Location: Holmes Beach
Do Not Show Listings
324 64TH ST, HOLMES BEACH, FL 34217
$1,100,00023 Days on yellowkey MLS ID: A4694348
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1969 Tax: $5,809 (2025)Community: Plum Tree CottagesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,809
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Lindsey Strickland (941-737-3491)
2811 AVENUE C, HOLMES BEACH, FL 34217
$1,099,00015 Days on yellowkey MLS ID: A4695724
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1522 Built: 1980 Tax: $14,385 (2025)Community: IlexhurstSingle Family
Taxes:$14,385
Remarks: Your PERFECT BEACH HOUSE Awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an airy open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. Across the hall the 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
213 83RD ST #EAST Villa/Unit A, HOLMES BEACH, FL 34217
$1,270,000159 Days on yellowkey MLS ID: A4677598
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1304 Built: 1974 Tax: $12,118 (2025)Community: Holmes Beach 31St Unit AmdSpa: YesSingle Family
Taxes:$12,118
Remarks: Steps to the Beach: A Deluxe Retreat with Massive Rental Power! Why choose between a vacation home and a smart investment? This stunning, fully remodeled villa offers the best of both worlds. Nestled just a short stroll from the sand, this 2-bedroom, 2-bathroom sanctuary w/ private garage is a masterpiece of coastal design. But the beauty is more than skin deep—this property is a proven earner, generating over $85K in rental income since June 2025 alone. The backyard is a private resort, featuring a heated pool with spa features and a one-of-a-kind custom bar with a cascading waterfall—the perfect 'money shot' for your rental listing. Inside, enjoy 1,300+ sq ft of luxury, sold turnkey furnished for immediate enjoyment or continued rental success. With impact-rated everything and a modernized effective age, this villa is as 'set-and-forget' as it gets. Whether you are looking for a personal paradise or a turnkey business with a $100k+ annual potential, your search ends here.
503 BAYVIEW DR, HOLMES BEACH, FL 34217
$899,000148 Days on yellowkey MLS ID: A4676121
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1960 Tax: $4,973 (2025)Community: Sunrise Park RepSingle Family
Taxes:$4,973
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Reduced, ACT FAST! Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet, thoughtfully designed with open living space combining the kitchen and living room areas. Located on a quiet cul-de-sac, this home sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with a subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. The expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options this island has to offer, from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Possible owner financing.
Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)
Listing Agent: Raymond Nesci (941-468-1608)
2713 AVENUE C, HOLMES BEACH, FL 34217
$924,500231 Days on yellowkey MLS ID: A4669616
REDUCED by $25,000 (2.6%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1477 Built: 1957 Tax: $11,731 (2025)Community: Sunrise ParkSpa: NoSingle Family
Taxes:$11,731
Remarks: ~~~~~~PRICE DROP~~~~~~~~ The time to buy your beach house is NOW!! Welcome to Turquoise Beach Bungalow, a thoughtfully reimagined island retreat designed for effortless second-home living. Completely renovated inside and out in 2024–2025, this home blends timeless island character with modern comfort, quality craftsmanship, and true lock-and-leave ease. From the moment you arrive, everything has already been done for you. A new seamless metal roof, fresh stucco exterior, updated systems, all-new appliances, three new AC units, and a tankless water heater provide peace of mind when you are away and comfort when you are here. Inside, terrazzo floors set a relaxed coastal tone throughout the open and expanded layout. A newly added approximately 350-square-foot primary suite offers a private retreat with a beautifully finished ensuite bath and both indoor and outdoor showers, perfect after a day at the beach or for enjoying quiet island evenings. The remodeled kitchen features quartz countertops, stainless steel appliances, and generous storage, flowing easily into the main living areas and a flexible third bedroom currently used as a second lounge space. The laundry room is conveniently located just off the patio, ideal for beach days and easy transitions indoors. Outdoors, a covered patio creates an inviting space to relax or entertain, while the oversized backyard offers ample room to add a pool and expansive outdoor living area. Whether you envision quiet mornings, sunset gatherings, or extended seasonal stays, the space is ready to adapt to your lifestyle. Set in a peaceful neighborhood just a short walk to the Gulf beaches and the Intracoastal Waterway, the location balances privacy with convenience. Centrally positioned between the island’s two bridges, you are close to shops, dining, and island favorites. An added bonus is the opportunity to lease nearby boat slips through the City of Holmes Beach, just a block away on Avenue B. Being sold turnkey furnished, Turquoise Beach Bungalow is ready for you to arrive, unwind, and enjoy island life from day one. Schedule your private showing and experience how seamless owning a second home can be.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Kathy Harman (941-900-9828)
504 58TH ST, HOLMES BEACH, FL 34217
$1,200,000104 Days on yellowkey MLS ID: A4685187
REDUCED by $120,000 (9.1%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1540 Built: 1962 Tax: $10,386 (2025)Community: Holmes Beach Fourteenth UnitSingle Family
Taxes:$10,386
Remarks: Recently renovated 3 bedroom, 2 bath canal front home on a beautiful, deep water, natural-lined mangrove canal with a boat dock. This meticulously cared for home is located on a very quiet street in Holmes Beach. A shady, private paver lined courtyard sits canal side and is a serene spot to escape. PGT Hurricane rated windows & doors installed Oct. 2021, new metal roof installed 2025, new A/C, ductwork & insulation 2025 and all new appliances 2025. Centrally located on the island just steps from Holmes Beach City Park & Public Event Venue, with pickleball courts, a dog park and The Island Library. Walking distance to great dining options & local shopping boutiques. Hop on your golf cart to enjoy the pristine beach & Gulf located just minutes from your door! One car garage and ample driveway parking. This great home is truly "island living" at its best.
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Marianne Norman-Ellis (941-685-3393)
117 51ST ST, HOLMES BEACH, FL 34217
$1,699,00030 Days on yellowkey MLS ID: A4693899
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1536 Built: 1997 Tax: $10,453 (2025)Community: 123 51St StreetSpa: YesSingle Family
Taxes:$10,453
Remarks: Under contract-accepting backup offers. Virtually Staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
2905 AVENUE C, HOLMES BEACH, FL 34217
$1,095,00057 Days on yellowkey MLS ID: A4690829
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 1978 Tax: $14,703 (2025)Community: IlexhurstSingle Family
Taxes:$14,703
Remarks: Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only.
605 KEY ROYALE DR, HOLMES BEACH, FL 34217
$3,950,00019 Days on yellowkey MLS ID: A4694873
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2645 Built: 1963 Tax: $15,268 (2025)Community: Key Royale 2Nd Add RepSpa: YesSingle Family
Taxes:$15,268
Remarks: This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Michael Bartone (607-731-1103)
311 59TH ST #A, HOLMES BEACH, FL 34217
$1,335,000127 Days on yellowkey MLS ID: A4682143
REDUCED by $25,000 (1.8%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 2027 Tax: $1 (2025)Community: Holmes Beach 15Th UnitSingle Family
Taxes:$1
Remarks: Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders is looking to break into the Holmes Beach market and offering this build approximately at-cost. They bring 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, lots of glass; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy, and a $10,000 closing cost credit for the first buyer to move forward. Think hard before passing this up, with nearby comparable sales at least 125-175k higher. Call to chat, do your own research or ask for a list of recent comps, no obligations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jason Skowronski (941-812-6090)
215 81ST ST, HOLMES BEACH, FL 34217
$1,500,00063 Days on yellowkey MLS ID: A4690200
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2020 Built: 2002 Tax: $9,235 (2025)Community: Beachwalk Twnhms Ph 2Spa: YesSingle Family
Taxes:$9,235
Remarks: Newly updated with fresh paint throughout, brand new stainless steel appliances, quartz countertops on kitchen and bathrooms and so much more!! Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table, connect 4, and Tic Tac Toe but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area featuring a brand new LG stainless steel appliance package and gorgeous quartz countertops. This floor also features a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.
Listing Agent: Johnny Hopper, Pa (941-524-1706)
603 EMERALD LN, HOLMES BEACH, FL 34217
$3,600,000401 Days on yellowkey MLS ID: A4652348
REDUCED by $395,000 (9.9%) on 06/06/2026
Bed: 5 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 3700 Built: 2024 Tax: $21,278 (2023)Community: Key Royale 11Th AddSpa: YesSingle Family
Taxes:$21,278
Tax Year: 2023
Remarks: Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.
Listing Agent: Gregg Bayer (941-799-9096)
607 NORTH POINT DR, HOLMES BEACH, FL 34217
$1,795,000114 Days on yellowkey MLS ID: A4682874
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 1987Monthly Fee: $117 Tax: $22,261 (2025)Community: Key RoyaleSpa: NoSingle Family
Taxes:$22,261
Remarks: CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. Experience unparalleled luxury in this exquisite and elevated waterfront home. Beautifully remodeled with a NEW ROOF (2025) and turnkey furnished 3-bedroom, 2-bathroom waterfront home, offering nearly 2,000 square feet of luxurious living space and includes a community pool and tennis courts! The home sits at 11 feet elevation and had no flood damage. Located in the highly sought-after North Point Harbour community of Key Royale on Anna Maria Island, this home epitomizes an idyllic blend of elegance and tranquility. Having undergone tasteful renovations, this canal-front gem is fully furnished and move-in ready. It boasts 83 feet of waterfront with a private dock and a 12,000 lb boat lift, allowing you to embark on sunset cruises directly from your backyard into the open water with no bridges obstructing your path. The primary suite is a true retreat with a balcony overlooking the water, complete with a luxurious en-suite bathroom, walk-in closet. Additional bedrooms are generously sized and elegantly appointed. A lovely courtyard patio overlooking the water invites you to enjoy the outdoors and dine alfresco. North Point Harbour residents enjoy exclusive access to the community pool, tennis and pickleball courts, and clubhouse. Additionally, you have the option to join the private Key Royale Golf Club, featuring the island’s only golf course, along with dining and social activities. This home is just a golf cart ride away from Anna Maria Island’s stunning beaches and all its attractions, perfect for embracing the island lifestyle year-round or as a seasonal retreat. This home combines the best of luxury living with the beauty and serenity of a waterfront setting. The included pool drawings/renderings provide visions of a future pool. Don’t miss the opportunity to make this dream home yours.
Listing Agent: Hannah Hillyard (941-744-7358)
8106 GULF DR #A&B, HOLMES BEACH, FL 34217
$1,449,00051 Days on yellowkey MLS ID: TB8500298
REDUCED by $101,000 (6.5%) on 06/05/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1600 Built: 1980 Tax: $22,689 (2025)Community: EdgemereSingle Family
Taxes:$22,689
Remarks: Virtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features 2 bedroom/2 bathroom and has been thoughtfully updated with coastal-inspired style, featuring newer appliances, updated furnishings and comfortable mattresses your guests will rave about, and they already do, with excellent reviews in place. Enjoy peace of mind knowing this home had a prelisting inspection, noting a solid metal roof & A/C system as well as hurricane-impact windows and sliding doors (just 4 years old). Step outside and soak in the island lifestyle. Both units offer private balconies with Adirondack chairs, perfect for morning coffee or sunset breezes. The fully fenced yard (just 6 months old) provides space to add a pool, while the grill in the side yard invites gatherings for relaxed coastal evenings. After a day at the beach, rinse off in the outdoor shower and store your gear in the owner’s storage room. Each unit is equipped with its own laundry/utility room complete with washer and dryer plus golf cart plug-ins for added convenience. The property also includes 2 kayaks, a paddleboard, and bikes, making it easy to enjoy everything the island has to offer. For water lovers, the bonus doesn’t stop there! This property includes a DEEDED BOAT SLIP nearby, giving you quick access to the water anytime you please! "The Launch Pad" is perfect for kayaks, which are included with the property. Bring your imagination for a future dock/boat slip. Built for durability and security, the home is elevated and equipped with flood systems and was regularly maintained for pest and rodent control for added confidence. Located just one street from the Anna Maria City limits, this property allows for weekly rentals, maximizing income potential. Whether you choose to live in one unit and rent the other or lease both for strong returns, this duplex offers flexibility and exceptional value in a prime coastal location. Ideal as a personal getaway, full-time residence or high-performing investment! Follow your nose to the salt air and chase the gorgeous sunset. This is your chance to own a slice of paradise with built-in income potential. No shoes required!
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Danielle Redner (813-967-0175)
214 85TH ST, HOLMES BEACH, FL 34217
$1,199,99929 Days on yellowkey MLS ID: TB8510500
REDUCED by $50,001 (4.0%) on 06/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1398 Built: 1958 Tax: $11,839 (2024)Community: Holmes Beach 33Rd UnitSingle Family
Taxes:$11,839
Tax Year: 2024
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the heart of Holmes Beach on Anna Maria Island. Updated throughout in 2026, this move-in-ready residence offers approximately 1,398 square feet of stylish, single-level living designed for comfort and convenience. The bright and inviting interior features a modern kitchen with updated cabinetry and countertops, new shutters throughout, and thoughtful finishes that create a fresh coastal feel. Central air conditioning and electric heat provide year-round comfort, making this home ideal as a primary residence, vacation getaway, or investment property. Situated on a generous 0.21-acre lot, the property offers a large backyard with sliding glass door access, providing plenty of space to entertain, relax, or create your dream outdoor oasis. There's ample room for a pool, ADU, or additional outdoor living areas. Located on a quiet, low-traffic street, this home offers a peaceful setting with wonderful neighbors and a true sense of community. Enjoy the tranquility of island living while being just minutes from everything the north end of Anna Maria Island. Location truly is everything. You'll love the convenient access to sugar-sand beaches, an 8 minute walk to a public beach, island shopping, local cafes, restaurants, parks, and outdoor recreation. The golf-cart-friendly neighborhood makes it easy to explore and enjoy the island lifestyle. As an added bonus, all furnishings are included with the sale, making this a turnkey opportunity. Don't miss your chance to own a beautifully updated home in one of Anna Maria Island's most desirable locations.
Listing is courtesy of: INVESTCOR REALTY LLC (813-761-4250)
Listing Agent: Dylan Casarez (951-470-7551)
532 70TH ST, HOLMES BEACH, FL 34217
$4,200,00014 Days on yellowkey MLS ID: A4693681
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4350 Built: 1963 Tax: $21,257 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$21,257
Remarks: Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
307 68TH, HOLMES BEACH, FL 34217
$1,445,00042 Days on yellowkey MLS ID: A4692284
REDUCED by $30,000 (2.0%) on 06/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1829 Built: 1968 Tax: $17,605 (2024)Community: Palm SpringsSingle Family
Taxes:$17,605
Remarks: Experience refined coastal living in Holmes Beach. This exceptional turnkey 3BR/2.5BA residence showcases impressive curb appeal with pristine landscaping that sets the tone from the moment you arrive. Inside, you’ll find an expansive, light-filled interior with an open-concept design that seamlessly blends comfort and sophistication, ideal for both elevated everyday living and upscale entertaining. The private outdoor retreat is equally impressive, featuring a spacious turf backyard and a resort-style pool, offering a low-maintenance yet luxurious setting with ample room for lounging, dining, and hosting under the Florida sun. With no HOA, enjoy the rare convenience of generous space to accommodate a boat or RV, perfect for embracing a true island lifestyle. Thoughtfully appointed with hurricane impact windows and doors, along with stop log panels at the main entrances, this home delivers both luxury and peace of mind. Perfectly positioned just moments from the Gulf’s pristine beaches, as well as central to dining and boutique shopping, this property presents an outstanding opportunity as a primary residence or an exclusive income producing investment. Don't miss your chance at this piece of Paradise!
6908 HOLMES BLVD, HOLMES BEACH, FL 34217
$2,499,000146 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 Agent: Don Purvis (901-240-2180)
212 72ND, HOLMES BEACH, FL 34217
$2,985,000406 Days on yellowkey MLS ID: A4651200
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 2272 Built: 2019 Tax: $23,423 (2023)Community: 7173900; West Wind Shores; Lot 16; Block 21; Pb 7/Spa: YesSingle Family
Taxes:$23,423
Remarks: Newly renovated - Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views. The main living space, includes a kitchen with a beautiful backsplash and quartz countertops, solid wood cabinets, island seating, couches, and a bright dining room with access to a covered deck overlooking the pool. The third floor hosts the primary bedroom, a private balcony with rooftop deck access, and an ensuite bathroom with a double vanity and a large shower. Outdoor amenities also include a pool, spa, This home is just a quick walk to the beach, and guests can easily take the trolley to Pine Ave for local delicacies, fish at the historic AMI city pier, or kayak in the bay waters.
504 59TH ST, HOLMES BEACH, FL 34217
$1,695,000155 Days on yellowkey MLS ID: A4677906
1 Days Off yellowkey (back on 6/12/2026)
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: Under contract-accepting backup offers. 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.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jessica Batten (941-962-3380)
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