Location: Holmes Beach
Do Not Show Listings
6500 FLOTILLA DR #187, HOLMES BEACH, FL 34217
$609,000195 Days on yellowkey MLS ID: TB8433169
REDUCED by $10,000 (1.6%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1978Monthly Fee: $713 Tax: $8,086 (2024)Community: Westbay Point & Moorings IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,086
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: *All new stainless-steel appliances have been since installed* Welcome to Island living at its finest! This fully furnished beautiful 2-bed, 2-bath second-floor condo at Westbay Point & Moorings offers a rare combination of stunning water views and peace of mind. Perched on the highest point of Anna Maria Island, this home has been protected from any past flooding - a unique advantage that sets it apart. Step inside and you’ll find tasteful updates throughout, complemented by a new roof, AC unit, and hurricane grade windows for worry-free ownership. The light-filled living spaces flow seamlessly to a breathtaking view where you’ll enjoy morning coffee, watch dolphins play, and take in vibrant sunrises over the bay. Life here is about more than a home - it’s about the Florida dream lifestyle. Launch your vessel from the community dock, lounge at the heated pool, or stroll and bike to local shops, restaurants, and Anna Maria’s world-famous beaches. Whether you’re seeking a personal retreat or a smart investment property, this condo delivers. With flexible rental opportunities in one of Florida’s most desirable beach destinations, you can enjoy the island lifestyle while benefiting from strong vacation rental demand. Don’t miss your chance to own a piece of paradise on Anna Maria Island!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Justin Vitalo (904-347-8102)
3607 E BAY DR #206, HOLMES BEACH, FL 34217
$439,90066 Days on yellowkey MLS ID: A4681634
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1996 Tax: $5,974 (2024)Community: Sandy Pointe IiCondo
Taxes:$5,974
Elementary School: Anna Maria Elementary
High School: Manatee High
Middle School: Martha B. King Middle
Remarks: Better than ever and in beautiful condition, this top floor unit is priced below recent similar units for a quick sale. This 2BD/2BA home is furnished and ready to live in or rent immediately after purchase. All buildings feature brand-new roofs (2022–2023) following Hurricane Milton. The buildings also received new siding and paint. Community pool is also in very good condition. The private street serving the community has also been re-paved. With all of this work being done recently, no upcoming maintenance needs are expected. Step inside to a light and airy open floor plan with vaulted ceilings that are only available on top floor units. The updated kitchen offers granite countertops and a breakfast bar—perfect for entertaining. Interior laundry adds everyday convenience. This top floor unit has a screened lanai that overlooks the a 33-acre protected mangrove preserve and has nice bay views to the left that that are even more impressive in person. The spacious primary suite features a king bed, walk-in closet, and an ensuite bathroom. A comfortable guest bedroom accommodates twin beds, with a beautifully updated guest bath nearby. A heated community pool available for your enjoyment. Downstairs, enjoy 2-car tandem covered parking plus a custom storage room that swings wide open to become a mini-workshop with room for beach gear and island toys. Small pets are welcome. Sandy Pointe is one of the best locations on Anna Maria Island for easy on- and off-island access. You’re just 3 blocks to the sugar-sand beaches of the Gulf of Mexico, across from Publix, shops, and restaurants, with the free island trolley stopping right outside. Explore Holmes Beach, Bradenton Beach, and Anna Maria with ease. Weekly rentals are allowed, making this an excellent income-producing property when not in residence. Monthly condo fees include cable, internet, insurance, exterior and grounds maintenance, pool, water, sewer, trash, reserves, and management—offering truly effortless ownership.
Listing is courtesy of: BAY VISION REALTY INC (813-598-7744)
Listing Agent: Brad Hodge (941-724-7744)
600 MANATEE AVE #106, HOLMES BEACH, FL 34217
$680,00032 Days on yellowkey MLS ID: A4685727
4 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977 Tax: $1,854 (2025)Community: Westbay Cove ICondo
Taxes:$1,854
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Experience the quintessential Florida lifestyle in this beautifully updated residence located in the highly sought-after community of Westbay Cove in Holmes Beach on Anna Maria Island. As you step inside, you are greeted by an expansive, light-filled open floor plan featuring stylish wide-plank flooring and a color palette that mirrors the surrounding coast. The chef-inspired kitchen is a true standout, with quartz countertops, premium stainless steel appliances, and a subway tile backsplash. Whether you are hosting friends in the spacious living area or enjoying a quiet morning coffee while looking out on Anna Maria Sound, the seamless indoor-outdoor flow ensures you are always connected to the tropical breeze and lush landscape. The comfort continues into the primary suite that features a spa like ensuite bathroom and renovated walk-in shower. Beyond the front door, the Westbay Cove community offers an unparalleled amenity package that makes every day feel like a vacation. Take a dip in one of the two heated resort-style swimming pools, challenge a neighbor to a match on the tennis and pickleball courts, or explore the local waters via the community’s kayak launch. The location is truly unbeatable for those who love the sun and sand. Situated just a short stroll from the sugar sand beaches on Anna Maria Island, this home puts the best of Holmes Beach at your fingertips. You are steps away from the island’s finest shopping and dining, and the free Island Trolley stop is right nearby to whisk you away to the north end's Pine Avenue or the south end's Bridge Street. With a flexible rental policy making it a savvy investment and a prime location for nature lovers near the Neal Preserve, this Westbay Cove gem is more than just a home, it’s your gateway to paradise.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Andrew Garcia (917-916-6308)
725 MANATEE AVE #725, HOLMES BEACH, FL 34217
$500,000167 Days on yellowkey MLS ID: A4665799
2 Days Off yellowkey (back on 3/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1977 Tax: $7,981 (2024)Community: Westbay Cove SouthCondo
Taxes:$7,981
Remarks: Under contract-accepting backup offers. There is so much value in the elevation of this property as it got no water in the hurricane and these three buildings are more elevated than most of the entire island. RENOVATED AND TURNKEY. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Anna Maria Sound, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises as you wake up to the beautiful rays filling your space every morning. Then there is the magnificent moon while casting its illuminating reflection upon Anna Maria Sound, all from this incredible place. This building sits on one of the highest points on the island and did not flood during previous storms. This makes it an Excellent investment. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under. This beautifully remodeled condo on the water is one of the few dog friendly communities. If all this wasn't enough the space you walk into is being sold Turnkey and looks as if a professional designer made all the decisions down to the smallest things. Now its all your ready to go just pack a suitcase and no need to do anything. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. Community HOA fees are much lower than most due to the lack of damage as compared to other places on the island.
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
600 MANATEE AVE #145, HOLMES BEACH, FL 34217
$625,00035 Days on yellowkey MLS ID: A4685147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977Monthly Fee: $925 Tax: $2,232 (2025)Community: Westbay Cove IiCondo
Taxes:$2,232
Remarks: First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: April Green (941-773-1680)
6200 FLOTILLA DR #262, HOLMES BEACH, FL 34217
$779,000152 Days on yellowkey MLS ID: O6360595
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1979Monthly Fee: $767 Tax: $2,733 (2025)Community: Westbay Point & Moorings IiiCondo
Taxes:$2,733
Remarks: Beautifully updated 2-bed, 2-bath ground floor unit in the highly desirable West Bay Point and Moorings community. The condo is located on the highest point of Anna Maria Island and has no flooding history. A new hurricane rated roof has recently been added to the condo building.. This spacious home features a modern open kitchen with solid wood cabinetry, quartz counter tops, open living and dining area. Both bathrooms have been updated and present a light modern coastal feeling. Both bedrooms are spacious, with walk in closets and plenty of natural light to go along with the new beds and furniture. Each room has a remote control overhead fan over each bed and the dining area. Gorgeous travertine flooring located in the front entrance and rear lanai, overlooking the serene waters of the bay. Sunsets over the water from the rear lanai are stunning. Everything you see in the photos is included in the sale, making it a truly "move in ready" purchase. Enjoy resort style amenities that include a heated pool, hot tub, tennis and pickleball courts. Plenty of additional public parking located in front of the unit is available. Community dock for boating. Private storage for paddle boards and kayaks located just steps from the water. Walk or bike to the pristine sugar beaches of the gulf, shops and abundant dining choices. This unit is rental friendly with a tremendous upside for the property owner. Seasonal rental values will be provided.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
304 74TH ST #B, HOLMES BEACH, FL 34217
$925,000266 Days on yellowkey MLS ID: A4659641
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 1986 Tax: $14,046 (2024)Community: Sunset HideawayCondo
Taxes:$14,046
Remarks: ONE OF A KIND - ELEVATED with a PRIVATE POOL & your own garage, this is like single family home living - for under $1m on Anna Maria Island! This 2 bed/2 bath picture perfect, island dream is ideally situated on a quiet corner, just two short blocks from the Gulf Beaches! This UPDATED island sanctuary surrounds you in coastal charm. The luxury vinyl large plank flooring throughout is ideal for beach living, and ties the open living and dining room together. The fully renovated kitchen with quartz counters, is equipped with stainless steel appliances and ample shaker style white cabinetry. Your guests will enjoy their private accommodations just next to their updated full bath with white subway tile surround and new vanity with Moen faucet. Upstairs you will relish the privacy of your primary retreat. The sunlight brightens your spacious room that includes a large walk in closet. Your en suite bath has a glass enclosed shower, with tile bench and pebble stone shower flooring. And outdoors, you can relax on your front porch, or cool off in YOUR VERY OWN pool! Embrace the island life in this lovely land condo, and use it as a short term rental when you are away. THERE IS NOTHING LIKE IT at this price - come make it your own today!
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Erin Leathem (941-448-5616)
3601 E BAY DR #102, HOLMES BEACH, FL 34217
$475,000130 Days on yellowkey MLS ID: A4674147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1986Community: Sandy Pointe Ph ICondo
Taxes:
Tax Year:
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)
3007 AVENUE E #A, HOLMES BEACH, FL 34217
$697,00091 Days on yellowkey MLS ID: A4677736
1 Days Off yellowkey (back on 3/26/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1970Community: Sunset Villas On Ave ECondo
Remarks: Under contract-accepting backup offers. OVER $66,000. RENTAL INCOME IN 2025!! Steps to the beautiful sugar sand beach of Anna Maria Island, this 2 bedroom/1 bath fully updated block construction condo is a strong rental! The location is ideal -a quiet spot, just steps to the beach, shopping and grabbing a bite to eat! The adorable Key West style unit had very little storm effects! But the seller updated throughout including new McMillan Waterproof PVC and limestone plank flooring, newly poured pebble shower floor, full RedGard waterproofing system, and new blue board in the updated kitchen. The open kitchen also has new cabinets, new quartz counters & backsplash, new dishwasher, and new disposal! Enjoy the comfort of all new bedroom furnishings and the bright natural lighting that is accentuated by the freshly painted interior and high ceilings in your open living room! Keep cool from wherever you are, with the new high efficiency wifi enabled HVAC, and relish your heated cozy community pool with it's grilling area and water feature! This lovely little enclave is just 4 units, and a frisbee throw to the gorgeous Gulf beaches!
Listing Agent: Kathleen White (941-773-0165)
3601 E BAY DR #106, HOLMES BEACH, FL 34217
$539,90086 Days on yellowkey MLS ID: A4677347
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1988Community: Sandy Pointe Ph Iv-D1Condo
Remarks: Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.
Listing Agent: Darcie Duncan (941-779-0304)
3007 AVENUE F #1,3,4, HOLMES BEACH, FL 34217
$4,200,00056 Days on yellowkey MLS ID: A4682630
Bed: 8 Bath: 6.0 Liv Area Sq Ft: 3503 Built: 1980Community: Pelican PerchCondo
Remarks: One or more photo(s) has been virtually staged. Beachfront property on the sugary sands of Anna Maria Island! Experience the pinnacle of waterfront living with majestic sunsets and breathtaking Gulf views. This beachfront property offers two separate structures and is zoned as a Land-Condominium with ability to have four separate condominium units. Being sold turnkey, the beachside house offers a total of four bedrooms and four baths and can be divided into two separate condominium units. The downstairs two bedrooms, two baths are ideal for guests and family for space and privacy. The bottom floor was recently repaired and updated due to damage from Hurricane Helene. The upstairs unit is in mint condition and outfitted with cathedral ceilings, laminate floors, granite kitchen counters and stainless steel appliances. The living area provides panoramic Gulf views and opens up to the exterior balcony to enjoy grilling out and listening to the sound of crashing waves to help take away all your worries. The back house has two separate units, upstairs and downstairs, which are ideal for additional guest and rental income. The upstairs and downstairs units are being rented and have a full schedule for potential future rental reservations. Each turnkey unit offers two bedrooms and one bath. This property offers so many opportunities to make it your own. With 50-by-100 feet of non-buildable lot owned by the seller, the property offers its private beach access. It's all about the view, the beach, the aqua blue waters and sunsets. This property is being sold as three parcels. Schedule your showing today to see this amazing property.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Nathan Mathers (941-720-0408)
3607 E BAY DR #211, HOLMES BEACH, FL 34217
$499,99959 Days on yellowkey MLS ID: A4682620
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1996Community: Sandy Pointe IiCondo
Remarks: Island living and Island fun great location and walkable distance to the beach, shopping, restaurants, trolley, live music, bike rentals. Stunning Two-Bedroom, Two Bathroom condo on Anna Maria Island. Discover the perfect condo that has 2 car garage parking, with extra storage for bikes and kayaks. New flooring throughout, kitchen cabinets have been refaced, with new hardware, stainless steel appliances, stackable washer and drier, new bathroom vanities, updated tiled showers, new windows in the bedrooms. Views of the intracoastal, looking over a tropical preserve. PETS ALLOWED, New Roof, new siding no flooding issues when you live on the top floor. two car parking tandem. Enjoy sipping coffee on the screen porch and watching the sun rise. Living on the top floor you have high ceilings that are vaulted. Having this condo could be a great permanent residence, a winter getaway or weekly vacation rental or an investment property. Don't miss the chance to experience island living at it's best. Walk to the beach hear the waves and watch the most breath-taking sunsets every night. Community pool, extra storage areas for floats, kayaks beach gear. Just two blocks to the beach. This unit is zoned weekly rental and could be a active vacation rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sharon Hightower (941-330-5054)
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)
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 Agent: Laurie Mock (941-232-3665)
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 Agent: Noranne Hutcheson (941-932-0738)
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.
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 Agent: Ryan Sheck (863-581-4005)
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