Location: Holmes Beach
Do Not Show Listings
7000 GULF DR #115, HOLMES BEACH, FL 34217
$1,395,000102 Days on yellowkey MLS ID: A4679118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1978Monthly Fee: $1,150 Tax: $11,730 (2024)Community: Tiffany PlaceCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,730
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: Imagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Imagine no longer as you can enjoy this beachfront lifestyle from this 2 bedroom, 2 bath condo in the Beachfront Condominium complex, Tiffany Place. From the moment you enter the unit you will realize its many upgrades: the polished porcelain tile in the foyer and kitchen, the engineered hardwood flooring throughout the remainder of the unit, the plantation shutters, new kitchen cabinets, Jenn Aire Range, stainless steel appliances, remodeled bathrooms and custom cabinets in the primary bedroom. In 2022 a new air conditioner and electric panel were installed and a new hot water heater in 2025. In 2023, all the windows were replaced with Hurricane Impact proof windows, which prevented any damage from the two 2024 hurricanes and provided a discount in insurance and lowered AC costs significantly. As the condo is in the north wing of the complex, you can enjoy the morning sun while drinking your coffee on the balcony and comfortable shade for your afternoon tea or cocktails. The unit has 2 additional storage closets. Tiffany Place is close to the free Island Trolley which can take you to the many unique shops and restaurants on the island and the Library. Or stay put and just enjoy the beachfront living from your new home. .
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Helen Ross (941-524-8214)
101 73RD ST #2, HOLMES BEACH, FL 34217
$700,000183 Days on yellowkey MLS ID: A4669721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 810 Built: 1980 Tax: $3,478 (2025)Community: Princess Martha AptsCondo
Taxes:$3,478
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf of Mexico. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home use as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof was installed in 2025, and the air-conditioning unit in 2022. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Shellie Young, Pa (941-713-5458)
6500 FLOTILLA DR #126, HOLMES BEACH, FL 34217
$685,000112 Days on yellowkey MLS ID: A4678773
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1185 Built: 1978 Tax: $9,027 (2024)Community: Westbay Point & Moorings IiCondo
Taxes:$9,027
Remarks: Beautifully renovated FURNISHED SECOND FLOOR bayfront condominium offering expansive, unobstructed views of Anna Maria Sound in the highly desirable Westbay Point & Moorings community. Positioned to capture sweeping water vistas, this residence delivers the quintessential Florida waterfront lifestyle with sunrise and sunset views, gentle bay breezes, and panoramic scenery visible from nearly every room. The interior has been thoughtfully updated with wood-look tile flooring, two remodeled bathrooms and a guest bath featuring glass-enclosed shower doors. The bright, coastal-inspired kitchen showcases white cabinetry, quartz countertops, and stainless steel KitchenAid appliances, creating an open, airy space ideal for entertaining. Roof and air conditioning system were replaced in 2025 adding comfort and peace of mind. In 2020, the screened lanai was enclosed with HURRICANE IMPACT RATED WINDOWS, enhancing year-round living while maintaining stunning waterfront views. French doors lead directly to the primary suite, where tranquil bay views set the tone for relaxation. The elevated second floor vantage point that truly sets this home apart. Outdoors Westbay Point & Moorings offers resort-style amenities, including tennis and pickleball courts, a heated waterfront pool, a second pool with spa. The community is situated on a private peninsula with lush, park-like tropical landscaping and enjoys one of the highest elevations on Anna Maria Island, a notable advantage for coastal living. The Association is fully reserved, professionally managed with a long-term on-site manager, and the property includes established rental history, with multiple rentals already in place for 2026. The Holmes Beach dog park, skate park, basketball, tennis and pickleball, public boat launch, playground and community activities are just around the corner. The public library, many restaurants, art galleries and shops are very convenient to this location. The world famous sandy beaches of Anna Maria Island are a short drive, bike ride or stroll away. A rare opportunity to own a bayfront residence on Anna Maria Island combining luxury updates, resort amenities, and enduring rental appeal.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Linda Moore (941-737-3581)
101 73RD ST #3, HOLMES BEACH, FL 34217
$725,000183 Days on yellowkey MLS ID: A4669729
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1980 Tax: $3,151 (2025)Community: Princess Martha AptsCondo
Taxes:$3,151
Remarks: One or more photo(s) has been virtually staged. This is your golden moment. Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf of Mexico. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home or to use as a weekly rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
101 73RD ST #1, HOLMES BEACH, FL 34217
$675,000183 Days on yellowkey MLS ID: A4669608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1980 Tax: $3,402 (2025)Community: Princess Martha AptsCondo
Taxes:$3,402
Remarks: One or more photo(s) has been virtually staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated one-bedroom, one-bath unit is a first-floor corner unit that has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf. This is a rare opportunity as unique buildings like this are few and far between. It could be the ideal place to call home or as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
624 DUNDEE LN, HOLMES BEACH, FL 34217
$2,295,000226 Days on yellowkey MLS ID: A4665745
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1799 Built: 1967 Tax: $21,626 (2024)Community: Key Royale 9Th AddSingle Family
Taxes:$21,626
Remarks: Welcome to Southern Exposure! One of the best things about coming to sunny Florida from the cold North is a home with Southern Exposure so you can bask in the sun by this amazing pool all day long! Tranquil, private waterfront sanctuary — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you, while thoughtful attention to detail is evident in every room. Outdoors, a perfectly scaled heated pool and generous sun terraces are complemented by covered lounge space for sophisticated alfresco living and dining. A fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddleboarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or coffee on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio.
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
505 75TH ST, HOLMES BEACH, FL 34217
$2,700,000231 Days on yellowkey MLS ID: A4665534
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3778 Built: 1985 Tax: $15,606 (2024)Community: Island HomesSingle Family
Taxes:$15,606
Elementary School: None
High School: None
Middle School: None
Remarks: Discover paradise at this stunning canal front retreat that includes 5 bedrooms and 3.5-bathrooms. Located in the heart of Holmes Beach just a short stroll to the Gulf Beaches, restaurants, shops and more! This renovated gem offers modern elegance situated on a serene canal with direct access to Tampa Bay, ideal for boat lovers! Step inside to an open-concept living space, featuring Brazilian walnut floors, fireplace and natural light that shines through the impact hurricane windows and doors. Enjoy the gourmet kitchen, complete with custom cabinetry, sleek stainless steel appliances, marble countertops and more! The master suite is conveniently located on the main level with a walk in closet and a fireplace. It is a private oasis, boasting a spa-inspired ensuite with dual vanities and a walk-in shower. Four additional bedrooms provide ample space for family, guests, or a home office/gym. Outside, your tropical haven awaits. Dive into the sparkling pool, relax on the expansive deck, or take your boat straight from your private dock to explore the open waters. With lush landscaping and breathtaking canal views, this backyard is perfect for sunset gatherings or quiet mornings with coffee in hand. Located just steps from the pristine beaches of Anna Maria Island, this home offers the ultimate Florida lifestyle. This home has been lovingly enjoyed and very well taken care of by the full time owners. Schedule your private tour today!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
3607 E BAY DR #206, HOLMES BEACH, FL 34217
$439,90091 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
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)
405 28TH ST, HOLMES BEACH, FL 34217
$2,995,000266 Days on yellowkey MLS ID: TB8418360
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3748 Built: 1972 Tax: $27,499 (2024)Community: Sunrise Park RepSingle Family
Taxes:$27,499
Remarks: Price Reduction! This newly renovated waterfront home on Anna Maria Island features nearly 80 feet of prime canal frontage, providing breathtaking views from almost every room of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts, while also being only steps away from the beach. Step inside to discover a spacious open-concept living room with vaulted ceilings and two large balconies. A modern kitchen outfitted with high-end appliances, ample storage, and chic finishes overlooks your private pool and spa. The master bedroom features access to the back patio leading to the pool plus walk-in closet. The spa-like master bathroom centers around your stand-alone tub and frameless glass shower with dual his and her vanities. Recent renovations include electrical, plumbing, and air conditioning systems, impact-rated windows, new exterior siding, plus a new seawall and a new metal roof. Schedule your showing today!
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Lawrence Vargas (813-505-4808)
725 MANATEE AVE #725, HOLMES BEACH, FL 34217
$500,000192 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)
611 DUNDEE LN, HOLMES BEACH, FL 34217
$1,789,000155 Days on yellowkey MLS ID: A4673753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1735 Built: 1970 Tax: $11,540 (2025)Community: Key Royale 9Th AddSingle Family
Taxes:$11,540
Remarks: Welcome to your beautifully renovated coastal retreat on Anna Maria Island, perfectly situated on a peaceful canal with direct access to Bimini Bay and the Intracoastal waterways with no bridges in your way. From the moment you arrive, the curb appeal sets the tone with fresh stucco, crisp new exterior paint, and a circular driveway that brings you to your private coastal oasis. Step inside to a bright, modern living space that showcases tile flooring throughout and a full interior transformation framed by crown molding. A spacious den/flex room expands the home’s versatility, offering the perfect spot for a cozy lounge, guest space, office, or anything your lifestyle calls for. The heart of the home is the chef’s kitchen, thoughtfully redesigned with custom cabinetry, upgraded quartz countertops, and all new high-end appliances including a top-of-the-line Wolf dual fuel range with a custom hood. The layout flows effortlessly for entertaining or everyday living, giving the space an elevated yet welcoming feel. The primary bedroom features a beautifully designed ensuite bathroom with a seamless glass shower, coastal-inspired tilework, and a custom-built walk-in closet. The second bedroom offers plenty of space and sits conveniently near the guest bathroom, which showcases the same elevated coastal finishes found in the primary suite. Just off the main living area, the indoor laundry room adds convenience with a brand new Speed Queen washer and dryer. Make your way to the backyard to take in the true essence of canal-front living. A brand new in-ground heated saltwater pool and spa creates a private resort-style oasis, surrounded by serene water views that invite you to unwind or entertain in style. Enjoy a boat dock with a 10,000 pound lift and direct access to open water for effortless boating adventures. Recent improvements include a new Trane HVAC system and a one-year-old Rinnai tankless water heater for added efficiency and comfort. The home also offers updated PVC drainage, copper wiring, and impact windows throughout, giving you long-term confidence and peace of mind. This ideal location places you just around the corner from a nine-hole executive golf course and only a short golf cart ride away from Anna Maria Island’s award-winning beaches, charming boutiques, and coastal dining. With luxury updates, thoughtful design, and unbeatable access to the water, this home offers the best of island living. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
102 39TH ST #2, HOLMES BEACH, FL 34217
$5,900,000809 Days on yellowkey MLS ID: A4597240
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4944 Built: 1950 Tax: $40,000 (2023)Community: The VillaMulti-Family 5+
Taxes:$40,000
Tax Year: 2023
Remarks: Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and entertainment in the immediate area and it is a less than five minute walk to the trolley stop which can take people to see all that Anna Maria Island has to offer. This turnkey property has been taken care of very well and is the perfect investment opportunity. Schedule your showing today. Daily rentals permitted. Each Unit is already Condominiumized, an added benefit usually not available. Buyer would become the sole owner and member of the condominium association.
Listing is courtesy of: STARZ REAL ESTATE, LLC (941-737-7108)
Listing Agent: Robert Louloudes (941-549-1636)
503 BAYVIEW DR, HOLMES BEACH, FL 34217
$899,000108 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
Remarks: One or more photo(s) has been 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.
Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)
Listing Agent: Raymond Nesci (941-468-1608)
635 KEY ROYALE DR, HOLMES BEACH, FL 34217
$7,485,00045 Days on yellowkey MLS ID: A4687421
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3648 Built: 2015 Tax: $55,473 (2025)Community: Key Royale 8Th AddSingle Family
Taxes:$55,473
Remarks: This bayfront Key Royale home is ideally situated on the southern side of Key Royale, offering a more protected setting away from the north wind and enhancing year-round outdoor enjoyment. Truly a World of Its Own—delightful bayfront living with sweeping views of the crystal-clear waters of Anna Maria Sound and Tampa Bay. This elevated, single-level custom-built coastal residence is a tribute to exceptional design, premier location, and impeccable construction, finishes, and taste. Calm coastal hues and shell stone travertine flooring flow throughout the soaring living spaces, highlighted by tongue-and-groove ceilings with solid wood beams. The home showcases custom cabinetry with 100-year-old pine accents, extensive millwork, and a handcrafted TV feature wall. Additional features include a Control4 AV system, upgraded custom lighting and fans, an elevator, 8-foot solid core interior doors, whole-home sound system, plantation shutters, custom motorized window treatments, and central vacuum. The chef’s kitchen is equipped with Thermador commercial-grade appliances, a built-in pantry, and double laminated-edge granite countertops. Expansive bay views are captured from nearly every angle, while sliding glass doors open to an elegant 63-foot balcony complete with an outdoor kitchen and Trex staircase leading to the pool area below. Three of the four bedrooms are ensuite, all featuring rich Ipe wood flooring, custom closet systems, and luxurious bathrooms finished with travertine flooring and Moen body spray shower systems. Built to the highest standards, the exterior boasts a commercial-grade 24-gauge standing seam metal roof, PGT impact windows and doors, second-floor block construction, poured concrete porches, a Cantera entry door, and Icynene attic insulation. The spacious garage includes insulated doors and durable epoxy flooring. Outdoors, the home transforms into a private waterfront retreat with a bayside freeform pool and spa, expansive travertine deck for lounging and dining, and a covered cabana. Boating enthusiasts will appreciate the Trex dock with water and electric, along with 28,000 lb and 10,000 lb boat lifts. This stunning residence is a decorator’s masterpiece and a true feast for the senses. It presents a rare opportunity to embrace an extraordinary coastal lifestyle. Sold turnkey furnished less personal exceptions!
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Ryan Sheck (863-581-4005)
104 SUNSET LN, HOLMES BEACH, FL 34217
$16,750,000150 Days on yellowkey MLS ID: A4674426
Bed: 5 Bath: 6.5 Liv Area Sq Ft: 8962 Built: 2023Community: Sunset CoveSingle Family
Taxes:
Tax Year:
Remarks: Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.
Listing Agent: Charles Buky (941-228-6086)
3604 GULF DR #A and B, HOLMES BEACH, FL 34217
$1,399,000106 Days on yellowkey MLS ID: A4679453
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1500 Built: 1968Community: CasanasApartment
Remarks: Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Johnny Hopper, Pa (941-524-1706)
216 N HARBOR DR #A, HOLMES BEACH, FL 34217
$3,100,00046 Days on yellowkey MLS ID: A4687047
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2200 Built: 2027Community: Sportsmans Harbor RevSingle Family
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed to capture the essence of elevated island living while delivering strong long-term value. This home is intentionally designed with a flowing, open layout balanced by thoughtfully separated spaces—creating the ideal environment for both private use and high-end guest accommodations. The main living area is anchored by a statement kitchen featuring an oversized island, premium appliance package, custom cabinetry, and clean, coastal finishes that feel both refined and effortless. Outdoor living is curated as a private resort-style experience, thoughtfully positioned to function as its own extension of the home. The space is designed to center around a private pool and spa, with ample room for covered lounging, outdoor dining, and entertaining. Whether hosting guests or enjoying a quiet evening, the outdoor environment is intended to feel relaxed—capturing the essence of island living. Elevating the experience even further, the rooftop deck offers a private escape above it all—an ideal setting for sunset views, evening gatherings, and capturing the coastal breeze. This signature feature not only enhances everyday living but adds a distinct advantage for those considering rental potential. Every detail of the home is designed with both luxury and resilience in mind, including a private elevator, whole-home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards—delivering both peace of mind and long-term durability. Positioned in the heart of Holmes Beach on Anna Maria Island, you’re just moments from the beach, local restaurants, marinas, and the island trolley. Whether envisioned as a private coastal retreat, an income-producing luxury rental, or a long-term hold in a high-demand market, this property represents a rare opportunity to secure a thoughtfully designed, high-quality new construction home in an exceptional island setting. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4909 GULF DR #6B, HOLMES BEACH, FL 34217
$639,00099 Days on yellowkey MLS ID: TB8470442
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 862 Built: 1987Community: Not In A SubdivisionSingle Family
Remarks: Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.
Listing Agent: Justin Vitalo (904-347-8102)
145 50TH ST, HOLMES BEACH, FL 34217
$2,150,000330 Days on yellowkey MLS ID: A4654712
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2040 Built: 2008Community: Coastal Cottages IiSingle Family
Remarks: Welcome to Mango Tango! This stunning 4-bedroom, 3.5-bath coastal retreat is perfectly positioned less than three blocks from the sugar-white sands and turquoise waters of the Gulf of Mexico. Currently operating as a high-performing vacation rental, this property offers the ultimate combination of island charm, modern comfort, and investment potential. An outood Oasis Awaits! Step into your own private paradise with lush tropical landscaping, a heated pool, and a shaded lounge area perfect for sun-soaked afternoons or evening gatherings. Multiple outdoor spaces—from the front balcony for morning coffee to the covered patio for sunset cocktails—invite you to relax, entertain, and savor the island lifestyle. Inside, the open-concept design welcomes you with a bright, coastal-inspired décor. The family room, dining space, and kitchen flow seamlessly together, creating an ideal setting for hosting. The kitchen features stainless steel appliances, ample counter space, and a breakfast bar that makes casual dining easy. Nestled in the heart of Anna Maria Island, Mango Tango places you within walking distance of pristine beaches, charming boutiques, local art galleries, and fantastic restaurants. Plus, with convenient free trolley stops nearby, you can explore the island with ease—no car required! Whether you are seeking a personal getaway, an income-producing rental, or both, this island gem delivers it all! With its unbeatable location, thoughtful updates, and proven rental history, Mango Tango is the perfect opportunity to embrace the laid-back luxury of Anna Maria Island living!
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Jennifer Albright (941-284-3092)
214 N HARBOR DR #A, HOLMES BEACH, FL 34217
$3,100,00089 Days on yellowkey MLS ID: A4681733
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed with both lifestyle and long-term value in mind, this modern coastal residence is planned to showcase a spacious, open-concept design with thoughtfully separated living areas and a layout ideal for both personal use and guest accommodations. The design emphasizes comfort, privacy, and functionality—features that appeal to today’s luxury coastal buyers and renters alike. The open-concept design is anchored by a chef-inspired kitchen envisioned with a large gathering island, premium appliance selections, custom cabinetry, and refined coastal finishes—perfect for entertaining and maximizing guest appeal. Flowing seamlessly into the main living areas, the design emphasizes effortless indoor-outdoor living, with outdoor spaces to include a private pool and spa, creating a true island retreat. A true standout feature is the rooftop deck, planned as a private island retreat ideal for sunset views, entertaining, and elevated outdoor living—an amenity that significantly enhances both lifestyle enjoyment and rental desirability. Additional features include a private elevator, whole home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards, delivering durability, resiliency, and peace of mind. Located in the heart of Holmes Beach on Anna Maria Island, this homesite offers walkable access to sugar-sand beaches, restaurants, marinas, and the island trolley. Bradenton Beach remains one of the Gulf Coast’s most desirable and supply-constrained markets, making new construction opportunities particularly attractive from an investment perspective. Whether envisioned as a luxury second home, income-producing property, or long-term coastal hold, this project offers the opportunity to secure a high-quality, FEMA-compliant new construction asset in a proven beach market with enduring demand. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
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