Longboat Key Real Estate

Longboat Key Real Estate

Longboat Key: A Tropical Paradise in Florida

Welcome to Longboat Key, a stunning barrier island located on the beautiful Gulf Coast of Florida. Known for its pristine beaches, lush landscapes, and luxurious living, Longboat Key is a true tropical paradise.

Situated in the state of Florida, Longboat Key offers residents and visitors alike a unique blend of natural beauty and upscale amenities. With its ideal location between Sarasota Bay and the Gulf of Mexico, this city offers breathtaking views and a wealth of outdoor activities.

Longboat Key is renowned for its miles of white sandy beaches, where you can soak up the sun, take a refreshing swim, or simply enjoy a leisurely stroll along the shore. The island is also home to several world-class golf courses, perfect for golf enthusiasts looking to tee off amidst stunning waterfront vistas.

In addition to its natural wonders, Longboat Key boasts a vibrant arts and culture scene. The city is home to numerous art galleries, theaters, and music venues, offering residents a diverse range of entertainment options.

When it comes to real estate, Longboat Key offers a variety of options to suit different tastes and lifestyles. From luxurious beachfront condos and elegant waterfront estates to charming single-family homes, there is something for everyone in this idyllic island community.

Whether you're seeking a permanent residence or a vacation home, Longboat Key has it all. Experience the best of Florida living in this tropical paradise.

Newest Listings in Longboat Key

4 Beds ⋅ 4.5 Baths ⋅ Aria Longboat Key SubDv. ⋅ 34228 Zip Code

BEACHFRONT condo with PRIVATE POOL and GARAGES. Welcome to your own piece of paradise on the pristine shores of Longboat Key! This stunning beachfront condo offers a lifestyle of unparalleled luxury and sophistication. With its 10-foot ceilings and floor-to-ceiling windows, this residence is bathed in natural light and boasts breathtaking views of the turquoise waters of the Gulf of Mexico. Step into your private oasis, featuring 4 spacious ensuite bedrooms, perfect for hosting your visitors. The custom handcrafted finishes and exotic luxury products throughout the residence are a testament to the meticulous attention to detail and craftsmanship that has been put into creating this exceptional unit. Indulge in the ultimate entertainment experience with a theater room, perfect for movie nights and special events. Enjoy seamless living with direct elevator access to your residence, providing privacy and convenience. Unwind and relax on your expansive private terrace, overlooking the beach and Gulf of Mexico, a perfect setting for hosting unforgettable gatherings with loved ones. Take a dip in your private pool, or simply bask in the Florida sunshine while enjoying the gentle ocean breeze. For the car enthusiasts, the private 3 car garage offers ample space to park your prized vehicles securely. Stay active and healthy with beach access and a community wellness center, perfect for fitness enthusiasts and those seeking an active lifestyle. The building also includes 24-hour Manager and concierge allow for a piece of mind when present or when away. This professionally designed, and exquisitely appointed condo is truly a beachfront masterpiece that must be seen to be fully appreciated. Experience the epitome of luxury living on Longboat Key, where sophistication meets serenity. Fully furnished. Don't miss this rare opportunity to own a slice of paradise in one of Florida's most prestigious beachfront communities.

2251 Gulf Of Mexico Drive Unit 203, Longboat Key

5 Beds ⋅ 5.5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected by award-winning landscape architect Michael A. Gilkey. Upon entering the foyer, your eyes are immediately drawn to the oil rubbed, hand scrapped wood floors and extensive woodwork throughout the entire home. The formal living room, anchored by a custom wormy butternut bar, coffered ceilings with hidden air vents and speakers and a wealth of french doors, which leads directly to the outdoor living room, protected by retractable screens and shutters. Enter the chef’s kitchen complete with Viking and Subzero appliances, Italian soapstone countertops, custom Campbell cabinetry, Miele built-in coffee station and ice maker in the beverage center, and two concealed Cove dishwashers. Rounding out the kitchen is the butler’s pantry with additional refrigerator, laundry, and custom cabinetry for storage of all your entertaining essentials. Enjoy morning coffee in the connected family room with gas fireplace and built-in bookshelves and cabinets. Conveniently located steps away is the large outdoor kitchen with grill, power burner, smoker, and custom dining table for twelve. Large media room contains custom leather theater seating and wet bar. Under the staircase is the climate controlled 506-bottle wine cellar with old-world marble floor. The breathtaking dining room includes custom built furniture imported from Italy, Juliet balcony, and wet bar. Two bedrooms finish out the first floor, one complete with custom built-in office. The pool bath has floating wood counters made from antique wooden boat slabs imported from France, mother of pearl shower wall tiles, and Waterstone fixtures. The primary suite is serene and spacious and opens to its own private terrace. Winding down every day becomes a cherished ritual in the primary bath which boasts large copper tub and Waterstone fixtures throughout, imported crema tile in zero clearance wet room that contains rain head, two handhelds, marble bench, and electronic privacy glass. The large ensuite closet is fully custom with mahogany wood slab island. A second-level primary bedroom offers an ensuite bath and its own private terrace. There is an efficiency bedroom, complete with ensuite bath with tub, and kitchenette with full-size fridge. The back yard pampers with a resort-like experience with pool with sun shelf, spa, custom firepit, outdoor shower and dog wash, and pet turf. The HOA maintains the seawall. The boat lift, jetski lift, and corresponding pilings are new, along with new Azek PVC decking material. Other notable items: 36,000 KW Kohler generator which powers the entire residence, Lutron smart home system, laundry room on each level of the home, three-car garage, and hidden retractable electronic Lutron shades throughout.

501 Harbor Point Road, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code

This beautifully updated Bay front condo combines modern, minimalist design with high-end finishes and a re-engineered floor plan, offering a unique living experience in the Windward Bay community. The bright, open living space is highlighted by 24-inch porcelain tile that flows seamlessly throughout, creating a sleek and sophisticated aesthetic. The expansive great room and split bedroom layout maximize space and functionality, while a stunning 30-foot wall of new PGT Hurricane Impact Windows offers unobstructed views of Sarasota Bay and abundant natural light. The Owner's Retreat, tucked away for privacy on the far end of the home, features a spacious walk-in closet with conveniently placed in-unit laundry plus an ensuite bathroom complete with a floating double vanity and custom glass-enclosed shower. On the opposite side of the home, the second bedroom provides a peaceful and private guest space, which can also be used flexibly as a home office or additional lounging area. In 2022/2023, the condo underwent a major renovation that included custom LED lighting, Level 5 (smooth) wall finishes, custom tile work, custom cabinetry, under-cabinet accent lighting and high-end finishes including quartz counters, marble mosaic tiles, and custom closets, adding to the home's elegant style. For wonderful peace of mind, the Windward Bay community has successfully passed its Milestone Integrity Inspection Study, certifying the property for another ten years, plus the monthly HOA fee includes the insurances (hazard, hurricane, and flood). For water enthusiasts, first-come/first-served boat slips are available for lease, accommodating up to 30-foot boats or personal watercraft for just $40 per month, or $45 per month with an owner-supplied lift. Windward Bay is also pet-friendly, welcoming two pets up to 75 pounds, even for renters! The community is rich with amenities, offering three beach access points, two heated pools (one ideal for laps), tennis, pickle ball, clubhouse, fitness center, locker rooms, saunas, bike racks, kayak storage and launches, two marinas, fish cleaning stations, BBQ grills, fire pits, outdoor dining areas, walking paths, and on-site professional management. For those looking to generate rental income, the condo can be rented immediately after purchase, with a minimum one-month lease period allowed up to twice per year. Ideally located, the serenity and low density of Windward Bay has easy access to the dining, shopping, and cultural attractions of downtown Sarasota and St. Armands Circle, along with nearby professional marinas and championship golf courses, making this a prime location for both relaxation and adventure.

4600 Gulf Of Mexico Drive Unit 203, Longboat Key

3 Beds ⋅ 3.5 Baths ⋅ Marina Bay SubDv. ⋅ 34228 Zip Code

One or more photo(s) has been virtually staged. Experience the ultimate in luxury living with this stunning fourth-floor, corner residence at Marina Bay Building I, where the breathtaking vistas of Sarasota Bay and the Harbourside Golf Course greet you the moment you step inside. Nestled within a secluded yet convenient setting, this unique community offers the spaciousness of single-family living paired with the ease of condominium accommodations, making it the perfect retreat for those seeking both privacy and comfort. Bathed in natural light from walls of floor-to-ceiling glass sliders and oversized windows, this 3,800+ square-foot residence is move-in ready, with an inviting atmosphere designed for immediate enjoyment. The open-concept layout features a wealth of recent updates, including Brazilian Ash hardwood floors, custom-built closets, warm neutral tones throughout, upgraded plumbing and electrical systems, and motorized storm shutters. Additionally, the air conditioning systems were newly replaced in 2021. Upon arrival, you’ll appreciate the convenience of secure, under-building parking (2 spaces!). From there, the private elevator takes you directly to a grand foyer, where double doors open to reveal expansive living and dining areas. The thoughtful design flows seamlessly, allowing for effortless entertaining and daily living. The chef’s kitchen boasts Cambria Quartz countertops, subway tile backsplash, high-end stainless-steel appliances, sleek cabinetry with glass accents, and an island. There’s also a breakfast/wet bar area with a wine cooler, along with a cozy dining nook featuring additional built-in storage. Adjacent to the kitchen, you’ll find a dedicated media room/den, the perfect space for relaxing or gathering with family. Outdoor living is a breeze, with nearly every room in the residence offering access to east and west-facing terraces. The largest terrace, fully screened for added comfort, provides an idyllic setting for savoring bay gentle breezes. The primary bedroom is a private sanctuary, offering terrace access, his-and-her walk-in closets, and a lavish en-suite bathroom adorned with Caesarstone countertops and a wealth of modern upgrades. On the opposite side of the residence, two spacious guest suites are thoughtfully arranged in a split plan, each featuring updated en-suite bathrooms and access to their own private balcony. Marina Bay is a charming, intimate community comprised of just 60 residences, ideally located behind the exclusive gates of the Longboat Key Club. This exceptional neighborhood offers a host of amenities designed to enhance your lifestyle. Residents enjoy 24-hour manned security at the Bay Isles gated entrance, on-site management, and a clubhouse complete with a fitness center, tennis courts, barbecue stations with gas grills, and a bayfront sundeck with gazebos, dining areas, and a heated swimming pool and spa. For beach lovers, deeded access to the residents-only Bay Isles Beach Club is just a short, sunny bike ride away, offering you the perfect escape to Longboat Key’s beautiful shores.

2410 Harbourside Drive Unit 144, Longboat Key

1 Beds ⋅ 1 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

This one bedroom, one bath condo is in Beach Harbor Club, the only Longboat Key condominium that spans the island from the Gulf of Mexico to Sarasota Bay. Chose the beach front or the bay – either way is a short 1 minute walk. Community amenities include a deeded beach, boat dock with fishing pier, beach and bay side picnic tables and cabanas complete with charcoal and gas grills, heated pool, kayaks, new community clubhouse and gym. Grocery shopping is less than a mile away; St. Armand's Circle with its many shops and restaurants is a 10-minute ride. A 15-minute ride will take you to the cultural center of Sarasota, where opera, symphony, jazz, art museums, live theaters and an abundant eclectic array of restaurants. The high gloss porcelain tile floors give this unit an unmistakable touch of class. Sliding glass doors open from the living room onto a patio that faces the lawn, bay, and dock area. One of the few units that has a washer & dryer hookup. The 16 X10 bedroom is large enough for a king-size bed, with room to spare. Your covered parking is just 10 feet from the front door. A blessing when coming home with a load of groceries. From the owner: “I moved here to enjoy the sunsets but fell in love with the sunrise. It’s only a short walk across the community to enjoy the fantastic sunsets over the Gulf of Mexico from our private access beach. However, I really love watching the beautiful sunrise from the comfort of the living room or walking out on the patio. With an occasional dolphin or manatee sighting. During summer months you’ll see the Royal Poinciana in full bloom the moment you step inside the kitchen door.”

3810 Gulf Of Mexico Drive Unit F104, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Longboat Beachcomber SubDv. ⋅ 34228 Zip Code

Unparalleled views of the Gulf of Mexico await you in this direct gulf front end unit condo at the Longboat Beachcomber. You can't get much closer to the water than from the panoramic glass porch that overlooks the crashing waves and majestic sunsets. Situated at the southern end of Longboat Key, the Beachcomber is directly across the street from the Publix shopping center which makes it uber convenient to grab all of the essentials for a stay at the beach. You don't even really need a car when you are here. This 3rd floor unit is a Northern end unit which means you have no neighbors to one side and northerly views down the white sand beach. Fully turnkey furnished with fantastic rental history, the Beachcomber has onsite management to handle rentals and maintenance as well. This unit was a manager's suite for years and just recently was entered into the rental pool. This property makes a fantastic rental as well as a pristine getaway for out-of-town owners. There is laundry onsite as well as an owner's storage room for each unit. The swimming pool is steps from the private beach and St. Armands Circle or Bridge Street on Anna Maria are both just a short drive away. You won't find a condo or a building quite as unique as the Beachcomber.

2721 Gulf Of Mexico Drive Unit 308, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code

Great Unit Great Views Come look Being able to rent this unit, by the month, twelve times a year,that offers our beautiful GULF BEACH within seconds of the front door is incredible! Our third floor views are breathtaking, yet fully protected from the elements. Our Building is quiet, but close to BEACHPLACE amenities! Owners are motivated to sell and we can give you a complete tour when you visit.

1065 Gulf Of Mexico Drive Unit 302, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Breathtaking bayfront views from this second-floor, two-bedroom, two-bath condominium in Longboat Key’s desirable Sutton Place with terrific deeded beach and bay access and amenities. This charming midrise home offers a dining room and great room combination that is bright and inviting with an abundance of natural light from sliding glass doors that lead to the spacious balcony overlooking a pristine area of Sarasota Bay. The ample kitchen boasts stainless steel appliances and a pass-through window ideal for entertaining guests. The primary bedroom is spacious and offers an abundance of closet space, including a linen closet, extra-large built-in closet, as well as a walk-in closet that is ideal for an owner’s closet. The second bedroom is roomy and bright. Enjoy a convenient covered parking space outside your unit and two elevators that provide easy access. Well maintained and sold mostly furnished, this condominium can be ready to move right in. Sutton Place is a gulf-to-bay community, providing deeded access to the marina and gulf beach. Spend your days enjoying the beach pavilion with picnic tables, restrooms, showers and secure gated parking. There are even lockers for your beach chairs and car wash stations for added convenience. On the bayside, the community offers two swimming pools, one on the waterfront and another by the fully equipped clubhouse. Rentals are permitted after one year of ownership, with a one-month minimum rental, allowed twice annually. The community is pet friendly, allowing two pets, with a maximum weight of 25 pounds. Other exceptional amenities include three barbecue zones, kayak storage and launch facilities, and boat slips for the boating enthusiast. Ideally situated, Sutton Place allows easy access to a variety of dining options at either end of the key. Explore nearby parks, shops, and the cultural gems of Longboat Key and Anna Maria Island, all just minutes away. For even more dining, shopping, and entertainment, St. Armands Circle and downtown Sarasota are just a short drive to the south.

605 Sutton Place Unit 203, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Pelican Harbour & Beach Club SubDv. ⋅ 34228 Zip Code

Gorgeous two-bedroom walk-out bayfront unit in Pelican Harbour & Beach Club. Pelican Harbour offers one of the best amenity packages on the island, including a private beach with chairs and loungers, a heated resort-style pool, owner boat docks, kayak and bike storage, tennis, pickleball, a club room and more. The association has also successfully completed its milestone inspection, has fully-funded reserves, and has no special assessments. You'll also appreciate the new roofs, new hurricane-rated carports, freshly painted buildings, a new seawall, and composite docking. The unit itself offers bay-front walk-out convenience, a screened lanai, an open floor plan with a large great room and dining, a kitchen with updates and stainless steel appliances, a comfortable guest suite with access to a full bath, and a spacious primary suite with a private bath en-suite. Association fees include maintenance, landscaping, building insurance, cable, water, trash, on-site maintenance, professional management, most amenities, pest control, and more. Boat docks can accommodate boats up to 28 feet. Dock fees are $20 per foot per year - a 25-foot boat would be $500/year. Pelican Harbour is a pet-friendly community and your furry friend is welcome. Pelican Harbour is perfectly located mid-island with easy access to Bayfront Park, grocery, shopping, restaurants, places of worship, and convenient to St Armands and Sarasota. Pelican Harbour - well-managed, fully funded, amenity-rich, and steps to the beach - offers one of the most affordable, maintenance-free island lifestyles available on Longboat Key.

4234 Gulf Of Mexico Drive Unit J1, Longboat Key

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code

Enjoy unobstructed bay views over the marina and mangrove islands in this recently UPDATED 2-bedroom, 2-bathroom residence in the sought-after community of Windward Bay on Longboat Key. This is being sold TURN-KEY, with a few exceptions. The third-floor location offers panoramic views from every room. Some of the recent updates include an updated kitchen with bar seating, freshly painted walls, an updated master bath with a walk-in closet, new LVP floors, and a newer HVAC unit. Additional features include an inside-unit washer and dryer. Each residence comes with a dedicated covered parking spot under the building and an individual direct-access storage closet. Amenities include multiple pools, fitness facility, sauna, tennis, pickleball, shuffleboard, clubhouse, outdoor grills and fire pits, walking trails, kayak/paddleboard launch and storage, and two marinas with boat slips (current waiting list). Windward Bay boasts over 20 acres of natural grounds, mature tropical foliage, walking trails, water access, and convenient, multiple beach access points in a great location on Longboat Key. The community is also pet friendly, even for large dogs. Start each day with an amazing sunrise in your very own slice of paradise!

4500 Gulf Of Mexico Drive Unit 305, Longboat Key

2 Beds ⋅ 2.5 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

Come paint your masterpiece, your blank canvas has arrived. ORIGINAL Owner has lightly used, cared and loved this property from the beginning. This is a beautifully maintained Townhome in Cedars East Fitness & Tennis Resort. Ideally, it is located in a prime location of Cedars East providing easy access to the community's first class amenities. This home's positioning offers enchanting views of tropical foliage and warm western exposure . Perfect for our picturesss island sunsets. The open, spacious, private and bright combined with the tropical foliage will absolutely put you in that relaxed island-life state of mind. This beautiful home, with its high ceilings and open flowing floor plan, features an open kitchen with the snack bar leading right into the dining and family room, giving you an open and spacious living area. This home has gorgeous colors and materials throughout the entire interior. Real hardwood floors through the whole first floor. The kitchen offers updated appliances including a wine fridge. Off the kitchen you will find a half bath. The primary bedroom is oversized with a wall of windows offering those wooded views of our tropical island foliage and sunsets. The Master bathroom is large with his and her dual vanities and beautiful corner jacuzzi tub. Screened and covered lanai off the family room is a peaceful oasis surrounded by an island landscape and privacy. The exterior was resided w/ maintenance-free Hardi Board Siding along w/ newer windows were installed. In unit washer and dryer are ideal. Downstairs you will find the oversized garage with a large storage closet, perfect for all the hobbies and is a very rare asset on Longboat Key. Cedars East is a 66-acre village-like townhome setting, surrounded by nature & close access to both the beach and bay on the beautiful north end of Longboat Key. Spacious and tropical community w/ lit boardwalks leading through mangroves to amenities including heated Jr. Olympic Size Pool, Ten Har-Tru Tennis Courts, Club House w/ Pro-Shop, 24hr Fitness Center, Tiki bar, Restaurant, Fishing Pier & kayak launch. Some amenities require additional membership to the club for use. Walking distance to area attractions like Harry's Deli and Continental Kitchen, a true island gem in Joan Durante Park, Euphemia Haye Restaurant & The Haye Loft, and, of course, Longboat Key's world-famous sugary white sand beaches. Close to other main attractions and cultural events, e.g., St. Armand's Circle - famous for world-class shopping and dining, Mote Aquarium with marine exhibits and marine/kayaking excursions, the Asolo Repertory Theatre, Van Wezel Performing Arts Center, Marie Selby Gardens, Anna Maria Island, Ringling Museum complex and numerous dining options on Longboat and in downtown Sarasota. If you are a golfer, there are a number of top-rated courses nearby. Spacious Condo Ownership, property w/ Townhome Design, is perfect for seasonal or year-round living. Convenient on-site rental mgmt company, if desired, with a convenient 2-week minimum rental policy w/in the community. Excellent future rental projections available to share. Cedars is also a pet-friendly community!! Finally, the sellers are offering completely turn-key furnished to make your move seamless so, as you can see, what a property for your new beach residence.

613 Cedars Court, Longboat Key

2 Beds ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Welcome to an exceptional income-producing opportunity on Longboat Key, featuring a beautifully remodeled duplex, ready for immediate occupancy. This turnkey property offers two distinct units: the first is a spacious two-bedroom, two-bathroom residence with an enclosed porch, while the second unit is a charming one-bedroom, one-bathroom with its own enclosed porch. Both units have been thoughtfully updated and come with in-unit washers and dryers for added convenience. Located in a prime Longboat Key location, the property boasts easy access to the beach and a fenced backyard, with each unit enjoying its own private patio. For an enhanced lifestyle, you have the option to join the Cedars East complex right across the street, offering access to a junior Olympic-sized swimming pool, a fully equipped gym, tennis and pickleball courts, and bicycles.

578-580 Companion Way, Longboat Key

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