Location: Holmes Beach
Do Not Show Listings
517 70TH ST, HOLMES BEACH, FL 34217
$2,295,00067 Days on yellowkey MLS ID: A4685953
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1728 Built: 1967 Tax: $13,230 (2025)Community: Bay Palms AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,230
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
5701 CARISSA ST, HOLMES BEACH, FL 34217
$3,295,00040 Days on yellowkey MLS ID: A4688232
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3124 Built: 1968 Tax: $17,433 (2025)Community: Holmes Gulf To Bay DevSingle Family
Taxes:$17,433
Remarks: Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.
101 66TH ST #6, HOLMES BEACH, FL 34217
$775,00091 Days on yellowkey MLS ID: A4682831
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 939 Built: 2009 Tax: $8,795 (2024)Community: Mainsail Beach InnSpa: YesCondo
Taxes:$8,795
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
3607 E BAY DR #211, HOLMES BEACH, FL 34217
$499,99994 Days on yellowkey MLS ID: A4682620
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 980 Built: 1996 Tax: $2,211 (2024)Community: Sandy Pointe IiCondo
Taxes:$2,211
Remarks: All the work is done. New flooring, new bathrooms, stainless appliances, updated kitchen, new bathroom vanities, showers have been updated with new tile, flooring. Hurricane windows, new siding new roof. Enjoy 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. Views of the intracoastal, looking over a tropical preserve. PETS ALLOWED, 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)
505 65TH ST, HOLMES BEACH, FL 34217
$1,895,000217 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)
6908 HOLMES BLVD, HOLMES BEACH, FL 34217
$2,499,000116 Days on yellowkey MLS ID: A4679284
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2621 Built: 2013 Tax: $27,085 (2024)Community: 6906 Holmes BlvdSpa: YesSingle Family
Taxes:$27,085
Remarks: Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
2908 AVENUE C, HOLMES BEACH, FL 34217
$975,00069 Days on yellowkey MLS ID: A4685256
REDUCED by $15,000 (1.5%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1979 Tax: $4,078 (2025)Community: IlexhurstSpa: NoSingle Family
Taxes:$4,078
Remarks: Beach Vibes! This secluded island retreat offers a relaxed, easygoing vibe just a few blocks from the soft sands of the beach. You can settle right in and enjoy the fresh updates, including a brand-new metal roof and a refreshed interior featuring a 2-bedroom, 2-bathroom layout. The living space is bright and airy, with hard-surface flooring throughout and no carpet to worry about after a day by the water. The kitchen is ready for your favorite recipes with stainless steel appliances and neatly painted cabinets. Outside, the wrap-around deck provides a great spot to catch a breeze, while the covered front porch and large paver driveway offer plenty of room for vehicles and visitors. Tucked away on a quiet residential street in Holmes Beach, you are perfectly positioned near local shops, favorite dining spots, and the island’s grocery store. This is a wonderful chance to own a piece of paradise in a central yet peaceful location.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Marcia Van Ginhoven (704-497-0664)
501 68TH ST, HOLMES BEACH, FL 34217
$2,790,00019 Days on yellowkey MLS ID: A4691893
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 1973 Tax: $12,337 (2025)Community: Bay Palms 13Th UnitSpa: YesSingle Family
Taxes:$12,337
Remarks: Welcome to 501 68th Street, located in the heart of Holmes Beach on beautiful Anna Maria Island. This exceptional waterfront home on the Grand Canal offers the ultimate island lifestyle—boating, sunshine, and world-class beaches just moments away. This 4-bedroom, 3-bath coastal retreat features deep water access to Tampa Bay and the Gulf of Mexico and is offered furnished with a few exceptions. Southern exposure and lush landscaping create a private tropical setting with a mango tree and fenced backyard. Designed for resort-style living, enjoy a heated pool, oversized spa, and 12x60 dock with 20,000 lb lift. Extensive 2021 upgrades include a new roof, impact windows and sliders, and updated dock and pilings. Inside, white oak hardwood-look plank tile flows throughout. Two walls of impact sliders open to the water, while the family room offers a custom bar and vaulted tongue-and-groove ceilings. The chef’s kitchen is sure to please with quartz countertops, custom built-ins with appliance garages, a large island, and high-end appliances including a Fisher & Paykel stove and Bosch refrigerator. The layout includes two guest bedrooms, a hidden laundry room, and a private primary suite with walk-in closet, water closet, and sliders to a secluded turf area by the pool. A flexible den serves as a fourth bedroom or guest space. Enjoy the covered lanai overlooking the Grand Canal, pre-plumbed and wired for a future outdoor kitchen—perfect for entertaining. Additional highlights include a 2025-installed 26KW whole-house generator with a 500-gallon propane tank, oversized garage, carport, and ample parking. A rare opportunity to own a deep canal waterfront home in one of Anna Maria Island’s most desirable boating locations.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)
Listing Agent: Liz Blandford (941-224-3304)
504 69TH ST, HOLMES BEACH, FL 34217
$1,325,00039 Days on yellowkey MLS ID: A4688938
REDUCED by $40,000 (2.9%) on 05/02/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1960 Built: 1968 Tax: $13,415 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$13,415
Remarks: This newly remodeled open floor plan Anna Maria Island Hideaway is nestled in the heart of the island in Holmes Beach just off of Marina Drive. Just 4 blocks to the award winning white sandy beaches of Anna Maria. This home is now offered FULLY FURNISHED as a MOVE-IN READY island dream come true. A deeded boat slip and 13,000 lb lift can be available 50 yards from the front of the property in a canal marina as a separate negotiation. With this home you will enjoy the “old Florida” feel of the quiet neighborhood along with the benefit of the totally private back yard and gorgeous marina water views from the front. This home has large hurricane-rated windows with Levolor Custom Sheer Shade window coverings, new ceramic tile flooring throughout, a beautifully revamped kitchen with new GE stainless steel appliances, a separate laundry room with new GE large capacity front load washer/dryer and plenty of additional cupboard storage, and newly tiled spa-like bathrooms. Comfort is assured at all times with a brand-new Carrier A/C with heat pump and smart home thermostat and a tankless water heater for never-ending hot showers. The backyard is a private tropical oasis featuring an updated and heated saltwater pool with new pool heater and salt chlorinator, a top of the line 2022 HotSprings Vanguard saltwater hot tub, lush irrigated and lighted landscaping, a 6ft privacy fence surround, and a massive fan cooled and lighted tiki-covered paver patio for outdoor TV and entertaining. The home exterior has updated HardiePlank siding, a 2019 roof, and beautifully landscaped yard along with the marina canal views right across the street. Just a short 4 block walk to the Gulf beaches and close to everything that makes Anna Maria Island great: top restaurants and pubs, free Island Trolley, boutiques, and all the beach and cart-riding fun you can handle to provide the ultimate island living experience. Finally, and very importantly, this home has no HOA, no Master Association, no CDD fees, and can be (is currently) Homesteaded to keep property taxes manageable. Schedule your personal showing today.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
6808 PALM DR #B, HOLMES BEACH, FL 34217
$759,000250 Days on yellowkey MLS ID: A4664678
REDUCED by $5,000 (0.7%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 925 Built: 1985 Tax: $10,397 (2024)Community: Clark Spring Lake EstatesSpa: NoHalf Duplex
Taxes:$10,397
Remarks: Welcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELEVATED half duplex was updated in 2022 and allows for weekly rentals, offering excellent investment potential with nearly $50,000 in year-to-date bookings and almost to $60,000 in bookings in 2024, plus several bookings already secured for next year. The home features luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, and IMPACT windows and doors, with both bathrooms updated with new tile and vanities. Outside, enjoy a PRIVATE heated saltwater pool, along with a DOCK added in 2023 where you can fish, kayak or paddleboard. Other recent improvements include a AC in 2021 and new garage door in 2025. Close in proximity to the Gulf beaches, dining, and shopping, this property blends island living with convenience and comfort.
Listing Agent: Jessica Batten (941-962-3380)
449 63RD ST, HOLMES BEACH, FL 34217
$739,990192 Days on yellowkey MLS ID: A4671397
REDUCED by $47,010 (6.0%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 958 Built: 1963Monthly Fee: $150 Tax: $6,621 (2024)Community: Seaside Gardens RepSpa: NoVilla
Taxes:$6,621
Remarks: Looking for a prime, turn-key business opportunity or the ultimate island getaway? Welcome to Heliconia House—a 2BD/2BA vacation villa that’s as versatile as it is charming. Whether you’re an investor seeking a ready-to-go rental property or dreaming of your own private retreat, this impeccably maintained home delivers on every front. Thoughtfully designed with no detail overlooked, the villa features an open floor plan with a well-appointed kitchen, a spacious living area, and an ensuite master bedroom. A large interior laundry room adds convenience, while the outdoor space steals the show: a covered patio flows seamlessly into the heated swimming pool, all surrounded by lush, tropical landscaping for total privacy. Heliconia House sits in the Seaside Gardens community on Anna Maria Island, offering incredible value with no HOA or Condo Association to worry about. For a low $150/month, enjoy access to fantastic community amenities, including a boat ramp, tennis, pickleball, basketball, a dog park, and more—all while covering sewer and water costs. This property is not just a vacation villa; it’s an active, turn-key rental investment with proven income potential. Situated close to local attractions and conveniences, it’s perfectly positioned to attract guests or to serve as your personal slice of island paradise. Don’t miss this rare opportunity to secure a versatile, ready-to-go investment or your dream escape. Heliconia House is calling—are you ready to answer?
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Stephanie Leitao, Llc (941-773-2677)
526 56TH ST, HOLMES BEACH, FL 34217
$6,450,000174 Days on yellowkey MLS ID: A4673145
REDUCED by $400,000 (5.8%) on 05/02/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4505 Built: 2007 Tax: $27,065 (2025)Community: Holmes Beach 12Th UnitSpa: YesSingle Family
Taxes:$27,065
Remarks: Welcome to this 4,505-square-foot architectural masterpiece by renowned architect Gene Aubry, offering five bedrooms, five baths, a private office, second living area, and a fully equipped gym, all set along 225 feet of direct bay frontage in Holmes Beach.This exceptional Anna Maria Island estate showcases superior craftsmanship and meticulous attention to detail throughout, featuring hand-scraped maple flooring, a durable metal roof, impact-resistant Anderson windows, new high-efficiency air-conditioning units, and a tankless water heater. Additional highlights include an oversized garage with new epoxy flooring, a beautifully updated spa-style primary bath, and a convenient elevator servicing every level. The chef’s kitchen is thoughtfully appointed with Sub-Zero refrigeration, Wolf and Bosch appliances, a newer built-in ice machine, beverage cooler, and custom cabinetry, perfect for both everyday living and refined entertaining. Enhancing the home’s functionality are whole-home audio and security systems, a dedicated gym with epoxy flooring, and a versatile bonus room pre-plumbed for an efficiency kitchen. Outdoors, the property truly shines. Positioned at the end of a cul-de-sac and surrounded by water on two sides, the expansive yard features a stunning 1,400-square-foot composite wraparound veranda-style deck with breathtaking views of the Skyway Bridge. The space is already plumbed for an outdoor kitchen, while professionally designed landscaping with curated lighting frames a saltwater pool and spa equipped with all-new systems. The property also includes an irrigation system supported by a rain-fed cistern and a mosquito-control misting system, ensuring comfort while enjoying unobstructed bay views. For boating enthusiasts, the home offers a newer seawall, a 10,000-pound lift, and a convenient fish cleaning station. This rare waterfront estate presents an extraordinary opportunity to own a residence that seamlessly blends 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)
6300 FLOTILLA DR #81, HOLMES BEACH, FL 34217
$450,000140 Days on yellowkey MLS ID: A4676409
REDUCED by $15,000 (3.2%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1151 Built: 1973Monthly Fee: $833 Tax: $5,786 (2024)Community: Shell PointCondo
Taxes:$5,786
Remarks: One or more photo(s) has been virtually staged. Welcome to Shell Point, a lovely waterfront community in the heart of Holmes Beach. If extra space is what you need this unit has it with the back lanai that is all remodeled part of the air conditioned space. This lovely updated condo is conveniently located near the Holmes Beach Boat ramp, tennis courts, basketball courts , dog park, and all within a short stroll to shopping, fabulous dining and of course the beautiful beaches of Anna Maria Island. This lovely 2 bedroom 2 bath unit has been wonderfully updated with beautiful wood grain tile floors, all new appliances, trim, doors, kitchen cabinets, bathroom cabinets, lights, and ceiling fans. It also boasts new window treatments, and hurricane windows and doors as well. This little "gem" of an island retreat, has extra interior space (extra square feet) with the bonus area that is located off of the living room. This air conditioned interior space has beautiful natural light just pouring in all morning and offers a back door to access the community pool and courtyard which has walking paths. A perfect space that can be used as an office space, reading space, entertainment space , or just a nice gathering space to rest and sip on your morning coffee. This unit is all brand new and just waiting for you to start making it your new island retreat.
Listing Agent: Michelle Laade (941-737-9662)
504 59TH ST, HOLMES BEACH, FL 34217
$1,695,000125 Days on yellowkey MLS ID: A4677906
REDUCED by $100,000 (5.6%) on 04/23/2026
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 3126 Built: 2006 Tax: $8,402 (2025)Community: Holmes Beach 16Th UnitSingle Family
Taxes:$8,402
Remarks: Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence.
6500 FLOTILLA DR #212, HOLMES BEACH, FL 34217
$549,00018 Days on yellowkey MLS ID: A4691983
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1979Monthly Fee: $713 Tax: $3,531 (2025)Community: Westbay Point & Moorings IiCondo
Taxes:$3,531
Remarks: Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop.
Listing Agent: Martha Robel (941-773-4594)
8321 MARINA DR, HOLMES BEACH, FL 34217
$4,295,00075 Days on yellowkey MLS ID: A4685020
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2775 Built: 1974 Tax: $23,777 (2024)Community: Holmes Beach 34Th Unit RepSingle Family
Taxes:$23,777
Remarks: Spectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 bedroom, 3 bathroom single-family home, offering 2,775 sq ft of living space on a spacious 9,400 sq ft lot. Meticulously crafted with thoughtful architecture, interiors and landscaping by legendary award-winning architect, Emily Anne Smith. As you step in, you’ll notice the double height ceilings, unique, blue glass chandelier in the entry that leads into the spacious open floor plan. Large slider impact doors that create natural light and provide stunning views of Bimini bay. The living room is warmed by a modern linear fireplace complemented by a wall of custom illuminated floating shelves and built-in cabinetry with an exquisite backlit blue agate Antolini countertop. A chef's dream, the kitchen is equipped with Monogram Professional Series appliances, quartz countertops and a thoughtful layout. Abutting the kitchen is the large laundry room leading to an oversized two car garage. A first floor primary suite has privacy and features an oversized en suite bathroom with double marble vanity. In addition, the first floor has a full bathroom with a frameless glass shower, custom blue glass waterfall sink and two generously sized bedrooms. The entire second level luxurious main suite features breathtaking water views, cathedral ceilings, dual custom walk-in closets, a large spa-like bathroom with a freestanding jetted tub surrounded by backlit quarzite counters, Bisazza tile, modern crystal chandelier, dual Carrara marble vanities, and spacious modern reclaimed wood porcelain tile walk-in shower. An expansive rooftop terrace and gazebo, not to be missed, offers a stunning 360-degree view of Anna Maria Island. Step outside to entertain on the expansive pool deck with a large pool, or retreat to the private upper deck for quiet sunsets and bay breezes. Resort style outdoor area includes an outdoor kitchen and bar, outdoor shower, covered fishing station, dual lift and dock area for jet skis and ample space to accommodate a large yacht, fishing or sport boat, making indoor/outdoor living and entertaining flawless. Brand new Interior and exterior paint throughout! Enjoy deep-water frontage with no bridges to the Gulf of Mexico and your own 9,000 lb boat lift — perfect for boating enthusiasts who want effortless Gulf access and quick runs to the open water. The home is just a short golf cart ride gorgeous sand beaches, making it ideal for beach lovers, families, or those seeking the ultimate Florida island lifestyle.
2918 AVENUE E, HOLMES BEACH, FL 34217
$1,800,000384 Days on yellowkey MLS ID: A4650561
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2262 Built: 1997 Tax: $6,613 (2024)Community: IlexhurstSingle Family
Taxes:$6,613
Remarks: One or more photo(s) has been virtually staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. One or more photo(s) has been virtually staged.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Sherry Flathman (941-592-3433)
4503 GULF DR #A&B, HOLMES BEACH, FL 34217
$919,000385 Days on yellowkey MLS ID: A4650638
3 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1200 Built: 1983 Tax: $11,342 (2024)Community: Sportsmans Harbor RevApartment
Taxes:$11,342
Remarks: Under contract-accepting backup offers. SHORT TERM RENTALS allowed and ELEVATED! This turnkey furnished duplex on Anna Maria Island is in a short-term rental zone! Nestled just a few blocks from the powdery sands of Holmes Beach, this elevated duplex presents a unique opportunity in one of Anna Maria Island’s most desirable weekly rental zones. Ideally positioned for both personal enjoyment and investment potential, this property offers convenience and island appeal. The home features two well-maintained 1-bedroom, 1-bathroom units: Unit A at the front and Unit B at the rear. Each unit is equipped with hurricane shutters and its own private laundry/storage area located beneath the home in the carport area. Never before part of a rental program, both units reflect pride of ownership and a deep appreciation for the island lifestyle. Enjoy easy access to the beach, restaurants, boutique shops, and the vibrant downtown Holmes Beach district — all within a short stroll or biking distance. The free island trolley is also just steps away, offering a fun and easy way to explore everything Anna Maria Island has to experience. A shared outdoor living space adds to the relaxed atmosphere, making this property perfect as a personal retreat, a seasonal getaway, or an income-generating rental. Both 1BR/1BA units reflect the residents' pride and joy in the Island living and lifestyle and has never been in a rental program. Whether you're seeking a tranquil beachside haven or an investment in a high-demand vacation area, this elevated duplex is a true island gem and rare opportunity in Holmes Beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
215 67TH ST #6, HOLMES BEACH, FL 34217
$935,00047 Days on yellowkey MLS ID: A4688457
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1038 Built: 1971 Tax: $3,001 (2025)Community: The Blue LagoonCondo
Taxes:$3,001
Remarks: Stunning Coastal Retreat – Blue Lagoon, North Holmes Beach Experience the ultimate Anna Maria Island lifestyle in this beautifully renovated 2BD/2BA ground-floor condo located in the charming Blue Lagoon community of only six residences. Just a short stroll from the powdery white sands and turquoise waters of the Gulf, this exceptional property offers the perfect blend of luxury, comfort, and island charm. This residence has been completely renovated from top to bottom, creating a stylish, move in ready coastal retreat. The open concept layout features quartz countertops, crown molding, high ceilings, luxury vinyl plank flooring throughout, stainless steel appliances, updated lighting and fixtures, fresh interior paint, and tasteful furnishings and décor designed to complement the relaxed island vibe. Step outside and enjoy one of the most inviting resort style pools on Anna Maria Island, complete with a stunning lagoon design, a dramatic 10ft waterfall, and a shaded tiki hut. Perfect for relaxing afternoons or gathering with friends and family. The only unit with a private lanai offers a tranquil spot for morning coffee, remote work, or evening cocktails after a day at the beach. Whether you're searching for a full-time island residence, luxurious second home, or high-demand investment property, this opportunity truly stands out. Weekly rentals are allowed and the complex is pet friendly, making it ideal for both personal enjoyment and rental potential. Live the island dream at Blue Lagoon where beach days, sunsets, and the best of Anna Maria Island are just steps away.
Listing Agent: Andrea Miller (860-541-1050)
6005 GULF DR #219, HOLMES BEACH, FL 34217
$700,00032 Days on yellowkey MLS ID: A4689996
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1011 Built: 1980 Tax: $7,704 (2025)Community: Playa EncantadaSpa: YesCondo
Taxes:$7,704
Remarks: Enjoy coastal living at Playa Encantada on Anna Maria Island, where short-term rentals are permitted! This beautifully maintained second-floor condo features 2 bedrooms and 2 bathrooms and comes fully furnished, making it truly move-in ready. Located in one of the island’s most sought-after beachfront communities, residents enjoy a wide range of amenities including private beach access, a heated swimming pool, spa, tennis and pickleball courts, shuffleboard, elevator access, covered parking, and convenient beach entry just across the street. The unit offers desirable southern exposure with views overlooking the tennis courts. Inside, you’ll find a beautifully remodeled kitchen with elegant quartz countertops, stainless steel appliances, including a spacious double oven and an open-concept layout ideal for entertaining. The primary suite features a generous walk-in closet and a beautifully updated bathroom with a walk-in shower. Crown molding and tile flooring throughout add a refined touch. Additional highlights include an in-unit washer and dryer, a tankless water heater, stainless appliances installed in 2023 and an A/C system installed in 2021. Step out onto the large covered lanai to enjoy Florida’s lush scenery and stunning skies. A private owner’s storage room along with a dedicated parking spot is also included on the ground level. With a two-week minimum rental policy, this property offers excellent potential as an income-producing investment or a relaxing second home. Experience the best of the Florida lifestyle, including convenient private beach access with limited public entry nearby for added privacy. The condo is ideally located near a trolley stop, offering free and easy transportation to nearby restaurants and shops. Call for your private showing today.
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