16

Anna Maria, FL Homes for Sale under $2,000,000

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  • /74

    $1,799,900

    $195K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,421 Sq Ft

    154 Crescent Dr, Anna Maria, FL 34216

    Location! Location! Location! TRY BEFORE YOU BUY!!** Come Visit...Fall in Love with luxury beach living at it’s finest in this amazing, turnkey furnished, completely and beautifully remodeled 3 bedroom, 3 bathroom resort like pool home with lush island tropical landscaping. This exquisite cottage is nestled on a quiet palm tree lined street, just north of Pine Avenue, in the highly desirable city

    Agent Photo

    Rennie Evans

    WAGNER REALTY

    154 Crescent Dr, Anna Maria, FL 34216
  • /36

    $1,775,000

    $25K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    311 Poinsettia Rd, Anna Maria, FL 34216

    Experience the ultimate coastal retreat at 311 Poinsettia Rd in Anna Maria, FL—a home where luxury meets laid-back island living. This beautifully renovated, elevated sanctuary boasts stunning waterfront views, a sparkling pool, and your very own private boat dock with a lift, inviting endless adventures on the water. Enjoy the convenience of RV/boat parking and a generous driveway that sets the

    Agent Photo

    TJ Zopf

    WEICHERT REALTORS EXCLUSIVE PROPERTIES

    311 Poinsettia Rd, Anna Maria, FL 34216
  • /66

    $1,750,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    270 Gladiolus St, Anna Maria, FL 34216

    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

    Agent Photo

    Dee Munn

    MICHAEL SAUNDERS & COMPANY

    270 Gladiolus St, Anna Maria, FL 34216
  • /12

    $1,595,000

    $155K PRICE DROP
    • Land
    • 7,840 Sq Ft
    • $8,861,111 per Acre

    812 N Bay Blvd, Anna Maria, FL 34216

    Build your coastal retreat just steps from the sand on the coveted north end of Anna Maria Island. This cleared 8,213 sq ft residential lot is ready for construction, offering potential for Gulf views from the upper levels. With effortless beach access and a location in one of the island's most sought-after neighborhoods, it's an exceptional opportunity to bring your vision to life.

    Agent Photo

    Darcie Duncan

    DUNCAN REAL ESTATE, INC.

    812 N Bay Blvd, Anna Maria, FL 34216
  • /20

    $1,850,000

    • 3 Beds
    • 3 Baths
    • 1,398 Sq Ft

    504 Spring Ave, Anna Maria, FL 34217

    This amazing old Florida 1922 cottage is so quaint and cozy, you’ll never want to leave! This 3 bedroom, 3 bath island oasis is on a huge lot. With a heated pool and spa, surrounded in landscaping with a pool cabana including a TV, dining table and grill for family gatherings. Once you step through the door you will never want to leave this historic home with high end finishes and beautiful

    Agent Photo

    Jason Sato

    SATO REAL ESTATE INC.

    504 Spring Ave, Anna Maria, FL 34217
  • /54

    $1,790,000

    $205K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,765 Sq Ft

    150 Crescent Dr, Anna Maria, FL 34216

    Ease into Island Life at Crescent Palms.If you’ve been dreaming of that perfect, easy-going island life, Crescent Palms is ready for you. Tucked away on the quiet north end of Anna Maria Island—just a short stroll from the shops on Pine Avenue and the soft sands of Bayfront Park—this 2025-renovated home is being sold fully furnished and move-in ready. Bright, Airy, and All on One Level Forget

    Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

    150 Crescent Dr, Anna Maria, FL 34216
  • /56

    $1,799,999

    $200K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    872 N Shore Dr, Anna Maria, FL 34216

    BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level

    Ryan Nowlin RE/MAX ACTION FIRST OF FLORIDA

    872 N Shore Dr, Anna Maria, FL 34216
  • /75

    $1,625,000

    $70K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,902 Sq Ft

    306 Palm Ave, Anna Maria, FL 34216

    LOCATION! NEW STEEL ROOF! .19 ACRE LOT! RARE ARTISAN WELL! MOTHER-IN-LAW SUITE! Opportunity is knocking on one of the most desirable streets on Anna Maria! This rare opportunity offers incredible potential in an unbeatable location. Just moments from the beach, the bay, the community center, and the shops and restaurants of Pine Avenue. This 3 bedroom, 3 bathroom home sits on an oversized

    Kasay Gunter DUNCAN REAL ESTATE, INC.

    306 Palm Ave, Anna Maria, FL 34216
  • /28

    $1,895,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    228 Gladiolus St, Anna Maria, FL 34216

    Anna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + SpaExceptional 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

    Amanda Cornett PINEYWOODS REALTY LLC

    228 Gladiolus St, Anna Maria, FL 34216
  • /30

    $1,850,000

    $350K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $7,400,000 per Acre

    777 Jacaranda Rd, Anna Maria, FL 34216

    Discover an exceptional opportunity to build your dream coastal retreat on this pristine and HUGE lot. Positioned just a golf cart ride away from the beaches, turquoise Gulf waters, and the charming boutiques and cafés of Pine Avenue. Whether you envision a luxurious vacation getaway or a high-performing investment property, this parcel provides ample space, flexibility, and unbeatable proximity

    Rainy Altiere STARZ REAL ESTATE, LLC

    777 Jacaranda Rd, Anna Maria, FL 34216
  • /51

    $1,995,000

    $130K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    307 Spring Ave, Anna Maria, FL 34216

    ~~~~~ PRICE DROP ~~~~~ Come take a look at this amazing Anna Maria home ready for you and your family to come live in paradise. Villa Maria is ready for you! An amazing 3 bedroom, 2 bathroom and a half bath just 2.5 blocks away from some of the most coveted beaches in the country. This popular vacation rental is perfectly nestled in the city of Anna Maria. Walking distance, a bike ride or short

    Billi Gartman ANNA MARIA LIFE REAL ESTATE

    307 Spring Ave, Anna Maria, FL 34216
  • /58

    $1,900,000

    $300K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    155 Crescent Dr, Anna Maria, FL 34217

    Your private island retreat awaits in this exquisitely renovated coastal cottage, situated on an oversized lot North of Pine Avenue in the city of Anna Maria. This solid concrete block, ground level residence offers 3 bedrooms and 2 bathrooms with a bright, open layout design that embodies refined island living. Inside, elegant ceramic tile flooring, hurricane impact windows, and expansive living

    Andrea Miller DUNCAN REAL ESTATE, INC.

    155 Crescent Dr, Anna Maria, FL 34217
  • /52

    $1,500,000

    $300K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    517 Spring Ave, Anna Maria, FL 34216

    One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION $100,000...Allowing You Endless Possibilities for Improvements. Welcome to the highly sought after North end of Anna Maria Island. Just steps away from the Morning Sunrise or Evening Sunsets, Take your Pick. This 2 Bed / 2 Bath Island Home Features an Open Floor Plan, Spacious Kitchen, Front & Back Balconies, Large Fenced Back

    Clay O'Steen O'STEEN GROUP INC

    517 Spring Ave, Anna Maria, FL 34216
  • /37

    $1,595,000

    • 3 Beds
    • 3 Baths
    • 2,019 Sq Ft

    317 N Bay Blvd, Anna Maria, FL 34216

    FINANCING FELL THROUGH BACK ON THE MARKET!!! Welcome to your dream getaway, an adorable bungalow located on the north end of Anna Maria Island, directly across from the beach and a lovely park. This charming 3-bedroom, 3-bathroom home is perfect for a full-time residence, an income-generating rental, or a part-time retreat—all in an unbeatable location. Step inside to discover a welcoming living

    Martha Jones DUNCAN REAL ESTATE, INC.

    317 N Bay Blvd, Anna Maria, FL 34216
  • /35

    $1,750,000

    • 2 Beds
    • 2 Baths
    • 1,109 Sq Ft

    709 Fern St, Anna Maria, FL 34216

    Welcome to "Birdsong"! Discover the perfect blend of island charm and modern comfort in this beautifully updated 2-bedroom, 2-bath home located in one of Anna Maria Island’s most desirable neighborhoods. Just a 3-minute walk to the pristine Gulf beaches, this property offers the ideal setting for full-time living, a second home, or a high-performing investment. Step inside to an inviting

    Sean Sabbia RE/MAX ALLIANCE GROUP

    709 Fern St, Anna Maria, FL 34216
  • /48

    $1,949,500

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,843 Sq Ft

    312 Hardin Ave, Anna Maria, FL 34216

    WELCOME to Bimini Bay – Your Oasis Awaits! Step into your dream getaway at Bimini Bay, where this stunning home offers everything you need for the perfect beach house in paradise. Ideal for both vacationers and renters alike, this four-bedroom, three-bathroom retreat is nestled in the charming heart of Anna Maria. As you enter Bimini Bay, you'll be greeted by high ceilings and an expansive living

    Billi Gartman ANNA MARIA LIFE REAL ESTATE

    312 Hardin Ave, Anna Maria, FL 34216

Home Price Trends

Median Sale Price
$1,855,000
Median Single Family Sale Price
$2,945,000
Median Townhouse Sale Price
$1,949,500
Median 2 Bedroom Sale Price
$1,195,000
Median 1 Bedroom Sale Price
$1,600,000
Average Price Per Sq Ft
$1,304
Number of Homes for Sale
74
Last 12 months Home Sales
86
Months of Supply
10.30
Median List Price
$2,737,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
16%
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