10

Anna Maria, FL Homes for Sale under $1,500,000

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  • /60

    $1,499,000

    • 2 Beds
    • 2 Baths
    • 1,223 Sq Ft

    109 Tern Dr, Anna Maria, FL 34216

    Love the beach and love to boat? Delightful waterfront home with direct access to open water. Located on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit

    Agent Photo

    Justin Powell

    SATO REAL ESTATE INC.

    109 Tern Dr, Anna Maria, FL 34216
  • /47

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    912 N Shore Dr, Anna Maria, FL 34216

    Gorgeous recently renovated 2-bedroom, 2-bathroom cottage is perfectly situated on the north end of Anna Maria Island. The beautifully updated home is conveniently located just across the street from Bayfront Park, it offers access to paddleboarding and kayaking, while also providing scenic views of Tampa Bay and the Sunshine Skyway Bridge. Just a short stroll away are Pine Avenue’s delightful

    Agent Photo

    Jason Sato

    SATO REAL ESTATE INC.

    912 N Shore Dr, Anna Maria, FL 34216
  • /80

    $1,149,999

    $99K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    136 Crescent Dr, Anna Maria, FL 34216

    The Beach Is Calling!!! Best priced Anna Maria City move in ready single family home with room for a pool. Anna Maria Island charming remodeled coastal cottage. Newer metal roof, ALL impact windows and sliders in place for added peace of mind. NEW A/C, Washer/Dryer, Refrigerator, Dishwasher, Bedroom Carpets and Interior Doors. 2024 Now is the time for new owners to make 136 Crescent Dr their own

    Liz Codola ISLAND REAL ESTATE-ANNA MARIA

    136 Crescent Dr, Anna Maria, FL 34216
  • /45

    $1,290,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft

    216 Gladiolus St, Anna Maria, FL 34216

    Virtually Staged. Lowest priced 3 bedroom home currently available on the north end of Anna Maria 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 beautifully updated island home presents an exceptional opportunity to own in one of the most sought after locations on the island. This

    Mara Gilmore CAPOZELLA REAL ESTATE

    216 Gladiolus St, Anna Maria, FL 34216
  • /60

    $1,499,000

    $451K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    413 Poinsettia Rd, Anna Maria, FL 34216

    Back on the Market! Take a 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.

    John Damato, II SATO REAL ESTATE INC.

    413 Poinsettia Rd, Anna Maria, FL 34216
  • /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
  • /15

    $1,000,000

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

    210 84th St, Holmes Beach, FL 34217

    Island living awaits at 210 84th Street, Holmes Beach, FL 34217. This 2-bedroom, 2-bathroom pool home offers the perfect opportunity to own a piece of Anna Maria Island, one of Florida's most desirable Gulf Coast destinations.Designed for enjoying the Florida lifestyle, the property features a private pool, comfortable indoor living spaces, and outdoor areas ideal for relaxing after a day at

    Chisa Stephenson REAL BROKER, LLC

    210 84th St, Holmes Beach, FL 34217
  • /78

    $1,449,000

    $101K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    8106 Gulf Dr, Holmes Beach, FL 34217

    **ACTIVE Short Term Rental** Financials and Insurance information available upon request. Bookings for 2026 and 2027 in place with strong reviews. 2025 Income $146K with 63% Occupancy (Owners used the Property extensively) still producing $104K NET INCOME.COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and

    Danielle Redner FLORIDA EXECUTIVE REALTY

    8106 Gulf Dr, Holmes Beach, FL 34217
  • /78

    $1,449,000

    $101K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    8106 Gulf Dr Unit A&B, Holmes Beach, FL 34217

    COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity,

    Danielle Redner FLORIDA EXECUTIVE REALTY

    8106 Gulf Dr Unit A&B, Holmes Beach, FL 34217
  • /39

    $1,150,000

    Open Sat 12AM - 4PM $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    214 85th St, Holmes Beach, FL 34217

    Price improvement! Welcome to this modern, yet warm and cozy, 3-bedroom, 2-bathroom home on the north end of Holmes Beach on Anna Maria Island. From the moment you arrive, the estate makes a striking first impression with its notable presence and contemporary landscaping. Updated throughout in 2026, this move-in-ready residence offers almost 1,400 square feet of stylish, single-level living

    Dylan Casarez INVESTCOR REALTY LLC

    214 85th St, Holmes Beach, FL 34217

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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