Madeira Beach Real Estate

Why trust us with your Madeira Beach property? Because we've served this beach in particular, along with our surrounding gulf beaches, for over 35 years.

We know how unique Madeira is, from the wonderful and notorious Johns Pass, the hidden gems of the inter-coastal waterways, to the white sandy beaches that stretch for miles. Our office is located in the heart of Madeira, allowing us to work and live this enchanting town everyday. Whether you're looking to part ways and sell your home to someone who will love the 'Mad' Beach lifestyle as much as you do, or joining this illustrious community by purchasing a piece of Madeira yourself, we can guide you every step of the way. 

Why Madeira Beach?

Madeira Beach is much of an escape from an everyday lifestyle. Even working in Madeira isn't really "working", especially not with the views. Johns Pass Village and Boardwalk is buzzing with more than 100 shops and restaurants in a Old Florida-style waterfront atmosphere. Take the Tom Stuart Causeway, an impressive bridge with great views, to this bustling beach. Explore the surf shops and art galleries, then enjoy fresh seafood along the boardwalk at the Friendly Fisherman or Sculley’s. With it’s 2-mile long stretch of sand, Madeira Beach is the perfect escape from, well, everything!

Madeira Beach Real Estate

14019 W Parsley Drive, Madeira Beach
$795,000
4 Beds ⋅ 3 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
You must see the inside of this thoughtfully renovated, furnished home in Madeira Beach, a sought-after coastal community for residents and investors alike! Enjoy beach-town living with the beach and John's Pass Village just a short golf cart ride away, along with Madeira Beach's evolving downtown area, where ongoing development is bringing renewed energy to the community. Offering four bedrooms, three bathrooms, and a versatile layout, this home combines fresh coastal finishes with room to spread out. The main level features a split bedroom plan, inviting living and dining areas, and an updated kitchen with modern cabinetry, sleek countertops, and stainless-steel appliances. Three bedrooms are located downstairs, along with an office/bar flex room offering potential for use as a fifth bedroom. Upstairs, a fourth bedroom, separate bonus room, and bathroom create additional space for guests, hobbies, or a private retreat. Step outside to a fenced backyard designed for relaxing and entertaining. A hot tub, spacious paver patio, and pergola create inviting spaces for outdoor dining, weekend gatherings, and unwinding after a day at the beach. Thoughtfully renovated with permitted improvements, the home features remodeled bathrooms, tile flooring downstairs, and fresh finishes throughout. Furnishings, a washer, and a dryer are included, while the circular driveway provides ample parking. Whether you're seeking a full-time coastal residence, a seasonal getaway, or an investment opportunity, this home offers a welcoming place to enjoy the Madeira Beach lifestyle.

14019 W Parsley Drive, Madeira Beach
556 Johns Pass Avenue, Madeira Beach
$1,490,000
3 Beds ⋅ 4 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
Welcome to waterfront living at its finest in Crystal Island, one of Madeira Beach's highly sought-after waterfront neighborhoods! This beautiful coastal home offers 3 bedrooms, 3.5 bathrooms, 2,020 square feet of living space, and a spacious 2-car garage. Situated along a peaceful, no-wake canal, this property offers calm, protected waters ideal for docking your boat, launching jet skis, and enjoying easy access to the water. Step outside to your own private backyard oasis, featuring a newer heated pool (2023), outdoor kitchen, and 13,000-pound boat lift. The perfect setup for entertaining, relaxing, and enjoying waterfront living year-round! Inside, you'll find all brand-new appliances and several updated major systems, including a 2025 AC system, 2024 water heater, and 2017 seawall. The roof was installed in 2015 and has been recently inspected, with no leaks or issues reported. A fully operational irrigation system keeps the tropical landscaping looking its best. Located in the desirable Crystal Island community, this home combines the charm of a peaceful waterfront neighborhood with the convenience of being close to Madeira Beach's beautiful beaches, boating, dining, and entertainment. With its waterfront amenities, thoughtful updates, and prime location, this home is ready for you to enjoy the coastal lifestyle you've been dreaming of.

556 Johns Pass Avenue, Madeira Beach
553 Crystal Drive, Madeira Beach
$750,000
Crystal Island SubDv. ⋅ 33708 Zip Code
A great opportunity to build your custom waterfront dream home on this exceptional 65' x 110' sailboat-water lot in the heart of Madeira Beach. Offering deep-water access with no fixed bridges to navigate between your dock and open waters, this premier homesite is perfectly positioned for boating enthusiasts seeking the ultimate Florida waterfront lifestyle. From your backyard, enjoy quick access to John's Pass Bridge and the Gulf, making spontaneous sunset cruises, offshore fishing adventures, and days on the beach effortless. Cruise by boat to numerous waterfront restaurants throughout Madeira Beach, Treasure Island, St. Pete Beach, Clearwater Beach, and the greater Tampa Bay area. Spend weekends exploring the region's popular sandbars and shoal islands, anchoring in crystal-clear waters, and enjoying some of Florida's most spectacular sunrises and sunsets from the water. You will be home in one of the Gulf Coast's most desirable waterfront communities; Madeira Beach offers the perfect blend of laid-back coastal living and year-round recreation. Residents enjoy a golf-cart-friendly community, making it easy to access local restaurants, shops, marinas, parks, and the sugar-sand beaches of the Gulf. Nearby ROC Park serves as a community hub with tennis and pickleball courts, athletic fields, playgrounds, a splash pad, fishing areas, and community events. The area is also home to one of Pinellas County's libraries and offers numerous community and cultural attractions, while the world-famous John's Pass Village & Boardwalk offers waterfront dining, entertainment, charter fishing, watersports, shopping, and festivals throughout the year. Beyond the beaches, this location provides convenient access to all that Tampa Bay has to offer, including downtown St. Petersburg's vibrant waterfront, museums, galleries, and restaurants, as well as Tampa's professional sports, performing arts venues, international airport, and business centers. Whether you're planning a luxury waterfront residence or a seasonal retreat, this outstanding sailboat-water homesite with 65 feet of waterfront frontage presents a rare opportunity to enjoy the very best of boating, beach living, and the unmatched coastal lifestyle that makes Madeira Beach one of Florida's most sought-after destinations.

553 Crystal Drive, Madeira Beach
78 146th Avenue E, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
NEW TO MARKET!!! NEW TO MARKET!!! NEW TO MARKET!!! Steps to the beach!! View the Gulf from your front porch! Beachside living meets income-producing opportunity at 78 146th Avenue E in Madeira Beach! Just steps from the sand, this updated duplex features two one-bedroom, one-bath residences, both currently leased through July 2027. Monthly rents of $1,949 and $1,940 provide a combined $3,889 in gross monthly rental income, or $46,668 on an annualized basis at current rents. Extensive renovations include replacement windows, exterior doors, interior doors, updated water-supply plumbing, electrical wiring and receptacles, and two water heaters. Interior improvements include wall framing, insulation, drywall, freshly finished and painted walls and ceilings, and updated baseboards and trim. Street parking available. Kitchens and bathrooms feature updated cabinetry, vanities, countertops, sinks, and toilets, along with bathtub work and washer/dryer hookups for both residences. With tenants already in place, this property offers established rental income paired with the enduring appeal of a coastal location. Morning beach walks, afternoons by the Gulf, and sunset strolls are all just steps away. Whether expanding your investment portfolio or planning for future personal use after the existing leases expire, this Madeira Beach duplex brings together updated interiors, practical improvements, and the beach lifestyle. The location also places you near The Beahmaker, an upcoming Marriott Autograph Collection resort and residences, and a short drive from the waterfront dining, shopping, and entertainment of John’s Pass Village & Boardwalk. With a separate $115 million Marriott hotel development approved for John’s Pass, these hospitality projects represent significant additional investment in Madeira Beach, adding to the appeal of owning an income-producing property in this established Gulf Coast destination.

78 146th Avenue E, Madeira Beach
14900 Gulf Boulevard Unit 204, Madeira Beach
$695,000
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
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