Location: Madeira Beach
Do Not Show Listings
565 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,299,00099 Days on yellowkey MLS ID: TB8484714
REDUCED by $50,500 (3.7%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2253 Built: 1959 Tax: $7,139 (2025)Community: Crystal IslandSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,139
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2025
Middle School: Seminole Middle-PN
Remarks: Waterfront Perfection on Boca Ciega Bay/ Intracoastal! Experience the pinnacle of coastal living in this newly renovated Madeira Beach retreat, perfectly situated in the coveted Crystal Island enclave. This boater’s paradise features an expansive open floor plan that centers on panoramic Intracoastal views, with natural light pouring through brand-new hurricane-impact windows and sliding glass doors. Brand new updated kitchen featuring Frigidaire gallery appliance package, high-end quartz countertops, and top quality solid wood cabinetry with tons of space and storage throughout. Every inch of the interior feels fresh and sophisticated, from the 2.5 updated bathrooms with LED mirrors and sleek fixtures to the updated plumbing, electrical, and designer lighting throughout. Outside, a private backyard oasis awaits, featuring a sparkling pool with an brand new Jandy pool equipment (2026) with full spa automation and salt water system plus brand new gas heater (buried LP tank) and brand new electric sub panel with wireless/phone app control, lush landscaping, and a 2022 private dock with a high-end boat 10,000 lb lift with gem remote recently serviced and inspected and ready for your boat offering direct Gulf access! HVAC system is only a couple of years old and top quality Daikin, recently serviced/inspected, and in excellent shape. The Hot Water heater is brand new (2026), a 50-gal Rheem. Fenced back yard with all fencing and gates in great condition. This terrific home comes complete with a spacious two-car garage and is located less than a mile from the beach. This turn-key residence offers a seamless blend of luxury, comfort, and the ultimate Florida waterfront lifestyle. Seller Financing available!!!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Dawn Liedtke (813-956-3829)
260 MEDALLION BLVD #F, MADEIRA BEACH, FL 33708
$350,00069 Days on yellowkey MLS ID: TB8496525
REDUCED by $15,000 (4.1%) on 06/14/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1973Monthly Fee: $855 Tax: $3,410 (2025)Community: Madeira Beach Yacht Club CondoSpa: YesCondo
Taxes:$3,410
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled in the picturesque Madeira Beach, this beautifully updated and decorated 2-bedroom, 1-bath condo offers the perfect blend of comfort and convenience in a gated waterfront community. Fully furnished and turnkey, this property is ready for you to move right in. Whether you're looking for a great rental property, a full-time residence, or a second home, this condo is ideal. The prime location allows you to walk to the beach, groceries, pharmacies, restaurants, the post office, a park, and more, ensuring that all your needs are within easy reach. The community itself boasts a range of exceptional amenities, including a clubhouse, two heated pools, a workout facility, a hot tub, two saunas, a billiards room, and a library. For outdoor enthusiasts, there are four fishing piers equipped with cleaning stations and water, outdoor grilling areas, and a scenic waterfront walkway perfect for evening strolls and taking in breathtaking sunset views. This gated community truly offers a resort-like lifestyle in the heart of Madeira Beach.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (727-280-9996)
Listing Agent: Debbie Kempf (727-285-3922)
14181 E PARSLEY DR, MADEIRA BEACH, FL 33708
$499,900111 Days on yellowkey MLS ID: TB8481121
0 Days Off yellowkey (back on 6/13/2026)
INCREASED by $5,000 (1.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 1977 Tax: $5,059 (2025)Community: Gulf Shores 6Th Add RepSpa: NoSingle Family
Taxes:$5,059
Elementary School: Madeira Beach Elementary-PN
Middle School: Madeira Beach Middle-PN
Remarks: MOVE-IN READY! This beautiful BEACH HOME situated in a Corner Lot features 2/2 with Garage and back Entrance. This BLOCK house features: Open Layout Floor Plan, Contemporary New Kitchen, Quartz Countertop and Brand-New Stainless-Steel Appliances (2025). IMPACT WINDOWS and DOORS. Porcelain Tiles all around, Contemporary Showers, New Water Heater (2025). LED lights and Ceiling fans with remote. The garage has a Utility Sink, Washer/Dryer hookups, and plenty of space. 200 AMP Electrical Panel. Irrigation System using reclaimed water. The House has Two Concrete Driveways. Back Entrance is ideal providing separate access to home. No HOA and no CDD. This house is perfect for full-time living, as an investment property, or vacation escape. Nowadays, you can enjoy a view of the Gulf in front of your house. Feel the Florida Lifestyle walking to the beach!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mia Rodriguez (727-483-4006)
14001 GULF BLVD #207, MADEIRA BEACH, FL 33708
$379,00081 Days on yellowkey MLS ID: TB8491297
REDUCED by $8,000 (2.1%) on 06/13/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 840 Built: 1981 Tax: $4,784 (2025)Community: Madeira Place CondoCondo
Taxes:$4,784
Remarks: LIVE WHERE YOU VACATION! Experience coastal living at its finest in this Madeira Beach condo offering partial GULF VIEWS and exceptional flexibility for both personal use and SHORT TERM RENTAL INCOME, with no minimum nights required. This fully furnished 1-bedroom, 1.5-bath unit is ideally located near the elevator for easy access and features an open-concept layout filled with natural light, complemented by wood-look laminate flooring throughout. The kitchen includes a closet pantry and breakfast bar, perfect for casual dining or entertaining. The primary suite offers a large walk-in closet and a beautifully updated en-suite bathroom with a tiled walk-in shower and glass enclosure. An IN-UNIT LAUNDRY adds everyday convenience. Enjoy the amenities just steps from your door, including a community pool and BBQ area. BEACH ACCESS is directly across the street at Caddy's, making it effortless to enjoy the sand and Gulf waters. Relax on your private balcony and take in breathtaking sunset views over the Gulf of Mexico. This MAINTENANCE FREE community includes water, sewer, trash, cable, internet, building insurance, and pest control in the monthly fee. Additional highlights include a rare GARAGE SPACE—one of only 15 in the building—along with an extra storage closet. CONVENIENTLY LOCATED, just a short trolley ride to dining, shopping, and John’s Pass, with easy access to both Tampa International and St. Pete-Clearwater airports.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Michael Cinquemano, Jr. (813-960-2300)
13343 GULF BLVD #C9, MADEIRA BEACH, FL 33708
$274,99075 Days on yellowkey MLS ID: TB8494127
REDUCED by $15,000 (5.2%) on 06/10/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 407 Built: 1950Monthly Fee: $715 Tax: $1,419 (2025)Community: Wave Resort Condo TheCondo
Taxes:$1,419
Remarks: Virtually Staged. Wake up to sweeping BEACH VIEWS in this beautifully updated 1-bedroom 1-bath coastal retreat, perfectly positioned just steps from the Gulf of Mexico and a short stroll to the vibrant shops, dining, and entertainment of John’s Pass. Sunlight pours into the open-concept living space, creating a bright and inviting atmosphere that’s perfect for relaxing or entertaining. The kitchen shines with premium STAINLESS STEEL appliances, while recent upgrades—including new plumbing, electrical, and cabinetry—add both style and peace of mind. Step outside and feel the ocean breeze, with the beach right across the street and everything you need just around the corner. Spend your days exploring local boutiques, enjoying waterfront dining, or simply unwinding by the shore. Whether you’re searching for a personal getaway, an income-producing property (with NIGHTLY RENTALS PERMITTED), or the perfect blend of both, this home delivers the ultimate flexibility—enjoy it when you want, rent it when you don’t. This is more than a home—it’s your slice of beachside paradise.
Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)
Listing Agent: Hector Contreras (813-426-2669)
400 150TH AVE #205, MADEIRA BEACH, FL 33708
$999,990367 Days on yellowkey MLS ID: TB8397405
REDUCED by $9,960 (1.0%) on 06/11/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1670 Built: 2024Community: The Residences At Town CenterSpa: YesCondo
Taxes:$0
Tax Year: 2024
Remarks: WATERFRONT LUXURY UNDER $1 MILLION! Major price reduction on one of the last brand-new developer residences available in Madeira Beach. One of the last opportunities to own a BRAND-NEW waterfront luxury residence in this exclusive 27-unit boutique community in the heart of Madeira Beach. Unlike competing resale units, this residence has never been lived in and is offered directly by the developer. This is a rare chance to secure new construction waterfront living at a price point that is becoming increasingly difficult to find on Florida's Gulf Coast. Enjoy resort-style amenities including a heated waterfront pool and spa, fitness center, club room, secure under-building parking, and a spectacular rooftop terrace featuring panoramic views from the Gulf of Mexico to downtown St. Petersburg. Located in the highly desirable Madeira Beach Town Center district, you are just steps from the beach, restaurants, bars, parks, shopping, marinas, and the future Marriott Autograph Collection Beachmaker Resort, which brings additional excitement, investment, and long-term value to the area. It can be a primary Residence, Second home or Short term rental property with 30-day minimum rentals permitted. Perfect for a 1031 Tax deferred exchange with immediate occupancy available. 2 Pets allowed - Large Dogs Allowed. For buyers seeking waterfront luxury, new construction quality, flexible ownership options, and exceptional value under $1 million, this opportunity deserves immediate attention. Priced aggressively to sell. Schedule your private showing today before this opportunity is gone.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Jeffrey Beggins (813-245-0015)
400 150TH AVE #206, MADEIRA BEACH, FL 33708
$999,990485 Days on yellowkey MLS ID: TB8351963
REDUCED by $19,960 (2.0%) on 06/11/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1827 Built: 2024Community: The Residences At Town CenterSpa: YesCondo
400 150TH AVE #305, MADEIRA BEACH, FL 33708
$999,9901016 Days on yellowkey MLS ID: U8212806
Tax Year: 2021
15424 2ND ST E, MADEIRA BEACH, FL 33708
$569,00099 Days on yellowkey MLS ID: TB8483691
REDUCED by $6,000 (1.0%) on 06/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1947 Tax: $4,451 (2025)Community: Lone Palm Beach 4Th AddSingle Family
Taxes:$4,451
Remarks: Paradise awaits just two blocks from the beach! Nestled in a sought-after neighborhood behind the iconic Smuggler’s Cove Miniature Golf Course, this stunning 3-bedroom, 2-bathroom home is ready for you to move right in. The property boasts a spacious backyard, offering endless potential to create your own private oasis. Every detail of this home has been thoughtfully updated, with brand-new features throughout, ensuring a fresh and modern living experience. Imagine enjoying the beach lifestyle every day, with the convenience of being within walking distance to a variety of local shops, vibrant bars, and delicious restaurants. Whether you're searching for a primary residence or the perfect beachside escape, this home delivers the ultimate coastal living experience. Plus, with easy access to two major airports, weekend getaways and travel plans couldn't be more convenient. If you've been dreaming of sun, sand, and a laid-back lifestyle, this is your chance to make it a reality. Welcome to your slice of paradise!
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: David Petrucelli (813-629-1358)
14223 E PARSLEY DR, MADEIRA BEACH, FL 33708
$1,299,000289 Days on yellowkey MLS ID: TB8423060
REDUCED by $176,000 (11.9%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1857 Built: 1951 Tax: $13,303 (2024)Community: Gulf Shores 6Th AddSingle Family
Taxes:$13,303
Remarks: This move-in-ready waterfront home lets you step straight into the boating lifestyle. Located directly on the Intracoastal Waterway in Madeira Beach, this turnkey 4-bedroom, 2-bath home offers deep-water access and quick boating access to the Gulf of America. From your private dock, it is approximately 5 minutes by boat to John’s Pass and out to the open Gulf waters. This is true deep water, sailboat water with no fixed bridges, ideal for larger vessels. Designed for serious boaters, the property features a 10,000 lb boat lift, wet slip, and additional dock space that can accommodate a boat up to 38 feet with a 14-foot beam. The dock is fully equipped with 220- and 110-volt electrical service, water service, dock lighting, with riprap for added shoreline protection and erosion control, while supporting natural water flow and marine habitat. The outdoor living space is built for waterfront entertaining. A custom outdoor kitchen with a built-in grill, prep station, storage, and bar seating overlooks wide open Intracoastal water views. This backyard captures the Florida waterfront lifestyle, perfect for boating, fishing, entertaining, and sunset gatherings. You will see dolphins daily, every morning and evening. Inside, the home features an open-concept floor plan with water views throughout the main living areas. The entire waterfront side is lined with impact windows and sliding glass doors, bringing in natural light and expansive views of the Intracoastal. Interior features include porcelain tile flooring, recessed lighting, plantation shutters, and a 19 x 13 bonus room that works well as a second living space, home office, or game room. The updated kitchen features waterfall quartz countertops, stainless steel appliances, a gas range, a wine cooler, and a movable stainless steel island designed for flexible prep and entertaining. The primary suite includes dual vanities, a custom walk-in shower, and a large walk-in closet with a skylight. Additional upgrades include a new 200-amp electrical panel, central air conditioning, mini split systems, a gas dryer, blown-in attic insulation, a whole-house water filtration system, electric roll-down hurricane shutters, and new gutters. The garage features a hurricane-rated door, LED lighting, and built-in storage. This is a rare Madeira Beach waterfront property offering deep-water dockage, a boat lift, an outdoor kitchen, and direct Intracoastal frontage with fast access to the Gulf. Ideal for buyers searching for waterfront homes in Madeira Beach, boating homes in Tampa Bay, or Intracoastal homes with a dock and lift. Homes with this combination of deep water access, dockage, outdoor living, and move-in ready condition are limited. Schedule your private showing today.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Rebecca Collins (727-251-9235)
15316 GULF BLVD #404, MADEIRA BEACH, FL 33708
$1,200,000139 Days on yellowkey MLS ID: TB8470671
REDUCED by $25,000 (2.0%) on 04/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1978Monthly Fee: $1,352 Tax: $15,733 (2024)Community: Madeira Towers CondoSpa: YesCondo
Taxes:$15,733
Remarks: Indulge in refined beachfront living in Madeira Beach, where the soothing cadence of the Gulf sets a serene backdrop for everyday life. This thoughtfully designed residence offers an open-concept layout ideal for both relaxed living and elegant entertaining, with sunrise coffees and sunset cocktails framed by ever-changing coastal skies. The gourmet kitchen showcases Whirlpool stainless steel appliances and striking granite countertops that continue seamlessly into the backsplash, creating a polished, cohesive aesthetic. Notable enhancements include a new air conditioner (2023), high-end ceiling fans, blackout shades throughout for optimal comfort, and a custom Murphy bed cabinet in the living room that blends function with warm design. The residence is offered turnkey and furnished, enabling an effortless transition to beachfront living. The building has undergone extensive improvements, including a newly painted exterior, a newer roof (2019), upgraded pavers, a renovated pool, and a beautifully updated lobby, with remaining exterior enhancements nearing completion. Ideally positioned just beyond the busiest stretches of the beach, this home offers effortless access to dining and everyday conveniences—an exceptional opportunity for a primary residence, second home, or investment along Florida’s Gulf Coast.
Listing Agent: Christina Zajic (727-565-1224)
14187 W PARSLEY DR, MADEIRA BEACH, FL 33708
$274,90013 Days on yellowkey MLS ID: TB8515597
1 Days Off yellowkey (back on 6/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 923 Built: 1955 Tax: $5,114 (2025)Community: Gulf Shores 6Th Add RepSingle Family
Taxes:$5,114
Remarks: Welcome to your Madeira Beach Florida home. This home is nice and close to the beautiful white sandy beach of Pinellas County. This property is very unique as it is open to a street on both front and back. The lot is irregular in size, so loads of room to build what you want or remodel this home and add a nice garage in the back or front. There has been a substantial damage letter issued due to flooding from Hurricane Helene in 2024. If you wish to rebuild this home, the letter needs to be appealed by an owner or a contractor. If you file an appeal it must be complete by September 24, 2026. This home has newer Impact windows and a beautiful stained glass front door. Four newer Mitsubishi Mini Split HVAC Systems which didn't flood. If you tear it down and build or raise this home. You can drive straight through from street to street. Great for RV’s, boats storing all the beach toys. Make an appointment to see your Beach Home today!!!
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Scott Nealy (727-710-1853)
230 MEDALLION BLVD #E, MADEIRA BEACH, FL 33708
$349,9006 Days on yellowkey MLS ID: TB8513129
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Monthly Fee: $799 Tax: $3,410 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Remarks: 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.
Listing is courtesy of: EXP REALTY (727-592-2286)
Listing Agent: Brandon Tecklenburg (727-265-6269)
337 REX PL #A, MADEIRA BEACH, FL 33708
$439,00030 Days on yellowkey MLS ID: L4961911
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973Monthly Fee: $1,352 Tax: $4,027 (2025)Community: Madeira Beach Yacht Club CondoSpa: NoCondo
Taxes:$4,027
Remarks: One or more photo(s) has been virtually staged. 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!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carri Mclure (863-594-4041)
352 144TH AVE, MADEIRA BEACH, FL 33708
$668,00058 Days on yellowkey MLS ID: TB8499790
REDUCED by $31,999 (4.6%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1950 Tax: $5,288 (2025)Community: Madeira Shores 1St AddSingle Family
Taxes:$5,288
Remarks: PRICE REDUCED !!!!! This three-bedroom, two-bathroom residence boasts a meticulously renovated interior, blending contemporary elegance with a welcoming atmosphere. All plumbing and electrical systems are entirely new, and the appliances—brand new—remain with the property for immediate convenience. Located in Madeira Beach, just two blocks from the shore, it offers an enviable location for vacations or family living. The interior dazzles with newly tiled floors throughout, and the roof was fully renovated in 2021 for lasting durability. Impact-resistant windows ensure protection from hurricane winds. Additionally, the air conditioning and water heater are also newly installed, ensuring maximum comfort. The façade, with its coastal blue hue and crisp white accents, radiates freshness, while the geometric driveway and palm trees add a tropical character. In the backyard, a modern pool and relaxation area create a private oasis. Don’t miss the opportunity to make this beautiful property yours in the Sunshine State, where quality, location, and style come together to offer you the home you’ve always dreamed of!. !!SELLER MOTIVATED!!. LIENHOLDER FINANCING AVAILABLE .
Listing is courtesy of: DOMINO REALTY (407-466-3585)
Listing Agent: Ivan Santana (407-466-3585)
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,999147 Days on yellowkey MLS ID: TB8467308
5 Days Off yellowkey (back on 6/12/2026)
REDUCED by $4,001 (0.7%) on 04/03/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1277 Built: 1960 Tax: $6,166 (2025)Community: Sunny ShoresSingle Family
Taxes:$6,166
Remarks: Under contract-accepting backup offers. This is the kind of property some wait on… then regret when it’s gone. Solid block construction, stone and terrazzo floors, and a long water view the second you walk through the door. You’re looking straight out over the Intracoastal from the main living area and the primary bedroom — and it’s that classic Florida “I could do this every day” vibe. Here’s what matters: the demolition has already been done. PVC plumbing inside. Drywall is removed to the studs, floors and ceilings are intact, and the house is wide open for your design and layout. No guessing, no hidden surprises behind finished walls — you’re starting with a clean slate. There’s a davit for a small boat and jet ski's. Perfect for someone who wants water out back, a simple setup, and the beach at the end of the street. New roof (October 2021) Upgraded 200-amp electrical panel Blown-in attic insulation And if you’re thinking about the 50% rule, here’s the info - City of Madeira Beach preliminary report shows NOT substantially damaged Pinellas County Appraiser shows repairs/improvements up to $98,805 allowed for rehab. This is one of those rare Madeira Beach opportunities where you’re not paying for someone else’s design choices — you’re buying location, water, and a head start. Renovate it, elevate it, or rebuild it into something special. Waterfront. Walk to the beach. Long water view from inside the home. Big upside. If you’ve been waiting for a deal on the water in Madeira Beach… this is your shot.
Listing Agent: Nathan Shirk (585-356-2197)
13720 GULF BLVD #609, MADEIRA BEACH, FL 33708
$834,900219 Days on yellowkey MLS ID: O6339022
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1981Monthly Fee: $1,029 Tax: $10,525 (2025)Community: Villa Madeira CondoCondo
Taxes:$10,525
Remarks: Under contract-accepting backup offers. Welcome to your beachfront dream at Villa Madeira—where luxury, lifestyle, and investment potential come together in one unforgettable coastal experience. Perched on the 6th floor, this fully furnished 3-bedroom, 2-bath penthouse offers sweeping, unobstructed views of the turquoise Gulf waters and the sugar-white sands of Madeira Beach. From the moment you step inside, natural light fills the open living spaces, highlighting breezy coastal finishes and creating a relaxed, inviting atmosphere that instantly feels like home. Designed for both comfort and versatility, this Fully Furnished residence is ideal as a primary home, vacation retreat, or income-producing property. Villa Madeira’s highly sought-after one-week minimum rental policy offers excellent earning potential, making it a smart investment opportunity along Florida’s Gulf Coast. The spacious primary suite opens directly to beachfront views, allowing you to wake each morning to the soothing sound of waves and soft coastal light. Two additional bedrooms provide plenty of space for family, friends, or guests. The condo is FULLY FURNISHED and offers an in-unit washer and dryer add everyday convenience, ensuring a move-in-ready experience. Step outside to your oversized screened-in balcony—your private front-row seat to breathtaking sunsets, gentle sea breezes, and the rhythm of beach life. Whether enjoying quiet mornings with coffee or entertaining at sunset, this outdoor space is where memories are made. Beyond the residence, Villa Madeira offers resort-style amenities including a heated beachfront pool, expansive sun deck, elevator access, covered assigned parking (Prime parking Space #108 conveniently located near the elevator), and direct access to the beach. Built with concrete block, and structural steel, this community has cleared the Milestone study offering a peace of mind to owners. Major building updates—including the Milestone Inspection, SIRS Report, new roof (2025), Fully Painted and post Helene restoration work—are approximately 95% complete and fully compliant. The property is professionally managed both physically and financially, and notably, 2026 HOA dues have lowered since recent updates!!! Perfectly located, you’re just moments from local favorites like The Corner Kitchen & Coffee House, The Candy Kitchen, and Caddy's Madeira Beach, as well as the vibrant shops, dining, and waterfront attractions of John's Pass Village & Boardwalk. This is more than a condo—it’s a lifestyle. A place where every day feels like a vacation, every sunset feels personal, and every moment is framed by the beauty of the Gulf. Your penthouse at the beach is waiting. Schedule your private showing today.
Listing is courtesy of: KEYSEEKERS REAL ESTATE (727-490-9000)
Listing Agent: Lisa Grey (407-738-9784)
14024 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$795,00055 Days on yellowkey MLS ID: TB8499731
REDUCED by $29,900 (3.6%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1946 Tax: $5,187 (2025)Community: Gulf Shores 3Rd Add RepSpa: YesSingle Family
Taxes:$5,187
Remarks: Live where every day feels like a vacation—just three blocks from the bright sugar sands of Madeira Beach and a breezy 5-minute bike ride to the vibrant shops, dining, and waterfront buzz of John's Pass Village & Boardwalk. This stunning, move-in-ready 3-bedroom, 2-bath home has been completely reimagined with high-end upgrades, including NEW hurricane-impact windows and doors, fresh exterior paint, and a striking paver circular driveway. Inside, you’re welcomed by new porcelain tile flooring and a beautifully redesigned kitchen featuring sleek cabinetry, leathered granite countertops, updated lighting, modern backsplash, and brand new appliances. The newly renovated office space with barn doors could also function as a 4th bedroom. Step outside into your own private resort-style retreat. The heated saltwater pool and spa, complete with a cascading waterfall, ambient lighting, and outdoor shower create the perfect setting for both relaxing evenings and unforgettable gatherings. A new expanded paver patio adds effortless style and low-maintenance outdoor living. Every detail has been thoughtfully considered, including custom closet systems throughout and a spacious walk-in closet in the primary suite along with a brand new spa-inspired primary bathroom. The updated garage is perfectly suited for a golf cart, beach gear, and all your coastal essentials, complemented by a new tankless water heater. Framed by fresh landscaping, this home seamlessly blends luxury, comfort, and an unbeatable location—making it an exceptional primary residence, vacation escape, or high-performing investment near the Gulf.
Listing Agent: Whitney Roberts (863-602-1043)
13111 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$889,00062 Days on yellowkey MLS ID: TB8498159
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $10,000 (1.1%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2323 Built: 1953 Tax: $8,151 (2025)Community: Pages Rep Of Mitchells BeachSpa: YesSingle Family
Taxes:$8,151
Remarks: This rare open water home on the intercoastal has three levels to enjoy the expansive water views and amazing sun rises. Home has 4 bedrooms and 2 full bathrooms located on the open water portion of intercoastal. Walking distance to John's Pass and the beach. 1st floor has been demoed due to water damage but Level 2 and 3 were unaffected and livable. Enjoy relaxing in the inground pool or spa or fishing off the dock with boat lift. A boater's and fisherman's paradise with gulf access within10 minutes.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
119 147TH AVE E, MADEIRA BEACH, FL 33708
$499,99982 Days on yellowkey MLS ID: TB8479352
REDUCED by $25,001 (4.8%) on 06/10/2026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1264 Built: 1955 Tax: $4,703 (2025)Community: Sunny ShoresSpa: NoApartment
Taxes:$4,703
Remarks: Virtually Staged. AMAZING PRICE AND LOCATION! Discover an exceptional investment opportunity in the heart of Madeira Beach. This EXTENSIVELY REMODELED CONCRETE BLOCK DUPLEX offers two beautifully updated 1-bedroom, 1-bath units, each with an additional BONUS ROOM—perfect for a home office, guest space, hobby room, or added storage. Both sides were thoughtfully restored following the 2024 hurricanes with permits and inspections completed. Updates include restored TERRAZZO FLOORING (no carpet), new drywall, baseboards, interior paint, lighting, a new tankless water heater, new mini-split systems, supplemental window units, and a 2021 ROOF. Each kitchen features new cabinetry, tiled backsplash, stone countertops, recessed lighting, and new stainless steel appliances—including a dishwasher. Bathrooms have been refreshed with new vanities, updated hardware, and a tub/shower combo. Each unit offers its own WASHER/DRYER HOOKUP for the convenience of indoor laundry and a PRIVATE FENCED BACKYARD separated for privacy—ideal for tenants or an owner occupant who wants to enjoy one side while renting the other. The west unit also includes a STORAGE SHED. The front yard is beautifully manicured with SHELL ROCK AND ARTIFICIAL TURF, creating an attractive, LOW-MAINTENANCE coastal aesthetic. The exterior has been freshly painted and professionally landscaped, and the property provides FOUR OFF-STREET PARKING SPACES—a rare convenience in this area. Just moments from the Gulf’s white sand beaches and vibrant John’s Pass Village, residents can enjoy waterfront dining, boutique shopping, boating, fishing, and endless coastal recreation. Whether you're expanding your rental portfolio, seeking a strong income-producing asset, or looking for a personal beach retreat with supplemental income, this duplex delivers outstanding potential in one of Southwest Florida’s most desirable beach communities. Opportunities like this are rare—secure your slice of Madeira Beach today.
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Betsy Sheffield (727-417-3204)
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