rebuild offering endless potential for the right investor, builder, or visionary buyer. Been a solid rental before Helene, excellent income. Located just minutes from the Gulf of Mexico, sandy beaches, dining, and entertainment, this property offers an unbeatable location for a coastal lifestyle. Whether you choose to renovate, rebuild, or create your dream retreat, the value is in the land and the incredible opportunity to own in one of Florida’s most sought-after beach towns. Prime Madeira Beach address with easy access to John’s Pass, shopping, and restaurants. Fishing, and beach days right at your doorstep. Ideal for investors or developers ready to bring their vision to life. Surrounded by high-value homes, ensuring strong future potential. Don’t miss this chance to turn 14111 W Parsley Drive into a stunning coastal property.

14111 W Parsley Drive, Madeira Beach

565 Crystal Drive, Madeira Beach
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
VERY MOTIVATED SELLER!! BRING ALL OFFERS! Step into your Madeira Beach dream home with panoramic Intracoastal views and direct Gulf access. Located in the coveted Crystal Island enclave, this newly renovated coastal gem is a boater’s paradise designed for both style and functionality. From the moment you walk inside, a wide open floor plan draws your eyes straight to the water, with natural light streaming through new hurricane-impact windows and sliding glass doors that seamlessly blend indoor and outdoor living. The heart of the home is the chef’s kitchen, featuring new cabinetry, countertops, and a striking island with warm wood accents. Brand-new appliances, including washer and dryer, make every detail feel fresh and effortless. Three beautifully updated bathrooms highlight modern vanities, LED mirrors, and sleek fixtures, adding a touch of sophistication throughout. Fresh paint inside and out gives the entire home a crisp, updated look, while new lighting, fans, fixtures, and updated plumbing and electrical ensure everything feels brand new. A spacious two-car garage provides both storage and convenience. Step outside and enjoy your private backyard oasis with lush new landscaping, a sparkling pool with an auto-fill system, and expansive patio areas perfect for entertaining or relaxing. The 2022 dock with a high-end boat lift offers direct Gulf access, making boating, fishing, or sunset cruises part of your everyday lifestyle. With the beach less than a mile away, this home embodies the essence of Florida living—where each day feels like a vacation and waterfront luxury meets comfort and convenience.

565 Crystal Drive, Madeira Beach

517 Johns Pass Avenue, Madeira Beach
$1,650,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
Imagine waking each morning to the shimmer of wide-open Intracoastal waters, sunlight pouring through hurricane-rated windows, and the scent of the salt air just steps from your door. A quick half-mile stroll or golf cart ride brings you to the sugar sands of the Gulf. This isn’t just a home—it’s the stage for a life beautifully lived. The moment your clients arrive, they’ll notice the thoughtful craftsmanship and effortless style. The lush, landscaped yard, nourished by a reclaimed water sprinkler system, frames a striking façade with multicolor lighted etched-glass double doors that light up. A brand-new roof (2025) crowns the home, and every detail has been reimagined: new LVP flooring, freshly painted interior walls, new baseboards, trim, and interior doors, plus pristine two-foot drywall replacement for a fresh, clean interior. Inside, the open living area flows toward the view, where water and sky become part of the décor. The gourmet kitchen is designed for both beauty and function—brand-new appliances, and a movable waterfall-edge coffee bar that invites morning conversation. A built-in wine bar with Eurocave fridge is ready for celebrations, while a Blair water system hookup for two tanks ensures the purest taste in every glass. The primary suite is a private retreat overlooking the resort-style saltwater pool and shimmering waterway. A spa-inspired en suite offers champagne gold fixtures, a rain head shower and handheld wand, a built-in vanity, and abundant storage. A mini-split keeps this sanctuary at the perfect temperature year-round. Bedroom two is oversized with a walk-in closet, while bedroom three features a hidden closet, ideal for valuables or a touch of whimsy. Step outside to your own paradise. The walk-in saltwater pool with tanning shelf has been acid washed, upgraded with a new pump and filter, and framed by pavers that have been reset and replaced. Remote-controlled blinds at the sliding glass doors open to reveal your private dock, equipped with two boat lifts—configurable for two jet skis and a boat or two boats—dock poles wrapped for longevity, and open-water views that make every sunset a showstopper! Behind the scenes, the home is as smart as it is beautiful: Ring doorbell, WiFi-enabled thermostat, oven, ceiling fan, and sprinkler system, plus updated electrical outlets, hose bibs on all four sides, a new heat pump (9/2024) with elevated installation, and an air handler neatly tucked into the garage attic. The garage itself is an organized dream with a coated floor, custom storage cabinets, a workbench, a water hookup for a refrigerator, and a WiFi-enabled opener. A tankless water heater provides endless hot water, while hurricane-rated doors and windows ensure peace of mind. This home isn’t just built for living—it’s built for loving. Morning coffee on the dock as dolphins glide by, afternoons spent floating in the pool or cruising the waterway, and evenings where the sun melts into the horizon and the world feels perfectly still. Every feature, every finish, every upgrade is a promise of ease, elegance, and joy. Here, every sunrise feels like a beginning, and every sunset feels like a celebration. This is where their next chapter begins. This is more than a home — it’s a lifestyle. Whether you're boating at sunset, lounging poolside, or strolling to the beach, every detail has been thoughtfully designed for ease, elegance, and unforgettable moments.

517 Johns Pass Avenue, Madeira Beach

10168 Grand Oak Circle, Madeira Beach
$769,000
4 Beds ⋅ 3 Baths ⋅ Cove At Bay Pines SubDv. ⋅ 33708 Zip Code
LOCATION, LOCATION, LOCATION. Live the Florida lifestyle in this beautifully updated home just minutes from the beach, marinas, restaurants, shops, and the Pinellas Trail situated in the desirable GATED community, the Cove at Bay Pines. Located in Flood Zone X, this property does not require flood insurance by lenders—offering peace of mind and added value. Enjoy your own private FENCED backyard retreat with a saltwater POOL, screened enclosure, low-maintenance turf, upgraded landscaping, and an app-controlled irrigation system. The Mediterranean home features tile roof and BRICK PAVED driveway that has been widened and walkways were added on both sides of the home providing extra convenience. Inside, you'll find a well designed floor plan with several flex spaces, renovated kitchen with added cabinetry, a custom pantry with pull-outs, and updated lighting. The second floor features LVP flooring throughout, and all bathrooms have been stylishly upgraded, including the primary bath with a custom vanity and designer finishes. The laundry room and powder room have also been fully updated. Additional upgrades include custom trim work, modern lighting, new fans, and a freshly painted exterior (2025). Newer and energy efficient BUILT IN 2014 includes hurricane shutters, Rheem hybrid water heater, an EV charging station, compatible with all electric vehicles—perfect for eco-conscious living. The home has been well-maintained with regular HVAC, water heater, and pest control service. Move-in ready, stylish, and in a prime location—this home truly has it all. Schedule your tour today!

10168 Grand Oak Circle, Madeira Beach

15305 Harbor Drive, Madeira Beach
$610,000
2 Beds ⋅ 1 Baths ⋅ Lone Palm Beach 5th Add SubDv. ⋅ 33708 Zip Code
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.

15305 Harbor Drive, Madeira Beach

326 129th Avenue E, Madeira Beach
$2,830,000
5 Beds ⋅ 5 Baths ⋅ Williams Bill Madeira Harbor SubDv. ⋅ 33708 Zip Code
HUGE Price Reduction. Selling for UNDER appraised value! Iconic Waterfront Living in the Heart of John’s Pass. Experience the pinnacle of coastal luxury in this brand-new, custom-built waterfront estate—an architectural triumph where refined design meets relaxed elegance. Perfectly positioned just steps from the vibrant shops, restaurants, and white sands of John’s Pass Beach, this residence is a rare opportunity to own a true trophy property in one of Florida’s most dynamic waterfront destinations. Elevated over 16 feet above sea level this masterpiece is engineered for peace of mind and long-term resilience. Built on a three-tier foundation with pilings and full concrete block construction on all three levels, it’s fortified with PGT WinGuard impact-rated windows and doors, seamlessly blending safety, sophistication, and efficiency. Inside, over 3,500 sq ft of beautifully curated living space offers 5 bedrooms (or 4 + executive office) and 4.5 baths, all bathed in natural light and showcasing unobstructed water views from nearly every room. Ride the elevator to the main living floor and enter a grand open-concept layout anchored by a chef’s kitchen worthy of the most discerning culinary enthusiast—featuring Sub-Zero, Wolf, and KitchenAid appliances, quartz surfaces, a warming drawer, convection drawer, and a professional-grade ice maker. Designer fixtures, 30x60 Apolina White porcelain tile, and custom lighting—including imported pieces from Prague—elevate every detail. The great room opens via expansive glass sliders to a sprawling waterfront terrace—perfect for elegant outdoor entertaining or sunset dining. Retreat upstairs to the primary suite sanctuary, where a wet bar, private balcony, and spa-caliber bathroom await. Oversized sliders frame picture-perfect views, while a massive walk-in shower, luxurious finishes, and dual vanities complete the experience. Outside, the ambiance turns pure Key West: a custom Pebble Tech heated saltwater pool and elevated spa are surrounded by white marble decking and lifetime turf. Beyond, a composite dock with deep water access ensures you're always just minutes from open water adventure. The oversized 5+ car garage, including a rear garage door for easy water toy access, offers versatility for a home gym, game room, or car collection. This is more than a home—it’s a lifestyle statement. A showpiece of design, craftsmanship, and location. Schedule your private tour today and experience the finest in modern coastal living.

326 129th Avenue E, Madeira Beach

804 Bay Point Drive, Madeira Beach
$1,699,900
4 Beds ⋅ 3 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Spectacular Waterfront Ultra-Contemporary, Key West Style Elevated Pool Home on Wide-open Boca Ciega Bay waterway with unmatched architectural precision and ENDLESS Waterfront views. This isn’t just waterfront—it’s front-row to Florida’s coastal theater! Sweeping horizons, effortless docking—this is where open-water freedom meets refined coastal living. Step out through your deep, full-length back porch and enjoy the 180-degree waterfront view that makes this Premier location so sought after! Slip into serenity and into your New Resort-style heated & cooled inground pool with a sun shelf, oversized hot tub and dine-in swim up table. For the Boating enthusiast, there is an oversized dock with built-in seating – ideal for outdoor living! You’re directly on the WIDE OPEN Bay water and just minutes to the Gulf! Totally renovated throughout, the spacious, open living area where wall-to-wall sunshine meets wide-open living—crafted to capture coastal beauty in every corner, this” heart of the home” was completely remodeled and provides a seamless flow designed for elevated living and entertaining. The Sun-filled Living / Great room off the kitchen has a cozy, customized electric fireplace with customized digital color change and is ideal for everything from gourmet gatherings to lazy Sunday lounging - this expansive living space delivers versatility with serious style where beamed ceilings raise the charm, and the kitchen raises the bar! The Chef’s kitchen with a huge social island and offset navy blue and shaker white custom cabinetry features new stainless-steel appliances to include an induction cooktop, sleek vented hood, abundant counter and prep space - your inner chef just found its playground! Complete with top-tier appliances, an adjacent wet bar / beverage station with a dual zone beverage center, rumba garage, wine fridge and huge TV mounted above, provides a seamless connection to the heart of the home. There is a full-length back porch overlooking the Waterway ideal for outdoor living, boat and dolphin watching and daily tangerine sunsets! The Primary suite features an elegant, custom shiplap beamed ceiling with a sumptuous spa-inspired primary bath with a dual rainfall shower and sinks and a large walk-in closet. The secondary bedrooms have a cozy Jack-n-Jill bath and the fourth bedroom with an unmatched waterfront view is anything but an afterthought—spacious, stylish, and paired with its own private bath for ultimate comfort. The lower level is spacious and can accommodate 4 cars (tandem parking) and an ideal workshop for the hobbyist! Other value-added features include efficient Tesla Solar Panels, EV charge outlet, New Roof, luxury flooring throughout, custom crown molding and baseboards, solid core interior doors, indoor laundry, custom window treatments & blinds, new concrete foundation reinforced with rebar in 2016, sprinkler and gutter systems, extensive exterior lighting with smart home integration throughout & much more! No HOA, Huge rental income potential and just blocks to the sugary sands of Madeira Beach! Now is your chance to live in Bay Point Estates, one of Pinellas County's FINEST waterfront communities! Elevated waterfront living, anchored in Luxury!

804 Bay Point Drive, Madeira Beach

13000 Gulf Boulevard Unit 309, Madeira Beach
$900,000
2 Beds ⋅ 2 Baths ⋅ Madeira Norte Condo SubDv. ⋅ 33708 Zip Code
Madeira Norte, your personal residence, 2nd home or a great 1031 Exchange opportunity for your Investors! Fantastic rentals on file, handled by VRBO. This updated immaculate 1 Week Minimum Rental Condo, #309 is a 2 bedroom/2 bath direct southwest corner location with fantastic views of the Gulf of Mexico. Many updated recess ceiling lights have been added. This condo is being sold fully furnished/turnkey. The famous John’s Pass Village is directly across the street. Vacationers return year-after-year to enjoy all this “Old Florida Village” has to offer. The location boasts entertainment, dining, bars, plentiful shops, activities, fishing, and water sports. The master suite has double sliding glass sliders opening onto your balcony facing the beach. A large walk-in closet, double sinks and tub with shower complete the master. The balcony is accessible from the living area as well. Madeira Norte is very well maintained with a heated pool, outdoor grilling area and picnic tables for dining. Madeira Norte is a well-run condominium. In August of 2022 the HOA completed a year-long, professionally contracted, painting and refurbishment of the exterior walls, balconies, rails, and corridors of the entire building. The roof was replaced in 2023, refurbished common areas (2022), and brand-new elevators (2024). Each condo has a designated parking spot, #309 is a prime spot, close to the elevator and under the building. Over 30 guest parking spots. Patio furniture on balcony does not convey.

13000 Gulf Boulevard Unit 309, Madeira Beach

557 Crystal Drive, Madeira Beach
$770,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
A fantastic opportunity you don’t want to miss. Live the dream in this beautiful waterfront home on sought-after Crystal Island, right in the heart of Madeira Beach. Enjoy breathtaking side and backyard water views, direct Gulf access, and your own private boat dock on a deep-water canal. perfect for boating, fishing, or simply soaking in the Florida sunshine. This solid block 1960 home offers 3 bedrooms, 2 full baths, 1,515 sq ft of living space, and a total footprint of 1,958 sq ft including the garage, situated on a 70 ft wide by 110 ft deep corner lot. Features include a tropical fenced backyard with pool, spa, and storage shed; energy-saving solar panels installed in 2018 and 2022 (fully paid off); tankless water heater (2019) for on-demand efficiency; updated HVAC (2019); new sea wall (2020); and an upgraded dock (2022) providing quick Gulf access. The open concept floor plan offers bright, airy living throughout. A private appraisal was recently completed to confirm compliance with the FEMA 50/50 rule, showing a flood repair total of $84,666. Please review the attached appraisal for details. Some drywall and electrical repairs have already been completed without permits. This home is in an incredible location within walking or biking distance to Madeira Beach and just minutes from John’s Pass Village for shopping, dining, and nightlife, as well as close to marinas, parks, and beachside recreation. Perfect as a primary home, vacation getaway, or investment property, this residence is priced for value and future potential.

557 Crystal Drive, Madeira Beach

15400 Gulf Blvd Unit 702, Madeira Beach
$805,000
2 Beds ⋅ 2 Baths ⋅ Shores Of Madeira Condo SubDv. ⋅ 33708 Zip Code
One or more photo(s) has been virtually staged. Welcome to the Shores of Madeira – Where Every Day Feels Like a Vacation. Discover your own slice of coastal paradise in this beautifully updated 2-bedroom, 2-bathroom condo nestled in the heart of Madeira Beach. Located in the highly sought-after Shores of Madeira, this residence offers a rare combination of luxury, comfort, and investment potential. From the moment you walk in, you're greeted by sweeping, unobstructed views of the Gulf that stretch as far as the eye can see. Whether you're sipping your morning coffee or watching the sun melt into the horizon, the experience from your private wraparound balcony is nothing short of breathtaking. Inside, the home has been thoughtfully remodeled to blend modern convenience with beachside elegance. The kitchen has been tastefully updated, featuring sleek finishes and ample cabinet space, perfect for cooking up fresh coastal meals. A spacious in-unit laundry room adds extra functionality—an uncommon and valuable feature in beach condos. The open-concept living and dining area is flooded with natural light and oriented to maximize those postcard-worthy Gulf views.Step out onto your expansive wraparound balcony, where you'll find plenty of room to relax, dine, and entertain. Outfitted with hurricane shutters, this outdoor oasis is both beautiful and secure. Just beyond the building’s doors lies the sugar-white sand and tranquil turquoise waters of Madeira Beach—your backyard playground.This property also offers excellent rental flexibility with a 30-day minimum rental policy, making it an ideal option for part-time residents looking to generate rental income. Whether you’re seeking a luxurious full-time residence, a dreamy vacation escape, or a smart investment, this condo checks all the boxes.Centrally located and close to restaurants, shopping, live music, and water activities, you’ll never run out of things to do—but you may never want to leave the view. This is more than a condo—this is the beach lifestyle you’ve been dreaming of.

15400 Gulf Blvd Unit 702, Madeira Beach

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