Location: Madeira Beach
Do Not Show Listings
516 CRYSTAL DR, MADEIRA BEACH, FL 33708
$995,000180 Days on yellowkey MLS ID: TB8439054
REDUCED by $15,000 (1.5%) on 04/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2091 Built: 1959 Tax: $14,948 (2024)Community: Crystal IslandSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,948
Elementary School: Orange Grove Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
Remarks: Welcome to 516 Crystal Dr! This fully updated 3-bedroom, 2-bathroom property offers nearly 2,100 square feet of living space, a 2-car garage, and a waterfront lot with a pool, dock, AND a new seawall! The home is move-in ready with a new kitchen that includes stainless steel appliances, white shaker-style cabinets, and an island with beautiful waterfall countertops. The open concept floor plan provides plenty of room for entertaining in the living room and dining room areas, and it also offers stellar views of the water and backyard. The primary bedroom also has direct access to the backyard and offers an en-suite bathroom with a freestanding tub and separate shower with floor-to-ceiling tilework. The additional bedrooms (one of which is a massive 18 ft x 14 ft) share the second full bathroom. The backyard includes pavers, a freeform pool, a dock, and unbelievable views of the waterfront with access to the bay. Conveniently located near schools, shopping, and major roadways. Call to schedule a showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Matt Gardner (724-513-6012)
MADEIRA BEACH, FL 33708
$659,000326 Days on yellowkey MLS ID: TB8390970
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2055 Built: 2002 Tax: $9,720 (2024)Community: Lone Palm Beach CondoCondo
Taxes:$9,720
Remarks: Under contract-accepting backup offers. Experience the best of coastal living in this rare 4-bedroom, 3.5-bath end unit, located just a 3-minute walk from the soft sands and shimmering waters of stunning Madeira Beach. This spacious multi-level home is ideal as a primary residence, vacation retreat, or investment property, offering a perfect combination of comfort, space, and beachside convenience. With over 2,000 square feet of bright, open living space, this home features a well-designed layout ideal for both entertaining and everyday living. As an end unit, it enjoys added privacy and abundant natural light throughout. The home includes two primary suites—one on the second floor with its own private entrance, perfect for guests or multigenerational living, and a second on the top floor alongside two additional bedrooms. A private in-unit elevator provides easy access to all levels, and the attached two-car garage offers generous storage and convenience. Ideally located just a 5-minute drive to the shops, dining, and waterfront boardwalk of popular John’s Pass, this home is also close to a variety of local restaurants, shopping, and entertainment options. This is your opportunity to own a spacious, beautifully designed beachside home in one of Florida’s most sought-after coastal communities. Don’t miss out—schedule your private tour today.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Dondra Jacobs Shultz (727-433-1239)
4723 114TH ST N, MADEIRA BEACH, FL 33708
$519,50087 Days on yellowkey MLS ID: TB8468417
REDUCED by $5,500 (1.0%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 1971 Tax: $2,332 (2024)Community: Ridgewood RivieraSingle Family
Taxes:$2,332
Middle School: Osceola Middle-PN
Remarks: Make this your "FOREVER HOME!" - AFFORDABLE & UPDATED 4-bedroom block home - walk to Publix, Madeira Beach School, Slyce- & Osaka Restaurant - or bike across Tom Stuart Causeway to Madeira Beach! After Hurricane Helene - REMODELED, SPLIT BEDROOM plan, 2-bath rooms with 2-Car Garage; features: metal roof (2015) with gutters, newer energy-efficient windows, all new plank laminate & tile floors, 5" baseboards throughout, new interior doors, hardware, fixtures, kitchen with granite counters, new appliances, lighting, ceiling fans, newer duct work & attic insulation, "Carrier" A/C, water filtration system, laundry hook-up in garage, newer "Bradford" hot water heater, HIGH-IMPACT GARAGE DOOR, hurricane shutters & panels for all windows, pull-down ladder into attic. MOVE-IN READY! Entertain & barbecue in the large 280 sqft screened back porch. 15-year (from 2024) transferable warranty by Hafke Plumbing (attached to listing) for replacement of NEW under-slab sewer lines, vent stacks & drain arms for vanities and kitchen, plus exterior line replaced with all PVC pipes, and more. Boundary Survey available (attached to listing). Home is located on quiet street minutes to top-rated schools, world-famous beaches with boat ramps & Beach Trolley, local parks, Tyrone Shopping Mall, Seminole City Center, St. Pete College, and a short 20 minutes ride to vibrant downtown St. Pete. Perfect for your primary home, investment or AirBnB rental!
Listing is courtesy of: REALTY CONCEPTS OF PINELLAS (727-804-5104)
Listing Agent: Lucy Scheuringer (727-804-5104)
15400 GULF BLVD #402, MADEIRA BEACH, FL 33708
$839,0006 Days on yellowkey MLS ID: TB8497699
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1977 Tax: $10,809 (2025)Community: Shores Of Madeira CondoSpa: YesCondo
Taxes:$10,809
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Imagine waking up to the sound of waves and ending your day with breathtaking sunsets right from your wraparound balcony! Are you ready to enjoy Ocean-front lifestyle where the soft sugary sand of vibrant Madeira Beach meets the warm waters of the Gulf of Mexico making every day feel like a vacation? Well, here is the opportunity to acquire this fully remodeled, furnished 2-bedroom /2 bathroom /almost 1200sf gem to realize the Best of The Beach Life at the Shores of Madeira, a pet-friendly, mid-size condo building comprising of only 48 units, ALL of which enjoy spectacular Gulf views! This beautiful corner unit with wraparound balcony offers a 180-degree view of the ocean! Located in the heart of Madeira Beach, you will be just minutes from John's Pass with a variety of dining and entertainment venues with live music, plenty of waterfront bars and restaurants, and shopping. This is not only perfect as a primary residence but can also be an income producing investment option as a vacation rental with a minimum thirty-day stay. The floors are tiles and luxury vinyl plank perfect for the beach lifestyle. The kitchen was ergonomically remodeled to cleverly maximize the space. This unit features a full-sized laundry room, and an abundance of closet and storage space. The well-managed building has successfully completed its Structural Integrity Reserve Study (SIRS) assuring its longevity. The secure building features an attractive lobby area and a beautifully remodeled ‘club room,’ which opens onto the pool deck currently undergoing renovations. Once the pool resurfacing is completed in the next couple of months it will provide direct sun as well as a spacious covered area, a fabulous feature not often present. There are BBQ grills, space to store beach toys and of course the main attraction, THE BEACH, is at your doorstep. There is a conveniently located covered parking space and plenty of guest parking.
Listing is courtesy of: PINNACLE REALTY GROUP (813-996-4000)
Listing Agent: Ameer Lakhani (727-776-6200)
5041 MYRTLE LN, MADEIRA BEACH, FL 33708
$499,90033 Days on yellowkey MLS ID: TB8487553
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2466 Built: 1957 Tax: $1,641 (2025)Community: Duhme SubSingle Family
Taxes:$1,641
Remarks: Under contract-accepting backup offers. MOVE-IN READY 2,466 htd. sqft 3-bedroom 2.5 bath BLOCK home with 2-Car Garage (newer high-impact garage door), inside mud room with 1/2 bath, situated on an oversized, privacy-fenced 100x100 lot (0.22 acre), needs some cosmetic updates but offers wonderful space for a new owner - bring your creative touch! Bright, open kitchen with Whirlpool appliances features large tile counters with breakfast bar, modern canned lights, and permeates a "Cottage Feel." Newer windows with hurricane shutters, double- sided fireplace between formal living room & Florida room, tile & field-stone floors, remodeled master bath shower, Kohler toilet, walk-in closet, cedar lined coat closet & ceiling fans throughout. All bedrooms are located on one side of the house (NO SPLIT BEDRM. FLOOR PLAN). French doors leading to a large open back patio inviting for friends / family gatherings and barbecues - all white vinyl fenced yard for privacy with 2 gates & front circular driveway for ample parking! Water Heater from 2018, TRANE A/C and roof with gutters in 2008 - seller is willing to put on a new roof before closing. Well pump for sprinklers needs priming, aluminum HURRICANE SHUTTERS, work bench with storage cabinets, plus washer/dryer hook-up in garage. Ride your bike to Madeira Beach, Publix grocery shopping, Slyce- & Osaka Restaurant, and Madeira Beach Schools. NO FLOOD ZONE! No deed restrictions, NO HOA - short-term rentals permitted! Take advantage of this opportunity to own a fabulously spacious home on a quiet, wooded street off Duhme Rd.- minutes to Bay Pines Veteran hospital, Tyrone Mall, Seminole City Center, St. Pete College, nearby parks, and a stone's throw to our world-renown Gulf beaches.
14146 GULF BLVD #3A, MADEIRA BEACH, FL 33708
$519,000325 Days on yellowkey MLS ID: O6309330
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1981Monthly Fee: $1,155 Tax: $12,637 (2024)Community: Trillium Condo TheCondo
Taxes:$12,637
Elementary School: Madeira Beach Elementary-PN
High School: Boca Ciega High-PN
Middle School: Madeira Beach Middle-PN
Remarks: Fractional Ownership. ***FRACTIONAL OWNERSHIP*** Owner is selling 50% ownership. Own a million-dollar oceanfront home for half the price! Use it as a second home or plug right into the earnings from guest bookings. EXCELLENT INVESTMENT OPPORTUNITY **CHECK OUT THE 360 VIRTUAL TOUR AND ONLINE VIDEO** Want to own a majestic piece of paradise in one of Florida's most sought-after areas? Come visit and you'll want to stay! Welcome to your stunning condominium located on the picturesque sands of Madeira Beach, where coastal living meets modern luxury. This FULLY RENOVATED, TURN-KEY 2-bedroom, 2-bathroom condominium in the vibrant Trillium Condo community spans an impressive 1,415 square feet with THREE BALCONIES, one that wraps around the rear overlooking the ocean and private balconies off each bedroom! Step inside to discover an elegant interior, upgraded extensively with NEW PLUMBING, HVAC SYSTEM, WINDOWS AND SLIDERS, WASHER/DRYER AND NEW ELECTRICAL with and updated PANEL. Talk about WORRY FREE OWNERSHIP for years to come! The kitchen is any CHEF'S DREAM featuring UPGRADED STAINLESS-STEEL APPLIANCES, LUXURY DESIGNER CABINETS that supplies plenty of storage space, topped with GRANITE COUNTERTOPS and a thoughtfully re-designed kitchen layout. The custom built, OVERSIZED KITCHEN ISLAND is perfect for entertaining friends and family with ease. All new flooring throughout and with NO CARPET, making beach cleanup a breeze! You'll find this unit has been THOUGHTFULLY DECORATED, FRESHLY PAINTED, meticulously designed with elegance and comfort in mind. Enjoy the look and feel of all newer, modern fixtures, decorations and furniture throughout. Open your sliding doors, that span the entire outside of the unit- to embrace the coastal breezes that glide through the home. Enjoy the benefits of a well-managed community, with MANY exciting building improvements such as BRAND-NEW POOL RESURFACING 4/2025, NEW ROOF 2/2024, STUCCO MESMERIZED 4/2025, NEW FENCING 4/2025, PARKING LOT 1/2025, LANDSCAPING, 2/2025, ELEVATOR REPLACED 5/2025, NEWER DECKS AND RAILS and UPDATED POOL BATHROOMS 3/2025. This property is not just a home; it is a lavish lifestyle waiting to be embraced. Claim your piece of the Florida coastline today! Contact your Realtor today for a private showing OR request more information.
Listing is courtesy of: EASY STREET REALTY FLORIDA,INC (386-801-4854)
Listing Agent: Charles Marchese (386-801-4854)
159 MEDALLION BLVD #H, MADEIRA BEACH, FL 33708
$355,0006 Days on yellowkey MLS ID: TB8497602
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 430 Built: 1973 Tax: $2,784 (2025)Community: Madeira Beach Yacht Club CondoSpa: YesCondo
Taxes:$2,784
Remarks: Experience the best of beachside living with this charming, completely updated one-bedroom, one-bath unit at the Madeira Beach Yacht Club, offering direct waterfront views of the Intracoastal Waterway viewable from two enormous picture windows. The unit features two sizable closets, a dining area, and an in-unit washer and dryer. Located in a gated community known for its vibrant coastal lifestyle, this unit is not only an ideal personal retreat but also can be utilized as a smart investment property offering weekly short term rentals. Sit outside your unit and soak in the sun or get active while enjoying the two heated pools, hot tub, fully equipped fitness center, game room, and four fishing piers—just some of the amenities available to residents and guests. The location is unbeatable, with walkable access to local restaurants, the Cambria Hotel’s rooftop lounge, and all the charm of Madeira Beach. Just cross Gulf Boulevard and you’re on the soft white sands of the Gulf, perfectly positioned to catch those iconic Florida sunsets. The surrounding area is full of activity and convenience, featuring nearby tennis courts, basketball courts, baseball fields, a public library, and a shopping plaza. Whether you’re looking for a relaxing getaway or a high-performing rental, this unit delivers the perfect blend of comfort, location, and coastal charm.
Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
Listing Agent: Troy Walseth (727-331-5500)
403 NORMANDY RD, MADEIRA BEACH, FL 33708
$945,000321 Days on yellowkey MLS ID: TB8391830
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1826 Built: 1953 Tax: $13,893 (2024)Community: Island Estates Unit 1 Sec ASingle Family
Taxes:$13,893
Remarks: One or more photo(s) has been virtually staged. Short Sale. Short Sale - list price is bank-approved price. Offers below list price will not be accepted. Live the Island Life in Style - Just Steps from the Sand! Ready for immediate occupancy, this beautifully remodeled waterfront retreat is your gateway to the ultimate coastal lifestyle. Meticulously renovated from ceiling to baseboard, no detail has been overlooked in creating a home of unmatched quality and comfort. The property boasts new walls with added insulation, new ceilings throughout, including ship lap detailing in the main living area, and an additional coating over the new roof, all designed to enhance the home's energy efficiency and long-term value. Perfectly positioned just a 5-minute walk to the beach, a 15-minute stroll to the vibrant shops and restaurants of John's Pass, and only a 10-minute boat ride to the open Gulf, this home also offers a 5-minute cruise to some of the area's most popular sandbars - perfect for weekend adventures. Inside, you'll discover a spacious, light-filled open-concept layout with three generous bedrooms and two fully updated bathrooms. The coastal-inspired design showcases wood-look tile flooring, a cozy fireplace for cooler nights, and a chef’s kitchen featuring sleek quartz countertops, abundant cabinetry, and a layout that keeps you connected while entertaining. Seller will give an allowance for an appliance package with an acceptable offer. Recent updates include a new roof in 2023, adding peace of mind and long-term value. Step outside to your own private oasis: a large pavered patio, covered outdoor bar, and a sparkling waterfront pool ideal for sun-soaked days or evening gatherings. For boating enthusiasts, the home features a deep water dock with a 12,000 lb boat lift, providing fast access to the Intracoastal Waterway, the Gulf of Mexico, and beyond. The fully fenced yard adds an extra layer of privacy and security - ideal for both pets and people. Whether you’re searching for a full-time waterfront residence or a dreamy vacation escape, this island-style home checks all the boxes. Schedule your private showing today—and start living the coastal dream!
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Michael Wyckoff (727-642-6621)
15400 GULF BLVD #501, MADEIRA BEACH, FL 33708
$799,00032 Days on yellowkey MLS ID: TB8488429
REDUCED by $6,000 (0.7%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1977Monthly Fee: $1,053 Tax: $10,452 (2025)Community: Shores Of Madeira CondoCondo
Taxes:$10,452
Remarks: Beachfront corner unit with panoramic Gulf views from this desirable 5th-floor location. This light-filled condo features additional windows unique to corner units, creating a bright and open living space. Enjoy stunning sunsets from the private wrap around balcony and direct access to the beaches just steps from the building.The unit offers a spacious layout with a full newly updated kitchen, comfortable living area, and is fully furnished.Rental Details:30-day minimum rental required.Location Highlights:Ideally located in the heart of Madeira Beach on Gulf Blvd, just minutes from John’s Pass Village & Boardwalk, known for its waterfront dining, shopping, entertainment, and popular bars. Also close to the Madeira Beach City Center area with additional restaurants, coffee shops, and local conveniences. Property Features:Beachfront corner unit, Private balcony with Gulf views, Bright, open layout with extra windows, Direct beach access, Prime central location, Pool/Beach Front Deck
Listing is courtesy of: SURFCO REALTY (727-366-9564)
Listing Agent: Quintin Tolliver (727-483-2875)
15400 GULF BLVD #505, MADEIRA BEACH, FL 33708
$805,00085 Days on yellowkey MLS ID: TB8467065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1977Monthly Fee: $1,053 Tax: $11,023 (2024)Community: Shores Of Madeira CondoCondo
Taxes:$11,023
Remarks: Direct Gulf-front condo in Madeira Beach with unobstructed Gulf views and 30-day minimum rentals. Shores of Madeira Unit 505 offers an excellent opportunity for beachfront ownership with income potential, ideal as a vacation home, second residence, or investment property. This 2-bedroom, 2-bath Gulf-front condominium features approximately 1,120 square feet of open living space designed to maximize natural light and showcase the panoramic water views. Sliding glass doors open to a large wraparound balcony, providing the perfect setting for enjoying sunsets, coastal breezes, and beachfront living. The split-bedroom floor plan offers privacy and flexibility. The primary suite features direct Gulf views and private balcony access, while the second bedroom is well sized for guests or additional living space. The kitchen, dining, and living areas flow seamlessly, making the home equally suited for full-time living or a beach retreat. Shores of Madeira is a desirable Gulf-front community offering amenities including a heated pool, hot tub, clubhouse, BBQ area, and direct beach access. Located on Gulf Boulevard in Madeira Beach, the property is close to restaurants, shopping, and local attractions. The association allows 30-day minimum rentals, offering flexibility for both personal use and rental income.
245 145TH AVE E, MADEIRA BEACH, FL 33708
$445,000136 Days on yellowkey MLS ID: TB8453224
0 Days Off yellowkey (back on 4/15/2026)
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 1415 Built: 1949 Tax: $5,449 (2025)Community: Madeira Shores 1St AddApartment
Taxes:$5,449
Remarks: Under contract-accepting backup offers. Price Reduction! Come make this your dream home! Great Investment Opportunity for the right buyer! This duplex property sits on 104x70 foot lot across the street from Boca Ceiga Bay and just blocks from the Gulf of Mexico making it the ideal tear-down and rebuild for luxury duplex. While the structure was originally built in 1949 and offered two spacious 1 bed / 1 bath units with nice fenced in yard space, it has been damaged by recent hurricanes. The property is now best positioned as a redevelopment or major renovation opportunity in a highly desirable coastal market of Madeira Beach. Zoned Multi-Family on a lot-and-a-half, offering more space to create your own Florida Paradise!
Listing is courtesy of: THE TENPENNY COLLECTION (727-742-7939)
Listing Agent: Jenny Walker (727-418-3941)
11125 KAPOK GRAND CIR, MADEIRA BEACH, FL 33708
$436,90068 Days on yellowkey MLS ID: TB8467270
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1524 Built: 2000Monthly Fee: $420 Tax: $2,190 (2024)Community: Kapok GrandTownhouse
Taxes:$2,190
Remarks: Located in the desirable Kapok Grand community, this beautifully maintained townhome offers a rare and tranquil rear pond view enjoyed by only a select number of homes, with mature elm trees, birds, turtles, and peaceful natural scenery creating a truly serene setting from the private back screened-in lanai. Inside, the home feels open and airy with extra-high ceilings downstairs and vaulted ceilings upstairs, while still offering a warm and inviting atmosphere ideal for everyday living and entertaining. The spacious kitchen features stainless steel appliances, a brand-new high-end range, and a generous eat-in area, flowing seamlessly into the main living space. Both bedrooms include private bathrooms, with the convenience of an upstairs laundry room easily accessible from the bedrooms. The community is impeccably maintained with lush landscaping, irrigation, and pruning, and residents enjoy easy access to a clubhouse, fitness center, and pool, all a short distance across the street, and all supported by a low monthly HOA fee. Ideally situated near Madeira Beach, shopping, dining, and major roadways, this home offers a rare blend of location, lifestyle, and peaceful views in one of the area’s most well-kept communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ross Fengfish (727-282-4131)
15405 GULF BLVD #B2, MADEIRA BEACH, FL 33708
$1,400,000155 Days on yellowkey MLS ID: TB8448915
REDUCED by $50,000 (3.4%) on 04/14/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2706 Built: 2025Monthly Fee: $839 Tax: $25,035 (2024)Community: Azul Twnhms CondoTownhouse
Taxes:$25,035
Remarks: ***Seller Motivated*** Welcome to Azul Townhomes in Madeira Beach. This spacious 5 bedroom, 4 bath residence offers three levels of living plus a large rooftop terrace designed for outdoor entertaining. Located just steps from beach access and the community pool, it serves as an excellent primary home, vacation property, or income producing rental. Approved for short term rentals on a daily, nightly, or weekly basis, it offers strong potential for Airbnb or other rental platforms. Inside, the open layout features high ceilings and abundant natural light. The kitchen includes white shaker cabinetry, quartz countertops, stainless steel appliances, a deep stainless sink, a large center island, and a coastal blue tile backsplash. Luxury vinyl plank flooring extends throughout the main living areas for durability and style. The main living space, guest rooms, and private primary suite are spread across the second and third floors. A balcony off the living area provides a comfortable outdoor extension of the main level. The rooftop terrace offers additional outdoor living space with room for seating, a hot tub, and a future wet bar if desired. The oversized 3 car tandem garage features an epoxy coated floor, excellent storage space, and direct access to the interior stairway and private elevator. This residence combines modern coastal finishes, flexible rental options, and a prime location close to the beach. Schedule your private showing today. - Lets update this listing description to highlight nightly rentals and great for Airbnb as well as seller motivated closer to the top. Also add community pool and the home can also be homesteaded as a primary residence.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Christopher Schaefer Ii (813-702-9986)
14103 E PARSLEY DR, MADEIRA BEACH, FL 33708
$935,000113 Days on yellowkey MLS ID: TB8457305
REDUCED by $15,000 (1.6%) on 04/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 1951 Tax: $7,673 (2024)Community: Gulf Shores 6Th AddSpa: YesSingle Family
Taxes:$7,673
Remarks: Discover your dream retreat in this stunning waterfront home, complete with an exquisite in-ground pool and breathtaking open water views. The open-concept layout features large windows and sliding doors, filling the space with abundant natural light. A modern, remodeled kitchen boasts custom cabinets, quartz countertops, and brand-new stainless steel appliances, making it perfect for entertaining. The spacious primary suite serves as a peaceful sanctuary, comfortably accommodating a king bed and workout equipment, alongside a beautifully remodeled ensuite with a large walk-in shower. There are also hurricane proof windows and a large inside laundry room. The property’s highlight is the seamless waterside pool and dock, equipped with a 10,000 lb boat lift. Extensive upgrades include a freshly painted interior, new split AC units, porcelain tile flooring throughout, and entirely replaced waterlines. Located just minutes from the gorgeous white sand beaches of the Gulf of Mexico, this home is an outdoor enthusiast's dream. Don’t miss the opportunity to own this slice of paradise!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
249 144TH AVE, MADEIRA BEACH, FL 33708
$799,0008 Days on yellowkey MLS ID: TB8494719
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1960 Tax: $7,751 (2025)Community: Madeira Shores 1St AddSingle Family
Taxes:$7,751
Remarks: 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.
Listing is courtesy of: EASY HOME SALES (727-201-8964)
Listing Agent: Jimmy Culler Jr. (727-290-7615)
400 150TH AVE #501, MADEIRA BEACH, FL 33708
$1,199,90068 Days on yellowkey MLS ID: TB8473309
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2012 Built: 2024 Tax: $16,105 (2025)Community: The Residences At Town CenterCondo
Taxes:$16,105
Remarks: ONE OR MORE PHOTOS ARE VIRTUALLY STAGED Welcome to the crown jewel of Madeira Beach living. This stunning penthouse residence in a boutique, luxury building delivers an elevated coastal lifestyle with resort-style amenities and breathtaking panoramic views. Unit 501 is an unfurnished 3-bedroom, 3-bathroom penthouse with a versatile bonus room, designed with an elegant open-concept layout, soaring ceilings, and expansive glass sliders that flood the home with natural light. The spacious living room and primary suite open to a large private balcony showcasing sweeping views of the Gulf, beach, pool, canals, and Intracoastal — the perfect setting for unforgettable sunsets. The chef’s kitchen is a true centerpiece, featuring stainless steel Café appliances, abundant cabinetry, and a large island with bar seating, sink, and dishwasher, seamlessly flowing into the dining and living areas for effortless entertaining. The primary suite offers a walk-in closet, additional hall closet, and a spa-inspired bathroom with dual sinks, built-in seating, powder drawer, and a walk-in shower. Each guest bedroom includes generous closet space and an ensuite bath — one with a walk-in shower and the other with a shower/tub combination that also provides convenient hallway access. The flexible bonus room is ideal for a home office, nursery, or library. An oversized laundry room includes a washer and dryer, sink, countertop workspace, cabinetry, and shelving, while additional storage closets are thoughtfully positioned throughout the home. Residents enjoy gated security with key/fob access, two assigned covered garage parking spaces, guest parking, golf cart spaces, and ground-level storage for bikes, kayaks, and paddleboards. Relax by the heated pool and hot tub overlooking the canal, or head to the rooftop deck to take in 360-degree views stretching from Madeira Beach and Redington Beach to Treasure Island and downtown St. Petersburg. Unit 501 also features a private rooftop pergola exclusive to the residence, complete with power for a fan and beverage fridge — a rare and exceptional outdoor retreat. This is luxury coastal penthouse living at its finest, combining modern design, premium amenities, and an unbeatable Madeira Beach location.
Listing is courtesy of: EXP REALTY (727-592-2286)
Listing Agent: Brandon Tecklenburg (727-265-6269)
14900 GULF BLVD #410, MADEIRA BEACH, FL 33708
$729,90025 Days on yellowkey MLS ID: TB8490975
REDUCED by $19,100 (2.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $1,233 Tax: $5,163 (2025)Community: Surfside South CondoSpa: YesCondo
Taxes:$5,163
Remarks: Welcome to paradise! This beautifully updated 2-bedroom, 2-bathroom condo is perfectly positioned on the Gulf of Mexico in the heart of Madeira Beach. Enjoy direct access to pristine white sandy beaches, or take a short stroll to the Intracoastal Waterway, local favorites like Daiquiri Shak, sushi spots, rooftop lounges, tiki bars, and vibrant shopping and dining. The community offers a newly renovated (2026) resort-style pool and spa, complete with an outdoor shower—perfect after a day at the beach. Secure building and pool access, beach access as well as 1 assigned parking spot + plenty of guest spots. Secure Mail/Package area. Exterior of the building freshly painted. Inside, the light and bright kitchen was fully renovated in 2019 and features quartz countertops, white cabinetry, pantry with pull-out drawers, recessed and under-cabinet LED lighting, and stainless appliances including a new refrigerator (2025). The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining. Additional upgrades include a new A/C (2020), hurricane shutters with remote-controlled motors (updated 2023/2025), and ceramic tile flooring throughout. Both bedrooms offer walk-in closets, with updated tile flooring in the primary (2022) and guest (2018). The primary en-suite bath features a private layout with glass block accents, comfort-height vanity, and updated fixtures, while the guest bath has been refreshed with a new vanity, sink, and valves. Washer/Dryer in the unit. All appliances convey. Relax and unwind on the spacious screened lanai with removable panels, perfect for enjoying coastal breezes year-round. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this condo delivers the ultimate Florida lifestyle.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Kimberly Bergin (727-677-8494)
532 CRYSTAL DR, MADEIRA BEACH, FL 33708
$935,00033 Days on yellowkey MLS ID: TB8487459
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $15,000 (1.6%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1959 Tax: $6,888 (2025)Community: Crystal IslandSingle Family
Taxes:$6,888
Remarks: Under contract-accepting backup offers. Welcome to your waterfront retreat in Madeira Beach - a beautifully renovated three-bedroom, three-bathroom, two-story home designed for the ultimate Florida lifestyle. With direct canal access, a 2018 10,000 lb boat lift and dock this is truly a boater’s paradise where you can head out on the water anytime you please. This home offers peace of mind with major updates including 2025 Downstairs & 2019 upstairs A/C systems (with yearly maintenance), a 2024 water heater, 2024 & 2018 roofs, a 2014 seawall, hurricane-impact windows throughout, a hurricane-rated garage door, and paid-off solar panels - keeping the electric bill incredibly low. The first level features a bright open floor plan with stunning canal views, two bedrooms, two full bathrooms, and a flexible room that can be used as a dedicated office space perfect for working from home or easily converting to suit your needs. The kitchen is both stylish and functional, offering solid wood cabinetry, updated stainless steel appliances, quartz countertops, and a breakfast bar. The spacious living room is filled with natural light and features large glass sliders that seamlessly connect indoor and outdoor living - perfect for entertaining. One of the downstairs bedrooms includes its own private en-suite bathroom, while the guest bathroom offers a tub/shower combo. Ceiling fans are thoughtfully placed throughout the home for added comfort. The entire upstairs and balcony were added in 2018 and is dedicated entirely to the primary suite, creating a private sanctuary complete with hardwood flooring in both the bedroom and closet. Wake up to serene water views and step out onto your private balcony. The spa-like bathroom features a soaking tub, dual-sink vanity, abundant storage, and a glass-enclosed shower with a rain shower head and detachable handle. A large walk-in closet with custom shelving and the added convenience of a washer and dryer inside the bathroom complete this luxurious space. Step outside to your own slice of paradise where the great space outside was completed in 2012 - featuring a covered pavered patio ideal for dining, grilling, and relaxing year-round. The fenced backyard, dock, and waterfront setting make it easy to enjoy boating, kayaking, or simply watching wildlife right from your backyard. A large paver driveway leads to a two-car garage, providing ample parking and storage. Located just minutes from the beach, with easy access to bike lanes on Gulf Blvd to the Pinellas County trail, and close to local restaurants, parks, shopping, and activities, this home offers the perfect combination of luxury, location, and lifestyle. Don’t miss your opportunity to own this exceptional waterfront property!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
15000 GULF BLVD #605, MADEIRA BEACH, FL 33708
$629,50088 Days on yellowkey MLS ID: TB8466450
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 940 Built: 1981Monthly Fee: $687 Tax: $5,665 (2025)Community: Ocean Sands Two CondoSpa: YesCondo
Taxes:$5,665
Remarks: Wake up to breathtaking direct Gulf-front Views of the sand and surf from this 6th-floor, 1 bedroom / 1.5 bath condo in highly sought-after Ocean Sands on fun-filled Madeira Beach, Florida. Enjoy sweeping water views from both the living room and bedroom, with a rare 22-foot-wide private balcony—perfect for enjoying your morning coffee, sunset cocktails, listening to the waves roll in and watching the dolphin & manatee swim along the shoreline. You’ll feel comfortable in this move-in-ready residence offering peace of mind with numerous hurricane upgrades, including new hurricane shutters (2018), a hurricane-rated front door (2022), and a hurricane-rated kitchen window with turtle-tinted glass (2023). The kitchen features solid wood Kraft Maid Cabinetry, new stainless steel GE appliances (2024), and a Bosch Silent Plus dishwasher (2020). A full-size washer and dryer add everyday convenience, and the AC was replaced in 2017. The spacious bedroom, with its en-suite bath and roomy 6’ x 6’ walk-in closet, comfortably accommodates two queen beds, making it ideal for hosting family and guests. While the condo is ready to enjoy as-is, it also presents a fantastic opportunity for new owners to update to their personal style. Ocean Sands allows rentals with a two-week minimum rental period, offering excellent income potential for investors completing a 1031 Exchange or for owners looking to offset ownership costs while still enjoying for personal use. Gulf-front condos with direct Gulf front views, private balconies and amenities are highly desirable among vacation renters. Additional highlights include extra private owner storage conveniently located by the elevators, one assigned under-building parking space # 19, and ample guest parking. Residents and guests enjoy resort-style amenities including a huge heated beachfront pool and heated spa, an expansive sun deck with shuffleboard, BBQ grills, and a Tiki Bar—all directly on the pristine sands of Madeira Beach. Ideally located near John’s Pass Village Entertainment Center and R.O.C. Park, this condo is close to shopping, dining, boating, and endless beach activities. Venture a little farther down the Beach to catch the ’Burg Sun Runner to explore downtown St. Petersburg’s world-class museums, fine dining, and vibrant arts scene. With Tampa International Airport just 30 minutes away and Orlando/Disney World 90 minutes from your door, this exceptional property offers effortless beach living with every convenience at hand. This is more than a home—it’s a Gulf Coast lifestyle. Whether you’re seeking a full-time residence, vacation retreat, or income-producing Gulf-front property, this condo delivers the best of Florida Coastal Living. Schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Bonnie Schultheis Pa (727-510-3054)
13650 GULF BLVD #604, MADEIRA BEACH, FL 33708
$995,000196 Days on yellowkey MLS ID: TB8435344
1 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1980 Tax: $14,987 (2025)Community: Madeira Sands CondoSpa: NoCondo
Taxes:$14,987
Remarks: How does spending EVERYDAY at the BEACH sound to you? Sea Breezes and Shimmering Sunsets? Enjoying them on your very own beachfront balcony with your best friend by your feet? Temperatures that can range from the 50’s to the 80’s…. In the WINTER! Well, have we got a beautiful home for you! All for UNDER ONE MILLION DOLLARS…. Welcome to Madeira Sands - 604 - a comfortable 3 bedroom, 2 bath BEACH FRONT end-unit (northwest corner) home that is move in ready just for you! And one of the best things about this special home… it is friendly for your FUR babies in the family (dogs :) not cows or sheep) - even the ones that are a bit heftier! A rare combination in smaller boutique condo community in beautiful Madeira Beach…with your own parking space, plentiful guest parking, nice extra storage, beach front pool and ample square footage that is nicely updated (3 rooms are all roomy with good closet space) and offers BRAND NEW IMPACT SLIDERS. Home has tile and bamboo floors (no carpet), built in cabinetry, plantation shutters, and newer kitchen and bathrooms (within the last 10 years). Appliances, HVAC and water heater all replaced in last 5 to 6 years. Furniture is included. Moderate lease policy of minimum 30 days is perfect happy medium to accommodate leases while preserving neighborly feel. Don’t miss your opportunity to own a million dollar view for under $1M!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Douglas Wood, Pa (813-957-3941)
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