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$599,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street Unit 420A, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach
$489,000
1 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv. ⋅ 34217 Zip Code
Experience the charm of Old Florida living just steps from the Gulf of Mexico at this beautifully renovated turnkey-furnished beach cottage in the sought-after Tradewinds Beach Resort on Anna Maria Island. Whether you're searching for a carefree island retreat, an income-producing vacation rental, or the perfect blend of both, this stylish one-bedroom residence offers exceptional flexibility with no minimum rental restrictions and professional on-site management available. Completely remodeled with a fresh coastal aesthetic, the interior is move-in ready, and designed for immediate enjoyment. Soft tropical hues, wood-look tile flooring, and an open floor plan create a bright, inviting atmosphere, while the updated kitchen showcases stone countertops, custom cabinetry, newer stainless steel appliances, and generous workspace. The beautifully renovated bath echoes the same timeless finishes, and in-residence washer/dryer provides added convenience. Offered turnkey furnished, the residence includes a king-size bed, queen sleeper sofa, two flat-screen televisions, and tasteful décor, allowing you to begin enjoying island life from day one. Outside, a shaded private front patio with a newly installed paver walkway provides the perfect setting for morning coffee or evening cocktails, while assigned parking is conveniently located just outside your door. Offering added peace of mind, the home has been thoughtfully updated with Hardie® siding, impact-rated windows and doors, and new plumbing and sewer lines. Tradewinds Beach Resort captures the relaxed character that has made Anna Maria Island one of Florida's most beloved destinations. Pastel-colored cottages draped in jasmine and bougainvillea line a quiet private lane leading to a heated bayside swimming pool, fishing pier, picnic pavilions, charcoal grills, and beautifully landscaped grounds. Across the street, deeded beach access leads to the powdery white sands and turquoise waters of the Gulf of Mexico, where unforgettable sunsets become part of everyday life. The pet-friendly community also offers on-site laundry facilities and optional rental management services, including housekeeping, beach loungers, umbrellas, and guest services, making ownership effortless. Perfectly positioned just moments from Historic Bridge Street, you'll enjoy easy access to waterfront restaurants, local boutiques, live entertainment, fishing charters, and island cafés. The free Anna Maria Island Trolley stops nearby, providing convenient transportation to Holmes Beach, Anna Maria, Coquina Beach, and additional island attractions. Whether you're spending your days boating, paddleboarding, shelling along the shoreline, or exploring the island's vibrant dining scene, this exceptional residence offers the quintessential Anna Maria Island lifestyle with outstanding rental potential.

1603 Gulf Drive N Unit 3, Bradenton Beach
$339,000
1 Beds ⋅ 1 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite decor and special touches! Luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint. Sit and relax on your back patio or launch kayaks into the bayou. Very close to Holmes Beach restaurants, shops and the Gulf for an amazing seasonal or year-round experience.

6300 Flotilla Drive Unit 107, Bradenton Beach
$536,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
WATER FRONT CANAL VIEW, Runaway Bay Unit 248 – Investor Opportunity with Waterfront View- SEE LIST OF IMPROVEMENTS! Welcome to Unit 248 at Runaway Bay, a desirable 2-bedroom, 2-bath condominium ideally positioned on the second level with relaxing canal waterfront views. This property is located in one of Bradenton Beach's most sought-after resort-style communities and offers excellent potential as a short-term rental investment, vacation getaway, or personal beach retreat. Enjoy peaceful water views from your private living space while being directly across the street from the beach with deeded beach access. You'll also be conveniently close to local restaurants, shops, and area attractions, making this an ideal destination for vacationers. The spacious floor plan provides comfortable accommodations for guests and owners alike, creating strong appeal for those seeking rental income in a prime island location. Walk right out front door and put in your kayak into the water. Whether you're looking to generate vacation rental revenue or secure your own piece of paradise, Unit 248 offers the perfect combination of location, waterfront ambiance, and investment potential. Features: 2 Bedrooms | 2 Bathrooms Second-Floor Location Canal Waterfront Views Short-Term Rental Friendly Directly Across the Street from the Beach Deeded Beach Access Resort-Style Community Amenities Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

1801 Gulf Drive N Unit 248, Bradenton Beach
$559,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
From the elevated and coveted 2nd (Top) floor, Experience the ultimate Anna Maria Island lifestyle in this beautifully updated and turnkey-furnished condo at Westbay Cove in the heart of Holmes Beach. Perfectly positioned just steps from the sugar-sand beaches and turquoise Gulf waters, this spacious residence offers the ideal blend of relaxed coastal living, investment potential, and resort-style amenities. Inside, the bright and inviting open floor plan is filled with natural light and designed for effortless island living. The condo features a spacious primary bedroom, a second spacious bedroom with two queen beds for guests, a beautifully updated kitchen, comfortable living area, and a private sunroom overlooking lush tropical landscaping and the pool area — creating the perfect setting for morning coffee or sunset cocktails. Offered fully furnished and move-in ready, this property is ideal as a primary residence, vacation getaway, or income-producing investment.

600 Manatee Avenue Unit 227, Bradenton Beach
$400,000
1 Beds ⋅ 1 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to Runaway Bay, a vibrant island style waterfront community in Bradenton Beach, where coastal charm meets exceptional investment opportunity. With weekly rentals permitted, this sought-after destination offers the perfect balance of personal enjoyment and income potential. This beautifully updated 1-bedroom, 1-bath ground-floor condo captures serene lagoon views, complete with the soothing sounds of the fountain just beyond your door. Step inside to a light-filled interior where recent renovations create a fresh, airy coastal feel. Natural light pours through the space, immediately drawing your eyes to the water and enhancing the relaxed island ambiance. The spacious primary suite serves as a peaceful retreat, offering tranquil lagoon views to greet you each morning. Enjoy your coffee or unwind in the evening on the private lanai, ideally positioned for both privacy and picturesque surroundings. Thoughtfully upgraded throughout, this condo is truly move-in or rental ready, featuring hurricane-impact windows and doors, along with updated kitchen and bath finishes, flooring, trim, interior doors, appliances, water heater, and furnishings. Runaway Bay continues to impress with extensive community enhancements, including new roofs and gutters, and a host of resort-style amenities: deeded beach access, a newly built oversized bay front observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), refreshed pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling areas, and a clubhouse with a fitness center currently being revitalized. Whether you're searching for your own island escape or a high-performing vacation rental, this exceptional property delivers the best of both worlds.

1801 Gulf Drive N Unit 183, Bradenton Beach
$695,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to Runaway Bay an island-style waterfront community in Bradenton Beach offering the ideal combination of coastal living and income potential, with weekly rentals permitted. This beautifully updated 2-bedroom, 2-bath ground-level condo showcases breathtaking open water views across Anna Maria Sound and Palma Sola Bay. Step inside to discover a stunning, fully remodeled coastal kitchen that has been thoughtfully opened to the living and dining areas creating a bright, airy space perfect for entertaining while maximizing the spectacular bay views. Natural light pours in, drawing your attention straight to the water. The spacious primary suite offers a peaceful retreat, where you can wake each morning to unforgettable sunrises over the bay. A generous walk-in closet and a beautifully renovated ensuite bath add to the comfort and functionality. The guest bedroom is equally inviting and conveniently located next to the updated guest bathroom. Start your day with coffee on the private lanai as the sun rises, and spend your evenings watching dolphins play and enjoying the tranquil coastal surroundings. This condo has been extensively updated, including the kitchen, bathrooms, flooring, trim, doors, appliances, water heater, A/C system, and furnishings making it truly move-in or rental ready. Runaway Bay has also undergone community-wide improvements, including new roofs and gutters, and offers an impressive lineup of resort-style amenities: deeded beach access, a newly constructed oversized bayfront observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), resurfaced pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling stations, and a clubhouse with a fitness center currently being refreshed. Whether you’re seeking a personal island escape or a high-performing investment property, this condo delivers with strong rental history and bookings already secured.

1801 Gulf Drive N Unit 142, Bradenton Beach
$569,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
New tile flooring installed June 2026. This is what Anna Maria Island living is all about. Located in the desirable Seaside Gardens community, this renovated 2-bedroom, 2-bath home offers spacious rooms, updated interiors, and a relaxed, airy feel. Inside, you’ll find new stainless steel appliances, quartz countertops in both the kitchen and bathrooms and ceramic tile flooring throughout. A newer roof and windows add to the list of thoughtful updates. The generously sized bedrooms provide plenty of room to unwind, while the renovated bathrooms offer a clean, modern finish. A dedicated laundry room with washer, dryer, and ample storage adds everyday convenience. Step outside to a fully fenced backyard—perfect for entertaining friends and family along with a private driveway for on-site parking. Being offered semi-furnished, this home is ready to enjoy as your personal island retreat or as an income-producing rental. Spend your days boating, playing pickleball, or relaxing on the beach, soaking in the turquoise waters and sugar-sand shoreline Anna Maria Island is known for. With community amenities and the Intracoastal Waterway just steps away, it’s easy to enjoy the laid-back island lifestyle. Golf carts and pets are welcome, and the trolley stop near the neighborhood entrance makes exploring the island simple and convenient. A comfortable, well-located home in a sought-after community—this is island living made easy.

445 63rd Street, Holmes Beach
$540,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to your great escape on Anna Maria Island with the largest saltwater pool on the Island view right out your back lanai. Runaway Bay ground floor unit #125 2 bedroom/2 bathroom comes completely ready to move into or utilize as short term reservations for income. Kitchen and bathrooms are all newly renovated including appliance package in the kitchen, large closet pantry for storage. New washer and dryer have been installed. Fresh furnishings and decor have just been added to living room, bedrooms and dining room. Just steps across for you or your guests to the sandy Gulf beach or enjoy dining and shopping all over the historical Island. Schedule your showing now.

1801 Gulf Drive N Unit 125, Bradenton Beach
$829,900
2 Beds ⋅ 3 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
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.

6250 Holmes Boulevard Unit 56, Holmes Beach
$659,000
1 Beds ⋅ 1 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
GULF FRONT - Spacious and Beautifully Maintained and Renovated 1 Bedroom/1 Bath Condo in the Heart of Holmes Beach. Breathtaking Gulf Views to behold from every room. The kitchen, windows and sliding doors have been updated and the AC was replaced in 2025. This unit features a covered, open balcony allowing for your own Private Outdoor Space while relishing in the balmy Gulf breezes. Commodious Open living/dining area is painted in calm, neutral colors and ceramic tile flows throughout. The bedroom features full gulf views, a large walk-in closet and ensuite bath with separate vanity area and combination tub/shower. The updated kitchen provides plentiful and aesthetic cabinetry, a closet pantry, newer appliances, desk area and Washer and Dryer. Martinique South offers a Gulf side pool, tennis/pickle ball courts, an elevator, secure entrance, large Community living space with full Gulf Views, a complete kitchen, bathrooms, and outdoor covered patio. The Community Room is ideal for parties and large gatherings. Pride of ownership shines in this community where friends are neighbors and neighbors are friends. This lovely unit is offered turn-key furnished, with room for your personal touches as well as a carport and storage room. Located within walking distance of Holmes Beach amenities. Magnificent sunsets, strolls along the white sand beach, passing dolphins, the cry of the seabirds and the comforting sound of the surf await...

5200 Gulf Drive Unit 302, Holmes Beach
$890,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
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.

5300 Gulf Drive Unit 508, Holmes Beach
$589,000
2 Beds ⋅ 2 Baths ⋅ Island Village Condominium SubDv. ⋅ 34217 Zip Code
One or more photo(s) has been virtually staged. NEW ROOF installed in 2025! Welcome to this remodeled and elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the upgrades is the enclosed flex room with a closet, now fully under air with the recent extension of the A/C system. This versatile bonus room features a large closet and offers endless possibilities for use. Use it as a sunroom, a comfortable home office or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village condominiums, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round. Owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.

4255 Gulf Drive Unit 116, Holmes Beach