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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

730 Pruitt Drive, Madeira Beach
$995,000
3 Beds ⋅ 2 Baths ⋅ Bay Point Estates 1st Add SubDv. ⋅ 33708 Zip Code
BOATER'S PARADISE! EXTENSIVELY RENOVATED WATERFRONT HOME JUST 2 MINUTES FROM JOHN'S PASS! Welcome to beautiful Madeira Beach, where modern coastal charm meets relaxed Florida waterfront living! This extensively renovated 3-bedroom, 2-bathroom home features a desirable split-bedroom floor plan, stylish contemporary finishes, and a private dock with direct boating access to the Intracoastal Waterway and the Gulf! From the moment you arrive, you'll appreciate the charming coastal-blue exterior, tropical landscaping, and inviting curb appeal. Step inside to discover a beautifully transformed interior featuring an open-concept layout, gorgeous large-format tile flooring, recessed lighting, and an abundance of natural light. The beautifully updated kitchen features crisp white shaker cabinetry, coastal-blue lower cabinets, quartz countertops with a matching backsplash, stainless steel appliances, sleek black hardware, and an expansive peninsula perfect for entertaining. The spacious living and dining areas flow seamlessly together, creating a bright and welcoming atmosphere. Major improvements include all-new electrical and plumbing, new hurricane-impact windows, a brand-new A/C system, tankless hot water heater and a 2020 roof, offering added comfort and peace of mind. Enjoy morning coffee or evening cocktails on your screened-in patio overlooking the water, or head out from your private dock for a day of boating, fishing, and exploring the Gulf Coast. LOCATION, LOCATION, LOCATION! Just 2 minutes from John's Pass Village & Boardwalk, with waterfront dining, shopping, entertainment, and beautiful sandy beaches nearby. Move-in ready and perfectly positioned for waterfront living!

730 Pruitt Drive, Madeira Beach

14223 E Parsley Drive, Madeira Beach
$1,224,000
4 Beds ⋅ 2 Baths ⋅ Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code
Deep-water Intracoastal living in Madeira Beach with a 10,000 lb Davit Master boat lift, wet berth, and additional dockage for vessels up to 38 feet with a 14-foot beam. The dock has 110V and 220V power, water, and night lighting, with a sturdy rip-rap shoreline. From your dock, John’s Pass is approximately five minutes by boat, providing direct access to the Gulf of America. Madeira Beach waterways connect to John’s Pass and the Gulf, making this location particularly well suited to the boating lifestyle. This turn-key 4-bedroom, 2-bath waterfront home is designed around the view. Impact-rated windows and a 12-foot, three-panel impact-rated sliding glass door span the waterfront side, bringing the Intracoastal into the main living spaces. Enjoy water views throughout the day, with both sunrise and sunset views and regular dolphin sightings from the backyard and dock. Inside, the open living, dining, and kitchen areas feature porcelain tile, custom moldings, recessed lighting, and plantation shutters. The kitchen offers 23 linear feet of quartz counter space, stainless appliances, gas cooking, wine cooler and a movable stainless-steel island. A bonus entry room provides additional flexible living space, while a separate waterfront nook near the primary bedroom offers another place to take in the view. The primary suite includes French-door entry, dual-sink vanity, custom shower, lighted mirror, towel warmer, and a walk-in closet with extensive hanging, shelving, and shoe storage. Three additional bedrooms provide flexibility for guests, an office, or creative hobby space. Property improvements include a new 200-amp electrical panel, central A/C with supplemental mini-splits, impact windows and doors, electric roll-down hurricane shutters, a hurricane-rated garage door, blown-in attic insulation, whole-house water purification, a generator-ready propane connection, an outdoor shower, new gutters, and an anti-backflow sewer valve. Outside, the waterfront setting continues with pavers, artificial turf, tropical landscaping, a fenced yard, and a driveway accommodating up to five vehicles. Less than half a mile away, only a 10-minute walk to the white sands of Madeira Beach. For the buyer whose Florida home begins with the boat, the water, and the ability to get out to the Gulf, this property delivers the waterfront infrastructure already in place.

14223 E Parsley Drive, Madeira Beach

15424 2nd Street E, Madeira Beach
$589,900
3 Beds ⋅ 2 Baths ⋅ Lone Palm Beach 4th Add SubDv. ⋅ 33708 Zip Code
**NEW PRICE — $589,900! MOTIVATED SELLERS! YOUR MADEIRA BEACH LIFESTYLE STARTS HERE!** Just approximately 0.2 mile from the Gulf, this refreshed 3-bedroom, 2-bath, 1,103 sq. ft. single-family block home offers the opportunity to own your own piece of Madeira Beach — with NO HOA, a private backyard, and beach access just a short walk away. Imagine starting your morning with coffee on your backyard deck, spending the afternoon at the beach, and returning home to relax around your own fire pit. This is what makes this location and property so special. Inside, you'll find a bright, refreshed interior featuring an updated kitchen with shaker-style cabinetry and stainless-steel appliances. Two full bathrooms include a tiled walk-in shower. Additional features include a fireplace, washer and dryer, tankless water heater, and three bedrooms offering flexibility for guests, a home office, or everyday living. Step outside to a tropical backyard with a spacious wood deck, fire-pit area, and fenced outdoor space. Whether you're hosting friends, enjoying a quiet evening, or simply relaxing after a beach day, this outdoor setting adds another dimension to Florida living. And the LOCATION? It's hard to beat! Enjoy nearby Gulf beach access, ALDI, CVS Pharmacy, Gulf Beaches Public Library, R.O.C. Park, Madeira Beach City Centre, and Smugglers Cove Adventure Golf. John's Pass, waterfront dining, shopping, and island entertainment are just minutes away. **NEW PRICE. MOTIVATED SELLERS. BEACH LIFESTYLE. NO HOA.** An opportunity to own a single-family home on its own lot in Madeira Beach, close to the Gulf and everyday conveniences. **Motivated sellers and a newly reduced price make this a great time to explore beach living in Madeira Beach. Schedule your private showing today!** Seller will contribute up to $10,000 toward buyer's allowable closing costs, prepaids and/or interest-rate buydown with acceptable contract terms, subject to lender approval. All measurements, dimensions, and distances are approximate and should be independently verified.

15424 2nd Street E, Madeira Beach

506 Crystal Drive, Madeira Beach
$3,395,000
5 Beds ⋅ 5 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Under Construction. NEW CONSTRUCTION WATERFRONT ESTATE | 5BR | 4.5BA | 4,118 SF | 4-CAR GARAGE | ELEVATOR | POOL | DOCK | 12' DEEP WATER | INTRACOASTAL & GULF ACCESS Rare new-construction waterfront estate in Madeira Beach with 12' deep canal, direct Intracoastal & Gulf access, private dock, pool, elevator, 4-car garage, 10' ceilings and approximately 4,118 SF of sophisticated contemporary living. For the boating enthusiast, the waterfront setting is exceptional. The property sits on a 12-foot-deep canal with direct access to the Intracoastal Waterway and Gulf of Mexico, providing the kind of deep-water connectivity that makes this residence more than simply a waterfront home—it is a true coastal lifestyle property. Launch your boat from your private dock and head directly to the Intracoastal Gulf, beaches, restaurants and world-class fishing waters. Inside, contemporary architecture and refined finishes create an impressive sense of scale and sophistication. Ten-foot ceilings enhance the open living spaces, while expansive windows bring natural light and the waterfront environment into the home. The designer kitchen is equipped with a premium Thermador appliance package, creating a statement space for both everyday living and entertaining. The home's five-bedroom configuration provides exceptional flexibility for a primary residence, luxury second home or private coastal retreat. A private elevator adds convenience throughout the residence, while the 4-car garage provides an unusually generous level of secure parking and storage for a luxury waterfront property. Outside, the private pool and dock transform the property into an entertainer's waterfront paradise. Enjoy morning coffee overlooking the canal, spend the afternoon on the water, and return home to a private pool and sophisticated outdoor setting. The combination is difficult to replicate: new construction, contemporary architecture, 4,118 square feet, five bedrooms, elevator, Thermador kitchen, 4-car garage, private pool, private dock and 12-foot-deep water with direct Intracoastal and Gulf access. Located in Madeira Beach, this residence places you within easy reach of the area's renowned beaches, boating, restaurants and waterfront lifestyle while offering the privacy and scale of a true luxury estate. 506 Crystal Dr is not simply a waterfront home—it is a sophisticated new-construction boating estate designed for buyers who expect exceptional space, design, access and lifestyle.

506 Crystal Drive, Madeira Beach

249 Boca Ciega Drive, Madeira Beach
$1,490,000
6 Beds ⋅ 3 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Rare waterfront redevelopment opportunities situated on two lots totaling approximately 12,628 ft.² (0.28 acres) with approximately 95 feet of seawall in a laid-back and beautiful neighborhood. The property currently has three existing structures, each approximately 720 ft.² situated on a slab foundation with wood siding. The existing structure sustained substantial damage from the hurricane, and the property is being marketed primarily for its land value and redevelopment potential. Seller makes no representations or warranties regarding the condition of the existing structures. The structures currently remain in place as plans may need to be drawn and approved prior to demolition in order to preserve the opportunity for three properties across the two existing lots. Property use is multifamily less than 10 units, with a three month minimum rental period. Buyer is responsible for independently, verifying zone, land use, rental restrictions, building, permitting, demolition, density, and redevelopment requirements with the appropriate municipality. Ideally located just a short walk to John's Pass Village and the sandy beaches of Madeira Beach, this is a unique opportunity to own approximately 0.28 acres of waterfront property along Boca Ciega Bay with 95 feet of seawall and create something new in a highly desirable location.

249 Boca Ciega Drive, Madeira Beach

14054 Vivian Drive, Madeira Beach
$259,900
2 Beds ⋅ 1 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Opportunity awaits in the highly desirable Madeira Beach community! This property is being sold AS-IS and offers incredible potential for investors, builders, or buyers looking to create their dream coastal retreat. The home is in need of repairs and renovations, making it an excellent candidate for restoration or redevelopment. Conveniently located just minutes from the Gulf beaches, restaurants, shopping, marinas, parks, and entertainment, this property offers the chance to enjoy the Florida beach lifestyle in a prime location. Whether you're looking for your next investment project or a place to customize to your own taste, don't miss this unique opportunity to own in one of Pinellas County's most sought-after beach communities.

14054 Vivian Drive, Madeira Beach

13148 3rd Street E, Madeira Beach
$549,900
3 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Live the Florida beach lifestyle in this beautifully updated 3-bedroom, 2-bathroom home in Madeira Beach, ideally located just one-third of a mile from beach access and only half a mile from the popular Johns Pass Village & Boardwalk. Offering the perfect combination of coastal charm and modern updates, this home places you close to the Gulf's sandy shores, waterfront dining, boutique shopping, and endless entertainment options. Freshly updated with permits in 2025, this move-in-ready home features new flooring, new countertops, and brand-new decking on the upstairs patio, rear deck, and front porch. Additional improvements include professionally cleaned air ducts and a newer HVAC system installed in 2024, providing comfort and peace of mind. Inside, you'll find a bright and inviting floor plan featuring a welcoming front sitting room and a living and dining room combination. The beautifully remodeled kitchen showcases stainless steel appliances, a center island perfect for meal prep or casual dining, stylish pendant lighting, and modern finishes throughout. All three bedrooms are conveniently located upstairs, creating a private retreat away from the main living areas. The primary bedroom features its own private balcony, offering the perfect place to enjoy your morning coffee or unwind after a day at the beach. A full bathroom is conveniently located downstairs, while an additional full bathroom upstairs serves the bedroom level. Step outside and enjoy multiple outdoor living spaces, including the upstairs balcony and backyard patio, featuring an outdoor shower, perfect for entertaining family and friends or simply embracing the laid-back coastal lifestyle. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this exceptional Madeira Beach home offers an unbeatable location just moments from the beach and all the charm of one of Tampa Bay's most sought-after beach communities. Schedule your showing today!

13148 3rd Street E, Madeira Beach

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