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$1,430,000
5 Beds 3 Baths Holmes Beach SubDv. 34217 Zip Code
INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave.

6201 Holmes Boulevard, Holmes Beach

$3,525,000
5 Beds 5 Baths Bay Palms SubDv. 34217 Zip Code
Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

532 70th Street, Holmes Beach

$1,750,000
4 Beds 4 Baths Anna Maria Island Beachwalk SubDv. 34217 Zip Code
Stunning Key West style home only 2 blocks away from the sugar sands and turquoise waters of the Gulf beaches, this beautifully maintained 4-bedroom, 3.5-bath residence offers the ideal blend of island charm, comfort, and coastal living. Lovingly owner-occupied and meticulously cared for, the home showcases pride of ownership throughout. Spacious living areas and multiple balconies invite you to unwind with your morning coffee while enjoying the refreshing Gulf breeze. Catch the Osprey sightings from the top balcony! Open concept living, kitchen and dining that is perfect for entertaining and family fun. Fabulous features throughout consist of stainless steel appliances, granite counter tops, tile and bamboo flooring for easy clean up, large walk-in showers, soaking tub and more. Very ideal is there are 2 primary suites, one on the main level and one on the upper level. 2 car garage and even more driveway parking for ultimate convenience. 2 a/c units (replaced in 2023). Opportunities are endless as this home would make a great primary, seasonal or investment property. Step outside to your private tropical retreat featuring a heated pool surrounded by lush landscaping, creating the perfect setting for relaxing afternoons or entertaining guests year-round. Located in the heart of Holmes Beach’s most desirable areas, you’re just moments from the beach, local dining, boutique shopping, and everything island life has to offer!

309 68th Street, Holmes Beach

$750,000
3 Beds 2 Baths Sunrise Park SubDv. 34217 Zip Code
Located just one block from the world famous beaches and Gulf on Anna Maria Island! This house offers relaxed coastal living with all the right touches! Turnkey furnished, 3-bedroom, 2-bath, 1,700-square-foot home welcomes you with a private, landscaped paver patio and a remote-controlled Sunsetter awning that provides afternoon shade and helps keep the living room cool. Inside, vaulted ceilings create an open, airy feel, while the spacious kitchen and baths feature maple cabinetry and quartz countertops. The expansive Florida room overlooks a completely private tropical backyard with lush landscaping, a heated pool, and a paver pool deck. The large primary bedroom includes an ensuite bath and a separate space ideal for an office or sitting area. Additional features include new appliances and pool pump in 2024 and new pool heater in 2026. Further highlights include hurricane shutters, a fully fenced private backyard, a covered side area ideal for a golf cart, and a large freestanding utility shed with electric. This home is also eligible for priority dock rights at the city-owned boat slips at the end of a canal just one block away. Ideally located between the bridges giving easy access on and off the island There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, take the free trolly and indulge in the varied dining options this island has to offer, from tiki bars to fine dining. Whether you are seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle!

2711 Avenue C, Holmes Beach

$612,000
2 Beds 1 Baths Ilexhurst SubDv. 34217 Zip Code
Get a piece of paradise! This charming island home is tucked away on beautiful Anna Maria Island with 2-bedrooms an 1-bathroom. Two Zero Four 29th Street sits on a desirable 6,000-square-foot lot and offers endless possibilities. Whether you're looking to get your hands on a starter project and refresh the home and personalize it to your hearts content. Convert the garage to a true primary suite and add some games in the empty bonus room. Or... if you prefer to really put your imagination to the task, you could create your dream island retreat from the ground up. This property is a rare chance to own in one of the Gulf Coast’s most sought-after locations. The interior of the home has been recently refreshed and features beautiful terrazzo floors that add timeless Florida character. Outside, the location truly shines — just two blocks from the sparkling blue waters of the Gulf of Mexico and the sugar-soft sandy beaches that make island living so special. Enjoy all the perks of life on this barrier island: sunshine year-round, walkable access to local boutiques, favorite restaurants, and the laid-back coastal lifestyle that makes Anna Maria Island such a beloved destination. A great opportunity to enjoy now, invest in for later, or build something truly special. Come live the Anna Maria Life!

204 29th Street, Holmes Beach

$1,000,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code
Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

6327 Gulf Drive, Holmes Beach

$985,000
2 Beds 2 Baths Neptunes Gardens SubDv. 34217 Zip Code
Smart Buyers: This Price Improvement Is For You. Weekly rental! Exceptional Investment Steps from Holmes Beach. Welcome to Blue Oasis, a fully renovated ground-level retreat just steps from Holmes Beach and the turquoise waters of the Gulf of Mexico. This stunning 2-bedroom, 2-bath home combines modern luxury with island charm. Featuring a versatile den with a pocket door for added privacy, it’s perfect for a home office or guest space. The den includes a stylish daybed with trundle, offering extra sleeping accommodations without sacrificing comfort or design. Every detail has been thoughtfully upgraded, including a new roof (Summer 2025), freshly finished walls, baseboards, doors, and paint throughout, plus custom closet organizers for added functionality. The kitchen and both bathrooms feature all-new soft-close cabinetry and fixtures, complemented by brand-new appliances—dishwasher, refrigerator, gas range/oven, and washer. Comfort is ensured with a new A/C (November 2024-mounted up from the ground), while the new pool pump with Pentair automation adds convenience and efficiency. The master bath boasts a completely redesigned shower with new tile and hardware, and the entire home is furnished with all-new furniture and décor, from beds, mattresses, and nightstands to a stylish sofa, chairs, dining set, and coastal accents. Outdoors, enjoy new patio furniture, umbrellas, lighting, and a perfect sized pool with optional spa jets plus a shed stocked with new beach chairs and a beach cart. Rinse off in the outdoor shower offering both hot and cold water. Additional upgrades include new TVs in every room, palm tree shutters, creating a turnkey property that’s ready to impress. With its prime location just a four-minute walk to the beach, easy access to shops and dining, and exceptional rental performance, Blue Oasis delivers a fantastic ROI and lifestyle appeal—perfect as a short-term rental, second home, or long-term investment in one of Florida’s most sought-after coastal markets. Make your move on this turnkey coastal gem today!

5803 Imperiore Avenue, Holmes Beach

$1,325,000
3 Beds 3 Baths Key Royale SubDv. 34217 Zip Code
Welcome to 609 Foxworth Lane, a beautiful coastal retreat in the highly sought-after community of Holmes Beach on Anna Maria Island. This inviting residence offers the perfect blend of relaxed island living, stylish comfort, and an exceptional location just minutes from the pristine Gulf beaches, charming shops, local dining, and everything that makes Anna Maria Island so special. Whether you are searching for a full-time residence, vacation getaway, or investment opportunity, this property offers an incredible opportunity to enjoy the laid-back Florida lifestyle in one of the area’s most desirable coastal communities. Come experience the beauty, privacy, and effortless island living that 609 Fox Worth Lane has to offer.

609 Foxworth Lane, Holmes Beach

$390,000
2 Beds 2 Baths Shell Point SubDv. 34217 Zip Code
Virtually Staged. Welcome to Shell Point, a lovely waterfront community in the heart of Holmes Beach. If extra space is what you need this unit has it, with the back lanai that is included in the air conditioned space. This lovely, totally updated condo with washer and dryer closet, is conveniently located near the Holmes Beach Boat ramp, tennis courts, basketball courts , dog park, and all within a short stroll to shopping, fabulous dining and of course the beautiful beaches of Anna Maria Island. This 2 bedroom 2 bath unit has been wonderfully updated with beautiful wood grain tile floors, all new appliances, trim, doors, kitchen cabinets, bathroom cabinets, lights, and ceiling fans. It also boasts new window treatments, and hurricane windows and doors as well. This little "gem" of an island retreat, has extra interior space (extra square feet) with the bonus area that is located off of the living room. This air conditioned interior space has beautiful natural light just pouring in all morning and offers a back door to access the community pool and courtyard which has walking paths. A perfect space that can be used as an office space, reading space, entertainment space , or just a nice gathering space to rest and sip on your morning coffee. This unit is all brand new and just waiting for you to start making it your new island retreat.

6300 Flotilla Drive Unit 81, Holmes Beach

$1,035,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code
This home is a renovated 3-bedroom, 2-bathroom ½ duplex with a private backyard and pool. The primary suite has an en-suite bathroom. There is a covered upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good rental history and 5-star reviews. It has a heated and chilled pool. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a garage that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy. You can even enjoy drinks at the swim-up tiki table in the pool. This property is turn key furnished and completely ready to enjoy!

303 62nd Street Unit A, Holmes Beach

$850,000
2 Beds 2 Baths Anna Maria Beach SubDv. 34217 Zip Code
Escape to your own slice of paradise on Anna Maria Island in this rare corner unit tucked away on a wonderfully quiet street within an exclusive gulf front complex of only 16 residences split between two buildings. The bright and inviting layout flows effortlessly across an open kitchen dining and living room area creating a spacious relaxed vibe that is just perfect for entertaining or unwinding after a day in the sun. It comes completely furnished with comfortable coastal decor so you can move right in and start enjoying the beach lifestyle from day one, while the kitchen is fully equipped with stainless steel appliances and a handy breakfast bar for casual morning coffee. Step through the wide sliding glass doors onto your large balcony to catch the cool coastal breezes and take in the gulf views overlooking the water. With most of the units serving as second homes, the entire complex remains incredibly quiet and the outdoor amenities are rarely occupied by everyone at once, offering you a truly peaceful and private escape. The property features beautifully updated exteriors surrounded by lush landscape that instantly makes you feel like you are staying at a hidden luxury resort, and between the premier island location, the massive oversized pool, and the convenience of covered parking with your own dedicated space, this beachside retreat offers everything you need for the ultimate island getaway.

6804 Gulf Drive Unit 6804, Holmes Beach

$475,000
2 Beds 2 Baths Westbay Point SubDv. 34217 Zip Code
SPECTACULAR WATER VIEWS!!! Welcome to Westbay Point & Moorings, a highly desirable waterfront condominium community tucked away in a quiet area of Holmes Beach on Anna Maria Sound. This charming community offers resort-style amenities including a heated pool and spa, tennis and pickleball courts, and kayak launch. Monthly rentals are permitted up to 12 times per year, offering exceptional flexibility for both personal use and investment. This second-floor 2B/2B condo is being sold furnished and turnkey, featuring beautiful coastal décor throughout—ready for immediate enjoyment or rental opportunity. BUILDING HAS NEW ROOF IN 2024. Recent updates include: Luxury vinyl flooring throughout living areas and bedrooms, Hurricane-impact windows, Brand-new stainless steel appliances (2026),New A/C system (2025). The spacious primary suite opens to breathtaking water views, creating a serene retreat. Additional features include an in-unit laundry closet and pet-friendly policies. Westbay Point is known for its welcoming, friendly atmosphere where neighbors truly feel like a community. Just around the corner, you’ll find the Holmes Beach public boat ramp as well as public pickleball, basketball, fitness, dog, and skate parks, plus the local library. Ideally located just a short stroll from Anna Maria Island’s famous sugar-sand beaches, as well as boutique shopping and top-rated dining. Low HOA fee of $713/month includes: Cable TV, high speed internet, 2 community pools, escrow reserves, insurance on the building, exterior and grounds maintenance, on-site management, pest control, sewer, trash, and water—everything except electric! FULLY FUNDED RESERVES AND NO OPEN HURRICANE CLAIMS.

6500 Flotilla Drive Unit 187, Holmes Beach

$3,800,000
5 Beds 4 Baths Sportsmans Harbor SubDv. 34217 Zip Code
Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Please note: A pool permit has been approved. Pool plans, specifications, and contractor quote are available in the attachments.

201 N Harbor Drive, Holmes Beach

$2,035,000
3 Beds 3 Baths Key Royale SubDv. 34217 Zip Code
Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living.

617 Dundee Lane, Holmes Beach

$475,000
2 Beds 2 Baths Westbay Cove SubDv. 34217 Zip Code
Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

600 Manatee Avenue Unit 230, Holmes Beach

$2,050,000
3 Beds 4 Baths North Point Harbour SubDv. 34217 Zip Code
Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

620 North Point Drive, Holmes Beach

$754,000
3 Beds 2 Baths North Beach Village SubDv. 34217 Zip Code
BACK ON THE MARKET! Buyer financing fell through. Priced below market value. North Beach Village-located in the heart of Holmes Beach on beautiful Anna Maria Island, this property offers the ultimate island lifestyle with beach access directly across the street. Enjoy a leisurely wander to local favorite restaurants, shopping, and island attractions. Enjoy the charm of coastal living in one of the island's most desirable locations. Beautifully furnished and move-in ready, the home features coastal charm and comfort throughout. This three bedroom residence offers a functional and inviting layout ideal for families and guests. The primary bedroom and second bedroom each include queen beds, while the upstairs bedroom is designed for additional guests, featuring a twin over full bunk bed with a twin trundle. The living room sofa also includes a hideaway bed, providing extra sleeping space when needed. Enjoy both front and rear balconies, where open sliding doors invite in the refreshing island breeze and offers a peek-a-boo view of the Gulf. Additional highlights include a new roof (2024), front decking (2023), updated kitchen and bathroom, hurricane shutters for added peace of mind, and a new front door (2026). Unlike a condo, this property is part of an HOA, allowing you to own the land while benefitting from low monthly fees. With weekly rentals permitted, this home presents an excellent opportunity as a high performing investment property, vacation rental, or flexible personal retreat.

6325 Gulf Drive, Holmes Beach

$1,325,000
3 Beds 3 Baths Palm Springs Estates SubDv. 34217 Zip Code
Experience refined coastal living in Holmes Beach. This exceptional turnkey 3BR/2.5BA residence showcases impressive curb appeal with pristine landscaping that sets the tone from the moment you arrive. Inside, you’ll find an expansive, light-filled interior with an open-concept design that seamlessly blends comfort and sophistication, ideal for both elevated everyday living and upscale entertaining. The private outdoor retreat is equally impressive, featuring a spacious turf backyard and a resort-style pool, offering a low-maintenance yet luxurious setting with ample room for lounging, dining, and hosting under the Florida sun. With no HOA, enjoy the rare convenience of generous space to accommodate a boat or RV, perfect for embracing a true island lifestyle. Thoughtfully appointed with hurricane impact windows and doors, along with stop log panels at the main entrances, this home delivers both luxury and peace of mind. Perfectly positioned just moments from the Gulf’s pristine beaches, as well as central to dining and boutique shopping, this property presents an outstanding opportunity as a primary residence or an exclusive income producing investment. Don't miss your chance at this piece of Paradise!

307 68th, Holmes Beach

$1,650,500
3 Beds 2 Baths Key Royale SubDv. 34217 Zip Code
Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a seamless connection between indoors and out. Bathed in natural light due to its desirable southern exposure, the home invites sun-filled days by the pool and tranquil evenings under the coastal sky. The thoughtfully designed split floor plan features a private primary suite with ensuite bath, along with two additional guest bedrooms and a well-appointed second bathroom, offering comfort and flexibility for family and visiting guests. The home offers a new roof and seawall was replaced in 2006, ensuring lasting quality and peace of mind for years to come. Ideally situated on a deep-water canal, the property provides a 10,000 lb boat lift and dock with water and electric. Direct access to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, make it a dream for boating enthusiasts and lovers of life on the water. Also, located just moments from Anna Maria Island’s world-renowned beaches, charming boutiques, and acclaimed dining, this residence captures the essence of luxury coastal living in one of the island’s most coveted neighborhoods. Don't miss this extraordinary opportunity to experience the elegance, serenity, and waterfront lifestyle that make Key Royale truly exceptional.

608 Gladstone Lane, Holmes Beach

$1,685,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code
Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.

234 85th Street, Holmes Beach

$5,700,000
3 Beds 4 Baths Gutierrez Sub SubDv. 34217 Zip Code
Views abound in this exquisite beachfront retreat in the heart of Anna Maria Island. This 3-bedroom, 3.5-bath Coastal West Indies–inspired residence showcases exceptional craftsmanship, including custom millwork, solid oak flooring, vaulted ceilings, designer draperies, and Roman shades throughout. An open-concept floor plan fills the home with natural light, while expansive windows and glass doors frame picturesque Gulf views and create seamless indoor-outdoor living—ideal for entertaining. The gourmet kitchen is beautifully appointed with solid wood cabinetry, a paneled refrigerator, custom solid-surface countertops, and a Thermador range. The primary suite is a private sanctuary where you’ll awaken to sweeping views of the turquoise waters of the Gulf. The spa-inspired bath features dual vanities and a luxurious walk-in shower with a striking stone waterfall accent. Hand-carved custom wood doors enhance the suite’s privacy, while a private sitting area just outside provides an additional space to unwind. The third level offers two well-appointed guest suites, each with breathtaking views and elegantly finished en-suite baths.On the lower level, a welcoming foyer with a custom staircase and private elevator provides access to all floors. The oversized two-car garage includes built-in storage cabinetry, and a versatile bonus area offers additional space for entertaining or recreation. Set on a lush half-acre lot with mature landscaping and thoughtfully designed outdoor lighting, the property highlights a stunning beachside pool and spa, covered lanai, private outdoor shower, and roll-down hurricane shutters. Multiple decks provide the perfect vantage point for sunset views and tranquil beach watching.Schedule your private showing today and experience the ultimate in beachfront living.

95 52nd Street, Holmes Beach

$1,600,000
4 Beds 4 Baths Holmes Beach SubDv. 34217 Zip Code
Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total privacy each side. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2025. Parking for 4 vehicles makes this a unique property to avoid looking for parking on the Island and has a free trolley stand just across the street. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living! Looking for acceptable contract to close prior September 30, 2026

311 63rd Street, Holmes Beach

$6,400,000
2 Beds 3 Baths Gutierrez Sub SubDv. 34217 Zip Code
Back on the market!!!!! Welcome to 103 51st Street. One of the most amazing Gulf front properties in Holmes Beach. Although the address says 51st St, the property is found directly on the Gulf of Mexico. It is over 27,000 square feet with 80 feet of direct gulf front. On the street side there is over 151 feet of frontage on 5th Avenue. 5th Avenue is a unique street. It is not a high traffic street and dead ends at the driveway of your new home. The property is surrounded by lush tropical vegetation and shaded by large Australian Pines. They provide a welcome measure of privacy from prying eyes walking past on the beach. You can see out to the Gulf, but they cannot see into the property. Now we need to talk about the existing home. It was elevated enough to have been untouched by the hurricanes of 2024. The home is a traditional wood sided cottage on a block foundation. It is clad in the original cypress plank siding. All the exterior windows have been replaced with impact resistant glazing. The entire back of the home has large windows and sliding doors. You can watch the sunsets from the huge great room and kitchen, and sometimes even from the bed in the primary bedroom, found at the front of the home. The entire interior has been upgraded and redone. The kitchen and baths were covered in granite and stone. The home has 2 bedrooms and 2 and ½ baths. The entire home is open and inviting and you can enjoy it as it is and not change a thing. Or it could be the perfect place to enjoy your Gulf front property while you plan your forever home on Anna Maria Island. The size of the lot allows the construction of a home with well over 9000 square feet of air-conditioned space. Whatever you choose to do, your spectacular Gulf views will never go away.

103 51st Street, Holmes Beach

$679,900
2 Beds 3 Baths Seaside Gardens SubDv. 34217 Zip Code
Welcome to Tides and Turtles, where the water is your backyard and every day runs on island time. This two-bedroom, two-and-a-half-bath waterfront villa has been renovated top to bottom, blending easygoing coastal charm with clean, modern comfort. Inside, shiplap accents and warm wood ceilings set the tone, while an open-concept layout lets the kitchen, dining, and living spaces flow together as naturally as the tide. The kitchen is built for gathering, with quartz countertops, custom cabinetry, stainless steel appliances, and an oversized island where friends tend to linger. Slide open the glass doors and step into your own private slice of the waterfront: a covered patio, a breezy outdoor dining spot, and direct canal access with a private dock right off the back. Push off for a morning paddle, drop a line, take the boat out, or just kick back and watch the water go by. Tucked into a sought-after short-term rental zone, Tides and Turtles is fully turnkey and ready to be whatever you need it to be, whether that's a full-time home, a laid-back vacation escape, or an income-producing investment. Island charm, modern updates, and true waterfront living, all wrapped into one. Tides and Turtles is ready to enjoy from the very first day.

18 Seaside Court, Holmes Beach

$540,000
2 Beds 2 Baths Seaside Gardens SubDv. 34217 Zip Code
HUGE PRICE REDUCTION – now under $600K! NEW ROOF! Investor alert! Opportunities like this on Anna Maria Island are rare, especially at this price point. Here’s your chance to bring your dream home to life in picturesque Holmes Beach within the transforming Seaside Gardens community. This is your blank canvas to create the ultimate waterfront retreat and boater’s paradise, with no bridges to the Gulf and generous dock potential allowing for quick and easy access to open water. The location is unbeatable, just 0.5 miles to the sugar-white sand beaches and even closer to the vibrant heart of Holmes Beach, where you’ll find charming restaurants, lively taverns, coffee shops, a marina, and more. You can even see the nearby boat launch from the property. For those who enjoy staying active, tennis, pickleball, and basketball courts are all just steps away. Wake up to peaceful views of Watson’s Bayou and design your ideal 2-bedroom island escape. Whether you envision a private coastal getaway or a high-performing short-term rental, the possibilities are exceptional. Don’t miss this opportunity—the island lifestyle has never been more attainable.

23 Seaside Court, Holmes Beach

$490,000
2 Beds 2 Baths Cayman Cay Villas Condominium SubDv. 34217 Zip Code
This beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, style, and location in the highly desirable Cayman Cay community on Holmes Beach. Ideally situated mid-island and just steps to the soft powdery sands of the Gulf, this TOP FLOOR residence is TURNKEY FURNISHED and truly MOVE-IN-READY. Inside, you’ll find a bright, open layout with a relaxed beach-inspired feel, HURRICANE IMPACT-RATED Windows and thoughtful upgrades throughout. A MAJOR RENOVATION opened up the kitchen and main living area, creating a more spacious and modern flow with NO CARPET throughout the unit. The well-appointed kitchen features upgraded cabinetry, modern countertops, tile backsplash and stainless steel appliances, making it perfect for both everyday living and entertaining. The main living space features custom wood accent wall detailing, adding a stylish coastal touch, and providing both durability and easy maintenance. Both bathrooms have been tastefully updated, and recent improvements include a NEW HURRICANE IMPACT-RATED TURTLE GLASS sliding door and a REFRESHED LANAI. Step out onto the screened lanai and enjoy peaceful surroundings with PARTIAL GULF VIEWS along with views of the pool and tropical landscaping, creating the perfect space to relax and unwind. Additional features include a private owner’s storage room and a designated covered carport space for Unit #207. Cayman Cay offers a well-maintained community setting with a heated pool, shuffleboard courts, and BBQ grilling area, perfect for relaxing after a day at the beach or enjoying time with family and friends. The location is truly unbeatable, just minutes from local restaurants, shopping, Publix, CVS, and everything that makes Anna Maria Island so special. For added convenience, the island trolley is nearby, making it effortless to explore the surrounding area. Enjoy convenient access on and off the island, along with a short drive to Sarasota Bradenton International Airport. Whether you're seeking a full-time residence, a relaxing vacation retreat, or an investment property, this condo delivers the perfect blend of location, modern updates, and easy island living. UNPACK, UNWIND, and START LIVING the island life from day one—while offering excellent INCOME POTENTIAL when you’re away.

4307 Gulf Drive Unit 207, Holmes Beach