🏝️ Welcome to Longboat Key, FL: Where Elegance Meets Gulf Coast Beauty! 🏡🌊

Discover the Sophistication of Longboat Key

Nestled between the azure waters of the Gulf of Mexico and Sarasota Bay, Longboat Key is a barrier island that epitomizes coastal elegance and refined living. Whether you're seeking a luxurious beachfront condominium with panoramic Gulf views, an upscale waterfront estate with private boat access, or an intimate resort-style residence, Longboat Key offers an exclusive selection of housing options to complement your sophisticated lifestyle.

Explore the Exclusive Enclaves

Longboat Key Estates - Gulf-Front Luxury and Private Retreats

Indulge in Gulf-front luxury and private retreats in Longboat Key Estates. This enclave features sprawling estates and opulent residences directly overlooking the Gulf of Mexico. Residents can relish in the exclusivity of this secluded area, with private beach access and unparalleled views of the sunset.

Country Club Shores - Waterfront Living and Boater's Paradise

Experience waterfront living and a boater's paradise in Country Club Shores. This upscale residential community offers canal-front and bayfront homes with private docks. Boating enthusiasts can easily access the Intracoastal Waterway and Sarasota Bay, while all residents enjoy the beauty of waterfront living.

Lighthouse Point - Serenity by Sarasota Bay

Discover serenity by Sarasota Bay in Lighthouse Point. This tranquil neighborhood offers bayfront homes with breathtaking views and direct access to the bay. Residents can enjoy quiet walks along the shoreline and embrace the peaceful ambiance of coastal living in Lighthouse Point.

Grand Bay - Resort-Style Living and Bay Views

Indulge in resort-style living and bay views in Grand Bay. This condominium complex offers luxurious residences with bayfront and Gulf views. Residents can savor the amenities of a private community, including pools, tennis courts, and access to the Longboat Key Club.

The Water Club - Beachfront Bliss and Modern Luxury

Embrace beachfront bliss and modern luxury at The Water Club. This exclusive condominium community features contemporary residences with direct Gulf frontage. Residents can enjoy the white sandy beaches, resort-style amenities, and the convenience of living in a private enclave.

Sleepy Lagoon Park - Old Florida Charm and Canal-Front Homes

Experience Old Florida charm and canal-front homes in Sleepy Lagoon Park. This residential area offers a mix of single-family homes with a nostalgic charm. Residents can appreciate the quiet streets, tropical landscaping, and the proximity to both the bay and the Gulf.

Emerald Harbor - Secluded Waterfront Living

Discover secluded waterfront living in Emerald Harbor. This neighborhood features a mix of canal-front and bayfront homes surrounded by lush vegetation. Residents can enjoy the tranquility of this hidden gem while having easy access to the open waters of Sarasota Bay.

Why Longboat Key?

  • White Sandy Beaches: Longboat Key boasts pristine white sandy beaches along the Gulf of Mexico, providing residents with a tranquil and luxurious coastal experience.
  • Golf and Tennis: The Longboat Key Club offers world-class golf and tennis facilities, catering to residents who appreciate an active and upscale lifestyle.
  • Cultural Attractions: Sarasota's vibrant cultural scene, including theaters, galleries, and museums, is just a short drive away, enriching the cultural experience for residents.
  • Exclusive Lifestyle: Longboat Key offers an exclusive and serene environment, attracting those who seek a refined and sophisticated coastal lifestyle.

 

Invest in Longboat Key Real Estate

Longboat Key's exclusive enclaves cater to those who desire waterfront luxury, Gulf-front bliss, and a refined coastal lifestyle. Whether you're drawn to the elegant estates of Longboat Key Estates or the modern luxury of The Water Club, our expert team is ready to guide you in finding your dream residence.

Contact us today, and let's turn your vision of coastal elegance in Longboat Key into a reality! 🏡🌴🌊

Homes in Longboat Key

$8,495,000
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

$11,500,000
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

$875,000
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

$3,195,000
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

$359,900
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

$550,000
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

$575,000
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

$595,000
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

$4,300,000
4 Beds 3.5 Baths Country Club Shores SubDv. 34228 Zip Code
Experience unparalleled luxury and elegance at this prestigious Country Club Shores residence, nestled on the sought-after south end of Longboat Key. Designed by renowned architect and interior designer George Merlin, this stunning 4BR/5BA Mediterranean-style home offers over 4,100 sq. ft. of sophisticated living space. As you step inside, the grandeur of the open floor plan, with 14’ ceilings and walls of windows, immediately draws your attention to the breathtaking water views of the canal and Sarasota Bay. Located only one home in from the Bay allowing for easy access to Sarasota Bay and the Gulf of Mexico. Every detail is meticulously crafted, from the crown molding and oversized Italian marble fireplace in the Grand Room to the custom 1800-bottle wine cellar with an Old-World design, offering a perfect blend of style and functionality. The gourmet chef-style kitchen is a culinary dream, equipped with stainless steel appliances custom lighting, double Advantium and Trivection Ovens, two dishwashers, Thermador "Pro Series" burner gas range with griddle, Samsung Smart Touch 4 door refrigerator, Meile custom built-in coffee system, Sharp under counter microwave drawer and a large granite island making entertaining a delight. The media room, with its 13' screen LED projector, transforms into a cinematic wonderland, while the adjacent wine-tasting area adds a touch of sophistication to your evenings. Each bedroom offers serene water views, providing a peaceful retreat at the end of the day. The spacious master suite is a true sanctuary, featuring double balconies, a luxurious master bathroom with a jet tub and a walk-in steam shower. Step outside to your private oasis, where luxury and relaxation converge. The custom heated pool and spa, with stunning waterfall features and a bronze mermaid statue, create a serene escape. Recent upgrades ensure elegance and efficiency with the pebble tech pool finish, new pumps and gas heater. Entertain effortlessly in the outdoor summer kitchen with a stainless-steel BBQ while watching your favorite football team on television. The home is thoughtfully designed for convenience and accessibility, with rough ins for an elevator that access all three levels. Enjoy the 4 ½ car garage, two water heaters, and all new A/C’s within the last five years. The property also features a $130k concrete sea wall (2020) and over 100’ of composite double dock, complete with a 12,500 lb. lift and an outer low dock for kayaking. An established, intimate community, Country Club Shores is one of the most coveted locations on Longboat Key with easy access to golf, tennis, boating and exclusive beach sunsets on your Deeded Beach. All the world-class boutiques and restaurants of St. Armands Circle are nearby, and the cultural attractions, shopping and dining venues of downtown Sarasota are just a short drive away. ** Great Room image is Virtually Staged.

549 Sloop Lane, Longboat Key

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