Location: Holmes Beach, 34217
Do Not Show Listings
221 85TH ST, HOLMES BEACH, FL 34217
$985,0007 Days on yellowkey MLS ID: A4693773
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1229 Built: 1977 Tax: $12,828 (2025)Community: Holmes Beach 33Rd UnitSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,828
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Discover the best of island living in beautiful Holmes Beach! Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. New roof installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Victoria Bouziane (941-737-9275)
5608 GULF DR #114, HOLMES BEACH, FL 34217
$1,090,000120 Days on yellowkey MLS ID: A4679026
REDUCED by $100,000 (8.4%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1236 Built: 1981Monthly Fee: $1,150 Tax: $6,403 (2024)Community: Sun Plaza WestSpa: NoCondo
Taxes:$6,403
Tax Year: 2024
Remarks: Wake up to sweeping views of the Gulf of Mexico from this beautifully maintained two-bedroom, two-bath condo in Sun Plaza West. I direct Gulf front complex on Anna Maria Island. Filled with natural light, this home offers comfortable and inviting coastal living, featuring ceramic tile flooring throughout, Cambria granite countertops, Jen-Air appliances, PGT impact windows, and Hunter Douglas blinds that enhance both style and function. Thoughtfully placed dimmer switches create a warm, customizable ambiance, while beautiful Gulf views can be enjoyed year-round from the living spaces and bedrooms. The condo comes fully furnished, making it truly move-in ready and ideal for immediate enjoyment or rental use. Enjoy coffee in the morning off the cozy balcony off the master or enjoy happy hour on the amazing beaches of the Anna Maria. The home was completely renovated recently, offering all new electrical and plumbing throughout. Enjoy the ease of laundry inside the home for easy cleaning, as well as updated finishes and a well-designed layout that balances comfort and functionality. Recent upgrades provide added peace of mind, including a brand-new air conditioning system installed in 2023 and a new hot water heater in 2024. Residents enjoy a variety of desirable community amenities, including a sparkling pool, tennis court, and pickleball court—perfect for both relaxation and an active lifestyle. A private 8x10 storage unit, offering ample space for beach gear, bikes, or seasonal items. Whether you’re seeking a full-time residence, a vacation retreat, or an investment opportunity, this Gulf-view condo offers an exceptional combination of comfort, quality finishes, thoughtful updates, and coastal scenery in a sought-after setting. This is the perfect home for living the Anna Maria Life!
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
34 SEASIDE CT, HOLMES BEACH, FL 34217
$699,900146 Days on yellowkey MLS ID: A4675697
REDUCED by $100,090 (12.5%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 1965 Tax: $8,392 (2024)Community: Seaside Gardens RepVilla
Taxes:$8,392
Remarks: Discover the perfect canvas to create your waterfront dream home or weekly rental! This solidly built concrete block corner residence has been mediated and is ready for your finishing touches. Unique to Seaside on a quiet cul-de-sac with no thru traffic and boasting big water dockage, this property is a boater's paradise—ideal for accommodating larger vessels or multiple watercraft. Water features include an 8K lb lift, 42 ft seawall, 22x15 ft dock, and a small wet slip. Bring your center console or sailboat- no problem! Imagine stepping out your back door to direct access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico for fishing, cruising, or simply enjoying sunset views from the water. This 2BD/2BA villa offers an open floor plan with a central kitchen, spacious living area, 2 master suites, an interior laundry room, and more. The property also features a grandfathered-in awning and carport, providing plenty of additional outdoor space. Add a straight forward interior renovations to the mix, and it’s easy to bring your vision of a sleek modern retreat or a cozy coastal escape to life without breaking the bank. The cul-de-sac of Seaside Court is one of the most popular areas for rental guests, and it's no surprise why. This unique villa is a corner unit with a pie-shaped backyard, delivering the privacy and feel of a single-family home—uncommon yet coveted in this community. Combine that with the ability to rent weekly, low fees, and an assumable flood policy, and this property becomes an exceptional opportunity for savvy investors or those looking to offset costs while enjoying their own slice of paradise. This historic community of villas offers incredible value and freedom, with no HOA restrictions or fees. Plus, you'll find plenty of nearby amenities, including a boat ramp, tennis, pickleball, basketball, a dog park, and more. Homes with this combination of solid construction, prime dockage, and unbeatable potential don’t come along often—don’t let this one pass you by!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Stephanie Leitao, Llc (941-773-2677)
6200 FLOTILLA DR #241, HOLMES BEACH, FL 34217
$725,0007 Days on yellowkey MLS ID: A4693830
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1979 Tax: $3,577 (2025)Community: Westbay Point & Moorings IiiCondo
Taxes:$3,577
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Paradise Remains! This lovely ground level, end unit in the highly sought Westbay Point & Moorings Condominium Complex is truly in a dream location. Facing west you will be delighted with nightly sunsets. Tucked into the bayou this unit was left high and dry during our last Hurricane season. Being an end unit with extra windows there is wonderful natural lighting and the unit itself is spacious and bright. There are two enclosed patios (one in the front and one in the back) that have sliders to either open up the area to the lovely breezes or close them for more living space. Just beyond the back sliders there is also a patio area outside for outdoor seating and solitude. The condo is completely tiled throughout and the kitchen has been remodeled with beautiful cabinetry and granite countertops. The bedrooms are split and each has a great deal of space and walk-in closets. If you are looking for a well maintained condo, look no further. This unit has been well taken care of. Unit is partially furnished and some furniture may not match the photos. Located in the heart of Holmes Beach, Westbay Point & Moorings is also a well managed community meticulously kept with great pride. You can bike or walk to many shops and eateries or hop on the trolley to go anywhere on the island. New roof and new A/C 2025. ** New Hurricane Roll Down Shutters have been ordered and will be included in the sale .** All assessments from storm repairs have been paid to date, as will future additional storm assessments, if any. ** Owner will consider financing **
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Lisa Varano (941-730-9060)
512 67TH ST, HOLMES BEACH, FL 34217
$1,850,0007 Days on yellowkey MLS ID: A4693792
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1737 Built: 1972 Tax: $18,412 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$18,412
Remarks: Exceptional opportunity to own a prime waterfront property on the Grand Canal in Anna Maria Island! This oversized lot features an expansive seawall and offers endless possibilities to build your custom dream home or renovate the existing residence to fit your lifestyle. Enjoy the outdoor Florida lifestyle with a large built-in pool and spa, complete with a new heater. Situated on one of the widest canals in Holmes Beach, this property provides easy boating access through Bimini Bay and directly out to the open waters of the Bay. A rare waterfront gem that truly must be seen to be appreciated!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
600 MANATEE AVE #145, HOLMES BEACH, FL 34217
$599,00073 Days on yellowkey MLS ID: A4685147
REDUCED by $26,000 (4.2%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977Monthly Fee: $925 Tax: $2,232 (2025)Community: Westbay Cove IiCondo
Taxes:$2,232
Remarks: First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: April Green (941-773-1680)
616 FOXWORTH LN, HOLMES BEACH, FL 34217
$2,095,000130 Days on yellowkey MLS ID: A4677576
REDUCED by $55,000 (2.6%) on 05/14/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2350 Built: 1971Monthly Fee: $8 Tax: $12,552 (2025)Community: Key Royale 13Th AddSpa: NoSingle Family
Taxes:$12,552
Remarks: Step into effortless luxury with this meticulously renovated canal-front retreat, ideally located on 100 feet of waterfront, on an 11,543 sq ft lot in the heart of the Key Royale community. Designed for relaxed coastal living, this beautifully updated 3-bedroom, 3.5-bath home offers the perfect blend of style, comfort, and waterfront lifestyle. The home has a chef-inspired kitchen featuring wood cabinetry, quartz countertops, a gas range, wall oven, wet bar with wine refrigerator, and a generous center island perfectly suited for both everyday living and elegant entertaining. Walls of sliding glass doors bathe the interior in natural light and open to a private outdoor oasis, creating a seamless indoor-outdoor flow. Two of the bedrooms have private ensuite baths, including the primary bedroom which features a spacious bedroom with an en-suite bath with a soaking tub, a walk-in shower and an outdoor shower providing comfort and privacy. Outside, enjoy the resort-style pool designed for lounging in both sun and shade, or take in peaceful canal views framed by lush tropical landscaping. A new irrigation system and new elegant landscape lighting have also been installed. A true boater’s dream, the property features a private dock with electric and water, plus a 10,000 lb boat lift and kayak launch, offering quick access to the sparkling waters of Bimini Bay, Tampa Bay and beyond. Additional updates include a roof installed in 2017 for added peace of mind. Just a short stroll or bike ride from Anna Maria Island’s sugary beaches and moments from charming shops, dining, and island attractions; the location is as exceptional as the home itself. Residents of Key Royale have the option to join the private Key Royale Club, a 9-hole golf course with a clubhouse, creating a lifestyle that perfectly balances boating, golf, and island leisure. Bring your boat, fishing poles, golf cart, and clubs and start living the island lifestyle you’ve been dreaming of. This is a rare opportunity to own a truly special slice of waterfront paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
507 58TH ST, HOLMES BEACH, FL 34217
$1,299,000114 Days on yellowkey MLS ID: A4680272
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1953 Tax: $3,698 (2024)Community: Holmes Beach 14Th UnitSingle Family
Taxes:$3,698
Remarks: Anna Maria Island canal front with easy access to open water. Located just a few blocks to the beach. This home sustained flooding during Hurricane Helene and was remediated (stripped interior) post the storms of 2024. Build your dream home on a beautiful, mangrove lined canal on a quiet street centrally located on the island OR reimagine the possibilities of this raw structural skeleton.
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Marianne Norman-Ellis (941-685-3393)
311 59TH ST #B, HOLMES BEACH, FL 34217
$1,420,000100 Days on yellowkey MLS ID: A4682162
REDUCED by $5,000 (0.4%) on 05/15/2026
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. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy, and a $10000 closing cost credit for the first buyer to move forward. A big splash for Green Street Builders into the Holmes Beach market. They bring 35+ years of experience, and refreshing coastal elegance at a more affordable price point. Not everyone has $10 million for a beach home, we think you'll like these offerings. This plan has 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with cathedral-like ceilings. Quartz waterfall counters, modern sleek cabinets, lots of glass. Same stuff everyone likes in new construction, just more obtainable. We step outside to the deck overlooking the pool area. Under-roof, a massive, shaded entertaining space. Room for Ping Pong, dining, other games, a great TV set up, lounging, or however you see it. It's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. See all bedrooms and living areas in attached floor plan.
Listing Agent: Jason Skowronski (941-812-6090)
311 59TH ST #A, HOLMES BEACH, FL 34217
$1,370,000100 Days on yellowkey MLS ID: A4682143
2913 GULF DR, HOLMES BEACH, FL 34217
$1,049,00069 Days on yellowkey MLS ID: A4684724
REDUCED by $50,000 (4.5%) on 04/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1940 Tax: $13,580 (2024)Community: IlexhurstSingle Family
Taxes:$13,580
Remarks: You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.
Listing Agent: Becky Sirigotis (941-201-8000)
512 KEY ROYALE DR, HOLMES BEACH, FL 34217
$1,150,00011 Days on yellowkey MLS ID: A4693243
1 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1269 Built: 1959 Tax: $16,783 (2025)Community: Key Royale 1St AddSpa: NoSingle Family
Taxes:$16,783
Remarks: Under contract-accepting backup offers. Located on Key Royale in Holmes Beach, this 2-bedroom, 2-bath canal-front home presents a rare opportunity to create your dream waterfront retreat on Anna Maria Island. Situated on desirable Key Royale Drive, the property offers deep-water canal frontage with direct boating access to Tampa Bay and the Gulf of Mexico. The home sustained hurricane damage and has been professionally remediated, providing a clean slate for renovation and customization. Whether you choose to restore the existing residence or reimagine the property entirely, the value lies in the exceptional location, waterfront lifestyle, and highly sought-after Key Royale community. The property features a spacious layout, private dock potential, and peaceful canal views, all within minutes of the beaches, shopping, dining, and the Key Royale Club golf course. With limited canal-front inventory available on Anna Maria Island, this property is an outstanding opportunity for investors, builders, or buyers looking to design a custom island getaway in one of the area's premier boating neighborhoods.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sean Sabbia (813-748-8701)
711 MANATEE AVE, HOLMES BEACH, FL 34217
$589,90010 Days on yellowkey MLS ID: A4692722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1479 Built: 1977 Tax: $6,011 (2025)Community: Westbay Cove SouthCondo
Taxes:$6,011
Remarks: Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle.
Listing is courtesy of: SAUTER BY THE WATER (941-233-9180)
Listing Agent: Jim Sauter (941-999-8901)
213 75TH ST, HOLMES BEACH, FL 34217
$1,375,000158 Days on yellowkey MLS ID: A4673233
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1602 Built: 1960 Tax: $16,530 (2025)Community: Bay PalmsVilla
Taxes:$16,530
Remarks: It’s a short walk to the beach to enjoy the beautiful water and sunsets and then back to your turnkey furnished vacation home with a pool that offers seating and a table for the cocktail hour. The courtyard also offers a covered, shady patio with a dining table to enjoy the cool breeze through the palm trees. Totally updated floor plan with a great flow! Close to shops and the free trolley. An open floor plan with top of the line amenities throughout. Four, flat screen, “smart” TV’s, one in each bedroom and one in the living room. Wireless internet access. AC system change out 3 Ton 16 SEER 7.5kw heat strip 5/18/2022 Solar Pool Panels 1/17/2019 Pool Heating Options: Electric/Propane/Solar system with new Aquastrong Inverter Swimming Pool Heat Pump and gas heater. Solar Windows and doors are impact resistant (hurricane rated) 2016 Wind Mitigation report on file Great rental history!
Listing Agent: Kathy Caserta (941-704-2023)
403 75TH ST, HOLMES BEACH, FL 34217
$2,485,000386 Days on yellowkey MLS ID: A4650766
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1900 Built: 1955 Tax: $17,404 (2024)Community: Bay Palms Add Fourth UnitSpa: YesSingle Family
Taxes:$17,404
Remarks: Charming Coastal Cottage in Holmes Beach. Welcome to this newly and meticulously remodeled coastal retreat, ideally located in the heart of Holmes Beach. This one-of-a-kind, artsy beach cottage blends timeless charm with modern elegance and smart technology. Step through the inviting rain glass double doors into a spacious open-concept living, dining, and kitchen area, where a dramatic lighted cupola and vaulted ceilings create a stunning first impression. A custom shell stone fireplace with a wood mantle adds warmth to the cozy seating area—perfect for relaxing or entertaining. The chef’s kitchen is a true showstopper, featuring an oversized, lighted quartz island with seating, beadboard cabinetry, and a custom wave-patterned glass backsplash. High-end appliances include an ILVE Majestic 4-burner gas stove with griddle, GE Café refrigerator, wine fridge, and porcelain farm sink—all designed with entertaining in mind.Craftsmanship continues throughout with custom millwork, shiplap accents, paneled walls, and solid-core doors. Oversized sliding glass doors open to reveal a tropical backyard oasis, complete with a free-form heated pool and spa, paver patio with artificial turf. The lush, mature landscaping with up lighting show off the tall palm trees, perfect for a evening cocktail party under the stars. The southern-facing yard is perfect for dining, lounging, and soaking up the sun. Each of the three bedrooms and 2.5 baths showcases custom chrome period fixtures, retro-inspired sinks, and designer details. Tech-savvy buyers will love the smart home features, including Lutron lighting controls, LED lighting, Sonos sound system, security cameras, and plantation shutters. The property includes a 250-gallon buried propane tank serving the on-demand water heater, gas grill, pool heater, and stove. It’s also generator-ready with existing plumbing and wiring in place. There is city dockage close by for boating enthusiast's This extraordinary home offers a rare blend of beachy charm and luxurious amenities—an absolute must-see!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Gregg Bayer (941-799-9096)
504 58TH ST, HOLMES BEACH, FL 34217
$1,325,00077 Days on yellowkey MLS ID: A4685187
REDUCED by $125,000 (8.6%) on 04/27/2026
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.
203 N HARBOR DR, HOLMES BEACH, FL 34217
$3,175,000123 Days on yellowkey MLS ID: A4678835
REDUCED by $120,000 (3.6%) on 04/22/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2011 Tax: $43,372 (2024)Community: Sportsmans Harbor RevSpa: YesSingle Family
Taxes:$43,372
Remarks: Your dream view, just got a dream price! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
401 28TH ST, HOLMES BEACH, FL 34217
$1,680,000105 Days on yellowkey MLS ID: A4681048
REDUCED by $120,000 (6.7%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1965 Tax: $15,915 (2025)Community: Sunrise ParkSpa: YesSingle Family
Taxes:$15,915
Remarks: ~Best Waterfront Value on the Island~ Welcome to your turn-key island retreat, a meticulously reimagined 3-bedroom, 2-bathroom waterfront home where thoughtful renovation meets serious boating credentials. Every inch of this property has been brought back to better-than-new condition through a complete renovation that included a comprehensive storm damage remediation strategy, giving you confidence in both the craftsmanship and the long-term resilience of your investment. Boaters, take note: this property boasts the closest boat lift to the beach north of Cortez — just a short distance to the sand and surf, giving you the best of both worlds. A heavy-duty 13,000 lb private lift stands ready for your vessel. With a remarkable 200 feet of waterfront on the canal, you'll have room to spare for water toys, dockside lounging, and quick deep-water access to the Gulf. Whether you're chasing tarpon at sunrise or cruising to a sandbar at sunset, you're already there. Step inside and discover an upgraded kitchen built for entertainers and home chefs alike, anchored by premium Thor appliances and an abundance of custom cabinetry that delivers both style and storage. The open layout flows seamlessly to your private outdoor oasis — a sparkling pool, relaxing spa, and convenient outdoor shower set the scene for everyday vacation living. A separate laundry room and attached garage add the everyday practicality that makes island life effortless. Tucked into a quiet pocket in the heart of the island, this home offers the rare combination of central location and peaceful surroundings. Best of all, there are no HOA fees — and dedicated parking accommodates your RV, boat trailer, or extra vehicles. Whether you're searching for the perfect second home to escape to season after season, or you're ready to make the leap to sunny Florida living full time, this property delivers on every front. Renovated, resilient, and ready to enjoy — this is coastal Florida living without the typical trade-offs.
Listing Agent: Amy Ward (386-623-2525)
4255 GULF DR #229, HOLMES BEACH, FL 34217
$624,00074 Days on yellowkey MLS ID: A4684618
1 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1367 Built: 1981Monthly Fee: $1,040 Tax: $4,347 (2024)Community: Island VillageSpa: NoCondo
Taxes:$4,347
Remarks: Rarely available 3 bedroom, two bath condo in Island Village. Nicely updated, spacious condo is perfectly positioned just across the street from the stunning white sand beaches of Anna Maria Island offering effortless access to the Gulf of Mexico's turquoise waters and spectacular sunsets. Meticulously maintained this condo features impact windows, new AC in 2021, and a new roof in 2025. The interior boasts fresh finishes with crown molding, wood flooring and spacious bedrooms that comfortably accommodate family or guests. Additional features include under-building parking with 2.5 dedicated spaces (plenty of room for vehicles plus a golf cart), plus a private storage shed for bikes, beach gear or seasonal items. The resort-style community has 2 community pools, a tennis court, and pickleball courts for active recreation. Perfect as a primary residence, second home, or vacation getaway in one of Florida's most coveted beach communities. This one checks every box!
Listing is courtesy of: PARADISE PALMS REALTY GROUP (941-300-1394)
Listing Agent: Linda Benedict (941-224-5364)
215 65TH ST, HOLMES BEACH, FL 34217
$1,529,000371 Days on yellowkey MLS ID: A4652336
5 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2184 Built: 2006 Tax: $11,797 (2025)Community: BeachwalkersSpa: YesSingle Family
Taxes:$11,797
Remarks: Under contract-accepting backup offers. SHORT TERM RENTALS One block from the beach! Welcome to Sand Palace on Anna Maria Island! This elevated 3 bedroom, 2.5-bath coastal home offers the perfect blend of relaxation and as a successful rental investment just one block from the sugary sands of the Gulf. Designed for indoor-outdoor living, this tropical oasis features brand new siding, a private, fenced backyard with a heated pool and spa, creating the ultimate sanctuary for family getaways. Inside, the home has been freshly painted and exudes comfort with turnkey furnishings, wood floors, high ceilings, and granite countertops. The gourmet kitchen is equipped with solid wood cabinetry, stainless steel appliances, and a generous island with breakfast bar, ideal for entertaining. Enjoy added luxury with a private elevator, central vacuum, two A/C units, metal roof, and an oversized four-car garage offering ample storage. Expand your living space with two spacious 28' x 11' covered porches, one off the main living area and another off the primary suite. This property is zoned for weekly short-term rentals, making it an exceptional income-producing property. Whether you're seeking a smart short term rental investment, a second home, or a forever island retreat, this home checks all the boxes. Located just steps from the beach and close to shopping, dining, and island attractions, this is coastal living at its finest. Call for your private showing today.
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