Madeira Beach Homes with Sailboat Water Water Frontage

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

13655 Gulf Boulevard Unit 401, Madeira Beach

$3,075,000

3 Beds ⋅ 4 Baths ⋅ Coastal Elegance At Snug Harbor Condo SubDv. ⋅ 33708 Zip Code

Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, high ceilings, well appointed fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. The offered price does NOT include a private boat slip. A slip can be purchased as an option for $200K if desired but is not required. Private Slips will be assigned as Residences are purchased in a first come first served basis. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 401, Madeira Beach

13655 Gulf Boulevard Unit 302, Madeira Beach

$1,525,000

3 Beds ⋅ 2 Baths ⋅ Coastal Elegance At Snug Harbor Condo SubDv. ⋅ 33708 Zip Code

Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, high ceilings, well appointed fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. The offered price does NOT include a private boat slip. A slip can be purchased as an option for $200K if desired but is not required. Private Slips will be assigned as Residences are purchased in a first come first served basis. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 302, Madeira Beach

13655 Gulf Boulevard Unit 201, Madeira Beach

$1,675,000

2 Beds ⋅ 2 Baths ⋅ Snug Harbor Condo SubDv. ⋅ 33708 Zip Code

Introducing COASTAL ELEGANCE AT SNUG HARBOR Five Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 201, Madeira Beach

$699,000

Snug Harbor Sub SubDv. ⋅ 33708 Zip Code

RARE OPEN-WATER REDEVELOPMENT OPPORTUNITY IN MADEIRA BEACH! Create your own custom coastal retreat directly on Boca Ciega Bay, where expansive waterfront views, direct access to the Intracoastal Waterway, and the Gulf beaches just steps away come together in one exceptional location. Spend your mornings watching dolphins and boats pass from your backyard, enjoy fishing or boating from your private dock, and cruise to the Gulf of Mexico through nearby John’s Pass with no fixed bridges. The existing residence sustained flood damage, and the property is being offered for redevelopment and land value. The seller previously began the design and permitting process for an elevated three-story custom residence offering approximately 3,000 square feet of conditioned living space. The proposed design features four bedrooms, a two-car garage, private elevator, office, loft, open-concept living areas, and multiple outdoor spaces positioned to showcase the beautiful waterfront setting. A substantial collection of design and due-diligence materials is available for review, including architectural and structural plans, a boundary survey, geotechnical report, energy calculations, preliminary truss layouts, and elevator shop drawings. The existing dock, boat lift, and concrete seawall add to the possibilities of this outstanding waterfront location. Just minutes from John’s Pass Village, waterfront dining, shopping, entertainment, and the sugar-sand beaches of the Gulf, this is an opportunity to build more than a home, it is a chance to create the ultimate Madeira Beach lifestyle. Plans and permitting have not received final approval. Buyers must independently verify all demolition, rebuilding, zoning, permitting, elevation, floodplain, setback, lot-area, waterfront, dock, seawall, and construction requirements with the City of Madeira Beach and all applicable authorities.

13529 Boca Ciega Avenue, Madeira Beach

$915,000

3 Beds ⋅ 2 Baths ⋅ Island Estates Unit 1 Sec A SubDv. ⋅ 33708 Zip Code

Virtually Staged. BEACH, BOATING OR POOL? WHY CHOOSE WHEN YOU CAN HAVE ALL THREE! WELCOME TO YOUR PRIVATE WATERFRONT ESCAPE ON ISLAND ESTATES! Situated on a cul-de-sac street, this exceptional coastal retreat has been renovated from top to bottom. Start your morning with your favorite beverage overlooking the water, or step onto your private dock equipped with a 8,000 lb. boat lift with NEW cables and GEM REMOTES CONTROL BOX and set off for a quick ride to the Gulf! Spend the day cruising to sandbars, fishing the Gulf waters, or stopping at your favorite waterfront restaurant. Step inside your new home to a bright, open-concept floor plan featuring crown molding, shiplap ceilings, a skylight that brings abundant natural light into the living room, energy-efficient windows, plank-style tile flooring, and a wood-burning fireplace that adds warmth on those rare cooler evenings. The impressive kitchen showcases rich navy-blue cabinetry, sleek quartz countertops, a deep basin sink, elegant gold faucet and hardware, NEW stainless steel range, dishwasher, and microwave, a closet pantry, breakfast bar with pendant lighting, plus there’s additional cabinet storage in the oversized laundry room. Designed with privacy in mind, the split-bedroom layout places the primary suite with ensuite bath and the second bedroom and guest bath on one side of the home. Both bathrooms have been tastefully remodeled with a fresh, coastal-inspired design. The third bedroom overlooks the pool and water and a generous bonus room offers even more flexibility for a media room, game room, fitness area, hobby space, or whatever best complements your lifestyle. Additional highlights include a 5-unit mini-split A/C system, NEWER modified bitumen roof installed in 2023, NEW water heater in 2025, NEW pool pump motor installed August 2026, pavered driveway, converted garage ideal for storage or golf cart parking, plus an additional exterior storage room. Surrounded by mature tropical landscaping, the fenced backyard was created for relaxation, entertaining and making the most of Florida’s sunshine. Lounge on the sun shelf of the sparkling inground pool, gather with friends and family at the covered outdoor bar, or get cozy in your favorite chair on the expansive pavered patio and enjoy tranquil water views. This Island Estates location is hard to beat! Take a quick 5-minute walk to the area’s sugar-sand beaches, or explore nearby boutiques, restaurants, local pubs, and live entertainment. Hop on a golf cart, stroll, or ride your bike and enjoy an easygoing way to experience everything the area has to offer. Nearby attractions include fishing charters and ROC Park, featuring pickleball courts, outdoor events, and concerts, along with the famous John’s Pass Village & Boardwalk, where shops, dining, watersport rentals, music, and activities provide something for everyone. St. Pete-Clearwater International Airport is approximately 30 minutes away, while Tampa International Airport is about a 40-minute drive. Whether you're heading out for an early-morning boat ride to the sandbars, enjoying waterside dining or a sunset cruise, fishing the Gulf, spending the afternoon at the beach, or gathering poolside under the stars, this remarkable property puts the Florida waterfront lifestyle right outside your door. Discover a place where beach, boating, pool days, laid back living and Island charm come together to create an extraordinary place to call HOME!

403 Normandy Road, Madeira Beach

$999,800

3 Beds ⋅ 2 Baths ⋅ Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

Stunning inside. Deep water outside. Direct Gulf access. Minutes to everything you could want, all wrapped up in one beautiful package. Professionally designed and renovated from top to bottom, this 3 bedroom, 2 bath waterfront home is among the first to be brought to market. Renovations include new electrical, new HVAC, new water heater, and new engineered wood flooring throughout. The gorgeous kitchen features two tone wood cabinetry, ceiling-height uppers, and new stainless steel appliances. All three bedrooms are spacious, while the primary bedroom and one guest bedroom enjoy beautiful long water views. Both bathrooms are meticulously finished with sophisticated design and modern finishes. The open living area flows effortlessly into the dining area and waterfront family room, where you may just want to take a seat and admire the view. Step outside to relax on the shaded, screened patio, soak up some sunshine on the back deck, or head out to the dock. The 10,000-lb boat lift keeps your boat high, dry, and ready to head out on the water at a moment's notice. The oversized one-car garage offers even more functionality with a shower and washer/dryer hookups. This home is truly ready for you to kick off your shoes, relax, and live like you're on vacation. It's an opportunity to own a prime piece of waterfront in one of the best locations in Madeira Beach - just 500 steps (3 blocks) from the sugary sand of the Gulf beaches and only half a mile from Madeira Beach Town Center, with shopping, dining, and the coming-soon Legacy Beachmaker. Madeira Beach residents also enjoy the convenience of a free parking pass. Beautiful inside, deep water out back, and the beach just steps away. This is Madeira Beach living. With rebuilding and new construction continuing throughout Madeira Beach, this is an opportunity to get in early BEFORE more newly finished and new construction homes come to market and reset waterfront values higher.

360 145th Avenue E, Madeira Beach

$849,000

2 Beds ⋅ 2 Baths ⋅ Crystal Island 1st Add SubDv. ⋅ 33708 Zip Code

Virtually Staged. One or more photo(s) was virtually staged. Wake up to breathtaking sunrises over the water, enjoy your morning coffee beneath the shade of mature trees, and set out for an unforgettable day on the Gulf, all from the comfort of home. Positioned along a serene, wide canal offering sailboat water and no fixed bridges, this beautifully renovated two bedroom, two bathroom residence blends timeless coastal charm with effortless waterfront living. Inside, a bright and open floor plan creates an inviting atmosphere for relaxed everyday living and easy entertaining. Beautiful shiplap accents throughout bring warmth, character, and a refined coastal feel, while plantation shutters add another layer of timeless style. The thoughtfully updated kitchen features all new appliances, and generously sized bedrooms provide peaceful places to unwind. Move in ready and beautifully refreshed, this home allows you to begin enjoying the waterfront lifestyle from the moment you arrive. Step outside to the tranquil, east facing backyard, where lush, mature trees provide welcome shade and privacy. A private boat dock and lift make it easy to step aboard and cruise toward the open Gulf whenever adventure calls. It is the perfect setting for quiet mornings, leisurely afternoons, and evenings spent enjoying the gentle coastal breeze. Additional improvements include a new water heater, updated electrical panel with a generator connection, and brand new garage door, offering added comfort, convenience, and peace of mind. Whether you are an avid boater searching for your next waterfront adventure or dreaming of a peaceful coastal retreat, this charming home invites you to slow down, soak up the sunshine, and embrace the Florida lifestyle you have been waiting for. Come discover your own slice of waterfront paradise, where every day feels like a getaway.

541 Lillian Drive, Madeira Beach

$2,599,000

4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code

STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach — a refined island retreat offering effortless indoor/outdoor living and direct deep-water access. Beautifully renovated, this 4-bedroom, 3-bath home (gross 4,800 sq. ft.) features an open floor plan that showcases breathtaking open-water views from nearly every living space. Perfect for boater enthusiasts and minutes to John’s Pass and the Gulf of Mexico, the property offers a 2018 Trex-deck dock with full power and water, a 35,000-lb lift and a 16,000-lb lift — deep water in a no-wake zone for large vessels and only a five-minute boat ride to John’s Pass and the Gulf. Thoughtfully appointed for entertaining, the lower level hosts a custom bar area with a beer fridge and ice maker, while the expansive rear patio includes an outdoor kitchen and grilling area. The chef’s kitchen features custom cabinetry, Quartz/Cambria countertops and newer stainless steel appliances overlooking the oversized back deck and waterfront. The spacious second-floor master suite offers a large walk-in closet and an en suite with a travertine shower and sunken tub. Luxury finishes include luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding and casings. Recent upgrades include new hurricane-impact sliders and windows throughout, New water softener system 2024, pool resurfaced 2022, new pool heater 2022, and a Hayward Pro-Grid water heater (2021). Notably, the home did NOT flood during Hurricane Helene. Enjoy island living in a friendly golf-cart community just 2 miles from Madeira Beaches sands. This is coastal luxury with unmatched waterfront lifestyle — schedule your private showing today.

503 Johns Pass Avenue, Madeira Beach

300 150th Avenue Unit 510, Madeira Beach

$649,000

2 Beds ⋅ 2 Baths ⋅ Harbor At Town Center Condo SubDv. ⋅ 33708 Zip Code

This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rentals are permitted with a 2-week minimum, and the property allows two pets with no weight restriction. Ideally located with views of both the Gulf of Mexico and the Intracoastal Waterway, this top-floor residence offers a wonderful combination of scenery, convenience, and lifestyle. Enjoy the waterfront setting from the pool area, take a short stroll to the beach each morning, or head out for sunset just blocks away. Dining, the post office, a waterfront recreation park, Madeira Beach City Hall, the library, grocery shopping, and more are all just steps away. This 2-bedroom, 2-bath condo is located on the 5th floor and is a prime end unit, offering added privacy along with extra windows that fill the home with natural Florida sunshine. High ceilings and a spacious floor plan enhance the bright, open feel, while the neutral color palette creates a clean and inviting interior. Everything is new. The large primary suite features an ensuite bath and walk-in closet. A washer and dryer are conveniently located inside the unit. Additional amenities include interior lobby elevators, a gated community, key fob entry, and under-building garage parking with storage space.

300 150th Avenue Unit 510, Madeira Beach

$2,290,000

3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code

Virtually Staged. LUXURIOUS AND CONTEMPORARY, WITH THE PERFECT L.A. BLEND OF MINIMALISTIC ELEGANCE, SUPERIOR FORM AND ADVANCED FUNCTION, THIS VISUALLY-STUNNING WATERFRONT RESIDENCE WAS BUILT WITH REFINED IMAGINATION AND YEARS OF FORWARD-THINKING! Remarkable planning and extraordinary attention to the smallest of details have yielded a home that breathes a beautifully rare and clean simplicity. High ceilings, tall windows, elegant engineered hardwood flooring and finishes designed to “float” throughout the home, deliver a deeply-satisfying, Andy Worhol-like living experience. Modern concept kitchen features inconspicuous white cabinetry, high-quality stainless steel appliances, gas cooking, quartz counters, large island bar and a wonderful multi-function pantry hidden away from the home’s open areas. Superb built-ins offer a distinct art deco flare that complement posh, state-of-the-art lighting and generous use of skylights. The inspired living area, with its sleek fireplace illumination, transitions to a fabulous open dining space overlooking the waterfront. Through pocketing sliding glass, take in grand, sweeping and unobstructed water views made possible by exquisitely-engineered cantilevered construction. Bringing all of your waterfront into view, you’ll love the expansive, 50 ft-wide (approx.) covered balcony with pristine porcelain floors, exterior marble façade, bench, planter and built-in gas for outdoor cooking & firepit. The owner’s suite enjoys private balcony access, neo-contemporary built-ins and a richly detailed closet system. Owner’s bath is a lavish, pampering experience; with its own unique combination of materials, design and color, you’ll be enthralled by the purity of concept in the partially-open rainshower, sublime soaking tub and custom double vanity – merging vintage wood credenza and modern granite surfaces. Large 2nd bedroom complements owner’s suite in style & substance. You’ll be drawn to the delightfully-appealing guest bath and its amazing use of light, tilework and composition. Plush theater room functions as a 3rd bedroom. Lower-level entry foyer has a rich welcoming feel, and extensive multi-purpose/storage space. Out back, discover 2 sizable covered private waterfront decks overlooking a gorgeous Pebbletech pool. Updated seawall, composite dock, backup generator, and many extras. Brilliantly conceived, and exceptionally well-built.

14077 N Bayshore Drive, Madeira Beach

$1,199,000

Madeira Shores 1st Add SubDv. ⋅ 33708 Zip Code

POLE POSITION luxury waterfront estate vacant lot on the very tip of a finger! WIDE OPEN water views across the entire intracoastal waterway! This prime & unique location is a rare opportunity for such long and wide views, not your standard canal lot with neighbors across the water looking right into your backyard. Pie shaped lot opens up to 67' foot of water frontage for maximum enjoyment of your sunrises, dolphin shows/marine life and backyard pleasures! This property is a beach lovers paradise! Also, you will have ocean and sunset views from your top floor newly built residence. Easy and short walks to the sugary sands of the beach (only 2 blocks!), shopping, dining, entertainment, etc. Deep water for any boating need, no fixed bridges to get into any direction that you need to go in. Property is flat/cleared and ready for your design to be built. Quiet street with many brand new beautiful homes recently built.

376 145th Avenue E, Madeira Beach

Madeira Beach Homes with Sailboat Water Water Frontage

Newest Madeira Beach Homes with Sailboat Water Water Frontage