249 144TH AVENUE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 2 Bath · 1,240 SqFt · $564/SqFt
Days on Market: 183
County: Pinellas
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: MADEIRA SHORES 1ST ADD
Year built: 1960
Garage: No
Waterfront: Yes
Rare opportunity to build your dream home or high-end spec project on the water in sought-after Madeira Beach. This 50x100 lot at 249 144th Ave offers direct Intracoastal access with only the bridge at Johns Pass to go under for Gulf Access—just minutes to the Gulf of Mexico by boat. The existing structure was damaged by Hurricanes Helene and Milton in 2024 and is being sold AS-IS. While the home remains in disrepair, the roof was replaced in 2021 and appears to be in good condition. The dock sustained heavy storm damage and will need to be removed ... Read more....»
14555 N BAYSHORE DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 1 Half Bath · 1,277 SqFt · $486/SqFt
Days on Market: 147
County: Pinellas
Legal Subdivision Name: SUNNY SHORES
Year built: 1960
Garage: Yes 1 vehicles
Waterfront: Yes
Waterfront Beach Home with Panoramic Intracoastal Views – Just One Block to Madeira Beach! Tucked away in a peaceful location with stunning panoramic views of the Boca Ciega Intracoastal Waterway, this charming coastal home offers the ultimate Florida lifestyle. As you walk through the front door, you're immediately greeted by incredible long-range water views from the open-concept floor plan and the primary bedroom. Enjoy spectacular sunrises from the deck each morning, and take a short one-block stroll to Madeira Beach to catch every breathtaking sunset. Recent Updates & Key Highlights: City of Madeira Beach: Preliminary report shows NOT substantially damaged Pinellas County Appraiser: Repairs/improvements up ... Read more....»
747 PRUITT DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
3 Bed · 2 Bath · 1,664 SqFt · $373/SqFt
Days on Market: 18
County: Pinellas
Legal Subdivision Name: BAY POINT ESTATES 1ST ADD
Year built: 1956
Garage: No
One or more photo(s) has been virtually staged. Welcome to your dream coastal retreat in Madeira Beach! This beautifully updated home offers the perfect blend of modern finishes and beachside charm. Featuring a spacious open layout with abundant natural light, the property includes a sleek kitchen with stainless steel appliances, quartz countertops, and custom cabinetry. The bedrooms are bright and inviting, while the bathrooms showcase contemporary tile and elegant fixtures. Step outside to enjoy lush landscaping, a private patio, and plenty of room to relax or entertain. Just minutes from the Gulf of Mexico, John’s Pass Village, dining, and entertainment, ... Read more....»
14184 W PARSLEY DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 1 Half Bath · 827 SqFt · $724/SqFt
Days on Market: 45
Cumulative Days on Market: 197
County: Pinellas
Legal Subdivision Name: GULF SHORES 6TH ADD
Year built: 1950
Garage: Yes 1 vehicles
Waterfront: Yes
Development/Build Opportunity – Located on Madeira Beach’s coveted W Parsley Drive, this waterfront lot offers the perfect canvas for a custom luxury build. The existing structure holds no value and should be considered a tear-down, making this a true land opportunity. The lot includes a private dock and sits on a no-bridge canal, giving boaters direct passage to the Intracoastal and Gulf of America. Just a short stroll or bike ride brings you to Madeira Beach’s famous sandy shoreline, or take your boat out for a sunset cruise to the Gulf. Dining and shopping at John’s Pass are minutes away, ... Read more....»
13004 BOCA CIEGA AVENUE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 2 Bath · 1,196 SqFt · $480/SqFt
Days on Market: 313
County: Pinellas
Legal Subdivision Name: PAGES REP OF MITCHELLS BEACH 2
Year built: 1946
Garage: No
2025 & 2026 Flood Insurance paid in full by the Seller! This home is MOVE IN READY! Back on the market and better than ever! This 2-bedroom, 2-bathroom coastal retreat has been tastefully renovated on the first floor following Hurricane Helene, offering a fresh, beachy vibe with all the comforts of a move-in ready home. Peace of mind with an Assumable Flood Insurance Policy! Fully permitted and thoughtfully refreshed, it's the first completed remodel of its kind in the area -giving buyers a rare opportunity to enjoy easy, turnkey living just steps from the water. The renovation is more than ... Read more....»
13325 1ST STREET E
MADEIRA BEACH FL 33708
Residential / Single Family Residence
1 Bed · 1 Bath · 600 SqFt · $815/SqFt
Days on Market: 93
County: Pinellas
Legal Subdivision Name: PAGES REP OF MITCHELLS BEACH
Year built: 1945
Garage: No
Your Coastal Dream Starts Here! Welcome to your own slice of paradise—this enchanting seaside cottage is just steps from the powder-soft sands of Madeira Beach! When people say “location, location, location,” this gem is what they mean. Nestled perfectly near the shoreline and within easy walking distance to the vibrant Shops of John’s Pass Historic Village, it offers the ideal blend of beach serenity and local charm. Completely renovated from top to bottom, this bright and breezy retreat invites you to experience beach living at its absolute finest. As you enter, you’re welcomed by a sun-drenched open-concept living space that radiates warmth ... Read more....»
197 148TH AVENUE E
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 1,250 SqFt · $328/SqFt
Days on Market: 40
County: Pinellas
Legal Subdivision Name: NORTH MADEIRA SHORES
Year built: 1955
Garage: No
Short Sale. Incredible opportunity to build your dream home or investment property in a great location. This tear-down property features a desirable lot in an established neighborhood — ready for your vision and new construction. Located close to shopping, schools, dining, parks, and major roadways. Sold “AS IS” — lot has existing utilities available,
135 143RD AVENUE E
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 1 Half Bath · 1,077 SqFt · $371/SqFt
Days on Market: 1
County: Pinellas
Legal Subdivision Name: MADEIRA MANOR
Year built: 1940
Garage: No
Your Madeira Beach coastal dream is ready for its next chapter! Located just steps from the sand on a spacious 62x96 lot, this solid block home offers endless possibilities. Remediate and renovate the existing structure or start fresh and build your ideal beach retreat. The current layout includes 2 bedrooms and 1 full bath and 1 half bath. The office/den can easily be converted to third bedroom! Just a short walk from Johns Pass Village, public beach parking, local dining, and shopping. Flood damage from Hurricane Helene. Some photos were taken prior to the storm for reference. Being ... Read more....»
13707 PLYMOUTH STREET
MADEIRA BEACH FL 33708
Residential / Single Family Residence
3 Bed · 2 Bath · 806 SqFt · $478/SqFt
Days on Market: 52
County: Pinellas
Legal Subdivision Name: GULF SHORES HARBOR SUB
Year built: 1946
Garage: No
***PRICE IMPROVEMENT!!! Coastal Charm in a Compact Package! Your Madeira Beach Bungalow just a block from the Gulf of American and public beach access. Discover the delightful efficiency of this "Cute as a Button" bungalow at 13707 Plymouth St, Madeira Beach, FL! Though a cozy 646 sq ft, this charming 3-bedroom, 2-bath home including a loft is packed with potential and an unbeatable location, just a 3-minute stroll north of the vibrant John's Pass Village. Step inside and envision your perfect coastal getaway. Ingeniously designed, this bungalow makes the most of every square foot. While county records historically show a 2-bedroom, 1-bath ... Read more....»
15416 2ND STREET E
MADEIRA BEACH FL 33708
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 1,804 SqFt · $213/SqFt
Days on Market: 126
County: Pinellas
Legal Subdivision Name: LONE PALM BEACH 4TH ADD
Year built: 1948
Garage: No
Private Pool: Yes
SOLD "AS IS". Motivated Owner. All reasonable offers considered. Walls and flooring have been removed. Renovate this spacious four bedroom, two and a half bath home with an inground pool to your specifications! In 2020 this home was renovated but unfortunately damaged by flooding in 2024 during Helene. Appliances are not included in sale of the property as there is no guarantee that they are in working condition as well as the Central Heat & Air.
440 S BAYSHORE DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
3 Bed · 2 Bath · 1,247 SqFt · $301/SqFt
Days on Market: 171
County: Pinellas
Legal Subdivision Name: GULF SHORES 4TH ADD
Year built: 1945
Garage: No
INVESTMENT OPPORTUNITY. FLOOD DAMAGED HOUSE! Welcome to a fantastic opportunity in Madeira Beach! This charming 3-bedroom, 2-bathroom single-family residence, built in 1945, offers a blank canvas ready for your vision. Nestled on a 3,986 square-foot lot, the home provides ample space for you to create your dream sanctuary. Step inside to discover a warm and inviting atmosphere. The home's interior features a spacious open layout, where natural light floods the rooms, creating a bright and airy feel throughout. The central air conditioning ensures comfort, while tile flooring adds a sleek, modern touch. Though the kitchen and living areas are in ... Read more....»
13200 BOCA CIEGA AVENUE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 2 Bath · 1,052 SqFt · $333/SqFt
Days on Market: 184
County: Pinellas
Legal Subdivision Name: TULLIS REP
Year built: 1956
Garage: No
Just minutes walk to the beach or John's pass makes this the ideal place to rebuild or build new! The owner is leaving the existing structure to provide the buyer with the most options. With a view of the Boca Ciega Bay's inter-coastal waterway - this property is at the center of it all - the beach, boating, shopping and restaurants in this wonderful beach town.
336 BOCA CIEGA DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
4 Bed · 2 Bath · 1,436 SqFt · $244/SqFt
Days on Market: 74
County: Pinellas
Legal Subdivision Name: PAGES REP OF MITCHELLS BEACH 2
Year built: 1961
Garage: No
Opportunity awaits in beautiful Madeira Beach! This single-family home is located just minutes from the vibrant shops, dining, and waterfront entertainment of John’s Pass, making it an ideal spot for your future beach retreat or investment property. The existing structure is in need of significant repair and is likely best suited for replacement or elevation to meet current FEMA and flood zone requirements. Situated on a quiet street with easy access to the Intracoastal Waterway and the Gulf of Mexico, this property offers prime potential for a custom-built stilt home or elevated beach cottage. Whether you're looking to build your dream coastal ... Read more....»
14031 E PARSLEY DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 892 SqFt · $376/SqFt
Days on Market: 239
County: Pinellas
Legal Subdivision Name: BAY POINT ESTATES
Year built: 1955
Garage: No
Charming Bungalow Site with Prime Location on Madeira Beach ! This unique property offers an incredible opportunity to build your dream home in one of the most sought-after locations in Florida. Previously a cozy bungalow, this home was impacted by Hurricane Helene and now offers a fresh slate for rebuild or new construction. Situated on a spacious 6,247 sq. ft. lot, an elevated home on this site would boast breathtaking views of the Intracoastal Waterway and it is just a short walk from the vibrant Johns Pass Village and Boardwalk, offering easy access to the beach, shops, restaurants, and local attractions. This ... Read more....»
14076 MARGUERITE DRIVE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 2 Bath · 1,064 SqFt · $310/SqFt
New Listing!!!
County: Pinellas
Legal Subdivision Name: GULF SHORES 5TH ADD
Year built: 1950
Garage: No
BUILDER/INVESTOR SPECIAL — MULTIFAMILY ZONING! Prime Madeira Beach opportunity on a 51×106 (5,841 sqft) lot featuring a main home plus a detached cottage. County recognizes two living units (3/2 total) on 0.13 acres. A 2025-3891-DEMO permit (issued 8/4/25) is already approved — ready to scrape and build a duplex or two new townhomes. The detached cottage is move-in ready, includes a mini-split system and appliances, perfect as an in-law suite or income unit. Cash or hard-money buyers only. Sold as-is. Unbeatable location: walk to John’s Pass, dining, and Sunset Beach.
365 145TH AVENUE E
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 1,032 SqFt · $305/SqFt
Days on Market: 1
County: Pinellas
Legal Subdivision Name: MADEIRA SHORES 1ST ADD
Year built: 1950
Garage: Yes 1 vehicles
CASH ONLY, AS-IS, INVESTOR SPECIAL- Investor’s dream in the heart of Madeira Beach! This 2-bedroom, 1-bath, 1,032 sq. ft. corner home sits on a prime lot surrounded by multi-million-dollar waterfront properties, just moments from the sugar-sand beaches and vibrant local dining that make Madeira Beach one of Florida’s most desirable coastal communities. This cash-only opportunity is perfect for investors or visionaries ready to bring new life to a property with solid bones and endless potential. Whether you’re dreaming of a vacation getaway, luxury rental, or charming beach retreat, this location offers it all—steps to John’s Pass Village, boating, and the ... Read more....»
411 VIRGINIA AVENUE
MADEIRA BEACH FL 33708
Residential / Single Family Residence
2 Bed · 1 Bath · 930 SqFt · $323/SqFt
Days on Market: 248
County: Pinellas
Legal Subdivision Name: MADEIRA BEACH
Year built: 1946
Garage: No
**NEW, Updated FEMA Letter - Improvements up to $78,396!! Prime Vacant Lot in Madeira Beach – Build Your Dream Coastal Home! OR RENOVATED the existing structure with permits up to $78,396. Seize this rare opportunity to build your dream beach home or renovate in the heart of Madeira Beach! This 40x100 lot is ideally located just steps from the sugar-white sands and sparkling Gulf waters, offering the ultimate Florida lifestyle. Ideal blank slate for a brand-new, elevated beach retreat built to modern codes and insurance standards or renovate existing structure. ROOF: 2019; Hot Water Heater: 12/2024; HVAC Air Handler ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.


















