Location: Holmes Beach , 34217
Do Not Show Listings
529 77TH ST, HOLMES BEACH, FL 34217
$5,795,00063 Days on yellowkey MLS ID: A4680377
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 5300 Built: 2012Community: Holmes Beach 31St Unit AmdSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
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Middle School: None
Remarks: Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning hardwood and travertine flooring. The open floor plan seamlessly connects to an eat-in kitchen, boasting a large central island, double oven, butler’s pantry, and granite surfaces, making it a chef’s paradise. For more formal gatherings, the separate dining room sets the perfect scene. An office or den is conveniently located on the main level, offering a quiet retreat for work or relaxation. Two additional bedrooms share a spacious bathroom complete with a walk-in shower, ensuring comfort for family or guests. Outdoors, the multiple living areas provide serene views of the canal and Bimini Bay, with direct access to the Intracoastal waterway. The lavish outdoor amenities include a saltwater pool with a sun shelf and spa, and a 70-foot dock equipped with a 13,000-pound boat lift, perfect for boating enthusiasts. Entertain in style on the expansive covered lanai, featuring an outdoor kitchen and ample space for gatherings. Additional features such as plantation shutters, a state-of-the-art security system, oversized closets, and a 3-plus car garage enhance the allure of this property. Don’t miss your chance to own this stunning waterfront retreat. Call today for your private viewing and step into a lifestyle of unparalleled luxury.
Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)
Listing Agent: Gregg Bayer (941-799-9096)
6300 FLOTILLA DR #105, HOLMES BEACH, FL 34217
$410,000185 Days on yellowkey MLS ID: A4668176
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1023 Built: 1976Community: Shell Point Unit IvCondo
Remarks: PRICE IMPROVEMENT! Watch dolphins play in Watson's Bayou. Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This NEWLY RENOVATED GROUND FLOOR unit has luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint…all ready for your furniture and finishing touch. The utility/craft room has served as an art studio for the past two owners, or you can add a washer and dryer according to your preference. Close to restaurants and the beach for an amazing seasonal or year-round experience. Come see the view!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Stephen Arters (941-876-8886)
212 85TH ST, HOLMES BEACH, FL 34217
$1,050,00069 Days on yellowkey MLS ID: A4679320
1 Days Off yellowkey (back on 3/21/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2212 Built: 1984Community: 6936100; Holmes Beach 33Rd Unit; Lot 3; Block 10;Single Family
Remarks: Under contract-accepting backup offers. UNDER CONTRACT & ACCEPTING BACK UP OFFERS! 2 BLOCKS FROM WHITE AVE WALKWAY TO THE BEACH! Spacious 4 bedroom 3 bath elevated home! Over 2200 sq ft of living space on Anna Maria Island! NEW ROOF 2025! As you enter the main living area, prepare to be greeted by a bright & cheery space with a spacious family room, vaulted ceilings that centers around a stone wood burning fireplace & lots of natural light. Generous size & functional kitchen with separate laundry room & french doors that open out to the screened in deck. The main floor boasts two good size bedrooms, one with an en suite bath & a full bath in the hallway. Huge primary bedroom suite is on the 3rd floor with corner tub & shower, walk in closet & an addl bedroom with large closets. Lower level has covered parking for a golf cart plus two enclosed storage rooms. 6' vinyl fence & plenty of room for a pool. Only one block from the free island trolley stop. Within 1 hour of 3 major airports: Tampa International, Sarasota/Bradenton & St Pete/Clearwater, walking distance to shopping, dining & island attractions. NO HOA!!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kelly Gitt (941-799-9299)
526 56TH ST, HOLMES BEACH, FL 34217
$6,850,000139 Days on yellowkey MLS ID: A4673145
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4995 Built: 2007Community: Holmes Beach 12Th UnitSingle Family
Remarks: Welcome to this 4,995-square-foot architectural masterpiece designed by well-known architect Gene Aubry, featuring five bedrooms, five baths, an office, a second living area and a gym, all situated on 225 feet of direct bay frontage in Holmes Beach. This Anna Maria Island estate reflects superior craftsmanship and thoughtful detail, from the hand-scraped maple flooring, metal roof, to impact-resistant Anderson windows, new high efficiency air-conditioning units, tankless water heater, an oversized garage with new epoxy flooring, an updated spa-style primary bath and an elevator servicing all levels. The chef's kitchen is equipped with Sub-Zero refrigeration, Wolf and Bosch appliances, a new built-in ice machine, beverage cooler and custom cabinetry ideal for everyday living and elevated entertaining. Additional features include whole-home audio and security systems, a dedicated gym with epoxy flooring and a bonus room pre-plumbed for an efficiency kitchen. Outdoors, professional landscaping with curated lighting surrounds a saltwater pool and spa with all-new equipment. Irrigation is supported by a rain-fed cistern system. A composite wraparound deck that is plumbed for an outdoor kitchen, and a mosquito-control misting system for added comfort while enjoying unobstructed bay views. Boaters will appreciate the newer seawall, 10,000-pound lift and fish cleaning station. This rare waterfront estate presents the opportunity to own a residence that embodies architectural integrity, refined island living and modern luxury.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Jennifer Messner (941-224-5335)
3701 EAST BAY DRIVE #5, HOLMES BEACH, FL 34217
$549,00067 Days on yellowkey MLS ID: A4681494
1 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 1320 Built: 1976Community: Sunbow Bay Phase 1Townhouse
Remarks: Under contract-accepting backup offers. Rarely do units of this square footage, and amenities, come on the market. The home features 1320 Square feet of living above a finished first floor area with two large rooms and and a third full bath, The under roof garage has a separate large laundry/workshop area .The rear of the unit has a living room porch overlooking your own deeded boat/fishing dock. There is also a large patio area for your your outdoor living activities. Plenty of room for guests. Sunbow Bay is on the Intracoastal Waterway in a prime Anna Maria Island location with one of the largest shopping areas on the island across the street. The Free Island Trolly has a stop at the street in front of Sunbow Bay. The Manatee Public Beach, and restaurant is 1/2 mile away or a short trolly ride. This is one of the few areas on Anna Maria Island you, and guests, can arrive and park your car for the entire time you are here! Sunbow Bay also has two pools, tennis courts and an extremely long dock stretching out into the Intracoastal Waterway for your enjoyment. Island living at its best!
Listing is courtesy of: COASTAL CONNECTION REALTY (941-896-9991)
Listing Agent: Jeff Greenway (231-675-5232)
4001 GULF DR #108, HOLMES BEACH, FL 34217
$589,000 MLS ID: A4682197
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1106 Built: 1984Community: Beach TwnhsTownhouse
Remarks: Directly across the street from the beach with Gulf water & beach views. This updated, turn-key furnished unit is centrally located on the island with easy access to the beach, several restaurants and shopping. "Beach Townhouses" is a smaller complex with just 11 units in total offering a large, heated pool, spacious private carports & storage located on the ground level. Each unit offers TWO balconies facing the beach. The one off of the main floor living space is larger & screened. The additional, primary bedroom balcony is covered & open air. Both are a great place to catch the sunset or to enjoy your morning coffee! The master suite offers an updated master bath, dressing area and a walk-in closet. This comfortably furnished unit is being sold turn-key furnished for convenience of a future vacation rental. There are three storage closets in the carport. A smaller, private patio is located pool-side for grilling & al fresco enjoyment. Easy access to the Manatee Bridge to avoid traffic to the mainland during our busier seasons. Want to be right in the heart of A.M.I., schedule a showing today!
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Marianne Norman-Ellis (941-685-3393)
95 52ND ST, HOLMES BEACH, FL 34217
$6,900,000 MLS ID: A4680380
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3325 Built: 2003Community: Gutierrez RevSingle Family
Remarks: Views abound in this exquisite beachfront retreat in the heart of Anna Maria Island. This 3-bedroom, 3.5-bath Coastal West Indies–inspired residence showcases exceptional craftsmanship, including custom millwork, solid oak flooring, vaulted ceilings, designer draperies, and Roman shades throughout. An open-concept floor plan fills the home with natural light, while expansive windows and glass doors frame picturesque Gulf views and create seamless indoor-outdoor living—ideal for entertaining. The gourmet kitchen is beautifully appointed with solid wood cabinetry, a paneled refrigerator, custom solid-surface countertops, and a Thermador range. The primary suite is a private sanctuary where you’ll awaken to sweeping views of the turquoise waters of the Gulf. The spa-inspired bath features dual vanities and a luxurious walk-in shower with a striking stone waterfall accent. Hand-carved custom wood doors enhance the suite’s privacy, while a private sitting area just outside provides an additional space to unwind. The third level offers two well-appointed guest suites, each with breathtaking views and elegantly finished en-suite baths.On the lower level, a welcoming foyer with a custom staircase and private elevator provides access to all floors. The oversized two-car garage includes built-in storage cabinetry, and a versatile bonus area offers additional space for entertaining or recreation. Set on a lush half-acre lot with mature landscaping and thoughtfully designed outdoor lighting, the property highlights a stunning beachside pool and spa, covered lanai, private outdoor shower, and roll-down hurricane shutters. Multiple decks provide the perfect vantage point for sunset views and tranquil beach watching.Schedule your private showing today and experience the ultimate in beachfront living.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
7324 GULF DR #12, HOLMES BEACH, FL 34217
$2,349,000 MLS ID: A4657719
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2046 Built: 2005Community: La Casa Costiera Ph 1Condo
Remarks: RARE AND FABULOUS GULF FRONT 3B/2.5B LUXURY CONDO AT LA CASA COSTIERA W/ 2300 SQ. FT. La Casa Costiera allows for weekly rentals and has EVERYTHING you could want for in a beach condo on Anna Maria Island! 3RD LEVEL END UNIT with partial Gulf of Mexico views, semi-private ELEVATOR comes to your front door, TURN KEY FURNISHED, 2 car covered secure and reserved garage parking spaces, beach storage closet, private beach access, heated pool, an in-ground spa, a picnic area with a gas grill, a charcoal grill, outdoor fireplace and owners are allowed to have 2 large pets! The condominium built in 2005 by Brent Whitehead Construction has a beautiful exterior that fuses Italian Tuscan and Spanish Mediterranean style on the powdery-white sands of the Gulf of Mexico. This spacious, light-filled condominium has an elegant owner's suite with grand entry, plus two other very generously sized and appointed guest rooms. The wet bar with wine cooler and the electric fireplace along with the high ceilings complete with crown moldings and Andersen Impact doors and windows with custom window treatments and plantation shutters adds to the wonderful luxury beachfront atmosphere. Sliders open to Gulf breezes on the large balcony with beach views and perfect for dining or relaxing. Amazing Holmes Beach location, and the free AMI trolley stops out front! Whether you're looking for a vacation home, an investment property, or a place to call your own, this Condo offers a perfect blend of luxury, comfort and convenience.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Cindy Quinn, Pa (941-780-8000)
4200 GULF DR #104, HOLMES BEACH, FL 34217
$965,000 MLS ID: A4652510
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1979Community: GulfsandsCondo
Remarks: Enter into luxury coastal living with this beautifully remodeled two-bedroom, two-bath beachfront condominium at sought-after Gulf Sands on Anna Maria Island. Directly on the Gulf of Mexico, this rare Gulf-front unit offers sweeping, unobstructed views of the beach and sunsets from your private balcony. Recently upgraded with a high-end remodel, the condominium features modern coastal furnishings, a gourmet kitchen with stone countertops and stainless steel appliances, spa-inspired baths and elegant flooring throughout. Sold fully furnished, it’s move-in ready. Enjoy the heated beachfront pool, private beach access, and convenience of an elevator and assigned parking. Gulf Sands is a low-density, well-maintained complex ideal for full-time living, a second home or investment property. Live the island lifestyle—near the sand, dining, shops and everything Anna Maria Island has to offer.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Laurie Mock (941-232-3665)
307 62ND ST, HOLMES BEACH, FL 34217
$4,200,000 MLS ID: TB8482085
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2950 Built: 1962Community: Holmes Beach 17Th UnitSingle Family
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)
5200 GULF DR #408, HOLMES BEACH, FL 34217
$1,099,000 MLS ID: A4678254
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1421 Built: 1970Community: Martinique Apts SouthCondo
Remarks: Enjoy the stunning sunset views from your own Gulf-front condo on Anna Maria Island. This 3BR/3BA private end unit, with water views from every room, includes an oversize 2-car garage, and is one of the best priced on the island! Live the island lifestyle from this light-filled residence that is only steps to the beach. Ideal as a full-time home, winter retreat, or rental opportunity, it features hurricane-impact windows and shutters, secure building entry, and elevator access. The 3rd bedroom would be the perfect office space to work from! Community amenities include Gulf-front pool, covered seating area overlooking the Gulf, pickleball court, and Gulf-front community room for owner gatherings. Large private storage room for bikes and beach gear. New AC 2025. Located in the heart of Anna Maria Island with restaurants, shops, and a fitness center just blocks away. The free Trolley stops right outside your door to take you to the rest of Anna Maria Island. Recent building restoration completed including new roof, carports, garages and passed all Milestone Inspection and Structural Integrity Reserve Study standards. Turnkey furnished with some exclusions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Noranne Hutcheson (941-932-0738)
517 70TH ST, HOLMES BEACH, FL 34217
$2,295,000 MLS ID: A4685953
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1728 Built: 1967Community: Bay Palms AddSingle Family
Remarks: Nestled on a quiet canal in the heart of Holmes Beach this waterfront, turnkey furnished 3BD/3BA home brings together thoughtful design and the relaxed pace of island living. From the moment you step inside, the main living space feels open and welcoming, with vaulted ceilings, exposed beams, and shiplap walls that add warmth and character throughout the home. The kitchen is designed to be part of the conversation, centered around a spacious island with seating and plenty of room to gather, along with a dry bar that makes entertaining simple. This split bedroom plan features two en suites as well as a spacious third bedroom and hall bath. Natural light fills the space and large sliding doors connect the living area to the outdoor oasis where the setting truly comes to life. Features include a covered patio offering extending living/dining space that sits along the sparkling free form pool, beautiful exterior lighting elements, hot/cold outdoor shower all surrounded by tropical landscaping that adds privacy and a true island feel. An oversized dock features a 10,000 lb lift, snook lights and sitting area over the waters edge. This home has also been a successful monthly rental so you can also enjoy having the option of rental income too! Comfortable, inviting, and perfectly suited for life on the island, this canal front home offers a wonderful place to enjoy all that Anna Maria Island has to offer.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Darcie Duncan (941-779-0304)
6006 GULF DR #214, HOLMES BEACH, FL 34217
$895,000 MLS ID: A4678332
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 1980Community: Playa EncantadaCondo
Remarks: Located in the beachfront community of Playa Encantada, this beautifully maintained 2BD/2BA condo offers an easygoing coastal lifestyle just steps from the beach and the island trolley stop, making it a breeze to explore nearby shops, dining, and activities. Inside, the open layout feels spacious and welcoming. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. The living and dining areas extend seamlessly to a private balcony that overlooks the heated pool, perfect for soaking in the warm breeze and catching a peek of the Gulf. Both bedrooms are spacious, with the primary suite offering its own en-suite bath. Residents enjoy an array of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. With a flexible 2-week minimum rental policy, this property also presents an excellent opportunity for vacation rental income or a seasonal retreat.
535 70TH ST, HOLMES BEACH, FL 34217
$8,995,000 MLS ID: A4566818
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 5921 Built: 2021Community: Bay Palms AddSingle Family
Remarks: Anna Maria luxury at its finest! This 5,921 square foot, spectacular bayfront estate provides the perfect combination of privacy and coastal elegance in the center of the tropical paradise that is Anna Maria Island. Whether it is boating you desire, beaches, or both, this home has everything you need to live the island lifestyle. When you enter this beautiful home, you will be enchanted by the amazing views of the crystal blue waters of Bimini Bay that greet you from every room in the home. This sprawling 2-story home contains 6 bedrooms, 5 bathrooms, 2 half bathrooms, and 2 living rooms. The home also has an entertainment room, 2 gas fireplaces, multiple balconies, and a two-and-a-half car garage. The finest touches and finishes encompass every corner of this home from the custom Amish cabinetry to the detailed ceiling and trim to the walnut flooring and beyond. This home shows like a priceless work of art! The master suite is impressive with its built-in, automated shades, exquisite ceiling, plush seating area, private lanai, complete with gas fireplace, and expansive closet with dedicated washer and dryer. The gourmet kitchen also doubles as a centerpiece to the home with its spacious 16-foot island complete with galley sink, quartz countertops, Dacorappliance package, Miele dishwasher, and walk-in pantry. Connected to the kitchen, a butler pantry includes Sub-Zero Wolf refrigerator and freezer doors, Perlick ice maker, Cove dishwasher, and sink. Keeping in line with the luxurious nature of this home, it also is a smart home in every sense of the word with its Lutron automated shades and lighting. Stepping outside the home, you will fall in love with the lush tropical landscaping and artificial turf lawn, which provides that look of perfection combined with the ease of minimal maintenance. For the boating crew, the two docks located on a deep-water canal provide plenty of space to keep your boats easily and conveniently accessible and ready to use at a moment’s notice. The outdoor living space includes a total of four covered patios, a fireplace, outdoor kitchen, infinity edge pool and spa, and even a putting green complete with realistic sand pit for golf enthusiasts. Not only are the indoor and outdoor finishes and fixtures of this home spectacular, but this home comes fully furnished with beautifully appointed custom furniture, upholstery, and window treatments. The coastal elegance of this home even earned this home a Best in Living award by the National Association of Home Builders. Please call for your private showing today. You will not want to miss out on your chance to own one of the most elegant, unique, and exquisite homes on Anna Maria Island!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
309 57TH ST, HOLMES BEACH, FL 34217
$999,999 MLS ID: A4685855
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1982 Built: 1979Community: Holmes Beach 13Th UnitSingle Family
Remarks: Charming Duplex in the Heart of Holmes Beach – Ideal for Island Living or Investment! Discover this versatile duplex, perfectly positioned on Anna Maria Island for effortless coastal living. Located on a spacious 0.23-acre lot (approximately 9,988 sq ft), this property offers many possibilities!! Configured with 3 bedroom, 2 bathroom unit on one side and a cozy mother in law suite that is 1 bedroom, 1 bathroom unit on the other. There is an adjoined door inside or you can keep it closed off. Whether you're seeking a multi-generational home, a vacation retreat with rental potential, or an income-generating investment, this setup provides flexibility and charm in one of Florida's most desirable beach communities. The larger 3/2 side is ideal for families or entertaining, featuring ample room for comfortable island-style living. The adjoining 1/1 unit offers privacy and convenience, perfect for guests, in-laws, or short-term rentals. Step outside to a backyard with plenty of space to add your dream pool, creating a private oasis for relaxation under the Florida sun. Or keep the awesome Koi pond and zen feels of the backyard. With its prime location, you're just a short stroll from pristine white-sand beaches and gorgeous sunsets. Walking distance to Holmes Beach restaurants and shops. Schedule a showing today!
Listing Agent: Barbara Sato (941-778-7200)
5400 GULF DR #32, HOLMES BEACH, FL 34217
$975,595 MLS ID: N6143360
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 1969Community: 5400 Gulf Drive Apts 2Condo
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)
5200 GULF DR #107, HOLMES BEACH, FL 34217
$769,000 MLS ID: A4680141
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1057 Built: 1970Community: Martinique Apts SouthCondo
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)
428 62ND ST, HOLMES BEACH, FL 34217
$559,000 MLS ID: A4684888
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1972Community: Seaside Gardens RepHalf Duplex
Remarks: Discover coastal living at its finest in this inviting half-duplex located in the heart of Holmes Beach, the central gem of Anna Maria Island. Just a short stroll to the sand Gulf beaches, this 2-bedroom, 2-bath home offers the perfect blend of relaxation, convenience, and Old Florida charm. Step inside to an open, light-filled layout ideal for year-round living or lucrative vacation rentals. The spacious living area flows seamlessly into a well-appointed kitchen. Both bedrooms provide ample space and comfort. Modern updates (think fresh finishes, stainless appliances, and coastal decor touches) combine with practical amenities like in-unit laundry, carport and outdoor space for enjoying those famous Florida sunsets. Holmes Beach delivers the quintessential island lifestyle: walk or bike to shops, restaurants, and the free island trolley for easy exploration of Anna Maria and Bradenton Beach. With strong rental demand on this sought-after barrier island, this property presents excellent income potential alongside personal use—whether as a primary residence, second home, or investment. Don't miss your chance to own a piece of paradise in one of Florida's most desirable coastal communities. Schedule a showing today and experience Holmes Beach living firsthand!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Craig O'Rourke (877-366-2213)
307 64TH ST, HOLMES BEACH, FL 34217
$1,500,000 MLS ID: A4673866
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2288 Built: 2006Community: Island Sun & BeachSingle Family
Remarks: Paradise Found while being just a 3-minute stroll to the soft sands and turquoise waters of the Gulf beaches!!! This 3-bedroom, 2.5-bathroom coastal retreat is the ultimate island getaway. Step inside to an open, light-filled living space perfect for relaxing after a day at the beach. Relax on the front balcony with morning coffee and a gulf breeze. The spacious primary suite features a luxurious en-suite bath, while two additional guest bedrooms provide plenty of room for family and friends. A convenient half-bath upstairs right off of the perfect kid hang out room and could also serve as an office. Outside is where the magic happens! Enjoy a Private heated pool surrounded by a generous sun deck, outdoor kitchen with grill, sink, and bar seating – ideal for sunset cookouts and entertaining! Tropical landscaping creates your own secluded oasis. Located on a quiet street, you are still very close to all the Holmes Beach restaurants, shops and more! Trolley stop is nearby for convenience too! More features to point out is the large 2 car garage, elevator to all levels and a laundry room off the man floor. Whether you’re looking for your forever beach home, a lucrative weekly vacation rental, or the perfect island getaway, this property checks every box.
Listing Agent: Jason Sato (941-778-7200)
201 54TH ST, HOLMES BEACH, FL 34217
$2,200,000 MLS ID: TB8480803
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2320 Built: 1947Community: S.C. CobbApartment
Remarks: This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for excellent sound insulation, with separate street entrances that provide privacy for guests. Fully renovated down to the bare block in 2009, both residences feature raised ceilings, travertine floors and showers, granite countertops, crown molding, updated plumbing and electrical, new windows and doors, and quality finishes throughout. The 3-bedroom cottage includes a stunning primary suite with a 10-foot lighted tray ceiling, while each cottage enjoys its own private heated pool, maximizing rental appeal. With strong established rental history, this income-producing island property is the perfect blend of luxury, privacy, and prime location.
Listing is courtesy of: CHIRINO REAL ESTATE (813-642-3325)
Listing Agent: Ana Chirino (813-642-3325)
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