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$1,149,999
2 Beds ⋅ 2 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code
The Beach Is Calling!!! Best priced Anna Maria City move in ready single family home with room for a pool. Anna Maria Island charming remodeled coastal cottage. Newer metal roof, ALL impact windows and sliders in place for added peace of mind. NEW A/C, Washer/Dryer, Refrigerator, Dishwasher, Bedroom Carpets and Interior Doors. 2024 Now is the time for new owners to make 136 Crescent Dr their own island oasis. Whether you are looking or a primary residence, second home or investment property this home is an ideal opportunity. Located in the quiet and serene City of Anna Maria on the north end where short term rentals are welcome. Just north of quaint shops and restaurants of renowned Pine Avenue and Anna Maria City Pier. Bayfront beach park, Rod and Reel Pier and tranquil Bean Point are all nearby. Gulf beaches with their soft white sand, turquoise waters and dazzling sunsets await your presence. Careful consideration was given to the interior remodel a few years ago. Bright wide plank ceramic tile flooring throughout the living area. Kitchen offers plantation shutters, quartz countertops, recessed lighting, soft close cabinetry, stainless steel appliances, breakfast bar and cozy dining nook surrounded by stylish built in storage. Spacious comfortable living area opens to private screened lanai surrounded by lush tropical plantings. Lovely primary suite offers king size bedding, sliders to screened lanai and private bath with walk in shower and granite countertops. Secondary bedroom adorned with built in nightstands, recessed TV console and pocket door to hall bath for another en suite. Both bedrooms offer closets with built ins, plush carpeting, plantation shutters and ceiling fans. Relax on the private rear patio and you’ll be surrounded by a plethora of tropical plantings of Bougainvillea, Crotons, Birds of Paradise, Ixora and Schefflera to name a few. Fresh new plantings blooming this Spring. Carport offers kayak/bike storage, utility closet and outdoor shower. Room for a pool if you desire. Voluntary HOA available to enjoy the day dock and kayak launch. Come an explore the whole island experience with free trolley to shops/dining of Holmes Beach and eclectic mix of stores along Bridge Street and Bradenton Beach.

136 Crescent Dr, Anna Maria
$2,395,000
3 Beds ⋅ 3 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34216 Zip Code
A premier setting defines this offering. Tucked at the end of a quiet cul-de-sac in Sunset Cove—a rare enclave that prohibits weekly rentals—this elevated beach residence presents an exceptional retreat for tranquil island living. Become part of a true neighborhood community, whether in full-time residence or seasonal escape, with breathtaking Gulf vistas just a stone’s throw from the sugar-white sands of Anna Maria Island and dedicated beach access moments away. Designed by acclaimed architect H. Patterson Fletcher, this distinctive home embodies Frank Lloyd Wright–inspired principles, celebrating harmony with nature, fluid open spaces, and an abundance of natural light. Custom-built and solidly constructed, it occupies an expansive walled lot mere steps from the shoreline—offering the rare canvas to envision a private pool and bespoke outdoor sanctuary. Spanning three thoughtfully appointed levels, the 3-bedroom, 2.5-bath residence with bonus room welcomes guests through a gracious foyer, with an oversized garage below providing exceptional storage. Within, vaulted ceilings and an expansive wall of sliding glass doors bathe the living room in soft, filtered light while framing serene views of swaying palms and shimmering Gulf waters. Off the living area sliders open to a generous elevated screened lanai—an inviting setting for languid afternoons, twilight gatherings, and al fresco dining. The open-concept kitchen and living area flow together effortlessly, anchored by new appliances, a polished granite island, custom solid-wood cabinetry, and a double sized skylight that draws the sky inside. The primary suite offers a private balcony beyond its own wall of sliders, complemented by a spacious en suite bath and dual walk-in closets. The upper level is a study in versatility—an adaptable retreat featuring two distinct sleeping areas and a full bath, accommodating visiting family and friends with comfort and privacy. When not hosting, the space transforms effortlessly into a den, library, home office, or creative studio. Wraparound windows and a rooftop deck reveal sweeping water and treetop panoramas—an ideal vantage for sunrise coffee, golden-hour cocktails, and starlit evenings. While poised for cosmetic refinement, this residence's architectural provenance, enduring construction, generous grounds, and incomparable location make it an extraordinary canvas for a true luxury beach retreat.

103 Sunset Lane, Anna Maria
$3,895,000
3 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
AMAZING HOME "BLUE CRUSH" ONLY 4 HOUSES TO THE BEACH!!! LOCATIONS LIKE THIS ARE RARELY AVAILABLE WEST OF GULF DRIVE! IT DOES NOT GET BETTER THAN THIS! STEPS TO BEACH AND THE WATERFRONT LIFESTYLE! This exquisite retreat offers the perfect blend of luxury, comfort, and convenience. As you step inside, you'll immediately be drawn to its enticing features. This home has been updated with no expense spared to bring it up to todays standards. Hosting gatherings becomes a delight with the updated and fully equipped kitchen, ensuring seamless meal preparation and service, especially for those poolside occasions with family and friends. The interior of this 3 bedroom, 3 bathroom haven is designed for both comfort and style. The living area, adorned with pocket sliding doors, seamlessly connects to a spacious outdoor deck, creating a harmonious indoor-outdoor living experience. Picture evenings spent watching TV, feeling the gentle breeze, and sipping drinks on the balconies. The kitchen, featuring granite countertops and stainless-steel appliances, is a chef's delight, making cooking a pleasure. An outdoor dining table on the deck provides an ideal setting for enjoying your culinary creations. The sunlit primary bedroom, with a private balcony and a luxurious ensuite bathroom, provides a dreamy retreat. Additional bedrooms include a second bedroom with balcony access and ensuite , a third bedroom with pool deck access, and an additional space could serve as a fourth bedroom, featuring bunk beds. The tropically landscaped backyard is a haven for relaxation. The stunning pool, complete with a sun shelf, invites you to bask in the Florida sun, while the expansive covered patio provides a shaded retreat for family conversations, refreshments, and games. Prime location allows for easy exploration of Pine Avenue's boutiques and culinary delights. Beach access is just a few steps away, offering warm turquoise waters and soft sand. Take a leisurely stroll to Anna Maria Island City Pier or enhance your stay with activities like chartering a fishing trip, a sunset cruise, or paddleboarding through the mangroves. Property is currently a successful rental and has forward bookings in place. Perfect for a second home or investment property. Experience the epitome of island living!

111 Cedar Avenue, Anna Maria
$7,500,000
6 Beds ⋅ 7 Baths ⋅ Gulf View Sub SubDv. ⋅ 34216 Zip Code
This turn-key custom built six bedroom six and a half bathroom luxury home on Anna Maria Island is an exceptional beach investment property offering the perfect balance of passive rental income and personal coastal living. Located on one of the most private and prestigious streets on Anna Maria Island just steps from beach access the home offers Gulf of Mexico views and a proven short term rental history grossing over $650,000 annually. Whether purchased as a primary residence, second home or vacation rental investment this newer construction property delivers strong returns and long term value. Designed as a high performing Anna Maria Island vacation rental and luxury coastal retreat the home features a resort style pool with in ground spa a rooftop deck with panoramic sunset and Gulf views and expansive open concept living spaces ideal for entertaining. The chefs kitchen includes top of the line appliances custom cabinetry an oversized island and formal dining area with seamless indoor outdoor living leading to multiple balconies and covered patios. The primary suite features a private balcony walk in shower and soaking tub while four additional king bedroom suites each include ensuite bathrooms. A custom bunk room adds a family friendly and rental optimized layout. Exclusive amenities include a private elevator, beach chairs and beach umbrellas enhancing both comfort and rental appeal. The backyard oasis includes a poolside lounge BBQ grill, ping pong table and multiple entertaining areas making it one of the most desirable luxury rental homes on Anna Maria Island. For added peace of mind the property includes a 10 year builder warranty and multiple transferable trade warranties offering low maintenance ownership and confidence for buyers seeking newer construction homes on Anna Maria Island. Perfectly located near Pine Avenue shopping and dining the Rod and Reel Pier the historic AMI City Pier and the free Anna Maria Island trolley this turnkey, fully furnished luxury vacation rental combines prime location strong rental income and the ultimate coastal lifestyle. This is a rare opportunity to own one of the best Anna Maria Island homes for sale and a premier Florida Gulf Coast real estate investment!

107 Maple Avenue, Anna Maria
$2,950,000
4 Beds ⋅ 3 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
One or more photo(s) has been virtually staged. If you're looking for exceptional value on Anna Maria Island, this is it! Combining a prime north-end bayfront location, private pool, recent major upgrades, and breathtaking Tampa Bay views, this property represents one of the best waterfront opportunities currently available. Best-priced full bayfront pool home on the desirable north end of Anna Maria Island with breathtaking panoramic views of Tampa Bay and the Sunshine Skyway Bridge. Located on the highly sought-after north end of Anna Maria Island, this exceptional waterfront residence offers nearly 3,000 square feet of living space, 4 bedrooms, 3 bathrooms, a private bayfront pool, and valuable recent improvements including new windows and sliders installed in 2019 and both HVAC systems replaced in 2025. A charming white picket fence welcomes you into a bright, open-concept floor plan featuring soaring ceilings, light wood-look luxury vinyl flooring, and expansive 8-foot sliding glass doors that frame spectacular water views. The spacious living and dining areas flow seamlesslyan  oversized bayfront pool area, creating the perfect setting for entertaining, outdoor dining, or enjoying unforgettable sunrises over the bay. The new eat-in kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, and abundant storage. The main level includes two guest bedrooms, a full bath, and a one-car garage with room for a golf cart, beach equipment, and additional storage. Upstairs, two spacious primary suites each offer private en-suite bathrooms, and private balcony access overlooking Tampa Bay. A separate den or sitting area provides flexible living space and captures some of the home's most spectacular waterfront views. The bayfront pool, added in 2017, provides the perfect place to relax while enjoying coastal breezes and endless water vistas. Whether you're looking for a beach house, full-time island residence, second home, or short-term vacation rental investment, this property offers the ideal combination of location, space, updates, and breathtaking waterfront views. Opportunities to own a full bayfront pool home on Anna Maria Island with updated windows, newer HVAC systems, expansive outdoor living areas, private pool, and panoramic Tampa Bay views at this price point are exceptionally rare. Whether for personal enjoyment or investment potential, this is a unique opportunity to own a slice of island paradise. One or more photos have been virtually staged. Note: Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.

893 N Shore Drive, Anna Maria
$3,950,000
5 Beds ⋅ 5 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code
STUNNING RENOVATED 5 BEDROOM POOL HOME ON A DEEP WATER CANAL ONLY STEPS FROM THE BEACH!!! Nestled on the highly coveted north end of Anna Maria Island, this beautifully renovated and turnkey furnished 5-bedroom, 5-bathroom home spans 3,844 sq. ft. of luxurious living space. Perfectly situated on a deep-water canal with direct Gulf of Mexico access, this home is a dream for boating enthusiasts while also being just moments from the island’s pristine beaches. Upon entering, you’ll be greeted by a flood of natural light, creating a bright and airy atmosphere that welcomes you into this thoughtfully designed home. The living room offers ample seating and flows seamlessly into the adjacent dining room, where elegance meets functionality. With light flooring and coastal tones throughout, the home exudes a relaxed yet sophisticated vibe. The dining room opens easily to the kitchen and outdoor pool area, making it an ideal space for entertaining. The gourmet kitchen is a chef's delight, featuring quartz countertops, custom cabinetry, stainless steel appliances, and a cozy breakfast bar. From the living room, large sliding glass doors provide effortless access to the pool, creating a perfect blend of indoor and outdoor living. The first floor hosts three spacious bedrooms, each with excellent closet space, and three beautifully updated bathrooms, all exuding modern elegance. The expansive game room and laundry area combine fun and practicality, equipped with two washers and dryers, a second refrigerator, ample cabinetry, and a ping-pong table. Whether you’re hosting family or friends, this well-designed layout provides comfort for all. Upstairs you will find an additional two bedrooms and two bathrooms with an outdoor deck overlooking the canal. Renovated in 2023 and 2025, this home boasts an array of high-end upgrades including new appliances, new flooring, remodeled bathrooms, new lighting and fans, an outdoor kitchen, a new electric fireplace, freshly painted interiors and exteriors, new patio sliders, new putting green, a new front entrance door, and updated back doors. Step outside into the breathtaking backyard, and you'll instantly be transported to your own private tropical retreat. The heated salt water pool and spa invite relaxation, while the outdoor kitchen, covered cabana with a dining area, tiki hut, and hammock offer multiple options for entertaining or unwinding. The putting green and dock complete this outdoor haven, where you can fish, relax, or simply enjoy the island lifestyle. Deep water canal with no bridges to the Bay, ICW and Gulf of Mexico. This home is an exceptional investment opportunity, benefiting from a transferable BERT HARRIS ACT RIGHT, ALLOWING SHORT-TERM RENTALS FOR UP TO 12 GUEST--a rare and valuable advantage. With a proven rental history, this property appeals equally to investors and those seeking a tranquil personal retreat. Every detail has been meticulously curated to create the perfect island home. Ideally located, this home is just a short stroll to the Anna Maria City Pier and the charming shops and restaurants along Pine Avenue. Whether you're looking for the ultimate vacation getaway or an income-generating property, this is truly a slice of paradise on Anna Maria Island.

212 Oak Avenue, Anna Maria
$2,945,000
4 Beds ⋅ 3 Baths ⋅ Shore Acres Third Add SubDv. ⋅ 34216 Zip Code
Relish the quiet neighborhood of this North End beauty! Just a hop, skip and a jump to Beach and Bay from this 4 bed/3 bath pool home with private elevator. This ideally appointed home has an open floor plan with TWO living rooms, a large third floor porch with peeks of the water, dual zone air conditioning, and a fabulous, spacious kitchen with Bosch appliances, custom lighting throughout, and covered pool deck in your private tropical oasis with mature landscaping. This ideal location in the city of Anna Maria allows short term rentals and enjoys easy access to some of your island favorites, including the shops and eateries of Pine Avenue. Storage abounds with ample cabinetry and custom closets. You will love the abundant features of this beautiful home, including high ceilings, plantation shutters, 18 inch tile and plank wood flooring. Come enjoy the peace and serenity of this perfect island paradise!

704 Gladiolus Street, Anna Maria