Quick Madeira Beach FL MLS Search

Browse All Properties for Sale with Awning(s)

639 Normandy Road, Madeira Beach
$769,000
2 Beds ⋅ 3 Baths ⋅ Island Estates Unit 1 SubDv. ⋅ 33708 Zip Code
STUNNING WATERFRONT OPPORTUNITY IN MADEIRA BEACH! Bring your boat, your vision, and your plans for the ultimate coastal retreat! This exceptional waterfront property offers a private pool, concrete seawall, dock, and boat lift already in place giving you a head start on creating your dream waterfront lifestyle. The owner is a licensed General Contractor and is available to build a custom home on a cost-plus structure, potentially providing significant savings compared to traditional new-construction pricing. The existing home was previously flooded and has been fully remediated but not rebuilt. The property was determined NOT to be substantially damaged, providing buyers with options to explore renovation or a teardown and custom rebuild, subject to buyer due diligence and all applicable permitting and regulatory requirements. Located in the heart of Madeira Beach, you’ll be close to the Gulf beaches, boating waterways, shopping, dining, and the vibrant John's Pass Village & Boardwalk. This is a rare opportunity to secure a waterfront property with many of the expensive exterior improvements already in place and create something truly special. Property is being sold AS-IS with no warranties. Buyer and buyer's agent to verify all measurements, flood zone information, substantial damage determination, permitting requirements, building restrictions, and any other information important to the buyer. Bring your builder, bring your vision, and take advantage of this incredible Madeira Beach waterfront opportunity!

639 Normandy Road, Madeira Beach

14900 Gulf Boulevard Unit 304, Madeira Beach
$590,000
2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code
Stunning Gulf-front condo in the heart of Madeira Beach Surfside South building being offered fully furnished. Experience the ultimate beachfront lifestyle in this beautifully renovated two-bedroom, two-bath residence overlooking the breathtaking Gulf of America. From the moment you step through the front door, the mesmerizing blue waters draw you in through the open-concept family room and floor-to-ceiling hurricane impact sliders that lead to a large screened-in lanai. Enjoy expansive views of the white sandy beaches as you relax in your private outdoor oasis while taking in the tropical breezes and soothing sounds of the waves. Inside, the condo features stylish laminate flooring and a completely updated kitchen with white shaker cabinets, granite countertops with bar seating, and sleek black stainless steel appliances. The conveniently located laundry area includes a full-size washer and dryer set beneath a granite countertop, perfect for folding and organization. Wake up to spectacular Gulf views from the spacious owner’s suite, where floor-to-ceiling impact sliders open directly to the lanai, allowing you to enjoy the sights and sounds of the beach from your bed. The suite also features a generous walk-in closet and an updated ensuite bath with a granite-topped vanity and large walk-in shower. The guest bedroom is equally inviting with plantation shutters, laminate flooring, and a spacious walk-in closet currently utilized as an office. The updated guest bathroom includes a granite-topped vanity and a tub-shower combination. Additional highlights include a balcony storage closet, a screened lanai with hurricane shutters, and recent upgrades including impact sliders and windows (2022), HVAC (2022), water heater (2021), and an updated electrical service panel. This beachfront community offers a sparkling pool and is ideally located near restaurants, shopping, bars, and all the entertainment and boating activities of world-famous John’s Pass Village and Boardwalk. Don’t miss this rare opportunity to own your slice of Gulfside paradise—schedule your private tour today.

14900 Gulf Boulevard Unit 304, Madeira Beach

14215 N Bayshore Drive, Madeira Beach
$1,150,000
3 Beds ⋅ 3 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code
Experience refined coastal luxury in this elevated waterfront residence in Madeira Beach, offering sweeping Gulf of Mexico views and effortless access to the beach and Intracoastal waterways. This exceptional 3-bedroom, 3.5-bath home features TWO PRIMARY SUITES, an elevator, 3-car garage, private dock and 10,000-lb boat lift with quick Gulf access—an ideal coastal residence, vacation home or investment opportunity. The open-concept main level showcases a chef’s kitchen flowing seamlessly into the living and dining areas, all surrounded by abundant natural light and breathtaking water views. The third-floor primary suite is a private retreat with a balcony, two walk-in closets and spa-inspired bath featuring a Jacuzzi tub and walk-in shower. A second primary suite offers Gulf views, private balcony and en-suite bath. Additional highlights include two wood-burning fireplaces, luxury vinyl flooring and surround sound. Outdoors, enjoy a brick-paver yard, mature palms, private dock and boat lift, with opportunities to watch dolphins, fish from your dock and enjoy Madeira Beach fireworks from home. Recent improvements include a 2023 roof and water heater, fresh interior paint, and 2025 dishwasher and refrigerator. 2026 SmartVent flood vents and washer and dryer installed. Enjoy mornings on the beach, afternoons at Archibald Memorial Beach Park or ROC Park, and evenings taking in spectacular Gulf sunsets. Nearby John’s Pass Village & Boardwalk offers waterfront dining, shopping, entertainment, fishing charters, boating excursions and watersports. With ongoing investment and revitalization throughout Madeira Beach, including The Beachmaker, an upscale Marriott Autograph Collection development, Madeira Way and the Town Center area, this is a rare opportunity to own a luxury waterfront home in one of Florida’s most desirable coastal communities. A true boater’s paradise with beach access, Gulf views and exceptional amenities.

14215 N Bayshore Drive, Madeira Beach

14555 N Bayshore Drive, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
This is the kind of property some wait on… then regret when it’s gone. Solid block construction, stone and terrazzo floors, and a long water view the second you walk through the door. You’re looking straight out over the Intracoastal from the main living area and the primary bedroom — and it’s that classic Florida “I could do this every day” vibe. Here’s what matters: the demolition has already been done. PVC plumbing inside. Drywall is removed to the studs, floors and ceilings are intact, and the house is wide open for your design and layout. No guessing, no hidden surprises behind finished walls — you’re starting with a clean slate. There’s a davit for a small boat and jet ski's. Perfect for someone who wants water out back, a simple setup, and the beach at the end of the street. New roof (October 2021) Upgraded 200-amp electrical panel Blown-in attic insulation And if you’re thinking about the 50% rule, here’s the info - City of Madeira Beach preliminary report shows NOT substantially damaged Pinellas County Appraiser shows repairs/improvements up to $98,805 allowed for rehab. This is one of those rare Madeira Beach opportunities where you’re not paying for someone else’s design choices — you’re buying location, water, and a head start. Renovate it, elevate it, or rebuild it into something special. Waterfront. Walk to the beach. Long water view from inside the home. Big upside. If you’ve been waiting for a deal on the water in Madeira Beach… this is your shot.

14555 N Bayshore Drive, Madeira Beach

140 142nd Avenue E, Madeira Beach
$740,000
3 Beds ⋅ 3 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code
Elevated Madeira Beach Retreat with Gulf and Bay Views. Live the Madeira Beach lifestyle in this beautifully elevated stilt home located in the heart of Madeira Beach, Florida, just a short stroll to the sugar-white sands and warm waters of the Gulf of Mexico. Pride of ownership is immediately apparent, as this home has been owner-occupied and carefully maintained, with no rental use or tenant wear and tear like many nearby homes. Whether you're searching for a primary residence, vacation home, or high-demand short-term rental investment, this property offers the perfect blend of coastal charm, security, and low-maintenance beach living. Feel safe and confident in this elevated, flood-resilient home with a low assumable flood policy, lower insurance rates, and no history of flooding. Elevated construction provides peace of mind, enhanced security, cooler airflow, brighter natural light, and the ability to enjoy coastal breezes day and night. The location and views are exceptional and cannot be replicated, with excellent proximity to public beach access, restaurants, and shopping. This light-filled three-bedroom, two-and-a-half-bath elevated beach home features an open-concept floor plan, hurricane-impact noise-reducing windows, an inside laundry room, a walk-in pantry that also works well as an owner’s closet for rentals, two stories supported by reinforced concrete columns, partial Gulf and Bay views from nearly every window, and three balconies. Two of these balconies, including the private primary-suite balcony, offer beautiful water views. The main living level provides seamless flow between the kitchen, dining, and living areas, creating an ideal setting for entertaining. Two sets of French doors open to a full-width balcony with views of the Gulf of Mexico and Boca Ciega Bay. All three bedrooms are upstairs, including a spacious primary suite with walk-in shower and private water-view balcony. The two guest bedrooms share a full bath. After a day at the beach, unwind in the fully fenced and spacious private backyard, which is ideal for grilling, gatherings, or cozy evenings around a wood fire pit during cooler months. Parking is simple with covered space for up to four vehicles, plus additional driveway room for boats, jet skis, golf carts, or an RV. With no HOA fees, this property offers even more long-term affordability and flexibility. You will love the walkability and proximity to everything Madeira Beach is known for. Enjoy being just minutes from John’s Pass Village and Boardwalk with its dining, shopping, boat rentals, parasailing, deep-sea fishing, and festivals. ROC Park is also close by and hosts concerts, festivals, fireworks, a fishing pier, pickleball, tennis, a playground, splash pad, and a dog park. Public beach access points, local restaurants, tiki bars, grocery stores, and pharmacies are all nearby. Madeira Beach residents also enjoy free resident parking passes for most public lots, including John’s Pass, which makes every beach day effortless. Experience true island-life living, breathtaking sunsets, cool coastal breezes, and the full Gulf Beaches lifestyle. This home checks every box for buyers seeking an elevated Madeira Beach home with exceptional elevation, location, and views, along with the peace of mind that comes from never having flooded and being diligently maintained by its owners. Every sunset awaits you. Welcome home.

140 142nd Avenue E, Madeira Beach

234 145th Avenue E, Madeira Beach
$800,000
2 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
Welcome to 234 145th Avenue, a unique opportunity you MUST SEE! The craftsmanship with ultra-premium finishes in place make this home stand out. With nearly $1M in improvements over the past 5 years, this is truly an amazing opportunity to finish the rebuilding of a standout property. Perfectly positioned along a tranquil canal in Madeira Beach, this luxurious residence captures the essence of Florida coastal living with thoughtful upgrades, elegant finishes, and an effortless connection between indoor and outdoor spaces. Inside, sophistication meets substance. The ceilings have been lifted in the home, and stylish attention to detail abounds throughout the home. From the beamed high ceilings in the living area, to the stunning herringbone laid hardwood flooring, you will be in awe! Motorized blinds throughout the front and rear of the home deliver modern convenience at the touch of a button. Solid wood door frames from the original construction remain in place, and the home includes salvaged solid wood baseboards and marble kitchen counters—ready to be reimagined by the next discerning owner. The living room has an etched stone wall. The primary bedroom overlooks the pool and waterfront, and has a large ensuite, and impressive walk-in closet. There is good separation between the primary and 2nd bedrooms. The property’s finishes set it apart, and the structural components match the aesthetics. A whole-house renovation was done in 2022. The slab was reinforced prior to the 2022 renovation, ensuring long-term strength and stability. Plumbing and electric were completely updated. Spray foam insulation in exterior walls enhances energy efficiency and comfort. A brand-new seawall (2021) and private dock (with lift) provide peace of mind and seamless boating access to the Gulf. The newly completed pool (2024 by Kelly Pools), framed in light travertine, offers a resort-caliber oasis with sparkling water views and ample room for entertaining or unwinding in style. A large commercial-grade awning is perfectly placed for shade beside the pool throughout the day. The spacious, open floor plan draws natural light across living and dining areas, creating a warm, airy ambiance that complements the waterfront backdrop. The master suite is a private sanctuary, boasting panoramic pool and water views, a spa-inspired bath, and a massive walk-in closet designed for luxury living. Every detail of this home reflects enduring quality, from its refined finishes to its careful preservation of premium materials. 234 145th Avenue is more than a residence—it’s a rare opportunity to own a meticulously enhanced waterfront gem in one of Madeira Beach’s most coveted locations. The property was flooded during Helene, and was quickly opened up and many of the elements of the home were preserved as a result. The marble kitchen counters have been put in the garage along with baseboard, bathroom vanity tops and spare bath tiles and hardwood flooring. The home has can be rebuilt as is, or lifted. Come experience elegance, craftsmanship, and coastal tranquility—all in one extraordinary home.

234 145th Avenue E, Madeira Beach

543 Crystal Drive, Madeira Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Welcome to 543 Crystal Dr, nestled in the highly sought-after community of Crystal Island, a charming golf cart-friendly neighborhood just a stone's throw away from the pristine beaches of Madeira Beach—less than 1.2 miles to your sandy oasis! This fantastic 2-bedroom, 2-bathroom property presents a unique opportunity full of potential, whether you're considering a remodel or envisioning a brand-new build. Spanning a generous lot size of 65x112, this property not only offers ample space for your creative ideas but also comes with its very own dock and a robust 16,000 lb boat lift, making it a dream for boating enthusiasts. Imagine spending your weekends exploring the beautiful waterways and enjoying the coastal lifestyle that this prime location affords. The home boasts several impressive features, including a durable 30-year tile roof installed in 2012, hurricane impact windows and doors added in 2019, a new HVAC system (2022), and updated plumbing (2024). These upgrades provide peace of mind and enhance the property's value, ensuring that it is ready to accommodate your vision. While this property experienced some impact during Hurricane Helene, it has been officially deemed non-substantially damaged by the city, allowing you to move forward without concern. Additionally, we have a recent cash value appraisal in accordance with the FEMA rule, along with a survey and elevation certificate, ensuring transparency and confidence in your investment. Don't miss the chance to own a piece of paradise in Madeira Beach! Whether you're looking for a cozy retreat or a canvas for your dream home, this property is an exceptional opportunity waiting for you. Schedule a viewing today and start imagining the possibilities!

543 Crystal Drive, Madeira Beach

525 Lillian Drive, Madeira Beach
$750,000
2 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Welcome to your coastal home in the highly sought-after Crystal Island neighborhood of Madeira Beach. This waterfront residence offers the perfect blend of Florida charm and modern updates. Waterfront Living at Its Finest: Situated on a 60' x 115' waterfront lot, this home offers wide canal views and provides quick access to both the Intracoastal Waterway and the Gulf. The home sits a few feet higher than others, and has proven its resilience during Hurricane Helene with very minimal impact. A new seawall and dock (2023) accommodate large vessels, including sailboats, making this an ideal home for boating enthusiasts. Bright, Updated Interiors: Step inside to discover gleaming refinished terrazzo floors throughout, creating a seamless flow between spaces. The bright Florida room serves as a perfect retreat, offering great water views and abundant natural light. The updated kitchen showcases modern quartz countertops, raised-panel cabinetry, stainless steel appliances and a convenient dining peninsula. Recent Upgrades for Peace of Mind: All new impact windows and doors (2023-2025); new shingle roof (2023); updated HVAC system (2021); and new impact-rated garage door (2025). Additional Features: Convenient inside laundry room and included washer/dryer; a spacious two-car garage; and a generous back yard with awning covered patio. This turnkey waterfront property offers the perfect combination of coastal living, modern updates, and boating accessibility. Don't miss this opportunity to own your piece of paradise.

525 Lillian Drive, Madeira Beach

602 Flamingo Drive, Madeira Beach
$900,000
2 Beds ⋅ 2 Baths ⋅ Crystal Island 1st Add SubDv. ⋅ 33708 Zip Code
Welcome to a rare opportunity to own a piece of paradise in one of Madeira Beach's most coveted neighborhoods. This waterfront gem boasts breathtaking million-dollar sunsets and expansive open water views, setting the stage for serene living and unforgettable gatherings. While this property did experience some storm damage from the recent hurricane, its prime location holds limitless possibilities. Whether you choose to build your dream home from the ground up or remodel the existing structure, the potential here is extraordinary. Significant upgrades have already been completed for your convenience and enjoyment. In 2021, a stunning custom pool was constructed, perfect for leisurely afternoons under the sun. Additionally, a brand new seawall, dock with trex-decking (2021), and boat lift were also installed in 2021, providing immediate access to all your water activities. The home features hurricane impact windows installed in 2018 and an upgraded HVAC system from 2021, ensuring comfort and safety for years to come. Don't miss your chance to turn this waterfront property into the oasis you've always dreamed of. Seize this opportunity to create the waterfront living experience you've always dreamed of.The property sustained damage during Hurricane Helene but has since undergone remediation. The drywall has been removed, and all cabinets have been taken out, leaving it ready for reconstruction. Whether you choose to refurbish the existing home or start from scratch, this property promises a lifestyle filled with sun, sand, and spectacular sunsets. *THIS PROPERTY HAS BEEN DEEMED NOT SUBSTANTIALLY DAMAGED*. Also, we have a current appraisal that has significantly raised the value on the FEMA rule. Don’t miss out on this unique chance to invest in a prime location! Embrace the lifestyle you deserve and schedule your private tour today!

602 Flamingo Drive, Madeira Beach

14248 Palm Street, Madeira Beach
$410,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores Sub SubDv. ⋅ 33708 Zip Code
PRICE REDUCED BY OVER $25,000.... THE ASKING PRICE IS NOW FIRM. DO NOT HESITATE TO TAKE ADVANTAGE OF THIS 1940 MADEIRA BEACH COTTAGE INVESTMENT OPPORTUNITY!!! LOCATION, LOCATION, LOCATION!!! This is a vintage bungalow/cottage type structure, on a quiet street, with a spacious and landscaped yard, it has never flooded, it was tented approximately 8 yrs ago, and although the roof is older, it is in good repair. Remodel it to your liking and live there; Rent it out annually or seasonally; Remove it and build a Beautiful New Beach Home; Flip it, or keep it for yourself, family & friends to enjoy having a place at the beach...It's up to you! This 930 sq ft 2BR/2BA Beach Cottage has Southern Pine Tongue & Groove Paneled walls & ceilings, it has 3 window a/c units that are fairly new & work well, it's equipped with a spacious covered carport & it sits on a 40 x 100 lot. It's only ONE BLOCK AWAY FROM THE BEACH, and 5 minutes away from the areas #1 Tourist Destination...FAMOUS JOHNS PASS VILLAGE & its 1,100 ft BOARDWALK, with its amazing water views, great restaurants, live entertainment, over 100 merchants & unique shops, Sunset Cruises, Charter Fishing Boats, Recreational Watersports and all types of activities for the whole family! Take a walk along the sandy beach, and let the relaxing sound of the waves, and the coastal breeze of the gulf blow thru your hair while enjoying the Spectacular Sunsets. *** Life is truly better at the beach! *** NOTE: CASH ONLY, PROOF OF FUNDS REQUIRED, AND LOW-BALL OFFERS WILL NOT BE CONSIDERED...DUE TO THE SELLERS SUBSTANTIABLE PRICE REDUCTION, THEIR CURRENT ASKING PRICE IS FIRM.

14248 Palm Street, Madeira Beach

230 145th Avenue E, Madeira Beach
$965,000
2 Beds ⋅ 1 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code
**BACK ON MARKET...buyers got cold feet, home has gone through inspection and in EXCELLENT condition. Be the first lucky buyer to scoop this home up, now UNDER $1M!! If you’re searching for that special home that stands out from the crowd, this is the one! This 1373sf 2BR Pool Home has high-end updates and unique finishes that rarely exist in this price range. Located on a deep water lot, just a short walk to the beach, restaurants and shopping. Driving up to the home, you’ll immediately notice the meticulous tropical landscaping, crushed shell finish and custom awnings. Enter the home and immediately you’ll see the beautiful features, from the crushed shell interior walls in the entry and living room, to the bamboo ceiling feature in the foyer, you’ll instantly be impressed! The living room and bedrooms have the original hardwood floors, which provides additional charm to the home. The compact kitchen has been outfitted with Big Chill Retro Appliances and new cabinetry. The picturesque views from the kitchen, living room and dining room are a reminder that you live in paradise! You’ll love the one-of-a-kind hand crafted cedar feature wall in the dining room. The 18’x13’ dining room is a great entertaining space with French doors leading you to the outdoor space. The outdoor space has been updated with travertine, the salt water pool is equipped with LED lighting and bubbler on the sun shelf. A large canopy provides plenty of afternoon shade. The structural components match the high end aesthetics…metal roof, seawall, pool, dock and lift have all been renovated or replaced within the past 3 yrs. The garage has been converted into an expansive laundry room with additional built in storage. There’s plenty of room to reconfigure and add a 2nd bath if desired. There’s an additional storage room, accessible from the east side of the home. The furnishings are perfectly suited to each space, and the owner is willing to sell the home fully furnished. This is truly a turnkey showpiece! Easy to schedule showings. Also, there’s a 3D walk through and a video walk through available.

230 145th Avenue E, Madeira Beach

537 Crystal Drive, Madeira Beach
$780,000
2 Beds ⋅ 2 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Welcome to 537 Crystal Drive, Madeira Beach, where the potential for your dream home awaits! This delightful 2-bedroom, 2-bathroom WATERFRONT HOME not only boasts a prime location in the upscale Crystal Island Neighborhood, but also comes with a range of notable features including a spacious living area with an OPEN FLOOR PLAN. Step inside to see a wall of windowed impact doors showcasing a perfect view of your private backyard oasis and the INTERCOASTAL WATERWAY. Inside, you will find a home that has undergone significant upgrades. A new A/C ensures your comfort and brand-new hurricane windows and doors, offer both safety and peace of mind. The electrical system has been modernized to a robust 200 amps. Due to flooding earlier this year, the home is in the process of being transformed into an updated masterpiece including a newly renovated master bath, complete with upgraded plumbing for a touch of luxury. The stunning kitchen features glass mosaic tile blue backsplash, Quartz countertops, Stainless steel sink and stove bonnet, underneath cabinet lighting, and beautiful new red mahogany Shenandoah cabinets. The home’s interior now features 24”X24” Luxury Carrara Marble Tiled flooring, and Waterproof Hardie Board along the lower portion of the walls, which provides both durability and a stylish finish. The roof, installed in 2004, has remained leak-free and secure. Experience WATERFRONT LIVING at its finest! Step outside and enjoy your expansive dock, newly built with genuine Polywood lumber and imagine effortlessly launching your boat from the convenience of your own backyard! The 10,000-pound boat lift ensures that your watercraft is not only secure but also easily accessible for those spontaneous trips out on the sparkling Gulf stream. Whether you're a boating enthusiast or simply enjoy the peace and tranquility of waterfront living, this feature adds an extra layer of convenience and leisure to your lifestyle. 537 Crystal Drive is not just a home; it is a canvas awaiting your personal touch and finishes. Embrace the opportunity to own this residence with a solid foundation and endless possibilities, minutes from the Beach and John’s Pass, all in a luxury neighborhood with Top Rated Schools. Schedule a showing today and envision the coastal lifestyle that awaits you!

537 Crystal Drive, Madeira Beach

Start Your Search

Madeira Beach Real Estate & Homes With Awning(s)

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Madeira Beach, FL. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

How much is your home worth?

Get instant property value now!