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14066 Marguerite Drive, Madeira Beach
$530,000
2 Beds ⋅ 1 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to your coastal retreat. This beautifully renovated block construction home blends modern updates with timeless beachside charm, offering the perfect opportunity to enjoy the relaxed Florida lifestyle. This thoughtfully designed 2-bedroom, 1-bath residence features an open floor plan with stylish tile flooring throughout, creating a bright and welcoming living space. The updated kitchen is a standout, complete with stone countertops, custom wood cabinetry, and brand-new stainless-steel appliances—perfect for both everyday living and entertaining. The bathroom has been tastefully updated with a double vanity and elegant tilework, combining functionality with a clean, modern aesthetic. Both bedrooms are generously sized with ample closet space, while all-new window treatments add a polished finish and privacy throughout the home. Just off the kitchen, a charming sunroom offers the ideal spot for morning coffee or evening wine. Outside, the beautifully landscaped, low-maintenance yard creates a private outdoor setting perfect for relaxing, grilling, and enjoying the coastal breeze. A unique feature of the property is the detached 240 sq. ft. block construction garage, offering incredible versatility—it could easily be converted into a studio, office, workshop, or additional living space. Recent upgrades include a whole-house water purification system, new hot water heater, new irrigation system, new interior washer and dryer, and an updated HVAC condenser, providing peace of mind for the next owner. Ideally located just minutes from Caddy’s, The Candy Kitchen, The Reef Bar & Grill, John’s Pass, and the beautiful Gulf beaches, this home places dining, shopping, entertainment, and the sand at your fingertips.

14066 Marguerite Drive, Madeira Beach

13101 Gulf Boulevard Unit 1302, Madeira Beach
$599,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code
Perfectly positioned to capture Gulf views, this turnkey Madeira Bay Resort condo is one you truly must see in person to fully appreciate. Enjoy direct beach access via a dedicated walkway, while being just steps from the shops, dining, entertainment, and waterfront energy of John’s Pass Village. Even better, nightly rentals are permitted, offering exceptional flexibility for owners and investors alike. Inside, the light-filled, open layout is framed by beautiful water views and complemented by modern coastal finishes, granite countertops, stainless steel appliances, an in-unit washer and dryer, and a convenient owner’s closet. The light filled, spacious primary bedroom enjoys fabulous Gulf views, while the additional room, is currently configured as a 2nd bedroom offering flexible space for additional guests. A private waterfront balcony creates the perfect place to relax and take in the Gulf views, sunsets, and coastal setting. Madeira Bay Resort I offers resort-style amenities including a heated, newly remodeled pool and spa, fitness room, under-building parking, and a pet-friendly environment. Owners may personally enjoy the residence for up to six months each year while taking advantage of the property’s short-term rental flexibility during the remaining time. Built in 2020, the building offers an affordable $670 monthly fee which includes cable, internet, building insurance, association reserves, exterior and grounds maintenance, pool service, water, sewer, and trash. With nightly rentals, impressive Gulf views, beach access, and an unbeatable location near John’s Pass, this is a standout opportunity for a personal beach retreat, an income-producing property, or a combination of both.

13101 Gulf Boulevard Unit 1302, Madeira Beach

15424 2nd Street E, Madeira Beach
$589,900
3 Beds ⋅ 2 Baths ⋅ Lone Palm Beach 4th Add SubDv. ⋅ 33708 Zip Code
**NEW PRICE — $589,900! MOTIVATED SELLERS! YOUR MADEIRA BEACH LIFESTYLE STARTS HERE!** Just approximately 0.2 mile from the Gulf, this refreshed 3-bedroom, 2-bath, 1,103 sq. ft. single-family block home offers the opportunity to own your own piece of Madeira Beach — with NO HOA, a private backyard, and beach access just a short walk away. Imagine starting your morning with coffee on your backyard deck, spending the afternoon at the beach, and returning home to relax around your own fire pit. This is what makes this location and property so special. Inside, you'll find a bright, refreshed interior featuring an updated kitchen with shaker-style cabinetry and stainless-steel appliances. Two full bathrooms include a tiled walk-in shower. Additional features include a fireplace, washer and dryer, tankless water heater, and three bedrooms offering flexibility for guests, a home office, or everyday living. Step outside to a tropical backyard with a spacious wood deck, fire-pit area, and fenced outdoor space. Whether you're hosting friends, enjoying a quiet evening, or simply relaxing after a beach day, this outdoor setting adds another dimension to Florida living. And the LOCATION? It's hard to beat! Enjoy nearby Gulf beach access, ALDI, CVS Pharmacy, Gulf Beaches Public Library, R.O.C. Park, Madeira Beach City Centre, and Smugglers Cove Adventure Golf. John's Pass, waterfront dining, shopping, and island entertainment are just minutes away. **NEW PRICE. MOTIVATED SELLERS. BEACH LIFESTYLE. NO HOA.** An opportunity to own a single-family home on its own lot in Madeira Beach, close to the Gulf and everyday conveniences. **Motivated sellers and a newly reduced price make this a great time to explore beach living in Madeira Beach. Schedule your private showing today!** Seller will contribute up to $10,000 toward buyer's allowable closing costs, prepaids and/or interest-rate buydown with acceptable contract terms, subject to lender approval. All measurements, dimensions, and distances are approximate and should be independently verified.

15424 2nd Street E, Madeira Beach

13235 Gulf Boulevard Unit 502, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort Ii Condo SubDv. ⋅ 33708 Zip Code
Under contract-accepting backup offers. **Under Contract**Back up offers are welcome for this 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

13401 1st Street E, Madeira Beach
$550,000
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

12924 Gulf Boulevard Unit 304, Madeira Beach
$570,000
1 Beds ⋅ 1 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code
Under contract-accepting backup offers. TURNKEY BEACH GETAWAY WITH SHORT-TERM RENTAL POTENTIAL! Just steps from the sugar-sand Madeira Beach and directly across from the vibrant attractions of John’s Pass, a historic and popular waterfront destination in Madeira Beach famous for its shopping, dining and outdoor activities. This beautifully furnished 1-bedroom, 1-bath third-floor condo at Sandy Shores offers the perfect combination of coastal living, convenience, & investment opportunity. Short-term rentals are permitted, making this an excellent option for investors seeking a vacation rental or for buyers wanting their own beach retreat with rental income potential. The open floor plan features Luxury Vinyl Plank flooring in the living room and bedroom, tile in the kitchen and dining area, granite countertops, stainless Frigidaire appliances, a tray ceiling in the kitchen, and a spacious bedroom with a walk-in closet. Triple slider doors open to a beautiful balcony overlooking the sandy beaches and the sparkling heated community pool, creating the perfect spot for morning coffee or evening sunsets. Offered fully furnished and turnkey, the condo comfortably accommodates guests with two queen-size beds and a pull-out sofa, plus a smart TV in the living room. Additional highlights include keyless entry, elevator access, reserved parking with additional guest parking, 2019 AC System, and 2019 water heater. Sandy Shores features a heated pool surrounded by pavers and tropical palms, lounge chairs, gas grills, and an outdoor shower for rinsing off after a day at the beach. Coin-operated laundry is conveniently located within the community. Located directly across from John’s Pass, you'll have dining, shopping, entertainment, water activities, and the beautiful Gulf beaches right outside your door. A rare opportunity to own a turnkey, short-term-rental-friendly beach condo in a highly desirable Madeira Beach location!

12924 Gulf Boulevard Unit 304, Madeira Beach

14023 Palm Street, Madeira Beach
$525,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code
Coastal living just steps from the beach and warm Gulf waters! Welcome to 14023 Palm Street, a charming 3-bedroom, 2-bath Madeira Beach cottage offering approximately 1,139 square feet of living space in an exceptional beachside location. Just a short walk from the sugar-sand shores of Madeira Beach, this home combines classic Florida character with flexibility for a primary residence, vacation getaway, or investment property. Inside, vaulted exposed-beam ceilings add architectural character and an airy coastal feel to the living spaces. The functional floor plan includes a comfortable living room, dedicated dining area, kitchen with ample cabinetry and counter space, and a separate wet bar ideal for entertaining. Three bedrooms and two full baths provide plenty of flexibility for guests, a home office, or extended stays. Step outside to a private backyard surrounded by tropical landscaping with space for outdoor dining, grilling, and relaxing after a day at the beach. A covered carport and generous driveway provide convenient off-street parking. Best of all, the beach is just across Gulf Boulevard, putting relaxation and unforgettable sunsets within easy reach. John's Pass Village & Boardwalk, waterfront dining, shopping, boating, and entertainment are also just minutes away. For those considering rental income, the property allows a minimum 3-month rental period, offering investment potential without the restrictions of an HOA. A rare opportunity to enjoy the Madeira Beach lifestyle with the beach practically at your doorstep.

14023 Palm Street, 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

13148 3rd Street E, Madeira Beach
$574,900
3 Beds ⋅ 2 Baths ⋅ Pages Rep Of Mitchells Beach SubDv. ⋅ 33708 Zip Code
Live the Florida beach lifestyle in this beautifully updated 3-bedroom, 2-bathroom home in Madeira Beach, ideally located just one-third of a mile from beach access and only half a mile from the popular Johns Pass Village & Boardwalk. Offering the perfect combination of coastal charm and modern updates, this home places you close to the Gulf's sandy shores, waterfront dining, boutique shopping, and endless entertainment options. Freshly updated with permits in 2025, this move-in-ready home features new flooring, new countertops, and brand-new decking on the upstairs patio, rear deck, and front porch. Additional improvements include professionally cleaned air ducts and a newer HVAC system installed in 2024, providing comfort and peace of mind. Inside, you'll find a bright and inviting floor plan featuring a welcoming front sitting room and a living and dining room combination. The beautifully remodeled kitchen showcases stainless steel appliances, a center island perfect for meal prep or casual dining, stylish pendant lighting, and modern finishes throughout. All three bedrooms are conveniently located upstairs, creating a private retreat away from the main living areas. The primary bedroom features its own private balcony, offering the perfect place to enjoy your morning coffee or unwind after a day at the beach. A full bathroom is conveniently located downstairs, while an additional full bathroom upstairs serves the bedroom level. Step outside and enjoy multiple outdoor living spaces, including the upstairs balcony and backyard patio, featuring an outdoor shower, perfect for entertaining family and friends or simply embracing the laid-back coastal lifestyle. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this exceptional Madeira Beach home offers an unbeatable location just moments from the beach and all the charm of one of Tampa Bay's most sought-after beach communities. Schedule your showing today!

13148 3rd Street E, 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

14036 Marguerite Drive, Madeira Beach
$559,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
Fully Permitted and Closed - Newly renovated Madeira Beach duplex with excellent income potential and added flexibility! This updated property features two existing units plus a detached rear room/building that may offer additional possibilities for storage or office. Recent improvements include new HVAC, new electrical, new electrical panels, new kitchens, and new appliances, making this a strong turnkey-style opportunity in one of the area’s most desirable beach communities. Located just minutes from the Gulf beaches, John’s Pass, restaurants, shopping, boating, and entertainment, this property is ideal for investors, owner-occupants, or buyers seeking rental income near the coast. Whether held as a long-term rental, used as an owner-occupied property with income potential, or explored for expanded future use, 14036 Margueritte Dr offers a rare opportunity in Madeira Beach.

14036 Marguerite Drive, Madeira Beach

15467 Gulf Boulevard Unit 8, Madeira Beach
$566,000
4 Beds ⋅ 4 Baths ⋅ Lone Palm Beach Condo SubDv. ⋅ 33708 Zip Code
Virtually Staged. Just across Gulf Boulevard from the sugar sand beaches of Madeira Beach, this spacious townhome offers over 2,000 square feet of living space in Lone Palm Beach, an intimate community of only 14 residences. Whether you're looking for a primary home, beach getaway, or investment opportunity, the combination of size, location, and potential is hard to find. A private elevator provides easy access to all three levels, while the oversized two-car garage offers plenty of room for vehicles, bikes, paddleboards, and all your beach gear. The flexible floor plan features four bedrooms and three-and-a-half baths, including two private ensuite bedrooms. The first living level offers a spacious guest suite with its own exterior entrance, making it ideal for visitors, multigenerational living, or a private home office. The main living level is designed for gathering, featuring an open-concept layout, generous kitchen with breakfast bar, two walk-in pantries, dining space, and a private balcony overlooking the tropical landscaping. The top floor is anchored by the oversized primary suite with its own balcony, Intracoastal views, walk-in closet, and spacious ensuite bath with dual vanities, soaking tub, and separate shower. Two additional guest bedrooms, a full bath, and laundry complete the upper level. Outside, enjoy the heated community pool or take a short stroll across the street to the beach. ROC Park is just around the corner with pickleball, tennis courts, baseball fields, playground, splash pad, library, and year-round community events. John's Pass Village & Boardwalk is only minutes away, offering waterfront dining, shopping, boating, and entertainment. Bring your vision and make this beachside property your own. Opportunities to own a home with this much space, a private elevator, oversized garage, two ensuite bedrooms, and a premier Madeira Beach location are increasingly rare.

15467 Gulf Boulevard Unit 8, Madeira Beach

480 S Bayshore Drive, Madeira Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ Gulf Shores 4th Add SubDv. ⋅ 33708 Zip Code
Virtually Staged. Experience the ULTIMATE coastal lifestyle in this LUXURIOUS beach bungalow, located just a SHORT WALK to the pristine GULF BEACHES and the popular Caddy's Madeira Beach. Offered FULLY FURNISHED and COMPLETELY MOVE-IN READY, this one-of-a-kind home showcases high-end furnishings and designer touches throughout. This beautifully updated 2-bedroom, 2 full bath home has been thoughtfully renovated with no expense spared. Stunning IMPORTED TILE and MARBLE selections elevate the interior, while BRAND-NEW PREMIUM APPLIANCES—including a refrigerator with a craft ice maker and a convection range—blend style with convenience. The BEAUTIFULLY DESIGNED kitchen also includes a custom, BUILT-IN breakfast nook with storage bench and a large center island for dining, complete with QUARTZ countertops. A standout feature of this remarkable property is the STUNNING air-conditioned Florida room, adding OVER 400 SQUARE FEET of additional living space. Surrounded by windows on all sides, this bright and inviting retreat is filled with NATURAL LIGHT, creating the perfect setting for relaxing, entertaining, or enjoying the coastal ambiance year-round. Further enhancing the home's value, the property features HURRICANE IMPACT windows and doors, a new 200-amp electrical service with complete rewiring, as well as a BRAND-NEW, RAISED HVAC system, providing peace of mind and quality construction. Outside, the professionally landscaped grounds create a LUSH, island-inspired setting. Fresh exterior paint, swaying palm trees, and a BRAND-NEW IRRIGATION SYSTEM enhance the home's exceptional curb appeal and tropical welcome. The private backyard oasis features an OUTDOOR SHOWER for rinsing off after a day at the beach, a spacious storage shed, and a charming side porch ideal for grilling, dining al fresco, or simply unwinding in the coastal breeze. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, this extraordinary beach bungalow offers the perfect combination of luxury, location, and lifestyle just moments from the Gulf of Mexico and ONE MILE from John's Pass. Schedule your showing, then pack your bags!

480 S Bayshore Drive, Madeira Beach

136 143rd Avenue E, Madeira Beach
$590,000
2 Beds ⋅ 1 Baths ⋅ Madeira Manor SubDv. ⋅ 33708 Zip Code
A block from the Madeira Beach shores, this fully updated coastal home delivers the kind of setup that works as a full-time residence, a second home, or rental with real earning potential. The 2024 roof carries a 15-year warranty. The whole home saw a fully permitted renovation in 2025 with all appliances replaced at that time along with a brand new AC, pool door alert system, and water heater, making it truly turnkey and low maintenance for years to come. Step inside and enjoy the open-plan living and dining area where wood-plank ceilings, fresh coastal paint, and luxury vinyl plank floors carry through the entire home. The kitchen is fully remodeled with white shaker cabinetry, quartz countertops, a tiled backsplash, and a stainless LG appliance suite including a slide-in range and built-in microwave. A peninsula with bar seating connects the kitchen to the living room, keeping the social flow easy whether you're hosting twelve or three. Bedrooms are well-sized with the same consistent coastal palette throughout. The bathroom has been fully redone, with stacked-stone accent walls, quartz vanities, matte black fixtures, and wicker pendant lighting tying in the coastal charm seen throughout the rest of the home. The outdoor living space is where this property shines. A covered front porch with an outdoor TV and wicker seating sets the tone before you even walk inside. The back of the house opens onto a paver patio with a saltwater pool, a corrugated metal tiki bar with wood-top counter and string lights, a dining area under a market umbrella, and separate lounge zones on both sides of the pool. A storage shed, artificial turf, and a stacked washer/dryer utility room with secondary refrigerator round out the back. Nearly everything stays: some backyard furniture, grill, washer, dryer, and second fridge are all included. Two paver driveways provide parking for multiple vehicles, and Madeira Beach residents receive city-wide parking passes valid at local beaches and John's Pass. The Gulf is one block away. John's Pass Village, with its restaurants, shops, water sports, and waterfront dining, is within walking distance. Golf cart-friendly streets make the whole neighborhood reachable without a car. Come check out this move in ready beach retreat today!

136 143rd Avenue E, Madeira Beach

315 Medallion Boulevard Unit F, Madeira Beach
$515,000
2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Coastal Luxury Meets Turn-Key Investment Living at 315 Medallion Blvd, Unit F! Discover the ultimate blend of coastal elegance, convenience, and investment potential in this beautifully positioned second-floor residence just steps from the sparkling waters of the Gulf of Mexico. Offered fully turn-key, this exceptional property is ready to enjoy as a luxurious beach retreat, full-time residence, or income-producing vacation rental. With 7-day minimum rental opportunities, this property provides the flexibility and appeal that discerning investors and beach lovers are looking for. Relax and unwind on your private patio, the perfect setting for enjoying spectacular sunsets and the laid-back Florida lifestyle. The resort-style community offers an impressive collection of amenities designed for relaxation and recreation, including two heated swimming pools, four fishing piers, a clubhouse, fitness center, sauna, billiards, hot tub, and more. Ideally situated within walking distance of Madeira Beach, ROC Park, local dining, boutique shopping, and entertainment, while the popular John’s Pass Village is just approximately 2 miles away. Enjoy easy access to some of the area's most desirable beaches, restaurants, waterfront attractions, and entertainment. Whether you're seeking a sophisticated coastal getaway, a personal Florida escape, or a turn-key vacation rental investment, this exceptional property offers an enviable combination of location, lifestyle, and flexibility. Experience the best of Florida coastal living—schedule your private showing today!

315 Medallion Boulevard Unit F, Madeira Beach

80 144th Avenue, Madeira Beach
$555,000
3 Beds ⋅ 3 Baths ⋅ Madeira Shores Sub SubDv. ⋅ 33708 Zip Code
Welcome to the heart of Madeira Beach, where coastal lifestyle meets income potential with this fully updated, turnkey block construction TRIPLEX designed with investors in mind. Whether you’re looking to expand your portfolio, house-hack by living in one unit while generating income from the others, or securing a high-demand rental property near the Gulf, this opportunity checks all the boxes. From a numbers standpoint, major capital improvements have been made providing peace of mind for years to come. All work permitted and done right. Updates include three brand new HVAC systems, three new water heaters, three newer electric panels, a new multi-dimensional GAF roof in 11/2022, updated plumbing, and Missile D-rated low emissivity impact windows and openings throughout. All units feature raised GFCI-protected outlets, adding an extra layer of safety and compliance. All new flooring, cabinetry, bathrooms and kitchens. Fresh interior and exterior paint throughout. This is the kind of property where you can step in and start generating income without worrying about immediate big-ticket expenses. Each of the three units offers a 1-bedroom, 1-bathroom layout, all thoughtfully renovated with brand new tile flooring, modern soft-close cabinetry, and quartz countertops that appeal to today’s renters. Clean, consistent finishes across all units make management simple while maximizing rental appeal and value. Two units are identical in size and layout with the third unit toward the back being the larger of the three. Community Washer and Dryer on site with new hot water heater and hookups. Location is where this property truly shines. Positioned just across the street from the public beach access and powder sands of Mad Beach and a short distance from the energy of John’s Pass Village & Boardwalk, you’re in one of the most sought-after beach communities on Florida’s Gulf Coast. Tucked just off Gulf Boulevard, the setting offers that ideal balance of accessibility and privacy. Tenants and guests can stroll across the street to the beach, enjoy waterfront dining, explore boutique shopping, and take advantage of boating and premium inshore/offshore fishing all at your fingertips. Mad Beach Roc Park and the splash pad are absolute gems and offer abundant recreational activities. This is a location that consistently attracts seasonal renters and long-term tenants year-round. Madeira Beach continues to see strong rental demand thanks to its laid-back coastal lifestyle, walkability, and close proximity to both St. Petersburg and Clearwater, making it an ideal destination for a wide range of renters. Opportunities like this don’t come around often, now is your chance to invest in one of Florida’s most desirable beachside communities.

80 144th Avenue, Madeira Beach

12924 Gulf Boulevard Unit 110, Madeira Beach
$500,000
2 Beds ⋅ 2 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code
CONSISTENT INCOME producing unit with a three-day minimum at beach front Sandy Shores. Two hurricane rated sliding glass doors open to a lovely balcony for a peekaboo beach view and a direct view of the Madeira Beach-Treasure Island drawbridge opening upon the ship’s request from the balcony, living room and kitchen table. Never a dull moment being directly across the street from the renowned John’s Pass Village and Boardwalk with waterfront dining, shopping and boating. For more than 40 years, the historic John's Pass Village & Boardwalk has been transformed into a venue for the John's Pass Seafood Festival, a wildly popular celebration of fresh Gulf seafood, currently held every fall. Year round the unit is open, light and bright with updated appliances and ceramic tile flooring throughout. Oversized master bedroom ensuite complete with a spacious walk-in closet. White plantation shutters cover the master bedroom windows and sliding glass doors to add enhanced privacy as well as additional light and sunlight barriers. Of Sandy Shores 55 units every balcony has been structurally inspected and repaired to pass Milestone Report. The complex boasts a new roof, fresh paint, repaved parking area and a new building generator. The extremely popular short-term rental complex is on 130 feet of private gulf frontage. Sandy Shores provides a beautiful resurfaced, heated beach front pool with remodeled pool bath, both secured by a new vinyl fence with tiki huts, grill station, picnic tables and colored lighting in the pool area. The seller states it best, "The only thing separating you from the beach is the pool!"

12924 Gulf Boulevard Unit 110, Madeira Beach

14062 Palm Street, Madeira Beach
$600,000
8 Beds ⋅ 4 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code
Added to the MLS for Comps One block from the Beach!!! This fully remodeled duplex is so inviting. This property is ready for you to enjoy. You will love the stunning kitchen featuring new cabinets, granite countertops, and brand-new stainless steel appliances, along with beautiful plank-style wood tile flooring throughout. The primary bedroom is will fit a queen bed, two nightstands,creating a relaxing and inviting space. The second bedroom can fit a full bed, two nightstands, perfect for guests or family. Step into the stunning bathroom featuring a custom tile shower with a luxurious waterfall shower head, creating a spa-like retreat. Enjoy relaxing and unwinding on your screened-in lanai, the perfect place to sit back and enjoy the coastal breeze. Or walk around the corner of the street for the stunning sunset.

14062 Palm Street, Madeira Beach

107 145th Avenue E, Madeira Beach
$575,000
Madeira Shores Sub SubDv. ⋅ 33708 Zip Code
Prime Coastal Redevelopment Opportunity – 7-Unit Multifamily Rare opportunity in the heart of Madeira Beach just ½ block to public beach access. This 100’ x 93’ lot (approx.) offers excellent frontage and redevelopment potential in a highly desirable coastal market. The existing 7-unit multifamily property sustained hurricane and flood damage and is being sold as-is for land value. The current structures require complete renovation or redevelopment. Historically operated as long-term rental apartments, this site is ideally suited for rebuilding a new income-producing multifamily property (buyer to verify zoning, density, and building requirements). Located just minutes from John's Pass Village & Boardwalk, with convenient access to dining, shopping, and Gulf waters, the property benefits from strong and consistent demand for long-term coastal rentals. Highlights: 100’ frontage x 93’ depth (approx.) ½ block to public beach access Zoned/used as 7-unit multifamily Storm-damaged – redevelopment required Sold as-is for land value Long-term rental use (no short-term rental representation) High-demand beachside location Ideal for investor, builder, or developer A rare chance to secure a multifamily redevelopment site in one of Pinellas County’s most sought-after beach communities.

107 145th Avenue E, Madeira Beach

14040 Miramar Avenue, Madeira Beach
$510,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 3rd Add Rep SubDv. ⋅ 33708 Zip Code
Virtually Staged. SIGNIFICANT PRICE IMPROVEMENT...GREAT INVESTOR PROPERTY FOR 2 RENTAL STREAMS....Or potentially rent out one side and occupy the other. ATTRACTIVELY REMODELED DUPLEX located just blocks from Madeira Beach. Unit 1 features 2 bedrooms, 1 full bath and Unit 2 offers 1 bedroom,1 full bath. This property has been restored in the wake of the 2024 hurricanes AND IS MOVE IN READY!! All permits and inspections have been filed and completed. The Kitchens features all new cabinets, quartz countertops, luxury vinyl flooring and brand-new LG stainless steel appliances. Both bathrooms include new vanities, tile floors, tile walls and hardware. The renovation project was permitted and inspected and included new luxury vinyl flooring (NO CARPET), drywall, baseboards, new electrical and fresh paint throughout the interior and exterior. The units have a newer roof (2021), 2 BRAND NEW WATER HEATERs and 2 BRAND NEW AC UNITS. The unit provides ample off-street parking, and an interior laundry area. A short walk to the Gulf's breathtaking white sand beaches. Enjoy all that Madeira Beach has to offer swimming, sunbathing, fishing, boating and water sports. With easy access to restaurants, shopping, and nightlife this property offers an incredible opportunity to invest in or live in one of Southwest Florida's premiere beach communities.

14040 Miramar Avenue, Madeira Beach

15462 Gulf Boulevard Unit 603, Madeira Beach
$599,900
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
Price Reduced! Gulf Front Condo for Sale in Madeira Beach FL - 2 Bedroom Beachfront at Surfside Tower and Monthly Rentals Allowed. Experience breathtaking, unobstructed Gulf views from this beautifully maintained 2 BR, 2 BA beachfront condo in Madeira Beach, Florida. Located on the 6th floor of Surfside Tower Condo, this direct Gulf-front residence offers panoramic views of the Gulf and Madeira Beach’s renowned white sand shoreline. Situated in desirable Madeira Beach, this condo delivers the ultimate Florida beachfront lifestyle. This a highly desirable Madeira Beach investment property offers strong income potential. Whether you're searching for a Gulf-front vacation rental, seasonal retreat, or full-time beachfront residence, this property checks every box. The spacious Kitchen features ample cabinetry, beautiful water views, and an in-unit washer and dryer for everyday convenience. The open-concept living and dining area flows seamlessly to a large private beachfront balcony (lanai), perfect for outdoor dining, entertaining, and relaxing while enjoying spectacular sunrises and unforgettable Gulf sunsets. Hurricane shutters provide added protection and peace of mind. The primary suite offers direct beach views, a walk-in closet, and a private ensuite bath. The oversized second bedroom also includes a walk-in closet, providing generous storage and an ensuite bath also. Surfside Tower amenities include: a heated beachfront pool and spa, updated pool deck, pavers, and new fencing, a Fitness center, Billiards room and card room, ping pong, and a library also. There's also a Recreation room with Kitchen for private events. Priced below market value, this unit features covered carport parking and is a rare opportunity to own a direct beachfront condo in Madeira Beach with Gulf views. Schedule your private showing today and make beachfront living on Madeira Beach your reality.

15462 Gulf Boulevard Unit 603, Madeira Beach

13101 Gulf Boulevard Unit 1507, Madeira Beach
$580,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code
Amazing turn-key, fully furnished 2BR/2BA pet-friendly condo with sweeping marina and water views from the private balcony and primary bedroom. 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 2020, this solid income-producing vacation rental is part of the desirable Madeira Bay Resort with bookings in place through April 2026. Meticulously maintained with porcelain tile throughout, new refrigerator (2024), and new washer/dryer combo and sleeper sofa (2025). Storm-resilient construction, no special assessments, and a low $670 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 potential could be yours.

13101 Gulf Boulevard Unit 1507, Madeira Beach

401 150th Avenue Unit 245, Madeira Beach
$539,999
2 Beds ⋅ 2 Baths ⋅ Boca Vista Condominum SubDv. ⋅ 33708 Zip Code
PRICE IMPROVEMENT !!! RARE DEEDED BOAT SLIP WITH 10,000LB BOAT LIFT This condominium offers approximately 1,270 square feet of well-designed living space. It features two bedrooms and two bathrooms, providing ample room for comfortable living. The unit boasts a spacious layout, natural light, and a large deck with outdoor seating, offering a serene and inviting atmosphere. The scenic views from the deck and the spacious balcony overlooking the pool and coastal scenery create a tranquil ambiance. The well-maintained grounds and tropical landscaping surrounding the property contribute to the overall vibrant and pleasant neighborhood. Residents can enjoy the spacious outdoor courts and the inviting pool, perfect for recreation and relaxation. The unit was completely updated in 2019. The large eat in kitchen has new cabinets, stainless appliances , granite countertops and stackable washer and dryer The primary bedroom provides a comfortable and private retreat, offering a spacious and serene space , ensuite features newly tiled shower.The additional bedroom allows for flexibility, whether used as a guest room or a home office. New water heater in 2019, new HVAC in July 2022, new windows March of 2025. All interior doors are new. New recessed lighting and ceiling fans.New carpet in the bedrooms and laminate in living areas. Bathrooms are tiled. There are 2 parking spaces, one under the building and one in the carport. The waterfront location provides the opportunity to experience the beauty and lifestyle of the coastal scenery. The unit is being sold fully furnished...Turn key

401 150th Avenue Unit 245, Madeira Beach

14555 N Bayshore Drive, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Sunny Shores SubDv. ⋅ 33708 Zip Code
This is the kind of property some wait on… then regret when it’s gone. Solid block construction, stone and terrazzo floors, and a long water view the second you walk through the door. You’re looking straight out over the Intracoastal from the main living area and the primary bedroom — and it’s that classic Florida “I could do this every day” vibe. Here’s what matters: the demolition has already been done. PVC plumbing inside. Drywall is removed to the studs, floors and ceilings are intact, and the house is wide open for your design and layout. No guessing, no hidden surprises behind finished walls — you’re starting with a clean slate. There’s a davit for a small boat and jet ski's. Perfect for someone who wants water out back, a simple setup, and the beach at the end of the street. New roof (October 2021) Upgraded 200-amp electrical panel Blown-in attic insulation And if you’re thinking about the 50% rule, here’s the info - City of Madeira Beach preliminary report shows NOT substantially damaged Pinellas County Appraiser shows repairs/improvements up to $98,805 allowed for rehab. This is one of those rare Madeira Beach opportunities where you’re not paying for someone else’s design choices — you’re buying location, water, and a head start. Renovate it, elevate it, or rebuild it into something special. Waterfront. Walk to the beach. Long water view from inside the home. Big upside. If you’ve been waiting for a deal on the water in Madeira Beach… this is your shot.

14555 N Bayshore Drive, Madeira Beach

13336 Gulf Boulevard Unit 103, Madeira Beach
$530,000
1 Beds ⋅ 1 Baths ⋅ Chambre The Condo SubDv. ⋅ 33708 Zip Code
Coastal Elegance & Gulf Front Views! Experience the ultimate Florida lifestyle in this stunning front-row condo located directly on the sugar sands of Madeira Beach. Chambre 103 offers more than just a home; it offers a front-seat view of the ocean and the relaxing rhythm of the tide. Step into a bright, open-concept living space where floor-to-ceiling natural light meets cozy coastal charm. This meticulously maintained 1-bedroom, 1-bathroom unit is designed for both comfort and functionality. Selling fully furnished with all contents included. Start your mornings and end your evenings on your private balcony with breathtaking views overlooking the turquoise waters of the Gulf. Features a spacious bedroom with a king-sized bed and a secondary full sleeper sofa in the living area. A fully equipped, modern kitchen with all the essentials, perfect for preparing fresh local seafood to enjoy beachside. Rarely does a beachfront opportunity like this hit the market! Located on the quiet, tucked-away Gulf Lane, this well-maintained 25-unit community is the hidden gem of Madeira Beach. From the convenience of your reserved parking to the luxury of a beachfront heated pool and spa, your beachside oasis awaits!

13336 Gulf Boulevard Unit 103, Madeira Beach

14225 Gulf Boulevard, Madeira Beach
$550,000
Gulf Shores Sub SubDv. ⋅ 33708 Zip Code
Rarely available Gulf Blvd frontage property, across the street from the beach. Currently vacant land, graded and being used as a paid parking lot. Current zoning is C3 - Retail Commercial allowing for flexible uses: retail/commercial/residential/hotel. Also of note is that short term rentals are permitted in this zoning category. Recently reduced front setbacks (now 10') allow for a larger building envelope. This would make a great place for live/work units, small office/retail or a GREAT vacation rental home. Future Land Use code is R-O-R: Residential, Office, Retail. Site has been graded, has large curb-cut and sits ready for redevelopment. Water, sewer and electric service in place and ready to connect. 40’ of Gulf Blvd frontage, Located in the heart of Madeira Beach. Avg Daily Traffic count approximately 22,000 (per Forward Pinellas) Surrounding properties include: hotel, retail, residential, condominiums. Beach access across the street. There are currently two vacant parcels, this one is the one to the north. Owner financing may be considered as a first mortgage with substantial downpayment.

14225 Gulf Boulevard, Madeira Beach

14001 Gulf Boulevard Unit 201, Madeira Beach
$590,000
2 Beds ⋅ 2 Baths ⋅ Madeira Place Condo SubDv. ⋅ 33708 Zip Code
Welcome to this End Unit 2 Bedroom 2 bathroom completely remodeled condo in the Heart of Madeira Beach. Enjoy Gulf views from your living room and balcony. Entering the 2nd floor unit is a Gorgeous Kitchen with white cabinetry, stainless steel appliances and Granite countertops. You will love the tray ceiling, recessed lighting and the Cabinet pantry for storage. There is a space for your breakfast bistro table. The dining area is defined by another tray ceiling. The living room allows you to relax in elegance with a a beautiful light grey stone wall and smokeless liquid fireplace. The hurricane rated slider opens to the front balcony with Beautiful Gulf Views. The primary bedroom has a walk in closet with built-ins and a 5 star rated bathroom with glass enclosed shower new vanity, quartz countertops. The second bedroom is big enough for 2 queen beds and has a walk in closet. The queen sized sofa sleeper allowing 8 guests people to sleep! Great for Air BnB or short term rental. There is a stack-able washer and dryer by the second bathroom that has also been totally renovated. The AC is New in 2025. Pocket doors replace the interior doors. 2 storage units on the ground floor are transferred with the unit to hold all your beach items! The roof was replaced in 2024 and the pool has been completely updated. You get the community pool, cable,internet, water, sewer, trash pest control and Building insurance. This is one of the extremely limited 2 bedroom units to come on the market and comes furnished. Whether you day to day home, vacation home or short term rental you will LOVE this condo in Madeira Beach.

14001 Gulf Boulevard Unit 201, Madeira Beach

13101 Gulf Boulevard Unit 1506, Madeira Beach
$550,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code
Upper 5th FLOOR 2/2, STUNNING GULF & SUNSET VIEWS, offering great income producing opportunity in Madeira Bay Resort. Located directly to the spectacular beaches of Madeira Beach. Newer construction (2020), no assessments, lower condo rate, storm-resilient construction. This condo features upgrades not included in the original construction completed in 2020, such as, tile flooring throughout, custom paint and accent walls, artwork & decorations, tile backsplash in kitchen, glass mini-blind door with transom window in 2nd bedroom. This light and bright condo is fully furnished and equipped with everything needed. This is the place to come and enjoy your own get away and have the benefits of generating income when you're not here. The on-site rental management staffs the front desk (located in adjacent Madeira Bay Resort II) 24/7 to assist you and your guests. The Resort features heated pool and spa, fitness room (located in MBR II), close is John's Pass Village & Boardwalk with restaurants, water sports, fishing charters, dinner cruises, dolphin tours and more! No need to get in your car. Room sizes are approx.

13101 Gulf Boulevard Unit 1506, Madeira Beach

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