Madeira Beach Homes with Two Story Property Description

Madeira Beach Homes with Two Story Property Description

Welcome to Madeira Beach, Florida, a picturesque coastal gem nestled in the heart of Pinellas County. Known for its stunning sandy shores and vibrant community, Madeira Beach offers a perfect blend of relaxation and adventure. Whether you're strolling along the iconic Boardwalk, indulging in fresh seafood at local eateries, or soaking up the sun on the pristine beaches, this charming city has something for everyone.

One of the standout features of Madeira Beach is its diverse selection of homes, particularly the enchanting two-story properties that grace the area. These homes are not just structures; they are gateways to a lifestyle filled with coastal charm and modern convenience. With spacious layouts and ample natural light, two-story homes in Madeira Beach provide the perfect backdrop for family gatherings, entertaining friends, or simply enjoying the breathtaking views of the Gulf of Mexico.

Imagine waking up to the sound of waves crashing and spending evenings on your balcony, watching the sunset paint the sky in hues of orange and pink. Many of these two-story properties boast open floor plans, gourmet kitchens, and luxurious master suites, ensuring comfort and style at every turn. Plus, with proximity to local parks, shops, and recreational activities, you’ll find that every day offers new opportunities for fun and relaxation.

Living in Madeira Beach is more than just owning a home; it’s about embracing a lifestyle filled with sunshine, community spirit, and endless seaside adventures. Discover your dream two-story home in this coastal paradise today, and start creating unforgettable memories in one of Florida’s most beloved beach towns!

Newest Madeira Beach Homes with Two Story Property Description

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
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
175 Medallion Boulevard Unit F, Madeira Beach
$324,900
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Welcome to this wonderful 1 bedroom, 1.5 bathroom condo located in Madeira Beach Yacht Club! This turnkey property is being offered fully furnished and is ready to be used either as a full time residence, second home or an investment property. Stepping inside you will be greeted by the spacious living room with a woodturning fireplace that connects though to the dining area and beautiful kitchen! The floors throughout have been updated to a lively vinyl plank and the kitchen has gorgeous marble countertops and a new refrigerator in 2024. The a/c system was replaced in 2025. There is a half bath downstairs with a stackable washer/dryer. Upstairs you will find the very spacious bedroom has currently been separated into two sleeping areas. There is also a full bath here which was updated in recent years and a very large walk in closet. Stepping outside you can stroll along the sidewalks that wind around the entire complex with stunning views of the intracoastal waterway. There are two pools available in the complex along with a sauna, workout room and a billiards room! Madeira Beach Yacht Club is located just steps to the white sandy beaches and sparkling blue Gulf waters off Madeira Beach. You are also just minutes to all of the shopping and activities you could imagine and less than 45 minutes to downtown St Pete, Tampa and TPA! Schedule your appointment to view this gem today!!

175 Medallion Boulevard Unit F, Madeira Beach
10132 Grand Oak Circle, Madeira Beach
$585,000
4 Beds ⋅ 3 Baths ⋅ Cove At Bay Pines SubDv. ⋅ 33708 Zip Code
Virtually Staged. WELCOME HOME! This masterfully appointed, meticulously maintained two story contemporary style home boasts 4 bedrooms, 3 full bathrooms with approximately 2,200 sq. ft of indoor living space. Enjoy what this Madeira Beach has to offer with its gorgeous sand beaches in this picturesque area of St. Petersburg. This home, situated in a private gated community offers an open floor plan with an amazing gourmet kitchen with cream colored solid wood cabinets, granite counter tops, and stainless-steel appliances included. The owners retreat boasts large walk-in closets, and stunning owners’ bathroom, with dual sinks with stone counter tops. There are tons of upgrades throughout this home perfect for entertaining guests. This home is also loaded with upgrades from ceramic tile flooring, and plenty of extra windows bring in the natural light during the day. Easy access to many great local restaurants, stores, beaches, and the beautiful downtown St. Petersburg.

10132 Grand Oak Circle, Madeira Beach
116 131st Avenue E Unit F, Madeira Beach
$788,800
3 Beds ⋅ 3 Baths ⋅ Madeira Bay Twnhms Condo SubDv. ⋅ 33708 Zip Code
Luxury Waterfront Living in the Heart of Madeira Beach!  Welcome to our beautifully updated 3-Bed, 2.5-Bath Waterfront Townhome with over 2,200 square feet of thoughtfully designed living space, just steps away from Johns Pass Village and the Sugar-Sands of our Gulf Coast beaches. Spanning three levels, this exceptional residence features a Private ELEVATOR providing effortless access to every floor, Soaring Ceilings, abundant Natural light, and multiple Balconies that showcase breathtaking Views of the Marina, Intercoastal Waterway, and our spectacular Gulf Coast Sunsets. Real Hardwood Flooring, elegant Crown Molding, Plantation Shutters, designer Lighting and Fixtures create a timeless coastal elegance throughout. The spacious open-concept living and dining areas flow seamlessly into the beautifully updated kitchen, featuring Real Wood Cabinetry, Corian Countertops, Stainless appliances, ample storage, and generous workspace—perfect for entertaining guests or everyday living. The luxurious primary suite serves as a private waterfront retreat with its own Balcony, a generous Walk-in Closet, and a spacious en-suite Bath. Two additional bedrooms provide comfortable accommodations for family, friends, and overnight guests. The Oversized Two-Car Garage offers abundant space for vehicles, beach toys, bicycles, and additional storage—perfect for embracing the Florida coastal lifestyle. Located in the desirable Madeira Bay Townhomes community, residents enjoy a Waterfront Pool and Spa, and beautifully maintained grounds. Whether you're searching for a primary residence, a vacation getaway, or an investment property, this home offers Luxurious living with exceptional flexibility. Best of all, you're just across the street from our pristine Gulf Coast beaches and Johns Pass Village, offering shopping, restaurants, waterfront dining, fishing charters, and entertainment galore. From boating and beach days to unforgettable sunsets, this is coastal living at its finest. Call to schedule your private showing today.

116 131st Avenue E Unit F, Madeira Beach
315 Medallion Boulevard Unit H, Madeira Beach
$585,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
SELLER OFFERING 2- 1 RATE BUY DOWN. RARELY AVAILABLE WATERFRONT TOWN HOME WITH DEEDED BOAT SLIP #57 directly behind unit. Hi and Dry, no need to worry about flooding here. Keep an eye on your boat from the privacy of your patio, living room and both bedrooms. Enjoy the ultimate waterfront lifestyle in this Fully Furnished completely remodeled townhome at Madeira Beach Yacht Club, offering the perfect blend of comfort, style and income potential. Conveniently located about a block from the sugar sands of Madeira Beach. Upon entering you will discover a bright and inviting tastefully decorated living space with modern finishes including newer LVP flooring, modern lighted remote ceiling fan(which you will find 3 more identical fans throughout unit) a Classic Flame decorative fireplace to set the mood or offer heat on chilly winter nights and wine fridge. Continue to the thoroughly modern Kitchen and dining room where you will find matching hutches filled with decorative dishes and while dining you can enjoy beautiful water views while looking out the floor to ceiling windows. Also on this level you will find laundry room, 1/2 bath and utility room. Upstairs you will find an oversized master suite with LVP flooring and large walk in closet, guest bedroom also has LVP flooring double closet and both bedrooms have water views. Remodeled bathroom has oversized walk in Shower. NEW A/C 202and new gas BBQ grill2025. MBYC allows 7 day rentals allowing you to maximize income while not occupying your condo. This unit currently has $18,000 in confirmed bookings. MBYC a gated community is known for its resort style amenities including 2 heated pools, indoor hot tub, clubhouse, fitness center, billiard room and 4 fishing piers. Owners her can enjoy the walkable location direct across from ROC park which provides Rec center, tennis and pickleball courts, playground, splash pad, basketball courts and baseball field and is within blocks of several dining options, boutiques, grocery and drug stores, library, post office. World famous Johns pass is appx 1 mile easily walkable or just hop on the trolley. Come discover this high demand Gulf Coast destination where you will find this condo with boat slip delivers ideal location and relaxed coastal living waiting for you.

315 Medallion Boulevard Unit H, Madeira Beach
13062 Gulf Boulevard, Madeira Beach
$2,500,000
Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code
Invest in one of the Nation's Best Beaches! Multiple Parcels are available in this desirable commercial district in Madeira Beach. John’s Pass Village, one of the area’s most popular vacation destinations, is beloved by locals and visitors alike. With a variety of shopping and dining options, The Village also offers excursions and adventures on the land and sea! Choose a fishing charter, a Pirate Cruise, a sunset sail, watercraft rentals or just a stroll along the boardwalk – all right across the Boulevard from this Beach Side Site! The John's Pass Village Activity Center with Flexible C-1 Zoning allows for endless redevelopment opportunities within the district. Two parcels along Gulf Blvd provide 80' road frontage. Comprised of an apartment building and garage with three 1-bedroom units, one studio and a utility room, as well as an open parking lot. Existing buildings experienced flooding in 2024. All appliances and equipment on the ground level have been removed. Upstairs apartment is intact. Adjacent GULF FRONT property is also available. All inquiries welcome!

13062 Gulf Boulevard, Madeira Beach
13155 Boca Ciega Avenue, Madeira Beach
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Welcome to one of Madeira Beach's most captivating waterfront addresses. This move-in-ready, newly updated 3-bedroom, 2-full-bath home is a true gem overlooking Boca Ciega Bay/Intercoastal Waterway. You'll enjoy breathtaking sunrises and stunning sunsets from your private dock, providing boating access to the Gulf at Johns Pass, just minutes away, with public beach access just a short walk or golf cart ride away (0.3 miles). For boating enthusiasts, this property boasts a new 8x26 ft dock with water and electric hookups readily available. The split-level living space is designed for entertaining and features newly installed hardwood floors in the kitchen and living room. The large kitchen showcases wood cabinets, quartz counters, and ample storage. The family room is just a few steps down from the kitchen, highlighted by a wood-burning fireplace and two impact sliding doors that let you soak up the picturesque outdoor views from a newly constructed screened porch with an insulated roof. The three bedrooms and second bath are on the second floor, with the primary bedroom having large windows with stunning views of Boca Ciega Bay. This home has ample parking with a two-car garage and additional driveway space. Updates Include: 2026: remodel of the first-floor upper and lower levels; new electrical panel and first-floor wiring; new water heater; dock; and interior/exterior paint. 2024: 4-ton A/C unit. 2019 Roof replaced. This home did have water intrusion during the unprecedented 2024 Hurricane Helene (first time flooding). It was professionally remediated, renovated, and permitted. This is true waterfront Florida living. Schedule a showing today!

13155 Boca Ciega Avenue, Madeira Beach
13290 3rd Street E, Madeira Beach
$794,900
4 Beds ⋅ 4 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Welcome to your beautifully reimagined coastal retreat in the heart of Madeira Beach. Perfectly positioned on an oversized corner lot just a few blocks from the Gulf of Mexico, world-famous John's Pass Village, and two scenic Intracoastal pocket parks, this stunning 4-bedroom, 3.5-bath residence offers the perfect blend of modern luxury, beach-town charm, and everyday functionality. Completely renovated from top to bottom, virtually everything is brand new, creating a truly move-in-ready home with approximately 2,350 square feet of thoughtfully designed living space. Step inside to discover an open, light-filled floor plan featuring oversized rooms throughout, including an impressive 22' x 14' living room that's perfect for entertaining or relaxing after a day at the beach. Every detail has been carefully selected, from the solid wood kitchen cabinetry and elegant quartz countertops to the stylish finishes found throughout the home. Impact-rated windows and doors provide peace of mind, energy efficiency, and abundant natural light. The spacious kitchen serves as the heart of the home, flowing effortlessly into the main living areas. The generous primary suite offers a private retreat complete with its own ensuite bathroom, while the additional bedrooms are all oversized and provide exceptional space and flexibility for family, guests, or a home office. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized one-car garage, attached 30' x 12' workshop, and additional covered carport, offering incredible versatility that's rarely found this close to the beach. Outside, the oversized corner lot offers exceptional curb appeal with ample room to create your own tropical oasis, add a pool, or simply enjoy the coastal breezes. Located within walking distance of Madeira Beach's sugar-white sands, John's Pass Village, waterfront dining, boutique shopping, marinas, and two peaceful Intracoastal waterfront parks, you'll experience the very best of Florida's beach lifestyle. Golf-cart-friendly streets, boating, fishing, spectacular sunsets, and endless recreation are all just moments from your front door. This is a rare opportunity to own a fully renovated, move-in-ready coastal home in one of Tampa Bay's most sought-after beach communities. Schedule your private showing today and discover why Madeira Beach is one of Florida's most treasured destinations.

13290 3rd Street E, Madeira Beach
503 Johns Pass Avenue, Madeira Beach
$2,549,999
4 Beds ⋅ 3 Baths ⋅ Crystal Island 2nd Add SubDv. ⋅ 33708 Zip Code
PRICE REDUCED — STUNNING WATERFRONT on Crystal Island, Madeira Beach. This beautifully renovated 4-bed, 3-bath residence (gross 4,800 sq ft) delivers effortless indoor/outdoor living with sweeping open-water views from nearly every room. Boater’s dream location: deep water, no-wake zone, and just five minutes by boat to John’s Pass and the Gulf. The 2018 Trex dock includes full power and water, plus a 35,000-lb lift and a 16,000-lb lift to accommodate larger vessels. Entertainer’s layout features an open main level and a custom bar with beer fridge and ice maker. The expansive waterfront patio is complete with an outdoor kitchen and grilling area, perfect for sunset gatherings. A chef’s kitchen showcases custom cabinetry, Quartz/Cambria counters, and newer stainless appliances overlooking the oversized back deck and water. Upstairs, the spacious primary suite offers a large walk-in closet and a spa-style bath with travertine shower and sunken tub. Quality finishes throughout: luxury vinyl flooring upstairs, solid wood doors, new hardware, 5" baseboards, crown molding, and detailed casings. Major upgrades bring peace of mind: all new hurricane-impact sliders and windows, new water softener system (2024), pool resurfaced (2022), new pool heater (2022), and Hayward Pro-Grid equipment (2021). Notably, the home did not flood during Hurricane Helene. Enjoy golf-cart living just 2 miles to Madeira Beach’s sugar sands—shops, dining, and entertainment minutes away. Coastal luxury and a true waterfront lifestyle—at a new price. Schedule your private showing today.

503 Johns Pass Avenue, Madeira Beach
169 Medallion Boulevard Unit E, Madeira Beach
$299,900
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
PRICE IMPROVEMENT! Don’t miss this opportunity to own a fabulous condo just steps from the gorgeous Gulf beaches in desirable Madeira Beach! The Madeira Beach Yacht Club condos are NOT AGE RESTRICTED AND ALLOW 7-DAY MINIMUM RENTALS, making this an excellent option for full-time residents, snowbirds, or investors. Perfectly situated on the Intracoastal Waterway, the community offers beautiful sunrise and sunset views and is within walking distance to shopping, restaurants, and local attractions. This turnkey 2-story, 1-bedroom/1.5 bath condo has been beautifully updated and comes FULLY FURNISHED with new furniture, including a sleeper sofa. Recent upgrades include a NEW ROOF (2025), HVAC (2025), water heater (2024), range (2023), electric panel (2020), and HURRICANE-IMPACT WINDOWS (2018). The cozy living area features a wood-burning fireplace, while the functional kitchen offers granite countertops, wood cabinetry, and a convenient pass-through to the dining area. Additional features include a bonus room and PRIVATE LAUNDRY. Residents enjoy resort-style amenities including 2 swimming pools, a hot tub, sauna, clubhouse, fitness center, fishing docks, outdoor grills, picnic areas, and more. Flood insurance is included in the monthly condo fees! Schedule your private showing today!

169 Medallion Boulevard Unit E, Madeira Beach
215 Medallion Boulevard Unit G, Madeira Beach
$470,000
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Fully renovated furnished 1BR/1.5 BA condo with stunning water views from every room! Spacious master suite with walk-in closet and private bath. Separate dining area with storage and large attic for extra space. Hurricane-rated windows for your peace of mind. This unit is located on the 2nd floor and has passed the milestone inspection! The home is turn-key ready for investors to start their short term rental right away. All the furniture conveys with the property. This oasis can also be your retirement sanctuary! Enjoy a private patio for sunset views, plus 4 fishing piers, 2 heated pools, clubhouse with gym, sauna, billiards, hot tub, and more. Walk to Madeira Beach, ROC Park, dining, shopping, and entertainment. Just 2 miles from John’s Pass Village. Don’t miss this opportunity—schedule your showing today!

215 Medallion Boulevard Unit G, Madeira Beach
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