21

5-Bedroom Homes for Sale in Anna Maria, FL

Section Image Section Image
  • /41

    $2,350,000

    • 8 Beds
    • 4 Baths
    • 2,880 Sq Ft

    411 Alamanda Rd, Anna Maria, FL 34216

    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

    Agent Photo

    Justin Powell

    SATO REAL ESTATE INC.

    (941) 621-9349

    411 Alamanda Rd, Anna Maria, FL 34216
  • /66

    $3,250,000

    • 6 Beds
    • 5.5 Baths
    • 3,661 Sq Ft

    306 Poinsettia Rd, Anna Maria, FL 34217

    Enjoy the finest in Anna Maria lifestyle at Still Waters Beach House. This beautifully designed and decorated 6 bedroom house is an excellent Island estate. Whether you are looking to reconnect with family or friends, or just escape the world in the Old Florida lifestyle, Still Waters Beach House is the perfect place to enjoy Anna Maria Island. Recently updated with a full kitchen remodel with

    Agent Photo

    Jason Sato

    SATO REAL ESTATE INC.

    (941) 732-1471

    306 Poinsettia Rd, Anna Maria, FL 34217
  • /49

    $16,750,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 8,563 Sq Ft

    104 Sunset Ln, Holmes Beach, FL 34217

    Luxury Coastal Lifestyle by DesignAre you looking for a beach home on an island that attracts people worldwide but retains its hometown vibe? Newsweek released their 25 Most Popular Beach Towns in America, and Anna Maria Island Florida took the top spot.Sunset Dream is the name of this spectacular 8,563 sq ft under-air beach mansion, specially designed to maximize the beach views.

    Charles & Gabe Buky COLDWELL BANKER REALTY

    104 Sunset Ln, Holmes Beach, FL 34217
  • /84

    $6,375,000

    • 5 Beds
    • 4.5 Baths
    • 3,250 Sq Ft

    229 Willow Ave, Anna Maria, FL 34216

    Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles. Thoughtfully designed with a modern coastal aesthetic, the home features

    Joseph Hutchinson DUNCAN REAL ESTATE, INC.

    229 Willow Ave, Anna Maria, FL 34216
  • /55

    $7,500,000

    • 7 Beds
    • 7.5 Baths
    • 3,645 Sq Ft

    881 N Shore Dr, Anna Maria, FL 34216

    Absolutely incredible renovated 7 bedroom, 7.5 bathroom pool home DIRECTLY on the stunning Bay offering sunset views and plenty of fun in the sun! As you arrive you will appreciate the lush landscaping that surrounds this lot and the spacious two car garage on the bottom floor, inside there is an airy open layout with the entire main level designed for gatherings, complete with beach access, a

    Jay Travis RE/MAX ALLIANCE GROUP

    881 N Shore Dr, Anna Maria, FL 34216
  • /69

    $8,000,000

    • 9 Beds
    • 8.5 Baths
    • 3,983 Sq Ft

    9403 Gulf Dr, Anna Maria, FL 34216

    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

    Reid Murphy DEVELOPERS REALTY LBK, INC

    9403 Gulf Dr, Anna Maria, FL 34216
  • /68

    $8,000,000

    • 9 Beds
    • 8.5 Baths
    • 4,244 Sq Ft

    9407 Gulf Dr, Anna Maria, FL 34216

    Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views

    Reid Murphy DEVELOPERS REALTY LBK, INC

    9407 Gulf Dr, Anna Maria, FL 34216
  • /32

    $5,790,000

    • 5 Beds
    • 5.5 Baths
    • 3,159 Sq Ft

    404 N Shore Dr, Anna Maria, FL 34216

    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

    Greg Bayer ANNA MARIA ISLAND BEACHES RE

    404 N Shore Dr, Anna Maria, FL 34216
  • /57

    $4,875,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,255 Sq Ft

    311 Spring Ave, Anna Maria, FL 34216

    Welcome to Go With The Flow, a brand-new, luxurious five-bedroom, five-and-a-half-bath retreat that blends modern opulence with a vibrant beachside charm.Designed for ultimate relaxation and entertainment, this stunning property features an unparalleled Lazy River-style pool with an in-ground spa, offering the perfect setting to bask in the radiant Florida sunshine.Step inside to

    Marisol Horner ARC REALTY GROUP

    311 Spring Ave, Anna Maria, FL 34216
  • /69

    $3,950,000

    • 5 Beds
    • 5 Baths
    • 3,844 Sq Ft

    212 Oak Ave, Anna Maria, FL 34217

    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

    Jay Travis RE/MAX ALLIANCE GROUP

    212 Oak Ave, Anna Maria, FL 34217
  • /70

    $2,900,000

    • 5 Beds
    • 4 Baths
    • 2,838 Sq Ft

    733 Holly Rd, Anna Maria, FL 34216

    Welcome to Summer Breeze - A rare island gem tucked away on Anna Maria’s coveted North End! This elevated 5-bedroom, 4-bath coastal retreat sits on an oversized corner -acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beach. Whether you're seeking the ultimate family getaway or a high-performing investment property, Summer Breeze delivers. The

    Stacy Cunneen RE/MAX ALLIANCE GROUP

    733 Holly Rd, Anna Maria, FL 34216
  • /45

    $3,795,000

    • 5 Beds
    • 4 Baths
    • 2,763 Sq Ft

    120 White Ave, Holmes Beach, FL 34217

    Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between

    Charles & Gabe Buky COLDWELL BANKER REALTY

    120 White Ave, Holmes Beach, FL 34217
  • /32

    $3,985,000

    • 5 Beds
    • 5.5 Baths
    • 2,704 Sq Ft

    212 Spring Ave, Anna Maria, FL 34216

    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

    Greg Bayer ANNA MARIA ISLAND BEACHES RE

    212 Spring Ave, Anna Maria, FL 34216
  • /78

    $4,150,000 Open Tue 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 2,680 Sq Ft

    113 Maple Ave, Anna Maria, FL 34216

    THIS INCREDIBLE CUSTOM BUILT ESTATE IS JUST FIVE HOUSES FROM THE GULF AND NESTLED ON ONE OF THE MOST COVETED STREETS ON ANNA MARIA ISLAND!!! LOCATED WEST OF GULF DRIVE YOU ARE JUST STEPS FROM THE SUGAR-WHITE SANDS AND TURQUOISE WATERS! This beautifully designed coastal home offers over 2,600 square feet of light-filled living space and is currently operating as a successful vacation rental,

    Jay Travis RE/MAX ALLIANCE GROUP

    113 Maple Ave, Anna Maria, FL 34216
  • /49

    $3,490,000

    • 6 Beds
    • 6.5 Baths
    • 3,545 Sq Ft

    408 Magnolia Ave, Anna Maria, FL 34216

    Completed in December 2023, welcome to Boundless Waves – walk to beach with income hovering close to or at $300,000 a year. An exceptional coastal retreat in the heart of Anna Maria Island.This stunning 6-bedroom, 6.5-bath luxury residence is being offered fully turnkey with high end furnishings and fixtures ready for you or your guests to settle in and start enjoying island life immediately.

    Christine Kourik RE/MAX ALLIANCE GROUP

    408 Magnolia Ave, Anna Maria, FL 34216
  • /70

    $3,950,000

    • 5 Beds
    • 6 Baths
    • 3,874 Sq Ft

    108 Tern Dr, Anna Maria, FL 34216

    Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator. The open-concept space features 8” white oak wood floors, wood-beamed ceilings, and designer Reginald Andrews lighting. The gourmet kitchen

    Charles & Gabe Buky COLDWELL BANKER REALTY

    108 Tern Dr, Anna Maria, FL 34216
  • /95

    $6,895,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 4,525 Sq Ft

    224 Chilson Ave, Anna Maria, FL 34216

    Introducing a brand-new architectural marvel—a fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate nestled just two blocks from the beautiful sands of Anna Maria Island. This stunning residence is more than just a home—it’s a lifestyle statement, a private resort, and a legacy investment wrapped in one unforgettable package.Expertly crafted with full concrete block construction

    George DeSear AMI REALTY GROUP

    224 Chilson Ave, Anna Maria, FL 34216
  • /77

    $3,795,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 3,165 Sq Ft

    518 Spring Ave, Anna Maria, FL 34216

    Discover coastal luxury at this stunning 6-bedroom, 6.5-bathroom residence, perfectly situated on Anna Maria Island. Thoughtfully designed and professionally decorated, this turnkey home embodies elegance, comfort, and sophistication.Each bedroom boasts unique design elements and custom woodwork, offering unmatched privacy and charm. The open-concept layout seamlessly unites the living, dining,

    George DeSear AMI REALTY GROUP

    518 Spring Ave, Anna Maria, FL 34216
  • /75

    $6,700,000 New Construction

    • 8 Beds
    • 8.5 Baths
    • 4,790 Sq Ft

    741 Jacaranda Rd, Anna Maria, FL 34216

    STUNNING NEW CONSTRUCTION HOME ON ANNA MARIA ISLAND WITH OVER $500,000 OF RENTAL INCOME ON THE BOOKS AS OF MAY 2025! Welcome to your dream oasis on the beautiful north end of Anna Maria Island! This breathtaking new construction home boasts an impressive 8 bedrooms and 8.5 luxurious bathrooms, perfectly designed for relaxation and entertainment. As you step inside and make your way to the main

    Dee Munn MICHAEL SAUNDERS & COMPANY

    741 Jacaranda Rd, Anna Maria, FL 34216
  • /12

    $20,000,000 New Construction

    • 6 Beds
    • 9 Baths
    • 7,652 Sq Ft

    769 N Shore Dr, Anna Maria, FL 34216

    Pre-Construction. To be built. Luxurious Beachfront Oasis in Anna Maria, Florida.Experience coastal living at its finest in this brand-new, 7,652 sq ft beachfront estate located in the heart of Anna Maria. This stunning home features 6 spacious bedrooms and 6 elegantly designed bathrooms, including a separate mother-in-law suite complete with a great room, bedroom, bathroom, and powder room.The

    Charles & Gabe Buky COLDWELL BANKER REALTY

    769 N Shore Dr, Anna Maria, FL 34216
  • /53

    $2,295,000

    • 5 Beds
    • 4.5 Baths
    • 2,039 Sq Ft

    131 White Ave, Holmes Beach, FL 34217

    Fabulous opportunity to own a charming, elevated home with a total of 5 bedrooms, 4.5 bathrooms, private heated pool, west of Gulf Drive and only steps to the beach. The split layout of the home and the charming updates make this the perfect island retreat or investment property. The main living area consists of 3 bedrooms, 2.5 baths, updated kitchen with solid surface counters and

    Kimberly Roehl ISLAND DESTINATIONS

    131 White Ave, Holmes Beach, FL 34217

Home Trends in Anna Maria, FL

Housing Trends

Median Sale Price
$1,500,000
Median Single Family Sale Price
$1,950,000
Median 2 Bedroom Sale Price
$610,000
Average Price Per Sq Ft
$1,168
Number of Homes for Sale
23
Last 12 months Home Sales
89
Months of Supply
3.10
Median List Price
$1,749,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-47%
How to Buy a Home How to Finance a Home How to Sell a Home