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Browse All Madeira Beach FL 2 Bedroom Properties for Sale

$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

$725,000
2 Beds 2 Baths Madeira Cove Condo SubDv. 33708 Zip Code
Welcome to exceptional waterfront living at Madeira Cove! This beautifully positioned second-level corner unit offers two bedrooms, two bathrooms, and a versatile den/office, with abundant natural light and panoramic views of Boca Ciega Bay. Step inside and be amazed by the nine foot ceiling heights and the impact-rated windows on three sides—including a distinctive bay window in the dining area which sets this residence apart from interior units. The spacious open-concept living and dining area features durable flooring and flows seamlessly into the kitchen, which offers solid wood cabinetry, granite countertops, generous storage, a pantry, and a breakfast bar. Sliding glass doors open to an oversized covered balcony where you can dine alfresco, relax with a morning coffee, or watch dolphins, manatees, seabirds, and boats passing along the Intracoastal Waterway. The desirable split-bedroom floor plan provides privacy for both bedrooms. The waterfront primary suite is designed to take full advantage of the scenery, with water views from the windows and sliding glass doors opening directly to the balcony. Electric hurricane shutters provide added peace of mind. The second bedroom has convenient private access to the guest bathroom. A spacious den/office adds flexibility for working from home, guests, or hobbies and includes a full-sized stackable washer and dryer. The waterfront balcony has a hurricane screen for extra protection of the balcony. Madeira Cove offers an impressive array of amenities, including a heated waterfront pool, clubhouse with fitness room and kitchen, wraparound waterfront deck, picnic area, gas grills, kayak launch and storage, marina access, lending library, EV charging, and a car-washing station. Private boat slips at the community dock may become available for purchase or rental. Assigned covered parking is conveniently located near the secured elevators, with additional guest parking and a storage closet adjacent to the parking space. The solid concrete-block building features secured elevator access, locked stairwells, and community surveillance. Madeira Cove is a meticulously maintained, all-ages community that allows two small pets up to 25 pounds. The monthly maintenance fee includes water, sewer, trash, internet, cable, and building insurance. The association is fully funded with no pending assessments and the community complies with current state requirements. Best of all, you can walk to the beach and you are just minutes from Madeira Beach, St. Pete Beach, Treasure Island, and the shops, restaurants, and water activities of John’s Pass. Whether you're looking for a year-round residence or a seasonal retreat, this exceptional waterfront condo offers a front-row seat to the beauty of Florida's waterways. Come experience the views, lifestyle, and tranquility of Madeira Cove for yourself—schedule your private showing today!

399 150th Avenue Unit 205, Madeira Beach

$359,000
2 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Welcome to your beach retreat! As you walk through the 2nd floor entry of this meticulously renovated 2-bedroom, 1-bath condo, you’ll instantly fall in love with the light and bright feel and open layout of your new home. You’re greeted by the gorgeous waterfall edge Quartz countertops and stainless appliances in the fully updated kitchen. Adjacent to the kitchen you’ll find the guest bedroom as you pass through to the living/dining room. Overhead you’ll notice the modern LED fixtures throughout the home, giving you custom lighting control to suit every mood and activity. The spacious primary bedroom offers plenty of room for a king bed and a generous walk-in closet customized in a California Closets-style with ample storage space. Let’s not forget the additional peace of mind the other upgrades this home provides including the hurricane impact windows, updated electric panel, upgraded insulation (in walls and attic space), 2025 HVAC replacement, and in-unit laundry. Planning to purchase as a 2nd home or investment property? You’ll also love the income potential of 1 WEEK MINIMUM rentals. Your condo fee includes sewer, water, trash, internet, and cable tv.Just off the Tom Stuart Causeway, Madeira Beach Yacht Club is located on the intracoastal waterway and just a short stroll to public beach access. This short-term rental community offers something for everyone with its 2 pools, fishing docks, and proximity to Madeira Beach’s ROC Park with its playground, splash pad, walking paths, tennis courts, and full calendar of public events. Madeira Beach Yacht Club is a prime location with countless shops and restaurants a short walk or drive away, including John’s Pass Village less than 2 miles down the road. You won’t want to miss this opportunity. Schedule your showing today!

230 Medallion Boulevard Unit F, Madeira Beach

$487,500
2 Beds 1 Baths Madeira Bay Resort Ii Condo SubDv. 33708 Zip Code
Under contract-accepting backup offers. MADEIRA BEACH .....WATERFRONT CONDO!!!! STEPS TO THE GULF OF AMERICA!!! WATERVIEW GALORE of the intercoastal!!!!! VIEWS FROM EVERY ROOM!!!! ASK ABOUT THE YEARLY INCOME POTENTIAL!! DAILY RENTALS OKAY!!!!!!! CONDO HOTEL!!!! 24 HOUR ON SITE MANAGEMENT COMPANY (to use as an option) !!! FULLY FURNISHED!!! Breath taking views of the glistening intercoastal! Private balcony to enjoy the mini yachts that parade daily! Fabulous location perfected situated across from the GULF OF AMERICA in the popular Madeira Beach!! BEACH LOVERS will fall in love with this impressive condominium! Madeira Beach was voted one of the TOP 10 beaches in 2021!! One of the most popular things to do in Madeira Beach is to explore John’s Pass. This entertainment and business district is Madeira Beach’s busiest spot. Here you can find all sorts of restaurants and shops overlooking the water! Condo is FULLY FURNISHED!! Impressive OPEN FLOOR PLAN! Laminate flooring and tile flooring throughout , stainless steel appliances and plenty of entertaining space! ALL APPLIANCES CONVEY...even the WASHER / DRYER!!! Kitchen space bar adds additional seating....all topped with gorgeous GRANITE! GLASS BACKSPLASH TILE ... GORGEOUS!! Living room is plentiful for a family/friend gathering to enjoy a movie night after a fun day at the beach! Sit back from your sofa and enjoy the marina and waterfront! Primary retreat has ample of space to accommodate a King Bed....STUNNING WATERVIEWS of the intercoastal ! Plenty of closet space for linens and toiletries. INGROUND POOL overlooking the marina and waterways !! FITNESS ROOM for your morning fitness ! Deeded a condo / hotel .... built in property management company to take over being your very own personal property manager! MADEIRA BAY RESORT II has truly made owning a condo / hotel a breeeeeeeeeeeze!!!!!!!!!!!!!!! CONDO FEE includes: water, trash, sewer, cable and wifi / internet. Making income while enjoying being a Madeira Beach waterfront condominium owner! INCOMING PRODUCING & WATERFRONT BONUS!!!!!!!!!!

13235 Gulf Boulevard Unit 407, Madeira Beach

$665,000
2 Beds 2 Baths Crimson On The Gulf Condo SubDv. 33708 Zip Code
Welcome to your Gulf-front getaway at The Crimson on the Gulf, an exclusive 15-unit boutique condominium in the heart of Madeira Beach. This beautifully furnished 2-bedroom, 2-bath residence offers breathtaking partial Gulf views, spectacular sunsets, and exceptional rental potential with a one-week minimum rental policy. Step inside to a spacious, open-concept floor plan featuring porcelain tile flooring throughout and tastefully updated bathrooms. The primary suite offers a generous walk-in closet; additional storage and owner's closets provide plenty of space for personal belongings. Another advantage is HVAC system is replaced in 2024. Relax on the oversized private balcony and enjoy views of the Gulf of Mexico, or take advantage of the private beach access just steps away. Whether you're looking for a vacation retreat, an income-producing property, or a 1031 Exchange opportunity, this condo checks every box. Its prime location and flexible rental policy make it highly desirable for both vacationers and seasonal visitors, offering strong income potential year-round. Perfectly situated directly across from the world-famous John's Pass Village & Boardwalk, you'll have more than 100 restaurants, shops, waterfront bars, entertainment venues, dolphin tours, deep-sea fishing charters, jet ski rentals, and family attractions just a short walk away. The Crimson offers resort-style amenities, including a heated beachfront pool, hot tub, secure lobby entrance, covered parking, barbecue grills and picnic areas. Conveniently located to Tampa International Airport, St. Pete-Clearwater Airport, shopping, hospitals, golf courses, marinas, professional sports venues, and the many charming beach communities along Gulf Boulevard, this is coastal living at its finest. Rarely are listings available in this sought-after community. Don't miss the opportunity to own a piece of paradise in one of Madeira Beach's most desirable beachfront locations.

12935 Gulf Lane Unit 205, Madeira Beach

$849,000
2 Beds 2 Baths Crystal Island 1st Add SubDv. 33708 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Wake up to breathtaking sunrises over the water, enjoy your morning coffee beneath the shade of mature trees, and set out for an unforgettable day on the Gulf, all from the comfort of home. Positioned along a serene, wide canal offering sailboat water and no fixed bridges, this beautifully renovated two bedroom, two bathroom residence blends timeless coastal charm with effortless waterfront living. Inside, a bright and open floor plan creates an inviting atmosphere for relaxed everyday living and easy entertaining. Beautiful shiplap accents throughout bring warmth, character, and a refined coastal feel, while plantation shutters add another layer of timeless style. The thoughtfully updated kitchen features all new appliances, and generously sized bedrooms provide peaceful places to unwind. Move in ready and beautifully refreshed, this home allows you to begin enjoying the waterfront lifestyle from the moment you arrive. Step outside to the tranquil, east facing backyard, where lush, mature trees provide welcome shade and privacy. A private boat dock and lift make it easy to step aboard and cruise toward the open Gulf whenever adventure calls. It is the perfect setting for quiet mornings, leisurely afternoons, and evenings spent enjoying the gentle coastal breeze. Additional improvements include a new water heater, updated electrical panel with a generator connection, and brand new garage door, offering added comfort, convenience, and peace of mind. Whether you are an avid boater searching for your next waterfront adventure or dreaming of a peaceful coastal retreat, this charming home invites you to slow down, soak up the sunshine, and embrace the Florida lifestyle you have been waiting for. Come discover your own slice of waterfront paradise, where every day feels like a getaway.

541 Lillian Drive, Madeira Beach

$644,900
2 Beds 2 Baths Surfside Tower Condo SubDv. 33708 Zip Code
DIRECT GULF FRONT | 9TH-FLOOR PANORAMIC VIEWS | FURNISHED | ONE-MONTH MINIMUM RENTALS PERMITTED | A/C 2022 LIVE THE FLORIDA BEACHFRONT LIFESTYLE! Wake up to breathtaking DIRECT GULF OF MEXICO VIEWS and end your day watching spectacular sunsets from this furnished 9th-floor condo in highly desirable Madeira Beach. With PRIVATE BEACH ACCESS and a ONE-MONTH MINIMUM RENTAL PERIOD permitted, this property offers an exceptional opportunity as a full-time residence, second home, seasonal getaway, or income-producing vacation property. Step onto your private screened balcony and enjoy sweeping panoramic views of the Gulf, beach, and unforgettable Florida sunsets. Inside, this spacious 2-bedroom, 2-bath condo features a desirable SPLIT-BEDROOM FLOOR PLAN, ceramic tile flooring throughout, an updated primary bathroom, and the convenience of an IN-UNIT WASHER AND DRYER. Both bedrooms feature spacious walk-in closets and their own private en-suite bathrooms, providing excellent privacy, comfort, and storage for owners and guests. The A/C was replaced in 2022, and the condo is being offered FURNISHED, making it easy for the next owner to begin enjoying the property right away. The well-maintained community offers resort-style amenities, including a HEATED BEACHFRONT POOL AND SPA, fitness center, library, billiards room, and direct access to the beautiful sandy beaches of Madeira Beach. Ideally located just north of John’s Pass Village & Boardwalk and minutes from waterfront restaurants, shopping, entertainment, boating, and everyday conveniences. Whether you're searching for your own Gulf-front retreat or a property with seasonal rental flexibility, this condo delivers the LOCATION, VIEW, BEACH ACCESS, AND FLORIDA LIFESTYLE buyers are looking for. YOUR FRONT-ROW SEAT TO THE GULF OF MEXICO IS WAITING. Schedule your private showing today!

15462 Gulf Boulevard Unit 903, Madeira Beach

$585,000
2 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
SELLER OFFERING 2- 1 RATE BUY DOWN. RARELY AVAILABLE WATERFRONT TOWN HOME WITH DEEDED BOAT SLIP #57 directly behind unit. Hi and Dry, no need to worry about flooding here. Keep an eye on your boat from the privacy of your patio, living room and both bedrooms. Enjoy the ultimate waterfront lifestyle in this Fully Furnished completely remodeled townhome at Madeira Beach Yacht Club, offering the perfect blend of comfort, style and income potential. Conveniently located about a block from the sugar sands of Madeira Beach. Upon entering you will discover a bright and inviting tastefully decorated living space with modern finishes including newer LVP flooring, modern lighted remote ceiling fan(which you will find 3 more identical fans throughout unit) a Classic Flame decorative fireplace to set the mood or offer heat on chilly winter nights and wine fridge. Continue to the thoroughly modern Kitchen and dining room where you will find matching hutches filled with decorative dishes and while dining you can enjoy beautiful water views while looking out the floor to ceiling windows. Also on this level you will find laundry room, 1/2 bath and utility room. Upstairs you will find an oversized master suite with LVP flooring and large walk in closet, guest bedroom also has LVP flooring double closet and both bedrooms have water views. Remodeled bathroom has oversized walk in Shower. NEW A/C 202and new gas BBQ grill2025. MBYC allows 7 day rentals allowing you to maximize income while not occupying your condo. This unit currently has $18,000 in confirmed bookings. MBYC a gated community is known for its resort style amenities including 2 heated pools, indoor hot tub, clubhouse, fitness center, billiard room and 4 fishing piers. Owners her can enjoy the walkable location direct across from ROC park which provides Rec center, tennis and pickleball courts, playground, splash pad, basketball courts and baseball field and is within blocks of several dining options, boutiques, grocery and drug stores, library, post office. World famous Johns pass is appx 1 mile easily walkable or just hop on the trolley. Come discover this high demand Gulf Coast destination where you will find this condo with boat slip delivers ideal location and relaxed coastal living waiting for you.

315 Medallion Boulevard Unit H, Madeira Beach

$959,900
2 Beds 2 Baths Madeira Vista Condo SubDv. 33708 Zip Code
Wake up to a breathtaking Gulf views at this direct beachfront condominium. Experience the best of Florida's Gulf Coast in this direct beachfront 2-bedroom, 2-bathroom of beautifully designed coastal living and presents an exceptional opportunity for both personal enjoyment and investment. This exceptional residence was completely renovated in 2020 with high-end, modern finishes, creating a stylish and move-in-ready coastal retreat. For added peace of mind, the condominium has successfully completed its required Milestone Structural Inspection, offering confidence in the building's structural integrity and compliance with Florida's inspection requirements.Whether you're looking for a primary residence, vacation home, or income-producing property, this condo delivers. It currently generates approximately $100k in annual rental income (buyer to verify), making it an outstanding investment opportunity. Enjoy an open and inviting layout filled with natural light, while taking advantage of the incredible beachfront location just steps from the sand. Relax by the community swimming pool, soak in spectacular sunsets, or spend your days enjoying everything Madeira Beach has to enjoy, including waterfront dining, shopping, local attractions, and entertainment, you'll be close to everything, including the famous John's Pass Village & Boardwalk. Experience the best of beachfront living in one of Florida's most desirable coastal communities. Schedule your private showing today!

14800 Gulf Boulevard Unit 303, Madeira Beach

$465,000
2 Beds 2 Baths Boca Ciega Point East SubDv. 33708 Zip Code
Welcome to this beautifully remodeled and move-in ready WATERFRONT 2-bedroom 2 bath VILLA with GARAGE, courtyard, private DOCK & BOAT LIFT! Nestled in the GATED 55+ Boating Community of Boca Ciega Point, this home boasts open water views, yet is located in a protected cove, ideal for boating, fishing, paddle-boarding, kayaking and dolphin & manatee watching. The new kitchen features “Lily Ann” gray custom wood cabinets with under cabinet lighting, modern back-splash, ample Quartz counter space, “Samsung” top of the line “smart appliances,” including a “quiet” dishwasher, upscale refrigerator, range, microwave and trash compactor. The primary suite includes a full bathroom, spacious walk-in shower with security handles and 2 walk-in closets, retractable blinds in lanai porch door - serene water views create a perfect spot to unwind at the end of the day. Other features include 2 skylights, ceiling fans throughout, new wood-plank laminate floors with 5” baseboards, remote-controlled sun shades in the spacious Florida room, a 3.5 ton superior “TRANE” HVAC system & water heater in 2024, double driveway, and best of all: SEWER LINES that were SLEEVED at a cost of $12,000! Association 14 roof replaced in 2017. Step outside and fall in love with the huge 15x11 ft composite deck, illuminated by night lights on remote control - storm-tested and built to last, for grand entertaining & fun on the water – watch the 4th of July fireworks from your backyard! An attached 1-Car Garage is finished with epoxy flooring, storage shelves, 160 Mile-rated garage door, water softener & washer/ dryer hook-up. The monthly HOA fees cover fiber-optic cable & internet, water, sewer, trash pickup, building- and flood insurance, exterior maintenance including seawall and roof, grounds-keeping, private roads, on-site management, heated/cooled community pool, tennis- & shuffleboard courts, bocce, 2 clubhouses with active social calendar, fitness center, card- & game rooms, library, along with ENVERA – a virtual gate security system. Pet-friendly – one pet up to 25 lbs permitted (Association 14 consists of only 40 units). Short commute to Publix & Walmart stores, restaurants, bars, Seminole City Center with movie theater, St. Pete College, Seminole Rec Center, Bay Pines Marina, VA hospital, Tyrone Mall, “The Legion”, Madeira Beach #1 tourist attraction “John's Pass Village” and world-renown white, sandy beaches. The vibrant downtown of St. Petersburg is only 13 miles away and 30 minutes' drive to Tampa International Airport. This true villa-style home – no one above or below you, and resort-style living awaits you to launch into the intracoastal lifestyle.

542 Boca Ciega Point Boulevard N Unit 2108, Madeira Beach

$535,000
2 Beds 2 Baths Gulf Shores 4th Add SubDv. 33708 Zip Code
Virtually Staged. Experience the ULTIMATE coastal lifestyle in this LUXURIOUS beach bungalow, located just a SHORT WALK to the pristine GULF BEACHES and the popular Caddy's Madeira Beach. Offered FULLY FURNISHED and COMPLETELY MOVE-IN READY, this one-of-a-kind home showcases high-end furnishings and designer touches throughout. This beautifully updated 2-bedroom, 2 full bath home has been thoughtfully renovated with no expense spared. Stunning IMPORTED TILE and MARBLE selections elevate the interior, while BRAND-NEW PREMIUM APPLIANCES—including a refrigerator with a craft ice maker and a convection range—blend style with convenience. The BEAUTIFULLY DESIGNED kitchen also includes a custom, BUILT-IN breakfast nook with storage bench and a large center island for dining, complete with QUARTZ countertops. A standout feature of this remarkable property is the STUNNING air-conditioned Florida room, adding OVER 400 SQUARE FEET of additional living space. Surrounded by windows on all sides, this bright and inviting retreat is filled with NATURAL LIGHT, creating the perfect setting for relaxing, entertaining, or enjoying the coastal ambiance year-round. Further enhancing the home's value, the property features HURRICANE IMPACT windows and doors, a new 200-amp electrical service with complete rewiring, as well as a BRAND-NEW, RAISED HVAC system, providing peace of mind and quality construction. Outside, the professionally landscaped grounds create a LUSH, island-inspired setting. Fresh exterior paint, swaying palm trees, and a BRAND-NEW IRRIGATION SYSTEM enhance the home's exceptional curb appeal and tropical welcome. The private backyard oasis features an OUTDOOR SHOWER for rinsing off after a day at the beach, a spacious storage shed, and a charming side porch ideal for grilling, dining al fresco, or simply unwinding in the coastal breeze. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, this extraordinary beach bungalow offers the perfect combination of luxury, location, and lifestyle just moments from the Gulf of Mexico and ONE MILE from John's Pass. Schedule your showing, then pack your bags!

480 S Bayshore Drive, Madeira Beach

$590,000
2 Beds 1 Baths Madeira Manor SubDv. 33708 Zip Code
A block from the Madeira Beach shores, this fully updated coastal home delivers the kind of setup that works as a full-time residence, a second home, or rental with real earning potential. The 2024 roof carries a 15-year warranty. The whole home saw a fully permitted renovation in 2025 with all appliances replaced at that time along with a brand new AC, pool door alert system, and water heater, making it truly turnkey and low maintenance for years to come. Step inside and enjoy the open-plan living and dining area where wood-plank ceilings, fresh coastal paint, and luxury vinyl plank floors carry through the entire home. The kitchen is fully remodeled with white shaker cabinetry, quartz countertops, a tiled backsplash, and a stainless LG appliance suite including a slide-in range and built-in microwave. A peninsula with bar seating connects the kitchen to the living room, keeping the social flow easy whether you're hosting twelve or three. Bedrooms are well-sized with the same consistent coastal palette throughout. The bathroom has been fully redone, with stacked-stone accent walls, quartz vanities, matte black fixtures, and wicker pendant lighting tying in the coastal charm seen throughout the rest of the home. The outdoor living space is where this property shines. A covered front porch with an outdoor TV and wicker seating sets the tone before you even walk inside. The back of the house opens onto a paver patio with a saltwater pool, a corrugated metal tiki bar with wood-top counter and string lights, a dining area under a market umbrella, and separate lounge zones on both sides of the pool. A storage shed, artificial turf, and a stacked washer/dryer utility room with secondary refrigerator round out the back. Nearly everything stays: some backyard furniture, grill, washer, dryer, and second fridge are all included. Two paver driveways provide parking for multiple vehicles, and Madeira Beach residents receive city-wide parking passes valid at local beaches and John's Pass. The Gulf is one block away. John's Pass Village, with its restaurants, shops, water sports, and waterfront dining, is within walking distance. Golf cart-friendly streets make the whole neighborhood reachable without a car. Come check out this move in ready beach retreat today!

136 143rd Avenue E, Madeira Beach

$448,000
2 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Price just LOWERED!! $448,000 LOCATION! LOCATION! LOCATION! ATTN: INVESTORS AND BEACH LOVERS bring me your OFFERS! This 1st Floor unit presently has a seasonable renter from 1/1/27 through 3/31/27. This SEASONAL RENTAL, will pay your HOA dues and your property taxes for the entire year!! **************ALL BRAND NEW AND 5 STEPS TO THE POOL in this popular waterfront Madeira Beach community!!********** ******This beautiful 1st Floor, 750 Sq Ft, 2 bd/1 bath, condominium is 5 STEPS TO THE POOL! EVERYTHING IN THE ENTIRE CONDO IS BRAND NEW! Entire Kitchen: BRAND NEW!, Flooring: BRAND NEW!, Windows: BRAND NEW!, Ceilings: BRAND NEW!, Bathroom: BRAND NEW!, HVAC: BRAND NEW!, Lighting/fans: BRAND NEW! Roof: BRAND NEW! There is NOTHING for you to do in this condo unit, EXCEPT, to ENJOY your beautiful coastal condo AND/OR MAKE MONEY from your rental income as an investor. I themed my redesigned condo with a "coastal flare" in mind with SHIPLAP Walls and coastal lighting! This community is located just a 5 minute walk to the beach and restaurants and all the FUN, like watching the sunsets or taking a dip in the water or watching fireworks across the street at ROC park! AGAIN, THIS UNIT PRESENTLY HAS A REGULAR SNOWBIRD RENTAL FROM JAN 1ST, 2027 THRU MARCH 31, 2027, however, buyer will have the option to keep the renter or not. SOOOOOO, if you're an INVESTOR, this is a PLUS!! The Madeira Beach Yacht Club is an Coastal Community with lots of amenities such as 2 pools, 3 fishing Docks, private docks, clubhouse, canal walking path, dog friendly, and steps away from ROC PARK, where there are pickleball courts, basketball courts, walking trails around the canal, fireworks, festivals and music several times of the year! The $799 HOA Fee covers: water, sewer, building/roof insurance, cable/DVR, and more! You only pay ELECTRIC! Owners are allowed pet(s) 2 with a weight limit of 20lbs, or if the animal is needed as either a SA or an ESA support, then owners and rentals can have them, (no weight limit), however, providing the proper documentation will be needed., IE., a letter from a doctor. ASK YOU AGENT TO SHOW YOU THIS PROPERTY, OR CONTACT ME FOR A SHOWING! i

230 Medallion Boulevard Unit D, Madeira Beach

$2,725,000
2 Beds 3 Baths Gulf Shores 2nd Add SubDv. 33708 Zip Code
Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub. Outside, the amenities continue with a beachfront pool and spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living!

14048 Gulf Boulevard Unit 302, Madeira Beach

$2,729,000
2 Beds 3 Baths Gulf Shores 2nd Add SubDv. 33708 Zip Code
Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living!

14048 Gulf Boulevard Unit 201, Madeira Beach

$625,000
2 Beds 2 Baths Surfside South Condo SubDv. 33708 Zip Code
Under contract-accepting backup offers. Welcome to your dream coastal retreat! This lovely 2-bedroom, 2-bathroom CORNER UNIT offers the perfect combination of luxury, convenience, and serene beachfront living. Boasting mesmerizing views of the Gulf, this condo is ready to be updated any way you please adding your very own personal touches. This is one of the few units that has a full WRAP-AROUND PORCH and floor to ceiling hurricane-rated updated windows at both the West and South orientations of the building providing an abundance of natural light. The hurricane shutters are electric operated. As you enter the unit, you’ll notice the beautiful beveled edge TRAVERTINE MARBLE FLOORS that cover the main living areas. Each bedroom has its own updated en-suite bathroom with newer granite countertop vanities, providing privacy and separation. The kitchen is original, completely functional in its as-is condition, and waiting for you to customize it to your liking. This END UNIT is also one of the few that has a BONUS ROOM adjacent to the kitchen with electrical running to it. It could be used as an eat-in den, additional storage, or office space. You could very easily move the washer and dryer (currently in the kitchen) into this bonus space in order to expand the kitchen countertop and cabinets. The decision is yours! 2021 ELECTRICAL PANEL updated to the latest electrical standards. HVAC was replaced in 2018 and owner has it serviced every year. Other community features include heated pool and spa with beach views, private dedicated parking space with plenty of guest parking, elevator access, secure key access to the building, pet-friendly community (see association rules), 30-day minimum rental policy for great income potential (see association rules). This is a well-managed community. The roof was recently redone as well as the milestone inspection and reserve study. Maintenance-free living with spectacular sunset views and direct access to the magnificent Gulf of Mexico. What could be better! Easy access to John’s Pass, restaurants galore, public parks, grocery stores, hospitals. You will never run out of things to do! Schedule a showing today to take a look at this little slice of paradise.

14900 Gulf Boulevard Unit 401, Madeira Beach

$900,000
2 Beds 2 Baths Ocean Sands Two Condo SubDv. 33708 Zip Code
Stunning Gulf-Front Condo in Ocean Sands – Fully Renovated & Turnkey! Welcome to your dream beachfront retreat in the highly sought-after Ocean Sands community. This beautifully renovated Gulf-front residence offers breathtaking, unobstructed views of the Gulf of Mexico from the moment you step through the front door. Thoughtfully updated throughout, this turnkey condominium features new furnishings, designer lighting, an upgraded kitchen, modernized bathrooms, and stylish finishes that create a sophisticated coastal atmosphere. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment property, this exceptional unit is move-in ready and rental-ready. Relax and unwind on the expansive private balcony while enjoying spectacular sunsets, gentle sea breezes, and the soothing sounds of the Gulf. Inside, both spacious bedrooms have been tastefully upgraded, featuring luxurious walk-in showers, a generous walk-in closet in the primary suite, and an oversized closet in the guest bedroom. The beautifully renovated kitchen showcases updated cabinetry, modern appliances, and stunning water views, while the bathrooms reflect quality craftsmanship and elegant design. This property boasts a strong rental history and benefits from Ocean Sands' flexible two-week minimum rental policy, making it highly desirable for vacation renters and investors alike. Ocean Sands offers an impressive array of resort-style amenities, including a Gulf-front heated swimming pool, hot tub, shuffleboard court, tiki hut, grilling area, secure under-building reserved parking, and a private storage locker conveniently located near the elevators. Ideally situated in the heart of Madeira Beach, you'll be just steps from local restaurants, shopping, and entertainment, including the popular Cambria Hotel rooftop bar. Enjoy easy access to ROC Park with its pickleball courts, concerts, and community events, while John's Pass Village & Boardwalk is only minutes away. Downtown St. Petersburg and Tampa International Airport are also within convenient driving distance. Additional highlights include: • Completed Milestone Inspection • Strong HOA reserves • Excellent rental income potential • Ideal for full-time residence, seasonal living, or vacation rentals • Convenient proximity to the VA Hospital and nearby accommodations for visiting guests Don't miss this rare opportunity to own a beautifully renovated Gulf-front condominium in one of Madeira Beach's most desirable communities.

15000 Gulf Boulevard Unit 602, Madeira Beach

$309,000
2 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Welcome to Unit E in Building 230 at the highly sought-after Madeira Beach Yacht Club, where coastal charm meets unbeatable location. This beautifully maintained 2-bedroom, 1-bath condominium offers 750 square feet of comfortable living space and is being sold furnished, making it the perfect full-time residence, vacation getaway, or income-producing investment. Located on the second floor, this light and bright unit features an updated kitchen with granite countertops, white shaker cabinetry, and a breakfast bar overlooking the open living and dining area. Tile flooring throughout provides easy maintenance and a true beach-living lifestyle. The spacious primary bedroom offers ample room to relax, while the guest bedroom comfortably accommodates family and visitors. Step outside to your private screened balcony overlooking the community pool, the perfect spot to enjoy your morning coffee or unwind after a day at the beach. Additional conveniences include an in-unit washer and dryer and generous storage. Madeira Beach Yacht Club offers resort-style amenities, including two heated swimming pools, a hot tub, fitness center, saunas, clubhouse, billiards room, library, and four fishing piers along the Intercoastal Waterway. The community allows 7-day minimum rentals, making it an excellent opportunity for investors seeking vacation rental potential. Ideally located just a short walk to the sugar sand beaches of Madeira Beach, you'll also enjoy easy access to grocery stores, restaurants, shopping, the library, post office, and ROC Park, featuring pickleball, tennis, basketball courts, playgrounds, waterfront walking trails, and community events throughout the year. The nearby Jolly Trolley provides convenient transportation along the Gulf Beaches from Clearwater Beach to Pass-a-Grille. Whether you're looking for a turnkey beach getaway, full-time coastal residence, or a flexible investment property, this condo offers the perfect combination of location, amenities, and value in the heart of Madeira Beach.

230 Medallion Boulevard Unit E, Madeira Beach

$349,000
2 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Madeira Beach Yacht Club – Coastal Living Meets Incredible Investment Potential! Welcome to this light and bright 2-bedroom, 1-bath second-floor condo in the highly sought-after Madeira Beach Yacht Club community. Turnkey furnished and move-in ready, this inviting condo features updated windows, a new AC installed in 2025, and the convenience of inside laundry. Ideally located near one of the community's two pools, it's ready for immediate enjoyment, seasonal use, or rental income. Situated along the beautiful Intracoastal Waterway, Madeira Beach Yacht Club offers an unbeatable Florida lifestyle with fishing docks, stunning waterfront walking trails, and a clubhouse currently undergoing renovation. Best of all, you're just a short stroll from the sugar sands of Madeira Beach, as well as local dining, shopping, and entertainment. Investors and second-home buyers will appreciate the flexibility of this all-ages community, where 7-day rentals are permitted, creating exceptional opportunities for vacation rental income and strong return on investment. Enjoy easy access to nearby ROC Park, featuring pickleball courts, tennis courts, basketball courts, playgrounds, and scenic waterfront recreation areas. An added bonus: the monthly maintenance fee covers nearly everything except electric, providing exceptional value and hassle-free ownership. Don't miss this opportunity to own in a community that is actively investing in its future, with ongoing upgrades and enhancements following the recent storms that continue to add value and appeal for owners and guests alike. Whether you're searching for a full-time residence, a turnkey beach retreat, or a high-demand investment property, this condo offers the perfect blend of location, lifestyle, and opportunity. Live the Madeira Beach dream while enjoying the flexibility, amenities, and income potential that make this community one of the area's most desirable waterfront destinations.

320 Medallion Boulevard Unit H, Madeira Beach

$394,900
2 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
One or more photo(s) has been virtually staged. WATERVIEW'S OF BOCA CIEGA BAY FROM YOUR LIVING ROOM! INVESTOR & SNOWBIRD PARADISE WITH FULLY FUNDED RESERVES! 7-DAY MINIMUM RENTAL meets ultimate peace of mind in the heart of Madeira Beach. Buyers and investors can purchase with absolute confidence, as the HOA SIRS is fully funded per Florida Law, the Milestone Inspection passed, and there are NO special assessments scheduled. Welcome to your completely renovated, GROUND FLOOR coastal oasis in the highly sought-after Madeira Beach Yacht Club. Meticulously updated in 2026 with high-end modern finishes, this 2BR/2BA (master en-suite) gem delivers the perfect blend of luxury and convenience—whether you are looking for a full-time residence, a turnkey snowbird retreat, or a high-yield investment property that can generate strong short-term rental income. Step inside to a bright, open-concept great room featuring durable laminate flooring, sleek 5" baseboards, and a thoughtful hallway layout that optimizes bedroom privacy. The heart of the home is a gourmet kitchen boasting BRAND NEW QUARTZ COUNTERTOPS, crisp shaker cabinets, and brand-new stainless steel appliances, while both bathrooms shine with matching quartz surfaces. For ultimate convenience, a stackable washer/dryer hookup is located right in the guest bedroom closet, and the unit comes with the rare perk of two dedicated parking spots. Unwind on not one, but TWO large screened-in lanais—including one configured as a Florida Room. Both feature ceiling fans and are perfect for bug-free al fresco dining, featuring a completely replaced front lanai frame, screens, and doors as of 2026. Step out your door and you are just paces away from one of two pristine community pools, perfectly positioned far enough away to ensure zero noise disruption. Leave the car parked, because location is everything here. You are just a minutes-long stroll from the sugar-white sands of the Gulf of Mexico, local grocery stores, and daily essentials. Directly across the street lies ROC Park, featuring tennis/pickleball courts, basketball, a dog park, a water splash pad, a fishing pier, and an amphitheater for live concerts and seasonal festivals. You are also within easy walking distance to world-famous John’s Pass Village & Boardwalk for endless waterfront dining, shopping, bars, jet ski rentals, and fishing charters. Your monthly HOA fee offers true hassle-free living and covers Building Flood Insurance, Water, Trash, Internet, Basic Cable, Pool Maintenance, Grounds Landscaping, and robust Reserve Funding. Whether you’re dreaming of the ultimate beach lifestyle or a lucrative income-generating property in a high-demand vacation zone, this ground-floor masterpiece delivers it all. Schedule your private tour today and make Madeira Beach your reality!

337 Rex Place Unit A, Madeira Beach

$891,000
2 Beds 2 Baths Arie Dam Condo SubDv. 33708 Zip Code
Beachfront living at its finest! Welcome to this beautifully updated 2-bedroom, 2-bath Gulf-front corner residence located in the highly desirable Arie Dam condominium on the white sands of Madeira Beach. This boutique beachfront community offers just 19 residences, creating a more private and relaxed coastal atmosphere while still being close to everything Madeira Beach has to offer. Being a corner unit, this residence feels exceptionally light and bright with additional windows allowing natural sunlight to pour in from both the side and beachfront exposures, creating an open and airy coastal feel throughout the home. Enjoy direct beach access, breathtaking sunset views, and the soothing sound of the waves right from your private retreat. Inside, the open-concept floor plan is designed to maximize natural light and Gulf views. The updated kitchen features granite countertops, contemporary cabinetry, and stainless-steel appliances, all flowing seamlessly into the spacious living and dining areas. Sold fully furnished, this condo is truly turnkey and ready for immediate personal enjoyment or continued rental income. Arie Dam offers resort-style amenities including a heated beachfront pool, hot tub, secured gated access, updated lobby, elevator, and beautifully renovated pool deck area. The building has undergone extensive improvements in recent years, offering peace of mind and carefree coastal living. Currently operating as a successful short-term vacation rental with future bookings already in place, this property presents an outstanding investment opportunity with a flexible 5-day minimum rental policy. Ideally located near popular restaurants, shopping, beach bars, and just minutes to John’s Pass Village & Boardwalk, this is the perfect opportunity to own your own piece of paradise on Madeira Beach. Beach lifestyle. Turnkey convenience. Gulf-front living exactly as it should be

14600 Gulf Boulevard Unit 401, Madeira Beach

$500,000
2 Beds 2 Baths Sandy Shores Condo SubDv. 33708 Zip Code
CONSISTENT INCOME producing unit with a three-day minimum at beach front Sandy Shores. Two hurricane rated sliding glass doors open to a lovely balcony for a peekaboo beach view and a direct view of the Madeira Beach-Treasure Island drawbridge opening upon the ship’s request from the balcony, living room and kitchen table. Never a dull moment being directly across the street from the renowned John’s Pass Village and Boardwalk with waterfront dining, shopping and boating. For more than 40 years, the historic John's Pass Village & Boardwalk has been transformed into a venue for the John's Pass Seafood Festival, a wildly popular celebration of fresh Gulf seafood, currently held every fall. Year round the unit is open, light and bright with updated appliances and ceramic tile flooring throughout. Oversized master bedroom ensuite complete with a spacious walk-in closet. White plantation shutters cover the master bedroom windows and sliding glass doors to add enhanced privacy as well as additional light and sunlight barriers. Of Sandy Shores 55 units every balcony has been structurally inspected and repaired to pass Milestone Report. The complex boasts a new roof, fresh paint, repaved parking area and a new building generator. The extremely popular short-term rental complex is on 130 feet of private gulf frontage. Sandy Shores provides a beautiful resurfaced, heated beach front pool with remodeled pool bath, both secured by a new vinyl fence with tiki huts, grill station, picnic tables and colored lighting in the pool area. The seller states it best, "The only thing separating you from the beach is the pool!"

12924 Gulf Boulevard Unit 110, Madeira Beach

$839,000
2 Beds 2 Baths Mitchells Beach Rev SubDv. 33708 Zip Code
Turnkey beachside investment opportunity with sought after zoning that allows for nightly vacation rentals. Located literally just steps from the powder white sands of the Gulf, this fully furnished 2 bedroom plus loft, 2 bath coastal retreat is ideally positioned for both strong rental performance and personal enjoyment. A brick paver walkway leads to the home’s welcoming front patio, which is surrounded by charming landscaping. Adirondack seating and a fire pit create the perfect setting to relax and unwind after a day at the beach, setting the tone for the coastal lifestyle this property offers. A spacious storage shed keeps all your beach gear and toys organized, and an outdoor shower adds convenience after enjoying the sand and surf. Upon entry, the first floor features the kitchen and dining area, complete with white shaker cabinetry, quartz countertops, GE stainless steel appliance package including a counter-depth French door refrigerator, recessed lighting, and a stylish coffee bar with open shelving. This level also includes a bedroom, a beautifully updated full bathroom with a tiled walk-in shower and frameless glass enclosure, and a convenient washer and dryer. The second floor serves as the main living space, showcasing vaulted ceilings, abundant natural light, and a comfortable gathering area. An enclosed loft on this level provides valuable additional sleeping or flex space, along with a second fully updated bathroom featuring a tiled walk-in shower and frameless glass door. The third floor offers a spacious bedroom, creating a private retreat for guests and separating sleeping areas for larger groups. This thoughtfully designed three level home comfortably sleeps 7 and is ideal for maximizing guest occupancy. The home has been upgraded with luxury vinyl plank flooring throughout the first and second floors and plantation shutters throughout, delivering a clean, coastal aesthetic that is both stylish and durable for short term rental use. A metal roof and newly sealed flat roof section adds long term value, durability, and peace of mind for owners.The property also offers ample parking, a rare and valuable feature for vacation rentals in this area. Positioned in one of Tampa Bay's most desirable beachside locations, this property consistently attracts vacationers year round. The ability to rent nightly provides a major advantage for income generation, making this an ideal opportunity for investors or buyers seeking a beach home that can offset ownership costs. Popular local dining and entertainment options including Mad Beach Cantina and Bamboo Beach Bar are located just across the street, while John’s Pass Village and Boardwalk is also just steps away, offering waterfront dining, shopping, fishing charters, and boating excursions. Additional nearby favorites such as Candy Kitchen, Dockside Dave’s, Daiquiri Deck, and other local hotspots are all within walking distance. Enjoy incredible sunsets just moments from your front door along the Gulf shoreline. Offered fully furnished and beautifully appointed, this is a true plug and play investment ready for immediate use or continued rental.

13095 Gulf Lane, Madeira Beach

$362,000
2 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Welcome to your coastal retreat in the highly sought-after Madeira Beach Yacht Club community! This beautifully updated 2-bedroom, 1.5-bath second-floor townhouse offers the perfect blend of comfort, style, and investment potential. Step inside to discover a bright and inviting living space featuring modern finishes, updated flooring, cozy fireplace and a thoughtfully designed layout. The kitchen has been updated with contemporary white cabinets and a quartz countertop featuring a breakfast bar, making it ideal for both everyday living and entertaining. Spacious closets and half bath on this level. Upstairs offers two spacious bedrooms that provide a relaxing escape, while the full bath and washer and dryer on the same level add functionality for guests and owners alike. What truly sets this property apart is its flexibility—short-term rentals are allowed with a minimum one-week stay, making it an excellent opportunity for income generation or a personal vacation getaway. Residents of the gated Madeira Beach Yacht Club community enjoy resort-style amenities, including multiple heated pools, a hot tub, a fitness center, clubhouse, fishing docks, and scenic walking paths along the Intracoastal Waterway. Right across the street is the municipal library and R. O. C park with tennis and pickleball courts, a splash pad, soccer fields, playground, basketball courts, baseball fields, a dog park and a path leading to the long pier overlooking the Intercoastal waterway. A short walk or bike ride to the pristine sands of Madeira Beach, as well as local dining, shopping, and entertainment. Upgrades include Newer HVAC approx. 4 years new, Roof recently replaced 2026, and new water heater. Whether you're looking for a primary residence, vacation home, or income-producing property, this turnkey townhouse checks all the boxes for relaxed coastal living.

247 Rex Place Unit H, Madeira Beach

$790,000
2 Beds 2 Baths Shores Of Madeira Condo SubDv. 33708 Zip Code
Imagine waking up to the sound of waves and ending your day with breathtaking sunsets right from your wraparound balcony! Are you ready to enjoy Ocean-front lifestyle where the soft sugary sand of vibrant Madeira Beach meets the warm waters of the Gulf of Mexico making every day feel like a vacation? Well, here is the opportunity to acquire this fully remodeled, furnished 2-bedroom /2 bathroom /almost 1200sf gem to realize the Best of The Beach Life at the Shores of Madeira, a pet-friendly, mid-size condo building comprising of only 48 units, ALL of which enjoy spectacular Gulf views! This beautiful corner unit with wraparound balcony offers a 180-degree view of the ocean! Located in the heart of Madeira Beach, you will be just minutes from John's Pass with a variety of dining and entertainment venues with live music, plenty of waterfront bars and restaurants, and shopping. This is not only perfect as a primary residence but can also be an income producing investment option as a vacation rental with a minimum thirty-day stay. The floors are tiles and luxury vinyl plank perfect for the beach lifestyle. The kitchen was ergonomically remodeled to cleverly maximize the space. This unit features a full-sized laundry room, and an abundance of closet and storage space. The well-managed building has successfully completed its Structural Integrity Reserve Study (SIRS) assuring its longevity. The secure building features an attractive lobby area and a beautifully remodeled ‘club room,’ which opens onto the pool deck currently undergoing renovations. Once the pool resurfacing is completed in the next couple of months it will provide direct sun as well as a spacious covered area, a fabulous feature not often present. There are BBQ grills, space to store beach toys and of course the main attraction, THE BEACH, is at your doorstep. There is a conveniently located covered parking space and plenty of guest parking.

15400 Gulf Boulevard Unit 402, Madeira Beach

$799,000
2 Beds 2 Baths Madeira Shores 1st Add SubDv. 33708 Zip Code
Exceptional waterfront redevelopment opportunity in the heart of Madeira Beach. This 50x100 open-water lot at 249 144th Ave offers direct Intracoastal access with only the Johns Pass bridge between you and the Gulf, making this an outstanding site for a custom coastal residence or luxury spec build. The existing storm-damaged structure is being sold strictly AS IS for land value, with the true value centered in the lot, water frontage, and incredible open-water views across a basin lined with newer construction and high-end waterfront homes. The existing dock sustained significant storm damage and will require replacement, creating the perfect opportunity to design a new dock and lift configuration tailored to today’s boating lifestyle. This is the type of Madeira Beach lot that becomes harder to replace each year—surrounded by strong redevelopment momentum, upscale neighboring homes, and one of the most walkable boating-and-beach lifestyles in Pinellas County. Just a short walk to the sugar sand beaches, John’s Pass Village, waterfront dining, and entertainment, this location offers the rare combination of boating access, beach proximity, and premium rebuild upside. Whether you are building your forever waterfront home or positioning a high-end spec project in a market where coastal teardown lots continue to strengthen, this property offers exceptional long-term value in one of Tampa Bay’s most desirable beach communities.

249 144th Avenue, Madeira Beach

$699,000
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

$1,000,000
2 Beds 2 Baths Bay Point Estates 1st Add SubDv. 33708 Zip Code
PRICE REDUCED BY NEARLY $100,000! Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates, with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach & Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bed/2-bath residence offers 1,802 sq ft of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!

728 Pruitt Drive, Madeira Beach

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