Location: Holmes Beach , 34217
Do Not Show Listings
215 82ND ST, HOLMES BEACH, FL 34217
$3,900,00041 Days on yellowkey MLS ID: A4695448
Bed: 4 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 2686 Built: 2027 Tax: $9,268 (2025)Community: Holmes Beach 31St Unit AmdSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,268
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: 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 (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
227 S HARBOR DR, HOLMES BEACH, FL 34217
$3,400,000124 Days on yellowkey MLS ID: A4684262
REDUCED by $100,000 (2.9%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3274 Built: 2023 Tax: $45,830 (2024)Community: Sportsmans Harbor RevSingle Family
Taxes:$45,830
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
305 55TH ST, HOLMES BEACH, FL 34217
$4,295,000234 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
Taxes:$6,834
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
$599,000493 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
$599,000594 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.
5200 GULF DR #107, HOLMES BEACH, FL 34217
$699,999165 Days on yellowkey MLS ID: A4680141
REDUCED by $69,001 (9.0%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 1970 Tax: $8,534 (2024)Community: Martinique Apts SouthCondo
Taxes:$8,534
Remarks: Wake up to salt air and sunset skies in this 2 bedroom, 2 bath beachfront condo on the sugar-white sands of Anna Maria/Holmes Beach. Perfectly positioned on the Gulf, this coastal retreat offers effortless island living with direct beach access just steps from your door. Inside, the light-filled layout features an open living and dining area, well-appointed kitchen, and spacious bedrooms designed for comfort after a day in the sun. Not to mention this unit comes with THREE storage units AND a private garage (STORAGE AREAS #45, 46, & 47 AND GARAGE #38). Enjoy morning coffee with Gulf breezes, evening walks along the shoreline, and year-round sunsets that never get old. Whether you’re searching for a full-time residence, a vacation getaway, or an investment opportunity, this condo places you in the heart of one of Florida’s most beloved barrier islands—close to charming shops, local dining, and the laid-back lifestyle Anna Maria Island is known for. Beach life doesn’t get better than this.
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Ryan Sheck (863-581-4005)
512 67TH ST, HOLMES BEACH, FL 34217
$1,850,00058 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)
3601 E BAY DR #102, HOLMES BEACH, FL 34217
$475,000219 Days on yellowkey MLS ID: A4674147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1986 Tax: $6,642 (2024)Community: Sandy Pointe Ph ISpa: NoCondo
Taxes:$6,642
Remarks: Waterfront Sandy Pointe Condominiums. Discover the charm of this secluded community, perfectly situated in one of the most desirable locations on Anna Maria Island. This private unit, positioned at the rear of the complex near the waterfront, offers an ideal blend of comfort and convenience. Featuring two bedrooms with en-suite bathrooms, the layout provides ample space for relaxation and entertaining. Additional highlights include: Two reserved under-building parking spaces, Direct access to the pool, Generous storage area, and Weekly rental availability for investment flexibility. The property is offered turnkey furnished and move-in ready, with a freshly painted interior, a fully equipped kitchen, and an in-unit washer and dryer. Owners can enjoy a pet-friendly policy and benefit from low condominium maintenance fees. Located just steps from Publix, Ace Hardware, and a variety of restaurants and shops, residents also have access to the island trolley with a convenient stop at the front of the complex. Only a few short blocks to the gorgeous beaches of Anna Maria Island and with easy access off the island and proximity to Sarasota and Tampa airports, this well-maintained condo is perfect as a vacation retreat or an income-generating investment. Experience the beauty and tranquility of Anna Maria Island—your beach paradise awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Susie Robinson (941-812-1186)
4909 GULF DR #6B, HOLMES BEACH, FL 34217
$635,000163 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)
307 62ND ST, HOLMES BEACH, FL 34217
$4,200,000130 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)
2811 GULF DR, HOLMES BEACH, FL 34217
$879,00079 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
$3,500,00090 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
$2,295,000290 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
$1,895,000271 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!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
5608 GULF DR #104, HOLMES BEACH, FL 34217
$799,000161 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.
221 85TH ST, HOLMES BEACH, FL 34217
$985,00058 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)
711 MANATEE AVE, HOLMES BEACH, FL 34217
$589,90061 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)
204 29TH ST, HOLMES BEACH, FL 34217
$675,00061 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
$789,900169 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.
Listing Agent: Darcie Duncan (941-779-0304)
5400 GULF DR #32, HOLMES BEACH, FL 34217
$939,000122 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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