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$665,000

Welcome to your Gulf-front getaway at The Crimson on the Gulf, an exclusive 15-unit boutique condominium in the heart of Madeira Beach. This beautifully furnished 2-bedroom, 2-bath residence offers breathtaking partial Gulf views, spectacular sunsets, and exceptional rental potential with a one-week minimum rental policy. Step inside to a spacious, open-concept floor plan featuring porcelain tile flooring throughout and tastefully updated bathrooms. The primary suite offers a generous walk-in closet; additional storage and owner's closets provide plenty of space for personal belongings. Another advantage is HVAC system is replaced in 2024. Relax on the oversized private balcony and enjoy views of the Gulf of Mexico, or take advantage of the private beach access just steps away. Whether you're looking for a vacation retreat, an income-producing property, or a 1031 Exchange opportunity, this condo checks every box. Its prime location and flexible rental policy make it highly desirable for both vacationers and seasonal visitors, offering strong income potential year-round. Perfectly situated directly across from the world-famous John's Pass Village & Boardwalk, you'll have more than 100 restaurants, shops, waterfront bars, entertainment venues, dolphin tours, deep-sea fishing charters, jet ski rentals, and family attractions just a short walk away. The Crimson offers resort-style amenities, including a heated beachfront pool, hot tub, secure lobby entrance, covered parking, barbecue grills and picnic areas. Conveniently located to Tampa International Airport, St. Pete-Clearwater Airport, shopping, hospitals, golf courses, marinas, professional sports venues, and the many charming beach communities along Gulf Boulevard, this is coastal living at its finest. Rarely are listings available in this sought-after community. Don't miss the opportunity to own a piece of paradise in one of Madeira Beach's most desirable beachfront locations.

2 Beds ⋅ 2 Baths ⋅ Crimson On The Gulf Condo SubDv. ⋅ 33708 Zip Code

Welcome to your Gulf-front getaway at The Crimson on the Gulf, an exclusive 15-unit boutique condominium in the heart of Madeira Beach. This beautifully furnished 2-bedroom, 2-bath residence offers breathtaking partial Gulf views, spectacular sunsets, and exceptional rental potential with a one-week minimum rental policy. Step inside to a spacious, open-concept floor plan featuring porcelain tile flooring throughout and tastefully updated bathrooms. The primary suite offers a generous walk-in closet; additional storage and owner's closets provide plenty of space for personal belongings. Another advantage is HVAC system is replaced in 2024. Relax on the oversized private balcony and enjoy views of the Gulf of Mexico, or take advantage of the private beach access just steps away. Whether you're looking for a vacation retreat, an income-producing property, or a 1031 Exchange opportunity, this condo checks every box. Its prime location and flexible rental policy make it highly desirable for both vacationers and seasonal visitors, offering strong income potential year-round. Perfectly situated directly across from the world-famous John's Pass Village & Boardwalk, you'll have more than 100 restaurants, shops, waterfront bars, entertainment venues, dolphin tours, deep-sea fishing charters, jet ski rentals, and family attractions just a short walk away. The Crimson offers resort-style amenities, including a heated beachfront pool, hot tub, secure lobby entrance, covered parking, barbecue grills and picnic areas. Conveniently located to Tampa International Airport, St. Pete-Clearwater Airport, shopping, hospitals, golf courses, marinas, professional sports venues, and the many charming beach communities along Gulf Boulevard, this is coastal living at its finest. Rarely are listings available in this sought-after community. Don't miss the opportunity to own a piece of paradise in one of Madeira Beach's most desirable beachfront locations.

12935 Gulf Lane Unit 205, Madeira Beach

$462,000

Welcome to this beautifully remodeled and move-in ready WATERFRONT 2-bedroom 2 bath VILLA with GARAGE, courtyard, private DOCK & BOAT LIFT! Nestled in the GATED 55+ Boating Community of Boca Ciega Point, this home boasts open water views, yet is located in a protected cove, ideal for boating, fishing, paddle-boarding, kayaking and dolphin & manatee watching. The new kitchen features “Lily Ann” gray custom wood cabinets with under cabinet lighting, modern back-splash, ample Quartz counter space, “Samsung” top of the line “smart appliances,” including a “quiet” dishwasher, upscale refrigerator, range, microwave and trash compactor. The primary suite includes a full bathroom, spacious walk-in shower with security handles and 2 walk-in closets, retractable blinds in lanai porch door - serene water views create a perfect spot to unwind at the end of the day. Other features include 2 skylights, ceiling fans throughout, new wood-plank laminate floors with 5” baseboards, remote-controlled sun shades in the spacious Florida room, a 3.5 ton superior “TRANE” HVAC system & water heater in 2024, double driveway, and best of all: SEWER LINES that were SLEEVED at a cost of $12,000! Association 14 roof replaced in 2017. Step outside and fall in love with the huge 15x11 ft composite deck, illuminated by night lights on remote control - storm-tested and built to last, for grand entertaining & fun on the water – watch the 4th of July fireworks from your backyard! An attached 1-Car Garage is finished with epoxy flooring, storage shelves, 160 Mile-rated garage door, water softener & washer/ dryer hook-up. The monthly HOA fees cover fiber-optic cable & internet, water, sewer, trash pickup, building- and flood insurance, exterior maintenance including seawall and roof, grounds-keeping, private roads, on-site management, heated/cooled community pool, tennis- & shuffleboard courts, bocce, 2 clubhouses with active social calendar, fitness center, card- & game rooms, library, along with ENVERA – a virtual gate security system. Pet-friendly – one pet up to 25 lbs permitted (Association 14 consists of only 40 units). Short commute to Publix & Walmart stores, restaurants, bars, Seminole City Center with movie theater, St. Pete College, Seminole Rec Center, Bay Pines Marina, VA hospital, Tyrone Mall, “The Legion”, Madeira Beach #1 tourist attraction “John's Pass Village” and world-renown white, sandy beaches. The vibrant downtown of St. Petersburg is only 13 miles away and 30 minutes' drive to Tampa International Airport. This true villa-style home – no one above or below you, and resort-style living awaits you to launch into the intracoastal lifestyle.

2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code

Welcome to this beautifully remodeled and move-in ready WATERFRONT 2-bedroom 2 bath VILLA with GARAGE, courtyard, private DOCK & BOAT LIFT! Nestled in the GATED 55+ Boating Community of Boca Ciega Point, this home boasts open water views, yet is located in a protected cove, ideal for boating, fishing, paddle-boarding, kayaking and dolphin & manatee watching. The new kitchen features “Lily Ann” gray custom wood cabinets with under cabinet lighting, modern back-splash, ample Quartz counter space, “Samsung” top of the line “smart appliances,” including a “quiet” dishwasher, upscale refrigerator, range, microwave and trash compactor. The primary suite includes a full bathroom, spacious walk-in shower with security handles and 2 walk-in closets, retractable blinds in lanai porch door - serene water views create a perfect spot to unwind at the end of the day. Other features include 2 skylights, ceiling fans throughout, new wood-plank laminate floors with 5” baseboards, remote-controlled sun shades in the spacious Florida room, a 3.5 ton superior “TRANE” HVAC system & water heater in 2024, double driveway, and best of all: SEWER LINES that were SLEEVED at a cost of $12,000! Association 14 roof replaced in 2017. Step outside and fall in love with the huge 15x11 ft composite deck, illuminated by night lights on remote control - storm-tested and built to last, for grand entertaining & fun on the water – watch the 4th of July fireworks from your backyard! An attached 1-Car Garage is finished with epoxy flooring, storage shelves, 160 Mile-rated garage door, water softener & washer/ dryer hook-up. The monthly HOA fees cover fiber-optic cable & internet, water, sewer, trash pickup, building- and flood insurance, exterior maintenance including seawall and roof, grounds-keeping, private roads, on-site management, heated/cooled community pool, tennis- & shuffleboard courts, bocce, 2 clubhouses with active social calendar, fitness center, card- & game rooms, library, along with ENVERA – a virtual gate security system. Pet-friendly – one pet up to 25 lbs permitted (Association 14 consists of only 40 units). Short commute to Publix & Walmart stores, restaurants, bars, Seminole City Center with movie theater, St. Pete College, Seminole Rec Center, Bay Pines Marina, VA hospital, Tyrone Mall, “The Legion”, Madeira Beach #1 tourist attraction “John's Pass Village” and world-renown white, sandy beaches. The vibrant downtown of St. Petersburg is only 13 miles away and 30 minutes' drive to Tampa International Airport. This true villa-style home – no one above or below you, and resort-style living awaits you to launch into the intracoastal lifestyle.

542 Boca Ciega Point Boulevard N Unit 2108, Madeira Beach

$329,900

Enjoy the Florida Gulf Coast lifestyle in this well-maintained and updated 2-bedroom, 1-bath condo in gated Madeira Beach Yacht Club. Located on the second and top floor of a two-story building, this 750-square-foot condo works equally well as a full-time residence, second home, vacation getaway, or flexible investment property. Inside, you'll find an updated kitchen, attractive LVP flooring, in-unit washer and dryer, comfortable living space, and two bedrooms. Step outside to the private screened lanai—a great spot for morning coffee or relaxing after a day at the beach. Madeira Beach Yacht Club is an established waterfront community conveniently located near Madeira Beach, restaurants, shopping, ROC Park, John's Pass, and the many attractions of the Gulf Beaches. An especially valuable feature for second-home buyers and investors is the association's 7-day minimum rental policy, providing the flexibility to enjoy the condo

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

Enjoy the Florida Gulf Coast lifestyle in this well-maintained and updated 2-bedroom, 1-bath condo in gated Madeira Beach Yacht Club. Located on the second and top floor of a two-story building, this 750-square-foot condo works equally well as a full-time residence, second home, vacation getaway, or flexible investment property. Inside, you'll find an updated kitchen, attractive LVP flooring, in-unit washer and dryer, comfortable living space, and two bedrooms. Step outside to the private screened lanai—a great spot for morning coffee or relaxing after a day at the beach. Madeira Beach Yacht Club is an established waterfront community conveniently located near Madeira Beach, restaurants, shopping, ROC Park, John's Pass, and the many attractions of the Gulf Beaches. An especially valuable feature for second-home buyers and investors is the association's 7-day minimum rental policy, providing the flexibility to enjoy the condo

260 Medallion Boulevard Unit F, Madeira Beach

$399,000

Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day one! See 2024, 2025 and 2026 earnings below. Welcome to your dream investment at the highly sought-after Madeira Beach Yacht Club. This fully renovated, second floor unit is being sold as a true turnkey property, meaning everything—from the high-end furniture and kitchen appliances down to the beach towels—are included in the sale. Whether you are looking for a personal coastal retreat or a high earning rental, this unit is ready to host guests tomorrow. The Interior: Modern Luxury Meets Coastal Comfort!! Step into a space that feels brand new. The unit features: Stunning high-end granite countertops throughout the kitchen and baths. Mechanical Peace of Mind: Brand new roof and high-efficiency heat pump installed in 2025. Fully Equipped: Includes a complete kitchen setup, all small appliances, premium bedding, and essential beach equipment. The Numbers: Proven Performance This isn't just a home; it’s a business. With a 1-week minimum rental period, this property enjoys high demand year-round: 2024 Gross Income: $27,873 2025 Gross Income: $19,122 - Owners occupied the property. 2026 Pacing: Already $13,575 in confirmed reservations on the books. Full rental history is available directly from the owner. The Location: Walkable Paradise Situated on the beautiful Boca Ciega Bay, the Madeira Beach Yacht Club offers an unparalleled lifestyle. You are just 1,500 feet from public beach access and steps away from: ROC Park: Located directly across the street, offering pickleball, tennis, basketball, a playground, and a dog park. Daily Conveniences: An easy walk to the grocery store, pharmacy, liquor store, and local favorite restaurants. On-Site Amenities: Enjoy a gated community with a clubhouse, two heated pools, four private fishing piers, and a large marina. Flexible Purchase Options The seller is motivated and willing to consider owner financing with favorable terms, making this an accessible entry point into the lucrative Florida vacation rental market. Don’t miss out on this proven income generator!

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

Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day one! See 2024, 2025 and 2026 earnings below. Welcome to your dream investment at the highly sought-after Madeira Beach Yacht Club. This fully renovated, second floor unit is being sold as a true turnkey property, meaning everything—from the high-end furniture and kitchen appliances down to the beach towels—are included in the sale. Whether you are looking for a personal coastal retreat or a high earning rental, this unit is ready to host guests tomorrow. The Interior: Modern Luxury Meets Coastal Comfort!! Step into a space that feels brand new. The unit features: Stunning high-end granite countertops throughout the kitchen and baths. Mechanical Peace of Mind: Brand new roof and high-efficiency heat pump installed in 2025. Fully Equipped: Includes a complete kitchen setup, all small appliances, premium bedding, and essential beach equipment. The Numbers: Proven Performance This isn't just a home; it’s a business. With a 1-week minimum rental period, this property enjoys high demand year-round: 2024 Gross Income: $27,873 2025 Gross Income: $19,122 - Owners occupied the property. 2026 Pacing: Already $13,575 in confirmed reservations on the books. Full rental history is available directly from the owner. The Location: Walkable Paradise Situated on the beautiful Boca Ciega Bay, the Madeira Beach Yacht Club offers an unparalleled lifestyle. You are just 1,500 feet from public beach access and steps away from: ROC Park: Located directly across the street, offering pickleball, tennis, basketball, a playground, and a dog park. Daily Conveniences: An easy walk to the grocery store, pharmacy, liquor store, and local favorite restaurants. On-Site Amenities: Enjoy a gated community with a clubhouse, two heated pools, four private fishing piers, and a large marina. Flexible Purchase Options The seller is motivated and willing to consider owner financing with favorable terms, making this an accessible entry point into the lucrative Florida vacation rental market. Don’t miss out on this proven income generator!

179 Medallion Boulevard Unit E, Madeira Beach