Location: Holmes Beach
Do Not Show Listings
3100 GULF DR #2, HOLMES BEACH, FL 34217
$649,00035 Days on yellowkey MLS ID: TB8492057
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 884 Built: 1982 Tax: $2,969 (2025)Community: Island In The SunCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,969
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your income-producing slice of paradise in Holmes Beach—with $10,000 SELLER CREDIT toward buyer’s closing costs! This 2-bedroom, 2-bathroom condo is perfectly positioned as a vacation rental, offering strong income potential in one of Florida’s most desirable beach destinations. Designed with both guests and owners in mind, the main living area is located on the first level and features an open-concept layout ideal for entertaining and relaxing after a day at the beach. The seamless flow between the living room, dining area, and kitchen creates an inviting space that renters love. A full bathroom on the main floor adds extra convenience for guests. Upstairs, two bedrooms and a full bathroom provide a private retreat, making the layout ideal for vacationers or families. The separation of living and sleeping spaces enhances guest experience—helping drive strong reviews and repeat bookings. Located just moments from the Gulf beaches, guests can easily enjoy the sand, clear waters, and unforgettable sunsets. Close proximity to local dining, shopping, and island attractions makes this property highly desirable year-round. NEW ROOF (2024), LVP FLOORING (2022), INTERIOR PAINT (2025), FRIDGE/DW/RANGE (2025), POOL REFINISHED (2026)
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Jennifer Young (301-675-4601)
3607 E BAY DR #211, HOLMES BEACH, FL 34217
$499,99980 Days on yellowkey MLS ID: A4682620
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 980 Built: 1996 Tax: $2,211 (2024)Community: Sandy Pointe IiCondo
Taxes:$2,211
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: All the work is done. New flooring, new bathrooms, stainless appliances, updated kitchen, new bathroom vanities, showers have been updated with new tile, flooring. Hurricane windows, new siding new roof. Enjoy Island living and Island fun great location and walkable distance to the beach, shopping, restaurants, trolley, live music, bike rentals. Stunning Two-Bedroom, Two Bathroom condo on Anna Maria Island. Discover the perfect condo that has 2 car garage parking, with extra storage for bikes and kayaks. Views of the intracoastal, looking over a tropical preserve. PETS ALLOWED, NO flooding issues when you live on the top floor. two car parking tandem. Enjoy sipping coffee on the screen porch and watching the sun rise. Living on the top floor you have high ceilings that are vaulted. Having this condo could be a great permanent residence, a winter getaway or weekly vacation rental or an investment property. Don't miss the chance to experience island living at it's best. Walk to the beach hear the waves and watch the most breath-taking sunsets every night. Community pool, extra storage areas for floats, kayaks beach gear. Just two blocks to the beach. This unit is zoned weekly rental and could be a active vacation rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sharon Hightower (941-330-5054)
505 65TH ST, HOLMES BEACH, FL 34217
$1,895,000203 Days on yellowkey MLS ID: A4668285
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2557 Built: 1973 Tax: $15,872 (2024)Community: Holmes Beach 17Th UnitSingle Family
Taxes:$15,872
Remarks: Seller Financing available! Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathroom home perfectly blending vibrant Art Deco Palm Springs style with tropical serenity, this residence offers an unforgettable island experience. Step into a world of bold colors, terrazzo tiles, sleek lines, and retro glamour and a brand new remodel built by Moss. The open-concept living space flows seamlessly, filled with natural light, vibrant energy, and showcases a floating fireplace designed for both wood or decorative candles, serves as a striking focal point. The gourmet kitchen boasts modern appliances, Eurotech cabinetry, stylish finishes and a pot filler. Perfect for crafting meals to enjoy by the sparkling, private, heated pool. The primary bedroom suite is a true sanctuary, featuring a wet bar with a refrigerator, ample storage, and an elegant lighted alabaster countertop. Enjoy the luxury of a walk-in closet and a fabulous en-suite bath with a soaking tub, double vanities, and a large walk-in shower with direct access to the open-air outdoor shower and pool area. On the opposite side of the home, a spacious second bedroom offers an en-suite bath and sliders leading out to the outdoors. The third bedroom, located just across the hall from a convenient pool bath, includes a washer/dryer and an exterior door, perfect for guests enjoying the pool. Newly constructed with everything from under-house plumbing to the new electric service, insulation, walls, and floors, this home has been designed for the ultimate comfort and convenience. Outside, enjoy tropical landscaping by Lancaster Design, featuring pavers and turf, along with a sandy area. The brand-new Trex deck, with water and electricity, is perfect for relaxing by the canal, and the 10,000 lb. boat lift provides easy access to the water for boating adventures. This home is being sold turnkey furnished, with a custom golf cart and a 2022 Carolina Skiff included!! The canalfront location offers direct water access for kayaking, paddleboarding, or simply enjoying the serene views. Located just minutes from the Gulf beaches, local dining, and vibrant island attractions, this home is a perfect blend of style, comfort, and coastal living!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
6908 HOLMES BLVD, HOLMES BEACH, FL 34217
$2,499,000102 Days on yellowkey MLS ID: A4679284
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2621 Built: 2013 Tax: $27,085 (2024)Community: 6906 Holmes BlvdSpa: YesSingle Family
Taxes:$27,085
Remarks: Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
4307 GULF DR #207, HOLMES BEACH, FL 34217
$529,0004 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 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)
6200 FLOTILLA DR #262, HOLMES BEACH, FL 34217
$779,000173 Days on yellowkey MLS ID: O6360595
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1979Monthly Fee: $767 Tax: $2,733 (2025)Community: Westbay Point & Moorings IiiCondo
Taxes:$2,733
Remarks: Beautifully updated 2-bed, 2-bath ground floor unit in the highly desirable West Bay Point and Moorings community. The condo is located on the highest point of Anna Maria Island and has no flooding history. A new hurricane rated roof has recently been added to the condo building.. This spacious home features a modern open kitchen with solid wood cabinetry, quartz counter tops, open living and dining area. Both bathrooms have been updated and present a light modern coastal feeling. Both bedrooms are spacious, with walk in closets and plenty of natural light to go along with the new beds and furniture. Each room has a remote control overhead fan over each bed and the dining area. Gorgeous travertine flooring located in the front entrance and rear lanai, overlooking the serene waters of the bay. Sunsets over the water from the rear lanai are stunning. Everything you see in the photos is included in the sale, making it a truly "move in ready" purchase. Enjoy resort style amenities that include a heated pool, hot tub, tennis and pickleball courts. Plenty of additional public parking located in front of the unit is available. Community dock for boating. Private storage for paddle boards and kayaks located just steps from the water. Walk or bike to the pristine sugar beaches of the gulf, shops and abundant dining choices. This unit is rental friendly with a tremendous upside for the property owner. Seasonal rental values will be provided.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
634 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,999,99972 Days on yellowkey MLS ID: A4683541
REDUCED by $175,001 (5.5%) on 05/04/2026
Bed: 4 Bath: 3.5 Gar: 2 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 thoughtfully built canal-front home offering over 3,000 square feet of refined coastal living in one of Anna Maria Island’s most sought-after neighborhoods. Designed for buyers seeking island living, boatable water access, and a low-maintenance lifestyle, 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. Equipped with a private irrigation well, providing a cost-efficient water source for maintaining the lawn and landscaping, the outdoor space is as practical as it is inviting. 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 looking to enjoy the best of Anna Maria Island with minimal upkeep and immediate boating access, 634 Key Royale Drive delivers a rare combination of lifestyle, location, and long-term value.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)
Listing Agent: Jason Hrnak (941-773-6572)
203 N HARBOR DR, HOLMES BEACH, FL 34217
$3,175,000106 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)
412 73RD ST, HOLMES BEACH, FL 34217
$1,595,000109 Days on yellowkey MLS ID: A4678082
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1874 Built: 2011 Tax: $22,554 (2025)Community: Bay Palms AddSpa: NoSingle Family
Taxes:$22,554
Remarks: A rare find on Anna Maria Island, this elevated coastal home sits on an expansive 10,000+ square foot corner lot, offering exceptional privacy on multiple sides, an uncommon feature in the heart of Holmes Beach. Enhanced by a new metal roof (2025), newer air conditioning system (2022), storm-rated impact windows and doors, and a newly resurfaced heated pool (2025), this home offers true peace of mind and resort-style living. With weekly rental zoning, this Anna Maria Island real estate opportunity is offered fully turnkey furnished, has recently operated as a short-term rental, and is located just 3 blocks from Anna Maria Island’s sugar sand Gulf Beaches. A perfect blend of island lifestyle with strong investment flexibility. Centrally located in Holmes Beach FL, this quiet neighborhood home is close to restaurants, shopping, coffee shops, and many island attractions. This custom home is far from “cookie cutter.” Custom features include an open-concept layout with 9.5-foot ceilings, soaring tray accents, abundant natural light, luxury vinyl flooring, brand-new carpet in bedrooms, plantation shutters, and a distinctive round formal dining room that captures peaceful and picturesque views down the canal. The chef’s kitchen offers granite countertops and a spacious breakfast bar flowing into the great room, perfect for family nights or an evening of entertaining guests. The private primary suite includes an en-suite bath, a walk-in closet, and continued picturesque views of the canal. Both the primary and additional bedrooms feature built-in closet shelving and organizational systems for added ease. Step outside to a truly rare find in Holmes Beach: an oversized, completely private backyard oasis designed for ultimate relaxation. The outdoor experience begins on the elevated deck, offering the perfect vantage point over the sparkling heated pool, an ideal spot for morning coffee or evening cocktails. Below, a resort-style sunbathing terrace invites you to soak up the sun with plenty of room for intimate outdoor dining or entertaining family and friends. Fully fenced and finished with lush tropical landscaping and low-maintenance artificial turf, this expansive retreat provides the space and privacy rarely found in this area. The property offers convenient access to Sarasota-Bradenton International Airport approximately 40 minutes away, Tampa International Airport about 60-70 minutes, and IMG Academy roughly 25 minutes from the island. Plus a Holmes Beach bonus with City of Holmes Beach boat slip rentals available directly across the street on a first-come, first-served annual lease basis (currently waitlisted) for approximately $750/year.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Brooke Doucett, Llc (941-586-3522)
2908 AVENUE C, HOLMES BEACH, FL 34217
$975,00055 Days on yellowkey MLS ID: A4685256
REDUCED by $15,000 (1.5%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1979 Tax: $4,078 (2025)Community: IlexhurstSpa: NoSingle Family
Taxes:$4,078
Remarks: Beach Vibes! This secluded island retreat offers a relaxed, easygoing vibe just a few blocks from the soft sands of the beach. You can settle right in and enjoy the fresh updates, including a brand-new metal roof and a refreshed interior featuring a 2-bedroom, 2-bathroom layout. The living space is bright and airy, with hard-surface flooring throughout and no carpet to worry about after a day by the water. The kitchen is ready for your favorite recipes with stainless steel appliances and neatly painted cabinets. Outside, the wrap-around deck provides a great spot to catch a breeze, while the covered front porch and large paver driveway offer plenty of room for vehicles and visitors. Tucked away on a quiet residential street in Holmes Beach, you are perfectly positioned near local shops, favorite dining spots, and the island’s grocery store. This is a wonderful chance to own a piece of paradise in a central yet peaceful location.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Marcia Van Ginhoven (704-497-0664)
501 68TH ST, HOLMES BEACH, FL 34217
$2,790,0005 Days on yellowkey MLS ID: A4691893
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 1973 Tax: $12,337 (2025)Community: Bay Palms 13Th UnitSpa: YesSingle Family
Taxes:$12,337
Remarks: Welcome to 501 68th Street, located in the heart of Holmes Beach on beautiful Anna Maria Island. This exceptional waterfront home on the Grand Canal offers the ultimate island lifestyle—boating, sunshine, and world-class beaches just moments away. This 4-bedroom, 3-bath coastal retreat features deep water access to Tampa Bay and the Gulf of Mexico and is offered furnished with a few exceptions. Southern exposure and lush landscaping create a private tropical setting with a mango tree and fenced backyard. Designed for resort-style living, enjoy a heated pool, oversized spa, and 12x60 dock with 20,000 lb lift. Extensive 2021 upgrades include a new roof, impact windows and sliders, and updated dock and pilings. Inside, white oak hardwood-look plank tile flows throughout. Two walls of impact sliders open to the water, while the family room offers a custom bar and vaulted tongue-and-groove ceilings. The chef’s kitchen is sure to please with quartz countertops, custom built-ins with appliance garages, a large island, and high-end appliances including a Fisher & Paykel stove and Bosch refrigerator. The layout includes two guest bedrooms, a hidden laundry room, and a private primary suite with walk-in closet, water closet, and sliders to a secluded turf area by the pool. A flexible den serves as a fourth bedroom or guest space. Enjoy the covered lanai overlooking the Grand Canal, pre-plumbed and wired for a future outdoor kitchen—perfect for entertaining. Additional highlights include a 2025-installed 26KW whole-house generator with a 500-gallon propane tank, oversized garage, carport, and ample parking. A rare opportunity to own a deep canal waterfront home in one of Anna Maria Island’s most desirable boating locations.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.
Listing Agent: Liz Blandford (941-224-3304)
220 82ND ST, HOLMES BEACH, FL 34217
$995,000136 Days on yellowkey MLS ID: A4675931
REDUCED by $50,000 (4.8%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1972 Built: 2001 Tax: $7,624 (2024)Community: SeagroveCondo
Taxes:$7,624
Remarks: This charming 3 bedroom, 2 bathroom home offers a perfect blend of island living and modern comfort. With spacious outdoor living and multiple screened in balconies its perfect for relaxation and perfect Florida weather. The layout is designed for seamless indoor-outdoor living, ideal for entertaining or relaxing with family. The kitchen is equipped with contemporary stainless steel appliances, ample counter space, and storage, making it perfect for culinary enthusiasts. Each bedroom offers comfortable living with generous closet space. Enhance the feeling of openness and light throughout the home. Mature foliage provides privacy and a tropical feel as well as low maintenance. Huge garage for vehicles, including room for island-favorite golf carts. Only a short stroll from the Gulf of Mexico beaches to enjoy beach walks and nightly sunsets. This is an excellent opportunity for those looking to invest in a slice of paradise with the potential for both personal enjoyment and rental income, permitted for weekly rentals. Whether you're seeking a permanent residence, a vacation home, or an investment property, this home combines comfort with the quintessential Florida lifestyle. See attached list of upgrades.
Listing Agent: Barbara Sato (941-778-7200)
6250 HOLMES BLVD #56, HOLMES BEACH, FL 34217
$849,90071 Days on yellowkey MLS ID: A4681823
REDUCED by $15,100 (1.7%) on 03/31/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1536 Built: 1992Monthly Fee: $855 Tax: $10,907 (2024)Community: North Beach Village IiiCondo
Taxes:$10,907
Remarks: BEACHY KEEN… Just steps from the pristine shores of Anna Maria Island, this exceptional townhome is ideal as a weekend escape, a seasonal retreat from Old Man Winter, or a smart investment while retirement plans are still taking shape. Whether you’re tired of renting, dreaming of a coastal getaway, or looking to diversify with Florida real estate, this property checks all the boxes. Inside, you’ll find an updated kitchen designed to delight the family chef, featuring newer stainless-steel appliances, rich granite countertops, and classic shaker cabinetry. Stunning Brazilian rosewood flooring flows throughout the open, inviting floor plan, complemented by a dedicated dining area perfect for relaxed gatherings. A conveniently located first-floor powder room offers added convenience for guests. The expansive lanai off the living area is ideal for outdoor entertaining and provides easy access to the community pool. Upstairs, two spacious ensuite bedrooms each feature a private bath and their own balcony—perfect for morning coffee or unwinding at the end of the day. A two-car garage offers ample space for vehicles and other island essentials. Located less than 500 yards from the Gulf, your new home away from home invites daily beach walks, refreshing coastal breezes, and spectacular sunsets. Enjoy the island’s charming shops, restaurants, and community amenities including tennis, pickleball, and a baseball field. Come for the weekend, stay for the season, or plan for the future—either way, you’ll be glad you made this move.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Richard Capps (941-920-7500)
401 28TH ST, HOLMES BEACH, FL 34217
$1,800,00088 Days on yellowkey MLS ID: A4681048
REDUCED by $180,000 (9.1%) on 04/17/2026
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: $$Huge Price Improvement$$ Welcome to your own slice of waterfront paradise. Tucked along a quiet stretch of the island, this completely remodeled 3-bedroom, 2-bath single-family home is a true boater's dream — canal-front living with quick, easy access to open water and just a short stroll to the beach. Step inside to a stunning, oversized kitchen outfitted with premium Thor appliances, designed for both everyday cooking and effortless entertaining. Out back, unwind in your private pool and spa with outdoor shower, while soaking in the canal views, or set off from your own backyard for a day on the water. Generous parking accommodates an RV or boat trailer with ease, making this home as practical as it is beautiful. Whether you're chasing sunsets, casting lines, or simply enjoying island life at a slower pace, this rare waterfront retreat checks every box.
Listing Agent: Amy Ward (386-623-2525)
311 63RD ST, HOLMES BEACH, FL 34217
$1,699,00083 Days on yellowkey MLS ID: A4680267
REDUCED by $26,000 (1.5%) on 05/04/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1900 Built: 1971 Tax: $12,289 (2024)Community: Holmes Beach 17Th UnitApartment
Taxes:$12,289
Remarks: Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live & Vacation in 1 Side / Rent the other with Strong Income Potential . Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully renovated duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for renter interest. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2005. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living!
Listing is courtesy of: IVP OF FLORIDA INC (941-778-1000)
Listing Agent: Mel Neely, Pa (941-809-5565)
504 69TH ST, HOLMES BEACH, FL 34217
$1,325,00025 Days on yellowkey MLS ID: A4688938
REDUCED by $40,000 (2.9%) on 05/02/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1960 Built: 1968 Tax: $13,415 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$13,415
Remarks: This newly remodeled open floor plan Anna Maria Island Hideaway is nestled in the heart of the island in Holmes Beach just off of Marina Drive. Just 4 blocks to the award winning white sandy beaches of Anna Maria. This home is now offered FULLY FURNISHED as a MOVE-IN READY island dream come true. A deeded boat slip and 13,000 lb lift can be available 50 yards from the front of the property in a canal marina as a separate negotiation. With this home you will enjoy the “old Florida” feel of the quiet neighborhood along with the benefit of the totally private back yard and gorgeous marina water views from the front. This home has large hurricane-rated windows with Levolor Custom Sheer Shade window coverings, new ceramic tile flooring throughout, a beautifully revamped kitchen with new GE stainless steel appliances, a separate laundry room with new GE large capacity front load washer/dryer and plenty of additional cupboard storage, and newly tiled spa-like bathrooms. Comfort is assured at all times with a brand-new Carrier A/C with heat pump and smart home thermostat and a tankless water heater for never-ending hot showers. The backyard is a private tropical oasis featuring an updated and heated saltwater pool with new pool heater and salt chlorinator, a top of the line 2022 HotSprings Vanguard saltwater hot tub, lush irrigated and lighted landscaping, a 6ft privacy fence surround, and a massive fan cooled and lighted tiki-covered paver patio for outdoor TV and entertaining. The home exterior has updated HardiePlank siding, a 2019 roof, and beautifully landscaped yard along with the marina canal views right across the street. Just a short 4 block walk to the Gulf beaches and close to everything that makes Anna Maria Island great: top restaurants and pubs, free Island Trolley, boutiques, and all the beach and cart-riding fun you can handle to provide the ultimate island living experience. Finally, and very importantly, this home has no HOA, no Master Association, no CDD fees, and can be (is currently) Homesteaded to keep property taxes manageable. Schedule your personal showing today.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
608 GLADSTONE LN, HOLMES BEACH, FL 34217
$1,835,00057 Days on yellowkey MLS ID: A4684704
REDUCED by $50,000 (2.7%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 1972Monthly Fee: $8 Tax: $17,697 (2024)Community: Key Royale 15Th AddSpa: NoSingle Family
Taxes:$17,697
Remarks: Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a seamless connection between indoors and out. Bathed in natural light due to its desirable southern exposure, the home invites sun-filled days by the pool and tranquil evenings under the coastal sky. The thoughtfully designed split floor plan features a private primary suite with ensuite bath, along with two additional guest bedrooms and a well-appointed second bathroom, offering comfort and flexibility for family and visiting guests. The home offers a new roof and seawall was replaced in 2006, ensuring lasting quality and peace of mind for years to come. Ideally situated on a deep-water canal, the property provides a 10,000 lb boat lift and dock with water and electric. Direct access to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, make it a dream for boating enthusiasts and lovers of life on the water. Also, located just moments from Anna Maria Island’s world-renowned beaches, charming boutiques, and acclaimed dining, this residence captures the essence of luxury coastal living in one of the island’s most coveted neighborhoods. Don't miss this extraordinary opportunity to experience the elegance, serenity, and waterfront lifestyle that make Key Royale truly exceptional.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
529 77TH ST, HOLMES BEACH, FL 34217
$5,795,00084 Days on yellowkey MLS ID: A4680377
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 5300 Built: 2012 Tax: $68,935 (2024)Community: Holmes Beach 31St Unit AmdSpa: YesSingle Family
Taxes:$68,935
Remarks: Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning hardwood and travertine flooring. The open floor plan seamlessly connects to an eat-in kitchen, boasting a large central island, double oven, butler’s pantry, and granite surfaces, making it a chef’s paradise. For more formal gatherings, the separate dining room sets the perfect scene. An office or den is conveniently located on the main level, offering a quiet retreat for work or relaxation. Two additional bedrooms share a spacious bathroom complete with a walk-in shower, ensuring comfort for family or guests. Outdoors, the multiple living areas provide serene views of the canal and Bimini Bay, with direct access to the Intracoastal waterway. The lavish outdoor amenities include a saltwater pool with a sun shelf and spa, and a 70-foot dock equipped with a 13,000-pound boat lift, perfect for boating enthusiasts. Entertain in style on the expansive covered lanai, featuring an outdoor kitchen and ample space for gatherings. Additional features such as plantation shutters, a state-of-the-art security system, oversized closets, and a 3-plus car garage enhance the allure of this property. Don’t miss your chance to own this stunning waterfront retreat. Call today for your private viewing and step into a lifestyle of unparalleled luxury.
Listing Agent: Gregg Bayer (941-799-9096)
6808 PALM DR #B, HOLMES BEACH, FL 34217
$759,000236 Days on yellowkey MLS ID: A4664678
REDUCED by $5,000 (0.7%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 925 Built: 1985 Tax: $10,397 (2024)Community: Clark Spring Lake EstatesSpa: NoHalf Duplex
Taxes:$10,397
Remarks: Welcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELEVATED half duplex was updated in 2022 and allows for weekly rentals, offering excellent investment potential with nearly $50,000 in year-to-date bookings and almost to $60,000 in bookings in 2024, plus several bookings already secured for next year. The home features luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, and IMPACT windows and doors, with both bathrooms updated with new tile and vanities. Outside, enjoy a PRIVATE heated saltwater pool, along with a DOCK added in 2023 where you can fish, kayak or paddleboard. Other recent improvements include a AC in 2021 and new garage door in 2025. Close in proximity to the Gulf beaches, dining, and shopping, this property blends island living with convenience and comfort.
Listing Agent: Jessica Batten (941-962-3380)
616 FOXWORTH LN, HOLMES BEACH, FL 34217
$2,150,000113 Days on yellowkey MLS ID: A4677576
REDUCED by $45,000 (2.1%) on 04/15/2026
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 Agent: Hannah Hillyard (941-744-7358)
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