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$1,074,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only. This property qualifies for a lender credit when using preferred lender. Inquire for details.

2905 Avenue C, Holmes Beach
$999,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2913 Gulf Drive, Holmes Beach
$1,190,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
2111 Avenue B – Easy, Classic Island Living! Welcome to effortless island living in the heart of Anna Maria Island’s beloved “Avenues” neighborhood. Perfectly positioned between the Gulf and the Bay, this home blends timeless Old Florida charm with thoughtful modern updates and resilient construction designed for coastal living. Built of solid concrete block construction, this single-level residence showcases original terrazzo floors throughout — beautifully preserved and classic to the era. Designed with flood-resilient improvements that deliver both durability and a little extra beachside peace of mind, the home features a new blue metal roof (2024), a complete whole-house replumb, updated electrical with raised outlets, and flood-cut friendly lower wall construction for efficient replacement if ever needed. Durable materials and smart design create both confidence and easy maintenance. The kitchen offers a modern yet whimsical vibe with stainless steel counters, a new retro-style refrigerator, and new appliances that perfectly compliment the home’s coastal mid-century character. The updated bathrooms continue the elevated, easy-care aesthetic with frameless shower panels, a floor-mounted pedestal sink, blue sea glass tile accents, and the restoration of the original tub — offering both shower functionality and soaking convenience. Inside, the home features two bedrooms and two bathrooms, including a private ensuite, along with a separate teen bunk room just off the kitchen that currently serves as a third sleeping area. This flexible space offers endless possibilities — from bonus room to expanded living area. The dedicated laundry room is thoughtfully positioned off the bunk room and includes a stacked washer and dryer and a large utility sink. Step outside and discover what truly sets this property apart — a generously sized, deep pool built when pools were designed for swimming. The surrounding stone paver deck was meticulously restored in 2024, each paver lifted and reset. The outdoor space provides ample room for sunbathing, grilling, dining, and entertaining, plus a convenient hot and cold outdoor shower for easy beach (and kid) clean-up. Longtimers call this special neighborhood “The Avenues.” Quiet streets stretch between the Gulf and Bay and lead to a waterfront park featuring a playground, basketball court, new pickleball facility, picnic areas with water views, and a kayak launch. You can easily reach your 10,000 steps without ever leaving the neighborhood. Beach sunsets are just 400 steps away. For sunrise and dolphin watching, the Bay is only 200 steps from your door. Easy. Classic. Timeless ** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers agent.

2111 Avenue B, Bradenton Beach
$2,175,000
3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
~~~ PRICE DROP ~~~ Rarely available waterfront opportunity directly on the scenic Intracoastal Waterway in Bradenton Beach. This charming Old Florida–style cottage is filled with character, warmth, and breathtaking water views. One of the true highlights of this property is the ability to keep your boat right out back and enjoy immediate access to the Intracoastal’s beautiful, navigable waters. Tucked away on quiet and little-known Canasta Street—just one block long—this home offers privacy and a true island feel that many don’t even realize exists. The three-bedroom, two-and-a-half-bath residence has not been part of a rental program for over eight years and has been lovingly enjoyed as a private island getaway. The property is being sold as is and presents an exceptional opportunity to renovate and restore its coastal charm or start fresh and build the island home of your dreams. Whether you envision a personal retreat or a high-performing vacation rental, the potential here is undeniable. An additional opportunity exists, as the neighboring property to the south at 2306 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

2308 Canasta Drive, Bradenton Beach
$1,995,000
Ilexhurst SubDv. ⋅ 34217 Zip Code
~~~ PRICE DROP ~~~ The perfect piece of paradise ready for you to build your perfect beach house! Nestled on a very quiet street on the coveted island of Anna Maria. 9000 square feet of land for you to design everything you've ever wanted in a beach house. Build a home that will take advantage of the opportunity for sweeping views of the intercoastal waterways. Design a pool and outdoor living space to die for Just lounging for the day or entertaining family and friends. Imagine being able to walk out your back door, out onto your dock and board your boat to take an offshore fishing trip or just a leisurely ride around the islands. Have dinner at The Shore on the northern tip of longboat key via boat. You'll be close enough to the amazing beaches of the Gulf of Mexico where you can walk or take a bike ride and be there within minutes to enjoy some of the best sunsets on the planet. Spend the day at the beach and come home to cool off in your incredible custom pool. An additional opportunity exists, as the neighboring property to the south at 2308 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

2306 Canasta Drive, Bradenton Beach
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in projected rental revenue for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

3016 Gulf Drive, Holmes Beach
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in rental revenue projected for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

3014 Gulf Drive, Holmes Beach
$5,695,000
5 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Experience the pinnacle of Gulf-front living on Anna Maria Island, one of the world’s top-rated beach destinations. This exceptional single-family residence is perfectly positioned directly on the pristine sands of the Gulf of Mexico, offering breathtaking sunset views and an unparalleled island lifestyle. The home features a Gulf-side heated pool and spa just steps from the beach, creating a private coastal retreat ideal for relaxation and entertaining. With five en-suite bedrooms, this thoughtfully designed residence offers comfort, privacy, and spectacular water views throughout. Two beachfront terraces invite you to enjoy soothing Gulf breezes and unforgettable sunsets year-round. Designed with both luxury and efficiency in mind, the property offers outstanding low-maintenance living and exceptional energy performance, including an 8,500-watt solar power system. The top floor showcases an open-concept living and dining area, highlighted by French doors and a dramatic panoramic window that frames the expansive Gulf views. The gourmet kitchen is equipped with state-of-the-art appliances and a wine cooler, perfect for entertaining. Four en-suite bedrooms—two with direct Gulf views—are located on the first level, while the second level includes the main living spaces and the primary suite. The views are truly breathtaking, extending north to the tip of Anna Maria Island. Whether as a private family retreat or a high-income investment opportunity, this remarkable Gulf-front home offers the best of coastal luxury living.

2302 Gulf Drive N, Bradenton Beach
$1,094,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

2915 Avenue C, Holmes Beach
$5,900,000
8 Beds ⋅ 9 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck with stunning 360-degree views of both the beach and bay, and a screened lanai for enjoying beautiful sunrises. The property includes a two-car garage, parking for four cars, a fishing pier, and a 10,000 lb boat lift. The large kitchen and dining area offers ample seating and includes quartz countertops, JennAir appliances and a laundry room with two sets of washer and dryer. 7 of the 8 bedrooms feature king beds, with one room equipped with bunk beds. The third floor also has access to the rooftop deck with views of both the gulf and the bay! This prime location, between the two bridges of Anna Maria Island, offers easy access to the island’s best attractions while providing a serene and luxurious retreat.

2516 Avenue A, Bradenton Beach