Madeira Beach Homes under $500,000

Madeira Beach Homes under $500,000

Welcome to Madeira Beach, Florida—a coastal gem nestled in Pinellas County, where sun-soaked shores and vibrant community life await you. Known for its stunning beaches, Madeira Beach offers a perfect blend of relaxation and recreation, making it a sought-after destination for both residents and vacationers. With the sparkling Gulf of Mexico at your doorstep, you can indulge in a variety of water sports, beachcombing, and leisurely strolls along the picturesque shoreline.

What makes Madeira Beach even more appealing is its diverse real estate market. If you're searching for your dream home in this idyllic location, you'll be delighted to know that there are charming properties available for under $500,000. Whether you’re a first-time homebuyer, a retiree looking to downsize, or an investor seeking a vacation rental, the options here are plentiful. From cozy condos with breathtaking ocean views to quaint single-family homes nestled in friendly neighborhoods, Madeira Beach offers something for everyone.

In addition to its beautiful homes, the community boasts a lively atmosphere with a variety of local shops, restaurants, and entertainment options. Explore the famous John's Pass Village, where you can enjoy fresh seafood, boutique shopping, and water activities. With the perfect blend of natural beauty and a vibrant community, Madeira Beach is not just a place to live—it's a lifestyle. Discover your piece of paradise today and embrace the enchanting charm of Madeira Beach!

Newest Madeira Beach Homes under $500,000

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
255 146th Avenue E, Madeira Beach
$459,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
**FULLY RENOVATED DUPLEX JUST STEPS FROM MADEIRA BEACH & JOHN’S PASS!** This beautifully renovated duplex offers an exceptional opportunity in one of the area’s most sought-after beach destinations. Ideally located just a short walk from the sand and minutes from the shops, restaurants, entertainment, and waterfront attractions of John’s Pass, this property is perfectly suited for a vacation rental, investment property, or beach getaway. Thoughtfully renovated throughout, the property features **tile flooring throughout, beautifully updated kitchens with soft-close cabinetry, modern finishes, and an inviting coastal feel**. Each unit offers a comfortable and functional layout designed with both guests and owners in mind. The private outdoor space adds even more appeal, with a **spacious backyard, outdoor shower, dedicated laundry area, and storage shed**—perfect for rinsing off after a day at the beach, storing beach gear, kayaks, bikes, and other recreational equipment, or enjoying the Florida sunshine. With its prime location, turnkey condition, flexible duplex layout, and proximity to Madeira Beach and John’s Pass, this property offers an outstanding opportunity to own a **fully renovated beach-area investment with strong vacation-rental potential**. Whether you're looking for an income-producing property, a personal beach retreat, or both, this one is ready to enjoy.

255 146th Avenue E, Madeira Beach
111 145th Avenue E Unit 4, Madeira Beach
$279,999
2 Beds ⋅ 1 Baths ⋅ Rain Condo SubDv. ⋅ 33708 Zip Code
Great Opportunity for Beach living for under $300,000. 2 bedroom 1 Bath Remodeled condo in Madeira Beach with Beach Access just across Gulf Blvd to the Public entrance to the Gulf Beach. Enjoy the affordable beach life or make it a vacation home. Just blocks a way from Dockside Dave's and the Best Grouper Sandwich on the beach and don't forget their Famous Onion Rings, they are Legendary. A new Aldi's just opened up a few blocks away and Publix is just across the bridge. Easy access to shopping in Seminole and St. Pete. The pictures are virtually staged to show the decoration possibilities .

111 145th Avenue E Unit 4, Madeira Beach
14906 N Bayshore Drive, Madeira Beach
$469,900
3 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code
Virtually Staged. TURNKEY MADEIRA BEACH DUPLEX WITHIN WALKING DISTANCE TO THE BEACH! Whether you're looking for an income-producing investment, a beach property with two rental units, or the opportunity to live in one side while renting the other, this completely updated duplex offers exceptional flexibility in one of Pinellas County’s most desirable beach communities. The property features a spacious 2-bedroom, 1-bath unit and a separate 1-bedroom, 1-bath unit, providing two potential income streams under one roof. Both units have been storm-remediated and completely renovated, with all work finished and ready for the next owner. This is a truly turnkey opportunity with a new roof, new water heaters, new A/C systems, updated kitchens and bathrooms, and numerous additional upgrades throughout. Both kitchens feature quartz countertops, white shaker cabinetry and stainless steel appliances, creating a clean, modern coastal feel. The exterior has been freshly painted and professionally landscaped, while the low-maintenance turfed backyard with string lighting provides a great outdoor space for tenants, guests or your own beach evenings. The property also offers four dedicated parking spaces in addition to available street parking. Best of all, leave the car at home and walk to Madeira Beach and the Gulf of Mexico, while also enjoying easy access to nearby restaurants, shopping, entertainment, boating and everything the beach lifestyle has to offer. For investors, the two-unit configuration provides the opportunity to generate income from both sides. For an owner-occupant, live in one unit and rent the other to help offset your monthly expenses. With all renovations completed and an outstanding Madeira Beach location, this is a true turnkey coastal property offering multiple ways to use it and generate income. Buyer to verify rental restrictions, projected rents, permitted uses and income/expense information.

14906 N Bayshore Drive, 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
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
13401 1st Street E, Madeira Beach
$475,000
2 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
INCREDIBLE MADEIRA BEACH OPPORTUNITY — JUST STEPS FROM THE GULF, Substantial Hurricane Damage JUST A 2-MINUTE WALK TO THE BEACH! Location, space, and potential come together in this solid block home situated on a double-sized corner lot just one short block from Gulf Boulevard. The home features 2 bedrooms, 2 bathrooms and an attached garage, with a spacious interior filled with natural light from numerous windows and sliding glass doors. A surprisingly spacious and bright interior. The large primary bedroom provides plenty of room to create a relaxing private retreat, while the generously sized kitchen area offers excellent space for designing the kitchen you have always wanted. The open living and dining areas feel expansive and provide wonderful flexibility for entertaining and everyday living. Beautiful matching tile flooring throughout the home, creates a cohesive look and provides an excellent foundation for the renovation. The property sustained hurricane damage, and all of the interior drywall has already been removed, exposing the solid block construction and framing. For the next owner, much of the demolition work has already been completed, creating an opportunity to renovate, redesign, and personalize the home from the inside out. The double-size corner lot provides valuable additional space rarely found this close to the beach. The property also includes an oversize attached garage and Laundry room and a large backyard storage shed, perfect for bicycles, beach chairs, paddleboards, tools, and all the extras that come with coastal living. And then there is the location — imagine being able to grab your beach chair and be on the sand in two minutes. With Gulf Boulevard only one short block away, this is an exceptional opportunity to create a primary residence, second home, or coastal getaway in the heart of Madeira Beach. Bring your contractor, your creativity, and your coastal vision — the space, location, and possibilities are already here.

13401 1st Street E, Madeira Beach
13343 Gulf Boulevard Unit B5, Madeira Beach
$229,000
1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code
Welcome to your turnkey beach retreat at The Wave Resort in the heart of Madeira Beach. This beautifully furnished, first floor studio is ideally positioned directly beside the community’s newly renovated, full size swimming pool and just steps from the sugar white sand and sparkling waters of the Gulf of Mexico. Simply use the nearby crosswalk to reach the public beach access and enjoy swimming, sunbathing, ocean breezes, and unforgettable Gulf sunsets. The Wave Resort offers a community pool, poolside lounging areas, onsite laundry facilities, WiFi, cable, and convenient onsite parking. The association fee also includes electricity, water, sewer, trash, pool maintenance, exterior maintenance, and grounds maintenance, creating an easy, low maintenance ownership experience. The bright coastal interior features a comfortable sleeping area, storage, dining space, and a kitchenette complete with a sink, mini refrigerator, microwave, and solid surface countertops. The full bathroom includes a walk in shower. Located near restaurants, shopping, boating, fishing, entertainment, and the world famous John’s Pass Village and Boardwalk, this property offers the complete Madeira Beach lifestyle. With flexible short term rental opportunities and documented rental history available, buyers can enjoy their own beach getaway while generating income when they are away.

13343 Gulf Boulevard Unit B5, Madeira Beach
230 Medallion Boulevard Unit F, Madeira Beach
$359,000
2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Welcome to your beach retreat! As you walk through the 2nd floor entry of this meticulously renovated 2-bedroom, 1-bath condo, you’ll instantly fall in love with the light and bright feel and open layout of your new home. You’re greeted by the gorgeous waterfall edge Quartz countertops and stainless appliances in the fully updated kitchen. Adjacent to the kitchen you’ll find the guest bedroom as you pass through to the living/dining room. Overhead you’ll notice the modern LED fixtures throughout the home, giving you custom lighting control to suit every mood and activity. The spacious primary bedroom offers plenty of room for a king bed and a generous walk-in closet customized in a California Closets-style with ample storage space. Let’s not forget the additional peace of mind the other upgrades this home provides including the hurricane impact windows, updated electric panel, upgraded insulation (in walls and attic space), 2025 HVAC replacement, and in-unit laundry. Planning to purchase as a 2nd home or investment property? You’ll also love the income potential of 1 WEEK MINIMUM rentals. Your condo fee includes sewer, water, trash, internet, and cable tv.Just off the Tom Stuart Causeway, Madeira Beach Yacht Club is located on the intracoastal waterway and just a short stroll to public beach access. This short-term rental community offers something for everyone with its 2 pools, fishing docks, and proximity to Madeira Beach’s ROC Park with its playground, splash pad, walking paths, tennis courts, and full calendar of public events. Madeira Beach Yacht Club is a prime location with countless shops and restaurants a short walk or drive away, including John’s Pass Village less than 2 miles down the road. You won’t want to miss this opportunity. Schedule your showing today!

230 Medallion Boulevard Unit F, Madeira Beach
13123 4th Street E, Madeira Beach
$425,000
2 Beds ⋅ 1 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Renovated coastal cottage featuring two bedrooms, one bathroom and plenty of Beachtown charm! Private backyard feels like a tropical retreat with lush vegetation, low maintenance landscaping, perfect for relaxing or entertaining outdoors, and there is room for a pool or hot tub. The home is built on an elevated foundation, features newer, AC system and water heater both installed in 2025. Roof 2013. Located in a quiet, beautiful neighborhood near the water. This cottage is just a short walk from the beach and the shops, restaurants, entertainment, and waterfront atmosphere of Johns pass village. With a three month minimum rental. This property offers an excellent opportunity as a primary residence, beach getaway, or income-producing rental. Come enjoy the laid-back coastal lifestyle. Property sits on a 40 x 104 lot. BUYER INCENTIVE: A preferred lender is offering the next qualified buyer a lender-paid permanent 1-point interest-rate buydown, subject to lender terms and qualification. Ask for details!

13123 4th Street E, Madeira Beach
13313 2nd Street E, Madeira Beach
$435,000
2 Beds ⋅ 1 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Priced under appraised value! Renovated two-bedroom, one-bath home featuring solid block construction, a slab foundation, and classic terrazzo flooring. Improvements completed in 2025 include new electrical, plumbing, drywall, insulation, mini-split systems, and a new water heater—offering added comfort and peace of mind. Situated on a 40-by-104-foot lot, the property also features backyard space and a covered carport. Located in a quiet Madeira Beach neighborhood near the water, this home is just a short walk from the sandy beaches, shops, restaurants, and entertainment at John’s Pass Village. With a three-month minimum rental period, this property is an excellent opportunity for a primary residence, coastal getaway, or turnkey rental investment. BUYER INCENTIVE: A preferred lender is offering the next qualified buyer a lender-paid permanent 1-point interest-rate buydown, subject to lender terms and qualification. Ask for details!

13313 2nd Street E, Madeira Beach
179 Medallion Boulevard Unit D, Madeira Beach
$317,900
1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
WATERFRONT CONDO, COMPLETELY REMODELED AND PRICED TO SELL. Highly sought after Madeira Beach Yacht Club community. This lovely 1 bed 1bath ground level condo features a 110 sq ft enclosed patio in addition to the unit square footage and features acrylic sliding windows with screens and locking patio door. With unit windows open This room could be cooled and easily used as dining room. This unit also features tile throughout, crown molding, smooth ceilings, walk in shower and a brand new washer dryer all in one unit. MBYC allows 7 day rentals for maximum return on investment. Enjoy as an investment, second home or primary residence. No car needed walk to library, weekly fall/winter market, several restaurants, ice cream shops, drug and grocery stores. Pristine Madeira Beach is just across the street. Also ROC park is next door and features community events including popular Kingfish tournaments, basketball, tennis and pickleball courts, baseball and soccer fields, playground, splashpad and dog park. Take a Trolly ride to World famous Johns Pass about a mile away. MBYC amenities include 2 heated pools, 4 fishing piers and clubhouse

179 Medallion Boulevard Unit D, Madeira Beach
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