Location: Holmes Beach
Do Not Show Listings
8106 GULF DR #A&B, HOLMES BEACH, FL 34217
$1,550,00018 Days on yellowkey MLS ID: TB8500298
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1600 Built: 1980 Tax: $22,689 (2025)Community: EdgemereSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$22,689
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: One or more photo(s) has been virtually staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features 2 bedroom/2 bathroom and has been thoughtfully updated with coastal-inspired style, featuring newer appliances, updated furnishings and comfortable mattresses your guests will rave about, and they already do, with excellent reviews in place. Enjoy peace of mind knowing this home had a prelisting inspection, noting a solid metal roof & A/C system as well as hurricane-impact windows and sliding doors (just 4 years old). Step outside and soak in the island lifestyle. Both units offer private balconies with Adirondack chairs, perfect for morning coffee or sunset breezes. The fully fenced yard (just 6 months old) provides ample space to add a pool (see rendering), while the grill in the side yard invites gatherings for relaxed coastal evenings. After a day at the beach, rinse off in the outdoor shower and store your gear in the owner’s storage room. Each unit is equipped with its own laundry/utility room complete with washer and dryer plus golf cart plug-ins for added convenience. The property also includes 2 kayaks, a paddleboard, and bikes, making it easy to enjoy everything the island has to offer. For water lovers, the bonus doesn’t stop there! This property includes a DEEDED BOAT SLIP nearby, giving you quick access to the water anytime you please! "The Launch Pad" is perfect for kayaks, which are included with the property. Bring your imagination for a future dock/boat slip. Built for durability and security, the home is elevated and equipped with flood systems and was regularly maintained for pest and rodent control for added confidence. Located just one street from the Anna Maria City limits, this property allows for weekly rentals, maximizing income potential. Whether you choose to live in one unit and rent the other or lease both for strong returns, this duplex offers flexibility and exceptional value in a prime coastal location. Ideal as a personal getaway, full-time residence or high-performing investment! Follow your nose to the salt air and chase the gorgeous sunset. This is your chance to own a slice of paradise with built-in income potential. No shoes required!
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Danielle Redner (813-967-0175)
8106 GULF DR, HOLMES BEACH, FL 34217
$1,550,0008 Days on yellowkey MLS ID: TB8506585
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1600 Built: 1980 Tax: $22,689 (2025)Community: EdgemereApartment
2713 AVENUE C, HOLMES BEACH, FL 34217
$949,500198 Days on yellowkey MLS ID: A4669616
REDUCED by $50,000 (5.0%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1477 Built: 1957 Tax: $11,731 (2025)Community: Sunrise ParkSpa: NoSingle Family
Taxes:$11,731
Remarks: ~~~~~~PRICE DROP~~~~~~~~ The time to buy your beach house is NOW!! Welcome to Turquoise Beach Bungalow, a thoughtfully reimagined island retreat designed for effortless second-home living. Completely renovated inside and out in 2024–2025, this home blends timeless island character with modern comfort, quality craftsmanship, and true lock-and-leave ease. From the moment you arrive, everything has already been done for you. A new seamless metal roof, fresh stucco exterior, updated systems, all-new appliances, three new AC units, and a tankless water heater provide peace of mind when you are away and comfort when you are here. Inside, terrazzo floors set a relaxed coastal tone throughout the open and expanded layout. A newly added approximately 350-square-foot primary suite offers a private retreat with a beautifully finished ensuite bath and both indoor and outdoor showers, perfect after a day at the beach or for enjoying quiet island evenings. The remodeled kitchen features quartz countertops, stainless steel appliances, and generous storage, flowing easily into the main living areas and a flexible third bedroom currently used as a second lounge space. The laundry room is conveniently located just off the patio, ideal for beach days and easy transitions indoors. Outdoors, a covered patio creates an inviting space to relax or entertain, while the oversized backyard offers ample room to add a pool and expansive outdoor living area. Whether you envision quiet mornings, sunset gatherings, or extended seasonal stays, the space is ready to adapt to your lifestyle. Set in a peaceful neighborhood just a short walk to the Gulf beaches and the Intracoastal Waterway, the location balances privacy with convenience. Centrally positioned between the island’s two bridges, you are close to shops, dining, and island favorites. An added bonus is the opportunity to lease nearby boat slips through the City of Holmes Beach, just a block away on Avenue B. Being sold turnkey furnished, Turquoise Beach Bungalow is ready for you to arrive, unwind, and enjoy island life from day one. Schedule your private showing and experience how seamless owning a second home can be.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Kathy Harman (941-900-9828)
607 NORTH POINT DR, HOLMES BEACH, FL 34217
$1,795,00081 Days on yellowkey MLS ID: A4682874
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 1987Monthly Fee: $117 Tax: $22,261 (2025)Community: Key RoyaleSpa: NoSingle Family
Taxes:$22,261
Elementary School: None
High School: None
Middle School: None
Remarks: CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. Experience unparalleled luxury in this exquisite and elevated waterfront home. Beautifully remodeled with a NEW ROOF (2025) and turnkey furnished 3-bedroom, 2-bathroom waterfront home, offering nearly 2,000 square feet of luxurious living space and includes a community pool and tennis courts! The home sits at 11 feet elevation and had no flood damage. Located in the highly sought-after North Point Harbour community of Key Royale on Anna Maria Island, this home epitomizes an idyllic blend of elegance and tranquility. Having undergone tasteful renovations, this canal-front gem is fully furnished and move-in ready. It boasts 83 feet of waterfront with a private dock and a 12,000 lb boat lift, allowing you to embark on sunset cruises directly from your backyard into the open water with no bridges obstructing your path. The primary suite is a true retreat with a balcony overlooking the water, complete with a luxurious en-suite bathroom, walk-in closet. Additional bedrooms are generously sized and elegantly appointed. A lovely courtyard patio overlooking the water invites you to enjoy the outdoors and dine alfresco. North Point Harbour residents enjoy exclusive access to the community pool, tennis and pickleball courts, and clubhouse. Additionally, you have the option to join the private Key Royale Golf Club, featuring the island’s only golf course, along with dining and social activities. This home is just a golf cart ride away from Anna Maria Island’s stunning beaches and all its attractions, perfect for embracing the island lifestyle year-round or as a seasonal retreat. This home combines the best of luxury living with the beauty and serenity of a waterfront setting. Don’t miss the opportunity to make this dream home yours.
Listing Agent: Hannah Hillyard (941-744-7358)
616 FOXWORTH LN, HOLMES BEACH, FL 34217
$2,095,000124 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.
525 68TH ST, HOLMES BEACH, FL 34217
$6,150,000190 Days on yellowkey MLS ID: A4671356
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3574 Built: 2025 Tax: $11,692 (2024)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$11,692
Tax Year: 2024
Remarks: Just Completed Coastal Southern Retreat on the Grand Canal! Welcome to 525 68th Street, an elegant newly completed Southern-style residence perfectly positioned along the coveted Grand Canal in Holmes Beach. This 4-bedroom, 4.5-bath masterpiece offers timeless charm blended with modern coastal luxury. Each spacious en suite bedroom exudes comfort and style, while a private study provides the perfect quiet escape. The open-concept chef’s kitchen is designed for entertaining, featuring premium appliances, custom cabinetry, and designer finishes. An elevator connects all levels, leading to expansive porches and a stunning rooftop deck with panoramic views of Tampa Bay and the Gulf of Mexico—ideal for sunset gatherings or morning coffee. Step outside to your private oasis—lush tropical landscaping surrounds a heated pool and spa, creating a serene setting for relaxation or waterfront entertaining. With some of the best boating water on Anna Maria Island and quick access to the Intracoastal and Gulf, this property is a boater’s dream. Beautifully designer-furnished and move-in ready, this home invites you to enjoy island living at its finest—just moments from the charming shops, restaurants, and sugar-sand beaches of Holmes Beach. Spend your holidays in pure coastal elegance!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
4307 GULF DR #207, HOLMES BEACH, FL 34217
$529,00015 Days on yellowkey MLS ID: A4691396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1974Monthly Fee: $1,242 Tax: $6,599 (2025)Community: Cayman CaySpa: NoCondo
Taxes:$6,599
Remarks: This beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, style, and location in the highly desirable Cayman Cay community on Holmes Beach. Ideally situated mid-island and just steps to the soft powdery sands of the Gulf, this TOP FLOOR residence is TURNKEY FURNISHED and truly MOVE-IN-READY. Inside, you’ll find a bright, open layout with a relaxed beach-inspired feel, HURRICANE IMPACT-RATED Windows and thoughtful upgrades throughout. A MAJOR RENOVATION opened up the kitchen and main living area, creating a more spacious and modern flow with NO CARPET throughout the unit. The well-appointed kitchen features upgraded cabinetry, modern countertops, tile backsplash and stainless steel appliances, making it perfect for both everyday living and entertaining. The main living space features custom wood accent wall detailing, adding a stylish coastal touch, and providing both durability and easy maintenance. Both bathrooms have been tastefully updated, and recent improvements include a NEW HURRICANE IMPACT-RATED TURTLE GLASS sliding door and a REFRESHED LANAI. Step out onto the screened lanai and enjoy peaceful surroundings with PARTIAL GULF VIEWS along with views of the pool and tropical landscaping, creating the perfect space to relax and unwind. Additional features include a private owner’s storage room and a designated covered carport space for Unit #207. Cayman Cay offers a well-maintained community setting with a heated pool, shuffleboard courts, and BBQ grilling area, perfect for relaxing after a day at the beach or enjoying time with family and friends. The location is truly unbeatable, just minutes from local restaurants, shopping, Publix, CVS, and everything that makes Anna Maria Island so special. For added convenience, the island trolley is nearby, making it effortless to explore the surrounding area. Enjoy convenient access on and off the island, along with a short drive to Sarasota Bradenton International Airport. Whether you're seeking a full-time residence, a relaxing vacation retreat, or an investment property, this condo delivers the perfect blend of location, modern updates, and easy island living. UNPACK, UNWIND, and START LIVING the island life from day one—while offering excellent INCOME POTENTIAL when you’re away.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Wasson (941-726-5166)
3705 E BAY DR #117, HOLMES BEACH, FL 34217
$469,0001 Day on yellowkey MLS ID: A4693492
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1121 Built: 1980 Tax: $2,451 (2025)Community: Sunbow Bay Ph IiiCondo
Taxes:$2,451
Remarks: Just a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, 2-bath corner unit offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find new flooring throughout, an open-concept living and dining area filled with natural light, and a spacious screened-in patio perfect for relaxing after a day at the beach. Other upgrades include New appliances, custom closets built in, and new kitchen appliances! Sunbow is located right off Manatee Avenue and close to all the necessities of island living. Located in a desirable community featuring a sparkling pool and a peaceful walking trail surrounding the water, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Enjoy easy access to shopping, dining, and the laid-back island lifestyle all just moments away.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Jessica Adair (941-345-0178)
303 55TH ST, HOLMES BEACH, FL 34217
$4,375,00066 Days on yellowkey MLS ID: A4685639
REDUCED by $120,000 (2.7%) on 05/13/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3356 Built: 2026 Tax: $9,277 (2025)Community: Holmes Beach 11Th UnitSpa: YesSingle Family
Taxes:$9,277
Remarks: Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sean Sabbia (813-748-8701)
528 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,750,0002 Days on yellowkey MLS ID: A4692749
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1959 Tax: $9,556 (2025)Community: Key Royale 1St AddSpa: NoSingle Family
Taxes:$9,556
Remarks: One or more photo(s) has been virtually staged. Welcome to this extensively renovated waterfront residence in the highly desirable Key Royale community. This 4-bedroom, 4-bath home pairs elevated coastal living with modern improvements and direct boating access to the Gulf. Renovated from top to bottom, including a redesigned chef’s kitchen features high-end finishes and opens to spacious living and entertaining areas, while each bathroom has been updated with clean, contemporary detail. The property includes a new roof, four new A/C units, updated landscaping, a new garage door, and new garage flooring. For added flexibility, the private fourth bedroom above the garage has its own entrance—ideal for guests, multigenerational living, a home office, or a bonus flex space. Designed for entertaining, the home offers a new wet bar and effortless indoor-outdoor flow. Outside, enjoy private canal frontage with a boat lift and direct Gulf access—perfect for boating and island living. Move-in ready and beautifully appointed, this home delivers luxury, versatility, and a true waterfront lifestyle just minutes from renowned beaches, dining, and shopping. Discover modern elegance and relaxed coastal charm in one of Anna Maria Island’s premier boating communities.
Listing Agent: Amy Bien (443-398-1458)
221 85TH ST, HOLMES BEACH, FL 34217
$985,0001 Day 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
Taxes:$12,828
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)
507 58TH ST, HOLMES BEACH, FL 34217
$1,299,000108 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)
605 N POINT DR, HOLMES BEACH, FL 34217
$3,250,00080 Days on yellowkey MLS ID: A4683720
REDUCED by $145,000 (4.3%) on 04/29/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3214 Built: 2012Monthly Fee: $167 Tax: $22,644 (2024)Community: North Point Harbour Unit OneSpa: NoSingle Family
Taxes:$22,644
Remarks: Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
311 59TH ST #B, HOLMES BEACH, FL 34217
$1,420,00094 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
$1,370,00094 Days on yellowkey MLS ID: A4682143
6921 HOLMES BLVD, HOLMES BEACH, FL 34217
$720,00018 Days on yellowkey MLS ID: A4691677
REDUCED by $55,000 (7.1%) on 05/15/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 860 Built: 1982 Tax: $9,179 (2025)Community: Clark Spring Lake EstatesHalf Duplex
Taxes:$9,179
Remarks: JUST REDUCED! This elevated two-bedroom, two-bath half-duplex home in Holmes Beach offers an ideal beach getaway with the added benefit of allowing weekly rentals and no HOA. Situated on a quiet cul-de-sac, it's just a block away from Beach Access #69. The home features a front deck, perfect for morning coffee, and a back deck for evening cocktails, complete with a stairway leading to a private backyard. Both decks have been updated with Trex decking, known for its durability and longevity, often lasting many years. The backyard also provides ample space for a future pool. Inside, the home boasts a combined living and dining room and a pass-through kitchen. The primary bedroom includes a walk-in closet with a stackable washer/dryer, and the second bedroom and bath are conveniently adjacent to the primary. Recent updates enhance the home's appeal and functionality, including a new AC in 2018, newer kitchen appliances, newer kitchen cabinetry and waterproof vinyl flooring throughout. Significant exterior upgrades were completed in 2021, such as a new metal roof, Hardie board siding, and impact windows and doors. Hardie board siding (fiber cement siding) is recognized for its durability and resistance to weather, pests and fire. Impact windows and doors offer benefits such as enhanced security, noise reduction, increased energy efficiency and protection against extreme weather, potentially increasing property value and lowering insurance costs. A 6-foot privacy fence was also added in 2021. The ground floor features a garage with tandem parking for two cars or space for one car and a golf cart or bikes. Additionally, a non-conforming space offers flexibility for an office, art studio or other uses. This home is centrally located in Holmes Beach, providing easy access to local shops, restaurants, a dog park, a marina and the 63rd Street boat ramp. Holmes Beach, in the middle of Anna Maria Island, is known for its pristine public beaches and offers various activities and attractions.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Jackie Kleppinger (941-320-0049)
3014 GULF DR, HOLMES BEACH, FL 34217
$1,075,000121 Days on yellowkey MLS ID: A4678029
REDUCED by $20,000 (1.8%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1977 Tax: $12,953 (2024)Community: IlexhurstSpa: YesSingle Family
Taxes:$12,953
Remarks: Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $130k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Amanda Cornett (941-807-2811)
405 28TH ST, HOLMES BEACH, FL 34217
$2,995,000273 Days on yellowkey MLS ID: TB8418360
Bed: 5 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3748 Built: 1972 Tax: $27,499 (2024)Community: Sunrise Park RepSpa: YesSingle 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 Agent: Lawrence Vargas (813-505-4808)
3016 GULF DR, HOLMES BEACH, FL 34217
$1,095,000120 Days on yellowkey MLS ID: A4678032
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1976 Tax: $13,332 (2024)Community: IlexhurstSpa: YesSingle Family
Taxes:$13,332
Remarks: Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $125k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!
5300 GULF DR #204, HOLMES BEACH, FL 34217
$679,0002 Days on yellowkey MLS ID: A4693473
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 722 Built: 1971Monthly Fee: $1,603 Tax: $9,077 (2025)Community: Martinique Apts NorthCondo
Taxes:$9,077
Remarks: Beachfront luxury meets island living on beautiful Anna Maria Island. This second-level turnkey condo offers full Gulf views, elevator access, and everything you need to start enjoying paradise immediately. Just two blocks from island shops and restaurants, you’ll love ending every day with unforgettable sunsets and long walks on the beach. Enjoy resort-style amenities including tennis courts, clubhouse, community pool, garage parking spaces, and a private storage unit. Whether you’re into charter fishing, sunbathing, or simply relaxing by the water, this property puts the best of island life right outside your door. Motivated seller offering best-priced unit in the complex — don’t miss this opportunity to own your slice of the Gulf Coast.
Listing Agent: Katie O'Connor (941-448-3570)
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