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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

14257 N Bayshore Drive, Madeira Beach
$1,025,000
Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code
Opportunities galore await at this premier waterfront gem, perfectly positioned on the tranquil waters of Boca Ciega Bay and just one block from the pristine sands of Madeira Beach. Boasting a "grandfathered-in" commercial designation that allows for a high-density renovation of five to nine units, this property also offers the flexibility to tear down and start anew. If you desire to tear down and envision an extra-large single-family estate with an Accessory Dwelling Unit (ADU), a luxury duplex, or the construction of up to three sophisticated townhomes, the R2 zoning and generous lot size provide a rare canvas for your vision. This site comes complete with a dock included, serving as the perfect launchpad to experience unobstructed sunrises across an expanse of water toward a distant national park. From the mid-morning sparkle of sunlight on the bay to the late afternoon light painting the facades of neighboring residences, life here is defined by natural beauty and the gorgeous waterfront location. Whether you are an investor seeking a multi-unit project or a homeowner building a legacy sanctuary, this property is a coastal masterpiece in the making.

14257 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

14147 Palm Street, Madeira Beach
$260,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code
Calling all investors, builders, and visionaries - this Madeira Beach property offers a rare chance to bring your vision to life in one of the most desirable locations on the Gulf Coast. While it experienced hurricane damage last year, the existing structure remains intact, preserving the original footprint, setbacks, and duplex zoning - making redevelopment smoother and more cost-efficient. Currently zoned as a duplex, the former owners removed the dividing wall between the two living rooms, providing a flexible floorplan that can easily be restored to a true duplex layout or redesigned as a spacious single-family beachside retreat. Whether you're planning to rebuild for rental income, create a dual-living setup, or design your custom coastal home, this property is full of potential. Easy walk to John's Pass with shopping, dining, boating, and entertainment. Directly across from Madeira Beach access - steps to the sand and sunsets. Zoned for 3-month minimum rentals, making it ideal for seasonal snowbird income. Seize this opportunity to create value in a premier coastal location!

14147 Palm Street, Madeira Beach

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