Madeira Beach Homes with Off Street Parking Features

Madeira Beach Homes with Off Street Parking Features

Welcome to Madeira Beach, Florida – a hidden gem nestled along the stunning Gulf Coast in Pinellas County. This vibrant coastal community boasts an idyllic blend of sun, sand, and sea, making it a perfect destination for both relaxation and adventure. With its pristine beaches, charming boutiques, and delightful dining options, Madeira Beach offers a laid-back lifestyle that attracts residents and visitors alike.

One of the standout features of homes in this enchanting city is the availability of off-street parking. In a community where beach days and outdoor activities reign supreme, having a secure and convenient place to park your vehicle is a significant advantage. Many homes in Madeira Beach come equipped with dedicated off-street parking spaces, allowing you to enjoy the coastal lifestyle without the hassle of searching for a spot after a long day at the beach.

Imagine returning home after a sun-soaked day, where you can easily park your car and unwind in your serene backyard oasis. Whether you’re seeking a cozy beach cottage, a modern condo, or a spacious family home, Madeira Beach offers a diverse range of properties that cater to every taste and need.

With its friendly atmosphere, breathtaking sunsets, and an abundance of recreational activities, Madeira Beach is not just a place to live; it’s a lifestyle. Explore the charm of this coastal paradise and discover the perfect home with the added convenience of off-street parking. Your dream beach life awaits!

Newest Madeira Beach Homes with Off Street Parking Features

$1,350,000
6 Beds 5 Baths Madeira Shores Sub SubDv. 33708 Zip Code
RARE 4-Plex in Legal Nightly Rental Zone (C-3) + WALK-TO-THE-GULF LOCATION. Opportunities combining these characteristics in Madeira Beach are exceptionally difficult to find. This four-unit property offers the flexibility of Retail Commercial zoning, with the City of Madeira Beach identifying multifamily residential, vacation rental, and temporary lodging uses, *including the potential for nightly/short-term rentals*, as permitted uses. The property features unmatched versatility that captures all segments: massive 3BR/2BA owner/anchor suite, spacious 2BR/1BA, stylish 1BR/1BA, and cozy Studio/1BA. Adding to the convenience is the onsite laundry, and dedicated storage space for each unit - perfect for beach gear! This property has been fully restored & remediated post 2024 storms with all appropriate permits, inspections, and sign-offs completed through the City of Madeira Beach. The location is exceptionally well positioned. The property is directly across Gulf Boulevard from public beach access and down the street from John’s Pass Village & Boardwalk approximately 1.5 miles—offering waterfront dining, shopping, fishing charters, dolphin cruises, boating and entertainment. With other beaches in reach and downtown St. Petersburg being approximately 11 miles away, bringing renowned restaurants, museums, galleries, waterfront parks, nightlife and the St. Pete Pier within easy reach. For an investor/owner, the combination is compelling: rare C-3 zoning with vacation/nightly rental potential, four existing units, post-storm permitted and inspected renovations, onsite laundry and storage, and an exceptional walk-to-the-Gulf location. Properties offering this particular combination are rarely available in Madeira Beach. Schedule your private showing today!

37 144th Avenue, Madeira Beach

$849,900
3 Beds 3 Baths Madeira Shores Sub SubDv. 33708 Zip Code
Virtually Staged. Completely Reimagined Coastal Luxury ONE BLOCK FROM MADEIRA BEACH • WATER VIEWS • ROOFTOP DECK • PRIVATE POOL Discover the kind of Florida lifestyle people dream about in this beautifully renovated, elevated Madeira Beach home, ideally located just one block from the beach and only blocks from John's Pass Village & Boardwalk. From the moment you arrive, this home feels special. Thoughtfully updated from top to bottom, it combines relaxed coastal living with modern comfort and style. Major improvements include a newer roof and newer air-conditioning system, offering peace of mind along with the beauty and convenience of a move-in-ready property. Step inside and enjoy a bright, inviting interior with extensive renovations throughout. The home has been refreshed and reimagined to create a clean, modern coastal feel that works equally well for everyday living, weekend escapes, and entertaining family and friends. Outside, the property truly comes alive. The private pool, built in 2023, creates your own resort-style backyard retreat, while the seated pergola area provides the perfect setting for outdoor dining, afternoon cocktails, quiet mornings, or evenings spent relaxing after a day at the beach. And then there's the rooftop deck. This incredible outdoor space gives you water views from both sides of the property, with views toward the Gulf and beach on one side and the Intracoastal Waterway on the other. Start your morning with coffee overlooking the water, watch boats cruise along the Intracoastal, or end the day with one of Madeira Beach's unforgettable Gulf Coast sunsets. Because the home is elevated, it offers an additional sense of privacy and coastal presence while maximizing the surrounding views and beach lifestyle. The location is equally impressive. Walk just one block, and your feet are in the sand. Head a few blocks down the road, and you're at John's Pass, with waterfront restaurants, shopping, boating, entertainment, fishing charters, and everything that makes Madeira Beach such a desirable destination. Whether you're searching for a full-time coastal residence, a second home, or simply a place where every day feels like vacation, this property delivers the combination buyers are always looking for: location, renovations, outdoor living, water views, a private pool, and immediate access to the beach. One block from the sand. Rooftop water views in both directions. A private 2023 pool. Newer roof. Newer A/C. Blocks to John's Pass. Elevated, renovated, and ready to enjoy. This isn't just another beach house. This is the one.

14500 N Bayshore Drive, 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

$448,000
2 Beds 1 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Price just LOWERED!! $448,000 LOCATION! LOCATION! LOCATION! ATTN: INVESTORS AND BEACH LOVERS bring me your OFFERS! This 1st Floor unit presently has a seasonable renter from 1/1/27 through 3/31/27. This SEASONAL RENTAL, will pay your HOA dues and your property taxes for the entire year!! **************ALL BRAND NEW AND 5 STEPS TO THE POOL in this popular waterfront Madeira Beach community!!********** ******This beautiful 1st Floor, 750 Sq Ft, 2 bd/1 bath, condominium is 5 STEPS TO THE POOL! EVERYTHING IN THE ENTIRE CONDO IS BRAND NEW! Entire Kitchen: BRAND NEW!, Flooring: BRAND NEW!, Windows: BRAND NEW!, Ceilings: BRAND NEW!, Bathroom: BRAND NEW!, HVAC: BRAND NEW!, Lighting/fans: BRAND NEW! Roof: BRAND NEW! There is NOTHING for you to do in this condo unit, EXCEPT, to ENJOY your beautiful coastal condo AND/OR MAKE MONEY from your rental income as an investor. I themed my redesigned condo with a "coastal flare" in mind with SHIPLAP Walls and coastal lighting! This community is located just a 5 minute walk to the beach and restaurants and all the FUN, like watching the sunsets or taking a dip in the water or watching fireworks across the street at ROC park! AGAIN, THIS UNIT PRESENTLY HAS A REGULAR SNOWBIRD RENTAL FROM JAN 1ST, 2027 THRU MARCH 31, 2027, however, buyer will have the option to keep the renter or not. SOOOOOO, if you're an INVESTOR, this is a PLUS!! The Madeira Beach Yacht Club is an Coastal Community with lots of amenities such as 2 pools, 3 fishing Docks, private docks, clubhouse, canal walking path, dog friendly, and steps away from ROC PARK, where there are pickleball courts, basketball courts, walking trails around the canal, fireworks, festivals and music several times of the year! The $799 HOA Fee covers: water, sewer, building/roof insurance, cable/DVR, and more! You only pay ELECTRIC! Owners are allowed pet(s) 2 with a weight limit of 20lbs, or if the animal is needed as either a SA or an ESA support, then owners and rentals can have them, (no weight limit), however, providing the proper documentation will be needed., IE., a letter from a doctor. ASK YOU AGENT TO SHOW YOU THIS PROPERTY, OR CONTACT ME FOR A SHOWING! i

230 Medallion Boulevard Unit D, Madeira Beach

$799,000
2 Beds 2 Baths Madeira Shores 1st Add SubDv. 33708 Zip Code
Exceptional waterfront redevelopment opportunity in the heart of Madeira Beach. This 50x100 open-water lot at 249 144th Ave offers direct Intracoastal access with only the Johns Pass bridge between you and the Gulf, making this an outstanding site for a custom coastal residence or luxury spec build. The existing storm-damaged structure is being sold strictly AS IS for land value, with the true value centered in the lot, water frontage, and incredible open-water views across a basin lined with newer construction and high-end waterfront homes. The existing dock sustained significant storm damage and will require replacement, creating the perfect opportunity to design a new dock and lift configuration tailored to today’s boating lifestyle. This is the type of Madeira Beach lot that becomes harder to replace each year—surrounded by strong redevelopment momentum, upscale neighboring homes, and one of the most walkable boating-and-beach lifestyles in Pinellas County. Just a short walk to the sugar sand beaches, John’s Pass Village, waterfront dining, and entertainment, this location offers the rare combination of boating access, beach proximity, and premium rebuild upside. Whether you are building your forever waterfront home or positioning a high-end spec project in a market where coastal teardown lots continue to strengthen, this property offers exceptional long-term value in one of Tampa Bay’s most desirable beach communities.

249 144th Avenue, Madeira Beach

$750,000
2 Beds 2 Baths Surfside Tower Condo SubDv. 33708 Zip Code
Wake up to the beauty of the Gulf in this stunning direct beachfront 2-bedroom, 2-bath condominium offering approximately 1,100 square feet of coastal comfort, breathtaking views, and the soothing sound of waves just beyond your balcony. Perfectly positioned directly on the shores of Madeira Beach, this Gulf-front residence delivers the kind of lifestyle buyers dream about — where the beach feels like your backyard and every day ends with a spectacular sunset. Inside, the condo is bright, welcoming, and thoughtfully designed to maximize the view. The living space flows seamlessly to a spacious screened balcony that extends across both the living room and the primary bedroom, creating an effortless indoor-outdoor connection and a front-row seat to the Gulf and horizon. Premium luxury vinyl flooring adds a stylish, upscale touch, while the in-unit washer and dryer provide everyday convenience. Both bedrooms feature their own en-suite bathrooms, offering comfort and privacy, and the primary suite is especially inviting with direct balcony access and beautiful Gulf views from the moment you wake up. Beyond the residence itself, the community enhances the beachfront lifestyle with desirable amenities including a pool, hot tub, clubhouse, and fitness center — all designed to make everyday living feel more like a getaway. The condo fees also include several valuable essentials, such as cable TV, internet, water, flood insurance, and more, adding convenience and helping to simplify ownership. Whether you are searching for a full-time beachfront residence, a seasonal retreat, or a property with income-producing potential, this condo offers exceptional flexibility. Enjoy it for part of the year and rent it during the months you are away to help offset ownership costs. Ideally located near the dining, shopping, and entertainment of John’s Pass, while still offering the peace and beauty of true beachfront living, this is more than a condo — it is your opportunity to own your own piece of paradise on Madeira Beach.

15462 Gulf Boulevard Unit 406, Madeira Beach

$995,000
2 Beds 2 Baths Surfside Tower Condo SubDv. 33708 Zip Code
Wake up to endless Gulf views in this beautifully updated 6th floor corner residence at Surfside Tower, perfectly positioned at the end of the building for added privacy and sweeping panoramas of the beach, pool, and Intracoastal Waterway. This 2-bedroom, 2-bath condo is offered tastefully furnished and blends coastal elegance with modern upgrades throughout. The light-filled living room and primary suite both open Gulfside, creating a seamless connection to the balcony and breathtaking sunsets. The kitchen is a standout feature with a lighted domed ceiling, French Provincial cabinetry, granite countertops extended over the front-load washer and dryer for added workspace, and a cheerful breakfast nook overlooking the Intracoastal. Large bedrooms include walk-in closets and en-suite baths, while crown molding and electric hurricane shutters add comfort and style. Recent 2025 upgrades include luxury vinyl plank flooring in the living room, dining room, and bedrooms, new ceiling fans and light fixtures, updated baseboards, and fresh interior paint and texture. The secondary bedroom features plantation shutters and a spa-like en-suite bath with a massaging shower system. A portion of the balcony is enclosed, offering a private extended living area ideal for relaxing year-round. Surfside Tower offers resort-style amenities including a heated pool and spa, fitness center, recreation room with full kitchen for private events, billiards and card room, outdoor second-floor gathering patio, and an inviting lobby sitting area. On-site live-in management provides excellent maintenance and security. The unit includes one covered parking space plus abundant guest parking. Basic cable and high-speed internet are included. Ideally located just minutes from shopping, dining, entertainment, and the attractions of Gulf Boulevard and John’s Pass, this is Gulf-front living at its finest.

15462 Gulf Boulevard Unit 601, Madeira Beach

$399,000
1 Beds 2 Baths Madeira Beach Yacht Club Condo SubDv. 33708 Zip Code
Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day one! See 2024, 2025 and 2026 earnings below. Welcome to your dream investment at the highly sought-after Madeira Beach Yacht Club. This fully renovated, second floor unit is being sold as a true turnkey property, meaning everything—from the high-end furniture and kitchen appliances down to the beach towels—are included in the sale. Whether you are looking for a personal coastal retreat or a high earning rental, this unit is ready to host guests tomorrow. The Interior: Modern Luxury Meets Coastal Comfort!! Step into a space that feels brand new. The unit features: Stunning high-end granite countertops throughout the kitchen and baths. Mechanical Peace of Mind: Brand new roof and high-efficiency heat pump installed in 2025. Fully Equipped: Includes a complete kitchen setup, all small appliances, premium bedding, and essential beach equipment. The Numbers: Proven Performance This isn't just a home; it’s a business. With a 1-week minimum rental period, this property enjoys high demand year-round: 2024 Gross Income: $27,873 2025 Gross Income: $19,122 - Owners occupied the property. 2026 Pacing: Already $13,575 in confirmed reservations on the books. Full rental history is available directly from the owner. The Location: Walkable Paradise Situated on the beautiful Boca Ciega Bay, the Madeira Beach Yacht Club offers an unparalleled lifestyle. You are just 1,500 feet from public beach access and steps away from: ROC Park: Located directly across the street, offering pickleball, tennis, basketball, a playground, and a dog park. Daily Conveniences: An easy walk to the grocery store, pharmacy, liquor store, and local favorite restaurants. On-Site Amenities: Enjoy a gated community with a clubhouse, two heated pools, four private fishing piers, and a large marina. Flexible Purchase Options The seller is motivated and willing to consider owner financing with favorable terms, making this an accessible entry point into the lucrative Florida vacation rental market. Don’t miss out on this proven income generator!

179 Medallion Boulevard Unit E, Madeira Beach

$1,150,000
2 Beds 2 Baths Ocean Sands One Condo SubDv. 33708 Zip Code
Architectural Digest on the Gulf Welcome to a residence where design and coastal beauty meet in perfect harmony. This exquisite 2-bedroom, 2-bath condo has been elevated to a standard worthy of Architectural Digest, with every detail thoughtfully curated and every finish chosen for both sophistication and comfort. At the heart of the home, the gourmet kitchen impresses with a striking island, custom cabinetry, wine bar, and professional-grade stainless steel appliances. Wide-open living and dining spaces are framed by brand-new hurricane-rated windows and sliding doors, showcasing breathtaking, unobstructed views of the Gulf of Mexico. The primary suite is a sanctuary of style, with serene water views and a spa-inspired en suite bath. Guests will feel equally indulged in the second bedroom, paired with its own elegantly updated bath. A discreet laundry closet with full-size washer and dryer enhances convenience without compromising the sleek design. Step onto your private balcony and let the romance of coastal living surround you—sunsets that set the horizon ablaze, dolphins and manatees playing in the surf, and the soothing rhythm of waves that feels like your own personal soundtrack. Beyond beauty, this condo also offers remarkable value. With a two-week rental policy, it presents excellent investment potential as both a luxurious personal retreat and an income-generating opportunity. Ocean Sands pampers residents with resort-style amenities: a beachfront heated pool and spa, shuffleboard courts, tiki hut, BBQ area, and direct access to one of Florida’s most beloved stretches of sand. Reserved under-building parking ensures peace of mind and convenience. More than a home, this is an experience—where luxury design, smart investment, and the magic of the Gulf Coast all come together.

14950 Gulf Boulevard Unit 503, Madeira Beach

$389,000
1 Beds 2 Baths Madeira Place Condo SubDv. 33708 Zip Code
MADEIRA BEACH TURNKEY CONDO is ready to move in or rent out on day 1 with no time limit restrictions. This Madeira Beach 1/1.5/1 car garage condo is furnished and stocked with everything you need. The top 4th floor, 1 bedroom, 1 full bath and 1 half bath unit includes a RARE oversized 1 car private garage with new overhead door and remote control. Fully furnished, sleeps six with an open floor plan ideal for relaxing or entertaining. Sliding glass doors in the living room open to a private balcony perfect for enjoying a relaxing sea breeze and beautiful west coast sunsets. The kitchen is bright, fully stocked and includes all appliances. The primary bedroom en suite is spacious with a beautiful, updated bathroom and an extra-large walk-in closet. The convenient in-unit washer and dryer are included. The tile and LVP flooring add style, comfort and ease of maintenance perfect for beach living. Enjoy swimming, lounging and outdoor gatherings by the newly renovated large pool and BBQ area. Madeira Place is a well-maintained property known for being family friendly. The property is in a perfect location with nearby restaurants, gift shops, fishing, boating, water sports or a walk on the beach and only minutes from the famous John’s Pass Village & Boardwalk with easy access to the mainland. A great location to live year-round but if you want to own a vacation home and rent out part-time or own a year-round rental investment property there are no rental time limit restrictions, you set the time limits. Owning and enjoying a beach vacation property that can generate income from day 1 offers unlimited investment potential. This great condo is only steps from soft sand and breathtaking sunsets on one of the best beaches on Florida’s Gulf Coast. Whether you’re looking for a beachside oasis, a permanent residence or a rental investment, this condo has it all. MUST SEE!

14001 Gulf Boulevard Unit 407, Madeira Beach

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