Anna Maria, FL Homes

/70
$2,499,000
- 5 Beds
- 4 Baths
- 2,838 Sq Ft
733 Holly Rd, Anna Maria, FL 34216

***Welcome to Summer Breeze — a rare island gem on Anna Maria Island’s coveted North End.***This elevated 5-bedroom, 4-bath "Old Florida Coastal Retreat" sits on an oversized corner 1⁄4-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beaches. Whether you’re seeking a family getaway or a compelling short-term rental opportunity, this home delivers.

Stacy Cunneen

RE/MAX ALLIANCE GROUP

(941) 283-8225

733 Holly Rd, Anna Maria, FL 34216
/2
$1,600,000 Sold Dec 15, 2025

110 Palmetto Ave, Anna Maria, FL 34216
- 1 Bed
- 1 Bath
- 596 Sq Ft
- Built 1930
Last Sold Summary
- 14% Below List Price
- $2,685/SF
- 26 Days On Market
Current Estimated Value $1,580,332

Last Listing Agent Adele Holland ISLAND REAL ESTATE-ANNA MARIA

110 Palmetto Ave, Anna Maria, FL 34216

/55
Est $3,315,789 Not Listed For Sale

753 Jacaranda Rd, Anna Maria, FL 34216
- 5 Beds
- 3.5 Baths
- 3,117 Sq Ft
- Built 2014
753 Jacaranda Rd, Anna Maria, FL 34216

Last Sold Summary
- 2% Above List Price
- $1,043/SF
- 106 Days On Market
Last Sold Price $3,250,000

Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY

/12
$1,650,000
- Land
- 0.23 Acre
- $7,173,913 per Acre
812 N Bay Blvd, Anna Maria, FL 34216

Located just steps from the beach, this cleared lot spans approximately 9,500 square feet with an impressive 140 feet of road frontage offering the ideal canvas for a custom coastal retreat with potential for stunning Gulf views from upper levels. Ideally situated in a highly desirable area with easy beach access, this property provides both space and setting. An additional neighboring parcel is

Darcie Duncan

DUNCAN REAL ESTATE, INC.

(941) 299-6678

812 N Bay Blvd, Anna Maria, FL 34216
/2
$6,350,000 Sold May 22, 2025

518 Blue Heron Dr, Anna Maria, FL 34216
- 5 Beds
- 6.5 Baths
- 5,098 Sq Ft
- Built 2024
Last Sold Summary
- 17% Below List Price
- $1,246/SF
- 136 Days On Market
Current Estimated Value $6,116,197

Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

518 Blue Heron Dr, Anna Maria, FL 34216

/2
Est $2,888,851 Not Listed For Sale

806 S Bay Blvd, Anna Maria, FL 34216
- 4 Beds
- 4 Baths
- 2,753 Sq Ft
- Built 1964
806 S Bay Blvd, Anna Maria, FL 34216

Last Sold Summary
- 4% Below List Price
- $1,090/SF
- 49 Days On Market
Last Sold Price $3,000,000

Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

/69
$4,199,000
- 4 Beds
- 4 Baths
- 3,052 Sq Ft
108 Magnolia Ave, Anna Maria, FL 34216

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

Jason Sato

SATO REAL ESTATE INC.

(941) 369-8051

108 Magnolia Ave, Anna Maria, FL 34216
/2
$1,695,000 Sold Sep 25, 2025

110 Hammock Rd, Anna Maria, FL 34216
- 4 Beds
- 2 Baths
- 2,654 Sq Ft
- Built 1987
Last Sold Summary
- 39% Below List Price
- $639/SF
- 638 Days On Market
Current Estimated Value $1,753,476

Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

110 Hammock Rd, Anna Maria, FL 34216

/7
Est $1,464,320 Not Listed For Sale

242 Lakeview Dr, Anna Maria, FL 34216
- 2 Beds
- Built 1978
242 Lakeview Dr, Anna Maria, FL 34216

Last Sold Summary
- 14% Below List Price
- $1,073/SF
- 36 Days On Market
Last Sold Price $1,700,000

Last Listing Agent Jessica Batten SATO REAL ESTATE INC.

/73
$6,800,000
- 3 Beds
- 2.5 Baths
- 1,926 Sq Ft
102 Tuna, Anna Maria, FL 34216

Finding a lot of this scale on one of Anna Maria’s most quiet and secluded streets is an opportunity that simply doesn't come around often. Spanning over 23,000 square feet, this property offers something truly rare: private ownership that extends all the way to the mean high-water line. You aren't just near the beach, you own it. Completely remodeled with a clean, coastal-modern aesthetic. It’s

Joey Hutchinson

DUNCAN REAL ESTATE, INC.

(941) 841-1228

102 Tuna, Anna Maria, FL 34216
/41
$1,622,500 Sold May 15, 2025

310 Magnolia Ave, Anna Maria, FL 34216
- 4 Beds
- 3 Baths
- 1,793 Sq Ft
- Built 1973
Last Sold Summary
- 24% Below List Price
- $905/SF
- 70 Days On Market
Current Estimated Value $1,604,205

Last Listing Agent Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

310 Magnolia Ave, Anna Maria, FL 34216

/55
Est $2,542,567 Not Listed For Sale

402 S Bay Blvd, Anna Maria, FL 34216
- 3 Beds
- 2 Baths
- 1,953 Sq Ft
- Built 1952
402 S Bay Blvd, Anna Maria, FL 34216

Last Sold Summary
- 25% Below List Price
- $1,728/SF
- 23 Days On Market
Last Sold Price $3,375,000

Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY

/50
$2,195,000
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
527 Magnolia Ave, Anna Maria, FL 34216

Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom, 2-bathroom waterfront retreat offers the perfect blend of coastal elegance and island convenience. Being sold turnkey with a strong rental history and bookings in place, this property is an ideal investment opportunity or full-time residence. Designed for effortless indoor-outdoor living, the spacious

Darcie Duncan

DUNCAN REAL ESTATE, INC.

(941) 841-3362

527 Magnolia Ave, Anna Maria, FL 34216
/2
$1,600,000 Sold Jul 31, 2025

309 Hardin Ave, Anna Maria, FL 34216
- Land
- 0.24 Acre
- $6,666,667 per Acre
Last Sold Summary
- 6% Below List Price
- 7 Days On Market
Current Estimated Value $1,568,966

Last Listing Agent Barbara Sato SATO REAL ESTATE INC.

309 Hardin Ave, Anna Maria, FL 34216

/27
Not Listed For Sale

320 Hardin Ave, Anna Maria, FL 34217
- 4 Beds
- 2 Baths
- 1,540 Sq Ft
- Built 1983
320 Hardin Ave, Anna Maria, FL 34217

Last Sold Summary
- $1,234/SF
- 32 Days On Market
Last Sold Price $1,900,000

Last Listing Agent Jason Sato SATO REAL ESTATE INC.

/86
$4,495,000
- 4 Beds
- 3.5 Baths
- 3,755 Sq Ft
313 Hammock Cir, Anna Maria, FL 34216

This waterfront coastal retreat embodies refined island luxury, offered completely turnkey and thoughtfully designed for both elevated living and exceptional entertaining. Positioned on a quiet cul-de-sac the home makes an immediate impression with its stately architecture, paver driveway, lush tropical landscaping, and landscape lighting that beautifully illuminates the property at dusk. Inside,

Darcie Duncan

DUNCAN REAL ESTATE, INC.

(941) 344-2671

313 Hammock Cir, Anna Maria, FL 34216
/2
$4,500,000 Sold Mar 12, 2026

415 N Bay Blvd, Anna Maria, FL 34216
- 4 Beds
- 4.5 Baths
- 2,613 Sq Ft
- Built 2023
Last Sold Summary
- 25% Below List Price
- $1,722/SF
- 366 Days On Market
Current Estimated Value $4,500,862

Last Listing Agent James Tate, PA WAYPOINT REAL ESTATE GROUP INC

415 N Bay Blvd, Anna Maria, FL 34216

/2
Est $2,247,956 Not Listed For Sale

509 S Bay Blvd, Anna Maria, FL 34217
- 5 Beds
- 3 Baths
- 2,898 Sq Ft
- Built 1991
509 S Bay Blvd, Anna Maria, FL 34217

Last Sold Summary
- 6% Above List Price
- $732/SF
- 56 Days On Market
Last Sold Price $2,120,000

Last Listing Agent Jason Sato SATO REAL ESTATE INC.

/37
$4,500,000
- 3 Beds
- 2.5 Baths
- 2,025 Sq Ft
889 N Shore Dr, Anna Maria, FL 34216

This Bayfront home is calling your name! Perfectly positioned directly on the bay, this 3-bedroom, 2.5-bathroom residence offers breathtaking water views from almost every window, inviting the serene beauty of Tampa Bay inside.Step into an open, light-filled layout designed for relaxation and entertaining. The spacious interiors flow effortlessly, with generous living areas that frame

Jason Sato

SATO REAL ESTATE INC.

(941) 401-4975

889 N Shore Dr, Anna Maria, FL 34216
/2
$2,300,000 Sold Nov 19, 2025

210 Lakeview Dr, Anna Maria, FL 34217
- 3 Beds
- 3 Baths
- 2,572 Sq Ft
- Built 1983
Last Sold Summary
- 15% Below List Price
- $894/SF
- 421 Days On Market
Current Estimated Value $2,273,246

Last Listing Agent Christine Hicks ATLANTIC COAST REALTY ADVISOR

210 Lakeview Dr, Anna Maria, FL 34217

/2
Not Listed For Sale

244 Gladiolus St, Anna Maria, FL 34217
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
- Built 1968
244 Gladiolus St, Anna Maria, FL 34217

Last Sold Summary
- $722/SF
- 6 Days On Market
Last Sold Price $975,000

Last Listing Agent Jason Sato SATO REAL ESTATE INC.

/48
$1,650,000 Pending
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
521 South Dr, Anna Maria, FL 34216

Enjoy living in a beautiful canal front home on Anna Maria Island offers a multitude of benefits for those who appreciate waterfront living and outdoor activities. With convenient access to both the Gulf of Mexico and Tampa Bay, the Galati Marina you'll have endless opportunities to explore the waterways and enjoy various recreational activities. The primary advantage of living on a canal

Sharon Hightower

RE/MAX ALLIANCE GROUP

(941) 369-8630

521 South Dr, Anna Maria, FL 34216
/2
$1,040,000 Sold Apr 14, 2025

251 Gladiolus St, Anna Maria, FL 34216
- 3 Beds
- 2 Baths
- 1,419 Sq Ft
- Built 1972
Last Sold Summary
- 10% Below List Price
- $733/SF
- 100 Days On Market
Current Estimated Value $1,059,973

Last Listing Agent Victoria Bouziane SATO REAL ESTATE INC.

251 Gladiolus St, Anna Maria, FL 34216

/74
Not Listed For Sale

142 Crescent Dr, Anna Maria, FL 34217
- 4 Beds
- 4.5 Baths
- 2,163 Sq Ft
- Built 2021
142 Crescent Dr, Anna Maria, FL 34217

Last Sold Summary
- $1,385/SF
- 133 Days On Market
Last Sold Price $2,995,000

Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY

/10
$999,000 Pending
- Land
- 0.11 Acre
- $9,081,818 per Acre
810 N Bay Blvd, Anna Maria, FL 34216

Build your custom island retreat on the north end of Anna Maria Island. This residential lot offers approximately 5,000+ square feet and presents a rare opportunity to build your dream coastal home directly across the street from the beach. Fantastic potential for sweeping Gulf views from upper levels; perfectly positioned to take advantage of its prime location and beach access, this property

Darcie Duncan

DUNCAN REAL ESTATE, INC.

(941) 588-3218

810 N Bay Blvd, Anna Maria, FL 34216
/2
$1,299,000 Sold Jul 09, 2025

880 N Shore Dr, Anna Maria, FL 34217
- 2 Beds
- 2 Baths
- 1,199 Sq Ft
- Built 1970
Last Sold Summary
- $1,083/SF
- 2 Days On Market
Current Estimated Value $1,267,014

Last Listing Agent Tanya McCormick AN ISLAND PLACE REALTY INC

880 N Shore Dr, Anna Maria, FL 34217

/2
Not Listed For Sale

752 N Shore Dr, Anna Maria, FL 34217
- 5 Beds
- 4.5 Baths
- 2,589 Sq Ft
- Built 2014
752 N Shore Dr, Anna Maria, FL 34217

Last Sold Summary
- $1,265/SF
- 9 Days On Market
Last Sold Price $3,275,000

Last Listing Agent Leisa Erickson ENGEL & VOLKERS ST. PETE

/58
$3,895,000
- 4 Beds
- 4.5 Baths
- 2,091 Sq Ft
870 N Shore Dr, Anna Maria, FL 34216

LOCATION!!!! North Shore Drive, one of the most popular streets in Anna Maria! This is a gorgeous custom built home with panoramic views of the Bay. 4 bedroom, 4 and a half baths enjoy the spacious layout with high ceilings and views of the Bay from almost ever window! Enjoy the expansive balconies on each floor, looking out onto the beautiful water where you’ll see dolphins playing and jumping.

Jason Sato

SATO REAL ESTATE INC.

(941) 239-2962

870 N Shore Dr, Anna Maria, FL 34216
/2
$3,300,000 Sold Dec 17, 2025

108 Tern Dr, Anna Maria, FL 34216
- 5 Beds
- 6 Baths
- 3,874 Sq Ft
- Built 2018
Last Sold Summary
- 22% Below List Price
- $852/SF
- 520 Days On Market
Current Estimated Value $3,362,731

Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY

108 Tern Dr, Anna Maria, FL 34216

/95
Not Listed For Sale

416 Spring Ave, Anna Maria, FL 34217
- 3 Beds
- 2.5 Baths
- 2,360 Sq Ft
- Built 2011
416 Spring Ave, Anna Maria, FL 34217

Last Sold Summary
- $1,165/SF
- 12 Days On Market
Last Sold Price $2,750,000

Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

/65
$2,300,000
- 3 Beds
- 2 Baths
- 1,969 Sq Ft
807 S Bay Blvd, Anna Maria, FL 34217

Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this

Lindsey Strickland

DUNCAN REAL ESTATE, INC.

(941) 369-8484

807 S Bay Blvd, Anna Maria, FL 34217
/2
$1,750,000 Sold Jan 12, 2026

511 Spring Ave, Anna Maria, FL 34216
- 4 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1984
Last Sold Summary
- 4% Below List Price
- $1,402/SF
- 7 Days On Market
Current Estimated Value $1,749,209

Last Listing Agent Shauna Ruby BLUESRQ REAL ESTATE INC

511 Spring Ave, Anna Maria, FL 34216

/2
Est $1,411,235 Not Listed For Sale

700 N Shore Dr, Anna Maria, FL 34217
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1979
700 N Shore Dr, Anna Maria, FL 34217

Last Sold Summary
- 13% Below List Price
- $1,612/SF
- 450 Days On Market
Last Sold Price $1,625,000

Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

/83
$7,195,000 Open House 4/13
- 5 Beds
- 5.5 Baths
- 3,484 Sq Ft
319 Tarpon St, Anna Maria, FL 34216

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

Dee Munn

MICHAEL SAUNDERS & COMPANY

(941) 420-6395

319 Tarpon St, Anna Maria, FL 34216
/2
$1,295,000 Sold Mar 27, 2026

203 N Bay Blvd, Anna Maria, FL 34216
- Land
- 0.24 Acre
- $5,395,833 per Acre
Last Sold Summary
- 24% Below List Price
- 305 Days On Market
Current Estimated Value $2,436,946

Last Listing Agent Steven Bark BARK & COMPANY REALTY, INC.

203 N Bay Blvd, Anna Maria, FL 34216

/39
Not Listed For Sale

608 Fern St, Anna Maria, FL 34217
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
- Built 1994
608 Fern St, Anna Maria, FL 34217

Last Sold Summary
- $1,014/SF
- 161 Days On Market
Last Sold Price $1,700,000

Last Listing Agent James Collins BRIGHT REALTY

/12
$5,450,000 New Construction
- 4 Beds
- 4.5 Baths
- 2,999 Sq Ft
406 N Shore Dr, Anna Maria, FL 34216

Under Construction. Luxury residence coming soon in the heart of Anna Maria! This 4 bedroom, 4.5 bathroom + den home is just a short stroll to the sparkling Gulf waters and situated on a lagoon. The main floor has high ceilings and natural light with an open concept living area. With multiple spacious balconies and a rooftop deck, you have many choices to relax, dine and enjoy the outdoors. The

Jason Sato

SATO REAL ESTATE INC.

(941) 369-8916

406 N Shore Dr, Anna Maria, FL 34216
/2
$900,000 Sold Nov 13, 2025

210 Palm Ave, Anna Maria, FL 34216
- 2 Beds
- 2 Baths
- 951 Sq Ft
- Built 1976
Last Sold Summary
- $946/SF
- 6 Days On Market
Current Estimated Value $904,219

Last Listing Agent Christine Kourik RE/MAX ALLIANCE GROUP

210 Palm Ave, Anna Maria, FL 34216

/57
Not Listed For Sale

118 Palmetto Ave, Anna Maria, FL 34217
- 2 Beds
- 2 Baths
- 707 Sq Ft
- Built 1925
118 Palmetto Ave, Anna Maria, FL 34217

Last Sold Summary
- $1,485/SF
- 74 Days On Market
Last Sold Price $1,050,000

Last Listing Agent Cheryl Roberts Michael Saunders

/62
$3,000,000
- 5 Beds
- 4.5 Baths
- 2,925 Sq Ft
110 Spring Ave, Anna Maria, FL 34216

Welcome to this exceptional beach retreat, an exquisite 5-bedroom, 4.5-bath luxury coastal residence steps from the sugary sands of Anna Maria Island. Completely reimagined in 2022, this elevated home blends modern coastal elegance with the island’s timeless charm—creating the ideal retreat for luxury buyers, investors, or multigenerational families seeking premium beachside living.Perfectly

Rebecca Adams KW COASTAL LIVING II

110 Spring Ave, Anna Maria, FL 34216

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Florida Manatee County Anna Maria

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Anna Maria, FL Homes

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