Anna Maria, FL 2-Story Homes for Sale

STUNNING NEW CONSTRUCTION HOME WEST OF GULF DRIVE! WELCOME TO THIS AMAZING FULLY FURNISHED 5 BEDROOM, 4.5 BATHROOM HOME LOCATED ON ONE OF THE PREMIER STREETS OF ANNA MARIA ISLAND!! With only 5 houses to the beach, this new construction gem is an absolute treasure. From the moment you set foot on the property, you'll be captivated by the thoughtfully designed custom features, including a paver

Jay Travis RE/MAX ALLIANCE GROUP

One or more photo(s) has been virtually staged. Waterfront Living on Anna Maria Island – 4BD/3BA Bayfront Home with Pool & Unmatched Views!Discover your slice of coastal paradise on the prestigious north end of Anna Maria Island. This beautifully updated 4-bedroom, 3-bath bayfront home offers nearly 3,000 square feet under air, a private heated pool, and some of the most breathtaking

Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

STUNNING RENOVATED 5 BEDROOM POOL HOME ON A DEEP WATER CANAL ONLY STEPS FROM THE BEACH!!! Nestled on the highly coveted north end of Anna Maria Island, this beautifully renovated and turnkey furnished 5-bedroom, 5-bathroom home spans 3,844 sq. ft. of luxurious living space. Perfectly situated on a deep-water canal with direct Gulf of Mexico access, this home is a dream for boating enthusiasts

Jay Travis RE/MAX ALLIANCE GROUP

Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles. Thoughtfully designed with a modern coastal aesthetic, the home features

Joseph Hutchinson DUNCAN REAL ESTATE, INC.

Welcome to your dream coastal retreat on beautiful Anna Maria Island! This stunning 4-bedroom, 4.5-bathroom turnkey furnished home offers the ultimate in island living, with every detail designed for comfort, style, and fun. Ideally situated on a serene canal, this property features a private boat slip and dock, making it perfect for boating, fishing, paddleboarding, or simply enjoying tranquil

Jay Travis RE/MAX ALLIANCE GROUP

Welcome to Luxe Island Escape, an exceptional 4-bedroom, 4.5-bath coastal retreat nestled in the tranquil heart of Anna Maria Island. This captivating residence is offered fully turnkey furnished—ready for you and your family to immediately embrace the island lifestyle.Designed with thoughtful design and coastal sophistication, the home is surrounded by lush tropical landscaping and features

Kathy Harman MICHAEL SAUNDERS & COMPANY

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,

Joseph Hutchinson DUNCAN REAL ESTATE, INC.

THIS INCREDIBLE CUSTOM BUILT ESTATE IS JUST FIVE HOUSES FROM THE GULF AND NESTLED ON ONE OF THE MOST COVETED STREETS ON ANNA MARIA ISLAND!!! LOCATED WEST OF GULF DRIVE YOU ARE JUST STEPS FROM THE SUGAR-WHITE SANDS AND TURQUOISE WATERS! This beautifully designed coastal home offers over 2,600 square feet of light-filled living space and is currently operating as a successful vacation rental,

Jay Travis RE/MAX ALLIANCE GROUP

Beachfront Luxury + Proven Rental Income – Anna Maria Island! Experience the pinnacle of coastal living with this DIRECT BEACHFRONT home. Perfectly blending luxury and a proven track record as a short-term vacation rental investment home, this 4-bedroom, 4-bathroom property generated an impressive $464,000 in rental income in 2023, $456,000 in bookings for 2024, nearly $400,00 in bookings so far

Hannah Hillyard MICHAEL SAUNDERS & COMPANY

Welcome to your dream home on stunning Anna Maria Island!This beautifully updated 4-bedroom, 4.5-bath coastal retreat offers the ultimate island lifestyle — just steps from the beautiful beach and crystal-clear waters of the Gulf of Mexico.Step inside to a bright, open-concept living space designed for comfort and entertaining. Sunlight pours through large windows, highlighting the richly crafted

George DeSear AMI REALTY GROUP

Exquisite Waterfront Luxury Home with Breathtaking Gulf Views nestled in the picturesque shores of Key Royale in Holmes Beach on Anna Maria Island. Welcome to an unparalleled coastal retreat in the exclusive North Point Harbor Community. This custom-built, 3,640 sq. ft. luxury waterfront estate boasts 4 full bedrooms plus a bonus room, 4 full bathrooms, and 2 half bathrooms downstairs, offering

Razin McFarland ENGEL & VOLKERS TAMPA DOWNTOWN

Perfectly positioned just steps from the sparkling turquoise waters of Tampa Bay, this elevated island home offers breathtaking views of the iconic Skyway Bridge and a front-row seat to the beauty of Anna Maria's coastal charm. Inside, the home showcases a flexible layout with two bedrooms and two and a half baths, along with a bonus/office which is a clear opportunity to create a third bedroom

Darcie Duncan DUNCAN REAL ESTATE, INC.

Welcome to Summer Breeze - A rare island gem tucked away on Anna Maria’s coveted North End! This elevated 5-bedroom, 4-bath coastal retreat sits on an oversized corner 1⁄4-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beach. Whether you're seeking the ultimate family getaway or a high-performing investment property, Summer Breeze delivers. The

Stacy Cunneen RE/MAX ALLIANCE GROUP

Embrace Island Life in this perfectly situated North End 4 bed/3 bath pool home with only steps to Bean Point & the Bay! This quality constructed WFC home is ideally appointed and includes a large third floor porch with peeks of the Bay and the Sunshine Skyway! You will love the main floor living with open floor plan, high ceilings, 18 inch tile flooring, spacious kitchen with granite

Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

Check out the SQF price!!!!!!!! CAN NOT BUILD THIS HOME FOR THIS PRICE!!!! Completed in December 2023, welcome to Boundless Waves – walk to beach with income hovering close to or at $300,000 a year. An exceptional coastal retreat in the heart of Anna Maria Island.This stunning 6-bedroom, 6.5-bath luxury residence is being offered fully turnkey with high end furnishings and fixtures ready for

Christine Kourik RE/MAX ALLIANCE GROUP

You have to see this home to appreciate the efficient layout and spacious living spaces. This property comes turnkey furnished, making it a seamless transition for the fortunate new owners. Meticulously maintained and never rented, the home exudes a sense of care and pride. For those considering short-term rentals, this residence presents an attractive opportunity. Featuring three bedrooms,

Douglas Shaw AN ISLAND PLACE REALTY INC

Welcome to your dream getaway on Anna Maria Island! THIS HOME HAS A BRAND NEW ROOF! Nestled in a prime location midway between the enchanting Tampa Bay and the pristine Gulf of Mexico waters, this meticulously maintained home offers the perfect blend of convenience and relaxation. Unbeatable location that allows you to stroll effortlessly to Anna Maria's hotspots, from Ginny's to the iconic

Jay Travis RE/MAX ALLIANCE GROUP

Elevated Island Dream on Anna Maria! Embrace the quintessential Anna Maria Island lifestyle in this beautifully UPDATED and ELEVATED 3-bedroom, 2-bathroom CANAL-FRONT home, featuring a bonus room and 3rd bathroom, and a private elevator. Located on a generous lot on the desirable north end of the island, this property offers stunning bay views and direct boating access w/ a private dock,

Lindsey Leech Strickland DUNCAN REAL ESTATE, INC.

Just 4 houses from the beach! Embrace the Florida lifestyle in this stunning 4-bedroom, 4.5-bath home by the Poseidon Adventures Development Group. This custom, high-performance, low-maintenance residence is designed as a retreat for family and guests, perfect for entertaining or simply unwinding. Thoughtfully appointed, the home features custom furnishings, fixtures, and exceptional coastal

George DeSear AMI REALTY GROUP

~~~~~ READY.....SET..... HERE'S YOUR DEAL! ~~~~~ Come take a look at this amazing Anna Maria home. 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 golf cart ride to the

Billi Gartman ANNA MARIA LIFE REAL ESTATE

Experience the allure of waterfront living in this beautifully crafted and FULLY FURNISHED residence, mere steps away from the glistening Gulf shores. Designed with an eye for elegance, this home is turn-key with sophisticated finishes and furnishings. Boasting four expansive bedrooms—each paired with generous en-suite bathrooms—a powder room adjacent to the main living space, exquisite quartz

Mike Grizzell COMPASS FLORIDA LLC

Breathtaking 6-bedroom, 6-bathroom canal-front estate on the picturesque Anna Maria Island. This extraordinary coastal retreat epitomizes modern luxury, seamlessly blending sophisticated design, resort-style amenities, and island charm.From the moment you step inside, soaring ceilings, an expansive open floor plan, and an abundance of natural light create an inviting and airy ambiance. Every

George DeSear AMI REALTY GROUP

STUNNING NEW CONSTRUCTION HOME ON ANNA MARIA ISLAND WITH OVER $500,000 OF RENTAL INCOME ON THE BOOKS AS OF MAY 2025! Welcome to your dream oasis on the beautiful north end of Anna Maria Island! This breathtaking new construction home boasts an impressive 8 bedrooms and 8.5 luxurious bathrooms, perfectly designed for relaxation and entertainment. As you step inside and make your way to the main

Dee Munn MICHAEL SAUNDERS & COMPANY

Welcome to 118 Mangrove Ave, a slice of tropical paradise nestled in the heart of Anna Maria, Florida. Scheduled to be completed in June, this 4 bedroom, 4.5 bath home will offer an unparalleled combination of luxury, comfort, and convenience. Turnkey furnished and thoughtfully appointed; this home is ready to fulfill your every desire. Vaulted ceilings and an abundance of natural light

George DeSear AMI REALTY GROUP