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Manatee High - A4693681 - 532 70TH ST, HOLMES BEACH, FL 34217 5 Days on yellowkey
$4,200,000 | Single Family Home | 5 beds | 5.0 baths | 2 gar
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.
Listing is courtesy of: RE/MAX ALLIANCE GROUP
Manatee High - A4695664 - 5400 GULF DR #18, HOLMES BEACH, FL 34217 6 Days on yellowkey
$675,000 | Condo | 1 beds | 1.0 baths | 1 car
One or more photo(s) has been virtually staged. 1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER
Manatee High - A4693940 - 120 52ND ST, HOLMES BEACH, FL 34217 6 Days on yellowkey SHORT SALE
$760,000 | Half Duplex | 2 beds | 1.5 baths
Short Sale. Live a life you don't need a vacation from in this beautifully updated, turnkey-furnished beach villa just STEPS from the sugar-sand beaches of the Gulf. Located on the desirable west side of Holmes Beach, this charming 2-bedroom, 1.5-bath townhouse offers approximately 1,050 sq ft of coastal living with no major roads to cross on your way to the beach. Recently renovated, this home features a stunning new kitchen completed in 2025 with custom cabinetry, granite countertops, and state-of-the-art stainless-steel appliances. Fresh interior paint, new tile flooring throughout, and hardwood stairs create a clean, modern feel with no carpeting to maintain. Additional updates include a NEW ROOF IN 2024 & an A/C SYSTEM INSTALLED IN 2020. Enjoy your morning coffee in the inviting front seating area or unwind in the private fenced courtyard, perfect for grilling, entertaining, or relaxing after a day at the beach. With no condo fees, excellent rental potential, and a prime location just moments from shopping, dining, and everything Holmes Beach has to offer, this property presents an exceptional opportunity as a vacation getaway, investment property, or year-round residence. *** SELLER offering $10,000 credit towards closing costs on an agreed upon contract.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA
Manatee High - TB8509893 - 201 N HARBOR DR, HOLMES BEACH, FL 34217 6 Days on yellowkey
$4,500,000 | Single Family Home | 5 beds | 4.0 baths | 4 gar
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. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. A pool package is in permitting, allowing the next owner to create a custom outdoor living space without navigating the island's permitting process from the beginning. 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. 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. Note: Pool is AI generated and is not present on the property, however permit is in final stages and pool is included in the price.
Listing is courtesy of: COLDWELL BANKER REALTY
Manatee High - A4695724 - 2811 AVENUE C, HOLMES BEACH, FL 34217 6 Days on yellowkey
$1,099,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Your PERFECT BEACH HOUSE Awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an airy open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. Across the hall the 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!
Manatee High - A4695448 - 215 82ND ST, HOLMES BEACH, FL 34217 8 Days on yellowkey
$3,900,000 | Single Family Home | 4 beds | 6.5 baths | 2 gar
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST
Manatee High - TB8512567 - 727 KEY ROYALE DR, HOLMES BEACH, FL 34217 11 Days on yellowkey
$16,000 | Single Family Home | 5 beds | 5.0 baths | 2 gar
Experience luxury island living in this fully furnished waterfront estate located in the exclusive North Point Harbor community of Holmes Beach on the highly sought-after northern end of Anna Maria Island. Offering approximately 3,640 square feet, this impeccably maintained custom home features 5 bedrooms, a versatile bonus room, and 6 bathrooms (4 full, 2 half), perfectly designed for comfortable coastal living, entertaining, or an extended island retreat. Enjoy breathtaking panoramic water views from two expansive balconies, along with an open-concept layout featuring elegant vinyl wood and tile flooring throughout the main living spaces. The chef-inspired kitchen flows seamlessly into the spacious living and dining areas, while the screened lanai and private pool create the perfect setting to relax and enjoy the Florida lifestyle. For boating enthusiasts, the private dock and dedicated boat slip provide direct deep-water, no-bridge access to both the Gulf of Mexico and Tampa Bay, with quick access to the renowned fishing waters near Egmont Key. Whether bringing your yacht, sportfishing boat, or simply enjoying sunset cruises, this property offers an exceptional waterfront experience. Located in the peaceful Key Royale area, residents enjoy a quiet golf-cart-friendly community with nearby Gulf beaches, boutique shopping, dining along Pine Avenue and Gulf Drive, private tennis courts, and access to the nearby Key Royale Club. North Point Harbor is known for its beautifully maintained surroundings and prime island location. This fully furnished residence is move-in ready and offers the perfect opportunity for luxury coastal living on Anna Maria Island. Conveniently located within easy reach of Sarasota and St. Petersburg, this exceptional property combines resort-style comfort, refined craftsmanship, and the relaxed charm of Old Florida living.
Listing is courtesy of: REAL BROKER, LLC
Manatee High - L4962247 - 522 68TH ST, HOLMES BEACH, FL 34217 12 Days on yellowkey
$3,195,000 | Single Family Home | 4 beds | 3.5 baths | 1 gar
Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA
Manatee High - TB8512426 - 727 KEY ROYALE DR, HOLMES BEACH, FL 34217 12 Days on yellowkey
$3,750,000 | Single Family Home | 5 beds | 5.0 baths | 2 gar
Experience elevated coastal living in the exclusive North Point Harbor community of Holmes Beach, located on the highly desirable northern end of Anna Maria Island. This impeccably maintained custom waterfront estate spans approximately 3,640 square feet and offers direct deep-water access to both the Gulf of Mexico and Tampa Bay from the peaceful shores of Key Royale. Designed with both luxury and functionality in mind, the home features 5 bedrooms, a versatile bonus room, and 6 bathrooms (4 full and 2 half), showcasing timeless craftsmanship and a spacious, thoughtfully designed layout. Built for lasting quality and refined coastal style, the residence features a durable metal roof, elegant vinyl wood and tile flooring throughout the open living spaces, and two expansive balconies perfectly positioned to capture stunning panoramic water views from nearly every angle. Seller financing may be available, subject to terms. For boating enthusiasts, the private dock and dedicated boat slip offer effortless, no-bridge access to open Gulf waters and the renowned fishing grounds surrounding Egmont Key — ideal for accommodating a yacht or sportfishing vessel. Beyond the home itself, enjoy the unmatched lifestyle of Anna Maria Island, celebrated for its charming “Old Florida” atmosphere and strict building limitations that preserve breathtaking views and laid-back island character. This golf-cart-friendly community offers easy access to pristine Gulf beaches, boutique shopping, and exceptional dining along Pine Avenue and Gulf Drive. Key Royale is especially sought after for its quiet, tucked-away setting, private golf club, and serene waterfront surroundings, while North Point Harbor residents also enjoy beautifully maintained grounds and private tennis courts. Conveniently located just a short drive or boat ride from both Sarasota and St. Petersburg, this property offers the perfect balance of peaceful island living and access to vibrant cultural destinations. Meticulously cared for with no flood damage history, the home is truly move-in ready and maintained to exceptional standards. Whether entertaining from the chef-inspired kitchen, relaxing on the screened lanai overlooking the pool, or setting out for a sunset cruise from your private dock, this extraordinary property delivers the ultimate blend of coastal sophistication, resort-style comfort, and enduring quality. From its resilient construction to its artisan finishes, every detail has been carefully curated to create a premier waterfront retreat in one of Florida’s most coveted island destinations. Embrace the Anna Maria Island lifestyle — where every sunset feels unforgettable and the water is always just steps away.
Manatee High - A4694348 - 324 64TH ST, HOLMES BEACH, FL 34217 14 Days on yellowkey
$1,100,000 | Single Family Home | 3 beds | 2.0 baths
The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!
Listing is courtesy of: DUNCAN REAL ESTATE, INC.
Manatee High - A4694272 - 262 S HARBOR DR, HOLMES BEACH, FL 34217 19 Days on yellowkey
$1,224,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Beautifully modernized and well-maintained 3-bedroom, 2-bath home in the heart of Holmes Beach blending coastal charm with contemporary style. This move-in ready property features porcelain tile flooring throughout, an updated kitchen with oversized light and bright cabinetry, stone countertops, glass tile backsplash, built-in wine cooler, and an impressive 8-person dining island designed for entertaining. Additional upgrades include AC replaced in 2022, a standing seam metal roof, LED hallway lighting and rechargeable remote blinds throughout. The renovated bathrooms boast floating vanities and frameless glass shower doors for a clean, spa-like feel. The main-level storage area features epoxy flooring, while the maintenance-free deck and low-maintenance zeroscape yard (with room for a pool) make island living easy. S Harbor Drive residents also enjoy exclusive access to the private Sportsman Harbor Boat Ramp boat ramp with no HOA fees. Ideally located near the beaches, dining, and shopping of Anna Maria Island, this property is perfect as a full-time residence, vacation home, or investment opportunity
Listing is courtesy of: SATO REAL ESTATE INC.
Manatee High - A4693685 - 6401 MARINA DR, HOLMES BEACH, FL 34217 20 Days on yellowkey
$2,390,000 | Single Family Home | 3 beds | 3.5 baths
Welcome to an extraordinary waterfront retreat on beautiful Anna Maria Island featuring over 100 feet of deep-water canal frontage, private dockage, direct Gulf access with no bridges, and the rare advantage of weekly rentals allowed, making it an exceptional investment opportunity. Fully reimagined by Eason Builder Group, this stunning 3-bedroom, 3.5-bath coastal residence blends elevated luxury craftsmanship with effortless island living — offering exceptional boating access, resort-style outdoor spaces, walkability to the beach, and outstanding income-producing potential. From the moment you arrive, lush tropical landscaping and timeless coastal architecture create an immediate sense of relaxed sophistication. Inside, every detail has been thoughtfully curated with custom millwork, wood coffered ceilings, wide-plank flooring, designer lighting, layered textures, upscale furnishings, and beautifully integrated indoor-outdoor living spaces. The open-concept floor plan centers around a spectacular chef’s kitchen featuring premium appliances, quartz countertops, custom cabinetry, designer tilework, statement pendants, and a handcrafted wood-accent range hood. Each bedroom feels like a private boutique retreat, including a custom-designed bunk room ideal for hosting guests and maximizing luxury vacation rental appeal. Spa-inspired bathrooms showcase elevated tile selections, custom vanities, and refined coastal finishes throughout. Outside, the home transforms into a true private island resort with a spectacular pool and spa, expansive sun deck, tropical landscaping, multiple lounge areas, outdoor dining spaces, and a fully equipped summer kitchen designed for unforgettable entertaining. For boating enthusiasts, the private dock provides effortless access for boats, paddleboards, kayaks, and jet skis — perfect for exploring nearby sandbars, waterfront restaurants, and the turquoise Gulf waters. Located moments from Anna Maria Island’s famous white sand beaches, Pine Avenue boutiques, cafés, and waterfront dining, this exceptional furnished property is perfectly suited as a luxury primary residence, island getaway, or high-performing vacation rental investment offering the ultimate island lifestyle.
Manatee High - A4693899 - 117 51ST ST, HOLMES BEACH, FL 34217 21 Days on yellowkey
$1,699,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury.
Listing is courtesy of: PREFERRED SHORE LLC
Manatee High - A4693831 - 3607 E BAY DR #206, HOLMES BEACH, FL 34217 23 Days on yellowkey
$2,695 Reduced | Condo | 2 beds | 2.0 baths | 1 car
UNFURNISHED ANNUAL LEASE, OR FURNISHINGS OPTIONAL!! Don't miss this opportunity to LIVE 2 1/2 Blocks to Holmes Beach & be close to many of Manatee County's beautiful beaches, including Anna Maria. Spacious and bright 2 bedroom, 2 bath condo with Water Views. This amazing unit features a carport and two storage areas. Updated Kitchen & Baths, Vinyl Plank floors, and lovely furnishings OR RENT IT UNFURNISHED! Relax and enjoy the Gulf, Preserve & Intercoastal views from the screened balcony. High Ceilings, Granite counters, Stacking full size washer & dryer in the Kitchen, plus Pantry closet. The Primary Bedroom features a Queen size bed, Walk in closet, and Ensuite bathroom. The second bedroom has twin beds and a large closet. The living room and dining room have views across mangroves to Intracoastal Waterway. Carport is deep with extra storage for beach chairs, bicycles, and more. The community has a Heated Saltwater Pool. Publix shopping center & Trolley stop right across the street to all of the beaches & restaurants. No Pets allowed.
Manatee High - A4693792 - 512 67TH ST, HOLMES BEACH, FL 34217 25 Days on yellowkey
$1,850,000 | Single Family Home | 3 beds | 3.0 baths | 1 gar
This oversized lot features an expansive seawall, a brand-new dock, and a 16,000-pound boat lift, offering endless possibilities to build your custom dream home or renovate the existing residence to fit your lifestyle. Enjoy the outdoor Florida lifestyle with a large built-in pool and spa, complete with a new heater. Situated on one of the widest canals in Holmes Beach, this property provides easy boating access through Bimini Bay and directly out to the open waters of the Bay. A rare waterfront gem that truly must be seen to be appreciated!
Manatee High - A4693773 - 221 85TH ST, HOLMES BEACH, FL 34217 25 Days on yellowkey
$985,000 | Single Family Home | 2 beds | 2.0 baths
Discover the best of island living in beautiful Holmes Beach! Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. New roof installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!
Manatee High - A4693561 - 6500 FLOTILLA DR #187, HOLMES BEACH, FL 34217 26 Days on yellowkey
$550,000 Reduced | Condo | 2 beds | 2.0 baths
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 a private beach area perfect for launching kayaks and enjoying the coastal lifestyle. 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. 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!
Manatee High - A4693429 - 204 29TH ST, HOLMES BEACH, FL 34217 28 Days on yellowkey
$675,000 | Single Family Home | 2 beds | 1.0 baths | 1 gar
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!
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE
Manatee High - A4692722 - 711 MANATEE AVE, HOLMES BEACH, FL 34217 28 Days on yellowkey
$589,900 | Condo | 2 beds | 2.0 baths
Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle.
Listing is courtesy of: SAUTER BY THE WATER
Manatee High - TB8506585 - 8106 GULF DR, HOLMES BEACH, FL 34217 32 Days on yellowkey
$1,449,000 Reduced | Apartment | 4 beds | 4 car
One or more photo(s) has been virtually staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features 2 bedroom/2 bathroom and has been thoughtfully updated with coastal-inspired style, featuring newer appliances, updated furnishings and comfortable mattresses your guests will rave about, and they already do, with excellent reviews in place. Enjoy peace of mind knowing this home had a prelisting inspection, noting a solid metal roof & A/C system as well as hurricane-impact windows and sliding doors (just 4 years old). Step outside and soak in the island lifestyle. Both units offer private balconies with Adirondack chairs, perfect for morning coffee or sunset breezes. The fully fenced yard (just 6 months old) provides space to add a pool, while the grill in the side yard invites gatherings for relaxed coastal evenings. After a day at the beach, rinse off in the outdoor shower and store your gear in the owner’s storage room. Each unit is equipped with its own laundry/utility room complete with washer and dryer plus golf cart plug-ins for added convenience. The property also includes 2 kayaks, a paddleboard, and bikes, making it easy to enjoy everything the island has to offer. For water lovers, the bonus doesn’t stop there! This property includes a DEEDED BOAT SLIP nearby, giving you quick access to the water anytime you please! "The Launch Pad" is perfect for kayaks, which are included with the property. Bring your imagination for a future dock/boat slip. Built for durability and security, the home is elevated and equipped with flood systems and was regularly maintained for pest and rodent control for added confidence. Located just one street from the Anna Maria City limits, this property allows for weekly rentals, maximizing income potential. Whether you choose to live in one unit and rent the other or lease both for strong returns, this duplex offers flexibility and exceptional value in a prime coastal location. Ideal as a personal getaway, full-time residence or high-performing investment! Follow your nose to the salt air and chase the gorgeous sunset. This is your chance to own a slice of paradise with built-in income potential. No shoes required!
Listing is courtesy of: FLORIDA EXECUTIVE REALTY
Manatee High - A4692284 - 307 68TH, HOLMES BEACH, FL 34217 33 Days on yellowkey
$1,475,000 Reduced | Single Family Home | 3 beds | 2.5 baths | 2 gar
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!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC
Manatee High - A4692250 - 617 DUNDEE LN, HOLMES BEACH, FL 34217 38 Days on yellowkey
$2,175,000 | Single Family Home | 3 beds | 3.0 baths | 2 gar
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.
Listing is courtesy of: COMPASS FLORIDA LLC
Manatee High - A4691396 - 4307 GULF DR #207, HOLMES BEACH, FL 34217 39 Days on yellowkey
$529,000 | Condo | 2 beds | 2.0 baths | 1 car
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.
Listing is courtesy of: BRIGHT REALTY
Manatee High - A4691983 - 6500 FLOTILLA DR #212, HOLMES BEACH, FL 34217 39 Days on yellowkey
$549,000 | Condo | 2 beds | 2.0 baths
Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop.
Manatee High - A4691893 - 501 68TH ST, HOLMES BEACH, FL 34217 40 Days on yellowkey
$2,790,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to 501 68th Street, located in the heart of Holmes Beach on beautiful Anna Maria Island. This exceptional waterfront home on the Grand Canal offers the ultimate island lifestyle—boating, sunshine, and world-class beaches just moments away. This 4-bedroom, 3-bath coastal retreat features deep water access to Tampa Bay and the Gulf of Mexico and is offered furnished with a few exceptions. Southern exposure and lush landscaping create a private tropical setting with a mango tree and fenced backyard. Designed for resort-style living, enjoy a heated pool, oversized spa, and 12x60 dock with 20,000 lb lift. Extensive 2021 upgrades include a new roof, impact windows and sliders, and updated dock and pilings. Inside, white oak hardwood-look plank tile flows throughout. Two walls of impact sliders open to the water, while the family room offers a custom bar and vaulted tongue-and-groove ceilings. The chef’s kitchen is sure to please with quartz countertops, custom built-ins with appliance garages, a large island, and high-end appliances including a Fisher & Paykel stove and Bosch refrigerator. The layout includes two guest bedrooms, a hidden laundry room, and a private primary suite with walk-in closet, water closet, and sliders to a secluded turf area by the pool. A flexible den serves as a fourth bedroom or guest space. Enjoy the covered lanai overlooking the Grand Canal, pre-plumbed and wired for a future outdoor kitchen—perfect for entertaining. Additional highlights include a 2025-installed 26KW whole-house generator with a 500-gallon propane tank, oversized garage, carport, and ample parking. A rare opportunity to own a deep canal waterfront home in one of Anna Maria Island’s most desirable boating locations.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC
Manatee High - TB8500298 - 8106 GULF DR #A&B, HOLMES BEACH, FL 34217 42 Days on yellowkey
$1,449,000 Reduced | Single Family Home | 4 beds | 4.0 baths | 4 car
Manatee High - A4690829 - 2905 AVENUE C, HOLMES BEACH, FL 34217 48 Days on yellowkey
$1,095,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only.
Manatee High - A4688761 - 518 58TH ST, HOLMES BEACH, FL 34217 57 Days on yellowkey
$3,500,000 | Single Family Home | 4 beds | 5.0 baths | 2 gar
One or more photo(s) has been virtually staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY