Location: Madeira Beach , 33708
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14103 E PARSLEY DR, MADEIRA BEACH, FL 33708
$935,000163 Days on yellowkey MLS ID: TB8457305
REDUCED by $15,000 (1.6%) on 04/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 1951 Tax: $7,673 (2024)Community: Gulf Shores 6Th AddSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,673
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
Remarks: Discover your dream retreat in this stunning waterfront home, complete with an exquisite in-ground pool and breathtaking open water views. The open-concept layout features large windows and sliding doors, filling the space with abundant natural light. A modern, remodeled kitchen boasts custom cabinets, quartz countertops, and brand-new stainless steel appliances, making it perfect for entertaining. The spacious primary suite serves as a peaceful sanctuary, comfortably accommodating a king bed and workout equipment, alongside a beautifully remodeled ensuite with a large walk-in shower. There are also hurricane proof windows and a large inside laundry room. The property’s highlight is the seamless waterside pool and dock, equipped with a 10,000 lb boat lift. Extensive upgrades include a freshly painted interior, new split AC units, porcelain tile flooring throughout, and entirely replaced waterlines. Located just minutes from the gorgeous white sand beaches of the Gulf of Mexico, this home is an outdoor enthusiast's dream. Don’t miss the opportunity to own this slice of paradise!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
249 144TH AVE, MADEIRA BEACH, FL 33708
$799,00058 Days on yellowkey MLS ID: TB8494719
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1960 Tax: $7,751 (2025)Community: Madeira Shores 1St AddSingle Family
Taxes:$7,751
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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.
Listing is courtesy of: EASY HOME SALES (727-201-8964)
Listing Agent: Jimmy Culler Jr. (727-290-7615)
532 CRYSTAL DR, MADEIRA BEACH, FL 33708
$935,00083 Days on yellowkey MLS ID: TB8487459
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $15,000 (1.6%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1959 Tax: $6,888 (2025)Community: Crystal IslandSingle Family
Taxes:$6,888
Remarks: Under contract-accepting backup offers. Welcome to your waterfront retreat in Madeira Beach - a beautifully renovated three-bedroom, three-bathroom, two-story home designed for the ultimate Florida lifestyle. With direct canal access, a 2018 10,000 lb boat lift and dock this is truly a boater’s paradise where you can head out on the water anytime you please. This home offers peace of mind with major updates including 2025 Downstairs & 2019 upstairs A/C systems (with yearly maintenance), a 2024 water heater, 2024 & 2018 roofs, a 2014 seawall, hurricane-impact windows throughout, a hurricane-rated garage door, and paid-off solar panels - keeping the electric bill incredibly low. The first level features a bright open floor plan with stunning canal views, two bedrooms, two full bathrooms, and a flexible room that can be used as a dedicated office space perfect for working from home or easily converting to suit your needs. The kitchen is both stylish and functional, offering solid wood cabinetry, updated stainless steel appliances, quartz countertops, and a breakfast bar. The spacious living room is filled with natural light and features large glass sliders that seamlessly connect indoor and outdoor living - perfect for entertaining. One of the downstairs bedrooms includes its own private en-suite bathroom, while the guest bathroom offers a tub/shower combo. Ceiling fans are thoughtfully placed throughout the home for added comfort. The entire upstairs and balcony were added in 2018 and is dedicated entirely to the primary suite, creating a private sanctuary complete with hardwood flooring in both the bedroom and closet. Wake up to serene water views and step out onto your private balcony. The spa-like bathroom features a soaking tub, dual-sink vanity, abundant storage, and a glass-enclosed shower with a rain shower head and detachable handle. A large walk-in closet with custom shelving and the added convenience of a washer and dryer inside the bathroom complete this luxurious space. Step outside to your own slice of paradise where the great space outside was completed in 2012 - featuring a covered pavered patio ideal for dining, grilling, and relaxing year-round. The fenced backyard, dock, and waterfront setting make it easy to enjoy boating, kayaking, or simply watching wildlife right from your backyard. A large paver driveway leads to a two-car garage, providing ample parking and storage. Located just minutes from the beach, with easy access to bike lanes on Gulf Blvd to the Pinellas County trail, and close to local restaurants, parks, shopping, and activities, this home offers the perfect combination of luxury, location, and lifestyle. Don’t miss your opportunity to own this exceptional waterfront property!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
352 145TH AVE E, MADEIRA BEACH, FL 33708
$3,299,00064 Days on yellowkey MLS ID: W7884617
Bed: 4 Bath: 4.0 Gar: 5 Liv Area Sq Ft: 3722 Built: 2024 Tax: $38,573 (2025)Community: Madeira Shores 1St AddSpa: YesSingle Family
Taxes:$38,573
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Middle School: Madeira Beach Middle-PN
Remarks: Stunning open-water sunset balcony views walking distance to the beach! This impressive three-story home has never been lived in and is designed for both luxurious living, sophistication, comfort and unforgettable entertaining. Inside, the residence showcases an impressive chef's dream Venetian-inspired gourmet kitchen designed to satisfy. Outfitted with an oversized 8-burner professional range, pot filler, and double ovens, this culinary space is as functional as it is striking. A 36-inch refrigerator and 36-inch freezer positioned side by side provide exceptional cold storage and convenience for large household, holiday gatherings, or upscale entertaining. Step outside to your resort-style oasis featuring a heated beach-entry pool with a swim-up bar and an attached under balcony heated 8-person spa that beautifully cascades into the pool. The hot summer southerly sun is no problem as the back balconies and 12 ft. sliding windows face North. For boating enthusiasts, your private dock offers a 9,000 lb. boat lift and an additional expansive 45-foot boat slip. Whether it's sailing, kayaking, paddleboarding or fishing from your dock prepare to have curious dolphins swim up under your feet adding that extra excitement to waterfront living. Upstairs, you'll find Italian tile throughout the second and third floors, adding timeless elegance throughout the home. The spacious primary suite features a luxurious stone floor finished double-headed walk-in shower along with an air jetted spa and tub for the ultimate inside retreat. This one-of-a-kind custom waterfront property combines luxury, comfort, boating access, and breathtaking sunset views in an exceptional coastal setting with local entertainment and activities at your doorstep. The entire home is concrete filled solid block three stories high to handle the elements. No top floor wood framing like most homes. The ground level provides garage capacity for up to 5 vehicles, allowing ample space for luxury automobiles, golf carts, water toys, or additional storage. An oversized rich wood finished elevator offers convenient access from the chandelier lit foyer to the upper floors, enhancing both comfort and accessibility throughout the home. This one-of-a-kind waterfront property offers an extraordinary combination of open-water views, beach proximity, boating accommodations, luxury amenities, and refined design making it a rare opportunity to own a premier piece of Gulf coastal real estate.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
14555 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$587,999139 Days on yellowkey MLS ID: TB8467308
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: 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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
12924 GULF BLVD #502, MADEIRA BEACH, FL 33708
$749,000124 Days on yellowkey MLS ID: TB8473441
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1979 Tax: $8,515 (2024)Community: Sandy Shores CondoCondo
Taxes:$8,515
Remarks: Wake up to the sound of waves, salty Gulf breezes, and uninterrupted blue horizons—this top-floor beachfront penthouse is where the Florida dream becomes reality. Welcome to 12924 Gulf Blvd #502, perched high above the sugar-sand shoreline in Madeira Beach at Sandy Shores Condominiums. Whether you’re searching for a personal coastal escape, a proven income producer, or a smart 1031 exchange opportunity, this residence delivers on every front. From the moment you step inside, your eyes are drawn to sweeping, unobstructed views of the Gulf. The open-concept living space is filled with natural light and framed by hurricane-impact windows, creating a bright, airy atmosphere that feels both relaxed and refined. The updated kitchen features custom wood cabinetry, quartz countertops, and stainless steel appliances, perfectly positioned for effortless entertaining or quiet evenings after a day at the beach. The one-bedroom, one-bath layout is thoughtfully designed and sold fully furnished, including linens, cookware, and décor—truly turnkey for immediate enjoyment by you or your guests. Step outside and take advantage of resort-style amenities including a heated beachfront pool, grilling area, tiki hut, and convenient bicycle storage—all just steps from the sand. This property shines not only as a lifestyle purchase, but as a high-performing investment. Zoned for short-term rentals with no restrictions on owner use, the unit generated $73,000 in rental income in 2024 (despite storm-related booking disruptions) and $71,000 in 2025, making it a standout opportunity in a highly desirable market. Peace of mind comes standard here. The building has completed all required structural integrity inspections and reserve studies, boasts fully funded reserves, and has undergone significant recent improvements including upgraded balconies, resurfaced pool and parking lot, and a backup generator—rare and valuable features for a beachfront condominium. Location elevates everything. Situated directly on the beach and just steps from John’s Pass Village & Boardwalk, you’ll enjoy unmatched walkability to waterfront restaurants, boutique shops, fishing charters, boat rentals, dolphin tours, and live entertainment. St. Pete, Clearwater Beach, and Tampa are all an easy drive away, keeping this condo in constant demand with visitors year-round. This is more than a condo—it’s a proven income-producing beachfront penthouse in one of Florida’s most beloved coastal destinations. Opportunities like this are rare. Schedule your private showing and experience it for yourself.
Listing is courtesy of: NEXTHOME GULF COAST (727-282-5151)
Listing Agent: Tony Anderson (727-282-5151)
15302 HARBOR DR, MADEIRA BEACH, FL 33708
$895,000253 Days on yellowkey MLS ID: TB8433038
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1959 Tax: $12,599 (2024)Community: Lone Palm Beach 5Th Add Blk 29 RepSingle Family
Taxes:$12,599
Remarks: LIVE THE MADEIRA BEACH DREAM – WALK TO THE BEACH, BOAT FROM YOUR BACKYARD! Just 5 minutes to the sand and sunsets, this updated 2-bed, 2-bath waterfront home captures the full Madeira Beach lifestyle. Beautifully rebuilt post-hurricane, the property has been fully restored to like-new condition—not substantially damaged by FEMA’s 50 Rule, meaning the original structure was preserved with no elevation required. Everything feels renewed: new HVAC system, hurricane-rated windows and doors with shutters, mold- and moisture-resistant drywall, raised electrical outlets for flood protection, and updated electrical throughout. The former porch has been fully enclosed and finished, adding extra flexible living space ideal for a den, office, or optional third bedroom. The lower kitchen cabinets and all bathroom cabinets have been replaced, along with new kitchen appliances and a new washer and dryer. Additional highlights include a tankless water heater, elegant wainscoting, and a freshly painted garage with a new electric door. Step outside to your private dock with a motorized boat lift, offering direct access to Boca Ciega Bay and a 10-minute boat ride to John’s Pass Village for dining, shopping, and entertainment. Beyond the property, you’ll love the neighborhood’s walkability—beach access, cafés, local restaurants, and mini golf - all just minutes away. Across the street, the Madeira Beach Recreation Center offers tennis courts, basketball, softball fields, a playground, and more. Whether you’re seeking a year-round residence or a coastal retreat, 15302 Harbor Drive delivers a rare blend of quality updates, waterfront access, and walkable beachside living—ready for you to move in and enjoy.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jenna Whitney (813-482-5792)
13423 GULF LN, MADEIRA BEACH, FL 33708
$3,975,000134 Days on yellowkey MLS ID: A4679667
3 Days Off yellowkey (back on 3/14/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3146 Built: 2002 Tax: $23,378 (2025)Community: Mitchells Beach RevSingle Family
Taxes:$23,378
Remarks: Under contract-accepting backup offers. Welcome to 13423 Gulf Lane, a direct beach front luxury custom-built residence designed to impress from the moment you arrive. Enter through the 8-foot Brazilian oak front door, adorned with handcrafted leaded stained glass, and step into a grand foyer featuring soaring ceilings and travertine floors inlaid with a striking nautical star—an exquisite nod to coastal elegance. To reach the main living area, choose between the private elevator featuring a maple interior cab, travertine floors and accordion door or the sweeping maple staircase, beautifully crafted with handmade iron railings featuring artistic waves and seahorse motifs—an elegant continuation of the home’s coastal-inspired design. From the moment you enter, the living room and dining room provides spectacular, unobstructed views of the ocean, creating a seamless connection between indoor living and the water beyond. Expansive windows frame the entire ocean horizon, filling the space with natural light and breathtaking coastal scenery. The kitchen is perfectly positioned to enjoy the views as well — while preparing everyday meals or a romantic dinner, you can take in the most beautiful sunsets directly from the sink, making even the simplest moments feel special. On the third floor the primary suite is a true retreat. Wake up each morning to sunlight and sweeping ocean views, with the calming presence of the water just outside your windows. Even the primary bathroom is designed for relaxation, allowing you to enjoy ocean views while bathing, creating a spa-like experience at home. During the cool nights a double-sided gas fireplace provides cozy nights in both the bedroom and bathroom. The primary bedroom also features a spacious private balcony, ideal for creating a comfortable seating area to relax, read, or simply enjoy the ocean breeze and stunning views. The split floor plan provides exceptional privacy, with guest bedrooms thoughtfully positioned to share well-appointed Jack-and-Jill bathroom. Originally designed and built by the owner, this home features a strong foundation and exceptional-quality construction, thoughtfully engineered for durability. Madeira Beach blends a relaxed residential atmosphere with the energy of John’s Pass—a vibrant boardwalk lined with shops and waterfront dining just steps from the beach. It’s the perfect setting for families seeking a peaceful coastal lifestyle with walkable local charm. Minutes from Tampa and St. Pete–Clearwater airports, downtown St. Pete, and top-tier dining. Welcome to a place where luxury meets lifestyle and everyday living feels like a vacation. Click the Virtual Tour Link 2 to see the 3D Tour.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Maria Rocha, Pll (941-275-6266)
13253 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$449,000476 Days on yellowkey MLS ID: TB8352674
0 Days Off yellowkey (back on 2/20/2025)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1990 Built: 1988 Tax: $3,035 (2024)Community: Pages Rep Of Mitchells BeachSingle Family
Taxes:$3,035
Remarks: Short Sale. Investor Special. Requires a fair amount of TLC / Rehab. Lower level suffered flood damage and has been remediated. There is additional damage due to the Hurricanes (wind, etc.). Interior is dated and also requires updating and repair. Will require new kitchen, appliances, bathrooms, flooring, doors, fixtures, paint, demo and clean out, some exterior work and repair, landscaping, seawall etc.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
440 S BAYSHORE DR, MADEIRA BEACH, FL 33708
$375,000 MLS ID: TB8369183
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1247 Built: 1945Community: Gulf Shores 4Th AddSingle Family
Taxes:
Tax Year:
Remarks: INVESTMENT OPPORTUNITY. FLOOD DAMAGED HOUSE! Welcome to a fantastic opportunity in Madeira Beach! This charming 3-bedroom, 2-bathroom single-family residence, built in 1945, offers a blank canvas ready for your vision. Nestled on a 3,986 square-foot lot, the home provides ample space for you to create your dream sanctuary. Step inside to discover a warm and inviting atmosphere. The home's interior features a spacious open layout, where natural light floods the rooms, creating a bright and airy feel throughout. The central air conditioning ensures comfort, while tile flooring adds a sleek, modern touch. Though the kitchen and living areas are in need of some TLC, the possibilities are endless, allowing you to transform the space into a home that truly reflects your style. The primary bedroom, along with two additional bedrooms, each offers plenty of potential. While none of the bedrooms come with built-in closets, this presents a unique opportunity to design custom storage solutions that perfectly fit your needs. The two bathrooms, though simple, provide a functional space ready for upgrades. The home sits on a slab foundation with a traditional shingle roof, providing durability for years to come. Though there is no garage, the carport area offers convenient parking, and with no HOA restrictions, you're free to make this property truly yours. A true fixer-upper, this property allows you to reimagine every corner, whether you're looking to modernize the interior or create an outdoor oasis. The backyard is a blank slate, offering the ideal space for a garden, patio, or additional entertaining areas. Located just moments away from the pretty Madeira Beach , this home promises to be a rewarding project for the right buyer. Don't miss out on this rare opportunity to own a piece of Madeira Beach with immense potential. With a bit of imagination and effort, you can turn this house into your forever home! The back yard belongs to the city, it is not private.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Daniela Nankova-Silverstone (727-678-6783)
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