Location: Holmes Beach
Do Not Show Listings
234 85TH ST, HOLMES BEACH, FL 34217
$1,774,999371 Days on yellowkey MLS ID: A4648191
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1715 Built: 1989 Tax: $11,241 (2024)Community: Holmes Beach Thirty-Third UnitSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,241
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Mike Polachek (941-524-0241)
531 72ND ST, HOLMES BEACH, FL 34217
$4,500,00034 Days on yellowkey MLS ID: A4685680
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3500 Built: 1959 Tax: $11,428 (2025)Community: Bay Palms Add 8Th UnSingle Family
Taxes:$11,428
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Spectacular bay views define this recently renovated 4-bedroom, 4-bath waterfront home in Holmes Beach, set on a large bayfront lot with exceptional waterfrontage and sweeping open water vistas. Positioned at the end of a quiet bayside street, the property captures some of the most expansive bay views on Anna Maria Island. Renovated within the past year, the home blends updated finishes with distinctive architectural details and inviting gathering spaces. The main living area features a wood burning fireplace, while large windows and sliding glass doors frame the bay and fill the home with natural light. A tongue-and-groove wood ceiling adds warmth and coastal character throughout the primary living space. The updated kitchen includes built-in appliances, custom cabinetry, and generous prep space, opening to the dining and living areas for easy entertaining. A standout feature is the second-floor great room, an expansive and versatile retreat offering elevated water views and abundant natural light. The space includes 4 day beds, a full bath, and an adjacent artist space, creating flexible accommodations for guests or creative pursuits. Outdoor living takes full advantage of the setting with a private pool and expansive waterfront patio areas overlooking the bay, providing ideal spaces for lounging, dining, and enjoying coastal breezes and stunning sunsets. Located just moments from the beaches, shops, and restaurants of Anna Maria Island, this property offers recent renovations, generous living spaces, and exceptional bayfront views in one of Holmes Beach's most desirable waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Dee Munn (407-346-4422)
213 84TH ST, HOLMES BEACH, FL 34217
$2,250,00062 Days on yellowkey MLS ID: TB8475905
1 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2193 Built: 1986 Tax: $23,426 (2025)Community: Holmes Beach 34Th UnitSingle Family
Taxes:$23,426
Remarks: Under contract-accepting backup offers. Positioned on a naturally elevated homesite for enhanced drainage and reduced flood exposure, this custom-built Anna Maria Island retreat delivers the perfect blend of luxury, flexibility, and proven investment potential. Offered turnkey furnished, the residence features 4 bedrooms, 3 full baths, and a layout designed for effortless full-time living or high-performing vacation use. The light-filled main living level showcases soaring cathedral ceilings, an open-concept great room, and retractable glass doors that create seamless indoor-outdoor living to the expansive deck. The chef’s kitchen is built to impress with double ovens, commercial-size refrigerator, custom cabinetry, soapstone countertops, large island seating, and a brand-new ZLINE gas cooktop, all enhanced by suspended track lighting. Recent improvements include fresh interior and exterior paint, fresh sod and landscaping, an upgraded irrigation system, and a new pool heater and pump — delivering true move-in-ready peace of mind. The private primary suite offers a balcony retreat, walk-in closet, soaking tub, and walk-in shower. Two additional upstairs guest rooms share a spacious bath, while the fourth bedroom on the lower level provides direct pool access and an additional full bath — ideal for guests or multi-generational living. Outdoor living steals the show with a heated pool and spa, waterfall feature, gas firepit, built-in seating, and lush tropical landscaping for maximum privacy and year-round enjoyment. Zoned R1 with 30-night minimum rentals and a strong established rental history, this property offers exceptional flexibility for personal use, seasonal escapes, or income production. Located moments from the Gulf beaches, dining, and shopping of Anna Maria Island, this elevated, furnished coastal home is the total package.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jerry Gemmecke (317-445-2434)
303 58TH ST, HOLMES BEACH, FL 34217
$2,449,999125 Days on yellowkey MLS ID: A4674192
REDUCED by $50,001 (2.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 2006 Tax: $26,409 (2024)Community: Casa Bella Of Anna Maria IslandSingle Family
Taxes:$26,409
Remarks: AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW ROOF • TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marlen Ryan (941-799-1046)
624 DUNDEE LN, HOLMES BEACH, FL 34217
$2,295,000203 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)
512 77TH ST, HOLMES BEACH, FL 34217
$2,499,000314 Days on yellowkey MLS ID: A4653661
REDUCED by $300,000 (10.7%) on 04/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2796 Built: 2003 Tax: $10,320 (2025)Community: Holmes Beach 31St Unit AmdSingle Family
Taxes:$10,320
Remarks: ~~~~~~~PRICE DROP~~~~~~~NOW is the time to buy this house. Make Anna Maria Island your own with a rare opportunity to own a truly iconic private island residence in Holmes Beach. Designed by celebrated architect Emily-Anne Smith, this distinctive home is recognized for its signature pink exterior, architectural integrity, and enduring coastal character. Set along a deep-water canal with direct access through Bimini Bay to Tampa Bay, the property offers seamless access to Florida waters for boating, sailing, and fishing. The setting feels intentionally residential and private, ideal for those seeking a refined second home or a full-time island residence designed for personal enjoyment rather than rental use. Offering nearly 2,800 square feet of interior living space and an additional 1,000 square feet under roof, the home provides generous proportions and thoughtful separation of spaces. A spacious screened porch overlooks protected mangroves, creating a naturally private backdrop and a peaceful connection to the island environment. Inside, soaring cathedral ceilings, custom millwork, and a classic Craftsman-style fireplace highlight the quality and intention behind the original design. The chef’s kitchen is outfitted with a 6-burner WOLF range, SUB-ZERO refrigerator, BOSCH dishwasher, granite countertops, and a vegetable sink, offering a well-appointed foundation for both everyday living and entertaining. The upper level features a versatile loft that includes a bedroom with ensuite bath, a recreation or lounge area, and a charming hidden treehouse retreat, adding character and flexibility to the home’s layout. The floor plan, construction quality, and architectural details provide an exceptional opportunity for a new owner to thoughtfully tailor the space to their own taste while preserving its timeless coastal appeal. With its architectural pedigree, deep-water boating access, and quiet residential setting, this home invites a new owner to build upon its legacy and create a personalized island retreat that will endure for years to come. Schedule your private showing and experience the setting, serenity, and potential that make this a truly special Florida retreat.
Listing Agent: Kathy Harman (941-900-9828)
212 72ND, HOLMES BEACH, FL 34217
$2,985,000343 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/Single Family
Taxes:$23,423
Tax Year: 2023
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.
Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)
Listing Agent: Gregg Bayer (941-799-9096)
504 68TH ST, HOLMES BEACH, FL 34217
$2,200,00072 Days on yellowkey MLS ID: A4679043
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1961 Tax: $11,700 (2024)Community: Bay Palms AddSingle Family
Taxes:$11,700
Remarks: Under contract-accepting backup offers. Welcome to your private coastal retreat, where luxury, functionality, and waterfront living come together seamlessly. This beautifully remodeled 3 BD, 3 BA residence is being sold furnished, showcasing high-end finishes throughout and exceptional indoor-outdoor living. The highly sought after ground level living is even more attractive with the security of a JMI Flood Prevention system that was professionally installed in 2025. Each door opening and garage are protected. Step inside to the open-concept living/dining and kitchen area. Your attention is immediately drawn to the stunning 4" live edge slab island that is perfect for entertaining. Just as beautiful is the wood cabinetry, sleek quartz counters, gas range, designated wet bar with wine fridge and ice maker. As you step from inside to outside, the living space flows effortlessly into multiple outdoor living areas. Enjoy sunset views from your large private dock, perfect for fishing or just relaxing while watching dolphins and manatees pass by. Boating/kayak enthusiasts will appreciate the 10,000-lb boat lift and private kayak/SUP launch. Enlarged dock also includes electricity and fresh water access. The outdoor space is a true island oasis featuring a saltwater pool and spa, lush/mature tropical landscaping, that is also illuminated with professionally installed lighting in both front and back. A large cabana with a fully built-in outdoor kitchen, ideal for entertaining, completes the outdoor living space. Recent upgrades include a brand new A/C system and tankless hot water heater. A 250 gallon buried propane tank services the pool heater, outdoor grill, hot water heater and 5 burner stove. Other upgrades include a new metal roof and all new impact rated windows and slider doors. All original cast iron plumbing has been replaced along with new electrical underground wiring and panel. Perfect as a primary residence, vacation retreat, or investment property, this home delivers the ultimate in luxury canal-front living on Anna Maria Island.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
504 59TH ST, HOLMES BEACH, FL 34217
$1,795,00092 Days on yellowkey MLS ID: A4677906
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.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jessica Batten (941-962-3380)
506 58TH ST, HOLMES BEACH, FL 34217
$3,400,00080 Days on yellowkey MLS ID: A4679359
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3319 Built: 1963 Tax: $24,569 (2024)Community: Holmes Beach 14Th UnitSingle Family
Taxes:$24,569
Remarks: Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate—an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits. This is more than a home—it is a refined island retreat, custom crafted for those who seek privacy, comfort, and tranquility, with the rare privilege of a secluded waterfront setting and immediate access to one of Florida’s most cherished beach communities.
505 75TH ST, HOLMES BEACH, FL 34217
$2,700,000208 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
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 Agent: Jason Sato (941-778-7200)
8302 MARINA DR, HOLMES BEACH, FL 34217
$995,000110 Days on yellowkey MLS ID: A4675825
2 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1986 Tax: $5,125 (2024)Community: Holmes Beach 34Th UnitSingle Family
Taxes:$5,125
Remarks: Under contract-accepting backup offers. ALL RESONABLE OFFERS CONSIDERED!!! Elevated two-bedroom, two-bath home situated on a large lot in a quiet area of Holmes Beach. This well-maintained property features new hurricane-rated windows and sliders, providing comfort and peace of mind. A wraparound screened porch allows you to enjoy sun or shade throughout the day, ideal for relaxing or entertaining. The updated kitchen features quartz countertops, solid wood cabinetry, and a pantry with pull-out shelving for excellent storage and functionality. A gas cooktop is a desirable upgrade rarely found on the island. The primary bedroom includes an ensuite bathroom with a marble-top vanity and an oversized tile shower. The second bedroom offers access to a Jack-and-Jill bathroom and a convenient laundry room closet. Both bedrooms feature spacious walk-in closets. The expansive downstairs area provides ample room for parking, storage, and beach gear, along with an additional enclosed space offering flexible use as a hobby room, workshop, or storage area. Across the street are private, deeded docks; this property includes an unimproved dock space (#22), conveyed by a separate deed. The home has been lovingly cared for, has never been used as a rental, and is being offered turn-key furnished. A large enclosed backyard provides excellent privacy and ample room for a pool. Elevated construction and a generous lot enhance functionality and outdoor potential. Conveniently located near the beach, shopping, and dining, this home is ideal for full-time living, a vacation retreat, or an investment opportunity. Enjoy the 3-D view and walk around this comfy home!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Cindy Jones (941-773-9770)
405 28TH ST, HOLMES BEACH, FL 34217
$2,995,000243 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)
634 KEY ROYALE DR, HOLMES BEACH, FL 34217
$3,175,00053 Days on yellowkey MLS ID: A4683541
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3020 Built: 2011 Tax: $43,872 (2024)Community: Key Royale 7Th AddSingle Family
Taxes:$43,872
Remarks: Elevated waterfront living in Key Royale — built for confidence, designed for ease. Welcome to 634 Key Royale Drive, a 2011-built canal-front residence offering over 3,000 square feet of refined coastal living in one of Anna Maria Island’s most sought-after neighborhoods. Positioned high and built to modern standards, this home delivers peace of mind along with sweeping water views from nearly every room. Bright, sun-filled interiors open seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-lb boat lift, and jet ski lift — ideal for boaters who want quick access to Tampa Bay and the Gulf. Inside, the kitchen has just been refreshed with new quartz countertops and pairs beautifully with stainless appliances and an oversized breakfast bar built for gathering. Two brand-new AC units provide efficient climate control, complemented by Icynene spray-foam insulation and two Rinnai tankless water heaters for energy-conscious living. The main-level primary suite captures peaceful canal views and features dual vanities, a soaking tub, and custom port windows. Upstairs offers three additional guest bedrooms, two baths, and a breezy balcony overlooking the water. Built with impact-rated windows and doors and showing no storm damage to date, this elevated home offers the structural integrity today’s buyers are seeking — without sacrificing comfort or style. An oversized garage with 12’ ceilings and a 9’ door easily accommodates a boat, golf cart, or additional storage. Located in the desirable Key Royale community of Holmes Beach, you’re minutes to the beach, golf, dining, and island favorites — yet tucked away in a quiet canal setting. For buyers seeking a newer-build, low-maintenance waterfront home with strong construction and immediate boating access, 634 Key Royale Drive delivers exceptional value on Anna Maria Island.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)
Listing Agent: Jason Hrnak (941-773-6572)
424 62ND ST, HOLMES BEACH, FL 34217
$699,999382 Days on yellowkey MLS ID: A4645810
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1098 Built: 1974Monthly Fee: $100 Tax: $9,951 (2025)Community: Seaside Gardens RepSingle Family
Taxes:$9,951
Remarks: This beautifully restored, income producing property can be yours! Welcome to Island Delight on Anna Maria Island. Offered TURNKEY furnished with an active rental history and brand new roof, this property provides flexible options to enjoy paradise. Primely located just a few blocks from the turquoise waters and powdery sand of the Gulf, you can enjoy the the island's serene beauty whenever you wish. You'll love the private, heated, saltwater pool and spa as you walk through the gates of this charming home--adorned with beautiful pavers. Inside you'll find an inviting space with a large kitchen equipped with all new stainless steel appliances, kitchen cabinetry and fixtures. The granite countertops are a nice touch with bar seating at the peninsula. The bathroom is conveniently positioned between the two spacious bedrooms. The living space boasts an open concept to the spacious dining area, and an exterior door that leads out to your secluded and fenced deck area. The grand back yard space/deck is equipped with a sitting area, grilling space, outdoor shower and adorable shed for all your beach gear. The parking pad is large enough for two vehicles which makes parking on the island seamless! The community of Seaside Gardens has a low monthly HOA fee that includes water which makes owning a pool very cost effective. Even more, you have access to tennis courts, pickleball courts, shuffleboard, basketball court and a playground! With its unbeatable location and income potential, this property is an exceptional investment opportunity.
Listing Agent: Jessica Uglik, Pllc (941-212-7098)
204 66TH ST, HOLMES BEACH, FL 34217
$2,750,000175 Days on yellowkey MLS ID: A4669141
0 Days Off yellowkey (back on 3/28/2026)
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 3472 Built: 2013 Tax: $46,263 (2025)Community: West Wind ShoresSingle Family
Taxes:$46,263
Remarks: Under contract-accepting backup offers. Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Island. Weather you're Looking for a lucrative investment property or a private island oasis, this fully furnished, turnkey residence offers the best of both worlds. With 6 bedrooms and 5 bathrooms in total, there's plenty of room for everyone to spread out and enjoy the ultimate island lifestyle. This property boasts prime walkable access to the beach while maintaining a sense of privacy and tranquility. Highlighting each floor, the First Floor has a 2-car garage and a versatile bonus/game room with direct access to the pool and patio. The Second Floor features a Bright and airy open-concept kitchen, living and dining spaces, complete with a cozy dinette for casual meals. Three spacious bedrooms, two full bathrooms, and a convenient laundry room complete this level. The Third Floor provides a luxurious primary suite with a spa-like ensuite bathroom, two additional oversized bedrooms, and another 2 full bathrooms. The beautifully landscaped, fenced backyard is a true tropical paradise featuring a private pool and spa, along with outdoor dining and lounging areas perfect for relaxing or entertaining. Investors will appreciate the solid rental income potential while private buyers can immediately move in and embrace the laid-back Florida lifestyle. Don't miss this rare opportunity to own a slice of paradise on Anna Maria Island!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: David Ahrens, Pllc (650-288-7661)
5803 IMPERIORE AVE, HOLMES BEACH, FL 34217
$1,150,000138 Days on yellowkey MLS ID: A4673548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1969 Tax: $13,135 (2024)Community: Neptunes GardensSingle Family
Taxes:$13,135
Remarks: Smart Buyers: This Price Improvement Is For You. Weekly rental! Exceptional Investment Steps from Holmes Beach. Welcome to Blue Oasis, a fully renovated ground-level retreat just steps from Holmes Beach and the turquoise waters of the Gulf of Mexico. This stunning 2-bedroom, 2-bath home combines modern luxury with island charm. Featuring a versatile den with a pocket door for added privacy, it’s perfect for a home office or guest space. The den includes a stylish daybed with trundle, offering extra sleeping accommodations without sacrificing comfort or design. Every detail has been thoughtfully upgraded, including a new roof (Summer 2025), freshly finished walls, baseboards, doors, and paint throughout, plus custom closet organizers for added functionality. The kitchen and both bathrooms feature all-new soft-close cabinetry and fixtures, complemented by brand-new appliances—dishwasher, refrigerator, gas range/oven, and washer. Comfort is ensured with a new A/C (November 2024-mounted up from the ground), while the new pool pump with Pentair automation adds convenience and efficiency. The master bath boasts a completely redesigned shower with new tile and hardware, and the entire home is furnished with all-new furniture and décor, from beds, mattresses, and nightstands to a stylish sofa, chairs, dining set, and coastal accents. Outdoors, enjoy new patio furniture, umbrellas, lighting, and a perfect sized pool with optional spa jets plus a shed stocked with new beach chairs and a beach cart. Rinse off in the outdoor shower offering both hot and cold water. Additional upgrades include new TVs in every room, palm tree shutters, creating a turnkey property that’s ready to impress. With its prime location just a four-minute walk to the beach, easy access to shops and dining, and exceptional rental performance, Blue Oasis delivers a fantastic ROI and lifestyle appeal—perfect as a short-term rental, second home, or long-term investment in one of Florida’s most sought-after coastal markets. Make your move on this turnkey coastal gem today!
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
510 69TH ST, HOLMES BEACH, FL 34217
$1,070,00079 Days on yellowkey MLS ID: A4679951
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1976 Tax: $5,314 (2024)Community: Bay Palms AddSingle Family
Taxes:$5,314
Remarks: This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Craig O'Rourke (877-366-2213)
518 74TH ST, HOLMES BEACH, FL 34217
$2,700,000197 Days on yellowkey MLS ID: A4666701
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2343 Built: 1969 Tax: $22,274 (2024)Community: Bay PalmsSingle Family
Taxes:$22,274
Remarks: Under contract-accepting backup offers. Tropical Waterfront Oasis in Holmes Beach! Welcome to 518 74th Street, a stunningly remodeled coastal retreat that captures the essence of island living. This open-concept residence offers 3 spacious bedrooms, 3.5 luxurious baths, and is being sold designer furnished for a move-in ready experience. Step inside to find a chef’s kitchen with high-end finishes, custom cabinetry, and generous counter space perfect for entertaining. Each bedroom features its own walk-in closet and private bath, blending comfort with elegance. Outside, paradise awaits with 80 feet of deep sailboat-water frontage, a new seawall, and direct boating access to the Gulf. The backyard is a private tropical sanctuary, complete with a resort-style pool and spa surrounded by lush mature landscaping and fruit trees. Just a short stroll to the beach, this home offers the perfect blend of luxury, relaxation, and convenience. Whether you’re seeking a full-time residence or a vacation escape, this tropical waterfront gem is ready to welcome you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
611 DUNDEE LN, HOLMES BEACH, FL 34217
$1,789,000132 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 Agent: Kaisen Mitchell (941-726-7657)
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