Location: Anna Maria
Do Not Show Listings
107 PINE AVE, ANNA MARIA, FL 34216
$4,999,99921 Days on yellowkey MLS ID: A4688961
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2748 Built: 1968 Tax: $21,717 (2025)Community: Anna Maria BeachApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,717
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: For Investors looking to purchase property on the desirable north end of the Anna Maria Island, this unique and rare 4-unit apartment building is an exceptional investment opportunity. Welcome to Gulf Queen Apartments just 50 feet from the sugary sandy beaches of Anna Maria Island. Situated on nearly 7,400 sq ft lot, the property also presents future redevelopment potential—offering investors the flexibility to build new in this prime coastal location. This turnkey furnished, ground level 4-plex has two apartments with two bedrooms and one bathroom; and two apartments with one bedroom and one bath. Gulf Queen Apartments offers immediate income potential in one of Florida’s most sought-after beach markets. The units showcase polished terrazzo flooring, open-concept living and kitchen areas, and tasteful coastal décor. Recent upgrades include renovated kitchens with granite countertops, updated bathrooms, and new furnishings throughout—creating an inviting, guest-ready environment. The 2-bedroom units comfortably accommodate up to four guests, making the property ideal for group bookings such as family vacations, reunions, or wedding parties. Anna Maria is known as a desirable wedding destination. The entire building can be rented out to accommodate wedding guests or other family gathering venues, or each unit can be rented individually. The property also has two golf cart charging stations to accommodate guests who want to tour the island in their rented golf cart. The property is located next door to the Sand Bar Restaurant which hosts many wedding guests from around the world each year. The property is also located on famous Pine Avenue, a street that runs from Tampa Bay to the Gulf of Mexico. The property's 107 Pine Avenue address is walkable to numerous shops and restaurants that stretch from the Bay to the Gulf. The location is unmatched—just steps to the beach, as well as the vibrant shops and dining along Pine Avenue, and convenient access to the free island trolley. Guests can easily stroll or bike to Bean Point, or enjoy nearby favorites like The Waterfront Restaurant and The Sandbar Restaurant. Whether you’re seeking a vacation rental portfolio or a redevelopment opportunity in a premier beach destination, Gulf Queen Apartments delivers value, location, and income potential. Vacation Rental bookings available upon request. Call for a private viewing of this unique property today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
115 LOS CEDROS DR, ANNA MARIA, FL 34216
$2,290,000134 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
Elementary School: Anna Maria Elementary
High School: Manatee High
Middle School: Martha B. King Middle
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)
404 NORTH SHORE DR, ANNA MARIA, FL 34216
$5,487,000697 Days on yellowkey MLS ID: A4612343
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3159 Built: 2023 Tax: $5,846 (2023)Community: 7074800; 302 Coconut Avenue; Lot 1; Pb 0070/0185Spa: YesSingle Family
Taxes:$5,846
Tax Year: 2023
Remarks: This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Gregg Bayer (941-799-9096)
103 PARK AVE, ANNA MARIA, FL 34216
$5,650,00018 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.
Listing Agent: Dee Munn (407-346-4422)
228 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,995,00010 Days on yellowkey MLS ID: A4690821
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1979 Tax: $22,184 (2025)Community: Luana IslesSpa: YesSingle Family
Taxes:$22,184
Remarks: Anna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + Spa Exceptional opportunity to own an elevated 3-bedroom, 2-bath home on Anna Maria Island, just a short walk to the beach. Whether you’re looking for a personal island getaway, full-time residence, or a successful vacation rental investment, this property offers the perfect combination of lifestyle and income potential. Designed for coastal living, the home features a bright and open floor plan with spacious living and dining areas, ideal for entertaining guests or relaxing after a day in the sun. The elevated design offers added peace of mind and classic island charm. Step outside to your own private tropical oasis featuring an oversized heated pool and spa, with plenty of room for lounging, outdoor dining, and enjoying the Florida sunshine year-round. This outdoor space is a major highlight for both homeowners and vacation renters. Located in one of the most desirable areas on the North end Anna Maria Island, the home is within easy walking distance to the beach, shops, dining, and everything that makes island living so special. Property Highlights: • 3 bedrooms, 2 bathrooms • Elevated home • Oversized private pool with spa • Short walk to beach access • Proven vacation rental / income-producing property • Excellent investment potential
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Amanda Cornett (941-807-2811)
270 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,770,00077 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.
801 N SHORE DR, ANNA MARIA, FL 34216
$10,850,000110 Days on yellowkey MLS ID: A4676858
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4728 Built: 2005 Tax: $64,344 (2024)Community: Shore Acres First AddSpa: NoSingle Family
Taxes:$64,344
Tax Year: 2024
Remarks: Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry. Thoughtfully curated and offered turnkey furnished, this extraordinary home is appointed with bespoke furnishings and window treatments by Italian artisans, complemented by world-renowned works of art that elevate every space. The main living level unfolds into a grand living and dining area, where a full wall of sliders frame endless Gulf views and spectacular sunsets. The expansive balcony is an entertainer’s dream, featuring a fully equipped Lynx outdoor kitchen and a beautifully carved fireplace—an inviting setting for al fresco dining or evenings by the fire. Inside, the chef’s kitchen is outfitted with Sub-Zero, Viking, and Miele appliances, seamlessly combining performance and elegance. A refined library retreat, complete with a fireplace and exquisitely carved bookcases, offers a quiet haven for reading or reflection. The third floor is devoted to luxurious private living. The palatial primary ensuite is a serene sanctuary with spa-like amenities and opens to its own Gulf-facing balcony. Here, a soaking tub, rain shower, and an additional fireplace create an indulgent, resort-style experience. Also on this level are a gracious guest suite, a whimsical children’s ensuite bedroom, and a conveniently located laundry room. The first floor welcomes you with a dramatic foyer featuring soaring ceilings and an elevator. Just beyond lies the imaginative Captain’s Quarters, a fantastical space designed to replicate the galley of a pirate’s lair—both playful and unforgettable. An expansive office follows, showcasing granite countertops and intricately carved walls with integrated drawers and shelving, offering both beauty and function. Outdoors, the home transforms into a private oasis. The grotto-style pool provides shaded comfort and is adorned with multiple water features, while a surrounding fireplace and dining area create an intimate setting for gathering. Beyond the pool, a sun-drenched private patio invites leisurely afternoons of relaxation and sunbathing. Built to stand the test of time, The Golden Dolphin is constructed with concrete and rebar throughout and engineered with advanced drainage systems designed to reroute floodwaters. This exceptional residence has sustained no damage from past hurricanes, offering peace of mind alongside its unparalleled beauty. A rare offering on Anna Maria Island, The Golden Dolphin is a masterful expression of luxury, resilience, and coastal elegance—where art, architecture, and the Gulf converge in perfect harmony.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
108 PELICAN DR, ANNA MARIA, FL 34216
$2,199,00070 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.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jessica Batten (941-962-3380)
866 N SHORE DR, ANNA MARIA, FL 34216
$1,949,00076 Days on yellowkey MLS ID: A4680714
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
Remarks: 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.
519 SOUTH DR, ANNA MARIA, FL 34216
$1,598,000134 Days on yellowkey MLS ID: A4675370
REDUCED by $97,000 (5.7%) on 04/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2131 Built: 1972 Tax: $26,805 (2024)Community: Wells Bay Harbor Sec ASpa: YesSingle Family
Taxes:$26,805
Remarks: “Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise. Originally built in 1972, the home was completely transformed in a top-to-bottom remodel in 2025, blending modern luxury with timeless island charm. No detail was overlooked. Highlights include imported Filipino shell stone flooring throughout, all-new drywall, insulation, plumbing, electrical, paint, fixtures, kitchen, and fresh landscaping. The living space was thoughtfully expanded with energy-efficient mini-split systems, increasing the under-air square footage from 1,582 sq ft to approximately 2,131 sq ft, offering enhanced comfort and flexibility. Additional upgrades include a new pool (2019), new AC unit 2025 and new roof (2020). Designed for effortless indoor-outdoor living, this home is ideal for entertaining, launching a sunset cruise, or unwinding while taking in tranquil water views. This one-of-a-kind island property delivers the ultimate coastal lifestyle. Don’t miss this rare opportunity to own waterfront luxury in the heart of Anna Maria—where elegant design meets laid-back island living. Currently an active vacation rental please see remarks for link to the site.
403 N BAY BLVD, ANNA MARIA, FL 34216
$2,549,90076 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: 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)
212 SPRING AVE, ANNA MARIA, FL 34216
$3,660,000367 Days on yellowkey MLS ID: A4650724
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2704 Built: 2019 Tax: $33,175 (2023)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$33,175
Remarks: CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE IS A LARGE HEATED POOL AND SPA WITH SUN SHELF, SURROUNDED BY TROPICAL LANDSAPING ARTIFICIAL TURF AND EVEN A PUTTING GREEN. THIS WILL MAKE THE PERFECT SECOND HOME ON Anna Maria Island WITH GREAT RENTAL POTENTIAL.
9403 GULF DR, ANNA MARIA, FL 34216
$8,000,000450 Days on yellowkey MLS ID: A4633389
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3983 Built: 2020 Tax: $49,941 (2024)Community: 7044700; Bimini Bay Estates; Lot 61; Pb 8/75Spa: YesSingle Family
Taxes:$49,941
Remarks: This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional amenities include a convenient elevator, laundry room, and a bar area with a wine fridge. The property’s modern coastal elegance blends perfectly with functional design, creating a space ideal for everyday living or hosting guests- GREAT RENTAL OPPORTUNITY. Located on Anna Maria Island, this home offers beach access and endless opportunities to enjoy the sun and sand. Experience the ultimate blend of luxury and comfort in this meticulously designed coastal haven.
246 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,999,00044 Days on yellowkey MLS ID: A4686725
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1979 Built: 2014 Tax: $31,986 (2025)Community: Luana IslesSpa: NoSingle Family
Taxes:$31,986
Remarks: Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet chef’s kitchen. Entertain guests in your spacious open living area that flows onto an expansive sitting deck, nestled in the tree tops where you can totally relax and put your feet up. Downstairs is a comfortable dining area for grilling, ping pong or corn hole! Sun bathe on the loungers or take a dip in the heated pool surrounded by lush landscaping providing so much privacy. A delightful separate cottage affords privacy while reflecting all the attractive design features of the main house, and you also have two separate laundry rooms for everyone’s convenience. Set up your private showing today!
Listing Agent: Jason Sato (941-778-7200)
796 JACARANDA RD, ANNA MARIA, FL 34216
$2,785,000513 Days on yellowkey MLS ID: A4631029
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2412 Built: 2007 Tax: $29,570 (2024)Community: Shore Acres Third AddSpa: NoSingle Family
Taxes:$29,570
Remarks: BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING. THERE IS A COVERED ENTERTAINING AREA RIGHT OFF THE MAINJ LIVING AREA GREAT FOR ENJOYING THOSE COOL GULF BREEZES. IT ALSO COMES COMPLETE WITH AN OUTDOOR KITCHEN, AND PERGOLA COVERED PATIO FOR LOUNGING BY THE HEATED POOL. JUST INSIDE THE FRENCH DOORS BY THE POOL IS A CUSTOM GAME ROOM PERFECT FOR ENTERTAINING THE WHOLE FAMILY.
107 ELM AVE, ANNA MARIA, FL 34216
$5,145,000660 Days on yellowkey MLS ID: A4615677
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2432 Built: 2012 Tax: $56,527 (2023)Community: Anna Maria Beach Sub First AddSpa: NoSingle Family
Taxes:$56,527
Remarks: Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the home’s high-end finishes from the moment you walk in the door including a private elevator to all floors. Once you’re on the main level you’re welcomed by breathtaking views, the high-end kitchen and open concept living and dining areas that are perfect for entertaining. The high-end kitchen offers stainless steel appliances, induction stove top and built-in oven. The kitchen island provides the perfect spot for entertaining as you prepare a gourmet meal or simple treats. On the top level there are two separate master suites, both with king beds, their own private baths and private beach front balconies. On the main level, off the living room, is another bedroom with a queen bed and another private balcony. The outdoor area features a private pool and beach area with outdoor lounge chairs plus a table and chairs to enjoy poolside refreshments. Beachfront Oasis is ideally located on the quiet north-end of Anna Maria Island. It is one block from the charming Pine Ave shops, restaurants and attractions. On the bayside of Pine Ave is the Anna Maria City Pier and Waterfront Restaurant.
805 N BAY BLVD, ANNA MARIA, FL 34216
$1,699,000134 Days on yellowkey MLS ID: A4675650
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1480 Built: 1989 Tax: $22,365 (2024)Community: Shore Acres First AddSingle Family
Taxes:$22,365
Remarks: Location, location, location! Just steps from world-famous Bean Point and unforgettable Gulf sunsets, Absolutely Anna is a rare coastal gem in the heart of Anna Maria. This beautifully designed 2-bedroom, 2-bathroom retreat captures the essence of island living with a seamless indoor-outdoor flow and timeless coastal charm. The light-filled open floor plan creates an inviting atmosphere, where the airy living space transitions effortlessly into a well-appointed kitchen, perfect for entertaining after a day at the beach. A spacious screened-in front porch sets the stage for morning coffee and evening breezes, while the expansive covered outdoor living area offers a relaxed cabana-style escape ideal for year-round enjoyment. The primary suite is a private sanctuary, complete with a spa-inspired ensuite featuring double vanities, a walk-in shower, and a private balcony overlooking the pool. The second bedroom, also with its own ensuite bath, opens directly to the screened-in porch, providing guests with a peaceful and private retreat. Whether you’re relaxing poolside, strolling to Bean Point, or soaking in the laid-back island lifestyle, Absolutely Anna delivers the ultimate Anna Maria experience. The home boasts a strong rental history, making it an exceptional opportunity as both a personal escape and an income-producing investment. Adding to its appeal is exciting future potential. Conceptual plans indicate the possibility of adding over 700 square feet on a new upper level, along with a rooftop deck offering sweeping views from the island’s coveted north end, offering an opportunity to further enhance value and flexibility. (All additions subject to city approval and current building regulations.) This is your chance to own a piece of paradise near one of the island’s most iconic beaches. Schedule your private showing today and experience Absolutely Anna for yourself.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
411 ALAMANDA RD, ANNA MARIA, FL 34216
$1,900,000304 Days on yellowkey MLS ID: A4656727
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: 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)
215 SYCAMORE AVE, ANNA MARIA, FL 34216
$5,895,00011 Days on yellowkey 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)
112 MANGROVE AVE, ANNA MARIA, FL 34216
$3,999,000165 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
Taxes:$49,511
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!
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