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5581 Gulf Of Mexico Drive, Longboat Key
$14,000,000
10 Beds ⋅ 22 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Sought after slice of beachfront paradise on the exclusive island of Longboat Key. Rarely available 2 acre property with 200 feet of beach frontage on the Gulf of America. Currently it hosts a quaint inn featuring ten suites and one cottage, all had been renovated with timeless old Florida decor. The property is surrounded by tropical blooms , lush foliage, vine covered arbors, swaying palm trees, a private gazebo, and a heated swimming pool. Amazing opportunity for a new development, or alternatively a chance to easily bring the property back to its recent glory. The property has been approved to build two single family homes or a six unit luxury Condominium. This fantastic location is near the growing number of top restaurants and attractions . Walk to Harry's Euphemia Haye, Lazy Lobster, new local favorite Lo' Key or stroll over to the bay at Durante Park. All this is just a short drive to the renowned shopping, dining and cultural attractions of St Armands Circle, as wells Downtown Sarasota and Anna Maria Island. So many possibilities for this location, location , location !

5581 Gulf Of Mexico Drive, Longboat Key
6001 Gulf Of Mexico Drive, Longboat Key
$9,975,000
5 Beds ⋅ 7 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and grand-scale entertaining, the residence balances timeless craftsmanship with recent enhancements including a 2025 primary bath remodel, newer French doors, and resort-style pool and spa with natural gas heating and fire pit. From the moment you arrive through the circular drive, the home’s elegant façade, manicured landscaping, and elevated design make a commanding first impression. Inside, expansive living areas are defined by travertine and hardwood flooring, soaring coffered ceilings, crown molding, and walls of glass framing breathtaking views. The open floor plan flows effortlessly from the formal living and dining rooms to the family room and gourmet kitchen, designed for effortless entertaining. The chef’s kitchen showcases custom wood cabinetry, granite counters, a large island, high-end appliances, double ovens, and a breakfast nook overlooking the Gulf. The main-floor primary suite offers a serene retreat with direct beach views, its own private terrace, dual walk-in closets, and a spa-like new bath featuring dual vanities, stone counters, and a freestanding soaking tub. A private elevator connects all levels, including a versatile second-story loft, media room, and four additional bedrooms (some en-suite) providing ample comfort for family and guests. The outdoor living space defines Florida luxury—complete with an expansive travertine deck, heated pool and spa, summer kitchen, and multiple covered terraces designed for dining and relaxation. Enjoy vibrant sunsets over the Gulf from nearly every vantage point. The property also features new hurricane-rated French doors, a whole-house generator with raised platform, and a three-car side-entry garage with guest parking. Located on the prestigious north end of Longboat Key, this gated estate offers the perfect balance of seclusion and accessibility. Stroll along miles of private beach or take a short drive to the Longboat Key Club, offering championship golf, tennis, and fine dining. Just minutes away, St. Armands Circle and downtown Sarasota offer a vibrant mix of boutique shopping, art galleries, and acclaimed restaurants. With world-class marinas, cultural landmarks, and pristine beaches within reach, this exceptional residence captures the very best of Sarasota’s luxury coastal lifestyle. Offering an unparalleled combination of design, craftsmanship, and Gulf-front serenity, 6001 Gulf of Mexico Drive stands as a statement of timeless coastal elegance—where every sunset feels like home.

6001 Gulf Of Mexico Drive, Longboat Key
5919 Gulf Of Mexico Drive, Longboat Key
$9,500,000
5 Beds ⋅ 6 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 156 feet of direct frontage along the Gulf of Mexico. Embrace breathtaking water views and spectacular sunsets from every room and multiple balconies. The grand living room features soaring cathedral ceilings and dramatic walls of glass that frame the elevated pool deck with an infinity-edge pool, spa, and endless Gulf views beyond. A private, gated entrance and stately drive lead to a dual staircase entry, setting a tone of sophistication upon arrival. Inside, neutral finishes throughout the approximately 5,600 square feet of living space provide an easy canvas for personalization. Recent upgrades, including a fully modernized electrical system with enhanced lighting, a new HVAC system, an updated dining room, freshly painted interiors and exterior railings, refinished balconies, high-efficiency washers and dryers, and a state-of-the-art entertainment system ensure the home is up-to-date in both style and technology. Garage space under the home can accommodate up to nine vehicles. This solidly built concrete block home did not sustain any damage from recent storms. Don’t miss this opportunity to own this exceptional beachfront retreat, offering breathtaking views, serene privacy, and refined luxury. The canal side property with boat lifts and dock directly across the street is also for sale offering the opportunity to own both properties beachside to bayside.

5919 Gulf Of Mexico Drive, Longboat Key
4651 Gulf Of Mexico Drive Unit 402, Longboat Key
$5,687,500
4 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other. Boasting direct oceanfront views, crafted by Hughes Design Associates, this residence epitomizes sophistication through its refined neutral palette and innovative smart home integration. Each detail has been meticulously curated, from the luxurious electric drapes that reveal stunning vistas at the touch of a button to the expansive 1,800-square-foot astro-turfed rear patio, ideal for enjoying the sun-drenched ambiance. Every aspect of this residence is designed to elevate daily living. Bask in the Florida sunshine as the residence opens seamlessly to the outdoors, inviting private moments on the game-ready patio, and discover state-of-the-art amenities, including a whole-home water filtration system and a personal steam shower. This end-unit layout is flooded with natural light, enhancing the airy openness of the living spaces, four fully appointed bedroom suites, and a versatile den/office. Every feature speaks of luxury and precision from the Wolf-Sub-Zero appliance suite, quartz countertops and Italian cabinetry to the high-end TOTO electronic toilets with built-in bidets, Waterworks fixtures, frameless walk-in showers, impact-rated floor-to-ceiling windows and sliding doors. Enjoy an outdoor summer kitchen on the main balcony and the convenience of a private two-car garage. Sage on Longboat Key, designed by the renowned Hoyt Architects, is a boutique beachfront community where sophistication and exclusivity meet. With only 16 luxury residences, each home offers unobstructed gulf views and unmatched services, including 24-hour white-glove concierge and security, poolside and beach attendants, and exclusive amenities. The 260 feet of pristine gulf shoreline hosts an oceanfront heated Olympic lap pool, sundeck with chaise lounges, private cabanas, fire pit, and a fully equipped fitness center in a pet-friendly environment. Seize this rare opportunity to reside in Sage on Longboat Key, a sanctuary where luxury seamlessly intersects with cutting-edge technology and coastal elegance, making every day a celebration of refined beachfront living.

4651 Gulf Of Mexico Drive Unit 402, Longboat Key
5910 Gulf Of Mexico Drive, Longboat Key
$4,900,000
5 Beds ⋅ 6 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes, quartz hard surfaces and wood-look tile flooring. The large kitchen includes a Sub-Zero glass door refrigerator and Thermador appliances. There is an additional full outdoor kitchen with a gas grill, vent hood and U-Line refrigeration. A spacious first-floor office/den overlooks the waterway. There are 5 ample en-suite bedrooms, 2 half-baths. Relax in the second-floor master suite Jacuzzi tub or take the spiral staircase up to the third-floor observation deck to relish the serene views. The large, heated pool includes a Jacuzzi with a sun shelf for year-round enjoyment. During the cooler months, enjoy a relaxing evening in the great room in front of the fireplace or outdoors near a mesmerizing fire pit. Additional luxury amenities include a 60-foot composite deck with a 10x10 sitting area, fish station, water spigots on dock, bumpers, cleats and underwater lights. Water safety features include a new 133-foot seawall raised 13 and vinyl panel fronts on the 125-foot-wide canal. Make use of the two boat lifts – one 20,000-lb. and one 15,000-lb. and an additional Jet Ski spinner lift to delight in a fun-filled day on the water. This stunning home is ideally located near St. Armands Circle, pristine beaches, fine dining and specialty boutique shops. With professionally landscaped grounds, electric drive security gate and easy access to the bay, this luxurious property is perfect for discerning devotees of the boating lifestyle. This property, along with the beachfront property across the street can be sold together.

5910 Gulf Of Mexico Drive, Longboat Key
6429 Gulfside Rd, Longboat Key
$4,700,000
Longboat Key SubDv. ⋅ 34228 Zip Code
A rare opportunity to create your dream coastal estate on one of Longboat Key’s most coveted beachfront addresses. This .73-acre Gulf-front lot offers 100 feet of pristine shoreline along the turquoise waters of the Gulf of Mexico. The former residence and garage have been professionally demolished, leaving a clean slate for your architectural vision — whether a contemporary masterpiece or timeless island retreat. Set amid multi-million-dollar estates on a peaceful, low-traffic stretch of Gulfside Road, this expansive property provides direct beach access and panoramic sunset views that stretch endlessly across the horizon. With ample depth for a grand residence, pool, and outdoor living spaces, it presents the perfect canvas for those seeking privacy, exclusivity, and the ultimate waterfront lifestyle. Conveniently located just minutes from St. Armands Circle, the Longboat Key Club, and downtown Sarasota, this is one of the last remaining buildable Gulf-front parcels of its size. A truly rare find for discerning buyers and developers alike — your Gulf-front legacy begins here. Owner is open to terms of owner financing—a rare chance to own one of the island’s last premier Gulf-front parcels!

6429 Gulfside Rd, Longboat Key
5840 Gulf Of Mexico Drive, Longboat Key
$4,500,000
4 Beds ⋅ 6 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.

5840 Gulf Of Mexico Drive, Longboat Key
581 Hibiscus Way, Longboat Key
$3,664,311
4 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Under Construction. One or more photo(s) has been virtually staged. Under Construction—completion Spring of 2026. Welcome to an extraordinary new coastal retreat on Longboat Key—masterfully crafted by JA Builds, Longboat's premier luxury builder, and thoughtfully designed by The Bennett Collective. Set on a 9,000 SF lot with 3,235 SF of bespoke living space, this stunning residence offers the perfect blend of elevated craftsmanship, intentional interior design, and effortless island living.Featuring 4 bedrooms and 4.5 bathrooms, the home was designed with comfort and function in mind, including a generous primary suite on the main floor, and engineered wood floors throughout. Every room showcases thoughtful, one-of-a-kind details that flow cohesively throughout the home—creating a refined, curated feel that is both timeless and inviting. From custom finishes to the integrated Control4 smart home & security system, this tropical modern escape delivers a level of quality and intentionality that can be felt in every space.The outdoor living area feels like your own private resort, designed for effortless entertaining, sun-soaked afternoons by the resort-style pool, and unforgettable evenings. The same level of intentional design on the interior was carried through on the shellcrete patio, pool with spa and sun shelf, integrated outdoor speakers, and tropical landscape. Perfectly positioned on the colorful and charismatic north end of Longboat Key, this home is just a 7-minute walk to the Gulf beaches, a 5-minute walk to the Bay, and only 5 minutes to Whitneys, Mar Vista, or Shore—one of Longboat Key’s newest luxury restaurants known for its incredible views. This is more than a home—it’s a lifestyle defined by walkability, luxury, and the charm of island living. A rare opportunity to own a brand-new, design-forward residence where location, craftsmanship, and coastal beauty come together in perfect harmony.

581 Hibiscus Way, Longboat Key
630 Companion Way, Longboat Key
$2,449,000
4 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
What’s better than a newly constructed home (2024) on fabulous Longboat Key? With carefully selected designer finishes, High Impact Sliding Doors and Windows throughout, four bedrooms and four and a half baths, covered balconies on every floor, including an amazing rooftop deck with gorgeous views: this is the epitome of luxury living meets laid back coastal charm! Everything has already been done for you to create the perfect island retreat. The elevated second floor living area features a gorgeous chefs kitchen with a large island that is open to the dining area and great room, all done up in coastal hues. Walls of sliding doors offer abundant light and open to a nice sized outdoor covered deck that overlooks the pool and offers the perfect balance for indoor, outdoor entertaining. One of the 4 bedrooms with an ensuite bath and an additional half bath are on this floor. The third floor living area features 3 more of the bedrooms, and all have their own ensuite bath. A covered porch is here for yet another outdoor moment and is the perfect spot to sit and enjoy the Florida breezes at the end of the day. A winding staircase on this deck leads to the showstopper rooftop balcony with stunning views to Sarasota Bay and partial views to the Gulf of Mexico. From here you can see just how close you are to the gorgeous stretch of beach, with your deeded beach access, just a short walk down the street. Uniquely positioned mid-key on the island, you are surrounded by multiple restaurants, shopping, and a true opportunity for an extraordinary way of life. Whether you are looking for your forever home, a vacation spot to call your own or an investment rental property, this may well be the one for you.

630 Companion Way, Longboat Key
791 Saint Judes Dr N, Longboat Key
$1,215,000
3 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Rarely is there a renovation that starts below the foundation (all sewer drain lines with new PVC), to the 2-year-old metal roof.  Top to bottom, that's right roof, windows, electrical, water lines, HVAC, flooring insulation all new ductwork. The shellcrete exterior concrete (front yard, side yard leading to one dock and both driveways) as well as the pool deck, that's right all shellcreted. These modern finishes make you feel from the moment you pull up to the front, you've arrived at a new home. This is the way you renovate an original ground floor ranch, not leaving a stone unturned. It's time to take advantage of this home and move to the water, Beach access is deeded to this lot, across Gulf of Mexico Drive. Call with questions and to make your appointment for a private showing

791 Saint Judes Dr N, Longboat Key
784 Saint Judes Dr N, Longboat Key
$1,150,000
3 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Enjoy all that living on the water includes from this location. This canal pool home with its 2 remote controlled boat lifts, its southern exposure, is where you could love to call home. Quality is apparent from the first time you gain entry to this charming Florida lifestyle residence on Longboat Key.  The character of the original home with its vaulted wood beamed ceilings and stone fireplace have been complemented by modern touches of Shellcrete concrete walkways, pool deck and driveway. A nice blend of functionality, original character and modern upgrades make this home an attractive waterfront living option. Easy access from the canal to the Sarasota Bay and downtown Sarasota. A great opportunity for Island living.

784 Saint Judes Dr N, Longboat Key
744 Jungle Queen Way, Longboat Key
$950,000
3 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Laid-back Living on Longboat Key -- A Boater's Paradise! Welcome to 744 Jungle Queen Way, a fully renovated, FURNISHED 3-bedroom, 2-bathroom coastal retreat on the stunning Longboat Key! Whether you're a boating enthusiast, a beachcomber, or someone who just loves the island life, this home delivers the ultimate Florida lifestyle. ***Prime Location & Waterfront Living Nestled just seven homes away from Sarasota Bay, this property is a boater's dream with two boat lifts, offering quick access to the Gulf of Mexico's crystal-clear waters. Spend your days fishing, cruising, or island-hopping--all from your backyard! ***Deeded Beach Access - Just 777 Steps to Paradise... take a short stroll across Gulf of Mexico Drive and find yourself on the powdery sands of Longboat Key's legendary beaches. Enjoy sun-soaked days, breathtaking sunsets, and gentle Gulf breezes right outside your door. ***Close to Local Favorites & Hidden Gems. In just a short walk, you'll find island hotspots like the Lo'Key Island Grille, Guppy's Restaurant, and the award-winning Euphemia Haye. A short boat ride, you can enjoy The Shore, Cortez Kitchen, Swordfish Grille, Tide Tables, Anna Maria Oyster Bar, Bridgetenders and Dockside restaurants. ***Modern Updates with Coastal Charm. Step inside to an open-concept layout featuring a spacious, upgraded kitchen with solid wood cabinetry and stone countertops -- perfect for entertaining. The home's split-bedroom design ensures privacy, while the extra-wide lot provides a natural buffer between properties for peace and tranquility. ***Take a short scenic 1-mile stroll from your front door to enjoy the beauty of Florida's coastal landscape at Joan M. Durante Park and the Sarasota Bay overlook dock for a peaceful escape. This 32-acre bay front nature preserve features winding boardwalks, shaded trails, and scenic waterfront views, perfect for birdwatching, peaceful walks, or catching a sunrise over the mangroves. ***Your Slice of Island Paradise Awaits! Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this home captures the essence of laid-back luxury. Don't miss your chance to live the dream on Longboat Key! ***Schedule your private showing today!

744 Jungle Queen Way, Longboat Key
636 Tarawitt Drive, Longboat Key
$750,000
2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. A NEW PRICE!! Wake up to tranquil canal views and end your day with sunsets just steps from the Gulf — all on Longboat Key! Priced UNDER $1M & Renovation Loan Eligible! Opportunities like this are rare, and this property is priced to sell fast. Featuring 2 bedrooms, 2 bathrooms, and a 1-car garage, this home also includes a separate 1-bedroom, 1-bathroom GARAGE APARTMENT with its own entrance—perfect for SHORT TERM RENTALS or guest accommodations. Sitting directly on a CANAL with room to dock a boat, this home is a dream for boaters and beach lovers alike. The 120 feet of reinforced seawall ensures lasting waterfront stability. Enjoy DEEDED BEACH ACCESS, just a short stroll away, where you can witness the magic of turtle nesting season. Walk to dog-friendly Durante Park, the scenic shores of Sarasota Bay, and some of Longboat Key’s most popular restaurants, including Lo’Key and Harry’s Continental Kitchen. Cannon’s Marina is nearby for all your boating needs, and the trolley provides easy access to Anna Maria Island. The home boasts a 2024 AC and a 5-year-old tile roof, giving you peace of mind on major updates. The private outdoor space is perfect for soaking up Florida’s year-round sunshine. Renovation Loan Eligible – Plus an Incredible Build Opportunity! This property qualifies for a renovation loan, allowing you to finance both the purchase and renovations—an incredible opportunity to customize your dream home while keeping costs manageable. Waterfront. Deeded beach access. Room for a boat. Rental potential. And all for UNDER $1 MILLION! This is an **unbeatable opportunity** in one of the most desirable locations on the Gulf Coast. Don’t miss out—schedule your showing today!

636 Tarawitt Drive, Longboat Key
7061 Longboat Drive E, Longboat Key
$700,000
Longboat Key SubDv. ⋅ 34228 Zip Code
Lot for sale North end of Longboar key in the Village, Has an existing home on property which is a tear down but you can be the judge. Lot siz 105 x 110. Has view of Sarasota Bay and more when you build up.

7061 Longboat Drive E, Longboat Key
780 Jungle Queen Way, Longboat Key
$600,000
2 Beds ⋅ 1 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Bingo....You have just found your diamond in the rough—Concrete block home is located just six in from the open Bay. Newer seawall. Two-bedroom home is ready for remodel. The home features 125 ft of canal front frontage and is in a desirable area in that it is situated in between more expensive properties. There is plenty of room for a pool. There is a nice, screened lanai overlooking the canal where one can sit and read a book or sip a cocktail. The kitchen is ready for you to create your own vision. There is also a storage shed for bicycles or garden tools. Many outdoor activities are close by with your deeded beach access at the top of the block and Joan Durante Park a short distance away. There are a handful of restaurants close by so no need to venture too far after a long day at the beach. With its mid-key location, it is easy to head to St Armand Circle, Sarasota or head north to Anna Maria Island. Home is easy to show, and owner has paid Longboat Key Underground Utility Assessment in full. Don’t miss out.... Opportunity knocks and is at your fingertips-

780 Jungle Queen Way, Longboat Key
5155 Gulf Of Mexico Drive Unit 9, Longboat Key
$595,000
1 Beds ⋅ 1 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Direct Beachfront Gem! Wake up to the sound of waves and breathtaking Gulf views from this beautifully updated one bedroom, one bath condo located directly on the beach! Whether you're seeking a serene getaway, an investment property or a full-time coastal retreat, this condo offers the perfect blend of comfort, style and location. This end unit is a bright and airy open floor plan with coastal finishes. The interior was fully renovated in 2025 as well as new A/C, Hot Water Heater, Roof and Side Door. The spacious primary bedroom offers custom closet space, ceramic tile floors and plantation shutters. The updated kitchen hosts quartz countertops, a large white porcelain sink and white appliances. The built in open shelving pantry for storage is a bonus along with a broom closet too! The Living Room/Dining room combination opens to the private lanai featuring new panoramic screening that frames the stunning ocean views and only a few steps to the private beach. Excellent income potential! This is your chance to own a slice of paradise competitively priced and turnkey furnished. Move right in or start renting immediately. Weekly, Monthly or Seasonal. The Community Pool and on site Laundry for Guests and separate Laundry for Residents makes it convenient and easy for all 10 Condo homes. Just minutes from Publix, The Centre Shops on LBK, Durante Park, St. Armands Circle, Downtown Sarasota, a Championship golf club and a variety of fine dining restaurants. Longboat Key offers peaceful, upscale coastal living with easy access to everything you need!

5155 Gulf Of Mexico Drive Unit 9, Longboat Key
755 Saint Judes Drive N, Longboat Key
$575,000
2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
This property s a STEAL! Motivated seller has reduced this waterfront property far below any other property on Longboat Key. Don't miss the opportunity to build your dream home in this established neighborhood nestled next to Joan M. Durant Bayfront Park and beach access across the street. The seawall was restored in 2021 with wide concrete cap and raised dock with nautical dock lights at each pier and a 10,000 lb. lift (elevator type). Quick access to Sarasota Bay and waterways beyond. The lot offers mature trees and plenty of room for a pool, no HOA or CDD fees. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the Buyer). Prefer a renovation project: Seller has floorplan and related costs for renovation. This could become a cozy primary residence, income producing property or winter hideaway.

755 Saint Judes Drive N, Longboat Key
620 Companion Way, Longboat Key
$500,000
Longboat Key SubDv. ⋅ 34228 Zip Code
A fabulous opportunity to build your dream home on the lowest priced single family vacant lot in all of Longboat Key! Enjoy deeded beach access just across Gulf of Mexico Drive. Surrounded by multi million dollar homes and with walking or biking distance to multiple restaurants, shopping, Cedars Tennis club, and the tree lined splendor of Joan Durante Park, this is where your island living dream begins.

620 Companion Way, Longboat Key
601 Saint Judes Drive, Longboat Key
$490,000
3 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
EXCEPTIONAL INVESTMENT OPPORTUNITY on beautiful Longboat Key! Whether you're looking for a vacation home, seasonal retreat, income-producing property (rental history available upon request), or full-time residence, this extra-charming and TASTEFULLY REMODELED 3-bedroom, 2-bath beach bungalow ( TURNKEY FURNISHED) offers outstanding value in one of Florida's most sought-after island communities. (The third bedroom closet was removed to create additional space and maximize rental appeal.)The home has been thoughtfully renovated throughout, featuring a stunning new kitchen with brand-new cabinetry, granite countertops, and brand-new stainless steel appliances. Additional upgrades include brand-new electrical wiring and HURRICANE - IMPACT WINDOWS THROUHOUT . Both bathrooms have been completely remodeled with stylish, contemporary finishes, creating a FRESH MOVE-IN READY . As an added bonus, this is one of the few homes on the street with an extra 18" of elevation. The spacious living area retains its classic island charm with beautiful wood flooring, and an open dining area with a breakfast bar. The generous primary suite offers two closets, a sitting area, and a private exterior entrance, while the large laundry room provides additional convenience and opens to the side porch. Outside, the fenced backyard, shaded by mature trees, offers plenty of space to relax, entertain, and store all your beach toys, including jet skis and a boat. Ideally located on a quiet street that ends at a canal with beautiful bay views, the property is just a short distance to restaurants, shopping, and Joan M. Durante Park. Enjoy the nearby Bayfront Park Recreation Center or take a quick bike ride to Bicentennial Park. Best of all, you're just moments from Longboat Key's beautiful sandy beaches and breathtaking Gulf sunsets. With its prime Longboat Key location, extensive renovations, and versatility as a primary residence, second home, or investment property, this home presents a rare opportunity. It also offers excellent potential as the site for a future custom-built home while generating rental income during the design and permitting process. An exceptional island retreat with outstanding lifestyle and income potential.

601 Saint Judes Drive, Longboat Key