Madeira Beach Homes with Sailboat Water Water Frontage

Madeira Beach Homes with Sailboat Water Water Frontage

Welcome to Madeira Beach, Florida – a hidden gem nestled in the heart of Pinellas County, where the sun shines brightly, and the vibrant coastal lifestyle beckons. Known for its stunning white sandy beaches and crystal-clear waters, Madeira Beach is not just a destination; it’s a lifestyle. With a laid-back atmosphere and a friendly community, this charming city offers a perfect blend of relaxation and adventure.

One of the most alluring features of Madeira Beach is its sailboat water frontage. Imagine waking up each morning to panoramic views of the shimmering waters, where your sailboat awaits just outside your back door. Homes with sailboat water access in Madeira Beach offer the ultimate coastal experience, allowing you to navigate the beautiful Intracoastal Waterway and venture out into the Gulf of Mexico with ease. Whether you’re an avid sailor or simply enjoy the tranquility of waterfront living, these properties cater to your every desire.

The real estate market here boasts a variety of homes, from cozy beach cottages to luxurious waterfront estates, each designed to maximize your connection to the stunning surroundings. Enjoy evenings spent watching the sunset over the water, or gather with friends and family for a barbecue on your patio. The charm of Madeira Beach extends beyond its picturesque views; it’s a community where neighbors become friends, and every day feels like a vacation.

Whether you’re looking to invest in a vacation home or seeking a permanent residence, Madeira Beach offers an unparalleled lifestyle that celebrates the beauty of coastal living. Come and discover your dream home with sailboat water frontage in this idyllic paradise!

Newest Madeira Beach Homes with Sailboat Water Water Frontage

$4,500,000
33708 Zip Code
Rare Commercial MARINE-ZONED property along the Gulf Beaches of Tampa Bay... maybe even MORE RARE is the ownership of the submerged land! ... No land leases to pay to the State ... approx 300' of moorings now .... over 560' DEEP Property ....a commercial fishing operation for past 15 years .... the C-4 Maine Commercial zoning allows many uses and is very rare in Madeira Beach AND along the Pinellas County Gulf Beaches for that matter ....also INCLUDES a 3 Br Elevated Home (approx 2700 Htd Sq Ft / 3384 Tot) in very good condition with Carport and good sized GARAGE / workshop area ... ... Affords IMMEDIATE Intracoastal Waterway Access .... is an approx 15 min run to Johns Pass and Gulf of Mexico .... WALKABLE to "Downtown" Madeira Beach and new developments there as well as Madeira's famous Gulf BEACH .... FRONTAGE on service road - with GREAT VISIBLITY and it's the 1st Bldg you see as you approach Madeira from the Madeira Beach Causeway (aka Tom Stuart Causeway and 150th Ave), Madeira Beach FL .... Situated between two LARGE city-owned parcels, including Madeira Beach Municipal Marina ... Protected Harborage - Sheltered Water ... Over 560 ft. of depth ... 8 Shore Power connections ...ice plant/ machine may also be available .... One of a Kind property in this market - HURRY on this hard to find opportunity

545 150th Avenue, Madeira Beach
$3,500,000
4 Beds ⋅ 5 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, one of the Gulf Coast's premier luxury home builders, this exceptional waterfront custom residence offers the ultimate in elevated coastal living. Perfectly positioned on Boca Ciega Bay in the heart of Madeira Beach, this exceptional residence showcases contemporary architecture, clean lines, expansive glass, and refined finishes, all thoughtfully designed to embrace Florida's luxury coastal lifestyle. Offering 4 bedrooms, 4 full baths, and 1 half bath, this spacious floor plan is designed for both everyday living and effortless entertaining. With two separate living areas, the home provides exceptional flexibility for hosting guests, creating a media room, family lounge, or private retreat. Walls of glass flood the home with natural light while opening to expansive wraparound balconies that frame tranquil water views and blur the lines between indoor and outdoor living. The expansive covered lanai flows seamlessly to the resort-style pool and generous waterfront backyard, creating the perfect setting for entertaining, outdoor dining, or relaxing while enjoying breathtaking sunsets. The designer chef's kitchen is the centerpiece of the home, featuring premium appliances, custom cabinetry, designer finishes, an oversized island, and a spacious butler's pantry. The luxurious primary suite serves as a private waterfront retreat, complete with a spa-inspired bathroom, oversized walk-in closet, balcony, and peaceful water views. Each additional bedroom features its own en-suite bath, offering comfort and privacy for family and guests. This exceptional waterfront residence offers an unparalleled boating lifestyle. Enjoy direct access to the Intracoastal Waterway with convenient routes to the Gulf of Mexico, making it easy to spend the day fishing, cruising to waterfront restaurants, exploring nearby sandbars, or visiting destinations such as John's Pass, Shell Key, Egmont Key, and the surrounding barrier islands. Built to current FEMA standards, this elevated residence combines exceptional craftsmanship with long-term resilience, featuring concrete block construction, impact-rated windows and doors, elevated living spaces, and a private elevator servicing every level. The home also includes a 2-car garage plus a covered 2-car carport, providing parking for up to four vehicles along with ample storage for golf carts, bicycles, paddleboards, and beach gear. Ideally located just minutes from the Gulf of Mexico, marinas, waterfront dining, boutique shopping, and Madeira Beach's vibrant coastal attractions, this home offers the perfect blend of modern luxury, waterfront living, and convenience. Experience the unmatched quality, craftsmanship, and modern coastal design that define every Noah Thomas Builders residence. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

325 140th Avenue E, Madeira Beach
$2,699,000
4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct deep-water access. Beautifully renovated, this 4-bedroom, 3-bath home (gross 4,800 sq. ft.) features an open floor plan that showcases breathtaking open-water views from nearly every living space. Perfect for boater enthusiasts and minutes to John’s Pass and the Gulf of Mexico, the property offers a 2018 Trex-deck dock with full power and water, a 35,000-lb lift and a 16,000-lb lift — deep water in a no-wake zone for large vessels and only a five-minute boat ride to John’s Pass and the Gulf. Thoughtfully appointed for entertaining, the lower level hosts a custom bar area with a beer fridge and ice maker, while the expansive rear patio includes an outdoor kitchen and grilling area. The chef’s kitchen features custom cabinetry, Quartz/Cambria countertops and newer stainless steel appliances overlooking the oversized back deck and waterfront. The spacious second-floor master suite offers a large walk-in closet and an en suite with a travertine shower and sunken tub. Luxury finishes include luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding and casings. Recent upgrades include new hurricane-impact sliders and windows throughout, New water softener system 2024, pool resurfaced 2022, new pool heater 2022, and a Hayward Pro-Grid water heater (2021). Notably, the home did NOT flood during Hurricane Helene. Enjoy island living in a friendly golf-cart community just 2 miles from Madeira Beaches sands. This is coastal luxury with unmatched waterfront lifestyle — schedule your private showing today.

503 Johns Pass Avenue, Madeira Beach
$1,650,000
1 Beds ⋅ 1 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
The property is approximately 9,587 square feet of deep hurricane sheltered waterfront. The lot currently has three small cottages across two lots that must remain in place to secure the grandfathered non-conforming footprint. Once a site development plan has been approved the cottages can be torn down. Depending on the purchaser, either the footprint can be maintained with three single family homes built or the two lots can support two single family homes that most likely would require variances with set backs due to buildable lot size. Ideally the purchaser will build three FEMA, County and City approved structures, three stories each with parking on the first floor and two floors of living space. The current footprints of each structure is roughly 16 feet wide by 45 feet long.

249 Boca Ciega Drive, Madeira Beach
$649,000
2 Beds ⋅ 2 Baths ⋅ Harbor At Town Center Condo SubDv. ⋅ 33708 Zip Code
This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rentals are permitted with a 2-week minimum, and the property allows two pets with no weight restriction. Ideally located with views of both the Gulf of Mexico and the Intracoastal Waterway, this top-floor residence offers a wonderful combination of scenery, convenience, and lifestyle. Enjoy the waterfront setting from the pool area, take a short stroll to the beach each morning, or head out for sunset just blocks away. Dining, the post office, a waterfront recreation park, Madeira Beach City Hall, the library, grocery shopping, and more are all just steps away. This 2-bedroom, 2-bath condo is located on the 5th floor and is a prime end unit, offering added privacy along with extra windows that fill the home with natural Florida sunshine. High ceilings and a spacious floor plan enhance the bright, open feel, while the neutral color palette creates a clean and inviting interior. Everything is new. The large primary suite features an ensuite bath and walk-in closet. A washer and dryer are conveniently located inside the unit. Additional amenities include interior lobby elevators, a gated community, key fob entry, and under-building garage parking with storage space.

300 150th Avenue Unit 510, Madeira Beach
$2,490,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
One or more photo(s) has been virtually staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built.

14077 N Bayshore Drive, Madeira Beach
$1,790,000
4 Beds ⋅ 3 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
OWNER MOTIVATED,HUGE PRICE REDUCTION. YOUR GULF COAST DREAM HOME AWAITS! Best-life living in paradise with EXPANSIVE WATER VIEWS and ONLY ONE MILE from world-famous white sand beaches and the most spectacular sunsets. Casual elegance meets coastal charm in this bright and airy custom-built home with soaring 20-foot ceilings and windows, providing unparalleled views of Boca Ciega Bay. Watch dolphins daily, visit with the manatees and fish off your dock in the calm and quiet waters. No expense was spared for the newer DEEP WATER dock (2024) with composite decking, a 13,000 lb. boat lift, fresh water and electrical with plenty of room for power boats, sail boats, jet skis or your yacht. Take off from your dock and arrive at the open waters of the Gulf in just a few minutes! The island life awaits whether its biking to the beach, brunch by boat, sunset cruising, or deep-sea fishing. You will never lack for entertainment and adventure with fine dining, tiki bars, live music, vibrant nightlife, and shopping. Launch your kayaks and paddle the multitude of mangroves, tiny islands and bird sanctuaries, or explore the endless variety of parks - all just minutes from your dock and door. Hang out at home while you swing and snooze in the hammock under the palms while enjoying the cooling sea breezes. Lounge by your crystal-clear pool and work on your tan, and then unwind under the stars in your jetted hot tub while watching the crackling flames of your firepit. The good life is yours in the bright and sprawling open concept kitchen/dining/living area that is perfect for entertaining. Gleaming granite countertops, countless cabinets, a huge island and an enormous floor to ceiling pantry are a chef’s dream! Impress guests with your water views, backlit wet bar and wine fridge, and WOW the crowd with the annual Madeira Beach Holiday Lighted Boat Parade cruising by! Three spacious spare bedrooms with 2 full baths provide lots of options, and your guests can even enjoy complete privacy in an enclosed 2-room guest suite with a full bath and its own entrance. After a day of entertaining, escape to ultimate relaxation in your private owner’s suite on its own floor, boasting his and hers walk-in “California” closets and a massive bath complete with a balcony! Slow down, sip a cocktail and soak while enjoying the sunset and painted sky from your oversized jetted garden tub. You can even view the sunset from your massive tiled shower with a large bench and 3 shower heads! Wake up and enjoy sunrise coffee and water views from your bed or sitting on your bay-side bedroom balcony. Or enjoy the stunning birds eye views of the bay and even downtown St. Pete - from the unique owner’s suite loft. Lower level features and oversized garage with room for 4 cars and a ton of storage. Your new home is located on a quiet, dead-end street.The peaceful, walkable neighborhood is surrounded by the bay and has several parks and NO HOA FEES. Other features of your new home include 10-foot ceilings, custom-etched glass doors and windows by local artist, laundry room on the main floor, complete with water views, a private pool-side outdoor shower (with hot water!), a whole-house water softener, expansive front and back decks, large attached potting/storage shed, and a safe/secure grassy side yard FOR YOUR PETS. Stop dreaming and START LIVING

874 Bay Point 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
$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
$850,000
2 Beds ⋅ 2 Baths ⋅ Crystal Island 1st Add SubDv. ⋅ 33708 Zip Code
Nestled along a serene wide canal with sailboat water and no fixed bridges, this delightful two-bedroom, two-bath home is a true waterfront haven. Picture yourself stepping aboard your boat and cruising effortlessly to the Gulf in just minutes—this is the kind of lifestyle dreams are made of. Recently updated and move-in ready, this charming retreat features an east-facing backyard shaded by mature trees—perfect for sipping your morning coffee or unwinding with a good book while the gentle breeze rolls in. Inside, the open floor plan flows beautifully, making it easy to entertain or simply relax. The spacious bedrooms are complemented by timeless plantation shutters throughout, adding elegance and charm. And with thoughtful updates like a new hot water heater, an electric panel with a generator plug, and a brand-new garage door, you’ll have convenience and comfort at every turn. Wake up to stunning sunrises over the water and embrace the tranquility of this coastal gem. Whether you’re an avid boater or simply looking for a peaceful retreat, this home is ready to welcome you to a life of relaxation and endless coastal beauty.

541 Lillian Drive, Madeira Beach
$2,849,000
4 Beds ⋅ 4 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Where Open Water Views Meet Privacy Positioned at the very end of the road with protected preserve frontage, this exceptional Madeira Beach waterfront estate enjoys a level of privacy rarely found along Florida's Gulf Coast. Here, water becomes horizon, neighbors disappear into the distance, and the views remain protected for generations to come. Set on nearly 160 linear feet of deep-water frontage, this remarkable residence offers the rare combination of wide-open water views, direct Gulf access, and a resort-inspired lifestyle designed for both relaxation and entertaining. Beyond its refined aesthetic, the home has been comprehensively remodeled with an emphasis on longevity, flow, and peace of mind. A thoughtful renovation transformed the home's connection to the water by removing walls and opening the living spaces to breathtaking panoramic views, creating a light-filled environment where nearly every gathering is framed by sparkling blue water. The chef's kitchen blends beauty and functionality with premium appliances, including a gas range with pot filler, while the reimagined living and dining spaces create an effortless flow for both everyday living and large-scale entertaining. Fully renovated bathrooms, impact-rated waterside windows and sliding glass doors, a newer HVAC system, updated electrical panel, and a 2021 barrel tile roof provide confidence behind the beauty. Step outside and discover what truly sets this property apart. Expansive pavered patios surround the resort-style pool, creating multiple venues for entertaining, relaxing, and enjoying the waterfront setting. A one-of-a-kind custom fire pit gathering area invites unforgettable evenings beneath the stars, while the open-water backdrop creates a sense of tranquility rarely found in today's waterfront market. Throughout the year, the property serves as a front-row seat to one of the area's most beloved traditions as illuminated boats glide across the water during the annual Christmas Boat Parade, creating a magical experience from the comfort of your own backyard. For boating enthusiasts, this is a true mariner's paradise. Nearly 160 feet of deep-water seawall, dual 10,000-pound boat lifts, and direct Gulf access with no fixed bridges provide effortless access to some of Florida's finest boating, fishing, and waterfront destinations. Despite its remarkable privacy, the home remains moments from Madeira Beach's award-winning shoreline, premier dining, shopping, and exciting new luxury developments, including the forthcoming Madeira Beach Marriott Autograph Collection Hotel. Convenient access to both St. Pete-Clearwater International Airport and Tampa International Airport makes travel effortless for full-time residents and seasonal owners alike. Rarely does a property combine open-water views, protected privacy, deep-water boating access, extensive renovations, and an irreplaceable location in a single offering. This is more than a waterfront home. It's a front-row seat to the Gulf Coast lifestyle.

583 Crystal Drive, Madeira Beach
$3,400,000
6 Beds ⋅ 6 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
Enjoy an exquisite 6,504 sq. ft. open water estate home on Madeira Beach’s limited access Crystal Island. This home offers 200 feet of open bay frontage at the end of a private cul-de-sac and was completely reimagined in 2013 with all new construction including roof, electric, plumbing, travertine floors, and hurricane-grade windows & doors, this residence blends elegance with peace of mind. This residence, with 4,255 HSF, welcomes you with a grand two-story entry and glass elevator. Grand staircase leads to a spacious second-floor great room with a full wall of sliders all opening to 1,461 sq. ft. balcony and spectacular open water views. The updated gourmet kitchen features stainless steel appliances, a large island with seating leading to open dining and living areas, ideal for entertaining bringing the outdoors in and inviting guests to enjoy the best in waterfront Florida living. Two master suites with luxurious ensuites complement three additional bedrooms and baths, plus a private mother-in-law suite on the lower level with direct bay access. Outdoor living shines and continues with another 1,125 sq. ft. covered porch featuring an outdoor kitchen, ample shaded seating and dining areas along with game area with Ping Pong, Table Tennis, Darts and fireplace. All this opens to the 40' pool and waterfall hot tub, and then a large pavered patio with comfortable lounge chairs for sunbathing. Added is a semicircular seated fire pit area for evening get togethers, cocktails and stories of the day’s activities. These likely came from the watersport fun from your array of toys, or your boats or trip on your yacht all kept at your updated deep-water dock equipped with power and water, as well as two lifts and large dock. The grounds are immaculately designed with water features and landscaped grounds at the front of the home and large available open astro-turfed areas in back. 3 Sheds provide additional storage and dual system ACs, and equipment are all out of view, but provide all the comfort expected. All of this is nestled within the limited-access Crystal Island subdivision of Madeira Beach - known for its golf-cart-friendly streets, award-winning beaches, lively City amenities including local festivals, boat parades, parks, libraries and more, and proximity to the shops, dining, and entertainment of Johns Pass Village - this home combines luxury and convenience. Just 35 minutes to Tampa International Airport and 25 minutes to St. Pete-Clearwater Airport, residents also enjoy quick access to the renowned arts districts of downtown St. Petersburg and championship sports franchises including the Tampa Bay Rays, Rowdies, Lightning, and Buccaneers and more. Just a day trip to some of the world's best theme parks means living here checks off all the boxes of luxury living along Florida’s best waters.

582 Johns Pass Avenue, Madeira Beach
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