A Rare Opportunity to Own an Exquisite Bayfront Property on Longboat Key! Discover an extraordinary chance to build the waterfront estate of your dreams on this sprawling estate-sized property located in the exclusive enclave of Bayou Hammock. Boasting an impressive 200 feet of direct bayfront access, this prime location offers unobstructed, forever views across the bay to the Intracoastal Waterway. Immerse yourself in the natural beauty of the surroundings, where panoramic vistas of sparkling water are complemented by the serene sights and sounds of graceful seabirds, playful sea life, and gentle bay breezes. This private, secluded setting provides a rare blend of tranquility and prestige,
Unbelievable opportunity here now. Gulf front beauty in the over-the-top charming community of Beach Castle on Longboat Key. Nestled in the heart of Longboat Key in the coveted 5000 block with easy walking access to restaurants, shops, clubs, gyms, parks and much more. Updated 2 bed / 2 bath with beautiful Gulf Views right on the sand of some of the finest white powdery sand in the State of Florida. Open floor plan with kitchen overlooking the dining and family room. Oversized bedrooms with primary having sliders leading to lanai and capturing the Gulf View, . The guest bedroom has enough room for two full-size beds. The kitchen was improved with upgraded appliances, cabinetry, and granite
GULF VIEWS, ISLAND LIVING: YOUR COASTAL SANCTUARY W/ CASHFLOW BENEFITS AWAITS Nestled in the heart of Anna Maria Island, this is more than just a home—it's a breathtaking coastal sanctuary that promises an unparalleled lifestyle of luxury and seaside tranquility. This meticulously designed 2014-built elevated residence spans over 2,500 square feet, featuring five bedrooms and four-and-a-half baths that blend modern sophistication with island charm. The architectural design is a testament to contemporary coastal living, featuring a stunning rooftop deck that redefines the art of sunset viewing. Every detail has been carefully crafted to maximize your connection to the stunning Gulf
A captivating view of Sarasota Bay as soon as you enter this beautifully updated 3rd floor residence with enclosed lanai filled with natural light. A few highlights are the updated kitchen with stainless steel appliances, granite countertop, tile flooring, updated bathrooms with AC vent installed, Trane HVAC (Oct. 2021). Extra storage off lanai in addition to one assigned in 3rd floor. This resort style, coastal 2 bedroom, 2 bath is offered furnished and move-in ready. Longboat Harbour is an amenity-rich community including four heated pools, tennis and pickleball courts, a spacious fitness center & sauna, mini-golf, kayaks, paddleboard and bike storage, clubhouse/lounge and on-site H
TURNKEY TROPICAL TREASURE: ANNA MARIA ISLAND’S ULTIMATE BEACH LIFESTYLE Imagine stepping into your own slice of tropical heaven, where pristine Gulf waters meet unparalleled luxury and smart investing. This extraordinary Key West-style home is not just a property—it's your ticket to a life most only dream about. Newer construction (2015) and offering 2,601 sq ft, this architectural gem offers a perfect blend of personal retreat and powerful income generator. The outdoor living experience is nothing short of spectacular, featuring a resort-style pool that transforms your backyard into a private oasis. A stunning rock waterfall cascades into the pool, while an expansive paver p
Make your dream beach home a reality in this prime location on Anna Maria Island's North End! Just a block from the Bay and two blocks from Bean Point, the existing storm damaged home sits on a 6000+sf lot. Clear the land and build brand new to enjoy peeks of the Bay from upstairs, or reconstruct and repair the existing 3 bedroom/2 bath property just a short walk to the water, and the fun of Pine Avenue's restaurants, shops and activities. Enjoy the beauty of Anna Maria Island, from your own piece of paradise!
Welcome to this delightful furnished two-bedroom, two-bathroom end-unit condo, perfectly situated just one block from the pristine sandy shores of Anna Maria Island. This bright and airy home offers second floor living, with two parking spaces and a large storage area included. As you step inside, you'll be greeted by an abundance of natural light. The enclosed lanai with a wall of sliding glass doors, equipped with Phifer weave sunscreen shades, provides a tranquil retreat with serene views of the lush, park-like surroundings. The well-appointed kitchen features durable and easy-to-maintain Corian countertops, a breakfast bar, and Whirlpool full-size stainless-steel refrigerator and freeze
This waterfront retreat is nestled in the sought-after community of Sleepy Lagoon, offering direct access to a deep-water saltwater canal. While the home has recently experienced flood damage, it presents a fantastic opportunity for those with a vision to restore it to its former glory. This single-story home features 3 spacious bedrooms, and 2 bathrooms. The primary bedroom, which is elevated with a private balcony overlooking the heated pool, boat dock, and canal, offers serene views and abundant natural light. The property sits less than 700 feet from the Intracoastal/Bay, offering prime coastal living in an unbeatable location. The open floor plan, ideal for indoor/outdoor living and en
Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is designed for effortless entertaining. Outside, the property features multiple covered patios perfect for relaxation and entertainment. Whether you're enjoying the pool, spa, or sitting on the dock, the views are unparalleled, all from the comfort of your own backyard. Conveniently located near shopping, r
Ground floor canalfront villa at Seaside Gardens. 2BR/2BA, 1 car garage. This home has a boat lift and 1,025 SF of dock and deck. It did take on some water from Hurricane Helene (like almost all other ground floor places on the island that have not flooded before). Drywall, furniture, appliances, cupboards, etc. have been removed. This waterfront half duplex has tile floors throughout most of the main living area and halls, and the carpets were removed in bedrooms. The roof is secure (replaced in 2015) and the A/C is functional. Owner was wise enough to place the A/C condenser on platform and the air handler is located above the ceiling. A blank slate to finish it to your own taste or eleva
You deserve this condo! Make it all about YOUR views! Welcome to the gates of Longboat Harbour. One of the few communities with private beach access and a beach house with restrooms, showers, lockers, and beach chairs for your use. Discover the ultimate in coastal living at Longboat Harbour, just a short walk across the street to the pristine beaches of the Gulf of Mexico. Enjoy breathtaking sunsets, serene wildlife, and all the charm of Florida’s Gulf Coast. This stunning 2 bedroom and 2 bath condo is being sold fully furnished and offers unparalleled water views of Sarasota Bay from the kitchen, dining area, living room, Florida room, and the primary bedroom. Key Features: Interi
Welcome to Summer Paradise! Discover the epitome of island luxury in this expansive, one-of-a-kind beach home, thoughtfully designed and offering a proven track record as a successful short-term rental. Nestled on an oversized 12,400-square-foot lot, this custom-built property boasts over 4,300 square feet of living space (6,500 square feet under roof) and is fully furnished, complete with an established rental history and bookings secured for 2025. This exquisite home features 6 bedrooms plus a bunkroom area, 6.5 baths, including five ensuite bedrooms for ultimate comfort. The dream kitchen is a chef’s delight, equipped with a gas range, Sub-Zero refrigerator, U-Line under-counter fr
This immaculate, well appointed and maintained two-story, 1,450 sq ft, three-bedroom, 2 ½ bath townhouse in Sutton Place is offered turnkey furnished and ready to move into. Light and bright throughout with southwest exposure and a garden entry, the home is light and bright throughout. Everything has been done with taste and style. Gorgeous kitchen, updated bathrooms, imported Italian floor tiles, Hurricane Windows and Doors, excellent closet space, a spacious laundry room, Oversized one car garage with ample shelved storage space. The screened Lanai offers tranquil, private landscaped view. This corner unit is tucked away from the main road and very private . There were no hurricane
One or more photo(s) has been virtually staged. * * THIS PROPERTY QUALIFIES FOR A 1.5% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS. * * Imagine waking up in your island retreat, nestled within the lush, serene surroundings of the Windward Bay community. This charming 2-bedroom, 2-bathroom condo on the second floor offers a unique blend of comfort, potential, and convenience. Step into the spacious Florida room, where you’re greeted by tranquil views of mangroves and shimmering bay waters—the perfect spot for your morning coffee or unwinding after a long day. Thoughtful updates make this unit move-in ready while leaving room for your personal touch. Fr
$550,000
2 beds2 baths1,096 sq ft
4540 Gulf OF Mexico Dr #204, Longboat Key, FL 34228
Bay to Beach lifestyle! Impeccable elegantly, remodeled first floor, corner end unit situated on the premium M Building, offers a panoramic view of the harbour and pool that is right outside your patio. Brilliantly and exquisitely designed with crown molding, open kitchen with solid wood cabinetry, granite countertops, stainless appliances including a double oven range, tiled flooring throughout, remodeled bathrooms with granite counter tops, AC vent in both bathrooms and master walk-in closet, and stacked washer & dryer. The En-suite master bedroom and guest room have 180-degree unobstructed views of Sarasota Bay. A unique one-of-a-kind turnkey, elegantly furnished residence with a l
Endless Possibilities Await on Anna Maria Island! This is the opportunity you’ve been dreaming of—a single-family home just one block from the stunning beaches of Anna Maria Island! Situated on a spacious 12,320 sq. ft. lot, this property offers limitless potential to create your ideal coastal retreat. The interior, currently stripped to the studs following recent storms, is a blank canvas ready for your vision. Its generous open floor plan makes it easy to reconfigure from the existing 3-bedroom, 2-bath layout into a 4-bedroom, 3-bath design while preserving ample space for a formal living room, eat-in kitchen, dining room, and a cozy family room with a fireplace. The second
$1,199,999
4 beds2 baths2,771 sq ft
5607 Holmes Blvd, Holmes Beach, FL 34217
0.28 acre lot • 2 garage spots • Somewhat walkable
One or more photo(s) has been virtually staged. Please listen when I tell you that your opportunity is now here. Rare and sought-after Village of Longboat Key direct waterfront. Beautiful lot of almost 9,000 ft. ² with deep water canal frontage with mangroves across the water. Ideal for enjoying your waterfront paradise in privacy. Some say this is the prettiest and most scenic canal on all of Longboat Key. Easy direct access to North Sarasota Bay and really Longboat Pass. Everything you're looking for on the Longboat Key waters is right out your back door- Immediate access to Jewfish Sandbar, Beer Can Island, North-End LBK, and Cortez waterfront restaurants, and immediate access to th
Welcome to La Playita, a hidden gem nestled in the heart of Anna Maria Island. This intimate community of just seven condos offers a rare opportunity to own a furnished, 2-bedroom, 2-bathroom end-unit condo, just a block away from the mesmerizing white sand beaches and clear blue waters of the Gulf Of Mexico. Inside, you’ll find a thoughtfully designed layout with hard surface flooring throughout, updates tailored for a beach-inspired lifestyle, and an airy ambiance. The first-floor bedroom provides a private retreat with a spacious walk-in closet, while the upstairs primary suite features an ensuite bathroom, two large windows for natural light, a built-in desk with shelving, and bot
CHARMING NEW CONSTRUCTION 4 BEDROOM POOL HOME ON ANNA MARIA ISLAND! Discover your perfect getaway in this beautifully designed new construction home, located on the tranquil north end of Anna Maria Island. This stunning 4-bed, 4.5-bath pool home is the ideal retreat for families seeking a relaxing escape just moment from the pristine beaches and vibrant local culture. As you enter the living area you will be captivated by the fun design with high end finishes that are both sophisticated and carefree to create the perfect atmosphere to unwind in complete comfort. The stylish kitchen features top-to-the-line appliances, elegant countertops, and ample storage, making it functional and fun to
STUNNING NEW CONSTRUCTION HOME ON ANNA MARIA ISLAND! Welcome to your dream oasis on the prestigious north end of Anna Maria Island! This breathtaking new construction home boasts an impressive 9 bedrooms and 9.5 luxurious bathrooms, perfectly designed for relaxation and entertainment. As you step inside and make your way to the main living area you'll be greeted by an expansive open floor plan flooded with natural light, highlighting the exquisite craftsmanship and high-end finishes throughout. No expense was spared and every room is meticulously appointed with designer furnishings lighting and beautiful built-ins making every space unique and welcoming. Picturesque views of the gulf for
Discover Coastal Paradise on Anna Maria Island Step into one of the most desirable waterfront condos on Anna Maria Island, where breathtaking views and luxury living converge. Located on iconic Pine Avenue, this second-floor gem offers a deeded dock, perfect for boating enthusiasts or simply enjoying the serene water views. Recently updated from top to bottom, the condo boasts a stunning kitchen with top-of-the-line appliances and a spa-like bathroom designed for ultimate relaxation. Watch dolphins and manatees play from the comfort of your living room, creating a connection to nature that’s unmatched. With a washer and dryer in-unit and the option to purchase fully furnished, you
LARGE ~~ CORNER ~~ LOT~~ CANAL ~~ POOL ~~ in the city of Anna Maria!! Ready for whatever you feel is best for you and your Anna Maria Life! A great rental at the north end of Anna Maria. 101 Gull - Mermaids & Manatees - is a ground level, concrete block home on a lot over 10,100 soft on a corner and right there on the canal. With a perfectly beachy feel on the outside, and the inside is equipped with 2 bedrooms and 2 baths, a large living room with a kitchen right off the dining room and a Florida room you could turn into another sitting room, an office or game room ready for fun. The owners of this home have put so much love and attention to detail to this awesome spot. The back y
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 fea
INTRODUCING YOUR COASTAL DREAM HOME ON ANNA MARIA ISLAND!!! THIS STUNNING 4 BEDROOM 4 1/2 BATH RESIDENCE IS INCREDIBLE! Nestled on the beautiful island, this fully furnished home exudes a perfect blend of relaxation and sophistication. BRAND NEW CONSTRUCTION! UNAFFECTED BY THE HURRICANES! As you approach this home, you will be greeted by a charming front entry that sets the tone for what awaits inside. Once you enter the home you will be delighted by the great room floor plan, designed to create a seamless and open living space. The great room encompasses the living area, dining space, and kitchen, providing a warm and welcoming atmosphere for gatherings. The chef’s kitchen features a
Welcome to your dream oasis at Longboat Harbour, where light, space, and breathtaking views converge to create an unparalleled living experience. This corner unit bathes in natural light and offers an open and cheerful atmosphere that invites you to unwind and enjoy the beauty of your surroundings. Step into the kitchen, where culinary dreams come to life. Adorned with exquisite quartz countertops and solid wood cabinets, this space is functional and stylish. Equipped with 2022 GE appliances, except the refrigerator, which is from 2020, the kitchen is designed for those who appreciate quality and elegance. With windows on both sides, the kitchen remains airy and spacious, making it a deligh
Welcome to your dream beach retreat on Anna Maria Island! No damage from recent hurricanes. This beautifully furnished 2-bedroom, 2-bath turnkey condo is just three blocks from the pristine beaches, offering the perfect combination of coastal charm and convenience. The spacious and inviting interior is designed for comfort and relaxation, making it an ideal full-time residence, vacation getaway, or investment property. Located close to shopping and restaurants, this condo is perfectly situated to enjoy the laid-back island lifestyle. Community amenities include a long fishing pier, 2 pools, tennis court, kayak launch and storage, under-building parking for convenience, and a storage closet
This charming 3-bedroom, 2-bath is nestled in the much-sought-after Anna Maria, just a short walk from the Gulf of Mexico with a NEWER ROOF and SOLAR PANELS. The home also features a new A/C, Hot Water Heater, Impact Windows, an interior laundry room, artificial turf, a one-car garage and a large workshop. The property sustained damage from Hurricane Milton and has been remediated providing the opportunity to implement your coastal living vision. The current floor plan offers a large great room that opens into a spacious chef’s kitchen, and a split floor plan with oversized bedrooms and closets. Don’t miss this opportunity to own your slice of paradise.
Rare Opportunity to own a PREMIER BEACHFRONT unit at the SAND CAY BEACH RESORT. This is a highly sought after, main floor, direct GULF FRONT residence with walkout to beach. Well established VACATION RENTAL with SUBSTANTIAL INCOME. Unit 103 is COMPLETELY RENOVATED, STYLISH AND MODERN in hues of grey, black and white, complemented by all new furnishings, window treatments and recessed lighting. The living room boasts a large flat screen tv, EXPANSIVE COMFORTABLE SOFA with chaise and a recliner. Adjacent DEN can be closed off for privacy and can be utilized as an office, bedroom, or quiet reading room or opened to be part of the living room and common space. The PRIMARY BEDROOM includes a KIN
$1,299,999
2 beds2 baths1,032 sq ft
4725 Gulf OF Mexico Dr #103, Longboat Key, FL 34228
This 2-bedroom, 1-bath beach bungalow is on a quiet dead end street walking distance to the beach. This home has been thoughtfully restored and updated after recent storms, blending classic coastal charm with modern touches. It's the perfect escape for a snowbird, homeowner, or a savvy investment with monthly rental potential. The interior features brand-new waterproof epoxy floors designed to mimic the elegance of terrazzo—perfect for sandy toes! The fully remodeled kitchen boasts brand-new appliances and beautiful quartz countertops. Additionally, the bathroom has been remodeled with a large walk-in shower. Out back, you’ll find a spacious screened-in porch with PGT Eze breeze
Escape to paradise with this remarkable beach house that boasts breathtaking views of the Gulf of Mexico! This fully turnkey home is an investors/2nd homeowners dream! This home has track record of massive rental income! This home has been seen to bring in over $350,000 gross income in a single year when fully available to rent. Not only are you steps away from the beach but you are also a short walk to the popular Bridge Street with tons of restaurants/bars/shopping/nightlife. On top of all this there is a day dock a few steps away to park a boat or jet skis! Experience the spaciousness of an open floor plan that seamlessly blends indoor and outdoor living. Dive into luxury with an incredi
Discover this charming 1,579-square-foot home nestled on a spacious 10,171-square-foot lot, featuring 2 bedrooms and 2.5 bathrooms. Located seven houses in on a peaceful dead-end street, this property offers privacy and serenity with a deep-water canal and no rear neighbors. While the home has experienced hurricane damage, mitigation has been completed, making it a quintessential "Good Bones" opportunity—perfect for an easy retrofit to suit your vision. Enjoy fishing off the private dock, or embark on a boat ride with direct, bridge-free access to the Gulf of Mexico and Tampa Bay. Just a short distance from world-renowned beaches, marinas, and the vibrant attractions of Anna
Great opportunity to own this amazing elevated beach home in Holmes Beach. You may purchase one beach villa or the entire home for living in one side and having income in other side. This property has recently been separated into two land condos and also offered as 2 individual villas for sale or purchase both (see other units listing) . Although this is a 2 bedroom and a 2 bathroom on each side (total 4/4) this home also offers 2 interior BONUS rooms under air conditioning for games and entertaining that lead out directly to a covered patio and very large back yard. The yard you will see has plenty of room for pools and an opportunity to create your own island oasis with landscape to your
Property is located at the north end of Anna Maria Island in the highly sought after Luna Isles neighborhood with canal frontage leading to Tampa Bay. Great access to Bayfront Park, Bean Point, Pine Avenue and just a few blocks from the beach. Access to the beach, entertainment, shopping, dining, employment and commuter routes. This home has had storm damage and is being sold for land value
RARE BAYFRONT 3 BEDROOM 3 BATH HOME WITH PERFECT ANNA MARIA LOCATION. Located with panoramic open-water views of the Skyway Bridge, Egmont Key, and City Pier. South Bay is one of the most desirable streets on Anna Maria Island and these opportunities don't come up often! This location has the “South Bay” benefit but yet is still walking distance to City Pier and Pine Avenue restaurants and shops. This is a great investment property and personal beach house. Needs rebuild or remodel as it was damaged by both hurricanes. Pick out all new finishes to your desired taste! Enjoy breath taking sunrise views every morning! This property has endless possibilities for you to own your o
Fantastic opportunity to own in the beautiful Sportsmans Harbor neighborhood! Home was damaged by Hurricanes Helene and Milton. Remodel or build new on this beautiful corner lot. Vacation rentals allowed (zoned for weekly rentals). Short walk to the beach and trolley. Room to park your boat and access to community boat ramp. Incredible location!
GULF WATCH, where "friendly" takes on a whole new meaning—golf cart-friendly, pet-friendly, rental-friendly, and, of course, beach-and-water-friendly! This community combines partial Gulf and Bay views with an unbeatable location. Enjoy sunsets from your balcony, sunrises from your back stoop, and a short walk to the pristine beaches of Anna Maria Island. This 2-bedroom, 2-bathroom, turnkey furnished unit offers approximately 1,122 square feet of living space and feels like a 3rd-floor retreat thanks to its elevated positioning. With no neighbors above or on one side, the unit is bathed in natural light and cooled by refreshing island breezes. Key features include in-unit st
Welcome to Caymen Cay located in Holmes Beach! This unit stood firm during the 2024 Hurricane Season. Unit 103 is a first floor unit, but was never damaged as the three hurricanes passed through Anna Maria Island. The condo is a good investment as well as a vacation home, 2025 has $30k in rentals through June. Upon entering the unit you will see a totally updated condominium, redone from the studs to the coastal decor finishing touches, and the easy care tile floor. The kitchen has beautiful quartz countertops and a beachy backsplash. Two bedrooms and bathrooms gives you room to invite family and friends. The ensuite master bedroom is large and has plenty of closet space. Enjoy a cup of cof
BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING. THERE IS A COVERED ENTERTAINING AREA RIGHT OFF THE MAINJ LIVING AREA GREAT FOR ENJOYING THOSE COOL GULF BREEZES. IT ALSO COMES COMPLETE WITH AN OUTDOOR KITCHEN, AND PERGOLA COVERED PATIO FOR LOUNGING BY THE HEATED POOL. JUST INSIDE THE FRENCH DOORS BY THE POOL IS A CUSTOM GAME ROOM PERFECT FOR ENTE
If you are looking to own a slice of paradise this is your chance! This 2 bedroom 2 bath - 1/2 duplex is located in Seaside Gardens on Anna Maria Island. It has updated bathrooms, Hurricane rated windows and sliders 2014 , new roof 11/24, new AC compressor 11/24 and the electric 10/24. Come add your touches with fresh drywall, paint and a new kitchen. For the boater, there is a community boat ramp nearby and the sellers are leaving kayaks for your enjoyment. For the beach goer you are a few short blocks to the Gulf of Mexico and for the foodie you have so many options nearby for local fare. Seaside Gardens is a civic association that maintains water system within the community. The monthly
It is all about the beautiful Bay Views from this competitively priced residence at Longboat Harbour. The easy living first floor location is just steps from the large heated community pool, one of four in the complex, and abundant other amenities which include tennis and pickle ball courts, an active clubhouse with a catering kitchen, library, wood shop, artist's studio, gym, sauna, game room, billiards, and a card room. A private Gulf front beach pavilion with restrooms and showers for owners is a short stroll away. Boat docks and kayak racks are available for owners on a first come basis but usually available. And NO WATER INTRUSION in the unit from Milton!
Based on information submitted to the MLS GRID as of Sat Dec 14 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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