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$1,450,000
5Beds
3Baths
0.18Sqft
Holmes Beach, Florida, 34217, United States
INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfortjust steps from everything that makes this island so special.
The REMAX Collection
$1,450,000
6201 Holmes Blvd
5Beds
3Baths
0.18Sqft
Holmes Beach, Florida, 34217, United States
INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfortjust steps from everything that makes this island so special.Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories.The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the poolperfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease.Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one.What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafs and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Floridas most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential.Whether youre searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyleall in one unforgettable setting.Come experience why people fall in love with Anna Maria Island and never want to leave.
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The REMAX Collection
$1,450,000
6201 Holmes Blvd
5Beds
3Baths
0.18Sqft
$1,450,000
Holmes Beach, Florida, 34217, United States
$1,695,000
3Beds
3Baths
0.20Sqft
Holmes Beach, Florida, 34217, United States
Price Improvement! Welcome to Flip Flop Inn, a wonderful BEACH HOUSE escape tucked away on a quiet street on beautiful Anna Maria Island. This expansive three-level elevated pool home has been thoughtfully updated and offers the perfect blend of comfort, style, and coastal charm.
The REMAX Collection
$1,695,000
201 57th St
3Beds
3Baths
0.20Sqft
Holmes Beach, Florida, 34217, United States
Price Improvement! Welcome to Flip Flop Inn, a wonderful BEACH HOUSE escape tucked away on a quiet street on beautiful Anna Maria Island. This expansive three-level elevated pool home has been thoughtfully updated and offers the perfect blend of comfort, style, and coastal charm. Enter into a spacious foyer with immediate access to the outdoor pool area, garage, and the elevator that conveniently serves all floors.The main living level features an open-concept design with ten-foot ceilings, a chefs kitchen with new stainless appliances, the dining area, and an expansive living room ideal for gathering with family & guests. The balcony overlooking the pool provides a peaceful spot to enjoy the island breeze & cocktails. This floor also includes a well-appointed guest bedroom, full bath and a bunk room.The top level is dedicated entirely to the private primary retreat. This serene space offers an office nook, an extra-large bedroom with its own balcony perfect for morning coffee, two spacious closets, and a great ensuite bath complete with a soaking tub, dual vanities, a large walk-in shower, and a separate water closet. A convenient laundry room and additional closets are also found on this floor.Outdoor living at Flip Flop Inn is truly exceptional. After a day at the beach, rinse off in the new outdoor shower before enjoying the heated pool and surrounding lounge area. The covered patio space features a full bathroom, a granite countertop bar with a sink and mini refrigerator, a dining area with a grill, and a TV, making it ideal for entertaining or relaxing in the shade.This home is completely turnkey furnished in new modest coastal dcor & fresh paint, making it effortless to settle in or begin renting immediately. Recent updates include a new metal roof, two new HVAC systems, hot water tank, recent elevator service, and a new pool pump and heater, providing peace of mind and low-maintenance ownership. Located mid-island in Holmes Beach and situated within a weekly rental zone. Currently in a rental program, with future 2026 bookings conveying, making this home a fantastic investment opportunity. *AND check out the price per-square foot....it is the MOST AFFORDABLE spacious 3/3 home on the market! Flip Flop Inn is only a block from the pristine beaches of Anna Maria Island and within walking or biking distance to great dining and charming shops. Just pack your bags and flip-flops... your island BEACH HOUSE awaits. *** COMING SOON...MAY 2026 NEW beautiful lux POOLSCAPE!
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The REMAX Collection
$4,295,000
4Beds
4Baths
0.19Sqft
Holmes Beach, Florida, 34217, United States
Welcome to Black Pearl! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm.
The REMAX Collection
$4,295,000
305 55th St
4Beds
4Baths
0.19Sqft
Holmes Beach, Florida, 34217, United States
Welcome to Black Pearl! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm. The light-filled great room showcases designer furnishings, premium finishes, and expansive living and dining spaces. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom wood cabinetry, Dacor high end appliances, large island and wet bar with ice maker just off the dining room. Four spacious bedrooms and bathrooms provide privacy and luxury for residents and guests alike. An elevator services every level from the outside pool area all the way up to the roof top deck complete with firepit, enhancing ease of living. Step outside to your private resort-style sanctuary complete with a heated pool, spa, and lush tropical landscaping with turf. Multiple covered balconies and outdoor living areas create inviting spaces for relaxation or elevated entertaining. Offered fully furnished, this residence embodies turnkey luxury on Anna Maria Island. A rare opportunity to own a newly constructed coastal retreat in one of Holmes Beachs most desirable locations on a dead end street. The home is barely lived in and is just being started as a weekly rental the end of November which will become a superb investment property or make it your very own. Do not miss out on this amazing property! Schedule your showing today!
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The REMAX Collection
$3,100,000
7Beds
8Baths
0.11Sqft
Bradenton Beach, Florida, 34217, United States
Welcome to your coastal paradise in beautiful Bradenton Beach! Hidden Treasure is a stunning 7-bedroom, 7-bath luxury home that offers the ultimate in island living perfectly situated on a serene canal with direct boating access to the Intracoastal Waterway and the Gulf of Mexico.
The REMAX Collection
$3,100,000
401 20th Pl
7Beds
8Baths
0.11Sqft
Bradenton Beach, Florida, 34217, United States
Welcome to your coastal paradise in beautiful Bradenton Beach! Hidden Treasure is a stunning 7-bedroom, 7-bath luxury home that offers the ultimate in island living perfectly situated on a serene canal with direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Designed for comfort, entertaining, and unforgettable sunsets, this spacious multi-level home features an open-concept living area with high ceilings, elegant finishes, and breathtaking water views. The gourmet kitchen is a chefs dream complete with quartz countertops, premium stainless steel appliances, and an oversized island ideal for gathering. Each bedroom offers an en suite bath, providing privacy and comfort for guests or extended family. Outdoors, enjoy a heated saltwater pool and spa and multiple covered patios. This home perfectly blends luxury, location, and lifestyle. Hidden Treasure has been a successful rental for years. With its close proximity to the beautiful beaches of Anna Maria Island and being directly on a saltwater canal it truly is a slice of heaven on Earth. *Bonus* A 2024 6 seater golf cart is included in the sale.
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The REMAX Collection
$3,100,000
401 20th Pl
7Beds
8Baths
0.11Sqft
$3,100,000
Bradenton Beach, Florida, 34217, United States
$2,750,000
6Beds
5Baths
0.14Sqft
Holmes Beach, Florida, 34217, United States
Under contract-accepting backup offers. Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Island.
The REMAX Collection
$2,750,000
204 66th St
6Beds
5Baths
0.14Sqft
Holmes Beach, Florida, 34217, United States
Under contract-accepting backup offers. Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Island. Weather youre Looking for a lucrative investment property or a private island oasis, this fully furnished, turnkey residence offers the best of both worlds. With 6 bedrooms and 5 bathrooms in total, theres plenty of room for everyone to spread out and enjoy the ultimate island lifestyle. This property boasts prime walkable access to the beach while maintaining a sense of privacy and tranquility. Highlighting each floor, the First Floor has a 2-car garage and a versatile bonus/game room with direct access to the pool and patio. The Second Floor features a Bright and airy open-concept kitchen, living and dining spaces, complete with a cozy dinette for casual meals. Three spacious bedrooms, two full bathrooms, and a convenient laundry room complete this level. The Third Floor provides a luxurious primary suite with a spa-like ensuite bathroom, two additional oversized bedrooms, and another 2 full bathrooms. The beautifully landscaped, fenced backyard is a true tropical paradise featuring a private pool and spa, along with outdoor dining and lounging areas perfect for relaxing or entertaining. Investors will appreciate the solid rental income potential while private buyers can immediately move in and embrace the laid-back Florida lifestyle. Dont miss this rare opportunity to own a slice of paradise on Anna Maria Island!
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The REMAX Collection
$1,100,000
4,791.60Sqft
Bradenton Beach, Florida, 34217, United States
Welcome To Paradise! Own your slice of Anna Maria Island. This parcel of land is waiting for new owners to build their dream home. Current home is a 2 bedroom 1.5 bath home with gulf views from the elevated back deck. The potential is endless.
CENTURY 21
$1,100,000
104 10th Street S
4,791.60Sqft
Bradenton Beach, Florida, 34217, United States
Welcome To Paradise! Own your slice of Anna Maria Island. This parcel of land is waiting for new owners to build their dream home. Current home is a 2 bedroom 1.5 bath home with gulf views from the elevated back deck. The potential is endless. Tear down and build or keep the historic beauty and refurbish this 1930's home!
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CENTURY 21
$1,100,000
2Beds
2Baths
1,160Sqft
Bradenton Beach, Florida, 34217, United States
Welcome To Paradise! Own your slice of Anna Maria Island. This parcel of land is waiting for new owners to build their dream home. Current home is a 2 bedroom 1.5 bath home with gulf views from the elevated back deck. The potential is endless.
CENTURY 21
$1,100,000
104 10th Street S
2Beds
2Baths
1,160Sqft
Bradenton Beach, Florida, 34217, United States
Welcome To Paradise! Own your slice of Anna Maria Island. This parcel of land is waiting for new owners to build their dream home. Current home is a 2 bedroom 1.5 bath home with gulf views from the elevated back deck. The potential is endless. Tear down and build or keep the historic beauty and refurbish this 1930's home!
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CENTURY 21
$1,100,000
104 10th Street S
2Beds
2Baths
1,160Sqft
$1,100,000
Bradenton Beach, Florida, 34217, United States
$4,995,000
5Beds
6Baths
0.17Sqft
Bradenton Beach, Florida, 34217, United States
VIEWS, VIEWS AND MORE VIEWS!!! Positioned directly on the sparkling waters of the bay in Bradenton Beach on Anna Maria Island, this extraordinary coastal estate offers over 4,000 square feet of luxury waterfront living. With five spacious bedrooms and five and a half baths, this home captures the essence of island elegance while delivering high-end comfort and resort-style amenities.
The REMAX Collection
$4,995,000
112 11th St S
5Beds
6Baths
0.17Sqft
Bradenton Beach, Florida, 34217, United States
VIEWS, VIEWS AND MORE VIEWS!!! Positioned directly on the sparkling waters of the bay in Bradenton Beach on Anna Maria Island, this extraordinary coastal estate offers over 4,000 square feet of luxury waterfront living. With five spacious bedrooms and five and a half baths, this home captures the essence of island elegance while delivering high-end comfort and resort-style amenities. It is truly a rare opportunity to own one of the islands premier bayfront properties, complete with sweeping water views, a private dock, and incredible rooftop panoramas of both the Gulf of Mexico and the bay.This home makes a stunning impression from the moment you arrive. The tropical landscaping and striking architecture immediately convey a sense of vacation-ready serenity. Inside, the open-concept design is beautifully finished with coastal accents and abundant natural light that floods in from floor-to-ceiling glass. The expansive main living space seamlessly flows from a gourmet kitchen outfitted with stunning counters and custom cabinetry to a water-view dining area and elegant lounge, all opening out to deep covered balconies. Each bedroom is thoughtfully designed with comfort and privacy in mind, many with their own ensuite baths and outdoor access. The owners suite is a serene waterfront haven with its own balcony and a spa-style bathroom featuring dual vanities, a soaking tub, and a walk-in shower. Every detail of this home is designed to highlight the stunning surroundings and to provide maximum comfort for everyday living or short-term vacation stays. Step outside to a private paradise that feels like your own resort. A sun shelf and water slide pour into the sparkling bayfront pool, while the adjoining spa is perfect for soaking under the stars. The lush lawn, poolside lounge areas, and waterfront dock provide endless opportunities for relaxing or entertaining. An outdoor spiral staircase leads to a rooftop balcony with unobstructed panoramic views stretching from the Gulf to the bayone of the best sunset spots on the island.Located just a short stroll or golf cart ride from the beach, shops, and restaurants of Anna Maria Island, this property offers the best of both waterfront tranquility and island activity. It also operates as a successful vacation rental, offering excellent income potential for investors seeking a blend of luxury and performance. Whether youre watching dolphins swim past the dock, enjoying rooftop cocktails at sunset, or taking a dip in the pool with the bay as your backdrop, this home delivers the ultimate in coastal lifestyle.
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The REMAX Collection
$4,995,000
112 11th St S
5Beds
6Baths
0.17Sqft
$4,995,000
Bradenton Beach, Florida, 34217, United States
$4,995,000
4Beds
5Baths
620 Key Royale Drive, Holmes Beach, Florida, 34217, United States
Gorgeous home that feels like a brand new model home. You dont have to wait 2 years to build as this home is MOVE IN READY. Located on a boatable canal with no bridges to the bay! Ideally situated between the gulf beaches and Key Royale Golf Club. Water and sunset views greet you even prior to entering the home. The spacious great room offers a wonderful entertaining space for family and guests.
LUXVT Real Estate Marketing Real Estate Marketing
$4,995,000
620 Key Royale Drive
4Beds
5Baths
620 Key Royale Drive, Holmes Beach, Florida, 34217, United States
Gorgeous home that feels like a brand new model home. You dont have to wait 2 years to build as this home is MOVE IN READY. Located on a boatable canal with no bridges to the bay! Ideally situated between the gulf beaches and Key Royale Golf Club. Water and sunset views greet you even prior to entering the home. The spacious great room offers a wonderful entertaining space for family and guests. This kitchen provides most everything the family cook desires. Thermador appliances, large island, an abundance of cabinets for all your storage needs. Laundry and pool bath are adjacent to the kitchen. The FIRST FLOOR primary bedroom has an en-suite bath with a 4x 9 shower with pivoting glass door, soaking tub, separate sinks and private toilet room. ELEVATOR provides access to the loft and 3 additional bedrooms all with en-suite baths. The SECOND FLOOR primary suite and two additional bedrooms overlook the water. The primary bath has a soaking tub, separate sinks, large shower and walk-in closet. All bedrooms on this floor have balcony access overlooking the pool and water. Boat dock and lift offer space for a power or sailboat and two personal watercraft. The elevation of this home provides peace of mind from flooding. One of the finest homes on the island offering boating access is being OFFERED FURNISHED. SCHEDULE YOUR SHOWING TODAY
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LUXVT Real Estate Marketing Real Estate Marketing
$4,995,000
620 Key Royale Drive
4Beds
5Baths
$4,995,000
620 Key Royale Drive, Holmes Beach, Florida, 34217, United States
$5,125,000
4Beds
5Baths
0.13Sqft
Anna Maria, Florida, 34216, United States
Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf.
The REMAX Collection
$5,125,000
111 Palmetto Ave
4Beds
5Baths
0.13Sqft
Anna Maria, Florida, 34216, United States
Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf. Thoughtfully designed to capture both refined personal enjoyment and outstanding vacation rental performance, this architecturally striking residence blends sophisticated design, superior craftsmanship, and effortless indoor-outdoor living in one of the islands most coveted locations. From the moment you enter, soaring ceilings with rich wood detail and expansive walls of impact-rated glass create a dramatic yet relaxed coastal ambiance filled with natural light. The open-concept floor plan is ideal for entertaining, seamlessly connecting the main living areas while maintaining an intimate, luxurious feel. The chefs kitchen serves as the heart of the home, featuring an oversized quartz island with ample seating, custom cabinetry, premium appliances, designer lighting, and abundant storage. The kitchen flows effortlessly into the spacious great room, highlighted by a sleek modern fireplace and dramatic sliding glass doors that open to covered terraces, creating the ultimate setting for indoor-outdoor gatherings. The private elevator offers convenience & accessibility. Step outside to your private resort-style backyard oasis where a stunning heated pool with elevated spa takes center stage. Generous covered lounge areas, outdoor dining space, and lush tropical landscaping provide both privacy and year-round enjoyment, offering owners & guests a true boutique resort experience. Whether hosting sunset cocktails or enjoying a quiet afternoon poolside, this outdoor environment is designed for relaxation and entertainment. Each beautifully appointed bedroom offers a tranquil retreat, while spa-inspired bathrooms elevate daily living with freestanding soaking tubs, glass-enclosed showers, dual vanities, & upscale designer finishes. A thoughtfully designed custom bunk room enhances flexibility & maximizes short-term rental occupancy, making the home especially appealing for larger groups & multi-generational stays. Crowning the residence is an expansive rooftop deck delivering sweeping Gulf views. This spectacular vantage point creates an unforgettable setting for sunset gatherings, morning coffee, or evening stargazingone of the most desirable features for both homeowners & vacation guests alike.Beyond the property itself, embrace the quintessential island lifestyle. Leave the car behind & explore by golf cart or bicycle, cruising to the charming boutiques, art galleries, & acclaimed restaurants along Pine Avenue. Enjoy morning beach walks, afternoons on the water, and evenings filled with breathtaking Gulf sunsets just steps from your door. Built with impact windows and doors, high-end designer finishes, and meticulous attention to detail throughout, this residence offers both peace of mind and enduring quality. With projected annual rental revenue of approximately 400,000, the home presents a compelling investment opportunity while delivering an unparalleled luxury lifestyle. Combining prime west-of-Gulf Drive positioning, exceptional craftsmanship, resort-style amenities, and strong income potential, this remarkable property represents the very best of Anna Maria Island living.
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The REMAX Collection
$5,125,000
111 Palmetto Ave
4Beds
5Baths
0.13Sqft
$5,125,000
Anna Maria, Florida, 34216, United States
$1,949,999
4Beds
2Baths
0.12Sqft
Anna Maria, Florida, 34216, United States
BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms.
The REMAX Collection
$1,949,999
872 N Shore Dr
4Beds
2Baths
0.12Sqft
Anna Maria, Florida, 34216, United States
BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktopperfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.
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The REMAX Collection
$1,949,999
872 N Shore Dr
4Beds
2Baths
0.12Sqft
$1,949,999
Anna Maria, Florida, 34216, United States
$4,050,000
6Beds
7Baths
0.17Sqft
Anna Maria, Florida, 34216, United States
Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked.
The REMAX Collection
$4,050,000
518 Spring Ave
6Beds
7Baths
0.17Sqft
Anna Maria, Florida, 34216, United States
Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether youre soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous almost rebuilt Anna Maria City Pier are at the end of the street. AND the islands world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Marias full charm. Your ISLAND DREAM HOME AWAITS!
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The REMAX Collection
$4,050,000
518 Spring Ave
6Beds
7Baths
0.17Sqft
$4,050,000
Anna Maria, Florida, 34216, United States
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