Location: Anna Maria
Keyword(s): Manatee High
Keyword(s) High School: Manatee High
Do Not Show Listings
416 ALAMANDA RD, ANNA MARIA, FL 34216
$4,095,00041 Days on yellowkey MLS ID: A4690578
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3102 Built: 2023 Tax: $43,291 (2025)Community: Shore Acres Third AddSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$43,291
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Located just two blocks from Bean Point on the coveted north end of Anna Maria Island, this beautifully designed 2023 residence offers a rare combination of privacy, walkability, and elevated coastal living. Never used as a rental, the home has been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily Moss Designs and recognized by SRQ Magazine as a 2025 Home of the Year, the residence blends architectural detail with relaxed island elegance. The main living level features an open floor plan with coffered ceilings, gas fireplace, wet bar, powder room, and balcony access. The primary suite includes a private balcony, walk-in closet, dedicated laundry area, and a spacious spa-style bath with soaking tub and multi-feature shower. The large chef’s kitchen is appointed with distinctive cabinetry, Thermador appliances, generous island seating for five, and an inviting eat-in dining area designed for effortless everyday living and entertaining. A detached guest suite connected by a covered walkway offers its own private entrance, refrigerator, full bath, private balcony overlooking the pool, and garage—ideal for extended family or guests seeking independence and privacy. Upstairs, two additional king en-suite bedrooms with vaulted beamed ceilings are centered around a private second-level sitting area with television, balcony access, and laundry room—creating a comfortable and well-separated guest retreat. Two rooftop decks capture sweeping Gulf views and vistas toward the Sunshine Skyway Bridge—perfect for sunrise, sunset, and evening skies. Outdoor living centers around a beautifully landscaped private courtyard complete with pool, heated spa, putting green, and an expansive covered lanai designed for year-round enjoyment. A two-person dry sauna and flexible lower-level space add further comfort and versatility. Constructed in 2023 with elevated hurricane-rated block construction, impact windows and doors, a metal roof, and low-maintenance composite decking, the home combines durability with thoughtful design. Elevator access to all living levels and multiple garage bays with gated boat or RV storage provide exceptional convenience and parking flexibility—rare on the north end. Situated on a desirable corner lot just moments from the Gulf and Pine Avenue, this is a unique opportunity to own a nearly new, designer-furnished island residence in one of Anna Maria’s most sought-after locations. Detailed property brochure available.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kim Bowersox (407-383-3519)
866 N SHORE DR, ANNA MARIA, FL 34216
$1,949,000105 Days on yellowkey MLS ID: A4680714
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $50,000 (2.5%) on 03/31/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1904 Built: 1951 Tax: $16,227 (2024)Community: Shore Acres ResubdividedSpa: YesSingle Family
Taxes:$16,227
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private en-suite bathrooms, with an additional two full guest bath conveniently accessible from the bedrooms and main living areas. Renovations include enclosed patio and garage areas to create an additional en-suite bedroom, expanded kitchen, dedicated laundry room, and approximately 294 square feet of added living space. Major improvements include new electrical and plumbing services; new drywall with DensGlass moisture-resistant panel; a new HVAC system with supplemental mini-split units; spray foam roof insulation; hurricane-impact windows and sliders; and new flooring throughout. The kitchen features all-new cabinetry, countertops, a large center island with breakfast bar, and Samsung appliances including: refrigerator, ice maker, wine cooler, microwave, dishwasher, and chilling drawers. Bathrooms have been fully updated with new tile and high-end plumbing fixtures. Outdoor upgrades include a private heated pool with new heater and pump, expanded paver decking, new fencing, updated landscaping, refreshed exterior stucco, and full interior and exterior paint. Ideally located just steps from the beach and close to Pine Avenue shops and dining, this is a move-in-ready island home offering modern upgrades, thoughtful design, and an unbeatable location—schedule your private showing and experience Anna Maria Island living at its best.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jessica Batten (941-962-3380)
212 OAK AVE, ANNA MARIA, FL 34216
$3,950,000310 Days on yellowkey MLS ID: A4659522
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3844 Built: 1979 Tax: $34,591 (2024)Community: Bimini Bay EstatesSpa: YesSingle Family
Taxes:$34,591
Remarks: 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.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
115 LOS CEDROS DR, ANNA MARIA, FL 34216
$2,290,000163 Days on yellowkey MLS ID: A4675725
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2203 Built: 1957 Tax: $25,977 (2025)Community: Island CedarsSpa: YesSingle Family
Taxes:$25,977
Remarks: Located on the highly sought-after North End of Anna Maria Island, 115 Los Cedros—known as Oceans Blue—offers an exceptional location just steps from the Gulf beaches and the shops and dining of Pine Avenue. Set on a 10,000 square foot lot, this single-story Anna Maria Island beach house combines luxury, comfort, and peace of mind. The residence currently offers four bedrooms, with the flexibility for a possible fifth bedroom, along with 3.5 baths, including two ensuite bedrooms and an additional half bathroom that is ideal for guests. An additional 706 square feet of added living space creates a spacious and functional layout well suited for a primary residence, vacation home, or investment property. The light-filled interior showcases vaulted ceilings, terrazzo floors, and an open-concept design that flows seamlessly to the outdoor living areas. The updated kitchen features new shaker-style cabinetry, quartz countertops, custom tile backsplash, and stainless steel appliances, ideal for entertaining after a day at the beach. Expansive sliding doors open to a private outdoor oasis with a resort-style saltwater pool, swim-up sun shelf, and heated spa, surrounded by lush tropical landscaping and professional lighting. Enjoy peaceful mornings and sunset evenings from your private deck overlooking Lake Marsha, offering a rare waterfront setting for kayaking, fishing, or relaxing. This meticulously upgraded Anna Maria Island beach house includes a new metal roof, hurricane impact-rated windows, sliders, and exterior door, and fully renovated bathrooms with custom tile, glass shower enclosures, and Kohler fixtures. The home is fully flood-protected with a hammerhead flood barrier system on all sliders, exterior door and windows, providing added security and confidence for coastal living. Whether used as a primary residence, vacation home, or investment property, Oceans Blue at 115 Los Cedros offers a rare combination of location, 10,000 square foot lot size, flexible bedroom configuration, added square footage, luxury upgrades, and comprehensive flood protection—just moments from the beach and the vibrant energy of Pine Avenue on Anna Maria Island. ** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)
Listing Agent: Liz Blandford (941-224-3304)
411 ALAMANDA RD, ANNA MARIA, FL 34216
$1,900,000333 Days on yellowkey MLS ID: A4656727
1 Days Off yellowkey (back on 5/5/2026)
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 2880 Built: 1972 Tax: $23,445 (2024)Community: Shore Acres Fourth AddApartment
Taxes:$23,445
Remarks: Under contract-accepting backup offers. Incredible opportunity on the North end of Anna Maria Island. Located in the heart of the city of Anna Maria. Short walks to the Gulf or Bay beaches and all of the lovely attractions on Pine Avenue. Currently on the massive, lots 3&4, 11,500 square foot lot sits two duplex units. A total of FOUR short term 2 bed 1 bath units in Anna Maria!!! Units are ready for your vision, just waiting to become instagram famous. Units like this are few and far between on the North end. 3 of 4 units are equipped with washer/dryer hookups. If having the most famous duplex in Anna Maria is not your thing, then there is potential to build two single family homes on lots 3&4 or an enormous single family home. The gentlemen who acquired this property more than a half century ago had a dream for his family, now it's your turn.
Listing Agent: Justin Powell (941-718-0294)
112 MAPLE AVE, ANNA MARIA, FL 34216
$4,925,00027 Days on yellowkey MLS ID: A4692033
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 2024 Tax: $49,263 (2025)Community: Gulf View Sub Of Anna Maria KeySpa: YesSingle Family
Taxes:$49,263
Remarks: STUNNING HOME WEST OF GULF DRIVE! WELCOME TO THIS AMAZING FULLY FURNISHED 5 BEDROOM, 4.5 BATHROOM HOME LOCATED ON ONE OF THE PREMIER STREETS OF ANNA MARIA ISLAND!! With only 5 houses to the beach, this new construction gem is an absolute treasure. From the moment you set foot on the property, you'll be captivated by the thoughtfully designed custom features, including a paver driveway and lush tropical landscaping. Step inside and experience the open and spacious main living area, featuring a great room floor plan that seamlessly connects to an incredible deck through sliding glass doors. This expansive outdoor space offers ample room for outdoor dining and a comfortable sitting area, allowing you to fully embrace the island lifestyle. The kitchen is a chef's dream, boasting high-end appliances, a designer backsplash, a large center island with a breakfast bar, and stylish pendant lights. Retreat to the luxurious master suite at the end of a day filled with beach adventures. It features a sitting area and an incredible bathroom with dual sinks, a garden tub, and a walk-in shower. An additional guest bedroom on the same floor offers the convenience of an ensuite bathroom. Upstairs you will find three bedrooms and two bathrooms as well as a wetbar/coffee bar area. Step outside to the expansive area featuring an outdoor kitchen, dining area and turf area perfect for entertaining and hanging out. The roof top balcony offers breathtaking views of the Gulf, creating a serene setting for relaxation. The amount of outdoor living space in this home is truly one of a kind.The backyard of this home is your own private tropical oasis, complete with a heated pool and spa. Here, you can indulge in luxury living on Anna Maria Island and enjoy the tranquil surroundings. The finishes and attention to detail throughout the home are unmatched, ensuring an exceptional living experience. Whether you're in search of your forever home or a lucrative investment property, this is the one for you. With its prime location just a short distance to Pine Ave, where you'll find a variety of restaurants and shops, this home offers the perfect blend of convenience and tranquility. Don't miss out on the opportunity to own this incredible property. HOME IS CURRENTLY A SUCCESSFUL RENTAL PROPERTY. Schedule a showing today and secure your chance to own a piece of Anna Maria Island's luxury living.
12106 GULF DR, ANNA MARIA, FL 34216
$5,950,000120 Days on yellowkey MLS ID: A4679008
REDUCED by $545,000 (8.4%) on 05/01/2026
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3469 Built: 2005 Tax: $63,179 (2024)Community: Anna Maria Beach First AddSpa: NoSingle Family
Taxes:$63,179
Remarks: Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.
Listing is courtesy of: REEL COASTAL PROPERTIES, LLC (941-265-3247)
Listing Agent: William Worth (214-707-6296)
136 CRESCENT DR, ANNA MARIA, FL 34216
$1,149,999194 Days on yellowkey MLS ID: A4671637
REDUCED by $50,000 (4.2%) on 04/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1970 Tax: $16,574 (2025)Community: Lake La Vista RepSingle Family
Taxes:$16,574
Remarks: 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.
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Liz Codola (941-812-3455)
811 N SHORE DR, ANNA MARIA, FL 34216
$10,950,00072 Days on yellowkey MLS ID: A4684895
Bed: 4 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 5079 Built: 2021 Tax: $38,715 (2025)Community: Shore Acres First AddSingle Family
Taxes:$38,715
Remarks: Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive structural and architectural redevelopment that transformed the residence into a modern coastal estate, including major infrastructure upgrades such as updated electrical, plumbing, and HVAC systems, along with new flooring, custom millwork, redesigned bathrooms, cabinetry, lighting, and modern coastal finishes throughout. Originally constructed as an elevated coastal residence, the home was extensively expanded, redesigned, and structurally reimagined to create a three-level retreat designed for elevated island living. The redevelopment included the addition of a private master suite level, construction of a large elevated pool and entertainment deck, and installation of a dramatic three-story architectural water feature, while completely reconfiguring the interior floor plan. Privately gated and approached by a palm-lined drive, the residence welcomes you with a striking 20-foot waterfall entry. Expansive windows capture nearly 270-degree Gulf views, filling the open living spaces with natural light and coastal breezes. The main living areas flow seamlessly to spacious outdoor terraces finished in Brazilian Walnut (IPE) decking—ideal for sunset entertaining overlooking the Gulf. The chef’s kitchen features custom rosewood cabinetry, three ranges, three ovens, a built-in coffee bar, wine refrigeration, and premium Sub-Zero, Wolf, Cove, and Miele appliances. Multiple bedroom suites include ensuite baths and water views, while a dedicated entertainment level features shuffleboard, a poker table, pool table, and lounge space. The top-floor owner’s retreat, accessible by elevator, captures sweeping Gulf views and includes oversized walk-in closets, a private coffee bar, and a spa-style bath with soaking tub and rain shower. Outdoor amenities include a heated ozone saltwater pool with lap feature, elevated entertainment deck, private gym, infrared sauna, and a two-car garage with additional golf cart space. Direct beach access leads to one of the most peaceful stretches of shoreline on Anna Maria Island. Located near the shops and restaurants of Pine Avenue, this property is a rare opportunity to own a fully transformed Gulf-front estate on over an acre of beachfront land on the North End of Anna Maria Island.
110 OAK AVE #A, ANNA MARIA, FL 34216
$849,000133 Days on yellowkey MLS ID: A4678588
REDUCED by $25,000 (2.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 640 Built: 1947Monthly Fee: $1 Tax: $11,258 (2025)Community: Anna Maria Beach CottagesCondo
Taxes:$11,258
Remarks: Old Florida Charm – Income-Producing Property! Looking for a true Old Florida beach cottage experience with exceptional rental income? This elevated cottage on Anna Maria’s sought-after North End is just steps from the Gulf—no car needed! This fully managed, hands-off rental allows nightly stays, with all future bookings conveying for seamless income. This turnkey-furnished home blends coastal charm with modern updates, featuring a newer kitchen with Quartz counters, custom cabinetry, and new appliances, flooring and a spacious private deck. The primary suite offers a walk-in closet and updated ensuite bath, while the second bath includes double sinks and a jacuzzi tub. Located in a boutique resort with a private pool, picnic areas, and complimentary bikes, beach gear, and water toys, guests return year after year. Walk to Pine Ave’s shops or hop on the free trolley to explore the island. With pet-friendly ownership and a 6-month owner occupancy option, this turnkey investment is perfect for personal getaways and immediate passive income. Don’t miss this rare opportunity—schedule your showing today! Please note- the HOA Adjusts based on monthly income.
108 PELICAN DR, ANNA MARIA, FL 34216
$2,199,00099 Days on yellowkey MLS ID: A4680808
REDUCED by $96,000 (4.2%) on 04/25/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1472 Built: 1994 Tax: $10,106 (2024)Community: Luana IslesSingle Family
Taxes:$10,106
Remarks: Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.
111 CEDAR AVE, ANNA MARIA, FL 34216
$3,895,000215 Days on yellowkey MLS ID: A4669701
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1950 Tax: $35,012 (2024)Community: Anna Maria BeachSpa: NoSingle Family
Taxes:$35,012
Remarks: 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!
519 LOQUAT DR, ANNA MARIA, FL 34216
$2,995,00099 Days on yellowkey MLS ID: A4683074
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 2606 Built: 1980 Tax: $29,189 (2024)Community: Lacios Sec BSpa: YesSingle Family
Taxes:$29,189
Remarks: Under contract-accepting backup offers. Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
807 S BAY BLVD, ANNA MARIA, FL 34216
$2,300,000107 Days on yellowkey MLS ID: A4680500
2 Days Off yellowkey (back on 4/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1969 Built: 1981 Tax: $11,465 (2025)Community: Bay HarborSingle Family
Taxes:$11,465
Remarks: Under contract-accepting backup offers. Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Lindsey Strickland (941-737-3491)
311 POINSETTIA RD, ANNA MARIA, FL 34216
$1,775,000444 Days on yellowkey MLS ID: TB8359176
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1296 Built: 1988 Tax: $22,833 (2024)Community: Luana Isles 1St AddSingle Family
Taxes:$22,833
Remarks: Experience the ultimate coastal retreat at 311 Poinsettia Rd in Anna Maria, FL—a home where luxury meets laid-back island living. This beautifully renovated, elevated sanctuary boasts stunning waterfront views, a sparkling pool, and your very own private boat dock with a lift, inviting endless adventures on the water. Enjoy the convenience of RV/boat parking and a generous driveway that sets the stage for memorable gatherings. Just a leisurely stroll to pristine beaches and a quick golf cart ride to lively restaurants and bars, every moment here is infused with warmth, charm, and the promise of a vibrant lifestyle. Welcome home to your dream coastal haven. This property is currently used as a NIGHTLY rental bringing in up to $25,000/month so far this year. Please do not disturb the guests.
Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)
Listing Agent: Thomas Zopf, Ii (727-366-1983)
519 VILLA ROSA WAY, ANNA MARIA, FL 34216
$5,000,000197 Days on yellowkey MLS ID: A4671485
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3385 Built: 2017Monthly Fee: $100 Tax: $23,649 (2024)Community: Villa RosaSingle Family
Taxes:$23,649
Remarks: This stunning property, situated on the premier private street of Anna Maria, was designed for the perfect blend of island indoor living and outdoor entertaining. Completed in 2017, this 3385sq ft open-plan luxury home has over 2000 SQ FT OF EXTERIOR PORCHES (6 porches). The ROOFTOP LOOKOUT DECK has expansive views extending from Tampa Bay to the Gulf of Mexico beaches. The outdoor movie deck, with the wonderful backdrop of the Skyway Bridge, makes a family movie-night an event to remember. This home has extensive access to a navigable canal with direct entry (no bridges) to Tampa Bay and the Gulf, via beautiful Bimini Bay, where the local dolphins love to gather. The main dock has a modern seawall, a 15,000LB CANTILEVERED BOAT LIFT and composite decking, including lights, electric pedestal, and fresh water. Alongside is a matching 18 ft floating dock for ease of use with kayaks or wave runners. Whether you enjoy fishing, boating, or just sitting along the waters edge in the evening this property blends your onshore life with the endless water possiblities. The rear garden area is extensively landscaped for privacy. The large pool has a tanning ledge that can accommodate lounge chairs and umbrellas . There is a matching hot tub incorporated into the elegant outdoor layout that is located in the shade. When you’ve finished with swimming and sunbathing, why not continue the fun on the 3-HOLE PUTTING GREEN. Adults will enjoy the TIKI BAR and outdoor entertaining area. There is a boating/fishing storeroom, a full bathroom, and a laundry room so wet towels, swimming suits and fishing clothes will not be hauled into the main home. The interior boasts an open floor plan that provides for abundant natural light. Whether you're hosting a family get-together, cocktail party, or just relaxing in this coastal paradise, you can enjoy the tranquillity of the layout. All levels are served by an elevator for ease of access. Most of the rooms enjoy decks or porches, with attractive views of the waterfront or of the quiet neighbourhood. The main living floor is comprised of a gourmet chef's kitchen, outfitted with professional-grade appliances, extensive countertops and custom cabinetry. Adjacent to the kitchen, there is a butlers pantry laundry room and prep kitchen. Walls of high-impact sliding glass doors blur the lines between indoors and out, framing breathtaking panoramic views. The thoughtful design and natural textures—from the luxury flooring to the elegant finishes—ensure a comfortable space where every detail is in tune with the island lifestyle. Separate from the living area is a large den that can serve as an office workspace with access to a relaxing porch. The floor plan on the middle level is completed by two large bedrooms. On the upper-level is the expansive master suite, where you can retreat to your own personal sanctuary and private porch area. There is a generous walk-in closet and a luxurious master bathroom. The front-facing guest suite is spacious with a walk-in closet and a modern stylish bathroom. It also has its own private sitting porch. There is a double and a single garage with epoxy flooring. The home was designed with the environment in mind with an economical geothermal heating and cooling system for both the living spaces and the pool/ spa. There are fast electric car charges in the driveway and in the garages on seperate electric circuits. For your saftey, the whole house has Hurricane Impact window and doors.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.