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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

14105 E Parsley Drive, Madeira Beach
$699,000
Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code
Set on an extra-wide canal with 63 feet of water frontage and quick access to the Gulf, this is a true waterfront opportunity in the heart of Madeira Beach. The setting captures the quintessential Florida lifestyle, with convenient boating access and a coastal environment where dolphins, manatees, and native birdlife can often be enjoyed right from your own backyard. The previous residence has already been removed, leaving a blank canvas ready for your vision. The expansive lot also provides plenty of room to design a private backyard oasis with a pool, creating the perfect indoor-outdoor waterfront retreat. The beach is just 700 yards away, offering the rare convenience of easy access to the Gulf by both boat and foot. Popular local destinations, including John’s Pass Village, Corner Kitchen & Coffee House, Caddy’s, and Smuggler’s Cove, are all nearby, while, offering waterfront dining, shopping, entertainment, and live music.

14105 E Parsley Drive, Madeira Beach

601 American Legion Drive Unit 3, Madeira Beach
$325,000
Harborside Boat Club Of Madeira Beach Condo SubDv. ⋅ 33708 Zip Code
BEAUTIFUL 70X22 FEET FEE SIMPLE DEEDED BOAT SLIP ON MADIERA BEACH BEHIND THE MARRIOT COURTYARD AND ADJACENT TO THE AMERICAN LEGION CLUB. SLIP IS ON THE INTERCOASTAL AND DEEP ENOUGH FOR A SAILBOAT. READY TO ENJOY WITH WATER AND ELECTRIC. BELIEVE YOU CAN FIT UP TO A 75 FOOT BOAT. IT'S $35 A MONTH TO USE ALL OF THE FACILITIES ON THE MARRIOT GROUNDS TO INCLUDE THE BAR, POOL, LAUNDRY ROOM AND FITNESS CENTER ON THE PREMISES. SLIP IS CURRENTLY LEASED ON A MONTH TO MONTH FOR $2000 MONTHLY. YOURE GOING TO LOVE IT HERE WITH PERFECT LOCATION AND 800 FEET TO PUBLIX GROCERY STORE, THE ANGRY PEPPER, MCDONALDS AND SLYCE PIZZA. FIVE MINUTES TO BAY PINES VA. SERIOUS BUYERS ONLY PLEASE. CALL AGENT DIRECTLY.

601 American Legion Drive Unit 3, Madeira Beach

255 146th Avenue E, Madeira Beach
$459,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
**FULLY RENOVATED DUPLEX JUST STEPS FROM MADEIRA BEACH & JOHN’S PASS!** This beautifully renovated duplex offers an exceptional opportunity in one of the area’s most sought-after beach destinations. Ideally located just a short walk from the sand and minutes from the shops, restaurants, entertainment, and waterfront attractions of John’s Pass, this property is perfectly suited for a vacation rental, investment property, or beach getaway. Thoughtfully renovated throughout, the property features **tile flooring throughout, beautifully updated kitchens with soft-close cabinetry, modern finishes, and an inviting coastal feel**. Each unit offers a comfortable and functional layout designed with both guests and owners in mind. The private outdoor space adds even more appeal, with a **spacious backyard, outdoor shower, dedicated laundry area, and storage shed**—perfect for rinsing off after a day at the beach, storing beach gear, kayaks, bikes, and other recreational equipment, or enjoying the Florida sunshine. With its prime location, turnkey condition, flexible duplex layout, and proximity to Madeira Beach and John’s Pass, this property offers an outstanding opportunity to own a **fully renovated beach-area investment with strong vacation-rental potential**. Whether you're looking for an income-producing property, a personal beach retreat, or both, this one is ready to enjoy.

255 146th Avenue E, Madeira Beach

835 Bay Point Drive, Madeira Beach
$948,000
Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Attention Builders, Developers or those looking to pull up their sleeves and restore the current waterfront home located at 835 Bay Point Drive. The existing home structure provides a strong footprint with 1901 livable sq-feet anchored by an upgraded and open layout with high ceilings. Featuring a private upstairs master suite with balconies and private access to the backyard waterfront! The home interior has been cleared out after hurricane Helene and now offers a blank canvas for those who would like to renovate the current home structure. Or enjoy a complete Blank Canvas, to those who would like to build a new home here. Well positioned for a Modern Coastal Spec build or a profitable custom investment project. The deep 125-foot lot allows for a modern, elevated architectural masterpiece featuring a multi-car garage space, expansive sq-footage and premium outdoor living amenities that today’s buyers are searching for. For boating enthusiasts, this property is positioned on deep sailboat water with a newer seawall and dock. With this prime location you’re able to skip the long and slow hauls through the intracoastal to get to the open Gulf waters. Enjoyable boat ride from your back yard water dock and out to the GULF - without any low bridges. Your backyard dock can be a launchpad for your kayaks and paddle boards or to “dip in” for a swim near dolphin and manatees. Sailboat deep water is here for those who would like to set sail and keep their sailboat here year round. Walking distance to the beach, dining, shopping and more. Madeira Beach is a waterfront community with Old-Florida Charm mixed with modern coastal living. A city with full time residents and those who have second homes here. Enjoy soft white sand beaches, vibrant offshore fishing and access to live a healthy outdoor lifestyle. Breathe in the fresh air. Feel the sun on your face and put your toes in the sand. Swim in the salt water and take a snooze on the beach. Bike ride, walk, look at the amazing sunrise and sunset painted sky each day and may we thank God for all the gifts He has given us.

835 Bay Point Drive, Madeira Beach

15424 2nd Street E, Madeira Beach
$599,900
3 Beds ⋅ 2 Baths ⋅ Lone Palm Beach 4th Add SubDv. ⋅ 33708 Zip Code
LIVE THE MADEIRA BEACH LIFESTYLE! Imagine waking up in your own single-family home, grabbing a cup of coffee and walking to the Gulf, spending the afternoon on the sand, catching a sunset over the water, then coming home to your own private backyard retreat. That is the lifestyle waiting for you here. Located approximately 0.2 mile from the Gulf, this refreshed 3-bedroom, 2-bath, 1,103 sq ft block home offers something increasingly special in a beach community — your own home, your own lot, your own outdoor space and NO HOA, all surrounded by the conveniences and recreation that make Madeira Beach such a desirable place to call home. LOCATION is one of the biggest reasons to fall in love with this property. Walk to Madeira Beach for morning strolls, beach days or unforgettable Gulf sunsets. Everyday errands can be just as easy, with the newly opened ALDI, CVS Pharmacy, Gulf Beaches Public Library and Madeira Beach City Centre / Recreation Complex nearby. R.O.C. Park and the surrounding recreation area add even more to the lifestyle with a dog park, playground and splash pad, tennis courts, basketball, fishing pier, fitness programs, community events and waterfront green space. The home also sits just behind the iconic Smugglers Cove Adventure Golf, while John's Pass, restaurants, local shops and island entertainment are only minutes away. Step inside and you will find a bright, refreshed interior designed for comfortable Florida living. The updated kitchen features shaker-style cabinetry and stainless-steel appliances, while two full bathrooms include a beautifully tiled walk-in shower. Additional features include a fireplace, washer and dryer, tankless water heater and a flexible three-bedroom layout that works equally well for everyday living, guests, a home office or a beach retreat. The outdoor space may become your favorite part of the home. The refreshed tropical backyard extends the living area outside with a spacious wood deck and inviting fire-pit area. Start the day with coffee outdoors, grill after an afternoon at the beach, gather with friends, or simply unwind under the Florida sky. It is the kind of space that makes beach living feel like a lifestyle rather than just an address. What makes this opportunity especially compelling is the combination of BEACH ACCESS, WALKABILITY and SINGLE-FAMILY HOMEOWNERSHIP. You are not simply buying a condo near the Gulf. You are owning a home and land in Madeira Beach, with the sand, recreation, groceries, pharmacy, library, restaurants and neighborhood attractions all close enough to become part of your everyday routine. Leave the car at home, walk to the beach, enjoy the sunset, then come back to a place that is truly yours. Schedule your private tour today and experience the Madeira Beach lifestyle for yourself. Opportunities like this — a single-family home on its own lot approximately 0.2 mile from the Gulf with shopping, recreation and neighborhood amenities nearby — are not easy to find. This is one property you won’t want to miss Seller will contribute up to $10,000 toward buyer's allowable closing costs, prepaids and/or interest-rate buydown with acceptable contract terms, subject to lender approval. All measurements, dimensions and distances are approximate and should be independently verified.

15424 2nd Street E, 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

544 Lillian Drive, Madeira Beach
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island 1st Add SubDv. ⋅ 33708 Zip Code
Beautifully furnished waterfront pool home created for Florida living at its BEST! This home has it all! Relax by the heated pool, take a walk on the beach while delighting in the magnificent sunsets or enjoy the ideal boating/ fishing location with quick access to the GULF via Johns Pass. This meticulously maintained home offers a private master suite upstairs with huge walk in closet, the ideal bath with garden tub for relaxation, and a large sun deck with lovely water view. The open kitchen and great room are designed for entertaining and opens to the pool and spacious patio with retractable electric sun awning. The composite boat dock and 24,000 pound lift system is ready & waiting for you to have fun. Roof replaced September 2026. All kitchen appliances are 2 years old. Pool pump 2 years old. Windows & doors were replaced by previous owner. Security system cameras remain. See inventory list for some art & patio items that do not convey. Concrete block construction first floor, wood construction 2nd floor, vinyl siding. All information is deemed reliable but is not guaranteed and should be independently verified by Buyer and/or Buyer’s Agent.

544 Lillian Drive, Madeira Beach

15462 Gulf Boulevard Unit 604, Madeira Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
EVERY DAY CAN BE LIKE THIS!! Florida Gulf-front living with calming views of the Gulf and the Madeira Beach’s beautiful sandy beach. The living and dining area opens to a LARGE PRIVATE waterfront LANAI where you can enjoy morning coffee, outdoor dining, spectacular sunsets and watch the dolphin pass by! The PRIMARY SUITE also has waterfront views, a walk-in closet and private updated bath. The SECOND BEDROOM has a walk-in closet and it's own bath. HURRICANE SHUTTERS provide added protection, while GARAGE PARKING is an added bonus. This 2 BR, 2 BA condo offers a one year HOME WARRANTY and is located on the 6th floor of SURFSIDE TOWERS, where you'll find a FITNESS CENTER, Pool Table & Game Room, LIBRARY, and a RECREATION ROOM with Kitchen for private gatherings and events. Then enjoy the Florida sunshine year around with the heated beach-side POOL & Spa, visiting with your friends on the pavered deck, loving the Florida lifestyle. EVERY DAY CAN BE LIKE THIS; your full-time residence or your investment property with rental potential, this is a great opportunity to own directly on the Gulf and near the fun and activity of John’s Pass. At this price, you can make some updates and put your own personality into it. CALL YOUR REALTOR today.

15462 Gulf Boulevard Unit 604, Madeira Beach

14906 N Bayshore Drive, Madeira Beach
$469,900
3 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code
Virtually Staged. TURNKEY MADEIRA BEACH DUPLEX WITHIN WALKING DISTANCE TO THE BEACH! Whether you're looking for an income-producing investment, a beach property with two rental units, or the opportunity to live in one side while renting the other, this completely updated duplex offers exceptional flexibility in one of Pinellas County’s most desirable beach communities. The property features a spacious 2-bedroom, 1-bath unit and a separate 1-bedroom, 1-bath unit, providing two potential income streams under one roof. Both units have been storm-remediated and completely renovated, with all work finished and ready for the next owner. This is a truly turnkey opportunity with a new roof, new water heaters, new A/C systems, updated kitchens and bathrooms, and numerous additional upgrades throughout. Both kitchens feature quartz countertops, white shaker cabinetry and stainless steel appliances, creating a clean, modern coastal feel. The exterior has been freshly painted and professionally landscaped, while the low-maintenance turfed backyard with string lighting provides a great outdoor space for tenants, guests or your own beach evenings. The property also offers four dedicated parking spaces in addition to available street parking. Best of all, leave the car at home and walk to Madeira Beach and the Gulf of Mexico, while also enjoying easy access to nearby restaurants, shopping, entertainment, boating and everything the beach lifestyle has to offer. For investors, the two-unit configuration provides the opportunity to generate income from both sides. For an owner-occupant, live in one unit and rent the other to help offset your monthly expenses. With all renovations completed and an outstanding Madeira Beach location, this is a true turnkey coastal property offering multiple ways to use it and generate income. Buyer to verify rental restrictions, projected rents, permitted uses and income/expense information.

14906 N Bayshore Drive, Madeira Beach

13235 Gulf Boulevard Unit 502, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort Ii Condo SubDv. ⋅ 33708 Zip Code
Amazing turn-key, fully furnished 2BR/2BA pet-friendly condo with desirable sweeping marina and water views from all rooms with proven strong rental income. The extra long balcony allows access from each room. Ideally located just steps to the Gulf’s sandy beaches and right next to John’s Pass Village with 100+ shops, restaurants, bars, and water activities. Built in 2006, this solid income-producing vacation rental is a part of the popular Madeira Bay Resort. Meticulously maintained with new paint, water-proof vinyl plank flooring throughout, hot water heater, new washer/dryer combo and new furnishings, including a leather queen sleeper sofa; all updated in 2025 & 2026. HVAC only 3 years old, installed in 2023. Storm-resilient construction, no special assessments, and a low $630 monthly condo fee covering water, sewer, trash, cable, WiFi, reserves, building maintenance, and insurance. All furniture, appliances, and fixtures convey. Resort amenities include under-building parking and a recently remodeled heated pool/spa. Owners and guests also enjoy access to a fitness center, conference room, and 24/7 guest services. A 5-star-rated beach escape offering effortless ownership and strong rental income could be yours. Last year’s gross rents were$59K and this next year is projected to be more. Don’t miss this excellent opportunity!

13235 Gulf Boulevard Unit 502, 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

14900 Gulf Boulevard Unit 202, Madeira Beach
$769,000
2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code
Exquisite Coastal Retreat with DIRECT FULL FRONTAGE of beautiful Madeira Beach. The elegant condo has been COMPLETELY UPDATED with the finest appointments, including TAVERTINE FLOORS THROUGHOUT! Impact Windows and Doors, custom built in shelving with granite shelving, PLANTATION SHUTTERS, Crown Molding, and matching stainless steel appliances in the kitchen. This is the only unit in this complex with this custom floor plan! It is also a split floor plan. Two large walk in closets, HURRICANE SHUTTERS, washer and dryer, and this condo is being sold FURNISHED!! Walk to restaurants and bars and you are just a skip from the Famous St. Johns Pass and Boardwalk, where there are varieties of shops, restaurants, bars and entertainment. 1 mile down the road from new Publix Supermarket, 20 minutes to downtown St. Petersburg, and 35 minutes to Tampa International Airport. Whether you are looking for a vacation getaway, an investment property, or a permanent residence, this condo has it all. Min 30 day rental. BEST DEAL ON THE BEACH.

14900 Gulf Boulevard Unit 202, Madeira Beach

11193 Kapok Grand Circle, Madeira Beach
$359,900
2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code
Welcome to the exclusive, GATED community of Kapok Grand! This beautiful move-in-ready 2 bedroom, 2.5 bathroom townhouse offers a desirable combination of comfort, convenience, and a scenic view of the pond. Enjoy the high ceilings on the first floor and vaulted ceilings upstairs, creating a bright and spacious feel throughout. Step outside to the screened lanai and take in the beautiful, tranquil pond view—perfect for relaxing or enjoying your morning coffee. A garage adds convenience and extra storage. The monthly HOA fee of $420 includes roof replacement and repairs, exterior painting, lawn care, water, sewer, trash, cable, internet, access to the fitness room, and community pool. Current flood insurance is $1,467 annually. The water softener can remain with the property or be removed at the buyer's preference. LARGE DOGS are welcome here! Enjoy the benefits of gated community living in this inviting townhouse at Kapok Grand!

11193 Kapok Grand Circle, 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

425 150th Avenue Unit 2302, Madeira Beach
$770,000
2 Beds ⋅ 2 Baths ⋅ Snug Harbour Condo SubDv. ⋅ 33708 Zip Code
Amazing waterfront views await in this furnished two bedroom, two bath condo in beautiful Snug Harbor in Madeira Beach. Built in 2003, this condo offers astounding views of the Intracoastal Waterway and marina from your living room and master bedroom. This open floorplan features a spacious kitchen with dining nook, bar seating, and wood cabinets. The living room is open to the kitchen and features another dining area, comfortable seating and sliding glass doors out to your large balcony. The spacious master bedroom features an en suite bathroom with double vanity, his and her closets, and shower. The master bedroom also features a private door out to the balcony where you can enjoy panoramic views. This is a true split plan with privacy for your guests. The hall closet offers a stackable washer/dryer and extra storage. This is a must see. Don’t let this amazing unit pass you by. This community offers a clubhouse and pool area with Jacuzzi and grill. 1 car garage with extra storage space and large pets welcome.

425 150th Avenue Unit 2302, Madeira Beach

15000 Gulf Boulevard Unit 807, Madeira Beach
$920,000
2 Beds ⋅ 2 Baths ⋅ Ocean Sands Two Condo SubDv. ⋅ 33708 Zip Code
BREATHTAKING GULF VIEWS + INCOME POTENTIAL! Welcome to your 8th-floor escape in beautiful Madeira Beach, where unobstructed views of the Gulf, sugar-sand beaches and spectacular sunsets create the ultimate Florida lifestyle. This coastal 2-bedroom, 2-bath condo offers the perfect combination of a personal beach retreat and income-producing opportunity, historically generating approximately $50,000 per year on average in rental income with a desirable 2-week minimum rental policy. The true showstopper is the incredible 26-foot-long private balcony overlooking the Gulf. Start your morning with coffee and dolphins playing offshore, spend the afternoon listening to the waves, and end the day with happy hour and a front-row seat to one of Madeira Beach's unforgettable sunsets. Inside, the bright coastal design perfectly complements the view. White cabinetry, light tile flooring, blue accent walls and an open-concept floor plan create an airy, relaxed atmosphere ideal for beach living. The spacious layout includes two bedrooms, two full baths and a dedicated laundry room, providing plenty of space for owners and guests. Enjoy days lounging by the large community pool and spa, entertaining at the community tiki hut, or simply relaxing on the beach. When you're ready to explore, you're less than 2 miles from famous John's Pass Village & Boardwalk, home to waterfront restaurants, bars, shopping, boating, fishing excursions, jet ski rentals, pirate ship adventures and entertainment. Whether you're looking for a second home, Gulf-front getaway or investment property, this condo offers the rare combination of breathtaking views, rental flexibility, incredible amenities and an unbeatable Madeira Beach location. Come for the sunsets, stay for the lifestyle—and let your beach home work for you when you're away.

15000 Gulf Boulevard Unit 807, Madeira Beach

13655 Gulf Boulevard Unit 401, Madeira Beach
$3,075,000
3 Beds ⋅ 4 Baths ⋅ Coastal Elegance At Snug Harbor Condo SubDv. ⋅ 33708 Zip Code
Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, high ceilings, well appointed fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. The offered price does NOT include a private boat slip. A slip can be purchased as an option for $200K if desired but is not required. Private Slips will be assigned as Residences are purchased in a first come first served basis. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 401, Madeira Beach

13655 Gulf Boulevard Unit 302, Madeira Beach
$1,525,000
3 Beds ⋅ 2 Baths ⋅ Coastal Elegance At Snug Harbor Condo SubDv. ⋅ 33708 Zip Code
Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, high ceilings, well appointed fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. The offered price does NOT include a private boat slip. A slip can be purchased as an option for $200K if desired but is not required. Private Slips will be assigned as Residences are purchased in a first come first served basis. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 302, Madeira Beach

13655 Gulf Boulevard Unit 201, Madeira Beach
$1,675,000
2 Beds ⋅ 2 Baths ⋅ Coastal Elegance At Snug Harbor Condo SubDv. ⋅ 33708 Zip Code
Introducing COASTAL ELEGANCE AT SNUG HARBOR Five Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 201, Madeira Beach

13101 Gulf Boulevard Unit 1605, Madeira Beach
$624,900
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code
“Prime Showcase” — Top Income Producer at Madeira Bay Resort I (Built in 2020) NOW AVAILABLE FOR SHOWINGS, SEPTEMBER 22ND-28TH. *** "MUST SEE" premier turnkey, high earning Condo/Hotel opportunity in one of the most desirable coastal destinations on Florida’s Gulf Coast. This 6th floor residence delivers impressive income performance and an unbeatable setting — perfectly positioned directly across from the Gulf of Mexico and just steps from the shops, dining, and waterfront excitement of John’s Pass Village. Inside, the unit features beautiful water views, a bright and open layout, modern coastal finishes, granite countertops, stainless steel appliances, in unit washer & dryer, an owner’s closet, and a private waterfront balcony. A spacious primary bedroom showcases wide open water views. A bonus room with bunk beds provides valuable additional guest capacity to maximize rental revenue. Madeira Bay Resort I offers resort style amenities, including a heated, newly remodeled pool & spa, fitness room, under building parking, and a pet friendly environment. The remarkably low $670 monthly fee includes cable, internet, building insurance, association reserves, on site management, exterior and grounds maintenance, pool service, sewer, and trash — delivering exceptional value and predictable operating costs. Vacation bookings filling fast and a strong base of repeat guests, this property is perfectly positioned for continued income success. “Stay and Play — then let it pay.” One of the Best Values in Madeira Beach. Showings available between guest check ins. NOW AVAILABLE FOR SHOWINGS, -October 14th -October 16th

13101 Gulf Boulevard Unit 1605, Madeira Beach

13401 1st Street E, Madeira Beach
$475,000
2 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
INCREDIBLE MADEIRA BEACH OPPORTUNITY — JUST STEPS FROM THE GULF, Substantial Hurricane Damage JUST A 2-MINUTE WALK TO THE BEACH! Location, space, and potential come together in this solid block home situated on a double-sized corner lot just one short block from Gulf Boulevard. The home features 2 bedrooms, 2 bathrooms and an attached garage, with a spacious interior filled with natural light from numerous windows and sliding glass doors. A surprisingly spacious and bright interior. The large primary bedroom provides plenty of room to create a relaxing private retreat, while the generously sized kitchen area offers excellent space for designing the kitchen you have always wanted. The open living and dining areas feel expansive and provide wonderful flexibility for entertaining and everyday living. Beautiful matching tile flooring throughout the home, creates a cohesive look and provides an excellent foundation for the renovation. The property sustained hurricane damage, and all of the interior drywall has already been removed, exposing the solid block construction and framing. For the next owner, much of the demolition work has already been completed, creating an opportunity to renovate, redesign, and personalize the home from the inside out. The double-size corner lot provides valuable additional space rarely found this close to the beach. The property also includes an oversize attached garage and Laundry room and a large backyard storage shed, perfect for bicycles, beach chairs, paddleboards, tools, and all the extras that come with coastal living. And then there is the location — imagine being able to grab your beach chair and be on the sand in two minutes. With Gulf Boulevard only one short block away, this is an exceptional opportunity to create a primary residence, second home, or coastal getaway in the heart of Madeira Beach. Bring your contractor, your creativity, and your coastal vision — the space, location, and possibilities are already here.

13401 1st Street E, Madeira Beach

13529 Boca Ciega Avenue, Madeira Beach
$699,000
Snug Harbor Sub SubDv. ⋅ 33708 Zip Code
RARE OPEN-WATER REDEVELOPMENT OPPORTUNITY IN MADEIRA BEACH! Create your own custom coastal retreat directly on Boca Ciega Bay, where expansive waterfront views, direct access to the Intracoastal Waterway, and the Gulf beaches just steps away come together in one exceptional location. Spend your mornings watching dolphins and boats pass from your backyard, enjoy fishing or boating from your private dock, and cruise to the Gulf of Mexico through nearby John’s Pass with no fixed bridges. The existing residence sustained flood damage, and the property is being offered for redevelopment and land value. The seller previously began the design and permitting process for an elevated three-story custom residence offering approximately 3,000 square feet of conditioned living space. The proposed design features four bedrooms, a two-car garage, private elevator, office, loft, open-concept living areas, and multiple outdoor spaces positioned to showcase the beautiful waterfront setting. A substantial collection of design and due-diligence materials is available for review, including architectural and structural plans, a boundary survey, geotechnical report, energy calculations, preliminary truss layouts, and elevator shop drawings. The existing dock, boat lift, and concrete seawall add to the possibilities of this outstanding waterfront location. Just minutes from John’s Pass Village, waterfront dining, shopping, entertainment, and the sugar-sand beaches of the Gulf, this is an opportunity to build more than a home, it is a chance to create the ultimate Madeira Beach lifestyle. Plans and permitting have not received final approval. Buyers must independently verify all demolition, rebuilding, zoning, permitting, elevation, floodplain, setback, lot-area, waterfront, dock, seawall, and construction requirements with the City of Madeira Beach and all applicable authorities.

13529 Boca Ciega Avenue, Madeira Beach

15305 1st Street E Unit 305, Madeira Beach
$659,900
3 Beds ⋅ 3 Baths ⋅ Madeira Del Mar Condominium SubDv. ⋅ 33708 Zip Code
Experience the Best of Coastal Living at Madeira Del Mar! Built in 2021, this beautifully appointed 3-bedroom, 3-bath luxury condo sits just one block from the sugar-white sands of Madeira Beach, moments from John's Pass, dining, and entertainment. This is a proven income performer with $75K in gross rental revenue in 2025 and already over $60K generated year-to-date in 2026—a rare opportunity to buy a turnkey short-term rental with a verified track record. Inside, an open-concept layout showcases a gourmet kitchen with granite countertops, premium stainless steel appliances, and a spacious island built for entertaining. The bright living area opens to a private balcony with partial Bay views, perfect for morning coffee or sunset cocktails. The primary suite offers a king bed, oversized walk-in closet, and spa-like en-suite bath, while both guest bedrooms include their own en-suite baths for maximum privacy and guest comfort—an ideal layout for multi-family bookings. Residents and guests enjoy resort-style amenities including a lush tropical courtyard and heated pool, all just steps from the beach. Whether you're looking for a personal beach getaway or a high-performing investment property with real numbers to back it up, this unit delivers exceptional value and continued income potential. Schedule your private tour today!

15305 1st Street E Unit 305, Madeira Beach

639 Normandy Road, Madeira Beach
$799,000
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

13343 Gulf Boulevard Unit B5, Madeira Beach
$229,000
1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code
Welcome to your turnkey beach retreat at The Wave Resort in the heart of Madeira Beach. This beautifully furnished, first floor studio is ideally positioned directly beside the community’s newly renovated, full size swimming pool and just steps from the sugar white sand and sparkling waters of the Gulf of Mexico. Simply use the nearby crosswalk to reach the public beach access and enjoy swimming, sunbathing, ocean breezes, and unforgettable Gulf sunsets. The Wave Resort offers a community pool, poolside lounging areas, onsite laundry facilities, WiFi, cable, and convenient onsite parking. The association fee also includes electricity, water, sewer, trash, pool maintenance, exterior maintenance, and grounds maintenance, creating an easy, low maintenance ownership experience. The bright coastal interior features a comfortable sleeping area, storage, dining space, and a kitchenette complete with a sink, mini refrigerator, microwave, and solid surface countertops. The full bathroom includes a walk in shower. Located near restaurants, shopping, boating, fishing, entertainment, and the world famous John’s Pass Village and Boardwalk, this property offers the complete Madeira Beach lifestyle. With flexible short term rental opportunities and documented rental history available, buyers can enjoy their own beach getaway while generating income when they are away.

13343 Gulf Boulevard Unit B5, Madeira Beach