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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

12924 Gulf Boulevard Unit 510, Madeira Beach
$675,000
2 Beds ⋅ 2 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code
INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO | This amazing 2 bed 2 bath unit right on the sandy beaches of Madeira Beach is very unique and rare with no restrictions on the number of rentals and nightly rentals allowed and UNLIMITED owner use****ONLY 3 NIGHT MINIMUM**** ALL AGES, ANIMAL FRIENDLY***Welcome home to your piece of paradise which is in the absolute most perfectly positioned Top Floor Condo across the street from famous John's Pass full of shopping, dining, boat rentals and waterfront options to enjoy. This residence is positioned on Madeira Beach, and the Gulf of America. This condo is steps to being on one of Florida’s most beautiful beaches, Madeira Beach, while also located just across Gulf Blvd from the world famous Johns Pass Village & Boardwalk featuring many shops, restaurants, water activities, & dolphin watching. A perfect location! This is a very popular vacation rental building allowing short term rentals while still allowing you to use it personally at your convenience or you can make this your full-time home and provides you and your guests with unlimited access to the best sunsets available on this coast.. 2 spacious bedrooms and 2 bathrooms including a grand master suite with an en-suite bath enjoying a time at the beach that is undeniably memorable. While you are not able to leverage time at the beach, this building allows for short-term rentals (min 3 days) for your cash flow desires. Fully walkable to so much so your guests don't need a car which makes for ease and low-cost, convenient travel. Fully turnkey solutions are available for rentals so please ensure you inquire about this at your showing. Schedule your showing today and spend the winter months enjoying the sun and sand of beautiful Madeira Beach! Condo building features over $2 million in professionally engineered structural and common are element updates over the past five years including concrete, rebar, balconies, hallways, roof, pool heater and pool filtration system replaced, building generator replaced, repaved parking lots, pool recently resurfaced, pool bathroom upgrade, fencing around pool & bike storage, new emergency building generator, & much more. Seller's portion of special assessment paid in full.

12924 Gulf Boulevard Unit 510, Madeira Beach

400 150th Avenue Unit 504, 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

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

179 Medallion Boulevard Unit E, Madeira Beach
$399,000
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day one! See 2024, 2025 and 2026 earnings below. Welcome to your dream investment at the highly sought-after Madeira Beach Yacht Club. This fully renovated, second floor unit is being sold as a true turnkey property, meaning everything—from the high-end furniture and kitchen appliances down to the beach towels—are included in the sale. Whether you are looking for a personal coastal retreat or a high earning rental, this unit is ready to host guests tomorrow. The Interior: Modern Luxury Meets Coastal Comfort!! Step into a space that feels brand new. The unit features: Stunning high-end granite countertops throughout the kitchen and baths. Mechanical Peace of Mind: Brand new roof and high-efficiency heat pump installed in 2025. Fully Equipped: Includes a complete kitchen setup, all small appliances, premium bedding, and essential beach equipment. The Numbers: Proven Performance This isn't just a home; it’s a business. With a 1-week minimum rental period, this property enjoys high demand year-round: 2024 Gross Income: $27,873 2025 Gross Income: $19,122 - Owners occupied the property. 2026 Pacing: Already $13,575 in confirmed reservations on the books. Full rental history is available directly from the owner. The Location: Walkable Paradise Situated on the beautiful Boca Ciega Bay, the Madeira Beach Yacht Club offers an unparalleled lifestyle. You are just 1,500 feet from public beach access and steps away from: ROC Park: Located directly across the street, offering pickleball, tennis, basketball, a playground, and a dog park. Daily Conveniences: An easy walk to the grocery store, pharmacy, liquor store, and local favorite restaurants. On-Site Amenities: Enjoy a gated community with a clubhouse, two heated pools, four private fishing piers, and a large marina. Flexible Purchase Options The seller is motivated and willing to consider owner financing with favorable terms, making this an accessible entry point into the lucrative Florida vacation rental market. Don’t miss out on this proven income generator!

179 Medallion Boulevard Unit E, 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

15318 Harbor Drive, Madeira Beach
$1,500,000
3 Beds ⋅ 2 Baths ⋅ Lone Palm Beach 5th Add Blk 29 Rep SubDv. ⋅ 33708 Zip Code
Diamond In the Rough. New Fence, New Garage Door. You have a fabulous opportunity to purchase this unique property in one of the fastest-growing cities. Madeira Beach. This pool home is on a dead-end street among Multi-Million Dollar homes. This home sits on 90 feet of Boca Ciega intercoastal waterway—Sailboat waters with a dock connected to water & electricity. Due to Helene visiting this home the owner is planning on renovating. If this is your planned area you can make this 3/2 home a mid-century modern potential the way YOU want and make this property a Multi-Million dollar home. Walking distance to shopping centre, beach, restaurants, and more. This home is perfect for the boat & fishing lover. Enter the KING OF THE BEACH tournament or watch the boats come in with the big ones while sitting at your pool with a margarita or walk over and see the weigh-in. Don't miss out on this gem. The owner is ready for the country. Are you ready for the Beach?

15318 Harbor Drive, Madeira Beach

14048 Gulf Boulevard Unit 402, Madeira Beach
$2,779,000
2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code
Virtually Staged. GULF FRONT - Spectacular new building on Madeira Beach. Each unit offers high-end features, an expansive outdoor living area, and direct Gulf views with incredible sunsets. Largest balconies on the beach. Units starting at $2,625,000. This exquisitely designed building will only have 8 units - 2 units per floor, offering an elevator, pool/spa and under building parking. This unit has 2 bedrooms, 3 baths plus a den. Stainless steel appliances, designer backsplash, high-end cabinetry package for kitchen and bathrooms, solid core doors and premium hardware. Engineered wood flooring with sound mat underlay, luxury carpet in 2nd bedroom and den. Large format tile in Master En-Suite, and custom shower floor design. The second bathroom will include luxury details with tub surround. Hurricane impact windows and sliders. Large covered outdoor living space. Beachfront pool and spa with large deck, paver parking lot, landscape package with irrigation system, and exterior lighting. Condo docs available. HOA costs, requirements, leasing, etc to be determined. Some photos virtually staged

14048 Gulf Boulevard Unit 402, Madeira Beach