Anna Maria Homes For Sale & Real Estate - 44 homes

Remarks: Emma's Cottage - One of the 4 original cottages on Anna Maria Island, nicknamed the “Painted Ladies” due to the original, vibrant paint color, Emma Palmer built this cottage in 1912 to enjoy the pleasures & prosperity of family success. Although the home has been expanded & renovated, original antiques as well as unique, early 1900s trinkets are scattered throughout. The stunning, heart pine wooden floors, along with the bead board walls in the living room & porch are original 1912 woodwork. The original staircase leading up to the vast 2nd floor master suite was built by shipbuilders, who designed the stairs as if the cottage were a small ship. Emma’s Cottage is truly a modern oasis with the authentic charm & history of the early 1900s and is ensconced in privacy; a secluded sanctuary your family will immediately adore. Enjoy breathtaking sunrises & sunsets daily from the multiple sitting areas on both levels of the cottage, as well as the private, enclosed front porch, steps away from the beach. The spacious 1st floor includes not only the stunning, wraparound enclosed porch, but 2 large bedrooms complete with queen beds, as well as a spacious bathroom with rainfall shower head & natural stone floors. Sold turnkey FURNISHED. A 2 minute walk to The Sandbar Restaurant and Ginny & Jane E's; and a short walk to Historic Pine Street, local shopping & bars - Or ride the free trolley to your favorite local destinations. Please enjoy the Video and 3-D Tour. Call your agent today to set up your showing.

Listing is courtesy of: Michael Saunders & Company (941-896-9981)

Listing Agent: Laurie M Mock (941-232-3665)

Remarks: Rare Direct Gulf Front property near Bean Point. This well maintained house -rebuild 1993 has 2,049 sq. ft. under A/C and 4,305 under roof. Porch overlooking vast back yard… THE GULF OF MEXICO! Open floor plan with great room overlooking the Gulf of Mexico and wood burning fireplace. 2 bedroom suites which includes a very large master suite, unique windows and dressing area, bath includes green marble flooring and accents, built ins, double sinks with vanity, a soaking tub - shower room, and separate WC. Second bedroom has Murphy bed. Kitchen has solid surface counters with glass features in the cabinets, stainless steel appliances, Island and a pass through to dining area. Large Laundry room and pantry. Gorgeous hardwood floors and sound system throughout. The air conditioned living space is all on the one level above ground with elevator so if you want to expand the house perhaps you can double the living space by adding another level to the home which would give you approximately 4,098 sq. ft. of living space. Room for 4 cars - 2 deep. This home is on a fantastic gulf front lot which is approximately .9275 acres and a must see if you are looking for Gulf front

Listing is courtesy of: Island Real Estate-Anna Maria (941-778-6066)

Listing Agent: Alan Galletto (941-778-6066)

Remarks: This exceptional custom built Dan Gagne pool home makes it easy to perfect the art of living or vacationing. This great North end location puts you close to everything the island has to offer. This property is located close to Pine Avenue where you will find small locally owned coffee shops, restaurants, and clothing boutiques. The Rod and Reel and The City Pier are also right near you. Built in 2007, attentively designed with wood flooring, great ceilings, crown molding, granite counters, and wood cabinetry. The main living area offers a separate dining area great for entertaining guests, along with two guest bedrooms with a full bath and lovely covered porch accessed by French doors from the great room. Top floor is devoted to the spacious master suite with a spa bath, walk-in closet, private balcony and separate office/den area. There are no streets to cross and direct beach access to meander the beach for morning strolls and gorgeous Gulf sunsets! Hop on the free trolley to explore all that Anna Maria Island has to offer and experience the true island life!

Listing is courtesy of: Michael Saunders & Company (941-748-6300)

Listing Agent: Erica Thomas (941-799-9365)

Remarks: *VIRTUAL TOUR AVAILABLE* The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was fully renovated - replacing all the wood floors, wiring, plumbing, windows and roof. Beautiful Brazilian teak floors, attractive white wainscoting on the walls; and a brand new kitchen with beadboard cabinets and solid quartz countertops. Multicolored Delft tiles (circa 1650) adorn the kitchen. The living room fireplace has been updated and surrounded with hand-painted Spanish tiles and highlights the original 1925 fireplace mantle. There are two bedrooms, an expansive master suite with a king bed and a smaller guest room with twin beds. Two spacious baths with a cast iron claw foot slipper tub as the centerpiece of the master bath. The back of the house is a magical hideaway with a spacious deck and peaceful cabana overlooking the large pool, spa and waterfall. Enclosing the back yard are 22, tall Areca palms to ensure privacy. In keeping with old Florida charm, the cozy interiors feature warm colors and cheerful prints mixed with antiques, old wicker and whimsical accessories. Comfortable furnishings invite you to relax, unwind and put your feet up! The cabana overlooking the pool is informal, perfect for alfresco entertaining or just savoring the view and serenity of your own private oasis. Sold fully furnished.

Listing is courtesy of: RE/MAX Alliance Group (941-954-5454)

Listing Agent: Joe Esposito (941-212-2222)

Remarks: Awesome Anna Maria North end location on a quiet cul-de-sac CANAL street. Updated kitchen with stainless appliances. Wood flooring throughout the main living area. Large screened lanai off the living area. Boat dock with composite decking and Boat Lift (4000 lbs). 2 Spacious garages and a storage room that is great for fishing supplies. Large wooden deck behind house which would be a great place for a pool! Newer metal roof. Come check out the possibilities!

Listing is courtesy of: FRAN MAXON REAL ESTATE (941-778-2307)

Listing Agent: Stephanie Bell (941-920-5156)

Remarks: The crystal white sand at Bean Point is right out your front door. Back on the Market due to Buyers Credit Denial. Exquisite vacation rental home for the past three years with an average income of $190,000. Prior to its vacation status, this home was the prestigious residence of the city’s Mayor. This home comes turnkey with a golf cart, kayaks, paddle boards, pool table and more. Request the complete list of amenities and be ready to be awed. The premier location of this home sits on a corner lot across from the sandy white beach on the north end of Anna Maria. Within five minutes you can either be in the Gulf of Mexico’s crystal blue-green water, find yourself at the Rod-n-Reel pier or the Anna Maria Pier or along Pine Avenue with the many specialty shops and restaurants. Fine attention to detail to the additions of the home such as the pool with its wooden deck and the renovations inside provide many more luxurious years of living ahead. Be sure to watch the video for more insight than what the photos can convey.

Listing is courtesy of: Premier Sothebys Intl Realty (941-383-2500)

Listing Agent: Shellie Young, P.A. (941-713-5458)

Remarks: Brand new renovated beach home with views of Tampa Bay. This fully remodeled home sits on an oversized north end lot, just steps to Tampa Bay and one block to shops and restaurants on Pine Ave. Watch the ships sail under the Sunshine Skyway bridge and abundant wildlife pass by as you lounge on the large outdoor deck. Inside the home offers 3 bedrooms, 2 bathrooms and is tastefully turnkey furnished. Downstairs the heated pool and spa are surrounded by tropical landscaping and outdoor trellis for seating. Please call today for more information or a private showing.

Listing is courtesy of: Sato Real Estate Inc. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: This Anna Maria Island canal front home provides 120' of waterfront and boat dock for up to a 50' yacht or two smaller boats. Situated on two lots, this custom retreat is surrounded by water with both the bay and Gulf of Mexico close for quick boating access. Upon entering this island getaway, you are immersed in the comforting surroundings, brilliant natural light, custom cabinetry and intricate tile detailing. The stunning designer kitchen is the heart of the home featuring stainless appliances, large island with casual eating area and functional butch block top, and dramatic mosaic back splash design. An adjacent wet bar area serves the living area and allows for additional entertaining space. Flowing living space showcases exceptional architectural details including crown molding, step ceiling designs and dropped soffits featuring accent lighting. Sliding glass doors open to 1142 feet of cascading terraces, creating indoor and outdoor entertainment levels leading to the first floor recreational area, heated pool and spa and sparkling canal waters. Enjoy magnificent sunsets from the west facing deck. Additionally, the lower level of this home offers an elevator to all levels, oversize four car garage with additional guest parking, spacious game room, workshop and abundant storage. On a quiet street only five houses from the bay and two blocks from the boutiques and eateries on Pine Avenue. This perfect family beach house is a successful vacation rental that accommodates up to 12 guests comfortably.

Listing is courtesy of: Coldwell Banker Res R E (941-383-6411)

Listing Agent: Terry Hayes (941-302-3100)

Remarks: Location! Vacation! Location! If you want to feel like you're always on vacation, then you've come to the right location!!! This beautiful gem located at the coveted North Shore of Anna Maria Island, is not only on two prime lots, but the home was designed by award winning architect Gene Leedy. Great memories are bound to happen in this contemporary 5462 sq ft, 6 bedroom, 3 bath home. Travertine marble starts at the street as a wide walkway that continues through tropical foliage to the front door and carries on into and throughout the house and on the terraces.. The kitchen is professional grade with a 48" Wolf range and Sub-Zero refrigerator. There are two family rooms so no need to fight over the TV. But who wants to watch TV when the beach is right across the street! As you ride in the elevator or walk down the wide floating staircase you will feel the stress leave you as you look out from the 20 ft windows at the natural island vegetation. After the beach, rinse off in your outdoor shower and do a few laps in the pool. In the evenings have a cocktail on one of the many terraces and look across the street at the Gulf as is sparkles in the sunlight before heading back to the beach to see some of the most outstanding sunsets you'll ever see. And if you would like to share your perfect vacation spot, the house has been approved by the City of Anna Maria for 16 guests and there is ample parking with two garages, paved parking in the front and also the rear of the house.

Listing is courtesy of: Charles Rutenberg Rlty Orlando (407-622-2122)

Listing Agent: Violet Rosenblit (443-880-8888)

Remarks: 5br/5ba Duplex with incredible views down the canal with direct access to Tampa Bay. Recently updated & remodeled, this property features a huge pool & tiki bar. Just steps to the City pier, Pine Avenue & the many shops & restaurants in the Historic Village of Anna Maria. Abundant decks and open patio spaces on each floor give you the feeling of True Resort lifestyle. Ideal for a large extended family and unlimited rental potential.

Listing is courtesy of: Green R E of Anna Maria (941-778-0455)

Listing Agent: Kenneth Jackson (941-778-0455)

Remarks: Enjoy the perfect location of this 3 bed/3 bath home on Beach Ave. in the City of Anna Maria! There are no streets to cross and only steps to direct Beach access! You'll be enjoying the white sand beaches and turquoise Gulf waters daily. Once you step into the foyer you will notice the bright open floor plan. The wood beam vaulted ceilings and natural light from the skylights are a plus in this home. Open all the French doors and bring the outdoors in. Feel the ocean breeze and smell the salt air. This is island living at its best! Step out into your enclosed covered patio and relax by the screened solar heated pool. Lush mature tropical landscaping offers privacy all around. Plantation shutters throughout, inside laundry room and the custom granite eat in kitchen are nice touches in this property. Don't pass this one by.. Contact us today to start living the island life!

Listing is courtesy of: Coldwell Banker Res R E (941-383-6411)

Listing Agent: Gabriel Buky (941-383-6411)

Remarks: 5 bedroom pool home West of Gulf Dr. in Anna Maria City. This well appointed beach house is a half a block to the beaches of the Gulf of Mexico and offers 2 living levels. It could be used as a duplex or a single family home. Downstairs has 2 bedrooms and 1 bathroom and leads right out back to the heated pool and spa. Upstairs has 3 bedrooms, 2 bathrooms and plenty of open living space. The property has been updated with LED lights, SONOS surround sound system and all TVs are run wirelessly with TIVO minis. It is also sold tastefully turnkey furnished. Enjoy the outdoors in the 2 covered and screened porches one off the front and one off the back. Call today for your own private showing.

Listing is courtesy of: Sato Real Estate Inc. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: Great investment opportunity in the heart of Anna Maria Island! Fully furnished and tastefully designed with tropical ambiance in an idyllic setting less than a block from the beach and just around the corner from the shops and restaurants of Pine Ave, this property is ready to offer you or your weekly renters the unique charm of island living. This 1/2 duplex located on the front side of the property has striking vaulted woven bamboo ceilings and a beautiful semi-private courtyard area for enjoying the sea breezes. Schedule your private showing today! This duplex was registered as a “condominium” to simplify maintenance expenses between the two owners, but may be changed.

Listing is courtesy of: Michael Saunders & Company (941-896-9981)

Listing Agent: George Myers (941-224-6021)

Remarks: Built by current owner to raise their family, this custom elevated home has never been a rental. Entertain in this open kitchen/Great room with a large Island and built in window seat. A wall of French doors leads out to one of the oversized backyard decks. A tiled, tropical bath, good size laundry room and two bedrooms are down the hall. Up the open stairway you will find a den/overflow space with a skylight and Juliet deck. Enjoy Gulf views from this private Master Bedroom with walk in closet and French doors out to your private deck. A Coastal Master bath with remodeled shower and Jacuzzi tub for winding down. Upgrades include 2X6 walls with added insulation, wainscoting/bead board, 3"polywood, shutters on all windows and ten year old premium siding. The ground level has an air conditioned storage/pool room leading out to a tropical oasis. Soak in the freeform pool, read in covered sitting area and "A Magical Gate" leading to the beach at Bean Point, the Gulf waters are less than 350 feet away. Come and take a look inside this Island home. This property would make a great investment to rent now and enjoy for retirement later. Make sure to click on the reel button top left to see the virtual tour!

Listing is courtesy of: Duncan Real Estate, Inc. (941-779-0304)

Listing Agent: Cindy Jones (941-773-9770)

Remarks: Prime Pine Avenue waterfront location! Beautiful expansive views of Lake LaVista, with over 66' of frontage, private boat dock and 10,000 lb. lift. Just a few minutes' access right out to Tampa Bay and the Gulf of Mexico. This large three story home has four+ bedrooms, 3.5 baths, three balconies, an elevator, and a four car garage. Outside there is plenty of room for paddleboard and kayaks storage, RV parking, along with a beautiful sun filled heated pool and spa with sweeping water views. Inside there is a very large open floor plan with diagonal ceramic tile on the main floor and beautiful hardwood floors on the third level. Expansive views of the water from both floors! Kitchen has beautiful wood cabinets, a granite counter height seating area, and stainless appliances, including a wine cooler. French doors lead out to a deck off the living room overlooking the water. Upstairs there is a massive master bedroom, with large private bathroom waterside, along with another balcony. Fourth bedroom has a balcony and a large offshoot/closet area that has been turned into an office with its own window overlooking Pine Avenue. What a wonderful central location for parade watching, walking everywhere to shopping, restaurants, the City Pier, and the beach! MUST SEE this home that has had owners' care! This home is also turnkey furnished, with a few exceptions!

Listing is courtesy of: An Island Place Realty Inc (941-779-9320)

Listing Agent: Sue Carlson (941-779-9320)

Remarks: Discover this magical Key West style canal-front home, positioned on the north end of beautiful Anna Maria. Set amidst a stunning botanical garden, this property offers true tranquility, privacy and charm. An open floor plan with high ceilings and walls of windows feels light and spacious, while vast balconies offer partial canal views, and even a glimpse of the Skyway Bridge. The beautifully maintained interior lends itself well to entertaining. On the third floor you’ll find your master retreat with a private porch to watch the sunrise and enjoy the island breeze. A large spacious lot provides plenty of room for a pool if desired. And you have your own private dock ideal for a small boat and to watch the wildlife and Manatee frolic. This is a fabulous investment property, or a dream home amid a one-of-a-kind Florida setting. Just a short stroll, bike ride or trolley stop away you will find quaint shops, eateries, and the endless beaches & azure waters of the fabled Anna Maria Island.

Listing is courtesy of: Michael Saunders & Company (941-388-4447)

Listing Agent: Barbara Dumbaugh (941-350-3743)

Remarks: Gulf views and only 100 feet from the beach with no busy street to cross! This charming elevated three bedroom two bath beach house is turn-key furnished. Would make a GREAT second home or vacation rental property! A bright, open plan with vaulted wood ceilings and sliders leading to a large lanai with views of the Gulf of Mexico make this a perfect space for entertaining friends and family. COMPLETELY RENOVATED in late 2015 with high end finishes, such as quartz countertops, wood floors, and wood ceiling, LED lighting throughout, all new high impact windows and slider, plantation shutters and polished nickel fixtures, new heat pump and water heater, all new hardy siding, and composite decking. This home is brand new top to bottom, inside and out! Also added in 2016 a beautiful heated pool with an attached hot tub surround by new privacy fencing. The entire property also was given new landscape, with a beautiful mix of palms, flowering bushes and other low maintenance tropical plants. Beach house memories will be made exploring Anna Maria Island boutiques and eateries, watching sunsets and enjoying life island style. Call today for a private showing.

Listing is courtesy of: Sato Real Estate Inc. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: Your private oasis awaits you nestled among the mangrove lined waterfront of Bimini. Situated on over a 1/4 acre offering 156 ft of deep water access this 3BD+/3BA home was custom designed by the current owner. Natural light abounds as the living room atrium is the focal point of the open living space with coral lined fireplace, wood floors and doors that open to the wrap screened porch. The spacious kitchen is waiting for a gourmet touch from the chef in the family and is adjacent to the dining room which also opens to the screened porch. There are 2 gracious master suites with walk in closets and private decks to choose from. Let your imagination run wild as there is plenty of room for a grand pool and outdoor living space. The dockage is first class offering a serene setting for hanging out with your afternoon cocktail and is a rare find anymore with room for multiple boats and includes a lift. You are minutes to the Gulf of Mexico or head right off your dock for a little backwater action, then paddle board across the channel for sushi at Galati's Marina. Circular paver drive, 3+ car garage & elevator are some of the additional features of the home. This property is truly one of a kind and offers the "Old Florida" lifestyle many only dream of. Don't let this slice of paradise slip away. Call it your home today!

Listing is courtesy of: Duncan Real Estate, Inc. (941-779-0304)

Listing Agent: Darcie Duncan (941-779-0304)

Remarks: Welcome to Bay Bungalow. This enchanting 3BD/2BA retreat is located at the north end of Anna Maria and is steps to Bayfront Park and the Rod and Reel Pier. Turnkey furnished with great rental history this home offers an open living area with wood floors, well appointed kitchen with island, interior laundry room and more. Plenty of space for the toys with a 2 car garage plus a cabana room that opens to the heated pool. A great space for entertaining. Don't let this bungalow get away and make it your perfect slice of island life today!

Listing is courtesy of: Duncan Real Estate, Inc. (941-779-0304)

Listing Agent: Darcie Duncan (941-779-0304)

Remarks: WEST OF GULF DRIVE BEACH COTTAGE. Located only 6 houses from the Gulf of Mexico and two streets away from the shops on Pine Ave. This is a potential Fixer Upper or Tear Down project. As you first walk in you'll notice a large Florida Room in the front which provides additional living space. This cottage currently has 2 bedrooms and 1 bathroom with large porches both in the front and the back. Sold AS-IS with right to inspect. Survey Available. Lot measures 50 x 110.

Listing is courtesy of: Pineywoods Realty LLC (813-225-1890)

Listing Agent: Lawrence Vargas (813-505-4808)