Location: Anna Maria
Do Not Show Listings
112 MANGROVE AVE, ANNA MARIA, FL 34216
$3,999,000155 Days on yellowkey MLS ID: A4672413
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2803 Built: 2022 Tax: $49,511 (2023)Community: Anna Maria BeachSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$49,511
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2023
Middle School: Martha B. King Middle
Remarks: Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
413 POINSETTIA RD, ANNA MARIA, FL 34216
$1,595,00097 Days on yellowkey MLS ID: A4677921
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1972 Tax: $18,534 (2024)Community: Luana IslesSingle Family
Taxes:$18,534
Tax Year: 2024
Remarks: Back on the Market with a substantial price Adjustment!!!! Take another look at 413 Poinsettia Rd. Once you walk through the door you will be welcomed by the new fresh bright clean interior finishes. The wall of patio doors at the rear of the home let the sunshine into the vaulted family room and open kitchen. This Is a concrete block home, with a metal roof and impact windows throughout. Its bones were not damaged during 2024’s storms. Unfortunately, water did get into the home. However, the owners did it right. Once they were able to start, their builder immediately cleaned and remediated the damaged interior. He obtained the required permits to make the home better than before. The sellers did not stop by doing just the bare minimums. While the walls of the homes were open, they replaced the electrical panel bringing it up to today’s codes. They also replaced the old cast iron sewer pipes under the home with new PVC and installed new tile throughout the living area. The rear sliding doors were replaced with new up-to-date impact resistant panels. Once all this work was completed, the interior was renewed. All new kitchen and bathroom vanities were installed with new quartz countertops. All the appliances are new. The home was re-furnished and is now ready to move in and enjoy. All you need to do is add your own personal touches and transform this home into your own private oasis or a killer vacation rental. This home has a large, screened lanai on the rear that could be converted into a third bedroom with an ensuite bath. The room would have its own access to a secluded brick patio on the side of the house. There also appears to be room for a cozy cocktail pool at the front of the home. The property has 74 feet of deeded canal front with a 30-foot dock constructed with concrete, wood and Trex decking. This is the perfect spot to launch your kayak and maybe sail with the manatees who visit out back. (Check out the photos) The dock gives access to your boat lift, nestled in the mangroves that provide privacy from the water. Should you want to play in the sand, the Gulf Beach is about 500 steps away and the Bay Beach is about 200 steps from your door. Today’s home buyers need to be aware there are many homes on the island that were remediated after the storms with no building permits. City’s Code Enforcement is identifying them one by one. The homeowners will be required to apply for a “permit after the fact”. Do not get caught buying an unpermitted home. This could cause you problems in the future. This does not affect this home. Call to see this beautiful gem on the north end of Anna Maria. It will not last long. Note: also available for sale is the owners 2009 Scout 201 bay boat with a 150HP Yamaha outboard.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: John Damato, Ii (941-737-3354)
915 N SHORE DR, ANNA MARIA, FL 34216
$5,350,000125 Days on yellowkey MLS ID: A4674863
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2870 Built: 2017 Tax: $70,059 (2025)Community: Shore AcresSpa: YesSingle Family
Taxes:$70,059
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Direct Beachfront Luxury with Exceptional Rental Income on Anna Maria Island. Discover the ultimate in coastal elegance with this direct beachfront home on the shores of Anna Maria Island. A rare beachfront home sold turnkey furnished that seamlessly blends refined luxury with a proven record of outstanding short-term rental performance. Recently enhanced with numerous upgrades including new sliding doors on the upper level—this home showcases high end finishes and expansive walls of glass that capture sweeping views of Tampa Bay and the iconic Sunshine Skyway Bridge. The spacious living and dining areas open through floor-to-ceiling sliders to a generous bayfront balcony, creating an effortless indoor–outdoor flow for entertaining or peaceful relaxation. The gourmet kitchen is a chef’s delight, featuring shaker cabinetry, a large island with seating, quartz countertops, and new premium stainless-steel appliances including a gas range. Each of the four bedrooms is a private retreat, complete with an en-suite bath and its own balcony framed by tropical scenery. Additional recent upgrades include new ground-level outdoor furnishings, refreshed tropical landscaping with exterior lighting, and newly painted interior and exterior spaces. The covered poolside lounge and dining area on the ground level are the perfect setting for waterfront living—just steps from the sand. As evening falls, enjoy the mesmerizing glow of the Skyway Bridge from your own serene getaway. Set on the pristine beachfront of Anna Maria Island, this home features timeless architecture, a spectacular coastal setting, and an unparalleled opportunity for both personal enjoyment and exceptional rental revenue. This 4-bedroom, 4-bath residence produced nearly $500,000 for 2025, $456,000 booked for 2024, and $464,000 in 2023. Future 2026 reservations in place Comprehensive rental history and future booking details for 2025 and 2026 are available upon request. A rare chance to own a true beachfront sanctuary.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
215 SYCAMORE AVE, ANNA MARIA, FL 34216
$5,895,000Listed 04/20/2026 3:27PM MLS ID: A4689780
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 2026 Tax: $14,220 (2025)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$14,220
Remarks: Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Old Florida. Ideally positioned just steps from the sugar-white sands of the Gulf and moments from the boutique shops, galleries, and countless dining options of historic Pine Avenue and the surrounding area, this exceptional 4-bedroom, 4.5-bath residence captures the essence of elevated island living — and sits within one of the island’s most desirable short-term rental zones. Designed with a refined, light-filled aesthetic, the home welcomes you with wide-plank hardwood flooring and a seamless flow between spaces that feel at once elegant and effortless. At the heart of the main level, a designer kitchen serves as the showpiece — outfitted with custom cabinetry, a generous island with seating, premium appliances, a dedicated wet bar, and a fully appointed butler’s pantry that makes entertaining feel second nature. Multiple gathering areas, including a secondary upstairs family room, offer a thoughtful balance of togetherness and retreat. The primary suite is a private sanctuary of understated luxury, anchored by a spa-inspired bath with a sculptural soaking tub, oversized walk-in shower, and bespoke designer finishes. Three of the four bedrooms enjoy their own private ensuites, and every bedroom features a walk-in closet — a refined blend of privacy and comfort for family and guests alike. Step outside to a fully screened ground-level living area that functions as a true extension of the home, complete grilling area and lounge designed for year-round enjoyment. Beyond, a private tropical oasis unfolds around a sparkling pool with integrated spa and a gas firepit framed by lush landscaping and a vinyl privacy fence that creates a secluded, resort-caliber setting for gathering or quiet escape. Every detail has been considered for ease and longevity, including Lutron lighting controls, three-zone climate systems, a metal roof, outdoor shower, and a three-car garage. Offered fully furnished, the property is delivered as a true move in ready opportunity. Beyond the walls of the home lies the magic of the north end — the most coveted and character-rich stretch of Anna Maria Island, known for its pristine beaches, the legendary white sands of Bean Point where the Gulf meets Tampa Bay and the walkable, tree-lined corridor of Pine Avenue with its celebrated restaurants, cottage shops, and cafés. Days begin with sunrise strolls along the shore and end with sunset dinners just minutes from your front door. With short-term rentals permitted, unmatched walkability to both the beach and Pine Avenue, and a rare combination of design, location, and lifestyle, this residence represents one of the most compelling offerings on Anna Maria Island — a legacy property with exceptional income potential in Florida’s most storied coastal village.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Darcie Duncan (941-779-0304)
418 PINE AVE, ANNA MARIA, FL 34216
$3,000,000Listed 04/20/2026 1:24PM MLS ID: A4690403
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2804 Built: 2007 Tax: $26,566 (2025)Community: Anna Maria Beach Third AddSpa: NoSingle Family
Taxes:$26,566
Remarks: Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Stephanie Paxton (941-932-5509)
319 TARPON ST, ANNA MARIA, FL 34216
$7,195,00029 Days on yellowkey MLS ID: A4684329
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3484 Built: 2026 Tax: $14,648 (2025)Community: Bimini Bay EstatesSpa: YesSingle Family
Taxes:$14,648
Remarks: New construction waterfront estate offering over 7,000 square feet of stunning indoor-outdoor living, delivered fully turnkey furnished. Positioned on a quiet dead-end street, this 5-bedroom, 5.5-bath residence captures sweeping long canal views from every level along a 75’ wide waterway. Designed for modern coastal living with elevated finishes, open-concept spaces, and seamless indoor-outdoor flow. A chef’s kitchen anchors the main living area, while well-appointed bedrooms provide comfort and flexibility. Built to current coastal standards with elevated construction, reinforced systems, and a full-service elevator. Outdoor living features a resort-style pool, multiple entertaining areas, and a dramatic third-floor balcony with panoramic water views. A premier island listing that combines luxury, privacy, and exceptional waterfront living.
Listing Agent: Dee Munn (407-346-4422)
103 PALM AVE, ANNA MARIA, FL 34216
$6,050,00054 Days on yellowkey MLS ID: A4683902
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2252 Built: 1972 Tax: $35,211 (2024)Community: Anna Maria BeachSingle Family
Taxes:$35,211
Remarks: Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
403 N BAY BLVD, ANNA MARIA, FL 34216
$2,549,90066 Days on yellowkey MLS ID: A4682522
REDUCED by $100,100 (3.8%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2112 Built: 1991 Tax: $29,831 (2024)Community: Anna Maria Beach Second AddSpa: NoSingle Family
Taxes:$29,831
Remarks: AVAILABLE TO SHOW SUNDAY 4/18 TO THURSDAY 4/23 - LARGE $100K PRICE REDUCTION - NOW PRICED TO SELL - PLEASE CALL REALTOR TO SCHEDULE. Welcome to island living at its finest on the world-renown north end of Anna Maria Island. This exceptional property offers stunning sunrise views over the bay and an unbeatable location just steps from Bayfront Park, where you can enjoy a sandy beach and tranquil waters. Prefer more privacy? Relax and unwind in your own fenced-in tropical backyard featuring a private pool and lush landscaping. This turnkey, beautifully maintained 4-bedroom, 3-bathroom home features an open-concept floor plan designed for comfortable coastal living and entertaining. Spacious wrap-around porches provide the perfect setting to enjoy refreshing island breezes and picturesque water views. The home boasts a large kitchen and dining area ideal for hosting family and friends. The primary suite offers a luxurious ensuite bath complete with double vanities, a stylish soaking tub, and a separate walk-in shower. Two of the four bedrooms open directly onto the expansive second-floor porch, showcasing breathtaking bay views. Ideally located near boutique shopping, ice cream shops, charming gift stores, and premier dining, this home is also just minutes from the historic Anna Maria City Pier. The Gulf beaches are easily accessible by golf cart or bicycle, making every day feel like a vacation. Whether you are seeking a personal island retreat or a strong income-producing investment, this property offers excellent rental potential with daily rentals permitted. Pack your bags and start living the island lifestyle — "No Worries, Bay Happy".
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
115 LOS CEDROS DR, ANNA MARIA, FL 34216
$2,290,000124 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)
103 PARK AVE, ANNA MARIA, FL 34216
$5,650,0008 Days on yellowkey MLS ID: A4689581
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4540 Built: 2012 Tax: $78,291 (2025)Community: Banyan Tree Estates IiiSpa: YesSingle Family
Taxes:$78,291
Remarks: LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets in Anna Maria, just one home from the Gulf and a short walk to the charm of Pine Avenue. The location offers an exceptional combination of beach proximity, walkability, and privacy. Thoughtfully designed for both entertaining and multi-generational living, the home offers over 4,500 square feet of curated living space with distinct gathering areas throughout. The main living room opens to a front verandah and features a fireplace, with an additional fireplace located in the primary suite. The kitchen, designed for both function and presentation, featuring marble countertops and backsplash, custom cabinetry, a butler’s pantry, and dual sinks is well-suited for both everyday use and larger gatherings. Emily Anne Smith is known for her mindful and timeless coastal design, and this home reflects that level of craftsmanship throughout. The property includes a main residence and a separate cottage, providing flexibility and privacy with a total of 5 bedrooms and 4.5 bathrooms. Additional features include multiple verandahs, two dedicated study spaces, and a well-designed outdoor living area with a pool, shower, and lounge space. The private guest quarters with separate entrance offers an ideal setup for extended family, guests, or private accommodation. This is a rare opportunity to own a thoughtfully designed home in a premier Anna Maria location, with Gulf views and exceptional sunset exposure.
108 MAGNOLIA AVE, ANNA MARIA, FL 34216
$4,199,00056 Days on yellowkey MLS ID: A4683787
2 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3052 Built: 2017 Tax: $48,197 (2024)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$48,197
Remarks: Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!
Listing Agent: Jason Sato (941-778-7200)
216 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,325,00049 Days on yellowkey MLS ID: A4682103
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1218 Built: 1966 Tax: $2,637 (2024)Community: Luana IslesSingle Family
Taxes:$2,637
Remarks: Currently the lowest priced 3 bedroom home on the north end of Anna Maria Island, this charming bungalow, lovingly held by the same family since the 1970s, presents a rare opportunity to own a cherished island property in one of the most sought after locations on the island. Located in the City of Anna Maria, where short term rentals are permitted with a 1 to 7 day minimum, subject to city registration and compliance, this home blends timeless Old Florida charm with thoughtful modern updates throughout. This single story coastal residence features 3 bedrooms, 2 beautifully renovated bathrooms, and a versatile den or mudroom. Vaulted tongue and groove wood ceilings add warmth and architectural character to the open living space. The kitchen has been completely redesigned with new cabinetry, countertops, and brand new appliances, creating a fresh and inviting heart of the home. New flooring flows throughout, blending classic island charm with a clean, updated coastal style. Situated on a generous 7,500 square foot lot, the property offers rare outdoor space for the north end, complete with mature tropical landscaping, a fenced yard, and ample room to design a custom pool or expanded outdoor living area. A current survey is available to assist with future planning. An outdoor shower, storage shed, and one car garage add everyday convenience, while ample parking, rare for this location, enhances the property’s appeal. A brand new AC system installed in 2025 provides added comfort and peace of mind. From this prime north end setting, enjoy walking or biking to Pine Avenue’s shops and restaurants, Bayfront Park, and the island’s beautiful beaches. Experience island living where golf carts and bicycles replace cars, and every sunset feels close to home. Charming, flexible, and ideally located, this home is well suited as a full time residence, seasonal retreat, or legacy island property. Positioned as the lowest priced 3 bedroom home on the north end of Anna Maria Island, it presents a compelling opportunity in today’s market. Come discover why the north end continues to capture hearts generation after generation.
Listing is courtesy of: CAPOZELLA REAL ESTATE (941-914-0802)
Listing Agent: Mara Gilmore (941-920-1267)
893 N SHORE DR, ANNA MARIA, FL 34216
$2,950,000264 Days on yellowkey MLS ID: A4660575
REDUCED by $549,000 (15.7%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2933 Built: 1946 Tax: $15,600 (2024)Community: Shore AcresSpa: NoSingle Family
Taxes:$15,600
Remarks: One or more photo(s) has been virtually staged. Price reduced — dramatic value on Anna Maria Island! This rare north-end bayfront home offers nearly 3,000 sq ft under air with 4 bedrooms, 3 baths, a private pool and panoramic Tampa Bay views including the Sunshine Skyway Bridge. Step through the white picket fence into updated, open-concept living with high ceilings, light wood-look laminate flooring and 8-foot sliding doors that frame the water and lead to a screened porch and oversized bayfront deck — ideal for entertaining or sunrise views. The newly updated eat-in kitchen features quartz counters, stainless appliances and white shaker cabinets. Two guest bedrooms and a full bath are on the main level, with a one-car garage that accommodates a golf cart and beach gear. Upstairs are two spacious primary suites, each with en-suite baths, sitting areas and private deck access overlooking the bay, plus a den/sitting room with gorgeous water vistas. Whether you’re seeking full-time island living, a family beach retreat, or a vacation rental investment, this home pairs prime bayfront location, modern updates, a private pool and unmatched views — where else will you find this combination at this price? 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.
111 CEDAR AVE, ANNA MARIA, FL 34216
$3,895,000176 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!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
519 LOQUAT DR, ANNA MARIA, FL 34216
$2,995,00060 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)
865 N SHORE DR, ANNA MARIA, FL 34216
$2,999,00074 Days on yellowkey MLS ID: TB8472180
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1754 Built: 1950 Tax: $12,367 (2024)Community: Shore Acres ResubdividedSingle Family
Taxes:$12,367
Remarks: Brand new metal roof! Fully updated, beach front stunner! Situated on the highly coveted north end of Anna Maria Island, this location is unbeatable—just steps from the stunning sunsets and sugary sands of Bean Point, and a short walk to shopping and dining hotspots on Pine Ave. Whether you’re looking for a permanent residence, vacation getaway, or short term rental, this home is move-in ready, can come furnished, and is ready to welcome you to beautiful Anna Maria Island. The open floorplan offers panoramic views of Tampa Bay from the kitchen, dining and living rooms ideal for watching wildlife, sailboats, and the twinkling lights of the Skyway Bridge. The kitchen is newly renovated with brand new appliances, cabinetry and counter tops. Additional updates include roof (2026), AC (2025), water heater (2025), new interior paint (2025), updated lighting and hardware, newly reinforced seawall. The sandy backyard with a new patio, is the perfect beach hangout spot to grill, relax, and even cast a line and fish from your own backyard. Designed for beach living, this island home includes ample storage for all your gear, including a large laundry room, multiple storage closets, and a detached 1-car garage—perfect for your beach essentials, island golf cart, and bikes. This beachfront gem offers everything you need to embrace the ultimate Anna Maria Island lifestyle.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Lauren Haseman (813-240-4407)
517 SPRING AVE, ANNA MARIA, FL 34216
$1,800,0008 Days on yellowkey MLS ID: A4689815
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1985 Tax: $20,257 (2025)Community: Anna Maria BeachSingle Family
Taxes:$20,257
Remarks: Welcome to the highly sought after North end of Anna Maria Island. 2 Bed / 2 Bath Island Home featuring: Open Floor Plan, Spacious Kitchen, Front & Back Balconies & Large Fenced Back Yard. Just steps away from the Morning Sunrise or Evening Sunsets, Take your Pick. A short walk to the Anna Maria City Beach & the bustling offering of shops & dining venues on Pine Avenue. Use your creativity to convert the large open 1st floor workshop into your personal outdoor entertaining venue. The large backyard can easily accommodate a Pool, Putting Green, Bocci Ball Court or whatever suites your fancy. Excellent vacation rental income opportunity as well. A perfect combination of Island comfort, Convenience, & investment potential. This one is definitely worth a visit. Call today to schedule your private showing.
Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)
Listing Agent: Clay Osteen (941-704-7038)
101 SUNSET LN, ANNA MARIA, FL 34216
$2,995,00082 Days on yellowkey MLS ID: A4679879
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 2507 Built: 2002Monthly Fee: $63 Tax: $29,226 (2024)Community: Sunset CoveSpa: NoSingle Family
Taxes:$29,226
Remarks: Under contract-accepting backup offers. Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting
Listing Agent: Roger Pettingell (941-387-1840)
518 SPRING AVE, ANNA MARIA, FL 34216
$4,050,00045 Days on yellowkey MLS ID: A4685202
REDUCED by $150,000 (3.6%) on 04/16/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3165 Built: 2024 Tax: $43,837 (2025)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$43,837
Remarks: 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 you’re 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 island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
270 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,770,00067 Days on yellowkey MLS ID: A4682093
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1326 Built: 1967 Tax: $20,985 (2025)Community: Luana IslesSpa: YesSingle Family
Taxes:$20,985
Remarks: Located just blocks from the beach, White Palms is a 3-bedroom, 2-bathroom island home situated on a large corner lot with a spacious backyard, offering excellent outdoor living close to the Gulf. The corner location provides added openness, while mature palms and established landscaping create a private coastal setting. The home features a bright, open layout designed for comfortable island living, with well-sized bedrooms and recently updated finishes throughout. The main living areas connect seamlessly to the outdoor spaces, making it ideal for both everyday living and entertaining. The backyard centers around a private pool, creating a true outdoor retreat with ample space for lounging and gathering. Whether used as a primary residence, second home, or seasonal escape, the layout offers flexibility and function. Located in Anna Maria's nightly vacation rental area, White Palms is an established rental property with documented income, offering immediate investment potential alongside its lifestyle appeal. Just a short walk to the sand, this property combines beach proximity, outdoor space, and proven rental performance in one well-located island home.
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