Madeira Beach Homes with Sailboat Water Water Frontage

Welcome to Madeira Beach, Florida—a hidden gem nestled in the heart of Pinellas County, where the sun-kissed shores and tranquil waters create an idyllic coastal retreat. Known for its stunning beaches, vibrant community, and laid-back atmosphere, Madeira Beach offers a unique blend of relaxation and adventure. Whether you’re strolling along the iconic John's Pass Village, indulging in fresh seafood at local eateries, or soaking up the sun on the soft sandy beaches, this charming city has something for everyone.

For those dreaming of a waterfront lifestyle, Madeira Beach boasts an array of homes with sailboat water frontage. Imagine stepping out of your backyard and onto your boat, ready to explore the open waters of the Gulf of Mexico. These picturesque properties not only offer breathtaking views but also provide direct access to some of the best sailing, fishing, and water sports in the region. The serene environment and the sound of gentle waves make these homes a perfect sanctuary for nature lovers and boating enthusiasts alike.

In addition to its natural beauty, Madeira Beach is known for its friendly community and vibrant local culture. With a variety of parks, recreational activities, and annual events, residents enjoy a lively lifestyle while still embracing the tranquility of coastal living. Whether you’re looking for a permanent residence or a vacation home, Madeira Beach’s sailboat waterfront properties offer the perfect opportunity to live the dream of life on the water. Discover your slice of paradise in Madeira Beach—where every day feels like a vacation!

Newest Madeira Beach Homes with Sailboat Water Water Frontage

506 Crystal Drive, Madeira Beach $3,395,000

5 Beds
5 Baths
Crystal Island SubDv.
33708 Zip Code

13655 Gulf Boulevard Unit 401, Madeira Beach image

13655 Gulf Boulevard Unit 401, Madeira Beach — N/A $3,075,000

Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-...

3 Beds
3 Baths
Coastal Elegance At Snug Harbor Condo SubDv.
33708 Zip Code

13655 Gulf Boulevard Unit 302, Madeira Beach image

13655 Gulf Boulevard Unit 302, Madeira Beach — N/A $1,525,000

Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-...

3 Beds
2 Baths
Coastal Elegance At Snug Harbor Condo SubDv.
33708 Zip Code

13655 Gulf Boulevard Unit 201, Madeira Beach image

13655 Gulf Boulevard Unit 201, Madeira Beach — N/A $1,675,000

Introducing COASTAL ELEGANCE AT SNUG HARBOR Five Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exq...

2 Beds
2 Baths
Snug Harbor Condo SubDv.
33708 Zip Code

403 Normandy Road, Madeira Beach $915,000 ▼

Virtually Staged. BEACH, BOATING OR POOL? WHY CHOOSE WHEN YOU CAN HAVE ALL THREE! WELCOME TO YOUR PRIVATE WATERFRONT ESCAPE ON ISLAND ESTATES! Situated on a cul-de-sac...

3 Beds
2 Baths
Island Estates Unit 1 Sec A SubDv.
33708 Zip Code

360 145th Avenue E, Madeira Beach $999,800

Stunning inside. Deep water outside. Direct Gulf access. Minutes to everything you could want, all wrapped up in one beautiful package. Professionally designed and renov...

3 Beds
2 Baths
Madeira Shores 1st Add SubDv.
33708 Zip Code

541 Lillian Drive, Madeira Beach $849,000

Virtually Staged. One or more photo(s) was virtually staged. Wake up to breathtaking sunrises over the water, enjoy your morning coffee beneath the shade of mature trees,...

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

503 Johns Pass Avenue, Madeira Beach image

503 Johns Pass Avenue, Madeira Beach $2,599,000 ▼

STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct dee...

4 Beds
3 Baths
Crystal Island 2nd Add SubDv.
33708 Zip Code

300 150th Avenue Unit 510, Madeira Beach image

300 150th Avenue Unit 510, Madeira Beach — Town Center Condo B $649,000 ▼

This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rental...

2 Beds
2 Baths
Harbor At Town Center Condo SubDv.
33708 Zip Code

14077 N Bayshore Drive, Madeira Beach image

14077 N Bayshore Drive, Madeira Beach $2,290,000 ▼

Virtually Staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT...

3 Beds
2 Baths
Gulf Shores 3rd Add Rep SubDv.
33708 Zip Code

376 145th Avenue E, Madeira Beach $1,199,000 ▼

POLE POSITION luxury waterfront estate vacant lot on the very tip of a finger! WIDE OPEN water views across the entire intracoastal waterway! This prime & unique locati...

Madeira Shores 1st Add SubDv.
33708 Zip Code

400 150th Avenue Unit 504, Madeira Beach image

400 150th Avenue Unit 504, Madeira Beach — The Residences At Town Center $1,270,000 ▼

Discover your coastal sanctuary at the Residences at Town Center on Madeira Beach, where refined luxury meets the effortless rhythm of Gulf front living. From the moment ...

3 Beds
3 Baths
Residences At Town Center Condo SubDv.
33708 Zip Code