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$685,000
2 Beds ⋅ 2 Baths ⋅ A4688086 MLS ⋅ C BLDG.
Welcome to Runaway Bay an island-style waterfront community in Bradenton Beach offering the ideal combination of coastal living and income potential, with weekly rentals permitted. This beautifully updated 2-bedroom, 2-bath ground-level condo showcases breathtaking open water views across Anna Maria Sound and Palma Sola Bay. Step inside to discover a stunning, fully remodeled coastal kitchen that has been thoughtfully opened to the living and dining areas creating a bright, airy space perfect for entertaining while maximizing the spectacular bay views. Natural light pours in, drawing your attention straight to the water. The spacious primary suite offers a peaceful retreat, where you can wake each morning to unforgettable sunrises over the bay. A generous walk-in closet and a beautifully renovated ensuite bath add to the comfort and functionality. The guest bedroom is equally inviting and conveniently located next to the updated guest bathroom. Start your day with coffee on the private lanai as the sun rises, and spend your evenings watching dolphins play and enjoying the tranquil coastal surroundings. This condo has been extensively updated, including the kitchen, bathrooms, flooring, trim, doors, appliances, water heater, A/C system, and furnishings making it truly move-in or rental ready. Runaway Bay has also undergone community-wide improvements, including new roofs and gutters, and offers an impressive lineup of resort-style amenities: deeded beach access, a newly constructed oversized bayfront observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), resurfaced pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling stations, and a clubhouse with a fitness center currently being refreshed. Whether you’re seeking a personal island escape or a high-performing investment property, this condo delivers with strong rental history and bookings already secured.

1801 Gulf Drive N Unit 142, Bradenton Beach

Courtesy of RE/MAX ALLIANCE GROUP

$3,295,000
5 Beds ⋅ 4 Baths ⋅ A4688232 MLS
Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.

5701 Carissa Street, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$569,000
2 Beds ⋅ 2 Baths ⋅ A4688793 MLS
New tile flooring installed June 2026. This is what Anna Maria Island living is all about. Located in the desirable Seaside Gardens community, this renovated 2-bedroom, 2-bath home offers spacious rooms, updated interiors, and a relaxed, airy feel. Inside, you’ll find new stainless steel appliances, quartz countertops in both the kitchen and bathrooms and ceramic tile flooring throughout. A newer roof and windows add to the list of thoughtful updates. The generously sized bedrooms provide plenty of room to unwind, while the renovated bathrooms offer a clean, modern finish. A dedicated laundry room with washer, dryer, and ample storage adds everyday convenience. Step outside to a fully fenced backyard—perfect for entertaining friends and family along with a private driveway for on-site parking. Being offered semi-furnished, this home is ready to enjoy as your personal island retreat or as an income-producing rental. Spend your days boating, playing pickleball, or relaxing on the beach, soaking in the turquoise waters and sugar-sand shoreline Anna Maria Island is known for. With community amenities and the Intracoastal Waterway just steps away, it’s easy to enjoy the laid-back island lifestyle. Golf carts and pets are welcome, and the trolley stop near the neighborhood entrance makes exploring the island simple and convenient. A comfortable, well-located home in a sought-after community—this is island living made easy.

445 63rd Street, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$699,000
2 Beds ⋅ 2 Baths ⋅ A4688611 MLS ⋅ Seagrass Flats BLDG.
Turnkey beachside investment with a strong, proven rental history and loyal repeat guests—exceptionally positioned and priced to stand out, just steps from the sugar-white sands of the Gulf. This beautifully updated 2-bedroom, 2-bath condo effortlessly blends coastal charm with income-producing potential in a 4-unit boutique setting. Fully renovated and offered fully furnished, the home showcases a light, airy interior with shiplap and wainscoting accents, durable luxury vinyl plank flooring, and an updated kitchen with newer appliances. A convenient laundry closet with recently replaced washer and dryer adds everyday ease. Two king bedrooms plus a sleeper sofa maximize comfort and guest capacity, while both bathrooms feature quartz countertops and refined designer finishes. With a consistent history of repeat guests, this property is as enjoyable as it is profitable. Recent upgrades—including a new roof (2024), hurricane impact windows (2025), updated plumbing (2022), water heater and AC (2020)—provide lasting value and added peace of mind. Begin your mornings with coffee and a sea breeze from your front porch, spend afternoons poolside or on the beach just across the street, and unwind with unforgettable Gulf sunsets. With dining, shops, parks, and the island trolley all nearby, every day feels effortlessly like a getaway. Whether you're seeking a high-performing investment, a personal retreat, or both, this is island living at its finest.

101 25th Street N Unit 1, Bradenton Beach

Courtesy of RE/MAX ALLIANCE GROUP

$389,900
1 Beds ⋅ 1 Baths ⋅ A4687670 MLS ⋅ Na BLDG.
Back on the market with a “Substantial Market Adjustment”. Welcome to Bay View Terrace Condominiums, a secluded 40-unit complex overlooking beautiful Anna Maria sound. It is accessible at the end of 7th St N in Bradenton Beach behind a new electronic gate. Although not a gated community, it does provide privacy and prevents beachgoers from parking on the property. The complex is within walking distance of all the restaurants and shopping in Bradenton Beach. The complex has an in-ground pool and patio overlooking the intercoastal. Alongside the pool is a community gas grill for everyone’s use. There are community kayak storage racks for use by the residents and their guests. The property had a brand-new seawall installed in 2019. From here you can watch Manatees and Dolphins in the blue waters of Anna Maria Sound. Enough about the complex, let’s talk about your new home away from home. The condo is located on the second floor and was totally and completely unaffected by the hurricanes of 2025. The front of the condo faces to the southwest, filling the unit with sunshine every day. When you enter the home, you are welcomed by an open-floor plan connecting the kitchen, dining area and living room. There is a breakfast bar between the kitchen and dining area. These renovations were done approximately 10 years ago. The home has one bedroom and one full bath. In the bedroom is a sliding glass door leading to a private balcony that overlooks Anna Maria Sound to the northeast. On a clear day or night, you can see the Sunshine Skyway Bridge off in the distance. The home is being sold turnkey furnished as you can see in the photos. Outside the door to your left is a community storage room where the unit has a locked floor to ceiling storage bin for your use. There is also a coin operated laundry room directly beneath your condo making it easy to access. The condo association is self-managed and has one of the lowest quarterly fees on the island. The association has brought the complex back to better than new. The buildings have new roofs and the exteriors totally repainted, all the decking and stairs have been refinished in slip proof coatings. It has been completely re-landscaped, the parking lots paved and repainted, and there is a new electronic gate for easy access. Set up a showing today.

117 7th Street N Unit 35, Bradenton Beach

Courtesy of SATO REAL ESTATE INC.

$995,000
A4687412 MLS
Tucked away on a serene cul-de-sac and surrounded by stunning million-dollar homes, this rare .34-acre buildable lot on Anna Maria Island is your blank canvas for creating the ultimate Florida dream retreat. Imagine a private driveway leading to a generous 2,000 sq/ft buildable footprint, where you can design a two-story home complete with a multi-car garage and pool. Nestled amidst lush woods and mangroves, this property offers the perfect balance of privacy and natural beauty. Dream big—picture adding a widow’s walk to take in breathtaking views of the Intracoastal Waterway’s sunrise and the Gulf of Mexico’s unforgettable sunsets. Just steps away at the end of the street, you’ll find access to one of Florida’s finest white-sand beaches, along with endless opportunities for boutique shopping and upscale dining. State, federal, and city compliance permits were previously obtained, and an approved survey is on hand, making the building process easier than ever. While the Army Corps permit has recently expired, it’s ready for the new owner to reinstate the permits and bring their vision to life. Opportunities like this are incredibly rare on Anna Maria Island—don’t let this chance to design your perfect coastal haven slip away!

28th Street, Holmes Beach

Courtesy of COMPASS FLORIDA LLC

$1,795,000
A4687489 MLS
LOCATION LOCATION LOCATION!! TWO parcels for sale! 300 23RD ST N AND 2301 AVENUE B! Each its own buildable lot! The lot is cleared and ready to build your dream home! Build up and have views of both the Gulf and Intercostal. Tucked in between you get the both of best worlds! 1 minute walk to the beach or 1 minute walk to the bay! Get ready to live the island lifestyle. Close to popular Bridge Street with activities, restaurants and local shops.

300 23rd Street N, Bradenton Beach

Courtesy of SATO REAL ESTATE INC.

$1,500,000
TB8488387 MLS
Empty lot ready to build. Just 200 feet away from the public beach access. Short distance through parking lot across the street to the Bridge St business district with shops and restaurants. Behind is the Tingley Memorial Library and City Hall.

104 1st Street N, Bradenton Beach

Courtesy of HOMECOIN.COM

$439,000
2 Beds ⋅ 2 Baths ⋅ A4683381 MLS ⋅ Westbay Cove BLDG.
OWNER VERY MOTIVATED !! West Bay Cove in Holmes Beach! This fully updated condo is being offered turnkey furnished, making it an ideal vacation getaway, income-producing rental, or full-time home in paradise.PICKLE BALL ! The bright corner layout offers open, inviting living spaces and a peaceful setting overlooking the pool, creating the perfect spot to unwind after a day at the beach. Thoughtful updates throughout give the home a fresh, coastal feel that’s ready to enjoy from day one. Westbay Cove is a beautifully maintained waterfront community on the Intracoastal Waterway with stunning Tampa Bay views, lush tropical landscaping, two heated pools, and tennis court. Just a couple of blocks to the beach and close to the trolley line, pier, local dining, and shopping—with convenient on and off island access. Don’t miss your chance to own a slice of Anna Maria Island.Walk to Publix, Shopping, Dining and the Gulf!

600 Manatee Avenue Unit 116, Holmes Beach

Courtesy of BOYD REALTY

$3,399,000
7 Beds ⋅ 8 Baths ⋅ A4686592 MLS
Just steps from beautiful Bradenton Beach and overlooking the tranquil bay, this seven-bedroom, seven full bath, and one-half bath home combines coastal living with sophisticated design. Elevated for privacy and peace of mind, the residence offers multiple balconies and terraces to enjoy sweeping water views and tropical breezes. Inside, the home showcases beautiful finishes throughout, including custom cabinetry, premium countertops, designer lighting, and contemporary tile work. The open floor plan seamlessly connects the main living areas to the outdoors, with expansive windows and sliding doors bringing in natural light and framing the bay. The chef-inspired kitchen features a large center island with seating, while the bathrooms are spa-inspired with dual vanities, glass showers, and luxury fixtures. A custom bunk room adds flexible sleeping space for children or guests, maximizing comfort and versatility. Outside, the backyard is a private oasis with a pool, spa, and covered lounge areas, while the rooftop deck offers panoramic views of the bay—perfect for morning coffee, sunset cocktails, or stargazing. Additional highlights include ample storage, covered parking, and a layout ideal for full-time living, vacation getaways, or income-producing rental opportunities. Professionally managed with potential guests in place; showings by appointment only. Located minutes from dining, boutique shopping, and the Gulf, this bayfront home offers a rare opportunity to enjoy refined coastal living in one of Florida’s most desirable island communities.

2210 Avenue A, Bradenton Beach

Courtesy of AMI REALTY GROUP

$540,000
2 Beds ⋅ 2 Baths ⋅ A4686575 MLS ⋅ E BLDG.
Welcome to your great escape on Anna Maria Island with the largest saltwater pool on the Island view right out your back lanai. Runaway Bay ground floor unit #125 2 bedroom/2 bathroom comes completely ready to move into or utilize as short term reservations for income. Kitchen and bathrooms are all newly renovated including appliance package in the kitchen, large closet pantry for storage. New washer and dryer have been installed. Fresh furnishings and decor have just been added to living room, bedrooms and dining room. Just steps across for you or your guests to the sandy Gulf beach or enjoy dining and shopping all over the historical Island. Schedule your showing now.

1801 Gulf Drive N Unit 125, Bradenton Beach

Courtesy of WAGNER REALTY

$10,995,000
6 Beds ⋅ 6 Baths ⋅ A4686079 MLS
Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare double lot with 100 feet of direct Gulf frontage and endless, unobstructed sunset views. This is a premier opportunity to own a luxury coastal retreat designed for both personal enjoyment and exceptional income potential. This stunning 6-bedroom, 5.5-bath residence is being thoughtfully crafted with high-end finishes throughout, featuring a gourmet chef’s kitchen with premium appliances, expansive open-concept living areas filled with natural light, and seamless indoor-outdoor flow. Multiple bonus spaces offer flexibility for a media room, home office, or fitness studio, while a private elevator provides effortless access to all levels. Outdoor living is elevated to perfection with expansive Gulf-front balconies, a large entertaining deck, and a private heated pool and spa—all designed to capture the breathtaking panoramic water views. Additional features include an outdoor shower and an oversized 4-car garage. Built with both luxury and performance in mind, this property is projected to generate over $800,000 annually in rental income, making it a true “monster” investment opportunity. Owners will also have access to full-service home care and rental management through Vunique Vacations, offering a seamless, turnkey ownership experience. Enjoy the ultimate island lifestyle—use it when you want, and let it produce exceptional income while you’re away. This is more than a home—it’s a Gulf-front legacy property with forever views.

1200 Gulf Drive N, Bradenton Beach

Courtesy of SATO REAL ESTATE INC.

$4,450,000
6 Beds ⋅ 7 Baths ⋅ A4685357 MLS
Welcome to Summer Sunset, the epitome of luxury living on the Gulf of Mexico. This stunning new property offers unparalleled views of the pristine blue waters, now completely unobstructed thanks to recent beachside enhancements. Imagine gazing at the breathtaking Gulf and Bay from multiple balconies or the expansive rooftop deck—each moment here is unforgettable. Inside, you'll find a beautifully designed six-bedroom, six-and-a-half-bathroom haven, adorned with high-end furnishings and intricate details. Dive into your private heated pool and spa, or enjoy a game of foosball before catching your favorite show on the TVs available in every room and even on the poolside porch. With en-suite bathrooms in every bedroom, convenience and privacy are guaranteed. The open-plan kitchen seamlessly merges with the living and dining areas, fostering an inviting atmosphere for entertaining. Choosing between a beach day or poolside relaxation? At Summer Sunset, you don’t have to. Step into the sunlit pool or take a short stroll across the street to the beach, where the water is as blue as you've dreamed. Just minutes away, explore the vibrant Historic Bridge Street with its charming eateries and boutiques, or cast a line at the Bradenton Beach City Pier for an unforgettable fishing experience and views of the Intracoastal Waterway. Summer Sunset is more than a home; it's your personal retreat where every detail is designed for your ultimate enjoyment. This would be a great second home investment property with gross income of 275,000 to 300,000.00

903 Gulf Drive S, Bradenton Beach

Courtesy of BEACH HOUSE REAL ESTATE LLC

$215,000
A4686075 MLS
This rare vacant lot opportunity at the Sandpiper Resort Co-op on Anna Maria Island offers the perfect canvas to build a brand-new coastal retreat in one of the island’s most desirable communities. The lot allows for the placement of a new unit, giving you the unique ability to create a custom residence designed for modern island living, and floor plan drawings for a new unit are already available to help streamline the process and bring your vision to life. As an owner at Sandpiper Resort Co-op, you’ll enjoy a true resort-style lifestyle with access to a heated swimming pool, expansive sun deck, clubhouse and social gathering areas, shuffleboard courts, barbecue and picnic spaces, on-site laundry facilities, and beautifully maintained tropical landscaping, all just steps from Anna Maria Island’s sugar-sand beaches, stunning sunsets, and the laid-back coastal charm that makes this location so sought after.

2601 Gulf Drive N Unit 310, Bradenton Beach

Courtesy of BROCK REAL ESTATE

$939,000
2 Beds ⋅ 2 Baths ⋅ N6143360 MLS ⋅ 5400 BLDG.
BEACHFRONT PROPERTY…...…..... OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED………FULLY RENOVATED…….IMPACT WINDOWS…….........BREATHTAKING OCEAN AND BEACH VIEWS……….HOA PAYS EVERYTHING BUT ELECTRIC……………. Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence stands out as one of the most desirable—MERE STEPS FROM THE SAND, overlooking the Gulf, and located in a building that has never flooded. With only 44 residences in the entire community and fewer than a dozen offering water views like this, opportunities here are incredibly limited. From the moment you step into the living room, your eyes are drawn to the sparkling blue water of the Gulf, reminding you that the beach is not just nearby… it’s part of your everyday life. Walk outside and within moments your feet are in the sand, or spend the afternoon relaxing beside the beautiful community pool just steps from your door. The community itself reflects a level of pride that is immediately noticeable, with beautifully maintained tropical landscaping and grounds that create a true island retreat the moment you arrive. Inside, the home has been fully renovated with thoughtful custom design and a bright open-concept layout, creating a space that feels both refined and relaxed. A custom kitchen anchors the living area, complemented by high-end finishes, California Closets custom storage, and impact windows throughout that bring in natural light while offering protection and efficiency. Being sold fully furnished, the next owner can simply arrive with a suitcase and immediately begin living the island dream—sunrise walks along the Gulf, evenings watching the sunset paint the water, and weekends filled with friends, family, and ocean breezes. With the HOA covering nearly everything except electricity, ownership here is refreshingly simple. Combined with the rare availability in this community and the possibility of seller financing, this is more than just a condo—it’s an opportunity to own a piece of Holmes Beach paradise that very few ever get the chance to call their own.

5400 Gulf Drive Unit 32, Holmes Beach

Courtesy of KELLER WILLIAMS ON THE WATER S

$559,000
2 Beds ⋅ 2 Baths ⋅ A4684888 MLS
Discover coastal living at its finest in this inviting half-duplex located in the heart of Holmes Beach, the central gem of Anna Maria Island. Just a short stroll to the sand Gulf beaches, this 2-bedroom, 2-bath home offers the perfect blend of relaxation, convenience, and Old Florida charm. Step inside to an open, light-filled layout ideal for year-round living or lucrative vacation rentals. The spacious living area flows seamlessly into a well-appointed kitchen. Both bedrooms provide ample space and comfort. Modern updates (think fresh finishes, stainless appliances, and coastal decor touches) combine with practical amenities like in-unit laundry, carport and outdoor space for enjoying those famous Florida sunsets. Holmes Beach delivers the quintessential island lifestyle: walk or bike to shops, restaurants, and the free island trolley for easy exploration of Anna Maria and Bradenton Beach. With strong rental demand on this sought-after barrier island, this property presents excellent income potential alongside personal use—whether as a primary residence, second home, or investment. Don't miss your chance to own a piece of paradise in one of Florida's most desirable coastal communities. Schedule a showing today and experience Holmes Beach living firsthand!

428 62nd Street, Holmes Beach

Courtesy of LPT REALTY, LLC

$4,375,000
4 Beds ⋅ 5 Baths ⋅ A4685639 MLS
Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

303 55th Street, Holmes Beach

Courtesy of RE/MAX ALLIANCE GROUP

$2,050,000
5 Beds ⋅ 5 Baths ⋅ TB8480803 MLS
This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for excellent sound insulation, with separate street entrances that provide privacy for guests. Fully renovated down to the bare block in 2009, both residences feature raised ceilings, travertine floors and showers, granite countertops, crown molding, updated plumbing and electrical, new windows and doors, and quality finishes throughout. The 3-bedroom cottage includes a stunning primary suite with a 10-foot lighted tray ceiling, while each cottage enjoys its own private heated pool, maximizing rental appeal. With strong established rental history, this income-producing island property is the perfect blend of luxury, privacy, and prime location.

201 54th Street, Holmes Beach

Courtesy of CHIRINO REAL ESTATE

$475,000
2 Beds ⋅ 2 Baths ⋅ A4685147 MLS ⋅ 15 BLDG.
New price you can't pass up! This building is built up and never flooded in the 2024 storms. First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.

600 Manatee Avenue Unit 145, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$3,400,000
4 Beds ⋅ 5 Baths ⋅ A4684262 MLS
Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

227 S Harbor Drive, Holmes Beach

Courtesy of LESLIE WELLS REALTY, INC.

$1,100,000
2 Beds ⋅ 2 Baths ⋅ A4685249 MLS ⋅ Sunset Terrace BLDG.
This two-bedroom, two-bathroom condominium offers one of the finest unobstructed views of the Gulf. Recently updated, the coastal-inspired interior features tiled floors and an unbeatable vantage point for watching amazing sunsets. Guests can enjoy the heated pool or take a short stroll to the beach to enjoy the sugar-sand shores and jeweled waters of the Gulf. The private porch provides the perfect space to relax, while the well-maintained unit ensures comfort with a modern kitchen featuring granite countertops and a large in-unit washer and dryer. This property serves as an excellent vacation rental.

2312 Gulf Drive N Unit 103, Bradenton Beach

Courtesy of MIKE NORMAN REALTY INC.

$1,075,000
3 Beds ⋅ 2 Baths ⋅ A4684894 MLS
Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

5803 De Palmas Avenue, Holmes Beach

Courtesy of ISLAND REAL ESTATE-ANNA MARIA

$1,695,000
6 Beds ⋅ 4 Baths ⋅ A4685059 MLS
Recently remodeled 3-bedroom, 2-bathroom duplex located just a short walk from the beach. This income-producing property has been updated with modern finishes, including wide-plank flooring, recessed lighting, and a neutral color palette throughout. The kitchen features white shaker cabinets, stone-patterned backsplash, and stainless steel appliances. The layout is open and functional, designed to accommodate both long-term residents and vacation guests. The exterior offers multiple covered balconies and a large, private rooftop deck. From this vantage point, you have clear views of the Gulf and spectacular views overlooking the bay. The ground level includes a garage and ample paved parking. You are less than a five-minute walk to the beach and just around the corner from Herb Dolan Park, which features a playground and pickleball courts. Whether you are looking for a turn-key rental or a primary residence with a built-in investment component, this property is ready for immediate use.

2518 Avenue B, Bradenton Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$3,550,000
4 Beds ⋅ 4 Baths ⋅ TB8482085 MLS
Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

307 62nd Street, Holmes Beach

Courtesy of DALTON WADE INC

$2,595,000
A4684008 MLS
This waterfront corner lot offers a rare chance to build your custom coastal retreat on an expansive quarter-acre parcel just steps from the sands of the Gulf. With 196 feet of water frontage, tranquil views across the Intracoastal Waterway, and two existing boat lifts with protected dockage canal side, the property is perfectly suited for boating enthusiasts with direct access to open Gulf waters. Imagine designing a home that captures shimmering bay views, salty breezes, and effortless indoor/outdoor living, with ample space to add a pool and outdoor entertaining areas. The oversized corner footprint provides added flexibility for creative architectural design while maximizing privacy. Spend your mornings on the beach, your afternoons cruising the Gulf, and your evenings enjoying the laid-back island atmosphere just moments from charming shops and local dining. Large waterfront parcels this close to both boating and the beach are increasingly hard to find, making this an extraordinary canvas for your coastal vision.

407 20th Place, Bradenton Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$3,295,000
7 Beds ⋅ 8 Baths ⋅ A4684030 MLS
Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets. Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings. This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east. This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout. Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front.

2403 Avenue C, Bradenton Beach

Courtesy of LESLIE WELLS REALTY, INC.

$3,299,000
7 Beds ⋅ 7 Baths ⋅ TB8481910 MLS
Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

100 12th Street N, Bradenton Beach

Courtesy of REAL BROKER, LLC

$2,950,000
4 Beds ⋅ 4 Baths ⋅ A4683720 MLS
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 welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

Courtesy of COMPASS FLORIDA LLC

$649,900
2 Beds ⋅ 1 Baths ⋅ A4683810 MLS ⋅ 1 BLDG.
Rarely available and fully reimagined, this ground-level 2-bedroom, 1-bathroom condo at the award-winning Tortuga Inn Beach Resort offers a sophisticated coastal retreat. Following a comprehensive 2025 remodel, the residence now features a modern aesthetic that perfectly complements its prime Anna Maria Island location. The open-concept floor plan flows seamlessly from the living area to a private courtyard, creating an ideal sanctuary for al fresco dining and relaxation. Inside, the kitchen is a standout with brand-new appliances, elegant countertops, a breakfast bar, and updated cabinetry. Both bedrooms are generously proportioned with ample closet space, and the unit comes turnkey furnished, making it a seamless transition for a primary residence or a high-performing investment. With a solid rental history and future reservations already on the books, this property is as practical as it is beautiful. Residents are just a short walk from the world-renowned white sands of Anna Maria and a five-minute stroll from local boutique shops and restaurants.

1325 Gulf Drive N Unit 125, Bradenton Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$7,985,000
7 Beds ⋅ 7 Baths ⋅ A4683250 MLS
Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

110 10th Street S, Bradenton Beach

Courtesy of BEACH HOUSE REAL ESTATE LLC

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