Location: Holmes Beach
Do Not Show Listings
6250 HOLMES BLVD #56, HOLMES BEACH, FL 34217
$829,900136 Days on yellowkey MLS ID: A4681823
REDUCED by $20,000 (2.4%) on 07/01/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,907
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
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)
201 N HARBOR DR, HOLMES BEACH, FL 34217
$4,250,00036 Days on yellowkey MLS ID: TB8509893
REDUCED by $250,000 (5.6%) on 07/03/2026
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3928 Built: 1985 Tax: $18,164 (2025)Community: Sportsmans Harbor RevSpa: YesSingle Family
Taxes:$18,164
Tax Year: 2025
Remarks: Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. A pool has been permitted, allowing the next owner to create a custom outdoor living space without navigating the island's permitting process from the beginning. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Note: Pool is AI generated and is not present on the property, however permit is approved and pool is included in the price.
Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)
Listing Agent: Jennifer Zales (813-758-3443)
26 SEASIDE CT, HOLMES BEACH, FL 34217
$698,000174 Days on yellowkey MLS ID: A4678364
REDUCED by $1,000 (0.1%) on 07/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1964Monthly Fee: $150 Tax: $9,513 (2024)Community: Seaside Gardens RepTownhouse
Taxes:$9,513
Remarks: THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING OUR PREFERRED LENDER! Tranquil waterfront canal townhome on Anna Maria Island in Holmes Beach! Welcome to this beautifully and completely updated TURNKEY FURNISHED 2-bedroom, 2-bath townhome tucked away on a quiet cul-de-sac. Designed with an open floor plan, the home features tile floors throughout, a stylish plank ceiling, and a light-filled living area where charming jalousie windows frame serene canal views. The kitchen is thoughtfully upgraded with stainless steel appliances, a micro hood, custom tile backsplash, and elegant gold accents, making it both functional and eye-catching. Both bedrooms offer private en-suite baths with dual sinks and glass-enclosed showers, while the primary suite enjoys peaceful water views. A dedicated laundry room provides additional storage, and low association fees add to the home’s appeal. Outdoors, a large open lanai and deck create the perfect setting for entertaining. Newer dock with ladder access for a 24" boat, fishing from your back yard or simply relaxing, with easy access to launch your kayak and explore the Anna Maria waterways or Palma Sola Bay. Ideally located on highly sought after Anna Maria Island and close to the Holmes Beach boat ramp, shopping, dining, tennis and basketball courts, baseball fields, dog park, and playground, this canal-front retreat offers the best of coastal living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
5803 DE PALMAS AVE, HOLMES BEACH, FL 34217
$1,075,000124 Days on yellowkey MLS ID: A4684894
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1010 Built: 1968 Tax: $14,839 (2025)Community: Neptunes GardensSpa: YesSingle Family
Taxes:$14,839
Remarks: Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Erin Leathem (941-448-5616)
525 68TH ST, HOLMES BEACH, FL 34217
$5,995,000244 Days on yellowkey MLS ID: A4671356
REDUCED by $150,000 (2.4%) on 07/02/2026
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
Remarks: 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)
659 KEY ROYALE DR, HOLMES BEACH, FL 34217
$6,900,000286 Days on yellowkey MLS ID: A4665652
REDUCED by $450,000 (6.1%) on 06/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4984 Built: 1972 Tax: $31,373 (2024)Community: Key Royale 12Th AddSpa: YesSingle Family
Taxes:$31,373
Remarks: Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $3,300,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool and spa and will feature high end builder upgrades for the most discerning buyers. Enjoy unobstructed views of the Tampa Bay and Sunshine Skyway. Build your island dream home, or create a sensational waterfront investment property. Plans and elevations are available for your review. Floor plan, square footage, etc. have been calculated based on current design by local builder and can be shared on request.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Cindy Quinn, Pa (941-780-8000)
2918 AVENUE E, HOLMES BEACH, FL 34217
$1,690,000435 Days on yellowkey MLS ID: A4650561
REDUCED by $110,000 (6.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2262 Built: 1997 Tax: $6,613 (2024)Community: IlexhurstSingle Family
Taxes:$6,613
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. Virtually Staged.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Sherry Flathman (941-592-3433)
414 79TH ST, HOLMES BEACH, FL 34217
$1,449,000178 Days on yellowkey MLS ID: A4677980
REDUCED by $46,000 (3.1%) on 04/22/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1621 Built: 1968 Tax: $16,313 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$16,313
Remarks: Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today.
Listing Agent: Jason Sato (941-778-7200)
5400 GULF DR #18, HOLMES BEACH, FL 34217
$675,00036 Days on yellowkey MLS ID: A4695664
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 810 Built: 1964 Tax: $1,727 (2025)Community: 5400 Gulf Drive AptsSpa: NoCondo
Taxes:$1,727
Remarks: 1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kim Bowersox (407-383-3519)
7005 HOLMES BLVD, HOLMES BEACH, FL 34217
$1,625,00050 Days on yellowkey MLS ID: A4694050
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 2006 Tax: $19,695 (2025)Community: Island ViewsSingle Family
Taxes:$19,695
Remarks: Under contract-accepting backup offers. Recently updated four-bedroom, three-bathroom home nestled in the middle of Anna Maria Island. This elevated Key West-style home is only a block and a half from the world-famous beaches of AMI, and the free island trolley stops only a block away from your front door. "White Sands Beach House" offers an open floor plan with plenty of space for family and friends to gather. The layout on the main level combines the living room, dining room and kitchen together for a perfect place for everyone to congregate. French doors off the main living area open onto a screened balcony to enjoy those island sunsets and breezes! Two of the four bedrooms feature ensuite bathrooms, and the master bedroom has its own screened balcony. The private elevator services all three floors so climbing stairs isn't necessary! The backyard is a tropical oasis with a beautiful heated pool, covered lanai, outdoor shower and mature landscaping. The pool area also has its own Mosquito Mist System so you can enjoy the warm island weather without mosquitos or other insects. The oversized two car garage has ample storage for all your beach toys, a pool table and even a golf cart. This unique island property would make an excellent full-time residence, or continue to benefit from the home's excellent rental history. Make an appointment for your private showing today.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
6300 FLOTILLA DR #81, HOLMES BEACH, FL 34217
$419,000191 Days on yellowkey MLS ID: A4676409
REDUCED by $11,000 (2.6%) on 06/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1151 Built: 1973Monthly Fee: $833 Tax: $5,786 (2024)Community: Shell PointCondo
Taxes:$5,786
Remarks: Virtually Staged. Welcome to Shell Point, a lovely waterfront community in the heart of Holmes Beach. If extra space is what you need this unit has it with the back lanai that is all remodeled part of the air conditioned space. This lovely updated condo is conveniently located near the Holmes Beach Boat ramp, tennis courts, basketball courts , dog park, and all within a short stroll to shopping, fabulous dining and of course the beautiful beaches of Anna Maria Island. This lovely 2 bedroom 2 bath unit has been wonderfully updated with beautiful wood grain tile floors, all new appliances, trim, doors, kitchen cabinets, bathroom cabinets, lights, and ceiling fans. It also boasts new window treatments, and hurricane windows and doors as well. This little "gem" of an island retreat, has extra interior space (extra square feet) with the bonus area that is located off of the living room. This air conditioned interior space has beautiful natural light just pouring in all morning and offers a back door to access the community pool and courtyard which has walking paths. A perfect space that can be used as an office space, reading space, entertainment space , or just a nice gathering space to rest and sip on your morning coffee. This unit is all brand new and just waiting for you to start making it your new island retreat.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Michelle Laade (941-737-9662)
213 83RD ST #EAST Villa/Unit A, HOLMES BEACH, FL 34217
$1,270,000180 Days on yellowkey MLS ID: A4677598
2 Days Off yellowkey (back on 6/30/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1304 Built: 1974 Tax: $12,118 (2025)Community: Holmes Beach 31St Unit AmdSpa: YesSingle Family
Taxes:$12,118
Remarks: Under contract-accepting backup offers. TURNKEY LUXURY WITH VERIFIABLE $98K+ RENTAL INCOME! Welcome to your private piece of paradise at 213 83rd St, East Villa in beautiful Holmes Beach. Whether you are looking for a high-performing addition to your investment portfolio or a sophisticated second home that pays for itself, this exquisite 2/2 villa delivers on every level. Extensively updated with a modern, coastal chic aesthetic, the home features a gorgeous gourmet kitchen, pristine bathrooms, durable impact-resistant glass, and a rare private garage. The true showstopper is the private backyard oasis—a lush, tropical retreat featuring a sparkling heated pool anchored by a custom waterfall bar that creates an unforgettable island vibe. Sold fully furnished (turnkey) and beautifully styled, this property bypasses the hassle of setup and steps directly into immediate cash flow. Located a short stroll from the Gulf of Mexico's white sands, this is an unmatched opportunity to own a premium, maintenance-free piece of Anna Maria Island. Financial history available upon request—schedule your tour today!
Listing Agent: Lindsey Strickland (941-737-3491)
680 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,395,000112 Days on yellowkey MLS ID: A4686733
REDUCED by $100,000 (4.0%) on 04/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2000 Built: 1972 Tax: $12,379 (2025)Community: Key Royale 15Th AddSpa: YesSingle Family
Taxes:$12,379
Remarks: Stunning Fully Remodeled Canal-Front Oasis in Prestigious Key Royale! Welcome to your slice of paradise, a beautifully reimagined 3-bedroom, 3-bathroom waterfront retreat on exclusive Anna Maria Island. This coastal gem has undergone a complete remodel, blending contemporary luxury with relaxed island living in the sought-after Key Royale community, home to the island’s only private golf course and just moments from pristine Gulf beaches. Step inside to discover an open, light-filled floor plan with high-end finishes throughout: sleek new kitchens with premium appliances, elegant quartz countertops, and custom cabinetry; spa-like bathrooms featuring designer fixtures and walk-in showers; and spacious bedrooms offering serene comfort. Every detail has been thoughtfully updated for effortless Florida living. Outside, your private backyard paradise awaits – a sparkling heated pool and spa with a chiller for year-round enjoyment, perfect for cooling off on warm summer days or soaking under the stars. The expansive lanai provides ample space for outdoor dining, lounging, and entertaining while overlooking the serene canal. Boaters will love the direct canal access with a 12,000 lb boat lift and private dock with electric– ideal for quick runs to the Gulf, fishing, or exploring the Intracoastal waterways. No bridges to the bay means easy outings! Located in the heart of Holmes Beach on Anna Maria Island, you’re just minutes from world-class white-sand beaches, charming restaurants, boutique shops, and the laid-back vibe that makes this area a top vacation and year-round destination. Schedule your private showing today!
511 BAYVIEW DR, HOLMES BEACH, FL 34217
$5,140,000189 Days on yellowkey MLS ID: A4675904
REDUCED by $150,000 (2.8%) on 06/05/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3353 Built: 2020 Tax: $24,007 (2024)Community: Sunrise ParkSpa: YesSingle Family
Taxes:$24,007
Remarks: Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!
Listing Agent: Shannon O'Brien Kerney (941-737-5153)
234 85TH ST, HOLMES BEACH, FL 34217
$1,750,000455 Days on yellowkey MLS ID: A4648191
1 Days Off yellowkey (back on 6/30/2026)
REDUCED by $24,999 (1.4%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1715 Built: 1989 Tax: $11,241 (2024)Community: Holmes Beach Thirty-Third UnitSpa: NoSingle Family
Taxes:$11,241
Remarks: Under contract-accepting backup offers. Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Mike Polachek (941-524-0241)
100 73RD ST #101C, HOLMES BEACH, FL 34217
$675,0001662 Days on yellowkey MLS ID: A4520360
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 660 Built: 1972 Tax: $6,131 (2024)Community: CoconutsCondo
Taxes:$6,131
Remarks: This courtyard condo is in a prime location within a sought-after Gulf-front complex with three buildings. Situated in the courtyard building, this unit offers extra privacy while still being just a short walk to the beach. Unlike some other units, this condo has remained high and dry through storms, with no damage, providing peace of mind for future owners. Plus, it already has $30K in bookings, making it a fantastic investment opportunity! This complex truly makes you feel like you're living right on top of the beautiful blue waters of the Gulf of Mexico. The sunsets are unforgettable, and the calming sound of the waves will leave you feeling refreshed, rested, and recharged after your stay on Anna Maria Island! The private screened-in lanai allows you to enjoy the coastal breeze while savoring a meal or morning coffee. Inside, the 1-bedroom, 1-bathroom layout offers plenty of comfort, with two plush Queen beds in the bedroom, a Queen sleeper sofa in the living room, and a hallway bathroom with a shower/tub combination. Sold turnkey, this property is centrally located on the island—just a short walk or trolley ride away from shops, restaurants, grocery stores, surf shops, and more. And most importantly, you're here for the fabulous beach, which is just 50 yards from your door. The complex also features a shared heated pool, perfect for relaxing after a day in the sun. Don’t miss this incredible opportunity to own a well-located, storm-safe, income-producing condo on Anna Maria Island!
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Quentin Talbert, Pa (941-704-9680)
215 83RD ST, HOLMES BEACH, FL 34217
$4,300,000150 Days on yellowkey MLS ID: A4681928
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2675 Built: 2024 Tax: $10,876 (2024)Community: Holmes Beach 31St Unit AmdSpa: YesSingle Family
Taxes:$10,876
Remarks: Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
5300 GULF DR #508, HOLMES BEACH, FL 34217
$949,900308 Days on yellowkey MLS ID: A4663927
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 1971 Tax: $12,939 (2024)Community: Martinique Apts NorthCondo
Taxes:$12,939
Remarks: Sweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island — now offered at a refreshed price. Perched on the 5th floor of the Martinique, this rarely available beachfront residence puts the entire horizon at your feet, where turquoise water stretches as far as the eye can see and the nightly sunset show never plays the same way twice. Floor-to-ceiling glass pulls the Gulf straight into the open living space and primary suite, with sunlight shifting from gold to rose to amber across the day. Inside, a crisp coastal palette of stone countertops, shaker cabinetry, and a generous breakfast bar makes entertaining effortless, while two spacious bedrooms and two full baths offer comfort and privacy for family and guests. Beyond your door, the Martinique delivers true resort living — heated beachfront pool, tennis courts, and direct access to powder-soft sand and the calm, shimmering Gulf. A deeded garage and private storage keep paddleboards, bikes, and beach gear at the ready. And then there's the island itself. Anna Maria's seven-mile ribbon of old-Florida charm is yours to roam: hop the free island trolley to Pine Avenue's boutiques and cafés, cast a line off the beach, paddleboard the bayside flats, or settle in at the Sandbar for dinner with your toes in the sand. With no high-rises and a pace all its own, Anna Maria stays quietly, beautifully unchanged — the kind of place where seasons melt into one long coastal summer. A refreshed price on one of the Gulf's most coveted addresses. This is your spring to claim it.
Listing Agent: Darcie Duncan (941-779-0304)
506 69TH ST, HOLMES BEACH, FL 34217
$1,095,000753 Days on yellowkey MLS ID: A4613878
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1470 Built: 1968 Tax: $8,674 (2023)Community: Bay Palms AddSingle Family
Taxes:$8,674
Tax Year: 2023
Remarks: This beautifully updated 2 bedroom, 2 bath pool home offers comfort, flexibility, and exceptional value in the heart of Holmes Beach, featuring a spacious bonus room that can easily function as a third bedroom, office, game room, bunk room, or creative space tailored to your needs. Now offered at a newly improved price, this property presents an exciting opportunity to own a versatile island retreat just minutes from the beach. Wrapped in mature tropical landscaping, the private backyard oasis is designed for both relaxation and entertaining, complete with a heated pool, outdoor shower, firepit area, and multiple shaded lounging spaces perfect for unwinding after a day in the sun. Inside, the open concept layout enhances the flow between living and dining areas, with pocket sliders that open fully to the spacious rear porch, creating seamless indoor and outdoor living. The fully remodeled kitchen is a true highlight, showcasing crisp white cabinetry, sleek countertops, stainless steel appliances, and a generous island ideal for gathering. The primary suite offers a peaceful escape with a well appointed ensuite bath featuring a walk in shower, double vanity, and accessible design. Additional features include a one car garage with a freshly coated floor. Located just a short golf cart ride from the beach, shopping, and dining, this move in ready home delivers easygoing island living with the flexibility today’s buyers are looking for.
5612 GUAVA ST, HOLMES BEACH, FL 34217
$3,495,000185 Days on yellowkey MLS ID: A4676665
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2259 Built: 2023 Tax: $30,859 (2025)Community: S C Cobbs SubSpa: YesSingle Family
Taxes:$30,859
Remarks: Striking modern luxury meets investment potential at The Black Pearl, a four-bedroom, five-and-a-half-bath residence located just a short walk from the beaches of Holmes Beach, downtown shopping and dining, and the island trolley. This architecturally distinctive black-and-white home features a private black-bottom infinity-edge pool, resort-style outdoor living, and a rooftop deck with panoramic Gulf views. Designed for both lifestyle and performance, the home offers a bright open-concept interior, gourmet kitchen with island seating, and four king bedroom suites—each with a private ensuite bath—plus a bonus den with additional sleeping flexibility. Outdoor amenities include a full outdoor kitchen, multiple lounge and dining areas, outdoor shower, and ample on-site parking. Currently part of the Exclusive Vacations luxury rental program, the property offers immediate access to a professionally managed, high-end short-term rental platform focused on premium positioning, elevated guest experience, and revenue optimization. A rare opportunity to own a visually iconic, walkable luxury home with proven short-term rental appeal on Anna Maria Island.
Listing Agent: Cindy Jones (941-773-9770)
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