Location: Madeira Beach
Do Not Show Listings
15424 2ND ST E, MADEIRA BEACH, FL 33708
$575,00037 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,451
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
13111 BOCA CIEGA AVE, MADEIRA BEACH, FL 33708
$899,000Listed 04/17/2026 1:36PM MLS ID: TB8498159
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)
538 LILLIAN DR, MADEIRA BEACH, FL 33708
$959,90034 Days on yellowkey MLS ID: TB8486579
0 Days Off yellowkey (back on 4/17/2026)
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
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Middle School: Seminole Middle-PN
Remarks: Under contract-accepting backup offers. 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)
14019 W PARSLEY DR, MADEIRA BEACH, FL 33708
$735,00043 Days on yellowkey MLS ID: TB8483237
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1913 Built: 1954 Tax: $4,837 (2025)Community: Gulf Shores 5Th AddSingle Family
Taxes:$4,837
Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully renovated, and furnished BLOCK beach home—just minutes from our beautiful Madeira Beach! This beautiful open concept is a bright, modern, move-in-ready coastal retreat featuring a 4-bedroom, 3-bath residence with a staircase that provides access to an additional loft/attic-style room, offering flexible space ideal for a home office, guest area, or creative studio. This beautiful property is ideally located in the heart of Madeira Beach, just a 5-minute walk to the beach. Renovated from top to bottom, the home features thoughtful upgrades and high-quality finishes throughout, including a washer and dryer. The brand-new kitchen boasts modern cabinetry, sleek countertops, and stainless-steel appliances, opening seamlessly into the main living areas for easy everyday living and entertaining. Throughout the home, you’ll find new tile flooring, fully remodeled bathrooms with contemporary vanities and finishes, and fresh interior and exterior paint, giving the space a clean, polished, and contemporary feel. Step outside to your own private backyard paradise! Perfect for outdoor dining, entertaining guests, or simply relaxing after a sun-soaked day at the beach, this space invites you to soak in the Florida lifestyle. Enjoy the sunshine, host weekend barbecues, or unwind under the stars in your tropical retreat. The property also features ample parking with a rare circular driveway, combining both convenience and striking curb appeal. Ideally situated near Madeira Beach, dining, shopping, and local attractions, this home is perfect as a primary residence, vacation getaway, or investment property in one of the area’s most desirable coastal locations. Every detail has been carefully updated, making this home truly turnkey and ready for you to embrace the ultimate Florida beach lifestyle. Recent updates provide peace of mind and modern convenience: (Roof replaced in 2016) Storm-rated back door and front windows (2023), kitchen update (2024), new stainless steel appliances (2024), updated bathrooms (2023), and fresh interior paint throughout (2023). Madeira Beach is one of the most sought-after coastal neighborhoods. Every detail of this home has been thoughtfully updated, making it completely turnkey; just bring your suitcase. With dining, shopping, and local attractions nearby, this home is perfect as a primary residence, vacation getaway, or investment property—Airbnb ready. Every detail has been thoughtfully updated, making this home truly turnkey and ready for the ultimate Florida beach lifestyle, and it is golf cart friendly. Schedule your private showing today before it's gone!
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Melissa Vivenzio (813-531-1460)
516 CRYSTAL DR, MADEIRA BEACH, FL 33708
$995,000176 Days on yellowkey MLS ID: TB8439054
REDUCED by $15,000 (1.5%) on 04/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2091 Built: 1959 Tax: $14,948 (2024)Community: Crystal IslandSingle Family
Taxes:$14,948
Tax Year: 2024
Remarks: Welcome to 516 Crystal Dr! This fully updated 3-bedroom, 2-bathroom property offers nearly 2,100 square feet of living space, a 2-car garage, and a waterfront lot with a pool, dock, AND a new seawall! The home is move-in ready with a new kitchen that includes stainless steel appliances, white shaker-style cabinets, and an island with beautiful waterfall countertops. The open concept floor plan provides plenty of room for entertaining in the living room and dining room areas, and it also offers stellar views of the water and backyard. The primary bedroom also has direct access to the backyard and offers an en-suite bathroom with a freestanding tub and separate shower with floor-to-ceiling tilework. The additional bedrooms (one of which is a massive 18 ft x 14 ft) share the second full bathroom. The backyard includes pavers, a freeform pool, a dock, and unbelievable views of the waterfront with access to the bay. Conveniently located near schools, shopping, and major roadways. Call to schedule a showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Matt Gardner (724-513-6012)
534 CRYSTAL DR, MADEIRA BEACH, FL 33708
$3,499,000161 Days on yellowkey MLS ID: TB8445499
REDUCED by $100,000 (2.8%) on 04/02/2026
Bed: 6 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4848 Built: 2025 Tax: $11,941 (2024)Community: Crystal IslandSpa: YesSingle Family
Taxes:$11,941
Elementary School: Madeira Beach Elementary-PN
High School: Osceola Fundamental High-PN
Middle School: Madeira Beach Middle-PN
Remarks: PRICED BELOW APPRAISED VALUE. BOATERS PARADISE- DEEP WATER!....Brand New Waterfront Masterpiece — This brand new construction has just been completed and is priced to sell. Offering exceptional value for discerning buyers who crave space, privacy, and endless entertainment. Nestled along the water, this never-before-lived-in home captures luxury and modern practicality with a spacious six-bedroom, six-bath floor plan designed to accommodate hosting friends and family while ensuring everyone has their own sanctuary. The result is a flowing, open-concept design that invites effortless entertaining and everyday living, with a dedicated media room for cinema-grade nights and a thoughtfully appointed home office to support work-from-home needs.The six bedrooms and six baths provide rare flexibility, from guest suites to in-law arrangements or private spaces for multi-generational living. The primary suite is a retreat in itself, featuring a spa-like ensuite and expansive closet space with tranquil water-facing views. The incredible chef-inspired kitchen showcases premium appliances, a large island, walk-in pantry, and finishes that elevate daily living to a luxurious experience. Throughout the home, modern, high-end finishes, smart-home wiring, and designer touches create an ambience of refined sophistication. Waterfront living is at the heart of this home, with serene water views visible from multiple rooms and the promise of outdoor entertaining that extends beyond the indoors. The exterior presents a clean, modern aesthetic with durable, low-maintenance materials, and ample yard space ready for landscaping enhancements, a saltwater pool with heating and cooling feature complete with a raised jacuzzi and additional outdoor lounge areas. Location-wise, you’ll enjoy a prime waterfront neighborhood with easy access to boating, close to the Beach and nearby shops and restaurants. The area combines a quiet, prestigious community feel with modern conveniences, including proximity to top-rated schools, dining, and recreation. From a price-to-value perspective, this new build represents exceptional value for a waterfront property of this caliber, with warranties and builder oversight providing peace of mind and ready occupancy upon escrow closing. This home is a true sanctuary built like a fortress, all block construction on a 3-tier foundation to give you peace of mind. Realtors, bring your pickiest buyers, they will not be disappointed!
Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
Listing Agent: Helle Hartley (727-504-2487)
14032 N BAYSHORE DR, MADEIRA BEACH, FL 33708
$725,00079 Days on yellowkey MLS ID: TB8455892
REDUCED by $25,000 (3.3%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1652 Built: 1945 Tax: $4,835 (2025)Community: Gulf Shores 3Rd Add RepSingle Family
Taxes:$4,835
Remarks: Stunning Greek-Inspired Mediterranean Retreat – Fully Updated in 2024 Step into this beautifully reimagined Greek Mediterranean-style home, thoughtfully and completely updated in 2024. Every detail has been elevated, featuring a brand-new roof, impact windows, updated walls, tile flooring, and a new A/C system for modern comfort and peace of mind.The light-filled interior boasts vaulted ceilings and a designer kitchen with new custom cabinetry, stainless steel appliances, and elegant quartz countertops—perfect for both everyday living and entertaining. French doors open to a private backyard oasis, where a charming pergola shelters a teak dining table and chairs. Enjoy outdoor living at its finest with a built-in grill and sink, pavered porch, new fencing, additional teak outdoor furnishings, and a tranquil water feature. The fully updated detached art studio offers endless possibilities—ideal for creative space, a home office, or guest retreat. The fenced-in backyard provides privacy and serenity, creating a true sanctuary. Offered mostly furnished, this exceptional property is just a few blocks from the beach, blending coastal living with Mediterranean elegance. A rare opportunity to own a turnkey home in a prime location.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Edward Dimotta Pa (863-287-7272)
4723 114TH ST N, MADEIRA BEACH, FL 33708
$519,50083 Days on yellowkey MLS ID: TB8468417
REDUCED by $5,500 (1.0%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 1971 Tax: $2,332 (2024)Community: Ridgewood RivieraSingle Family
Taxes:$2,332
Middle School: Osceola Middle-PN
Remarks: Make this your "FOREVER HOME!" - AFFORDABLE & UPDATED 4-bedroom block home - walk to Publix, Madeira Beach School, Slyce- & Osaka Restaurant - or bike across Tom Stuart Causeway to Madeira Beach! After Hurricane Helene - REMODELED, SPLIT BEDROOM plan, 2-bath rooms with 2-Car Garage; features: metal roof (2015) with gutters, newer energy-efficient windows, all new plank laminate & tile floors, 5" baseboards throughout, new interior doors, hardware, fixtures, kitchen with granite counters, new appliances, lighting, ceiling fans, newer duct work & attic insulation, "Carrier" A/C, water filtration system, laundry hook-up in garage, newer "Bradford" hot water heater, HIGH-IMPACT GARAGE DOOR, hurricane shutters & panels for all windows, pull-down ladder into attic. MOVE-IN READY! Entertain & barbecue in the large 280 sqft screened back porch. 15-year (from 2024) transferable warranty by Hafke Plumbing (attached to listing) for replacement of NEW under-slab sewer lines, vent stacks & drain arms for vanities and kitchen, plus exterior line replaced with all PVC pipes, and more. Boundary Survey available (attached to listing). Home is located on quiet street minutes to top-rated schools, world-famous beaches with boat ramps & Beach Trolley, local parks, Tyrone Shopping Mall, Seminole City Center, St. Pete College, and a short 20 minutes ride to vibrant downtown St. Pete. Perfect for your primary home, investment or AirBnB rental!
Listing is courtesy of: REALTY CONCEPTS OF PINELLAS (727-804-5104)
Listing Agent: Lucy Scheuringer (727-804-5104)
5041 MYRTLE LN, MADEIRA BEACH, FL 33708
$499,90029 Days on yellowkey MLS ID: TB8487553
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2466 Built: 1957 Tax: $1,641 (2025)Community: Duhme SubSingle Family
Taxes:$1,641
Remarks: Under contract-accepting backup offers. MOVE-IN READY 2,466 htd. sqft 3-bedroom 2.5 bath BLOCK home with 2-Car Garage (newer high-impact garage door), inside mud room with 1/2 bath, situated on an oversized, privacy-fenced 100x100 lot (0.22 acre), needs some cosmetic updates but offers wonderful space for a new owner - bring your creative touch! Bright, open kitchen with Whirlpool appliances features large tile counters with breakfast bar, modern canned lights, and permeates a "Cottage Feel." Newer windows with hurricane shutters, double- sided fireplace between formal living room & Florida room, tile & field-stone floors, remodeled master bath shower, Kohler toilet, walk-in closet, cedar lined coat closet & ceiling fans throughout. All bedrooms are located on one side of the house (NO SPLIT BEDRM. FLOOR PLAN). French doors leading to a large open back patio inviting for friends / family gatherings and barbecues - all white vinyl fenced yard for privacy with 2 gates & front circular driveway for ample parking! Water Heater from 2018, TRANE A/C and roof with gutters in 2008 - seller is willing to put on a new roof before closing. Well pump for sprinklers needs priming, aluminum HURRICANE SHUTTERS, work bench with storage cabinets, plus washer/dryer hook-up in garage. Ride your bike to Madeira Beach, Publix grocery shopping, Slyce- & Osaka Restaurant, and Madeira Beach Schools. NO FLOOD ZONE! No deed restrictions, NO HOA - short-term rentals permitted! Take advantage of this opportunity to own a fabulously spacious home on a quiet, wooded street off Duhme Rd.- minutes to Bay Pines Veteran hospital, Tyrone Mall, Seminole City Center, St. Pete College, nearby parks, and a stone's throw to our world-renown Gulf beaches.
14066 MARGUERITE DR, MADEIRA BEACH, FL 33708
$520,00042 Days on yellowkey MLS ID: TB8480440
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 885 Built: 1949 Tax: $5,837 (2024)Community: Gulf Shores 5Th AddSingle Family
Taxes:$5,837
Remarks: One or more photo(s) has been virtually staged. Welcome to your coastal retreat. This beautifully renovated block construction home blends modern updates with timeless beachside charm, offering the perfect opportunity to enjoy the relaxed Florida lifestyle. This thoughtfully designed 2-bedroom, 1-bath residence features an open floor plan with stylish tile flooring throughout, creating a bright and welcoming living space. The updated kitchen is a standout, complete with stone countertops, custom wood cabinetry, and brand-new stainless steel appliances—perfect for both everyday living and entertaining. The bathroom has been tastefully updated with a double vanity and elegant tilework, combining functionality with a clean, modern aesthetic. Both bedrooms are generously sized with ample closet space, while all-new window treatments add a polished finish and privacy throughout the home. Just off the kitchen, a charming sunroom offers the ideal spot for morning coffee or evening wine. Outside, the beautifully landscaped, low-maintenance yard creates a private outdoor setting perfect for relaxing, grilling, and enjoying the coastal breeze. A unique feature of the property is the detached 240 sq. ft. block construction garage, offering incredible versatility—it could easily be converted into a studio, office, workshop, or additional living space. Recent upgrades include a whole-house water purification system, new hot water heater, new irrigation system, new interior washer and dryer, and an updated HVAC condenser, providing peace of mind for the next owner. Ideally located just minutes from Caddy’s, The Candy Kitchen, The Reef Bar & Grill, John’s Pass, and the beautiful Gulf beaches, this home places dining, shopping, entertainment, and the sand at your fingertips.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Alicia Warburton (201-424-3042)
850 BAY POINT DR, MADEIRA BEACH, FL 33708
$2,299,95064 Days on yellowkey MLS ID: TB8461842
0 Days Off yellowkey (back on 4/4/2026)
Bed: 5 Bath: 4.0 Gar: 5 Liv Area Sq Ft: 2628 Built: 2020 Tax: $30,617 (2025)Community: Bay Point Estates 2Nd AddSingle Family
Taxes:$30,617
Remarks: Under contract-accepting backup offers. 700K Price Improvement! Reduced March 27th! OPEN, DEEP WATER! ELEVATED! COMPLETELY RENOVATED! 40,000 LB BOAT LIFT! PRIVATE ELEVATOR! SIMPLY STUNNING! If you appreciate the finer things in life — a fine glass of wine from your 600-BOTTLE DUAL-ZONE WINE CELLAR (2022), a perfectly crafted evening cocktail at your custom WET BAR (2025), or quiet moments on the terrace with the ocean breeze — this home was designed for you. This extraordinary ELEVATED 2020 residence sits on one of the most coveted and RARELY AVAILABLE LOTS along the INTRACOASTAL WATERWAY, offering unobstructed SUNRISE & SUNSET VIEWS and DIRECT GULF ACCESS with a 40,000-LB DECO BOAT LIFT (2023). Bring the heavy boats. The newer dock (2021) includes water (2024) and electric. Inside, soaring ceilings, warm natural wood floors, and walls of glass frame Boca Ciega Bay from nearly every room. The chef’s kitchen features SUB-ZERO refrigeration, a WOLF gas range, built-in convection oven and microwave, KITCHENAID dishwasher (2025). The layout offers TWO LUXURIOUS PRIMARY SUITES, an additional en-suite bedroom, and a private office with sound-deadening membrane. A PRIVATE 950-LB RATED ELEVATOR connects all levels and leads to a 2,606 SQ FT LOWER-LEVEL 5+ CAR GARAGE with 3-TON MINI-SPLIT A/C and polyaspartic flooring (2022), accommodating vehicles, jet skis, and motorcycles with ease. ROOF (2022). HURRICANE IMPACT WINDOWS/DOORS THROUGHOUT. 24kW WHOLE-HOUSE GENERATOR powered by a 500-GALLON BURIED PROPANE TANK (Industrial grade). FIBER INTERNET. LUTRON SMART-HOME AUTOMATION provides seamless control of lighting and whole-home audio with voice activation. Remotely manage lighting, entry access, climate, and security systems from anywhere, delivering a true modern luxury living experience. FULLY INTEGRATED CCTV SECURITY WITH STORAGE FOR A MONTH. Outdoors, PROFESSIONALLY DESIGNED LANDSCAPING (2023), spun-copper commercial lighting, tiki torches, in-ground irrigation with drip line for potted plants, and STAINLESS CABLE RAILINGS WITH INTEGRATED LIGHTING (2024) create a refined waterfront setting. The backyard is prepped for a future outdoor kitchen with propane line, a wide 12ft balcony with 460 sq ft outdoor living space and drain in place. Plenty of room for an inground pool. Less than a mile stroll to the Gulf beaches of Madeira Beach — boat in the morning, beach at sunset. This is true Florida coastal living. Inside you will find THREE SLEEK BIDETS, CUSTOM PRIMARY CLOSETS, PLANTATION SHUTTERS, BEAUTIFULLY REMODELED ALL FOUR BATHROOMS (2025/26), HOTEL COLLECTION SCENT SYSTEM (2023) PLUMBED INTO HVAC, reverse-osmosis water at the wet bar, HIGH-EFFICIENCY VARIABLE-SPEED HVAC SYSTEM (2024), and GE washer & dryer (2023) conveying. Flood insurance is $813 per year and assumable. This is not simply a waterfront home. It is a statement for the buyer who understands luxury. Be sure to review the 3D floorplan and Social Media Reel.
Listing Agent: Tami Jones (727-331-9515)
403 NORMANDY RD, MADEIRA BEACH, FL 33708
$945,000317 Days on yellowkey MLS ID: TB8391830
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1826 Built: 1953 Tax: $13,893 (2024)Community: Island Estates Unit 1 Sec ASingle Family
Taxes:$13,893
Remarks: One or more photo(s) has been virtually staged. Short Sale. Short Sale - list price is bank-approved price. Offers below list price will not be accepted. Live the Island Life in Style - Just Steps from the Sand! Ready for immediate occupancy, this beautifully remodeled waterfront retreat is your gateway to the ultimate coastal lifestyle. Meticulously renovated from ceiling to baseboard, no detail has been overlooked in creating a home of unmatched quality and comfort. The property boasts new walls with added insulation, new ceilings throughout, including ship lap detailing in the main living area, and an additional coating over the new roof, all designed to enhance the home's energy efficiency and long-term value. Perfectly positioned just a 5-minute walk to the beach, a 15-minute stroll to the vibrant shops and restaurants of John's Pass, and only a 10-minute boat ride to the open Gulf, this home also offers a 5-minute cruise to some of the area's most popular sandbars - perfect for weekend adventures. Inside, you'll discover a spacious, light-filled open-concept layout with three generous bedrooms and two fully updated bathrooms. The coastal-inspired design showcases wood-look tile flooring, a cozy fireplace for cooler nights, and a chef’s kitchen featuring sleek quartz countertops, abundant cabinetry, and a layout that keeps you connected while entertaining. Seller will give an allowance for an appliance package with an acceptable offer. Recent updates include a new roof in 2023, adding peace of mind and long-term value. Step outside to your own private oasis: a large pavered patio, covered outdoor bar, and a sparkling waterfront pool ideal for sun-soaked days or evening gatherings. For boating enthusiasts, the home features a deep water dock with a 12,000 lb boat lift, providing fast access to the Intracoastal Waterway, the Gulf of Mexico, and beyond. The fully fenced yard adds an extra layer of privacy and security - ideal for both pets and people. Whether you’re searching for a full-time waterfront residence or a dreamy vacation escape, this island-style home checks all the boxes. Schedule your private showing today—and start living the coastal dream!
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Michael Wyckoff (727-642-6621)
668 AMERICAN LEGION DR, MADEIRA BEACH, FL 33708
$1,875,000266 Days on yellowkey MLS ID: TB8409867
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2728 Built: 2005 Tax: $6,531 (2025)Community: Galleys CoveSingle Family
Taxes:$6,531
Remarks: Unrivaled Waterfront Living with Panoramic Bay Views completely updated. No flood damage for added piece of mind! This is a stunning 3-bedroom, 3-bathroom, private elevator, extra room on 1st Floor that can be another Bedroom, Mother-on Law Suite, or Gym, and an office located on the water. Can easily be converted into a 5 Bedroom home. Every detail of this home has been thoughtfully upgraded and meticulously maintained. Boating enthusiasts will delight in the private dock, capable of accommodating approximately a 30-foot boat, providing direct access to the bay. Enjoy Paddle boarding in the bay right behind house, and endless relaxation and entertainment in your heated pool, which can be heated up to 108 degrees! Larger filtration pump has been added so water in jets come out like a Jacuzzi! Can be enjoyed all year long. Spread out and entertain with ease, featuring a spacious bonus room on the first floor, (about 800 square feet not included in square footage of the house), an incredibly versatile space ideal for a fourth bedroom, Mother-in-Law suite, state-of-the-art home gym, game room, or anything your heart desires. Comfort is paramount with two-zone AC systems and an on-demand tankless hot water system, city gas for stove, and pool heater. This property is also equipped with a sprinkler system thru out the home for your safety, and your own private elevator. Ascend to the upper levels to discover not one, but two private balconies offering absolutely fabulous, unobstructed views of the bay. Additional peace of mind comes with a lifetime warranty metal roof and an attached two-car garage. Can also be used as an ABND with $1500 a night potential! This exceptional home offers the perfect blend of tranquility and accessibility, being just minutes from pristine beaches, top-rated schools, and convenient shopping. Must take a look at this special property!
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: John Marra (727-637-5189)
358 BOCA CIEGA DR, MADEIRA BEACH, FL 33708
$549,90020 Days on yellowkey MLS ID: TB8476937
REDUCED by $10,000 (1.8%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1059 Built: 1941 Tax: $3,503 (2025)Community: Pages Rep Of Mitchells Beach 2Single Family
Taxes:$3,503
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 2-bedroom, 2-bath coastal retreat in the heart of Madeira Beach. Thoughtfully updated inside and out, this home offers a crisp, modern feel with quality finishes and true turnkey convenience. Major improvements include a NEW HVAC, new water heater, updated electrical and plumbing, luxury vinyl flooring, fresh interior paint, updated lighting, and a 2021 shingle roof. The kitchen features new cabinetry, stone countertops, and new appliances—including a dishwasher. Both bathrooms have been stylishly renovated, with a tiled walk-in shower in one and a tub/shower combo in the other. Outdoor living is just as enjoyable. The front yard showcases coastal shell landscaping for low-maintenance charm, while the fenced backyard offers excellent privacy with artificial turf—perfect for pets, relaxing, or effortless entertaining. Zoned R-2 and ideally located, short distance to the beach and John’s Pass Village, you’ll love having shopping, dining, and entertainment just moments away. Whether you're seeking a primary residence, second home, or investment opportunity, this property checks all the boxes. Here’s your chance to own a slice of paradise in Madeira Beach—come live where others vacation.
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Betsy Sheffield (727-417-3204)
14103 E PARSLEY DR, MADEIRA BEACH, FL 33708
$935,000109 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
Taxes:$7,673
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)
360 145TH AVE E, MADEIRA BEACH, FL 33708
$949,000158 Days on yellowkey MLS ID: A4671424
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1502 Built: 1963 Tax: $3,601 (2024)Community: Madeira Shores 1St AddSingle Family
Taxes:$3,601
Remarks: One or more photo(s) has been virtually staged. 3/2 in Madeira Shores in Madeira Beach. 64' waterfront w/ dock & boat lift. Complete 2025 renovation. This completely renovated waterfront home in Madeira Shores in Madeira Beach, Florida offers 1,502 square feet of modern coastal living. The stunning kitchen features quartz countertops, recessed cabinets, and new GE stainless steel appliances (2025), flowing into an open-concept living area with luxury vinyl plank flooring throughout. Both redesigned bathrooms showcase designer tile and spa-inspired fixtures. Fresh interior and exterior paint complement the home's crisp, contemporary feel. Every major system was upgraded in 2025 including electrical, plumbing, HVAC, and water heater, providing complete peace of mind. Hurricane impact windows and doors add energy efficiency and storm protection. The tile roof and 1-car garage complete the structural features. The 6,399 square foot lot offers 64 feet of water frontage with a private electric dock and 6,000-pound boat lift, perfect for boating enthusiasts. The spacious backyard provides room for a future pool and outdoor entertaining. No HOA restrictions give you complete freedom to enjoy your waterfront lifestyle. Located just a 5-minute walk to Madeira Beach with easy access to dining, shopping, and local attractions. The Preferred Lender, Eads Mortgage, is offering up to $13,687 towards closing costs or rate buy down. Schedule your showing today.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Lucia Spriggs (518-337-3895)
728 PRUITT DR, MADEIRA BEACH, FL 33708
$1,250,00010 Days on yellowkey MLS ID: TB8494283
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1802 Built: 1954 Tax: $6,822 (2025)Community: Bay Point Estates 1St AddSpa: NoSingle Family
Taxes:$6,822
Remarks: Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece, perfectly positioned on a deep-water canal in prestigious Bay Point Estates—with quick, direct access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating at your doorstep. Your private dock, sparkling pool, and seamless access to John’s Pass further elevate the experience, redefining the boating lifestyle. Enjoy a 1-mile walk to John’s Pass and a 5-minute walk to Madeira Beach and Caddy’s Waterfront Restaurant. A sweeping circular driveway framed by lush landscaping and swaying palm trees creates a striking first impression, offering exceptional curb appeal and ample parking. Inside, this beautifully designed 2-bedroom, 2-bath residence offers 1,802 square feet of light-filled living space, with a welcoming entry and a stylish front office or bonus room framed by glass-paneled doors—perfect for working from home or a quiet retreat. The home opens into a stunning open-concept living area where the kitchen, dining, and living spaces flow seamlessly together, enhanced by natural light and tranquil waterfront views. NEW Roof and A/C in 2025! At the heart of the home, the designer kitchen showcases quartz countertops, custom bright cabinetry, a center island with seating, and sleek glass-front appliances—ideal for everyday living and entertaining. Warm wood accents, curated coastal lighting, and refined finishes add depth and character, while expansive windows and sliding glass doors create a seamless connection to the waterfront. The open great room is a true showpiece, anchored by a dramatic floor-to-ceiling marble feature wall with a sleek linear fireplace, creating a focal point. Soft coastal tones and generous seating invite relaxation, while walls of glass frame serene water views and fill the space with natural light. The adjoining dining area is perfectly positioned to capture the view, completing the home’s indoor-outdoor flow. Privately tucked away, the primary suite offers a serene retreat with a light, airy ambiance and thoughtfully designed layout. The spa-inspired ensuite bath features a glass-enclosed shower with elegant tilework, dual vanities, and refined finishes reminiscent of a boutique hotel. A custom walk-in closet completes the suite, offering both style and organization. Step outside to your private waterfront oasis, where beautifully designed outdoor living spaces invite relaxation and entertaining. A sparkling pool is surrounded by expansive paver decking, offering multiple areas to lounge, dine, and enjoy the coastal breeze. A covered gazebo creates the perfect shaded retreat for morning coffee or evening cocktails, set against wide water views and swaying palms. The lush lawn and thoughtfully landscaped grounds add privacy and charm, enhancing the home’s resort-style ambiance. Enjoy peaceful moments poolside as dolphins glide by, or unwind on your private dock before heading out for a day on the water—made effortless with your remote-controlled 10,000 lb lift. The dock is new and features lighting for nighttime, two new boat motor lifts, and a fish cleaning station with plumbing and electric. With deep-water access and quick navigation to the Intracoastal Waterway and Gulf of Mexico, this property is truly a boater’s dream. This is coastal living at its finest—where every day feels like a vacation and the water is always within reach. Schedule your private appointment today!
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Raymond Mihara (813-960-2300)
249 144TH AVE, MADEIRA BEACH, FL 33708
$799,0004 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
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
$935,00029 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)
14181 E PARSLEY DR, MADEIRA BEACH, FL 33708
$529,90049 Days on yellowkey MLS ID: TB8481121
REDUCED by $45,800 (8.0%) on 04/07/2026
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
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), Utility Sink and Front-load Washer and Dryer INCLUDED. LED lights and Ceiling fans with remote. 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 the water view of Boca Ciega Bay and 150th Ave Drawbridge. Feel the Florida Lifestyle walking to the beach!
Listing Agent: Mia Rodriguez (727-483-4006)
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