Location: Holmes Beach
Do Not Show Listings
305 55TH ST, HOLMES BEACH, FL 34217
$4,295,000206 Days on yellowkey MLS ID: A4672370
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3010 Built: 2024 Tax: $6,834 (2024)Community: Holmes Beach 11Th UnitSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,834
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to "Black Pearl"! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm. The light-filled great room showcases designer furnishings, premium finishes, and expansive living and dining spaces. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom wood cabinetry, Dacor high end appliances, large island and wet bar with ice maker just off the dining room. Four spacious bedrooms and bathrooms provide privacy and luxury for residents and guests alike. An elevator services every level from the outside pool area all the way up to the roof top deck complete with firepit, enhancing ease of living. Step outside to your private resort-style sanctuary complete with a heated pool, spa, and lush tropical landscaping with turf. Multiple covered balconies and outdoor living areas create inviting spaces for relaxation or elevated entertaining. Offered fully furnished, this residence embodies turnkey luxury on Anna Maria Island. A rare opportunity to own a newly constructed coastal retreat in one of Holmes Beach’s most desirable locations on a dead end street. The home is barely lived in and is just being started as a weekly rental the end of November which will become a superb investment property or make it your very own. Do not miss out on this amazing property! Schedule your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sean Sabbia (813-748-8701)
15 SEASIDE CT, HOLMES BEACH, FL 34217
$599,000465 Days on yellowkey MLS ID: A4642333
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1963Monthly Fee: $150 Tax: $7,635 (2024)Community: Seaside Gardens RepSingle Family
Taxes:$7,635
Remarks: Waterfront opportunity awaits on Anna Maria Island! Discover the potential to craft your ideal coastal retreat in the evolving Seaside Gardens community of Holmes Beach. With direct, no-bridge access to the Gulf, this property is perfectly suited for boating enthusiasts, offering generous dock space and a 2020 seawall backed by a transferable 60-year warranty. Located just a short half-mile from the island’s renowned sugar-sand beaches, you can enjoy sun-filled days and peaceful mornings watching the sunrise over the water. Nearby, you’ll find the best of island living—local restaurants, lively gathering spots, coffee shops, and a marina—all just minutes away. Outdoor amenities, including tennis, pickleball, and basketball courts, along with a convenient boat launch, are right around the corner. Whether you envision building a custom waterfront home overlooking Watson’s Bayou or enhancing the existing structure to unlock its full value, the possibilities here are wide open. With strong short-term rental appeal in a highly desirable location, this is a rare chance to secure your place in paradise.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Shandra Holbrook (502-905-8528)
23 SEASIDE CT, HOLMES BEACH, FL 34217
$599,000566 Days on yellowkey MLS ID: A4629905
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1963Monthly Fee: $150 Tax: $9,252 (2023)Community: Seaside Gardens RepSingle Family
Taxes:$9,252
Tax Year: 2023
Remarks: 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.
117 51ST ST, HOLMES BEACH, FL 34217
$1,699,00026 Days on yellowkey MLS ID: A4693899
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1536 Built: 1997 Tax: $10,453 (2025)Community: 123 51St StreetSpa: YesSingle Family
Taxes:$10,453
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: 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 (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
5803 IMPERIORE AVE, HOLMES BEACH, FL 34217
$1,150,000197 Days on yellowkey MLS ID: A4673548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1969 Tax: $13,135 (2024)Community: Neptunes GardensSpa: YesSingle Family
Taxes:$13,135
Remarks: 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!
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
503 BAYVIEW DR, HOLMES BEACH, FL 34217
$899,000144 Days on yellowkey MLS ID: A4676121
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1960 Tax: $4,973 (2025)Community: Sunrise Park RepSingle Family
Taxes:$4,973
Remarks: One or more photo(s) has been virtually staged. Reduced, ACT FAST! Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet, thoughtfully designed with open living space combining the kitchen and living room areas. Located on a quiet cul-de-sac, this home sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with a subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. The expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options this island has to offer, from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Possible owner financing.
Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)
Listing Agent: Raymond Nesci (941-468-1608)
522 68TH ST, HOLMES BEACH, FL 34217
$3,195,00017 Days on yellowkey MLS ID: L4962247
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2409 Built: 1969 Tax: $20,981 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$20,981
Remarks: 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 (863-224-6857)
Listing Agent: Tina Ford (863-581-2443)
727 KEY ROYALE DR, HOLMES BEACH, FL 34217
$3,750,00017 Days on yellowkey MLS ID: TB8512426
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 1988Monthly Fee: $150 Tax: $46,302 (2025)Community: North Point Harbour Unit ThreeSingle Family
Taxes:$46,302
Remarks: 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.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Robert Johnson (813-364-2250)
3016 GULF DR, HOLMES BEACH, FL 34217
$1,085,000149 Days on yellowkey MLS ID: A4678032
REDUCED by $10,000 (0.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1976 Tax: $13,332 (2024)Community: IlexhurstSpa: YesSingle Family
Taxes:$13,332
Remarks: Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $125k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Amanda Cornett (941-807-2811)
512 67TH ST, HOLMES BEACH, FL 34217
$1,850,00030 Days on yellowkey MLS ID: A4693792
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1737 Built: 1972 Tax: $18,412 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$18,412
Remarks: 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!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
7005 HOLMES BLVD, HOLMES BEACH, FL 34217
$1,625,00025 Days on yellowkey MLS ID: A4694050
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 2006 Tax: $19,695 (2025)Community: Island ViewsSingle Family
Taxes:$19,695
Remarks: Under contract-accepting backup offers. Recently updated four-bedroom, three-bathroom home nestled in the middle of Anna Maria Island. This elevated Key West-style home is only a block and a half from the world-famous beaches of AMI, and the free island trolley stops only a block away from your front door. "White Sands Beach House" offers an open floor plan with plenty of space for family and friends to gather. The layout on the main level combines the living room, dining room and kitchen together for a perfect place for everyone to congregate. French doors off the main living area open onto a screened balcony to enjoy those island sunsets and breezes! Two of the four bedrooms feature ensuite bathrooms, and the master bedroom has its own screened balcony. The private elevator services all three floors so climbing stairs isn't necessary! The backyard is a tropical oasis with a beautiful heated pool, covered lanai, outdoor shower and mature landscaping. The pool area also has its own Mosquito Mist System so you can enjoy the warm island weather without mosquitos or other insects. The oversized two car garage has ample storage for all your beach toys, a pool table and even a golf cart. This unique island property would make an excellent full-time residence, or continue to benefit from the home's excellent rental history. Make an appointment for your private showing today.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
262 S HARBOR DR, HOLMES BEACH, FL 34217
$1,224,00024 Days on yellowkey MLS ID: A4694272
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1992 Tax: $5,458 (2025)Community: Sportsmans Harbor RevSingle Family
Taxes:$5,458
Remarks: 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. (941-778-7200)
Listing Agent: Jessica Batten (941-962-3380)
4909 GULF DR #6B, HOLMES BEACH, FL 34217
$635,000135 Days on yellowkey MLS ID: TB8470442
REDUCED by $4,000 (0.6%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 862 Built: 1987 Tax: $4,255 (2025)Community: Not In A SubdivisionSingle Family
Taxes:$4,255
Remarks: Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Justin Vitalo (904-347-8102)
680 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,395,00087 Days on yellowkey MLS ID: A4686733
REDUCED by $100,000 (4.0%) on 04/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2000 Built: 1972 Tax: $12,379 (2025)Community: Key Royale 15Th AddSpa: YesSingle Family
Taxes:$12,379
Remarks: Stunning Fully Remodeled Canal-Front Oasis in Prestigious Key Royale! Welcome to your slice of paradise, a beautifully reimagined 3-bedroom, 3-bathroom waterfront retreat on exclusive Anna Maria Island. This coastal gem has undergone a complete remodel, blending contemporary luxury with relaxed island living in the sought-after Key Royale community, home to the island’s only private golf course and just moments from pristine Gulf beaches. Step inside to discover an open, light-filled floor plan with high-end finishes throughout: sleek new kitchens with premium appliances, elegant quartz countertops, and custom cabinetry; spa-like bathrooms featuring designer fixtures and walk-in showers; and spacious bedrooms offering serene comfort. Every detail has been thoughtfully updated for effortless Florida living. Outside, your private backyard paradise awaits – a sparkling heated pool and spa with a chiller for year-round enjoyment, perfect for cooling off on warm summer days or soaking under the stars. The expansive lanai provides ample space for outdoor dining, lounging, and entertaining while overlooking the serene canal. Boaters will love the direct canal access with a 12,000 lb boat lift and private dock with electric– ideal for quick runs to the Gulf, fishing, or exploring the Intracoastal waterways. No bridges to the bay means easy outings! Located in the heart of Holmes Beach on Anna Maria Island, you’re just minutes from world-class white-sand beaches, charming restaurants, boutique shops, and the laid-back vibe that makes this area a top vacation and year-round destination. Schedule your private showing today!
Listing Agent: Jason Sato (941-778-7200)
2918 AVENUE E, HOLMES BEACH, FL 34217
$1,690,000410 Days on yellowkey MLS ID: A4650561
REDUCED by $110,000 (6.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2262 Built: 1997 Tax: $6,613 (2024)Community: IlexhurstSingle Family
Taxes:$6,613
Remarks: One or more photo(s) has been virtually staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. One or more photo(s) has been virtually staged.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Sherry Flathman (941-592-3433)
307 62ND ST, HOLMES BEACH, FL 34217
$4,200,000102 Days on yellowkey MLS ID: TB8482085
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2950 Built: 1962 Tax: $7,618 (2024)Community: Holmes Beach 17Th UnitSingle Family
Taxes:$7,618
Remarks: Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.
Listing is courtesy of: FIDICITY REALTY INC (772-678-8158)
Listing Agent: Luke Renfro Skinner (813-505-4413)
4003 5TH AVE, HOLMES BEACH, FL 34217
$1,475,000227 Days on yellowkey MLS ID: A4669926
REDUCED by $20,000 (1.3%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2003 Tax: $22,346 (2024)Community: CasanasSingle Family
Taxes:$22,346
Remarks: Mediterranean-inspired coastal luxury just one block from the Gulf—this fully furnished, elevated single-family villa, “Island Oasis,” offers no HOA, complete privacy, and proven storm resilience with no damage to upper living areas. Solid construction, turnkey condition, and major system updates provide immediate peace of mind, especially with income projections between 153-193k annually, for those interested in renting. This exceptional Anna Maria Island retreat comfortably accommodates 8+ guests, featuring two king suites, a third bedroom suite with two queen beds, and additional sleeping space in the great room—ideal for personal use, multigenerational living, or income-producing potential. Recent upgrades include new roof (2024), refrigerator (2024), dishwasher (2025), washer/dryer (2024), AC units (2020 & 2017), and water heaters (2025 & 2019), along with a resurfaced pool with new coping, pavers, heater, and pump. Inside, the home showcases light-filled interiors, soaring ceilings, crown molding, and natural wood accents, blending refined coastal design with relaxed island comfort. The open-concept kitchen features wood cabinetry, tile backsplash, an eat-at island, and newer stainless appliances, flowing seamlessly into the main living and dining areas. Glass sliders open to a front piazza and private pool courtyard, creating effortless indoor-outdoor living. The primary suite offers a private balcony and a spa-style bath complete with a clawfoot soaking tub and walk-in shower, delivering a true owner’s retreat. Above it all, a rooftop terrace captures 360° sunrise and sunset views, with peek-a-boo Gulf and Bay views, setting the stage for unforgettable evenings in the delightful island breeze. Step outside and experience the Florida lifestyle—sun-drenched pool days, shaded terraces, and lush tropical landscaping create a private oasis just moments from the beach. A short walk leads you to the soft white sands of the Gulf, while nearby favorites like Skinny’s, Manatee Beach, Pine Avenue, boutique shopping, waterfront dining, and the free island trolley make island living effortless. Elevated, meticulously maintained, and offered fully furnished, this is a rare opportunity to own a resilient, income-capable coastal home in one of Florida’s most sought-after destinations. Anna Maria Island living at its finest—sun, sand, and effortless coastal luxury await.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jo-Lee Mansfield (843-303-7463)
2811 GULF DR, HOLMES BEACH, FL 34217
$879,00051 Days on yellowkey MLS ID: A4691196
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1014 Built: 1979 Tax: $12,637 (2025)Community: IlexhurstSingle Family
Taxes:$12,637
Remarks: Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Joey Hutchinson (941-518-5585)
518 58TH ST, HOLMES BEACH, FL 34217
$3,500,00062 Days on yellowkey MLS ID: A4688761
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3278 Built: 1962 Tax: $22,652 (2025)Community: Holmes Beach 14Th UnitSpa: NoSingle Family
Taxes:$22,652
Remarks: 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 (941-383-2500)
Listing Agent: Laurie Mock (941-232-3665)
624 DUNDEE LN, HOLMES BEACH, FL 34217
$2,295,000262 Days on yellowkey MLS ID: A4665745
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1799 Built: 1967 Tax: $21,626 (2024)Community: Key Royale 9Th AddSpa: NoSingle Family
Taxes:$21,626
Remarks: Welcome to Southern Exposure! One of the best things about coming to sunny Florida from the cold North is a home with Southern Exposure so you can bask in the sun by this amazing pool all day long! Tranquil, private waterfront sanctuary — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you, while thoughtful attention to detail is evident in every room. Outdoors, a perfectly scaled heated pool and generous sun terraces are complemented by covered lounge space for sophisticated alfresco living and dining. A fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddleboarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or coffee on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio.
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
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