Madeira Beach Homes with Pool

Madeira Beach Homes with Pool

Madeira Beach, located in Pinellas County, Florida, is a vibrant city known for its beautiful beaches, lively atmosphere, and a wide range of recreational activities. With its stunning coastline along the Gulf of Mexico, Madeira Beach offers residents and visitors alike the perfect setting for relaxation and outdoor fun.

One of the sought-after features in homes in Madeira Beach is the presence of a pool. Whether you're looking for a luxurious property or a cozy beachside retreat, there are plenty of options available for those who desire a home with a pool. Imagine waking up in the morning and taking a refreshing dip in your private pool, or hosting poolside gatherings with friends and family during the warm Florida evenings.

Having a pool at your home in Madeira Beach not only provides a great source of entertainment and relaxation but also adds value to your property. It offers a convenient way to cool off during the hot summer months and creates a resort-like atmosphere right in your backyard.

Whether you're looking for a single-family home, a condo, or a beachfront property, Madeira Beach has a diverse selection of homes with pools to suit various preferences and budgets. So, if you're in the market for a home in Madeira Beach, make sure to explore the options available with a pool to enhance your Florida lifestyle to the fullest.

Newest Madeira Beach Homes with Pool

836 Bay Point Drive, Madeira Beach
$4,750,000
5 Beds ⋅ 5 Baths ⋅ Bay Point Estates 2nd Add SubDv. ⋅ 33708 Zip Code
Want to be in on one of the Tampa Bay area’s best-kept secrets? Madeira Beach is an established waterfront community with the character of Old Florida and exciting potential for the future. As the area continues to evolve, 836 Bay Point Drive presents a compelling opportunity to secure a waterfront residence while enjoying an exceptional coastal lifestyle today. Set along one of Madeira Beach’s distinctive waterfront fingers, this three-story residence captures beautiful Intracoastal views with convenient boating access to the Gulf of Mexico. Elevated in accordance with FEMA requirements, the home features an expansive 4–5 car garage with approximately 16-foot ceilings, ground-level breakaway areas, generous storage, a private pool and waterfront decking. The second floor is the heart of the home, where nearly 12-foot ceilings enhance an expansive open-concept layout with south and east water views. The beautifully appointed chef’s kitchen features Wolf and Sub-Zero appliances and flows seamlessly into multiple dining and lounge areas. A dedicated bar and oversized walk-in pantry with a secondary prep area, additional refrigeration and extensive storage make the home equally suited for everyday living and entertaining. The third floor is anchored by the primary suite, along with two additional flexible rooms currently serving as a private office and media room. The primary suite features separate his-and-hers closets, with an LG Styler Steam Closet in hers for convenient garment care. Motorized window shades, expansive glass doors and multiple waterfront terraces further enhance the home’s connection to its surroundings. A covered outdoor entertaining area with wood-clad ceilings and integrated lighting creates an inviting extension of the interior living spaces, all oriented toward the water. For those looking beyond what an area is today to what it may become tomorrow, 836 Bay Point Drive offers an opportunity to establish a foothold in an evolving waterfront community while immediately enjoying Intracoastal views, Gulf boating access, a private pool, generous indoor-outdoor living and the relaxed coastal character that makes Madeira Beach so special.

836 Bay Point Drive, Madeira Beach
601 American Legion Drive Unit 3, Madeira Beach
$325,000
Harborside Boat Club Of Madeira Beach Condo SubDv. ⋅ 33708 Zip Code
BEAUTIFUL 70X22 FEET FEE SIMPLE DEEDED BOAT SLIP ON MADIERA BEACH BEHIND THE MARRIOT COURTYARD AND ADJACENT TO THE AMERICAN LEGION CLUB. SLIP IS ON THE INTERCOASTAL AND DEEP ENOUGH FOR A SAILBOAT. READY TO ENJOY WITH WATER AND ELECTRIC. BELIEVE YOU CAN FIT UP TO A 75 FOOT BOAT. IT'S $35 A MONTH TO USE ALL OF THE FACILITIES ON THE MARRIOT GROUNDS TO INCLUDE THE BAR, POOL, LAUNDRY ROOM AND FITNESS CENTER ON THE PREMISES. SLIP IS CURRENTLY LEASED ON A MONTH TO MONTH FOR $2000 MONTHLY. YOURE GOING TO LOVE IT HERE WITH PERFECT LOCATION AND 800 FEET TO PUBLIX GROCERY STORE, THE ANGRY PEPPER, MCDONALDS AND SLYCE PIZZA. FIVE MINUTES TO BAY PINES VA. SERIOUS BUYERS ONLY PLEASE. CALL AGENT DIRECTLY.

601 American Legion Drive Unit 3, Madeira Beach
170 145th Avenue E, Madeira Beach
$699,000
3 Beds ⋅ 1 Baths ⋅ Madeira Shores Sub SubDv. ⋅ 33708 Zip Code
Madeira Beach living just moments from the Gulf! This beautifully updated 3-bedroom, 1-bath home WITH A POOL combines a fresh coastal aesthetic with an impressive outdoor setting, all within easy reach of the beach, local dining, and everything that makes island living so desirable. Inside, the 1,008-square-foot home has been thoughtfully renovated with a bright, cohesive design and an open flow between the living, dining, and kitchen areas. The updated kitchen is a standout, featuring crisp white cabinetry, stone countertops, a generous peninsula with seating, stainless-steel appliances, stylish tile backsplash, open shelving, and modern finishes. Warm wood-look flooring, recessed lighting, contemporary fixtures, and clean architectural details continue throughout the home. The beautifully remodeled bathroom feels elevated and spa-inspired, with a glass-enclosed walk-in shower, warm wood-tone tile, built-in shower niche, modern vanity, and matte black fixtures. Three bedrooms provide flexibility for everyday living, guests, or a home office. Outside is where this property truly embraces the Florida lifestyle. The private, fully fenced backyard centers around a heated swimming pool, surrounded by an expansive paver patio with plenty of room for lounging, dining, grilling, and entertaining. The low-maintenance landscaping and generous hardscape create an easy outdoor retreat designed to be enjoyed year-round. Major improvements add even more appeal, including impact windows, a 2023 roof, 2023 HVAC, 2023 Tankless Water Heater, 2024 fencing, and 2024 patio/pool deck improvements. The pool is equipped with a Rheem heat pump 2024, extending the enjoyment of the pool beyond the warmer months. The pavered driveway provides generous parking, while the property's location puts the Gulf of Mexico, Madeira Beach, restaurants, shopping, and entertainment close at hand. Fully Updated, move-in ready, and designed around the coastal Florida lifestyle, this is a Madeira Beach home where the location and outdoor living are every bit as appealing as the interior.

170 145th Avenue E, Madeira Beach
544 Lillian Drive, Madeira Beach
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Crystal Island 1st Add SubDv. ⋅ 33708 Zip Code
Beautifully furnished waterfront pool home created for Florida living at its BEST! This home has it all! Relax by the heated pool, take a walk on the beach while delighting in the magnificent sunsets or enjoy the ideal boating/ fishing location with quick access to the GULF via Johns Pass. This meticulously maintained home offers a private master suite upstairs with huge walk in closet, the ideal bath with garden tub for relaxation, and a large sun deck with lovely water view. The open kitchen and great room are designed for entertaining and opens to the pool and spacious patio with retractable electric sun awning. The composite boat dock and 24,000 pound lift system is ready & waiting for you to have fun. Roof replaced September 2026. All kitchen appliances are 2 years old. Pool pump 2 years old. Windows & doors were replaced by previous owner. Security system cameras remain. See inventory list for some art & patio items that do not convey. Concrete block construction first floor, wood construction 2nd floor, vinyl siding. All information is deemed reliable but is not guaranteed and should be independently verified by Buyer and/or Buyer’s Agent.

544 Lillian Drive, Madeira Beach
15462 Gulf Boulevard Unit 604, Madeira Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
EVERY DAY CAN BE LIKE THIS!! Florida Gulf-front living with calming views of the Gulf and the Madeira Beach’s beautiful sandy beach. The living and dining area opens to a LARGE PRIVATE waterfront LANAI where you can enjoy morning coffee, outdoor dining, spectacular sunsets and watch the dolphin pass by! The PRIMARY SUITE also has waterfront views, a walk-in closet and private updated bath. The SECOND BEDROOM has a walk-in closet and it's own bath. HURRICANE SHUTTERS provide added protection, while GARAGE PARKING is an added bonus. This 2 BR, 2 BA condo offers a one year HOME WARRANTY and is located on the 6th floor of SURFSIDE TOWERS, where you'll find a FITNESS CENTER, Pool Table & Game Room, LIBRARY, and a RECREATION ROOM with Kitchen for private gatherings and events. Then enjoy the Florida sunshine year around with the heated beach-side POOL & Spa, visiting with your friends on the pavered deck, loving the Florida lifestyle. EVERY DAY CAN BE LIKE THIS; your full-time residence or your investment property with rental potential, this is a great opportunity to own directly on the Gulf and near the fun and activity of John’s Pass. At this price, you can make some updates and put your own personality into it. CALL YOUR REALTOR today.

15462 Gulf Boulevard Unit 604, Madeira Beach
13235 Gulf Boulevard Unit 502, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort Ii Condo SubDv. ⋅ 33708 Zip Code
Amazing turn-key, fully furnished 2BR/2BA pet-friendly condo with desirable sweeping marina and water views from all rooms with proven strong rental income. The extra long balcony allows access from each room. Ideally located just steps to the Gulf’s sandy beaches and right next to John’s Pass Village with 100+ shops, restaurants, bars, and water activities. Built in 2006, this solid income-producing vacation rental is a part of the popular Madeira Bay Resort. Meticulously maintained with new paint, water-proof vinyl plank flooring throughout, hot water heater, new washer/dryer combo and new furnishings, including a leather queen sleeper sofa; all updated in 2025 & 2026. HVAC only 3 years old, installed in 2023. Storm-resilient construction, no special assessments, and a low $630 monthly condo fee covering water, sewer, trash, cable, WiFi, reserves, building maintenance, and insurance. All furniture, appliances, and fixtures convey. Resort amenities include under-building parking and a recently remodeled heated pool/spa. Owners and guests also enjoy access to a fitness center, conference room, and 24/7 guest services. A 5-star-rated beach escape offering effortless ownership and strong rental income could be yours. Last year’s gross rents were$59K and this next year is projected to be more. Don’t miss this excellent opportunity!

13235 Gulf Boulevard Unit 502, Madeira Beach
15394 2nd Street E, Madeira Beach
$1,300,000
3 Beds ⋅ 3 Baths ⋅ Lone Palm Beach 5th Add SubDv. ⋅ 33708 Zip Code
This Key West-style 3BR/3BA pool home is just 2 blocks from the powdery sands of Madeira Beach and doubles as a proven income opportunity, producing over $130K in bookings per year in 2022-23. Whether you want an investment property or a beachside getaway, this home delivers. No insurance claims from hurricanes Milton, Helene, Ian The location is hard to beat: an easy walk to the beach, ROC Park, and numerous restaurants and bars, right at the center of Madeira Beach's revitalization. Just steps away, The Beachmaker, a Marriott Autograph Collection resort, is under construction, complete with a public shopping plaza, dining, and marina. One-bedroom condos there are already selling around $800K, which makes this 3-bedroom pool home an exceptional value. You're also steps from the growing Madeira Beach Town Center, with its luxury condos, marina, dining, and retail, and 2.5 miles from the newly approved $115M Marriott hotel at John's Pass Village. Additionally it is a small walk to Aldi, CVS, the liquor store and mini golf. A wide staircase leads to the 2nd level, with a private living area, laundry room, and full bath accessible from both the living area and the pool. The second floor is ready to be expanded to double the size of the home. The 3rd level holds all 3 bedrooms, the kitchen, and the main living area. The living room and every bedroom open through French doors onto expansive screened-in decks, and the guest bedroom decks offer views of the Intracoastal in the distance. The ground floor offers plenty of parking, a large storage area, and lounging space around the heated pool new artificial turf, plus a grill, an outdoor shower, and room to expand the outdoor living space. The metal roof was replaced in 2008 with plenty of life left, and the HVAC was updated in 2019. Low-maintenance tropical landscaping and crushed shell with minimum mowing needed in the front. Owners will leave the furniture. Easy to show

15394 2nd Street E, Madeira Beach
14900 Gulf Boulevard Unit 202, Madeira Beach
$769,000
2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code
Exquisite Coastal Retreat with DIRECT FULL FRONTAGE of beautiful Madeira Beach. The elegant condo has been COMPLETELY UPDATED with the finest appointments, including TAVERTINE FLOORS THROUGHOUT! Impact Windows and Doors, custom built in shelving with granite shelving, PLANTATION SHUTTERS, Crown Molding, and matching stainless steel appliances in the kitchen. This is the only unit in this complex with this custom floor plan! It is also a split floor plan. Two large walk in closets, HURRICANE SHUTTERS, washer and dryer, and this condo is being sold FURNISHED!! Walk to restaurants and bars and you are just a skip from the Famous St. Johns Pass and Boardwalk, where there are varieties of shops, restaurants, bars and entertainment. 1 mile down the road from new Publix Supermarket, 20 minutes to downtown St. Petersburg, and 35 minutes to Tampa International Airport. Whether you are looking for a vacation getaway, an investment property, or a permanent residence, this condo has it all. Min 30 day rental. BEST DEAL ON THE BEACH.

14900 Gulf Boulevard Unit 202, Madeira Beach
11193 Kapok Grand Circle, Madeira Beach
$359,900
2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code
Welcome to the exclusive, GATED community of Kapok Grand! This beautiful move-in-ready 2 bedroom, 2.5 bathroom townhouse offers a desirable combination of comfort, convenience, and a scenic view of the pond. Enjoy the high ceilings on the first floor and vaulted ceilings upstairs, creating a bright and spacious feel throughout. Step outside to the screened lanai and take in the beautiful, tranquil pond view—perfect for relaxing or enjoying your morning coffee. A garage adds convenience and extra storage. The monthly HOA fee of $420 includes roof replacement and repairs, exterior painting, lawn care, water, sewer, trash, cable, internet, access to the fitness room, and community pool. Current flood insurance is $1,467 annually. The water softener can remain with the property or be removed at the buyer's preference. LARGE DOGS are welcome here! Enjoy the benefits of gated community living in this inviting townhouse at Kapok Grand!

11193 Kapok Grand Circle, Madeira Beach
445 129th Avenue E, Madeira Beach
$5,900,000
5 Beds ⋅ 6 Baths ⋅ Williams Bill Madeira Harbor Sub 3rd Add SubDv. ⋅ 33708 Zip Code
Commanding a spectacular position overlooking Boca Ciega Bay, this incomparable coastal sanctuary was created for an exceptional waterfront lifestyle. Newly completed construction by Tulia Development and Construction, LLC represents stunning contemporary design and construction, superior attention to detail, refined finishes and statement lighting throughout. Panoramic water views deliver an ever-changing waterfront backdrop from nearly every room. Notable construction and design features include concrete block construction, impact windows and doors, custom cabinetry, floating staircase, whole-home technology and exterior surround sound, expansive waterfront terraces and a rooftop terrace, a residential elevator and 7-car gallery garage. The main living level is designed for both impressive gatherings and relaxed coastal living. Multiple conversation areas unfold around a striking wet bar and contemporary fireplace, all framed by sweeping water views and 4-panel sliding glass doors with automatic sliders in the family room and dining room, bringing the outdoors in. At the heart of the home, the custom chef’s kitchen is anchored by a dramatic quartz waterfall island and appointed with seamlessly integrated refrigeration, multiple built-in ovens, a microwave/convection oven, coffee system and exceptional storage including a butler’s pantry to support effortless entertaining, while the adjacent dining area and wine room elevate every occasion. Two generously proportioned ensuite bedrooms complete this level. Above, the primary retreat captures sweeping bay views through floor-to-ceiling glass and opens to a private waterfront terrace. Its spa-inspired bath features a sculptural soaking tub, dual vanities and a multi-head shower, complemented by a custom dressing room and convenient breakfast bar. Two additional bedrooms, a flexible bonus room, gym/flex space and a well-appointed laundry room provide elevated luxury and outstanding comfort. The rooftop level is a destination unto itself. A wet bar opens to a remarkable terrace with panoramic water views and a private putting green. Experience an unforgettable setting for sunset cocktails, intimate dinners or evenings beneath the stars. Outdoors, a pool, spa and sun deck create a private tropical escape at the water’s edge. Generous lounging and entertaining areas transition seamlessly to the waterfront, where the private composite deep-water dock provides exceptional access for days on the water. Just minutes to the gulf through the Johns Pass Draw Bridge which will accommodate large vessels. Just moments from John’s Pass Village, the beach and the attractions of Gulf Boulevard, this distinctive coastal location blends sophisticated design, exceptional entertaining spaces and immediate access to the water.

445 129th Avenue 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
14141 Gulf Boulevard Unit 5, Madeira Beach
$309,000
1 Beds ⋅ 1 Baths ⋅ Gulf Gardens Motel Apts Condo SubDv. ⋅ 33708 Zip Code
This beach cottage was renovated in 2025 and is zoned for daily rentals with easy beach access across the street. The HOA due is $512/month and includes flood insurance, water, landscaping and all exterior maintenance including roof, pool maintenance, garbage pickup and interior and exterior pest control.

14141 Gulf Boulevard Unit 5, Madeira Beach
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