Location: Holmes Beach
Do Not Show Listings
680 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,395,00092 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,379
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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 is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
2918 AVENUE E, HOLMES BEACH, FL 34217
$1,690,000415 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
Tax Year: 2024
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
$4,200,000107 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
$1,475,000232 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
Elementary School: Anna Maria Elementary
High School: Manatee High
Middle School: Martha B. King Middle
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
$879,00056 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
$3,500,00067 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
$2,295,000267 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)
505 65TH ST, HOLMES BEACH, FL 34217
$1,895,000248 Days on yellowkey MLS ID: A4668285
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2557 Built: 1973 Tax: $15,872 (2024)Community: Holmes Beach 17Th UnitSingle Family
Taxes:$15,872
Remarks: Seller Financing available! Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathroom home perfectly blending vibrant Art Deco Palm Springs style with tropical serenity, this residence offers an unforgettable island experience. Step into a world of bold colors, terrazzo tiles, sleek lines, and retro glamour and a brand new remodel built by Moss. The open-concept living space flows seamlessly, filled with natural light, vibrant energy, and showcases a floating fireplace designed for both wood or decorative candles, serves as a striking focal point. The gourmet kitchen boasts modern appliances, Eurotech cabinetry, stylish finishes and a pot filler. Perfect for crafting meals to enjoy by the sparkling, private, heated pool. The primary bedroom suite is a true sanctuary, featuring a wet bar with a refrigerator, ample storage, and an elegant lighted alabaster countertop. Enjoy the luxury of a walk-in closet and a fabulous en-suite bath with a soaking tub, double vanities, and a large walk-in shower with direct access to the open-air outdoor shower and pool area. On the opposite side of the home, a spacious second bedroom offers an en-suite bath and sliders leading out to the outdoors. The third bedroom, located just across the hall from a convenient pool bath, includes a washer/dryer and an exterior door, perfect for guests enjoying the pool. Newly constructed with everything from under-house plumbing to the new electric service, insulation, walls, and floors, this home has been designed for the ultimate comfort and convenience. Outside, enjoy tropical landscaping by Lancaster Design, featuring pavers and turf, along with a sandy area. The brand-new Trex deck, with water and electricity, is perfect for relaxing by the canal, and the 10,000 lb. boat lift provides easy access to the water for boating adventures. This home is being sold turnkey furnished, with a custom golf cart and a 2022 Carolina Skiff included!! The canalfront location offers direct water access for kayaking, paddleboarding, or simply enjoying the serene views. Located just minutes from the Gulf beaches, local dining, and vibrant island attractions, this home is a perfect blend of style, comfort, and coastal living!
6300 FLOTILLA DR #74, HOLMES BEACH, FL 34217
$359,900309 Days on yellowkey MLS ID: A4661468
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $35,100 (8.9%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1212 Built: 1973Monthly Fee: $833 Tax: $7,536 (2024)Community: Shell Point Unit IiCondo
Taxes:$7,536
Remarks: Under contract-accepting backup offers. Located in the quaint Shell Point condominium community, this second story end unit offers a rare 3BD/2BA layout filled with potential and ready for your personal touch. Featuring impact windows for peace of mind, this spacious condo invites natural light from multiple exposures, creating a bright and airy feel throughout. A well-designed floor plan provides comfortable living spaces, while the added convenience of a dedicated carport and private storage ensures practicality alongside charm. The community’s amenities include a clubhouse, heated pool, tennis court, shuffleboard and waterside patio with kayak/paddleboard launch area offering opportunities for outdoor enjoyment galore. Pets are allowed along with monthly rentals too. Don’t let this cute little slice of island life slip away and make it yours today!
Listing Agent: Darcie Duncan (941-779-0304)
5608 GULF DR #104, HOLMES BEACH, FL 34217
$799,000138 Days on yellowkey MLS ID: A4679030
REDUCED by $10,500 (1.3%) on 05/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1236 Built: 1981Monthly Fee: $1,150 Tax: $7,710 (2024)Community: Sun Plaza WestSpa: NoCondo
Taxes:$7,710
Remarks: ITS TIME TO Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.
117 81ST ST, HOLMES BEACH, FL 34217
$2,950,000101 Days on yellowkey MLS ID: A4684654
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2040 Built: 1974 Tax: $20,908 (2024)Community: Holmes Beach Dev 1St UnitSpa: YesSingle Family
Taxes:$20,908
Remarks: Welcome to 117 81st Street in Holmes Beach, a custom-designed coastal retreat steps to the beach that has been completely renovated inside and out, offering the perfect blend of modern luxury and effortless island living. This beautifully updated 4-bedroom, 3.5-bath home is being sold turnkey furnished, making it move-in ready or immediately available as a high-performing rental investment. The first-floor open layout is designed for both entertaining and everyday comfort, featuring a spacious living area that flows seamlessly into the gourmet kitchen and dining space. The kitchen is a true centerpiece of the home, showcasing a large island with custom concrete countertops, distinctive range accents, and ample space for gathering. Adjacent to the kitchen, the dining room features a built-in bar with open shelving, creating the perfect setting for hosting guests or enjoying relaxed island evenings. A conveniently located half bath is also situated on the main living level. All four bedrooms are located on the upper level, offering privacy and a well-designed layout for families and guests. The spacious primary suite serves as a relaxing retreat and features a beautifully designed bathroom with an oversized walk-in shower. A fun and functional bunk room with its own en suite bathroom provides the perfect space for kids or visiting guests, while two additional bedrooms share a Jack-and-Jill bathroom, creating a comfortable and efficient layout for larger groups. Step outside to your private backyard oasis featuring a brand-new heated pool and spa, a covered patio with warm wood ceilings, outdoor grill area, multiple lounge spaces, and two inviting fire pits—perfect for entertaining or unwinding after a day at the beach. Additional upgrades include a brand-new metal roof, along with extensive renovations throughout the home that make this property feel completely refreshed and modern. Located just steps from the white sand beaches of Anna Maria Island, the home is also conveniently close to the island’s best restaurants, shops, and local attractions. Whether you’re looking for a high-revenue producing short-term rental, a primary residence, or a private Florida retreat, this exceptional property offers incredible versatility in one of the island’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Matthew Huffman (941-567-9365)
221 85TH ST, HOLMES BEACH, FL 34217
$985,00035 Days on yellowkey MLS ID: A4693773
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1229 Built: 1977 Tax: $12,828 (2025)Community: Holmes Beach 33Rd UnitSingle Family
Taxes:$12,828
Remarks: 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!
Listing Agent: Victoria Bouziane (941-737-9275)
6200 FLOTILLA DR #241, HOLMES BEACH, FL 34217
$725,00035 Days on yellowkey MLS ID: A4693830
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1979 Tax: $3,577 (2025)Community: Westbay Point & Moorings IiiCondo
Taxes:$3,577
Remarks: Under contract-accepting backup offers. Paradise Remains! This lovely ground level, end unit in the highly sought Westbay Point & Moorings Condominium Complex is truly in a dream location. Facing west you will be delighted with nightly sunsets. Tucked into the bayou this unit was left high and dry during our last Hurricane season. Being an end unit with extra windows there is wonderful natural lighting and the unit itself is spacious and bright. There are two enclosed patios (one in the front and one in the back) that have sliders to either open up the area to the lovely breezes or close them for more living space. Just beyond the back sliders there is also a patio area outside for outdoor seating and solitude. The condo is completely tiled throughout and the kitchen has been remodeled with beautiful cabinetry and granite countertops. The bedrooms are split and each has a great deal of space and walk-in closets. If you are looking for a well maintained condo, look no further. This unit has been well taken care of. Unit is partially furnished and some furniture may not match the photos. Located in the heart of Holmes Beach, Westbay Point & Moorings is also a well managed community meticulously kept with great pride. You can bike or walk to many shops and eateries or hop on the trolley to go anywhere on the island. New roof and new A/C 2025. ** New Hurricane Roll Down Shutters have been ordered and will be included in the sale .** All assessments from storm repairs have been paid to date, as will future additional storm assessments, if any. ** Owner will consider financing **
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Lisa Varano (941-730-9060)
711 MANATEE AVE, HOLMES BEACH, FL 34217
$589,90038 Days on yellowkey MLS ID: A4692722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1479 Built: 1977 Tax: $6,011 (2025)Community: Westbay Cove SouthCondo
Taxes:$6,011
Remarks: 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 (941-233-9180)
Listing Agent: Jim Sauter (941-999-8901)
213 75TH ST, HOLMES BEACH, FL 34217
$1,375,000186 Days on yellowkey MLS ID: A4673233
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1602 Built: 1960 Tax: $16,530 (2025)Community: Bay PalmsVilla
Taxes:$16,530
Remarks: It’s a short walk to the beach to enjoy the beautiful water and sunsets and then back to your turnkey furnished vacation home with a pool that offers seating and a table for the cocktail hour. The courtyard also offers a covered, shady patio with a dining table to enjoy the cool breeze through the palm trees. Totally updated floor plan with a great flow! Close to shops and the free trolley. An open floor plan with top of the line amenities throughout. Four, flat screen, “smart” TV’s, one in each bedroom and one in the living room. Wireless internet access. AC system change out 3 Ton 16 SEER 7.5kw heat strip 5/18/2022 Solar Pool Panels 1/17/2019 Pool Heating Options: Electric/Propane/Solar system with new Aquastrong Inverter Swimming Pool Heat Pump and gas heater. Solar Windows and doors are impact resistant (hurricane rated) 2016 Wind Mitigation report on file Great rental history!
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Kathy Caserta (941-704-2023)
4255 GULF DR #229, HOLMES BEACH, FL 34217
$624,000102 Days on yellowkey MLS ID: A4684618
1 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1367 Built: 1981Monthly Fee: $1,040 Tax: $4,347 (2024)Community: Island VillageSpa: NoCondo
Taxes:$4,347
Remarks: Rarely available 3 bedroom, two bath condo in Island Village. Nicely updated, spacious condo is perfectly positioned just across the street from the stunning white sand beaches of Anna Maria Island offering effortless access to the Gulf of Mexico's turquoise waters and spectacular sunsets. Meticulously maintained this condo features impact windows, new AC in 2021, and a new roof in 2025. The interior boasts fresh finishes with crown molding, wood flooring and spacious bedrooms that comfortably accommodate family or guests. Additional features include under-building parking with 2.5 dedicated spaces (plenty of room for vehicles plus a golf cart), plus a private storage shed for bikes, beach gear or seasonal items. The resort-style community has 2 community pools, a tennis court, and pickleball courts for active recreation. Perfect as a primary residence, second home, or vacation getaway in one of Florida's most coveted beach communities. This one checks every box!
Listing is courtesy of: PARADISE PALMS REALTY GROUP (941-300-1394)
Listing Agent: Linda Benedict (941-224-5364)
204 29TH ST, HOLMES BEACH, FL 34217
$675,00038 Days on yellowkey MLS ID: A4693429
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1140 Built: 1959 Tax: $1,591 (2025)Community: IlexhurstSingle Family
Taxes:$1,591
Remarks: 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!
6006 GULF DR #214, HOLMES BEACH, FL 34217
$789,900146 Days on yellowkey MLS ID: A4678332
REDUCED by $105,100 (11.7%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 1980 Tax: $11,060 (2025)Community: Playa EncantadaCondo
Taxes:$11,060
Remarks: Set within the beachfront enclave of Playa Encantada, this beautifully maintained two-bedroom, two-bath residence offers an effortless coastal lifestyle just steps from the sand and the island trolley — placing the area's finest shops, restaurants, and attractions within easy reach. Inside, an open and light-filled layout creates an inviting sense of space. The kitchen is appointed with granite countertops, stainless steel appliances, and generous cabinetry, while the living and dining areas flow seamlessly onto a private balcony overlooking the heated pool — an ideal setting to take in the Gulf breezes and glimpses of the water beyond. Both bedrooms are generously sized, with the primary suite featuring a private en-suite bath. Residents enjoy a thoughtful collection of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. A flexible two-week minimum rental policy further enhances its appeal, offering an exceptional opportunity as a seasonal retreat or income-producing investment.
3604 GULF DR #A and B, HOLMES BEACH, FL 34217
$1,399,000147 Days on yellowkey MLS ID: A4679453
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1500 Built: 1968 Tax: $14,985 (2024)Community: CasanasSpa: YesApartment
Taxes:$14,985
Remarks: OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Johnny Hopper, Pa (941-524-1706)
5400 GULF DR #32, HOLMES BEACH, FL 34217
$939,00099 Days on yellowkey MLS ID: N6143360
REDUCED by $36,595 (3.8%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 1969 Tax: $1,588 (2025)Community: 5400 Gulf Drive Apts 2Condo
Taxes:$1,588
Remarks: BEACHFRONT PROPERTY…...…..... OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED………FULLY RENOVATED…….IMPACT WINDOWS…….........BREATHTAKING OCEAN AND BEACH VIEWS……….HOA PAYS EVERYTHING BUT ELECTRIC……………. Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence stands out as one of the most desirable—MERE STEPS FROM THE SAND, overlooking the Gulf, and located in a building that has never flooded. With only 44 residences in the entire community and fewer than a dozen offering water views like this, opportunities here are incredibly limited. From the moment you step into the living room, your eyes are drawn to the sparkling blue water of the Gulf, reminding you that the beach is not just nearby… it’s part of your everyday life. Walk outside and within moments your feet are in the sand, or spend the afternoon relaxing beside the beautiful community pool just steps from your door. The community itself reflects a level of pride that is immediately noticeable, with beautifully maintained tropical landscaping and grounds that create a true island retreat the moment you arrive. Inside, the home has been fully renovated with thoughtful custom design and a bright open-concept layout, creating a space that feels both refined and relaxed. A custom kitchen anchors the living area, complemented by high-end finishes, California Closets custom storage, and impact windows throughout that bring in natural light while offering protection and efficiency. Being sold fully furnished, the next owner can simply arrive with a suitcase and immediately begin living the island dream—sunrise walks along the Gulf, evenings watching the sunset paint the water, and weekends filled with friends, family, and ocean breezes. With the HOA covering nearly everything except electricity, ownership here is refreshingly simple. Combined with the rare availability in this community and the possibility of seller financing, this is more than just a condo—it’s an opportunity to own a piece of Holmes Beach paradise that very few ever get the chance to call their own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Garrett Sedlacek (913-461-6882)
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