Location: Holmes Beach
Do Not Show Listings
617 DUNDEE LN, HOLMES BEACH, FL 34217
$2,175,00055 Days on yellowkey MLS ID: A4692250
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2205 Built: 1968Monthly Fee: $8 Tax: $12,131 (2025)Community: Key Royale 9Th AddSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,131
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
243 S HARBOR DR, HOLMES BEACH, FL 34217
$2,900,000115 Days on yellowkey MLS ID: A4684027
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $100,000 (3.3%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2016 Built: 2024 Tax: $8,421 (2024)Community: Sportsmans Harbor RevSpa: YesSingle Family
Taxes:$8,421
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
145 50TH ST, HOLMES BEACH, FL 34217
$2,149,000378 Days on yellowkey MLS ID: A4654712
REDUCED by $1,000 (0.0%) on 06/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2040 Built: 2008 Tax: $23,038 (2024)Community: Coastal Cottages IiSpa: NoSingle Family
Taxes:$23,038
Remarks: Imagine starting your mornings with a short stroll to the beach to watch the sunrise, spending afternoons in the turquoise Gulf waters, and ending your evenings with spectacular island sunsets! Welcome to island living at its finest, where a dedicated beach access awaits at the end of the street and the best of Anna Maria Island is just moments from your door. This beautiful 4-bedroom, 3.5-bath coastal retreat is perfectly positioned in one of the island’s most desirable locations, offering easy access to the beach, turquoise Gulf waters, local restaurants, boutiques, galleries, and the relaxed charm that makes Anna Maria Island so special. This home offers exceptional flexibility as a private coastal sanctuary, a high-performing weekly vacation rental, or the perfect combination of both. Whether you are seeking a peaceful island escape or a proven investment opportunity, this home delivers unmatched lifestyle appeal and value. Outdoors, a private tropical oasis sets the stage for effortless relaxation and entertaining. Lush landscaping, a heated pool, and multiple outdoor gathering areas invite you to unwind after a day at the beach, lounge poolside beneath the palms, or host family and friends on the covered patio. Inside, the bright open-concept floor plan offers a welcoming coastal feel with spacious living areas, comfortable entertaining spaces, and a well-appointed kitchen designed for gathering. Coastal-inspired interiors and thoughtful design create an inviting retreat for owners and guests alike. Located in the heart of Anna Maria Island, with nearby trolley stops providing easy access from Bean Point to Bridge Street, this home offers a rare opportunity to fully embrace the laid-back rhythm of one of Florida’s most sought-after beach communities!
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Jennifer Albright (941-284-3092)
522 68TH ST, HOLMES BEACH, FL 34217
$3,045,00029 Days on yellowkey MLS ID: L4962247
REDUCED by $150,000 (4.7%) on 06/22/2026
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2409 Built: 1969 Tax: $20,981 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$20,981
Remarks: Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA (863-224-6857)
Listing Agent: Tina Ford (863-581-2443)
117 51ST ST, HOLMES BEACH, FL 34217
$1,699,00038 Days on yellowkey MLS ID: A4693899
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1536 Built: 1997 Tax: $10,453 (2025)Community: 123 51St StreetSpa: YesSingle Family
Taxes:$10,453
Remarks: Under contract-accepting backup offers. Virtually Staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
307 68TH, HOLMES BEACH, FL 34217
$1,445,00050 Days on yellowkey MLS ID: A4692284
REDUCED by $30,000 (2.0%) on 06/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1829 Built: 1968 Tax: $17,605 (2024)Community: Palm SpringsSingle Family
Taxes:$17,605
Remarks: Experience refined coastal living in Holmes Beach. This exceptional turnkey 3BR/2.5BA residence showcases impressive curb appeal with pristine landscaping that sets the tone from the moment you arrive. Inside, you’ll find an expansive, light-filled interior with an open-concept design that seamlessly blends comfort and sophistication, ideal for both elevated everyday living and upscale entertaining. The private outdoor retreat is equally impressive, featuring a spacious turf backyard and a resort-style pool, offering a low-maintenance yet luxurious setting with ample room for lounging, dining, and hosting under the Florida sun. With no HOA, enjoy the rare convenience of generous space to accommodate a boat or RV, perfect for embracing a true island lifestyle. Thoughtfully appointed with hurricane impact windows and doors, along with stop log panels at the main entrances, this home delivers both luxury and peace of mind. Perfectly positioned just moments from the Gulf’s pristine beaches, as well as central to dining and boutique shopping, this property presents an outstanding opportunity as a primary residence or an exclusive income producing investment. Don't miss your chance at this piece of Paradise!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Gregg Bayer (941-799-9096)
605 KEY ROYALE DR, HOLMES BEACH, FL 34217
$3,950,00027 Days on yellowkey MLS ID: A4694873
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2645 Built: 1963 Tax: $15,268 (2025)Community: Key Royale 2Nd Add RepSpa: YesSingle Family
Taxes:$15,268
Remarks: This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!
Listing Agent: Michael Bartone (607-731-1103)
603 EMERALD LN, HOLMES BEACH, FL 34217
$3,600,000409 Days on yellowkey MLS ID: A4652348
REDUCED by $395,000 (9.9%) on 06/06/2026
Bed: 5 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 3700 Built: 2024 Tax: $21,278 (2023)Community: Key Royale 11Th AddSpa: YesSingle Family
Taxes:$21,278
Tax Year: 2023
Remarks: Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.
414 79TH ST, HOLMES BEACH, FL 34217
$1,449,000165 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 is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
202 PEACOCK LN, HOLMES BEACH, FL 34217
$888,0007 Days on yellowkey MLS ID: A4696880
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 972 Built: 1978 Tax: $1,756 (2025)Community: Aufra RepSingle Family
Taxes:$1,756
Remarks: Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just a few steps from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen WITH DEKTON countertops (porcelain), showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. New patio, pavers and driveway, and sidewalk The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential. See list of exclussions - Sold mostly furnished.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Christine Kourik (314-440-7574)
605 N POINT DR, HOLMES BEACH, FL 34217
$2,950,000121 Days on yellowkey MLS ID: A4683720
REDUCED by $300,000 (9.2%) on 06/21/2026
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.
311 59TH ST #B, HOLMES BEACH, FL 34217
$1,385,000135 Days on yellowkey MLS ID: A4682162
REDUCED by $25,000 (1.8%) on 06/05/2026
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. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy, and a $10,000 closing cost credit for the first buyer to move forward. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.
Listing Agent: Jason Skowronski (941-812-6090)
311 59TH ST #A, HOLMES BEACH, FL 34217
$1,335,000135 Days on yellowkey MLS ID: A4682143
634 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,999,999124 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. The property is also equipped with a private artesian well for irrigation, providing a reliable and cost-efficient water source to maintain the lush tropical landscaping while helping reduce monthly utility costs. 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. Recently reduced in price, this waterfront property presents an exceptional opportunity for buyers looking to enjoy the best of Anna Maria Island with minimal upkeep, immediate boating access, and long-term value in one of the island’s premier neighborhoods.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)
Listing Agent: Jason Hrnak (941-773-6572)
501 68TH ST, HOLMES BEACH, FL 34217
$2,790,00057 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: Waterfront luxury and exceptional boating access await at this stunning Grand Canal home in Holmes Beach on Anna Maria Island. Situated on one of the island's most desirable deep-water canals, this beautifully updated 4-bedroom, 3-bath residence offers direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it a rare opportunity for serious boaters and waterfront enthusiasts. Designed to embrace the island lifestyle, this furnished home (with a few exceptions) enjoys coveted southern exposure, creating a bright and inviting atmosphere throughout the day. Tropical landscaping, a mature mango tree, and a fenced backyard provide privacy, while the heated pool, oversized spa, and expansive 12' x 60' dock with a 20,000-pound boat lift create the perfect waterfront retreat. Inside, walls of impact-rated sliding glass doors showcase spectacular water views and seamlessly connect indoor and outdoor living spaces. White Italian oak-inspired plank tile flooring flows throughout, while the family room features vaulted tongue-and-groove ceilings and a custom entertaining bar. The chef's kitchen is beautifully appointed with quartz countertops, custom cabinetry with appliance garages, a large center island, and premium Fisher & Paykel and Bosch appliances. The thoughtfully designed floor plan includes spacious guest accommodations, a hidden laundry room, and a private primary suite with walk-in closet, water closet, and direct access to a secluded outdoor oasis overlooking the canal. A flexible den easily serves as a fourth bedroom, home office, or additional guest space. Extensive 2021 improvements provide both luxury and peace of mind, including a new roof, impact windows and sliders, and updated dock and pilings. Additional upgrades include all-new Schedule 40 drain piping beneath the slab and a 2025-installed 26KW whole-house generator with a 500-gallon propane tank, ensuring reliable backup power year-round. The covered waterfront lanai is pre-plumbed and wired for a future outdoor kitchen, creating an ideal setting for entertaining family and friends. Additional features include an oversized garage, carport, and ample parking. Located on the prestigious Grand Canal in the heart of Holmes Beach, just minutes from Anna Maria Island's award-winning beaches, waterfront dining, boutique shopping, and island attractions, this exceptional property offers one of the finest boating locations on Anna Maria Island and the perfect combination of luxury waterfront living, deep-water access, and relaxed coastal elegance.** 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)
6908 HOLMES BLVD, HOLMES BEACH, FL 34217
$2,449,000154 Days on yellowkey MLS ID: A4679284
REDUCED by $50,000 (2.0%) on 06/20/2026
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 Agent: Don Purvis (901-240-2180)
324 64TH ST, HOLMES BEACH, FL 34217
$1,100,00031 Days on yellowkey MLS ID: A4694348
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1969 Tax: $5,809 (2025)Community: Plum Tree CottagesSpa: NoSingle Family
Taxes:$5,809
Remarks: The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Lindsey Strickland (941-737-3491)
215 83RD ST, HOLMES BEACH, FL 34217
$4,300,000137 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)
310 66TH ST, HOLMES BEACH, FL 34217
$1,495,000149 Days on yellowkey MLS ID: A4680112
3 Days Off yellowkey (back on 6/18/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1974 Built: 1961 Tax: $14,559 (2024)Community: Key Royale TerraceSingle Family
Taxes:$14,559
Remarks: Under contract-accepting backup offers. Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathroom ground level home offers the perfect blend of coastal comfort, modern updates, and unbeatable location—right down the street from the pristine Gulf beaches. Step inside this inviting ~1,974 sq ft residence and feel the island lifestyle immediately. The open layout provides multiple hang out areas for family gatherings, entertaining, or quiet relaxation. Offered turnkey furnished and ready to go! It has been thoughtfully updated with modern amenities, ensuring a comfortable and stylish living experience. From the sleek kitchen to the contemporary bathrooms, every detail has been carefully considered. A New Metal Roof was installed in 2023. After the hurricane, instead of drywall there is cement board 4 ft up and the baseboards trim are PVC - completely waterproof. The backyard is spacious and perfect to get a tan, dip in the pool, relax in the covered area or grill and dine outside. The lush new landscaping surrounding the property enhances its curb appeal and creates a serene oasis for relaxation. Location is everything here, just right down the street from the beach while also being so close to the heart of Holmes Beach shops and restaurants. Currently a vacation rental, however, the owner uses it in prime months so it could generate even more! Don’t miss this rare opportunity—schedule your private showing today and start living the island dream!
507 58TH ST, HOLMES BEACH, FL 34217
$1,299,000149 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)
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