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Homes for Sale in Anna Maria, FL with 4-Bedrooms

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  • /42

    $6,050,000

    • 4 Beds
    • 4 Baths
    • 2,252 Sq Ft

    103 Palm Ave, Anna Maria, FL 34216

    Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new

    Agent Photo

    Charles Buky

    COLDWELL BANKER REALTY

    (941) 957-9832

    103 Palm Ave, Anna Maria, FL 34216
  • /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.

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    Jason Sato

    SATO REAL ESTATE INC.

    (941) 239-2962

    870 N Shore Dr, Anna Maria, FL 34216
  • /54

    $4,800,000

    • 4 Beds
    • 6 Baths
    • 3,265 Sq Ft

    222 Willow Ave, Anna Maria, FL 34216

    Welcome to SeaLuxe, where luxury meets the beach! Located on one of the most desirable streets on Anna Maria Island. SeaLuxe is a home thats perfectly positioned to put you just a short walk away from a world-renowned beach or to Pine Ave where you can find locally owned shops and restaurants. This coastal retreat features 3,265 sqft of indoor living space, 4-bedrooms all with ensuite bathrooms,

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    Joey Hutchinson

    DUNCAN REAL ESTATE, INC.

    (941) 422-7173

    222 Willow Ave, Anna Maria, FL 34216
  • /51

    $2,795,000

    • 4 Beds
    • 4 Baths
    • 1,800 Sq Ft

    112 Cedar Ave, Anna Maria, FL 34216

    Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck—perfect for morning coffee or

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    Charles Buky

    COLDWELL BANKER REALTY

    (941) 326-5167

    112 Cedar Ave, Anna Maria, FL 34216
  • /86

    $3,995,000

    • 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,

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    Darcie Duncan

    DUNCAN REAL ESTATE, INC.

    (941) 344-2671

    313 Hammock Cir, Anna Maria, FL 34216
  • /61

    $4,295,000

    • 4 Beds
    • 3 Baths
    • 2,775 Sq Ft

    8321 Marina Dr, Holmes Beach, FL 34217

    Spectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 bedroom, 3 bathroom single-family home, offering 2,775 sq ft of living space on a spacious 9,400 sq ft lot. Meticulously crafted with thoughtful architecture, interiors and landscaping by legendary award-winning architect, Emily Anne Smith. As you step in, you’ll notice the double height ceilings, unique,

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    Jason Sato

    SATO REAL ESTATE INC.

    (941) 385-1284

    8321 Marina Dr, Holmes Beach, FL 34217
  • /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

    Agent Photo

    Jason Sato

    SATO REAL ESTATE INC.

    (941) 369-8916

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

    $5,895,000 New Construction

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

    215 Sycamore Ave, Anna Maria, FL 34216

    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

    Agent Photo

    Darcie Duncan

    DUNCAN REAL ESTATE, INC.

    (941) 477-6569

    215 Sycamore Ave, Anna Maria, FL 34216
  • /78

    $4,495,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,602 Sq Ft

    513 N Bay Blvd, Anna Maria, FL 34216

    Welcome to The Beachwood!Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4-bedroom, 4-bathroom home offers the ultimate island lifestyle with contemporary elegance and breathtaking views. Boasting a private heated saltwater pool & spa surrounded by tropical palms, multiple spacious balconies, and a

    Agent Photo

    Jason Sato

    SATO REAL ESTATE INC.

    (941) 229-1706

    513 N Bay Blvd, Anna Maria, FL 34216
  • /83

    $5,950,000

    • 4 Beds
    • 5.5 Baths
    • 3,469 Sq Ft

    12106 Gulf Dr, Anna Maria, FL 34217

    Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this

    William Worth REEL COASTAL PROPERTIES, LLC

    12106 Gulf Dr, Anna Maria, FL 34217
  • /100

    $4,095,000

    • 4 Beds
    • 4.5 Baths
    • 3,102 Sq Ft

    416 Alamanda Rd, Anna Maria, FL 34216

    Located just two blocks from Bean Point on the coveted north end of Anna Maria Island, this beautifully designed 2023 residence offers a rare combination of privacy, walkability, and elevated coastal living. Never used as a rental, the home has been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily Moss Designs and recognized by SRQ

    Kim Bowersox KELLER WILLIAMS ON THE WATER

    416 Alamanda Rd, Anna Maria, FL 34216
  • /76

    $5,125,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,677 Sq Ft

    111 Palmetto Ave, Anna Maria, FL 34216

    Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf. Thoughtfully designed to capture both refined personal enjoyment and outstanding vacation rental

    Jay Travis RE/MAX ALLIANCE GROUP

    111 Palmetto Ave, Anna Maria, FL 34216
  • /89

    $4,650,000 Open House 5/24

    • 4 Beds
    • 4.5 Baths
    • 3,055 Sq Ft

    50 N Shore Dr, Anna Maria, FL 34216

    An exceptional opportunity to experience true island living where waterfront boating and beach access come together—just minutes apart—on Anna Maria Island. This beautifully designed 4-bedroom, 4.5-bath turnkey furnished coastal residence offers a rare blend of luxury, comfort, and lifestyle, ideally situated on a tranquil canal while remaining only moments from the island’s world-famous

    Jay Travis RE/MAX ALLIANCE GROUP

    50 N Shore Dr, Anna Maria, FL 34216
  • /79

    $5,000,000

    • 4 Beds
    • 4.5 Baths
    • 3,385 Sq Ft

    519 Villa Rosa Way, Anna Maria, FL 34216

    This stunning property, situated on the premier private street of Anna Maria, was designed for the perfect blend of island indoor living and outdoor entertaining. Completed in 2017, this 3385sq ft open-plan luxury home has over 2000 SQ FT OF EXTERIOR PORCHES (6 porches). The ROOFTOP LOOKOUT DECK has expansive views extending from Tampa Bay to the Gulf of Mexico beaches. The outdoor movie deck,

    Ed Taaffe WAGNER REALTY

    519 Villa Rosa Way, Anna Maria, FL 34216
  • /85

    $5,250,000

    • 4 Beds
    • 4.5 Baths
    • 2,870 Sq Ft

    915 N Shore Dr, Anna Maria, FL 34216

    Direct Beachfront Luxury with Exceptional Rental Income on Anna Maria Island. Discover the ultimate in coastal elegance with this direct beachfront home on the shores of Anna Maria Island. A rare beachfront home sold turnkey furnished that seamlessly blends refined luxury with a proven record of outstanding short-term rental performance. Recently enhanced with numerous upgrades including new

    Hannah Hillyard MICHAEL SAUNDERS & COMPANY

    915 N Shore Dr, Anna Maria, FL 34216
  • /93

    $3,999,000

    • 4 Beds
    • 4.5 Baths
    • 2,803 Sq Ft

    112 Mangrove Ave, Anna Maria, FL 34216

    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

    George DeSear AMI REALTY GROUP

    112 Mangrove Ave, Anna Maria, FL 34216
  • /56

    $1,849,999

    • 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
  • /73

    $3,000,000 Open Fri 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,804 Sq Ft

    418 Pine Ave, Anna Maria, FL 34216

    Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury

    Stephanie Paxton KW SUNCOAST

    418 Pine Ave, Anna Maria, FL 34216
  • /39

    $2,995,000

    • 4 Beds
    • 3 Baths
    • 2,225 Sq Ft

    510 Magnolia Ave, Anna Maria, FL 34216

    Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Maria. It started out as a 2-bedroom, 2-bath elevated home with a loft and no pool. However, with the seller’s vision, the home was transformed by Wash Family Construction and Agnelli pools into what you see today. Today it is a gorgeous 4-bedroom 3-bath open floor plan pool home. No part of the home was

    John Damato, II SATO REAL ESTATE INC.

    510 Magnolia Ave, Anna Maria, FL 34216
  • /57

    $7,500,000

    • 4 Beds
    • 6 Baths
    • 3,778 Sq Ft

    513 Villa Rosa Way, Anna Maria, FL 34216

    Rarely does a home of this architectural distinction and waterfront presence become available on Anna Maria Island. Tucked within the private residential enclave of Villa Rosa, this custom-built coastal estate offers a level of craftsmanship, privacy, and lifestyle reserved for the island’s most exceptional properties. Inspired by timeless European architecture, the residence is defined by

    Kimberly Dunn, LLC COLDWELL BANKER REALTY

    513 Villa Rosa Way, Anna Maria, FL 34216
  • /69

    $2,290,000

    • 4 Beds
    • 3.5 Baths
    • 2,203 Sq Ft

    115 Los Cedros Dr, Anna Maria, FL 34216

    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

    Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

    115 Los Cedros Dr, Anna Maria, FL 34216
  • /54

    $2,199,000

    • 4 Beds
    • 2 Baths
    • 1,472 Sq Ft

    108 Pelican Dr, Anna Maria, FL 34216

    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

    Jessica Batten SATO REAL ESTATE INC.

    108 Pelican Dr, Anna Maria, FL 34216
  • /63

    $2,945,000

    • 4 Beds
    • 3 Baths
    • 2,415 Sq Ft

    704 Gladiolus St, Anna Maria, FL 34216

    PRICE CHANGE! You are just a short walk to Beach and Bay from this quality constructed 4 bed/3 bath pool home with private elevator. This ideally appointed home has TWO living rooms, large third floor porch with peeks of the water, dual zone air conditioning, open floor plan with spacious kitchen, Bosch appliances, custom lighting throughout, and covered pool deck in your private yard with mature

    Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

    704 Gladiolus St, Anna Maria, FL 34216
  • /62

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,933 Sq Ft

    893 N Shore Dr, Anna Maria, FL 34216

    One or more photo(s) has been virtually staged. Price reduced — dramatic value on Anna Maria Island! This rare north-end bayfront home offers nearly 3,000 sq ft under air with 4 bedrooms, 3 baths, a private pool and panoramic Tampa Bay views including the Sunshine Skyway Bridge. Step through the white picket fence into updated, open-concept living with high ceilings, light wood-look laminate

    Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

    893 N Shore Dr, Anna Maria, FL 34216
  • /63

    $2,855,000

    • 4 Beds
    • 3.5 Baths
    • 2,421 Sq Ft

    705 N Shore Dr, Anna Maria, FL 34217

    ~~~~ PRICE IMPROVEMENT ~~~~. Stunning Family Vacation Home in Anna Maria, FL! Yellowbird, 705 North Shore Dr., Anna Maria. Nestled on the beautiful North End of Anna Maria Island, Yellowbird is a luxurious family vacation home that embodies old Florida charm and offers an ideal location just a quick stroll from the stunning white sandy beaches of the Gulf. This spacious retreat features 4

    Billi Gartman ANNA MARIA LIFE REAL ESTATE

    705 N Shore Dr, Anna Maria, FL 34217
  • /58

    $2,549,900

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft

    403 N Bay Blvd, Anna Maria, FL 34216

    $100,000 PRICE REDUCTION – Now Priced to Sell | Luxury Island Home on North End of Anna Maria Island | Bay Views | Pool | TurnkeyWelcome to exceptional island living on the highly sought-after north end of Anna Maria Island, where homes like this rarely become available.This beautifully maintained turnkey 4-bedroom, 3-bathroom coastal residence offers stunning sunrise views over the bay, an

    Ed Taaffe WAGNER REALTY

    403 N Bay Blvd, Anna Maria, FL 34216
  • /61

    $2,785,000

    • 4 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    796 Jacaranda Rd, Anna Maria, FL 34216

    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.

    Greg Bayer BEACH HOUSE REAL ESTATE LLC

    796 Jacaranda Rd, Anna Maria, FL 34216
  • /48

    $1,949,500

    • 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
  • /90

    $10,950,000

    • 4 Beds
    • 8 Baths
    • 5,079 Sq Ft

    811 N Shore Dr, Anna Maria, FL 34216

    Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive

    Jessica Batten SATO REAL ESTATE INC.

    811 N Shore Dr, Anna Maria, FL 34216
  • /97

    $5,495,000

    • 4 Beds
    • 4.5 Baths
    • 3,287 Sq Ft

    118 Mangrove Ave, Anna Maria, FL 34216

    Welcome to 118 Mangrove Ave, a slice of tropical paradise in the heart of Anna Maria. This 4-bedroom, 4.5-bath residence offers an exceptional blend of luxury, comfort, and coastal convenience. Turnkey furnished and thoughtfully appointed, it is designed to meet every need and desire.Vaulted ceilings and abundant natural light create an open, airy ambiance throughout the spacious floor plan.

    George DeSear AMI REALTY GROUP

    118 Mangrove Ave, Anna Maria, FL 34216
  • /81

    $1,550,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    8106 Gulf Dr, Holmes Beach, FL 34217

    One or more photo(s) has been virtually staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY DUPLEX JUST ONE BLOCK FROM THE GULF! Welcome to island living at its finest at 8106 GulfDrive, Unit A & B in Holmes Beach! This fully furnished, turnkey, ELEVATED duplex offers the perfect blend of personal retreat and incomeproducing opportunity that is just one block from the Gulf with your own private

    Danielle Redner FLORIDA EXECUTIVE REALTY

    8106 Gulf Dr, Holmes Beach, FL 34217
  • /92

    $3,250,000 Open Fri 1PM - 4PM

    • 4 Beds
    • 4 Baths
    • 3,214 Sq Ft

    605 N Point Dr, Holmes Beach, FL 34217

    Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living.A cheerful front porch

    Becky Sirigotis COMPASS FLORIDA LLC

    605 N Point Dr, Holmes Beach, FL 34217
  • /65

    $2,950,000

    • 4 Beds
    • 3.5 Baths
    • 2,040 Sq Ft

    117 81st St, Holmes Beach, FL 34217

    Welcome to 117 81st Street in Holmes Beach, a custom-designed coastal retreat steps to the beach that has been completely renovated inside and out, offering the perfect blend of modern luxury and effortless island living. This beautifully updated 4-bedroom, 3.5-bath home is being sold turnkey furnished, making it move-in ready or immediately available as a high-performing rental investment. The

    Matthew Huffman COLDWELL BANKER REALTY

    117 81st St, Holmes Beach, FL 34217
  • /81

    $1,550,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

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

    One or more photo(s) has been virtually staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY DUPLEX JUST ONE BLOCK FROM THE GULF! Welcome to island living at its finest at 8106 Gulf Drive, Unit A & B in Holmes Beach! This fully furnished, turnkey, ELEVATED duplex offers the perfect blend of personal retreat and income-producing opportunity that is just one block from the Gulf with your own private

    Danielle Redner FLORIDA EXECUTIVE REALTY

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

Home Trends in Anna Maria, FL

Housing Trends

Median Sale Price
$1,660,000
Median Single Family Sale Price
$2,922,500
Median Townhouse Sale Price
$1,949,500
Median 2 Bedroom Sale Price
$529,000
Average Price Per Sq Ft
$1,270
Number of Homes for Sale
79
Last 12 months Home Sales
80
Months of Supply
11.90
Median List Price
$2,695,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-11%
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