Madeira Beach, FL Real Estate Search

Madeira Beach, FL Homes with a Pool for Sale

Madeira Beach, FL, is a charming coastal destination that attracts homebuyers seeking a blend of relaxation and recreational opportunities, particularly those interested in properties with private pools. The real estate market in this area features a variety of homes, from quaint beach cottages to luxurious waterfront estates, each offering access to the sun-soaked lifestyle that Florida is known for. With its stunning beaches, vibrant community, and family-friendly atmosphere, homes with pools for sale in Madeira Beach provide the perfect oasis for both entertainment and relaxation. Buyers can enjoy the convenience of hosting poolside gatherings, unwinding in their own serene retreats, or taking a short stroll to the beautiful shores of the Gulf of Mexico. The appeal of having a private pool, combined with the area’s picturesque landscapes and recreational amenities, makes real estate in Madeira Beach an attractive choice for individuals and families alike. Whether you’re looking for a vacation home or a permanent residence, the options available in this coastal paradise are sure to impress.

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Newest Madeira Beach, FL Homes with a Pool for Sale

836 Bay Point Drive, Madeira Beach
$4,750,000
5 Beds ⋅ 5 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Want to be in on one of the Tampa Bay area’s best-kept secrets? Madeira Beach is an established waterfront community with the character of Old Florida and exciting potential for the future. As the area continues to evolve, 836 Bay Point Drive presents a compelling opportunity to secure a waterfront residence while enjoying an exceptional coastal lifestyle today. Set along one of Madeira Beach’s distinctive waterfront fingers, this three-story residence captures beautiful Intracoastal views with convenient boating access to the Gulf of Mexico. Elevated in accordance with FEMA requirements, the home features an expansive 4–5 car garage with approximately 16-foot ceilings, ground-level breakaway areas, generous storage, a private pool and waterfront decking. The second floor is the heart of the home, where nearly 12-foot ceilings enhance an expansive open-concept layout with south and east water views. The beautifully appointed chef’s kitchen features Wolf and Sub-Zero appliances and flows seamlessly into multiple dining and lounge areas. A dedicated bar and oversized walk-in pantry with a secondary prep area, additional refrigeration and extensive storage make the home equally suited for everyday living and entertaining. The third floor is anchored by the primary suite, along with two additional flexible rooms currently serving as a private office and media room. The primary suite features separate his-and-hers closets, with an LG Styler Steam Closet in hers for convenient garment care. Motorized window shades, expansive glass doors and multiple waterfront terraces further enhance the home’s connection to its surroundings. A covered outdoor entertaining area with wood-clad ceilings and integrated lighting creates an inviting extension of the interior living spaces, all oriented toward the water. For those looking beyond what an area is today to what it may become tomorrow, 836 Bay Point Drive offers an opportunity to establish a foothold in an evolving waterfront community while immediately enjoying Intracoastal views, Gulf boating access, a private pool, generous indoor-outdoor living and the relaxed coastal character that makes Madeira Beach so special.

836 Bay Point Drive, Madeira Beach

170 145th Avenue E, Madeira Beach
$699,000
3 Beds ⋅ 1 Baths ⋅ Madeira Shores Sub SubDv. ⋅ 33708 Zip Code
Madeira Beach living just moments from the Gulf! This beautifully updated 3-bedroom, 1-bath home WITH A POOL combines a fresh coastal aesthetic with an impressive outdoor setting, all within easy reach of the beach, local dining, and everything that makes island living so desirable. Inside, the 1,008-square-foot home has been thoughtfully renovated with a bright, cohesive design and an open flow between the living, dining, and kitchen areas. The updated kitchen is a standout, featuring crisp white cabinetry, stone countertops, a generous peninsula with seating, stainless-steel appliances, stylish tile backsplash, open shelving, and modern finishes. Warm wood-look flooring, recessed lighting, contemporary fixtures, and clean architectural details continue throughout the home. The beautifully remodeled bathroom feels elevated and spa-inspired, with a glass-enclosed walk-in shower, warm wood-tone tile, built-in shower niche, modern vanity, and matte black fixtures. Three bedrooms provide flexibility for everyday living, guests, or a home office. Outside is where this property truly embraces the Florida lifestyle. The private, fully fenced backyard centers around a heated swimming pool, surrounded by an expansive paver patio with plenty of room for lounging, dining, grilling, and entertaining. The low-maintenance landscaping and generous hardscape create an easy outdoor retreat designed to be enjoyed year-round. Major improvements add even more appeal, including impact windows, a 2023 roof, 2023 HVAC, 2023 Tankless Water Heater, 2024 fencing, and 2024 patio/pool deck improvements. The pool is equipped with a Rheem heat pump 2024, extending the enjoyment of the pool beyond the warmer months. The pavered driveway provides generous parking, while the property's location puts the Gulf of Mexico, Madeira Beach, restaurants, shopping, and entertainment close at hand. Fully Updated, move-in ready, and designed around the coastal Florida lifestyle, this is a Madeira Beach home where the location and outdoor living are every bit as appealing as the interior.

170 145th Avenue E, Madeira Beach

15394 2nd Street E, Madeira Beach
$1,300,000
3 Beds ⋅ 3 Baths ⋅ Lone Palm Beach 5th Add SubDv. ⋅ 33708 Zip Code
This Key West-style 3BR/3BA pool home is just 2 blocks from the powdery sands of Madeira Beach and doubles as a proven income opportunity, producing over $130K in bookings per year in 2022-23. Whether you want an investment property or a beachside getaway, this home delivers. No insurance claims from hurricanes Milton, Helene, Ian The location is hard to beat: an easy walk to the beach, ROC Park, and numerous restaurants and bars, right at the center of Madeira Beach's revitalization. Just steps away, The Beachmaker, a Marriott Autograph Collection resort, is under construction, complete with a public shopping plaza, dining, and marina. One-bedroom condos there are already selling around $800K, which makes this 3-bedroom pool home an exceptional value. You're also steps from the growing Madeira Beach Town Center, with its luxury condos, marina, dining, and retail, and 2.5 miles from the newly approved $115M Marriott hotel at John's Pass Village. Additionally it is a small walk to Aldi, CVS, the liquor store and mini golf. A wide staircase leads to the 2nd level, with a private living area, laundry room, and full bath accessible from both the living area and the pool. The second floor is ready to be expanded to double the size of the home. The 3rd level holds all 3 bedrooms, the kitchen, and the main living area. The living room and every bedroom open through French doors onto expansive screened-in decks, and the guest bedroom decks offer views of the Intracoastal in the distance. The ground floor offers plenty of parking, a large storage area, and lounging space around the heated pool new artificial turf, plus a grill, an outdoor shower, and room to expand the outdoor living space. The metal roof was replaced in 2008 with plenty of life left, and the HVAC was updated in 2019. Low-maintenance tropical landscaping and crushed shell with minimum mowing needed in the front. Owners will leave the furniture. Easy to show

15394 2nd Street E, Madeira Beach

445 129th Avenue E, Madeira Beach
$5,900,000
5 Beds ⋅ 6 Baths ⋅ Williams Bill Madeira Harbor Sub 3rd Add SubDv. ⋅ 33708 Zip Code
Commanding a spectacular position overlooking Boca Ciega Bay, this incomparable coastal sanctuary was created for an exceptional waterfront lifestyle. Newly completed construction by Tulia Development and Construction, LLC represents stunning contemporary design and construction, superior attention to detail, refined finishes and statement lighting throughout. Panoramic water views deliver an ever-changing waterfront backdrop from nearly every room. Notable construction and design features include concrete block construction, impact windows and doors, custom cabinetry, floating staircase, whole-home technology and exterior surround sound, expansive waterfront terraces and a rooftop terrace, a residential elevator and 7-car gallery garage. The main living level is designed for both impressive gatherings and relaxed coastal living. Multiple conversation areas unfold around a striking wet bar and contemporary fireplace, all framed by sweeping water views and 4-panel sliding glass doors with automatic sliders in the family room and dining room, bringing the outdoors in. At the heart of the home, the custom chef’s kitchen is anchored by a dramatic quartz waterfall island and appointed with seamlessly integrated refrigeration, multiple built-in ovens, a microwave/convection oven, coffee system and exceptional storage including a butler’s pantry to support effortless entertaining, while the adjacent dining area and wine room elevate every occasion. Two generously proportioned ensuite bedrooms complete this level. Above, the primary retreat captures sweeping bay views through floor-to-ceiling glass and opens to a private waterfront terrace. Its spa-inspired bath features a sculptural soaking tub, dual vanities and a multi-head shower, complemented by a custom dressing room and convenient breakfast bar. Two additional bedrooms, a flexible bonus room, gym/flex space and a well-appointed laundry room provide elevated luxury and outstanding comfort. The rooftop level is a destination unto itself. A wet bar opens to a remarkable terrace with panoramic water views and a private putting green. Experience an unforgettable setting for sunset cocktails, intimate dinners or evenings beneath the stars. Outdoors, a pool, spa and sun deck create a private tropical escape at the water’s edge. Generous lounging and entertaining areas transition seamlessly to the waterfront, where the private composite deep-water dock provides exceptional access for days on the water. Just minutes to the gulf through the Johns Pass Draw Bridge which will accommodate large vessels. Just moments from John’s Pass Village, the beach and the attractions of Gulf Boulevard, this distinctive coastal location blends sophisticated design, exceptional entertaining spaces and immediate access to the water.

445 129th Avenue E, Madeira Beach

506 Crystal Drive, Madeira Beach
$3,395,000
5 Beds ⋅ 5 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Under Construction. NEW CONSTRUCTION WATERFRONT ESTATE | 5BR | 4.5BA | 4,118 SF | 4-CAR GARAGE | ELEVATOR | POOL | DOCK | 12' DEEP WATER | INTRACOASTAL & GULF ACCESS Rare new-construction waterfront estate in Madeira Beach with 12' deep canal, direct Intracoastal & Gulf access, private dock, pool, elevator, 4-car garage, 10' ceilings and approximately 4,118 SF of sophisticated contemporary living. For the boating enthusiast, the waterfront setting is exceptional. The property sits on a 12-foot-deep canal with direct access to the Intracoastal Waterway and Gulf of Mexico, providing the kind of deep-water connectivity that makes this residence more than simply a waterfront home—it is a true coastal lifestyle property. Launch your boat from your private dock and head directly to the Intracoastal Gulf, beaches, restaurants and world-class fishing waters. Inside, contemporary architecture and refined finishes create an impressive sense of scale and sophistication. Ten-foot ceilings enhance the open living spaces, while expansive windows bring natural light and the waterfront environment into the home. The designer kitchen is equipped with a premium Thermador appliance package, creating a statement space for both everyday living and entertaining. The home's five-bedroom configuration provides exceptional flexibility for a primary residence, luxury second home or private coastal retreat. A private elevator adds convenience throughout the residence, while the 4-car garage provides an unusually generous level of secure parking and storage for a luxury waterfront property. Outside, the private pool and dock transform the property into an entertainer's waterfront paradise. Enjoy morning coffee overlooking the canal, spend the afternoon on the water, and return home to a private pool and sophisticated outdoor setting. The combination is difficult to replicate: new construction, contemporary architecture, 4,118 square feet, five bedrooms, elevator, Thermador kitchen, 4-car garage, private pool, private dock and 12-foot-deep water with direct Intracoastal and Gulf access. Located in Madeira Beach, this residence places you within easy reach of the area's renowned beaches, boating, restaurants and waterfront lifestyle while offering the privacy and scale of a true luxury estate. 506 Crystal Dr is not simply a waterfront home—it is a sophisticated new-construction boating estate designed for buyers who expect exceptional space, design, access and lifestyle.

506 Crystal Drive, Madeira Beach

639 Normandy Road, Madeira Beach
$777,000
2 Beds ⋅ 3 Baths ⋅ Island Estates Unit 1 SubDv. ⋅ 33708 Zip Code
STUNNING WATERFRONT OPPORTUNITY IN MADEIRA BEACH! Bring your boat, your vision, and your plans for the ultimate coastal retreat! This exceptional waterfront property offers a private pool, concrete seawall, dock, and boat lift already in place giving you a head start on creating your dream waterfront lifestyle. The owner is a licensed General Contractor and is available to build a custom home on a cost-plus structure, potentially providing significant savings compared to traditional new-construction pricing. The existing home was previously flooded and has been fully remediated but not rebuilt. The property was determined NOT to be substantially damaged, providing buyers with options to explore renovation or a teardown and custom rebuild, subject to buyer due diligence and all applicable permitting and regulatory requirements. Located in the heart of Madeira Beach, you’ll be close to the Gulf beaches, boating waterways, shopping, dining, and the vibrant John's Pass Village & Boardwalk. This is a rare opportunity to secure a waterfront property with many of the expensive exterior improvements already in place and create something truly special. Property is being sold AS-IS with no warranties. Buyer and buyer's agent to verify all measurements, flood zone information, substantial damage determination, permitting requirements, building restrictions, and any other information important to the buyer. Bring your builder, bring your vision, and take advantage of this incredible Madeira Beach waterfront opportunity!

639 Normandy Road, Madeira Beach

817 Bay Point Drive, Madeira Beach
$3,490,000
6 Beds ⋅ 4 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Pre-Construction. To be built. Virtually Staged. Pre-Construction. To be built. List price includes the waterfront homesite and the proposed completed residence. Experience exceptional Intracoastal waterfront living in this stunning new-construction custom residence, ideally located just minutes from the Gulf of Mexico in one of Madeira Beach’s most sought-after coastal neighborhoods. Thoughtfully designed across three levels, this impressive waterfront home offers approximately 3,927 square feet of heated living space with up to 6 bedrooms, expansive living and entertaining areas, and a private elevator servicing the home. Designed to maximize its waterfront setting, the residence blends a coastal design with seamless indoor-outdoor living. Multiple outdoor living spaces include covered patios, expansive balconies, a sun patio, and a generous pool deck overlooking the water. The private pool, waterfront backyard, private dock, and direct water access create the perfect setting for boating, entertaining, and enjoying the Florida lifestyle. Inside, the flexible floor plan provides exceptional space for family and guests, including a movie room that may function as a 5th bedroom and a loft that may serve as a 6th bedroom. Spacious gathering areas and abundant natural light complement the home’s contemporary coastal design. Located just minutes from Madeira Beach, the Gulf of Mexico, boating, waterfront dining, shopping, and entertainment, this exceptional property presents a rare opportunity to own a brand-new custom waterfront residence in one of Pinellas County’s most desirable coastal communities. Get in early and take advantage of the opportunity to personalize selections and finishes during the construction process, subject to builder timelines and availability. Renderings and virtually staged images are for illustrative purposes only and may depict features, finishes, furnishings, landscaping, or other items that are not included or are subject to change. Buyer to verify final plans, specifications, dimensions, selections, and included features with builder.

817 Bay Point Drive, Madeira Beach

403 Normandy Road, Madeira Beach
$899,900
3 Beds ⋅ 2 Baths ⋅ Island Estates Unit 1 Sec A SubDv. ⋅ 33708 Zip Code
Virtually Staged. BEACH, BOATING OR POOL? WHY CHOOSE WHEN YOU CAN HAVE ALL THREE! WELCOME TO YOUR PRIVATE WATERFRONT ESCAPE ON ISLAND ESTATES! Situated on a cul-de-sac street, this exceptional coastal retreat has been renovated from top to bottom. Start your morning with your favorite beverage overlooking the water, or step onto your private dock equipped with a 8,000 lb. boat lift with NEW cables and GEM REMOTES CONTROL BOX and set off for a quick ride to the Gulf! Spend the day cruising to sandbars, fishing the Gulf waters, or stopping at your favorite waterfront restaurant. Step inside your new home to a bright, open-concept floor plan featuring crown molding, shiplap ceilings, a skylight that brings abundant natural light into the living room, energy-efficient windows, plank-style tile flooring, and a wood-burning fireplace that adds warmth on those rare cooler evenings. The impressive kitchen showcases rich navy-blue cabinetry, sleek quartz countertops, a deep basin sink, elegant gold faucet and hardware, NEW stainless steel range, dishwasher, and microwave, a closet pantry, breakfast bar with pendant lighting, plus there’s additional cabinet storage in the oversized laundry room. Designed with privacy in mind, the split-bedroom layout places the primary suite with ensuite bath and the second bedroom and guest bath on one side of the home. Both bathrooms have been tastefully remodeled with a fresh, coastal-inspired design. The third bedroom overlooks the pool and water and a generous bonus room offers even more flexibility for a media room, game room, fitness area, hobby space, or whatever best complements your lifestyle. Additional highlights include a 5-unit mini-split A/C system, NEWER modified bitumen roof installed in 2023, NEW water heater in 2025, NEW pool pump motor installed August 2026, pavered driveway, converted garage ideal for storage or golf cart parking, plus an additional exterior storage room. Surrounded by mature tropical landscaping, the fenced backyard was created for relaxation, entertaining and making the most of Florida’s sunshine. Lounge on the sun shelf of the sparkling inground pool, gather with friends and family at the covered outdoor bar, or get cozy in your favorite chair on the expansive pavered patio and enjoy tranquil water views. This Island Estates location is hard to beat! Take a quick 5-minute walk to the area’s sugar-sand beaches, or explore nearby boutiques, restaurants, local pubs, and live entertainment. Hop on a golf cart, stroll, or ride your bike and enjoy an easygoing way to experience everything the area has to offer. Nearby attractions include fishing charters and ROC Park, featuring pickleball courts, outdoor events, and concerts, along with the famous John’s Pass Village & Boardwalk, where shops, dining, watersport rentals, music, and activities provide something for everyone. St. Pete-Clearwater International Airport is approximately 30 minutes away, while Tampa International Airport is about a 40-minute drive. Whether you're heading out for an early-morning boat ride to the sandbars, enjoying waterside dining or a sunset cruise, fishing the Gulf, spending the afternoon at the beach, or gathering poolside under the stars, this remarkable property puts the Florida waterfront lifestyle right outside your door. Discover a place where beach, boating, pool days, laid back living and Island charm come together to create an extraordinary place to call HOME!

403 Normandy Road, Madeira Beach

325 140th Avenue E, Madeira Beach
$3,500,000
4 Beds ⋅ 5 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. 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

14184 W Parsley Drive, Madeira Beach
$2,500,000
4 Beds ⋅ 5 Baths ⋅ Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. Situated in one of Madeira Beach’s most sought-after coastal neighborhoods, Where contemporary luxury is seamlessly woven with timeless coastal elegance, this exceptional new waterfront estate by Noah Thomas Builders sets a new standard for refined coastal living. Positioned on a deep-water canal in one of Madeira Beach’s most desirable neighborhoods, the property offers quick boating access to Tampa Bay and the Gulf of Mexico—perfect for those who value life on the water. Spanning approximately 3,200 square feet, this thoughtfully designed residence is crafted for buyers seeking more than a home—it’s a lifestyle statement. The open-concept floor plan is designed for effortless entertaining, flowing seamlessly to outdoor terraces that create a true indoor-outdoor living experience. The chef’s kitchen is both functional and elegant, showcasing custom cabinetry, quartz countertops, and top-tier appliances. The owner’s suite serves as a private retreat with a waterfront balcony, spa-inspired bath with soaking tub, and an oversized walk-in closet. Outdoor living takes center stage with a heated saltwater pool and spa, covered lounging areas, a private dock with lift, and a brand-new seawall—ideal for enjoying Florida’s waterfront lifestyle with the Gulf just minutes away. Built to FEMA’s latest standards, the home includes hurricane-rated windows and doors, flood-conscious construction, and a private elevator and whole home generator for added peace of mind and convenience. Located close to pristine beaches, waterfront dining, and boutique shopping, this residence delivers the best of Madeira Beach living. More than a home, it’s a coastal sanctuary defined by craftsmanship, quality, and the signature artistry of Noah Thomas Builders. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

14184 W Parsley Drive, Madeira Beach

14500 N Bayshore Drive, Madeira Beach
$824,999
3 Beds ⋅ 3 Baths ⋅ Madeira Shores Sub SubDv. ⋅ 33708 Zip Code
Virtually Staged. Completely Reimagined Coastal Luxury ONE BLOCK FROM MADEIRA BEACH • WATER VIEWS • ROOFTOP DECK • PRIVATE POOL Discover the kind of Florida lifestyle people dream about in this beautifully renovated, elevated Madeira Beach home, ideally located just one block from the beach and only blocks from John's Pass Village & Boardwalk. From the moment you arrive, this home feels special. Thoughtfully updated from top to bottom, it combines relaxed coastal living with modern comfort and style. Major improvements include a newer roof and newer air-conditioning system, offering peace of mind along with the beauty and convenience of a move-in-ready property. Step inside and enjoy a bright, inviting interior with extensive renovations throughout. The home has been refreshed and reimagined to create a clean, modern coastal feel that works equally well for everyday living, weekend escapes, and entertaining family and friends. Outside, the property truly comes alive. The private pool, built in 2023, creates your own resort-style backyard retreat, while the seated pergola area provides the perfect setting for outdoor dining, afternoon cocktails, quiet mornings, or evenings spent relaxing after a day at the beach. And then there's the rooftop deck. This incredible outdoor space gives you water views from both sides of the property, with views toward the Gulf and beach on one side and the Intracoastal Waterway on the other. Start your morning with coffee overlooking the water, watch boats cruise along the Intracoastal, or end the day with one of Madeira Beach's unforgettable Gulf Coast sunsets. Because the home is elevated, it offers an additional sense of privacy and coastal presence while maximizing the surrounding views and beach lifestyle. The location is equally impressive. Walk just one block, and your feet are in the sand. Head a few blocks down the road, and you're at John's Pass, with waterfront restaurants, shopping, boating, entertainment, fishing charters, and everything that makes Madeira Beach such a desirable destination. Whether you're searching for a full-time coastal residence, a second home, or simply a place where every day feels like vacation, this property delivers the combination buyers are always looking for: location, renovations, outdoor living, water views, a private pool, and immediate access to the beach. One block from the sand. Rooftop water views in both directions. A private 2023 pool. Newer roof. Newer A/C. Blocks to John's Pass. Elevated, renovated, and ready to enjoy. This isn't just another beach house. This is the one.

14500 N Bayshore Drive, Madeira Beach

503 Johns Pass Avenue, Madeira Beach
$2,549,999
4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
PRICE REDUCED — STUNNING WATERFRONT on Crystal Island, Madeira Beach. This beautifully renovated 4-bed, 3-bath residence (gross 4,800 sq ft) delivers effortless indoor/outdoor living with sweeping open-water views from nearly every room. Boater’s dream location: deep water, no-wake zone, and just five minutes by boat to John’s Pass and the Gulf. The 2018 Trex dock includes full power and water, plus a 35,000-lb lift and a 16,000-lb lift to accommodate larger vessels. Entertainer’s layout features an open main level and a custom bar with beer fridge and ice maker. The expansive waterfront patio is complete with an outdoor kitchen and grilling area, perfect for sunset gatherings. A chef’s kitchen showcases custom cabinetry, Quartz/Cambria counters, and newer stainless appliances overlooking the oversized back deck and water. Upstairs, the spacious primary suite offers a large walk-in closet and a spa-style bath with travertine shower and sunken tub. Quality finishes throughout: luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding, and detailed casings. Major upgrades bring peace of mind: all new hurricane-impact sliders and windows, new water softener system (2024), pool resurfaced (2022), new pool heater (2022), and Hayward Pro-Grid equipment (2021). Notably, the home did not flood during Hurricane Helene. Enjoy golf-cart living just 2 miles to Madeira Beach’s sugar sands—shops, dining, and entertainment minutes away. Coastal luxury and a true waterfront lifestyle—at a new price. Schedule your private showing today.

503 Johns Pass Avenue, Madeira Beach

14077 N Bayshore Drive, Madeira Beach
$2,290,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
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

583 Crystal Drive, Madeira Beach
$2,550,000
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

582 Johns Pass Avenue, Madeira Beach
$3,199,000
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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