Location: Madeira Beach
Do Not Show Listings
13246 4TH ST E, MADEIRA BEACH, FL 33708
$325,000198 Days on yellowkey MLS ID: TB8446530
1 Days Off yellowkey (back on 2/2/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1352 Built: 1958 Tax: $7,747 (2024)Community: Pages Rep Of Mitchells BeachApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,747
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
Remarks: Short Sale. Opportunity on Madeira Beach! Duplex offering strong potential for restoration, redevelopment, or investment. This property previously underwent a full interior remodel down to the cinderblock. Since that time, the property has experienced flood damage and is now being offered in its current condition. Each side of the duplex features 2 bedrooms and 1 bathroom with an open layout. There is covered parking with a 2-car carport, exterior storage, and rear patio space. Excellent location within close proximity to Madeira Beach, restaurants, retail, and John’s Pass. Buyers are responsible for completing their own due diligence regarding condition, repairs, future improvements, and permitted uses.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Ineta Kalnina (813-900-8147)
256 144TH AVE, MADEIRA BEACH, FL 33708
$399,000277 Days on yellowkey MLS ID: A4663116
4 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 1404 Built: 1950 Tax: $7,456 (2024)Community: Madeira Shores 1St AddSpa: NoApartment
Taxes:$7,456
Middle School: Madeira Beach Middle-PN
Remarks: Under contract-accepting backup offers. Price Reduction – Motivated Seller Oversized Corner Lot with Multi-Family Zoning in Madeira Beach - 256 144th St, Madeira Beach, FL 33708 Rare opportunity to purchase an 81x70 corner lot in a prime Madeira Beach location. Zoned for single-family or duplex, this larger-than-average lot offers flexibility for redevelopment or renovation. There is an existing structure on the property, which sustained damage during Hurricane Milton. The home is currently uninhabitable but may be a candidate for restoration with proper repairs and approvals. Buyers are encouraged to perform their own due diligence. The property is located walking distance to the beach, waterfront dining, shopping, and recreational amenities—making it an excellent option for future rental, investment, or primary residence. The seller is actively seeking a buyer and is ready to consider reasonable offers. A conceptual rendering is provided for inspiration only; any plans must be reviewed and approved by the city of Madeira Beach. Property Details - Zoning: Residential – Single-Family or Duplex - Lot Dimensions: 81x70 (public records) - Corner lot - Existing structure (storm-damaged; condition to be evaluated) - Close to beach, restaurants, marinas, and shops - Seller is motivated to sell
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
11125 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$429,900106 Days on yellowkey MLS ID: TB8467270
REDUCED by $7,000 (1.6%) on 05/08/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1524 Built: 2000Monthly Fee: $420 Tax: $2,190 (2024)Community: Kapok GrandTownhouse
Taxes:$2,190
Elementary School: None
High School: None
Middle School: None
Remarks: Located in the desirable Kapok Grand community, this beautifully maintained townhome offers a rare and tranquil rear pond view enjoyed by only a select number of homes, with mature elm trees, birds, turtles, and peaceful natural scenery creating a truly serene setting from the private back screened-in lanai. Inside, the home feels open and airy with extra-high ceilings downstairs and vaulted ceilings upstairs, while still offering a warm and inviting atmosphere ideal for everyday living and entertaining. The spacious kitchen features stainless steel appliances, a brand-new high-end range, and a generous eat-in area, flowing seamlessly into the main living space. Both bedrooms include private bathrooms, with the convenience of an upstairs laundry room easily accessible from the bedrooms. The community is impeccably maintained with lush landscaping, irrigation, and pruning, and residents enjoy easy access to a clubhouse, fitness center, and pool, all a short distance across the street, and all supported by a low monthly HOA fee. Ideally situated near Madeira Beach, shopping, dining, and major roadways, this home offers a rare blend of location, lifestyle, and peaceful views in one of the area’s most well-kept communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ross Fengfish (727-282-4131)
538 LILLIAN DR, MADEIRA BEACH, FL 33708
$959,90076 Days on yellowkey MLS ID: TB8486579
1 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1600 Built: 1963 Tax: $4,753 (2025)Community: Crystal Island 1St AddSingle Family
Taxes:$4,753
Tax Year: 2025
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET! Lets get you in there to take a look.Welcome to 538 Lillian Dr, Madeira Beach, FL! This beautifully renovated 3-bedroom, 2-bathroom home is a true gem, offering the perfect combination of coastal charm and modern upgrades. Located just minutes from the pristine beaches of Madeira Beach, this home is a dream for those looking to enjoy the best of Florida living. Step inside to find stunning new flooring throughout, creating a sleek and cohesive look. The completely updated kitchen is a chef’s delight, featuring brand-new cabinets, gorgeous granite countertops, and top-of-the-line stainless steel appliances. It’s the perfect space for cooking and entertaining. Both bathrooms have been fully renovated with modern finishes, new fixtures, stylish vanities, and custom tiling. Every detail has been thoughtfully designed for comfort and style. The open-concept living area is beaming with natural light, and the flow from the living room to the dining area and kitchen creates a welcoming, spacious environment. The Florida room has been transformed into a cool addition to the living space. Step outside to a beautifully landscaped yard with plenty of room for outdoor activities, plus a covered patio – perfect for enjoying Florida’s year-round sunshine. Additional features include a 2-car garage, plenty of parking space, and a location just minutes from local shops, dining, and the famous John’s Pass Village. This property has two boat lifts, 1-19 ton the other a 10 ton lift. This home is a true turnkey opportunity—schedule your showing today and make 538 Lillian Dr your new paradise retreat!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Timothy Dube (727-201-6265)
260 MEDALLION BLVD #F, MADEIRA BEACH, FL 33708
$365,00049 Days on yellowkey MLS ID: TB8496525
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
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)
13720 GULF BLVD #609, MADEIRA BEACH, FL 33708
$834,900199 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)
12924 GULF BLVD #510, MADEIRA BEACH, FL 33708
$750,00052 Days on yellowkey MLS ID: TB8494745
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1005 Built: 1979 Tax: $6,650 (2025)Community: Sandy Shores CondoSpa: NoCondo
Taxes:$6,650
Remarks: 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.
Listing is courtesy of: BISHA REAL ESTATE & CONSULTING, LLC (727-290-2000)
Listing Agent: Greta Oliva (727-510-9883)
15316 GULF BLVD #903, MADEIRA BEACH, FL 33708
$975,00069 Days on yellowkey MLS ID: TB8489124
REDUCED by $15,000 (1.5%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1978Monthly Fee: $1,352 Tax: $11,914 (2025)Community: Madeira Towers CondoSpa: YesCondo
Taxes:$11,914
Remarks: Enjoy coastal living from this beautifully positioned 9th-floor corner unit in Madeira Towers. This 3-bedroom, 2-bath residence offers 1,265 square feet of thoughtfully designed living space, along with one reserved parking space. Ideally situated on a higher floor, the unit provides a peaceful and quiet setting, with direct Gulf views. Inside, you’ll find updated laminate flooring (2025), impact-rated sliders leading to the balcony, custom closets (2025), and custom Murphy beds (2025) in both the front bedroom and office—maximizing functionality and flexibility. The primary suite features a double vanity, private balcony access, stunning Gulf and beach views, and a spacious walk-in closet. The building has undergone extensive upgrades, including a new roof (2019), renovated lobby, newly installed pavers, resurfaced pool, new hot tub equipment, new grill, and all-new fencing, gates, and patio areas. In 2025, cast iron plumbing was replaced throughout the building, offering added peace of mind. Conveniently located just minutes from downtown St. Petersburg, Tampa, local airports, and all that the Tampa Bay area has to offer. Ideal as a primary residence, second home, or investment opportunity in a desirable beachfront community.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kaitlyn Kellin (727-409-7474)
584 CRYSTAL DR, MADEIRA BEACH, FL 33708
$1,550,00058 Days on yellowkey MLS ID: G5110056
REDUCED by $250,000 (13.9%) on 05/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 1958 Tax: $18,207 (2025)Community: Crystal IslandSpa: NoSingle Family
Taxes:$18,207
Remarks: Exceptional opportunity to own a prime waterfront lot in the highly desirable Madeira Beach, perfectly positioned on a quiet cul-de-sac on the Intracoastal Waterway. Boasting expansive, unobstructed Intracoastal water views, this property offers a rare setting to build a custom coastal retreat. The existing 3-bedroom, 2 bath home includes a private dock(equipped with a new 20,000 lb lift and secondary 10,000 lb lift), and pool-ideal for immediate use while planning your future vision. Surrounded by newer elevated homes, this location is perfectly suited for redevelopment or a high-end custom build. This property is a must see with its stunning water views, providing the ultimate backdrop for luxury waterfront living with direct boating access. Enjoy the best of coastal living with the beach located less than a mile away for quick trips to the sand and sunsets.
Listing is courtesy of: SCHMID PROPERTIES, LLC (352-243-3720)
Listing Agent: Carol Schmid (407-529-7399)
13135 4TH ST E, MADEIRA BEACH, FL 33708
$700,00029 Days on yellowkey MLS ID: TB8503658
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 793 Built: 1946 Tax: $6,730 (2025)Community: Pages Rep Of Mitchells BeachApartment
Taxes:$6,730
Remarks: One or more photo(s) has been virtually staged. **INVESTOR ALERT! This is the unicorn you’ve been waiting for: a premium double lot property located right in the heart of the Madeira Beach corridor. Just steps from the action, you are you are around the corner form the wildly popular John’s Pass Village, surrounded by the best waterfront dining, shopping, and entertainment the Gulf Coast has to offer. The existing structure is a completely remodeled and fully permitted, turnkey asset. Inside, you’ll find a 2-bedroom, 1-bath layout featuring luxury vinyl plank flooring, new energy-efficient double-hung windows, and a modern kitchen with granite countertops and a brand-new range. For peace of mind and insurance savings, this home is fortified for safety, featuring impact-rated exterior doors and a full set of lightweight Category 5 polycarbonate hurricane shutters. The 2022 roof is equally robust, upgraded with hurricane tie-down straps and a secondary water barrier. Additional mechanical updates include 2025 spray foam insulation in the crawlspace, a new 2024 HVAC, and a 2024 smart Wi-Fi enabled water heater. This property offers a true "choose your own adventure" investment strategy: build a duplex on the vacant lot, split the parcels to build a spec home, or utilize the entire compound as a high-performing rental. Seller is also open to a purchase of JUST the lot or JUST the house. Opportunities like this in Madeira Beach are vanishingly rare—make your appointment to see it now!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Katrina Jauregui (949-633-3204)
$450,00092 Days on yellowkey MLS ID: TB8480037
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 793 Built: 1946 Tax: $6,730 (2025)Community: Pages Rep Of Mitchells BeachSingle Family
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. * * INVESTOR ALERT! This is the unicorn you’ve been waiting for: a premium double lot property located right in the heart of the Madeira Beach corridor. NOTE THIS LISTING IS FOR THE SINGLE FAMILY HOME ON ONE LOT ONLY. For the LAND LOT ONLY, see Listing #TB8487234. This puts you just steps from the action, you are you are around the corner form the wildly popular John’s Pass Village, surrounded by the best waterfront dining, shopping, and entertainment the Gulf Coast has to offer. The existing structure is a completely remodeled (by a GC) and fully permitted, turnkey asset. Inside, you’ll find a 2-bedroom, 1-bath layout featuring luxury vinyl plank flooring, new energy-efficient double-hung windows, and a modern kitchen with granite countertops and a brand-new range and refrigerator. For peace of mind and insurance savings, this home is fortified for safety, featuring impact-rated exterior doors and a full set of lightweight Category 5 polycarbonate hurricane shutters. The 2022 roof is equally robust, upgraded with hurricane tie-down straps and a secondary water barrier. Additional mechanical updates include 2025 spray foam insulation in the crawlspace, a new 2024 HVAC, and a 2024 smart Wi-Fi enabled water heater. Combined double lot is zoned for 3 units, split the parcels to build a spec home (while living in the SFR), or utilize the entire compound as a high-performing rental. Seller is open to a purchase of JUST the lot or JUST the house, for the purchase of both please contact the Listing Agent. Opportunities like this in Madeira Beach are vanishingly rare—make your appointment to see it now!
363 145TH AVE E, MADEIRA BEACH, FL 33708
$479,900251 Days on yellowkey MLS ID: TB8428034
0 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1351 Built: 1950 Tax: $8,821 (2024)Community: Madeira Shores 1St AddSingle Family
Taxes:$8,821
Remarks: Under contract-accepting backup offers. Home received flood damage; Substantial Damage Letter attached under paperclip in MLS. This is a TWO lot parcel being sold for Land ONLY located a short walk to the Gulf of Mexico Beaches to the west.
Listing is courtesy of: RE/MAX PREMIER GROUP (813-929-7600)
Listing Agent: Paula Dysle (813-393-7015)
14900 GULF BLVD #410, MADEIRA BEACH, FL 33708
$729,90063 Days on yellowkey MLS ID: TB8490975
REDUCED by $19,100 (2.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,233 Tax: $5,163 (2025)Community: Surfside South CondoSpa: YesCondo
Taxes:$5,163
Remarks: Welcome to paradise! Enjoy sunsets and coastal breezes! This beautifully updated 2-bedroom, 2-bathroom condo is perfectly positioned on the Gulf of Mexico in the heart of Madeira Beach. Enjoy direct access to pristine white sandy beaches, or take a short stroll to the Intracoastal Waterway, local favorites like Daiquiri Shak, sushi spots, rooftop lounges, tiki bars, and vibrant shopping and dining. The community offers a newly renovated (2026) resort-style pool and spa, complete with an outdoor shower—perfect after a day at the beach. Secure building and pool access, beach access as well as 1 assigned parking spot + plenty of guest spots. Secure Mail/Package area. Exterior of the building freshly painted. Pet friendly. Turn-key and ready for move in! Perfect for a primary residence, seasonal owners, or investment. Inside, the light and bright kitchen was fully renovated in 2019 and features quartz countertops, white cabinetry, pantry with pull-out drawers, recessed and under-cabinet LED lighting, and stainless appliances including a new refrigerator (2025). The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining. Additional upgrades include a new A/C (2020), hurricane shutters with remote-controlled motors (updated 2023/2025), and ceramic tile flooring throughout. Both bedrooms offer walk-in closets, with updated tile flooring in the primary (2022) and guest (2018). The primary en-suite bath features a private layout with glass block accents, comfort-height vanity, and updated fixtures, while the guest bath has been refreshed with a new vanity, sink, and valves. Washer/Dryer in the unit. All appliances convey. Bring your flip flops! Relax and unwind on the spacious screened lanai with removable panels, perfect for enjoying coastal breezes year-round. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this condo delivers the ultimate Florida lifestyle.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Kimberly Bergin (727-677-8494)
15424 2ND ST E, MADEIRA BEACH, FL 33708
$575,00079 Days on yellowkey MLS ID: TB8483691
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 Agent: David Petrucelli (813-629-1358)
400 150TH AVE #207, MADEIRA BEACH, FL 33708
$1,150,00063 Days on yellowkey MLS ID: TB8491179
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1727 Built: 2024 Tax: $14,462 (2025)Community: Residences At Town Center CondoSpa: YesCondo
Taxes:$14,462
Remarks: Indulge in Elevated Coastal Luxury in this Like-New, Waterfront End Unit Condo at The Residences at Town Center, an EXCLUSIVE 27-unit waterfront enclave in the HEART of Madeira Beach. Perched on the second-floor corner with expansive Harbor and Intracoastal views, this 3BR, 3BA Coastal contemporary, END UNIT residence offers over 1800 sq ft of refined interior living plus a 28-ft balcony that captures glowing sunsets and gentle waterside breezes. Also included is a private rooftop cabana (17) with sweeping Bay views, two under-building parking spaces and a dedicated storage room. Inside this LUMINOUS corner residence of distinction, the open-concept design is both elegant and inviting with expanded windows, elevated finishes, and the effortless charm of refined beachside living with soaring 10-ft ceilings all creating a light-filled, sophisticated atmosphere. The designer seaside-luxury Kitchen showcases quartz countertops, solid surface backsplash, solid wood 42-inch custom cabinetry, stainless steel appliances, entertainment sized center island and elegant finishes that amplify everyday living. Other design-forward interior finishes with refined beachside elegance include porcelain tile plank flooring, impact-rated windows and doors, plantation shutters, electric shades, a large utility room with full sized washer & dryer and a thoughtfully designed split-bedroom layout to include a waterfront Primary Suite with a spa-like bath and walk-in closet that will provide both comfort and privacy along with a sense of quiet exclusivity. This boutique waterfront community built in 2024 offers resort-style amenities including a heated waterfront Inground pool and spa, fitness center, community center / clubhouse with a full kitchen and a spectacular rooftop terrace with 360-degree views stretching from the Gulf beaches to the downtown St. Petersburg skyline. Two assigned, under-building and ample guest parking spaces along with golf cart parking and pet-friendly policies with no size restrictions enhance the effortless lifestyle. Located steps from local dining, boutique shopping, the upcoming Beachmaker Resort by Marriott, and the sugar-soft sands of Madeira Beach, this EXQUISITE residence delivers an unparalleled blend of luxury, convenience, and coastal serenity. With 30-day minimum rentals, it offers exceptional flexibility for full-time living, a seasonal retreat, or investment potential. The Residences at Town Center, where elevated design, tranquil water views, and resort-style amenities come together for an UNMATCHED coastal lifestyle.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Rich Rippetoe (727-902-1437)
14045 E PARSLEY DR, MADEIRA BEACH, FL 33708
$629,00037 Days on yellowkey MLS ID: TB8498934
1 Days Off yellowkey (back on 5/1/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1627 Built: 1958 Tax: $2,506 (2025)Community: Gulf Shores 6Th AddSingle Family
Taxes:$2,506
Remarks: Under contract-accepting backup offers. Set on a wide canal with 48 feet of water frontage and quick access to the Intracoastal and the Gulf, this is a true waterfront opportunity in the heart of Madeira Beach. The setting delivers the beach lifestyle buyers are looking for—easy boat access with a coastal environment where dolphins, manatees, and native birdlife are part of the everyday scene. There’s also ample room to design a backyard with a pool, creating a true indoor-outdoor waterfront setup. The beach is just 700 yards away, making Gulf access just as convenient by foot as it is by boat. Nearby favorites like Corner Kitchen & Coffee House, Caddy's, and Smuggler's Cove are all within easy reach, while John's Pass Village is less than a mile and a half away for waterfront dining, shopping, and live music. Beyond the immediate area, you’re approximately 15 minutes to Corey Avenue and its popular Sunday market, about 30 minutes to downtown St. Petersburg, 30 minutes to St. Pete–Clearwater International Airport, and roughly 35 minutes to the Gandy Bridge connecting you into Tampa. This location has the perfect balance of a laid-back residential feel with close access to everything that makes the area desirable. This is the perfect blank canvas to create your dream, where the lot, location, and water access set the stage for something exceptional.
Listing Agent: Melinda Persuitte (813-777-6336)
399 150TH AVE #218, MADEIRA BEACH, FL 33708
$565,000207 Days on yellowkey MLS ID: TB8443727
REDUCED by $10,000 (1.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 1997 Tax: $7,751 (2024)Community: Madeira Cove CondoCondo
Taxes:$7,751
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. SELLER IS OFFERING 3 MONTHS OF HOA PMTS. TO BUYER AT TIME OF CLOSING!! ALL AGES ARE WELCOME to Madeira Cove BUILDING "C" UNIT #218—A Front-Row Seat to Waterfront Living. If the view is what you’ve been waiting for, this is the only one in Madeira Cove with direct water views from the balcony. Perfectly positioned along the tranquil Boca Ciega Intracoastal Waterway, this residence offers one of the most breathtaking and unobstructed water views in all of Madeira Cove. From the moment you step inside, your eyes are drawn across shimmering blue water stretching wide to the horizon. This two-bedroom, two-bathroom condo includes covered parking conveniently located near the secured elevators and features a spacious split floor plan with two private owner’s suites, each with its own bathroom. A versatile den/office includes a washer and dryer for added convenience. Your oversized private balcony becomes a true extension of your living space—a daily backdrop of glowing sunrises. Newly Installed Luxury Vinyl Plank floors in Living room and bedrooms. Watch dolphins play in the channel, manatees glide peacefully below, seabirds soar overhead, and boats cruise by from morning to dusk. In the evening, enjoy the peaceful reflections of lights dancing across the water. This is waterfront living at its finest. The primary suite was designed to showcase the scenery, offering stunning panoramic water views right from your bed. Sliding glass doors open directly to the balcony with electric hurricane shutters, providing security and peace of mind without compromising the view. The AC is from 2021, and the water heater is from 2020; this will bring peace of mind to the new buyers. The chef-ready kitchen features solid wood cabinetry, generous storage, and ample counter space—perfect for entertaining guests or enjoying relaxed evenings at home. Throughout, the home blends coastal elegance with comfortable Florida living. This home perfectly blends elegance with relaxed Florida living. The solid concrete block building provides peace of mind with secure elevator access, locked stairwells, and community surveillance. Resort-style amenities include a waterfront clubhouse with a wraparound deck for sunsets and gatherings. Heated pool, fitness center, picnic areas, and gas grills Kayak launch, marina access, and storage for your kayak Oversized assigned parking, guest parking, EV charging, and a car washing station Lending Library Madeira Cove is an all-ages community that allows two small pets (up to 25 lbs). Everything you need is just minutes away, including Madeira Beach, St. Pete Beach, Treasure Island, and John’s Pass shops, dining, and water sports. Fully funded with no pending assessments, this condo complies with all state regulations. The monthly fee covers water, sewer, trash, internet, cable, and building insurance. Whether you’re seeking a year-round paradise or seasonal retreat, this home offers luxury, convenience, and a front-row seat to Florida’s stunning waterways. Don’t wait—your waterfront dream can begin right now! Call today to arrange a private viewing, so schedule your private showing today.
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Melissa Vivenzio (813-531-1460)
50 137TH AVENUE CIR, MADEIRA BEACH, FL 33708
$424,900143 Days on yellowkey MLS ID: TB8456428
REDUCED by $44,100 (9.4%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1947 Tax: $6,993 (2024)Community: Gulf Shores Harbor SubSpa: NoSingle Family
Taxes:$6,993
Remarks: Exceptional waterfront opportunity in the heart of Madeira Beach. Just steps from Gulf Boulevard with convenient public beach access—never worry about finding parking, and walkable to Caddy’s Madeira Beach and the iconic Candy Kitchen. Offering 27 ft of seawall and direct access to Boca Ciega Bay, this property provides excellent boating potential with access through John’s Pass and no fixed bridges. The property has been remediated post-Hurricane Helene, creating a solid starting point for a future build or custom coastal vision. Located on a 3,502 sq ft lot, the existing residence offers a flexible footprint and a true blank canvas. With no HOA restrictions, buyers have the freedom to design and build in alignment with modern standards and today’s design preferences. Surrounded by new construction and continued reinvestment, this area continues to evolve, making it an ideal opportunity for builders, investors, or buyers seeking a prime Madeira Beach location. Minutes to John’s Pass Village & Boardwalk, boating, dining, shopping, and entertainment, with easy access to Downtown St. Petersburg and Tampa International Airport. Sold as-is with right to inspect.
Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)
Listing Agent: Lisa Mcintyre (630-414-7370)
273 REX PL #G, MADEIRA BEACH, FL 33708
$299,000101 Days on yellowkey MLS ID: O6383368
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 665 Built: 1973 Tax: $3,475 (2025)Community: Madeira Beach Yacht Club CondoCondo
Taxes:$3,475
Remarks: What could be a better place to call home with your own deeded boat slip! Great 2nd floor, end unit condo, with oversized balcony in the desirable gated community at Madeira Beach Yacht Club. This condo offers many great features like walk-in laundry room, walk-in closet in the bedroom, and 2026 HVAC. No hurricane damage since it’s second floor. This unit can generate income if you wish as well! The BOAT SLIP offers a 13,000lb lift. Take a walk on the beautiful paths along the intracoastal waterway while watching the dolphins play! Madeira Beach Yacht Club offers the very best in Florida living, offering two heated pools, workout facility, hot tub, sauna, game room, library and so much more. Not to mention, STEPS away from the amazing GULF and Madeira Beach Access just across the street! Want to do some fun activities in addition to what the complex offers, just walk across the street to one of the most desired community parks (R.O.C Park), which offers public access to Tennis, Pickleball, Baseball, Basketball, fishing pier, dog park, playground and splash pad! Everything is a short distance, with multiple bars and restaurants, and is less than 2 miles from famed John’s Pass. furnishings and Harris Crowne 250 tri tune boat as pictured on the lift negotiable.
Listing is courtesy of: FLORIDA REALTY EXCHANGE LLC (888-491-8992)
Listing Agent: Jessica Mckinney (407-223-4142)
583 CRYSTAL DR, MADEIRA BEACH, FL 33708
$2,950,000107 Days on yellowkey MLS ID: TB8474247
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3614 Built: 1959 Tax: $19,391 (2024)Community: Crystal IslandSpa: YesSingle Family
Taxes:$19,391
Remarks: Where open water views meet privacy... A lifestyle-driven, wide-open-water estate with resort outdoor living. Positioned where water becomes horizon and privacy becomes absolute, this exceptional Madeira Beach estate offers a level of seclusion rarely found on the Gulf Coast. End-of-the-road placement with preserve frontage ensures uninterrupted views, enduring privacy, and no future development risk. Beyond its refined aesthetic, the residence has been comprehensively remodeled with an emphasis on longevity, flow, and peace of mind. During renovation, the original water-facing wall and Northeast wall was thoughtfully removed to open the home to expansive water views, creating a new luminous dining area and living experience. Enhancements include a 2021 barrel tile roof, new impact windows and sliding glass doors along the waterside, a newer HVAC system, new electrical panel (2021), all new appliances, including a gas stove with a pot filler, and fully reimagined bathrooms throughout—ensuring the home is as sound as it is beautiful. Outdoors, a resort-style pool is surrounded by expansive paved patios, a one of a kind fire pit surround, and all of this is framed by water on three sides, offering an ideal setting for both intimate gatherings and grand celebrations. This spot gives you a front row seat to the most Spectacular Christmas Boat Parades. Nearly 160 linear feet of deep-water seawall, dual 10,000-lb boat lifts, and direct Gulf access with no fixed bridges create a true mariner’s haven. Set within a peaceful enclave of Madeira Beach, yet moments from world-class dining, shopping, new luxury development, a short drive to both St. Pete/ Clearwater airport and Tampa airport and the forthcoming Madeira Beach Marriott Autograph Hotel, this residence offers the rare balance of tranquility and proximity. For buyers seeking a waterfront home that combines location, lifestyle, and meaningful upgrades for long-term confidence—this is a compelling opportunity in today’s market. This is Gulf Coast living—elevated.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Tina Herrell (727-251-6630)
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