Homes for Sale Near Martha B. King Middle in Anna Maria - 32 homes

Remarks: Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private en-suite bathrooms, with an additional two full guest bath conveniently accessible from the bedrooms and main living areas. Renovations include enclosed patio and garage areas to create an additional en-suite bedroom, expanded kitchen, dedicated laundry room, and approximately 294 square feet of added living space. Major improvements include new electrical and plumbing services; new drywall with DensGlass moisture-resistant panel; a new HVAC system with supplemental mini-split units; spray foam roof insulation; hurricane-impact windows and sliders; and new flooring throughout. The kitchen features all-new cabinetry, countertops, a large center island with breakfast bar, and Samsung appliances including: refrigerator, ice maker, wine cooler, microwave, dishwasher, and chilling drawers. Bathrooms have been fully updated with new tile and high-end plumbing fixtures. Outdoor upgrades include a private heated pool with new heater and pump, expanded paver decking, new fencing, updated landscaping, refreshed exterior stucco, and full interior and exterior paint. Ideally located just steps from the beach and close to Pine Avenue shops and dining, this is a move-in-ready island home offering modern upgrades, thoughtful design, and an unbeatable location—schedule your private showing and experience Anna Maria Island living at its best.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jessica Batten (941-962-3380)

Remarks: Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the home’s high-end finishes from the moment you walk in the door including a private elevator to all floors. Once you’re on the main level you’re welcomed by breathtaking views, the high-end kitchen and open concept living and dining areas that are perfect for entertaining. The high-end kitchen offers stainless steel appliances, induction stove top and built-in oven. The kitchen island provides the perfect spot for entertaining as you prepare a gourmet meal or simple treats. On the top level there are two separate master suites, both with king beds, their own private baths and private beach front balconies. On the main level, off the living room, is another bedroom with a queen bed and another private balcony. The outdoor area features a private pool and beach area with outdoor lounge chairs plus a table and chairs to enjoy poolside refreshments. Beachfront Oasis is ideally located on the quiet north-end of Anna Maria Island. It is one block from the charming Pine Ave shops, restaurants and attractions. On the bayside of Pine Ave is the Anna Maria City Pier and Waterfront Restaurant.

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Under contract-accepting backup offers. Incredible opportunity on the North end of Anna Maria Island. Located in the heart of the city of Anna Maria. Short walks to the Gulf or Bay beaches and all of the lovely attractions on Pine Avenue. Currently on the massive, lots 3&4, 11,500 square foot lot sits two duplex units. A total of FOUR short term 2 bed 1 bath units in Anna Maria!!! Units are ready for your vision, just waiting to become instagram famous. Units like this are few and far between on the North end. 3 of 4 units are equipped with washer/dryer hookups. If having the most famous duplex in Anna Maria is not your thing, then there is potential to build two single family homes on lots 3&4 or an enormous single family home. The gentlemen who acquired this property more than a half century ago had a dream for his family, now it's your turn.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Justin Powell (941-718-0294)

Remarks: Old Florida Charm – Income-Producing Property! Looking for a true Old Florida beach cottage experience with exceptional rental income? This elevated cottage on Anna Maria’s sought-after North End is just steps from the Gulf—no car needed! This fully managed, hands-off rental allows nightly stays, with all future bookings conveying for seamless income. This turnkey-furnished home blends coastal charm with modern updates, featuring a newer kitchen with Quartz counters, custom cabinetry, and new appliances, flooring and a spacious private deck. The primary suite offers a walk-in closet and updated ensuite bath, while the second bath includes double sinks and a jacuzzi tub. Located in a boutique resort with a private pool, picnic areas, and complimentary bikes, beach gear, and water toys, guests return year after year. Walk to Pine Ave’s shops or hop on the free trolley to explore the island. With pet-friendly ownership and a 6-month owner occupancy option, this turnkey investment is perfect for personal getaways and immediate passive income. Don’t miss this rare opportunity—schedule your showing today! Please note- the HOA Adjusts based on monthly income.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jessica Batten (941-962-3380)

Remarks: This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional amenities include a convenient elevator, laundry room, and a bar area with a wine fridge. The property’s modern coastal elegance blends perfectly with functional design, creating a space ideal for everyday living or hosting guests- GREAT RENTAL OPPORTUNITY. Located on Anna Maria Island, this home offers beach access and endless opportunities to enjoy the sun and sand. Experience the ultimate blend of luxury and comfort in this meticulously designed coastal haven.

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE IS A LARGE HEATED POOL AND SPA WITH SUN SHELF, SURROUNDED BY TROPICAL LANDSAPING ARTIFICIAL TURF AND EVEN A PUTTING GREEN. THIS WILL MAKE THE PERFECT SECOND HOME ON Anna Maria Island WITH GREAT RENTAL POTENTIAL.

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Great Beach Cottage completely renovated after last year's storms by Kerns & Gilner. Everything is new & the Terrazzo floors have been beautifully restored. Large lot (50X139) with plenty of room for additions or building a new large home down the road. Great Location in Anna Maria City! Only 2 blocks to the Gulf & 2 blocks to Pine Ave.

Listing is courtesy of: GREEN R E OF ANNA MARIA (941-778-0455)

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

Remarks: Under contract-accepting backup offers. Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Roger Pettingell (941-387-1840)

Remarks: 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 elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Lindsey Strickland (941-737-3491)

Remarks: 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, with the wonderful backdrop of the Skyway Bridge, makes a family movie-night an event to remember. This home has extensive access to a navigable canal with direct entry (no bridges) to Tampa Bay and the Gulf, via beautiful Bimini Bay, where the local dolphins love to gather. The main dock has a modern seawall, a 15,000LB CANTILEVERED BOAT LIFT and composite decking, including lights, electric pedestal, and fresh water. Alongside is a matching 18 ft floating dock for ease of use with kayaks or wave runners. Whether you enjoy fishing, boating, or just sitting along the waters edge in the evening this property blends your onshore life with the endless water possiblities. The rear garden area is extensively landscaped for privacy. The large pool has a tanning ledge that can accommodate lounge chairs and umbrellas . There is a matching hot tub incorporated into the elegant outdoor layout that is located in the shade. When you’ve finished with swimming and sunbathing, why not continue the fun on the 3-HOLE PUTTING GREEN. Adults will enjoy the TIKI BAR and outdoor entertaining area. There is a boating/fishing storeroom, a full bathroom, and a laundry room so wet towels, swimming suits and fishing clothes will not be hauled into the main home. The interior boasts an open floor plan that provides for abundant natural light. Whether you're hosting a family get-together, cocktail party, or just relaxing in this coastal paradise, you can enjoy the tranquillity of the layout. All levels are served by an elevator for ease of access. Most of the rooms enjoy decks or porches, with attractive views of the waterfront or of the quiet neighbourhood. The main living floor is comprised of a gourmet chef's kitchen, outfitted with professional-grade appliances, extensive countertops and custom cabinetry. Adjacent to the kitchen, there is a butlers pantry laundry room and prep kitchen. Walls of high-impact sliding glass doors blur the lines between indoors and out, framing breathtaking panoramic views. The thoughtful design and natural textures—from the luxury flooring to the elegant finishes—ensure a comfortable space where every detail is in tune with the island lifestyle. Separate from the living area is a large den that can serve as an office workspace with access to a relaxing porch. The floor plan on the middle level is completed by two large bedrooms. On the upper-level is the expansive master suite, where you can retreat to your own personal sanctuary and private porch area. There is a generous walk-in closet and a luxurious master bathroom. The front-facing guest suite is spacious with a walk-in closet and a modern stylish bathroom. It also has its own private sitting porch. There is a double and a single garage with epoxy flooring. The home was designed with the environment in mind with an economical geothermal heating and cooling system for both the living spaces and the pool/ spa. There are fast electric car charges in the driveway and in the garages on seperate electric circuits. For your saftey, the whole house has Hurricane Impact window and doors.

Listing is courtesy of: WAGNER REALTY (941-383-5577)

Listing Agent: Ed Taaffe (636-346-6165)

Remarks: 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, making it ideal as both a private retreat and an income-producing investment. THIS HOME HAD NO WATER INSTRUSION WITH THE HURRICANES. With five spacious bedrooms and four and a half bathrooms, the home provides comfort, style, and flexibility for families or guests seeking the best of island living. Step inside to an airy, open-concept great room where soaring ceilings, detailed window trim, and tile floors set the tone for relaxed sophistication. The spacious living area flows into the dining space and a chef’s kitchen complete with stainless steel appliances, dual ovens, and a large island accented by custom cabinetry. A dedicated laundry room and thoughtful layout throughout ensure everyday comfort and convenience. This home’s exterior is just as impressive, featuring a metal roof, a charming double-door entry, a two-car garage, and a paver driveway lined with tropical landscaping. Multiple balconies invite you to enjoy ocean breezes, morning coffee, or peaceful evening sunsets. Out back, your private oasis awaits, with a covered outdoor living and dining space equipped with ceiling fans for year-round enjoyment. The heated saltwater pool with a sun shelf and built-in hot tub is perfect for cooling off after a beach day or entertaining under the stars. Living on Anna Maria Island means embracing a laid-back, coastal lifestyle that’s truly one of a kind. Explore miles of pristine beaches, stroll or bike to charming shops and locally owned restaurants, catch a sunset at Bean Point, or fish off the beach. With no high-rises and a strong sense of community, Anna Maria offers a timeless Old Florida feel, where golf carts are the norm and every day feels like vacation. Whether you’re searching for a full-time residence, a seasonal getaway, or a high-performing rental property, this exceptional home captures the essence of island life in one of the most treasured spots on Florida’s Gulf Coast.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)