Anna Maria Homes with One Story Style

Anna Maria Homes with One Story Style

Welcome to the charming city of Anna Maria, located in the sunny state of Florida, within the beautiful Manatee County. Known for its stunning beaches, vibrant community, and laid-back island lifestyle, Anna Maria is a true gem on the Gulf Coast.

If you're looking for a home with one story style, Anna Maria offers a variety of options to suit your needs. Whether you prefer a cozy beach cottage or a modern bungalow, you'll find the perfect one-story home to call your own in this picturesque city.

Living in a one-story home in Anna Maria allows for easy, convenient living without the hassle of stairs. Enjoy seamless indoor-outdoor living with spacious layouts, bright interiors, and the opportunity to create your own oasis in paradise.

Imagine waking up to the sound of waves crashing and the sun shining through your windows, inviting you to start your day in this peaceful coastal town. With homes designed for comfort and relaxation, Anna Maria is the perfect place to unwind and enjoy the simple pleasures of island living.

Experience the magic of Anna Maria and find your dream one-story home in this enchanting city. Let the beauty of the Gulf Coast surround you as you embrace the true essence of island life in this wonderful community.

Newest Anna Maria Homes with One Story Style

$1,250,000
3 Beds ⋅ 2 Baths ⋅ A4702337 MLS
Set in the heart of Anna Maria, this elevated 3BD/2BA home holds one of the island's most enviable addresses — around the corner to the Anna Maria City Pier and steps from the bay. Celebrated dining, open water, and the island's unhurried rhythm are all right outside the door. Inside, an open living and kitchen area, generous deck space, and a two-car garage offer a solid canvas. Update it, reimagine it, or start fresh — the potential here is wide open. Better still, the home sits in a short-term rental zone, so it can earn its keep between your own stays. Then step outside, where the Anna Maria lifestyle takes over: mornings on the beach, afternoons cruising the island by bike or golf cart, evenings fishing the pier or watching the sun drop into the Gulf. Locally loved shops and restaurants sit just down the street. Location, rental potential, and a lifestyle people rearrange their lives for. Bring your vision.

524 Spring Avenue, Anna Maria
$1,950,000
4 Beds ⋅ 4 Baths ⋅ A4701660 MLS
An income-producing opportunity in the heart of Anna Maria Island. This 4-bedroom, 4-bathroom duplex sits on coveted North Shore — steps from the boutiques, cafés, and galleries of Pine Avenue and minutes from the Gulf's world-famous sugar-white beaches. Blue Lagoon operates as a vacation rental with a proven track record, a loyal returning guest base, and confirmed reservations already booked into 2027. The property features a large heated pool, private outdoor entertaining areas in-unit washers/dryers, and an on-site EV charger. The duplex can be rented as two separate units or opened via an interior connecting door to accommodate larger groups, maximizing both flexibility and revenue potential year-round. Bert Harris Agreement — A Significant Asset This property benefits from a Bert Harris Private Property Rights Agreement with the City of Anna Maria. When the city enacted its vacation rental ordinance limiting all short-term rentals to a maximum occupancy of 8 guests regardless of home size, many property owners successfully filed claims under Florida's Bert J. Harris Jr. Private Property Rights Protection Act, a state law that protects owners when a local government action reduces the value of their property. Through a negotiated settlement, this property secured the right to host up to 12 guests, well above the city's standard cap. This agreement transfers with the property and represents a meaningful competitive and financial advantage that cannot easily be replicated by new purchasers today. A true turnkey investment in one of Florida's most sought-after island destinations.

76 N Shore Drive, Anna Maria
$1,850,000
3 Beds ⋅ 3 Baths ⋅ A4699353 MLS
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 turnkey furnishings. The master suite is spacious with impact sliders on the whole wall looking out to the pool and cabana making it so private. Tile wood throughout, stainless steel appliances, beautiful countertops, there is so much this home has to offer. Living and kitchen open concept with an eat-in dining table in the kitchen. The 2nd bedroom has its own ensuite bath with a walk-in shower. 3rd bedroom is off the kitchen and uses the hallway full bath. Enjoy coffee on the back porch in the mornings listing to the birds chirp. Short walk to the shops and dining on Pine Avenue or stroll to the bay or beach as both are a short walk away. 1-7 day rentals are permitted, and bookings are in place making it easy to turn the key and it's vacation rental ready. This little island oasis is ready for you to enjoy paradise today!

504 Spring Avenue, Anna Maria
$2,495,000
4 Beds ⋅ 3 Baths ⋅ A4697404 MLS
Discover the ultimate island retreat just three homes from the sugar-white sands and turquoise waters of the Gulf of Mexico. Situated on an oversized 8,250-square-foot lot, this beautifully appointed 4-bedroom, 3-bath home offers nearly 1,700 square feet of coastal living and features a desirable open floor plan designed for gathering and entertaining. The thoughtfully designed layout includes two spacious ensuite bedrooms, a fun bunk room perfect for younger guests, and plenty of room to relax after a day at the beach. Step outside to your own private tropical oasis. The heated pool invites you to enjoy sunny afternoons and evening swims under the stars, while the expansive backyard offers abundant space for lounging, grilling, and making memories with family and friends. The generous lot size is a rarity on Anna Maria Island and provides a true sense of privacy and room to spread out. Along the side of the home, an outdoor game area creates the perfect setting for friendly competitions and endless entertainment after a day spent on the beach. Ideally located in the heart of Anna Maria Island, you're just a short stroll to the boutiques, restaurants, and vibrant atmosphere of Pine Avenue, as well as the island's world-famous beaches. Whether enjoying spectacular Gulf sunsets, dining at one of the island's favorite eateries, or relaxing poolside with loved ones, this home embodies the laid-back luxury of island living. With a proven history as a successful short-term rental and exceptional investment opportunity, this turnkey property offers the perfect blend of lifestyle and income potential. Rarely do homes on oversized lots this close to the Gulf become available. Experience the very best of Anna Maria Island and own your own slice of paradise, where every day feels like a vacation. Come live the Anna Maria Life!

110 Palm Avenue, Anna Maria
$3,250,000
4 Beds ⋅ 4 Baths ⋅ A4697111 MLS
Unparalleled luxury, unmatched value: recently reduced by $400K! Discover the essence of island living at this premier north-end Anna Maria Island retreat, ideally positioned just moments from the sugar-sand shores of Bean Point and the tranquil waters of Tampa Bay. Following a total gut and comprehensive renovation completed in 2021, this coastal residence offers the perfect blend of modern luxury, comfort, and outdoor living. Situated on a private corner lot in one of the island's most sought-after neighborhoods, the open-concept floor plan is masterfully designed for entertaining. It features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen boasts a gas range, premium quartz countertops and opens beautifully to spacious living and dining areas, while multiple balconies and covered decks create inviting spaces to enjoy sea breezes and glimpses of the bay. The resort-style outdoor setting is truly exceptional, featuring a heated saltwater lap pool and spa, putting green, outdoor shower, lush tropical landscaping, and multiple gathering areas designed for relaxation and entertaining. Aside from being a dream personal getaway, this property is a proven investment powerhouse. It has happily welcomed guests year after year, consistently generating a fantastic rental income between $315,000 and $347,000 for each of the past four years! With a strong, established rental history and future bookings already in place, it is ready to start earning for you on day one. Detailed rental financials are available upon request. This is a rare opportunity to acquire a fully updated, income-producing luxury island home in one of Anna Maria's most desirable locations, just moments from world-famous beaches, waterfront dining, boutique shopping, and spectacular Gulf Coast sunsets.

256 Gladiolus Street, Anna Maria
$1,595,000
3 Beds ⋅ 3 Baths ⋅ A4695399 MLS
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 room with beautiful hardwood floors and delightful beach views, seamlessly connecting to the dining area for an open and inviting layout. The kitchen features wood cabinets, sleek quartz countertops, and stainless steel appliances, along with convenient countertop seating. The spacious primary bedroom includes a cozy sitting area and French doors that frame stunning beach views, complemented by an updated en-suite bathroom with a stylish glass shower. The second bedroom also boasts its own en-suite, providing comfort and privacy for guests. Outside, enjoy your private deck, ideal for sunbathing and grilling, complete with an outdoor shower for rinsing off after a day at the beach. The heated pool offers a refreshing retreat on warm days, while the covered, screened front porch is the perfect spot to relax with morning coffee and take in the serene blue waters. Located close to Pine Avenue’s boutique shops, delightful restaurants, and the picturesque Bean Point, this property features a durable metal roof, hardy board siding, and newer windows, enhancing its appeal and longevity. Don’t miss the chance to make this charming bungalow your own—schedule your showing today and embrace the island lifestyle!

317 N Bay Boulevard, Anna Maria
$2,175,000
3 Beds ⋅ 2 Baths ⋅ A4694221 MLS
Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door. Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or storing all the toys that come with island life. The open, airy layout with vaulted ceilings and warm wood accents gives you that treehouse-in-the-palms feeling the moment you arrive. Two bedrooms open directly to a private back deck. The pool is your backyard centerpiece. Stroll to Pine Avenue for coffee, dinner, and boutique shopping. Catch the free island trolley at the corner. The Gulf and the Bay are both within easy reach and you are centered between them. No HOA. Weekly rentals permitted. Turnkey furnished. Whether this becomes your primary island escape or a high-performing vacation rental, the bones, the location, and the lifestyle are already here waiting.

315 Spring Avenue, Anna Maria
$2,900,000
4 Beds ⋅ 4 Baths ⋅ A4694474 MLS
Named "A Wave From It All" by the sellers, this exceptional coastal property offers high-end finishes and a layout designed for seamless indoor/outdoor living. The outdoor pool area serves as a private tropical oasis, perfect for relaxation. The main residence features three bedrooms, each with a king bed and ensuite bathroom. The kitchen is equipped with a Sub-Zero refrigerator, a Wolf range and microwave, Bosch dishwasher and wine cooler. For ultimate privacy, the primary suite is accessed through a unique bookcase doorway. This home comes furnished and includes original artwork by renowned artists and a beautiful outdoor mural by Chad "Cheeta" Ruis. The property also includes a versatile casita featuring two Murphy beds, a half bath, an office area, a laundry room, and a convenient outdoor shower located just outside the half bath which includes both hot and cold water. A small storage garage is available on-site for bikes and beach gear. Located on the North end, the home is a short walk from Bean Point beaches, Bayfront Park, and the boutiques and dining on Pine Avenue. Additionally, the adjacent 10,600+ sq. ft. parcel at 240 Gladiolus is available for separate purchase. It is currently landscaped to enhance the estate and includes a large garage. Don't miss out on this unique opportunity and schedule your private showing today!

242 Gladiolus Street, Anna Maria
$1,525,000
3 Beds ⋅ 3 Baths ⋅ A4693882 MLS
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 .19-ACRE LOT in the heart of Anna Maria. The property features a NEW STEEL ROOF installed in MAY 2024 with a TRANSFERABLE 50-YEAR WARRANTY, providing a major upgrade already completed for the next owner. One of the bedrooms functions as a private mother-in-law suite with its own separate entrance, full bathroom, and existing hookups for a kitchenette - ideal for guests, extended family, or added rental flexibility. A unique highlight of the property is the separately deeded ARTISAN WELL, which supplies irrigation water to the community center as well as neighboring properties. This creates both community value and potential tax benefits! WEEKLY RENTALS are allowed, making this an outstanding opportunity for investors, builders, or buyers looking to create their dream island home. The property experienced flooding and will require renovation/gutting, but the location, lot size, and valuable existing features make this a truly exceptional investment opportunity on Anna Maria Island!

306 Palm Avenue, Anna Maria
$1,500,000
2 Beds ⋅ 2 Baths ⋅ A4689815 MLS
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 Yard and Ample Parking Both Under House and Extended Driveway. Use your creativity to convert the large open 1st floor workshop into your Personal Space, Home Office, or Outdoor Entertaining Venue. The large backyard can easily accommodate a Pool, Putting Green, Bocci Ball Court, or whatever suites your fancy. Excellent vacation rental income opportunity as well. A perfect combination of Island comfort. A short walk to the Anna Maria City Beach and the bustling offering of shops & dining venues on Pine Avenue. Not to mention the soon to be completed, (October 2026), Anna Maria Island City Pier. "PIERADISE" will feature an Open-Air Neighborhood Bar & Grill, Bait & Tackle Shop and Open Dock Fishing. Island Living at its Best with Great Rental Income Potential Option. This one is definitely worth a visit. Call today to schedule your private showing.

517 Spring Avenue, Anna Maria
$1,399,000
2 Beds ⋅ 2 Baths ⋅ A4685406 MLS
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 of this location is the proximity to Pine Ave, full of fun shopping and eateries. Generously sized lot is positioned on a cul-de-sac providing privacy due to no through traffic. Concrete block paired with a metal roof creates a formidable structure. As you enter the home you will be welcomed by a sense of coziness. The kitchen features solid wood cabinetry and exquisite Taj Mahal quartzite countertops. Entertaining is aided by the in-ceiling home speaker system. Enjoy year around serene water views from the 300 square foot screened-in lanai equipped with four ceiling fans. Single car garage for all your storage needs or get creative for a possible third bedroom. The large lot leaves ample room for a pool to the front of the house. Schedule a showing today and discover if this piece of paradise if right for you.

109 Tern Drive, Anna Maria
$1,900,000
3 Beds ⋅ 2 Baths ⋅ A4684535 MLS
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 spaces create an inviting yet sophisticated atmosphere. The spacious living room flows seamlessly into the great room, offering the perfect setting for both relaxed coastal living and stylish entertaining. The designer chef’s kitchen features beautifully refinished cabinetry, a classic subway tile backsplash, stainless steel appliances, and a chic breakfast bar for casual dining. The serene primary suite offers a private en-suite bath, while two additional guest bedrooms provide comfortable accommodations for family and visitors. An oversized two car garage adds both convenience and storage. Step outside to your secluded backyard sanctuary, where lush tropical landscaping surrounds a sparkling pool and private cabana. Artificial turf and thoughtfully placed LED landscape lighting create an ambiance perfect for evening gatherings or peaceful island nights. This exceptional property is part of a voluntary HOA providing access to six community boat docks with direct entry to the sparkling waters of Tampa Bay and the Gulf of Mexico. Just a short stroll away, you’ll find the pristine white sands of Bean Point, the boutiques and dining along Pine Avenue, the City Pier, the local farmer’s market, and the convenient island trolley. Experience the very best of Anna Maria Island living and schedule your showing today to claim your slice of paradise.

155 Crescent Drive, Anna Maria
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