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Discover a truly one-of-a-kind waterfront residence where architectural distinction, exceptional privacy, and breathtaking Intracoastal views define the Florida coastal lifestyle. Offering approximately 3,726 square feet of thoughtfully designed living space, this custom-built luxury home captures spectacular water views from nearly every window. Expansive covered terraces and custom European glass doors with accordion-style operation create a seamless connection between indoor and outdoor living. Designed for elegant entertaining and everyday comfort, the beautifully appointed kitchen opens to a spacious great room, complemented by formal and casual dining areas and multiple waterfront gathering spaces. Enjoy magnificent sunrises over Little Bird Key and peaceful water views. Built in 2018 with composite decking, the private dock features water, electricity, and a boat lift accommodating up to 20,000 pounds, with access to the Gulf of Mexico in approximately five minutes. The extraordinary, approximately 1,650-square-foot primary suite is a private sanctuary featuring rich Brazilian cherry flooring, an expansive sitting area, custom dual walk-in closets, and a spa-inspired bathroom with an oversized walk-in shower, Moen body sprays, dual vanities, and a Jacuzzi tub. A spacious private laundry area adjoins the closets, with convenient pass-through access for clothing. Additional waterfront bonus space offers flexibility for an office, fitness studio, or personal retreat. Thoughtful features include a generously sized garage accommodating up to four vehicles in a tandem configuration, washer and dryer hookups and a dedicated water heater on each of the three floors, abundant third-floor storage, a water softener system, and solid concrete construction from top to bottom. Within walking distance of the Gulf beaches and the waterfront restaurants, boutique shops, and entertainment of John’s Pass Village, this home places the best of Madeira Beach close at hand. The community’s ongoing revitalization and new development add to the appeal of this coastal setting. With its distinctive architecture, generous interior space, private waterfront setting, and exceptional boating access, this remarkable residence offers an extraordinary place to call home.

3 Beds ⋅ 3 Baths ⋅ Pages Rep Of Mitchells Beach 2 SubDv. ⋅ 33708 Zip Code

Discover a truly one-of-a-kind waterfront residence where architectural distinction, exceptional privacy, and breathtaking Intracoastal views define the Florida coastal lifestyle. Offering approximately 3,726 square feet of thoughtfully designed living space, this custom-built luxury home captures spectacular water views from nearly every window. Expansive covered terraces and custom European glass doors with accordion-style operation create a seamless connection between indoor and outdoor living. Designed for elegant entertaining and everyday comfort, the beautifully appointed kitchen opens to a spacious great room, complemented by formal and casual dining areas and multiple waterfront gathering spaces. Enjoy magnificent sunrises over Little Bird Key and peaceful water views. Built in 2018 with composite decking, the private dock features water, electricity, and a boat lift accommodating up to 20,000 pounds, with access to the Gulf of Mexico in approximately five minutes. The extraordinary, approximately 1,650-square-foot primary suite is a private sanctuary featuring rich Brazilian cherry flooring, an expansive sitting area, custom dual walk-in closets, and a spa-inspired bathroom with an oversized walk-in shower, Moen body sprays, dual vanities, and a Jacuzzi tub. A spacious private laundry area adjoins the closets, with convenient pass-through access for clothing. Additional waterfront bonus space offers flexibility for an office, fitness studio, or personal retreat. Thoughtful features include a generously sized garage accommodating up to four vehicles in a tandem configuration, washer and dryer hookups and a dedicated water heater on each of the three floors, abundant third-floor storage, a water softener system, and solid concrete construction from top to bottom. Within walking distance of the Gulf beaches and the waterfront restaurants, boutique shops, and entertainment of John’s Pass Village, this home places the best of Madeira Beach close at hand. The community’s ongoing revitalization and new development add to the appeal of this coastal setting. With its distinctive architecture, generous interior space, private waterfront setting, and exceptional boating access, this remarkable residence offers an extraordinary place to call home.

13009 Boca Ciega Avenue, Madeira Beach

14900 Gulf Boulevard Unit 204, Madeira Beach

$695,000

Updated Madeira Beach Gulf-Front Condo with Gulf & Pool Views! Welcome to 14900 Gulf Blvd #204 in Surfside South, Madeira Beach. This updated 2-bedroom, 2-bathroom condo features renovated interiors, coastal-inspired finishes, and a beachfront location. Improvements throughout the unit include new flooring, fresh paint, updated kitchen and bathroom finishes, and two walk-in closets. The property offers a combination of modern interior features, outdoor views, and access to community amenities. Interior Features & Updates: Kitchen: Updated cabinetry, granite countertops, and white appliances complement the coastal-inspired design and provide a functional kitchen space. Flooring & Paint: Fresh neutral paint and new flooring installed in 2025 extend throughout the unit, creating a consistent appearance from room to room. Bathrooms: Both bathrooms feature updated vanities, lighting, and fixtures, incorporating contemporary finishes. Walk-In Closets: Two walk-in closets provide additional storage space for clothing, luggage, and everyday essentials. In-Unit Laundry: The unit includes a washer and dryer, with a new washer installed in 2026. Air Conditioning: The A/C system was replaced in 2024. Balcony, Beach & Community Amenities: The private balcony offers views of the community pool and views of the Gulf of Mexico. Surfside South is located directly on Madeira Beach, providing beach access along with community amenities that include a swimming pool, spa, and secure building access. The beachfront setting and balcony views add to the property's coastal appeal. Rental Information & Property Potential: The condominium permits rentals with a 30-day minimum stay, subject to condominium documents and applicable rules. This rental structure allows for personal use as well as potential seasonal or monthly rental income when the property is not in use. Unit 204 combines updated interior finishes, two walk-in closets, in-unit laundry, a newer A/C system, balcony views, and a beachfront location. The property's updates and rental flexibility offer several features to consider for a primary residence, seasonal use, or an investment property. Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code

Updated Madeira Beach Gulf-Front Condo with Gulf & Pool Views! Welcome to 14900 Gulf Blvd #204 in Surfside South, Madeira Beach. This updated 2-bedroom, 2-bathroom condo features renovated interiors, coastal-inspired finishes, and a beachfront location. Improvements throughout the unit include new flooring, fresh paint, updated kitchen and bathroom finishes, and two walk-in closets. The property offers a combination of modern interior features, outdoor views, and access to community amenities. Interior Features & Updates: Kitchen: Updated cabinetry, granite countertops, and white appliances complement the coastal-inspired design and provide a functional kitchen space. Flooring & Paint: Fresh neutral paint and new flooring installed in 2025 extend throughout the unit, creating a consistent appearance from room to room. Bathrooms: Both bathrooms feature updated vanities, lighting, and fixtures, incorporating contemporary finishes. Walk-In Closets: Two walk-in closets provide additional storage space for clothing, luggage, and everyday essentials. In-Unit Laundry: The unit includes a washer and dryer, with a new washer installed in 2026. Air Conditioning: The A/C system was replaced in 2024. Balcony, Beach & Community Amenities: The private balcony offers views of the community pool and views of the Gulf of Mexico. Surfside South is located directly on Madeira Beach, providing beach access along with community amenities that include a swimming pool, spa, and secure building access. The beachfront setting and balcony views add to the property's coastal appeal. Rental Information & Property Potential: The condominium permits rentals with a 30-day minimum stay, subject to condominium documents and applicable rules. This rental structure allows for personal use as well as potential seasonal or monthly rental income when the property is not in use. Unit 204 combines updated interior finishes, two walk-in closets, in-unit laundry, a newer A/C system, balcony views, and a beachfront location. The property's updates and rental flexibility offer several features to consider for a primary residence, seasonal use, or an investment property. Schedule your showing today!

14900 Gulf Boulevard Unit 204, Madeira Beach

$1,224,000

Deep-water Intracoastal living in Madeira Beach with a 10,000 lb Davit Master boat lift, wet berth, and additional dockage for vessels up to 38 feet with a 14-foot beam. The dock has 110V and 220V power, water, and night lighting, with a sturdy rip-rap shoreline. From your dock, John’s Pass is approximately five minutes by boat, providing direct access to the Gulf of America. Madeira Beach waterways connect to John’s Pass and the Gulf, making this location particularly well suited to the boating lifestyle. This turn-key 4-bedroom, 2-bath waterfront home is designed around the view. Impact-rated windows and a 12-foot, three-panel impact-rated sliding glass door span the waterfront side, bringing the Intracoastal into the main living spaces. Enjoy water views throughout the day, with both sunrise and sunset views and regular dolphin sightings from the backyard and dock. Inside, the open living, dining, and kitchen areas feature porcelain tile, custom moldings, recessed lighting, and plantation shutters. The kitchen offers 23 linear feet of quartz counter space, stainless appliances, gas cooking, wine cooler and a movable stainless-steel island. A bonus entry room provides additional flexible living space, while a separate waterfront nook near the primary bedroom offers another place to take in the view. The primary suite includes French-door entry, dual-sink vanity, custom shower, lighted mirror, towel warmer, and a walk-in closet with extensive hanging, shelving, and shoe storage. Three additional bedrooms provide flexibility for guests, an office, or creative hobby space. Property improvements include a new 200-amp electrical panel, central A/C with supplemental mini-splits, impact windows and doors, electric roll-down hurricane shutters, a hurricane-rated garage door, blown-in attic insulation, whole-house water purification, a generator-ready propane connection, an outdoor shower, new gutters, and an anti-backflow sewer valve. Outside, the waterfront setting continues with pavers, artificial turf, tropical landscaping, a fenced yard, and a driveway accommodating up to five vehicles. Less than half a mile away, only a 10-minute walk to the white sands of Madeira Beach. For the buyer whose Florida home begins with the boat, the water, and the ability to get out to the Gulf, this property delivers the waterfront infrastructure already in place.

4 Beds ⋅ 2 Baths ⋅ Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code

Deep-water Intracoastal living in Madeira Beach with a 10,000 lb Davit Master boat lift, wet berth, and additional dockage for vessels up to 38 feet with a 14-foot beam. The dock has 110V and 220V power, water, and night lighting, with a sturdy rip-rap shoreline. From your dock, John’s Pass is approximately five minutes by boat, providing direct access to the Gulf of America. Madeira Beach waterways connect to John’s Pass and the Gulf, making this location particularly well suited to the boating lifestyle. This turn-key 4-bedroom, 2-bath waterfront home is designed around the view. Impact-rated windows and a 12-foot, three-panel impact-rated sliding glass door span the waterfront side, bringing the Intracoastal into the main living spaces. Enjoy water views throughout the day, with both sunrise and sunset views and regular dolphin sightings from the backyard and dock. Inside, the open living, dining, and kitchen areas feature porcelain tile, custom moldings, recessed lighting, and plantation shutters. The kitchen offers 23 linear feet of quartz counter space, stainless appliances, gas cooking, wine cooler and a movable stainless-steel island. A bonus entry room provides additional flexible living space, while a separate waterfront nook near the primary bedroom offers another place to take in the view. The primary suite includes French-door entry, dual-sink vanity, custom shower, lighted mirror, towel warmer, and a walk-in closet with extensive hanging, shelving, and shoe storage. Three additional bedrooms provide flexibility for guests, an office, or creative hobby space. Property improvements include a new 200-amp electrical panel, central A/C with supplemental mini-splits, impact windows and doors, electric roll-down hurricane shutters, a hurricane-rated garage door, blown-in attic insulation, whole-house water purification, a generator-ready propane connection, an outdoor shower, new gutters, and an anti-backflow sewer valve. Outside, the waterfront setting continues with pavers, artificial turf, tropical landscaping, a fenced yard, and a driveway accommodating up to five vehicles. Less than half a mile away, only a 10-minute walk to the white sands of Madeira Beach. For the buyer whose Florida home begins with the boat, the water, and the ability to get out to the Gulf, this property delivers the waterfront infrastructure already in place.

14223 E Parsley Drive, Madeira Beach

$1,400,000

Beautifully furnished waterfront pool home created for Florida living at its BEST! This home has it all! Relax by the heated pool, take a walk on the beach while delighting in the magnificent sunsets or enjoy the ideal boating/ fishing location with quick access to the GULF via Johns Pass. This meticulously maintained home offers a private master suite upstairs with huge walk in closet, the ideal bath with garden tub for relaxation, and a large sun deck with lovely water view. The open kitchen and great room are designed for entertaining and opens to the pool and spacious patio with retractable electric sun awning. The composite boat dock and 24,000 pound lift system is ready & waiting for you to have fun. Roof replaced September 2026. All kitchen appliances are 2 years old. Pool pump 2 years old. Windows & doors were replaced by previous owner. Security system cameras remain. See inventory list for some art & patio items that do not convey. Concrete block construction first floor, wood construction 2nd floor, vinyl siding. All information is deemed reliable but is not guaranteed and should be independently verified by Buyer and/or Buyer’s Agent.

3 Beds ⋅ 2 Baths ⋅ Crystal Island 1st Add SubDv. ⋅ 33708 Zip Code

Beautifully furnished waterfront pool home created for Florida living at its BEST! This home has it all! Relax by the heated pool, take a walk on the beach while delighting in the magnificent sunsets or enjoy the ideal boating/ fishing location with quick access to the GULF via Johns Pass. This meticulously maintained home offers a private master suite upstairs with huge walk in closet, the ideal bath with garden tub for relaxation, and a large sun deck with lovely water view. The open kitchen and great room are designed for entertaining and opens to the pool and spacious patio with retractable electric sun awning. The composite boat dock and 24,000 pound lift system is ready & waiting for you to have fun. Roof replaced September 2026. All kitchen appliances are 2 years old. Pool pump 2 years old. Windows & doors were replaced by previous owner. Security system cameras remain. See inventory list for some art & patio items that do not convey. Concrete block construction first floor, wood construction 2nd floor, vinyl siding. All information is deemed reliable but is not guaranteed and should be independently verified by Buyer and/or Buyer’s Agent.

544 Lillian Drive, Madeira Beach

14300 Gulf Boulevard Unit 501, Madeira Beach

$900,000

Top-floor southwest corner unit overlooking the Gulf and coastal shoreline. Solid, simple, and clean. Vinyl plank floors, butcher block Formica counters, white cabinets. The master has a walk-in closet and a walk-in shower. In-unit laundry. New air conditioner in 2020. Under building assigned parking space and additional ground floor storage included. One-week minimum rentals bring steady demand. John’s Pass is down the road for fish, drinks, and boats. Recent improvements to the building were completed in early 2025, including: full concrete restoration, fresh elastomeric paint, and waterproof seals on all walkways, balconies, doors, and railings. New asphalt out front, a new seawall, elevator upgrades, and a resurfaced pool by the sand. There is a new membrane roof with a 35-year warranty.

2 Beds ⋅ 2 Baths ⋅ Kima Condo SubDv. ⋅ 33708 Zip Code

Top-floor southwest corner unit overlooking the Gulf and coastal shoreline. Solid, simple, and clean. Vinyl plank floors, butcher block Formica counters, white cabinets. The master has a walk-in closet and a walk-in shower. In-unit laundry. New air conditioner in 2020. Under building assigned parking space and additional ground floor storage included. One-week minimum rentals bring steady demand. John’s Pass is down the road for fish, drinks, and boats. Recent improvements to the building were completed in early 2025, including: full concrete restoration, fresh elastomeric paint, and waterproof seals on all walkways, balconies, doors, and railings. New asphalt out front, a new seawall, elevator upgrades, and a resurfaced pool by the sand. There is a new membrane roof with a 35-year warranty.

14300 Gulf Boulevard Unit 501, Madeira Beach

179 Medallion Boulevard Unit H, Madeira Beach

$369,000

YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal. In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat. THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable. USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms. Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED! LOCATION IS EVERYTHING! It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment. Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground! Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal. In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat. THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable. USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms. Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED! LOCATION IS EVERYTHING! It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment. Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground! Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.

179 Medallion Boulevard Unit H, Madeira Beach

14251 Gulf Boulevard Unit 5, Madeira Beach

$295,000

Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH!

1 Beds ⋅ 1 Baths ⋅ Tropic Shores Apt Motel Condo SubDv. ⋅ 33708 Zip Code

Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH!

14251 Gulf Boulevard Unit 5, Madeira Beach

$1,500,000

Diamond In the Rough. New Fence, New Garage Door. You have a fabulous opportunity to purchase this unique property in one of the fastest-growing cities. Madeira Beach. This pool home is on a dead-end street among Multi-Million Dollar homes. This home sits on 90 feet of Boca Ciega intercoastal waterway—Sailboat waters with a dock connected to water & electricity. Due to Helene visiting this home the owner is planning on renovating. If this is your planned area you can make this 3/2 home a mid-century modern potential the way YOU want and make this property a Multi-Million dollar home. Walking distance to shopping centre, beach, restaurants, and more. This home is perfect for the boat & fishing lover. Enter the KING OF THE BEACH tournament or watch the boats come in with the big ones while sitting at your pool with a margarita or walk over and see the weigh-in. Don't miss out on this gem. The owner is ready for the country. Are you ready for the Beach?

3 Beds ⋅ 2 Baths ⋅ Lone Palm Beach 5th Add Blk 29 Rep SubDv. ⋅ 33708 Zip Code

Diamond In the Rough. New Fence, New Garage Door. You have a fabulous opportunity to purchase this unique property in one of the fastest-growing cities. Madeira Beach. This pool home is on a dead-end street among Multi-Million Dollar homes. This home sits on 90 feet of Boca Ciega intercoastal waterway—Sailboat waters with a dock connected to water & electricity. Due to Helene visiting this home the owner is planning on renovating. If this is your planned area you can make this 3/2 home a mid-century modern potential the way YOU want and make this property a Multi-Million dollar home. Walking distance to shopping centre, beach, restaurants, and more. This home is perfect for the boat & fishing lover. Enter the KING OF THE BEACH tournament or watch the boats come in with the big ones while sitting at your pool with a margarita or walk over and see the weigh-in. Don't miss out on this gem. The owner is ready for the country. Are you ready for the Beach?

15318 Harbor Drive, Madeira Beach

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