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1211 Gulf Of Mexico Drive Unit 603, Longboat Key
$1,575,000
2 Beds ⋅ 2 Baths ⋅ Promenade SubDv. ⋅ 34228 Zip Code
Gulf views take center stage in this beautifully updated sixth-floor residence at The Promenade, where an elevated vantage point captures the turquoise waters of the Gulf of Mexico, the tropical grounds below and glimpses toward Sarasota Bay. Offering nearly 1,600 square feet of thoughtfully designed living space, this two-bedroom retreat pairs a light, sophisticated coastal aesthetic with the ease of resort-style living directly on the beach. Inside, walls of glass draw the Gulf backdrop into the main living areas while filling the residence with natural light. The open great room is designed for both everyday comfort and entertaining, with neutral finishes, tile flooring and an effortless connection to the private terrace. Step outside to enjoy Gulf breezes, views over the pool and landscaped grounds, and a front-row seat to Longboat Key’s spectacular sunsets. The living and dining spaces flow together beautifully, complemented by a stylish wet bar with beverage storage that creates a natural entertaining hub. Architectural wall detailing adds dimension to the dining area, while the soft coastal palette and contemporary furnishings reinforce the home’s relaxed sense of sophistication. The open kitchen is equally inviting, featuring naturally stained wood cabinetry, quartz countertops, stainless-steel appliances and a newer quartz backsplash. An expansive breakfast bar provides generous seating, while the adjacent dining nook offers another comfortable setting for morning coffee or casual meals. Privately positioned, the primary suite is a serene retreat with its own Gulf outlook and direct terrace access. Wake to blue water just beyond the glass, then step outside to begin the day in the Gulf breeze. Generous closet space accompanies the suite, while the renovated primary bath offers a spa-inspired setting with a dual-sink vanity, soaking tub, glass-enclosed shower and refined contemporary finishes. The guest suite provides comfortable accommodations for family and friends, with an updated bath featuring a glass-enclosed shower and coastal-inspired tile. Covered under-building parking and a separate storage unit add everyday convenience. Set directly along the Gulf of Mexico, The Promenade is one of Longboat Key’s established full-service beachfront communities, offering on-site management, concierge services, a 24-hour manned guard gate and an impressive collection of resort-style amenities. Residents enjoy a Gulfside heated swimming pool and spa surrounded by expansive sundecks and tropical landscaping, four Har-Tru tennis courts, fitness and health club facilities, social rooms, and direct beach access by private boardwalk. Tiki huts and beachfront lounging areas create an inviting setting for days spent along the shoreline. Beyond the gates, the location puts the best of Longboat Key and Sarasota within easy reach. Enjoy nearby dining and shopping along Longboat Key, explore the boutiques and restaurants of St. Armands Circle, or continue across the Ringling Bridge to downtown Sarasota for its acclaimed restaurants, galleries, performing arts, farmers market and vibrant waterfront. From mornings on the beach to evenings overlooking a Gulf sunset, Promenade #603 offers an exceptional opportunity to experience the Longboat Key lifestyle from a beautifully updated home by the sea.

1211 Gulf Of Mexico Drive Unit 603, Longboat Key

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key
$830,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Direct Gulf views take center stage at Seaplace G4-307. This spacious 2-bedroom, 2-bath residence with 1,257 square feet offers a wonderful opportunity to enjoy the beachfront lifestyle on Longboat Key, with beautiful, unobstructed views across the tropical grounds to the Gulf of Mexico. Step inside and your eyes are immediately drawn to the water. The open living and dining areas lead to the screened Gulf-view lanai, creating the perfect setting for morning coffee, afternoon sea breezes or simply relaxing while overlooking swaying palms, manicured grounds, the sandy beach and turquoise Gulf beyond. The kitchen features abundant white cabinetry, generous counter space, stainless-steel appliances and a convenient pass-through to the dining area. The spacious primary suite offers plenty of room for a king-size bed, excellent storage and an en-suite bath. The guest bedroom is comfortably sized with two beds and enjoys its own beautiful Gulf view, making it an inviting retreat for family and friends. With direct Gulf views from the living area, guest bedroom and screened lanai, the connection to the water is one of the defining features of this residence. Located within the gated, Gulf-front Seaplace community, residents enjoy direct beach access along with an impressive collection of resort-style amenities, all surrounded by beautifully maintained tropical landscaping. The south Longboat Key location places you just minutes from the shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. Furnishings are available separately by Bill of Sale, offering buyers the option for an easy transition to their Longboat Key getaway. Whether you're looking for a full-time residence, seasonal retreat or your own place by the beach, G4-307 delivers what Longboat Key living is all about—direct Gulf views, tropical surroundings and the beach just steps away.

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key

1055 Gulf Of Mexico Drive Unit 301, Longboat Key
$1,349,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Sunny and rarely available BEACHFRONT 2-bedroon, 2-bath corner residence. This desirable end unit offers a wraparound terrace with exceptional views of the Gulf of America and north/south LBK white sandy beach. This residence features brand new floor to ceiling hurricane windows/sliders providing unobstructive views of the Gulf. The open concept layout connects the kitchen, dining, and living spaces - making it well suited for everyday living or entertaining. A split bedroom floor plan provides privacy, with the primary suite offering direct access to the outside deck overlooking the Gulf. The unit is beautifully decorated with coastal furnishings and features Luxury Vinyl Tile flooring throughout all rooms. The newer A/C and hot water heater, both replaced in 2024, add to the home's comfort and convenience. Beachplace is a gated, Gulf front community offering 24-hour security and resort-style amenities including: clubhouse, heated beachfront Jr. Olympic heated pool and tennis/pickleball courts & fitness center. Quick access to St. Armands Circle & downtown Sarasota.

1055 Gulf Of Mexico Drive Unit 301, Longboat Key

4561 Gulf Of Mexico Drive Unit 202, Longboat Key
$2,525,000
3 Beds ⋅ 5 Baths ⋅ Grande At Longboat Key SubDv. ⋅ 34228 Zip Code
Spectacular North west corner three bedroom condo with direct beachfront views at The Grande, a oasis with only 8 residences. This is Florida living at its very best! This second floor corner location has breathtaking views of the Gulf of Mexico and miles of beautiful sandy beach plus some views of Sarasota Bay and amazing sunsets. A fantastic wrapping terrace on the Gulfside offers outdoor enjoyment from the main living area and master suite. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom, all with private baths, is 3260 square feet. A Gulf front gourmet kitchen with high end appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows that dramatically overlook the Gulf of Mexico and beach, enhance the brightness and open feeling of this home. This home has 10 foot ceilings, and comes with a private enclosed two car garage with direct access.This Longboat location is near many outstanding restaurants and Anna Maria Island. Watch dolphins and manatees and so many Florida birds glide past your backyard. The azure waters of the Gulf of Mexico and the beach are just steps away.

4561 Gulf Of Mexico Drive Unit 202, Longboat Key

617 Weston Pointe Court, Longboat Key
$2,800,000
4 Beds ⋅ 5 Baths ⋅ Weston Pointe SubDv. ⋅ 34228 Zip Code
Welcome to **617 Weston Pointe Court**, where timeless elegance meets the Florida waterfront lifestyle. Nestled within one of Longboat Key's most desirable gated golf communities, this exceptional **four-bedroom, five-bathroom** residence offers an extraordinary blend of luxury, privacy, and direct boating access to the Gulf. From the moment you step inside, you'll be captivated by the expansive open floor plan, soaring ceilings, and breathtaking views overlooking the tranquil canal. Designed for both everyday living and effortless entertaining, the spacious great room flows seamlessly into the gourmet kitchen and dining areas, creating a bright and inviting atmosphere throughout the home. The thoughtfully designed floor plan features a luxurious primary suite and two additional bedrooms on the main level, while the upstairs loft provides a versatile living space accompanied by an additional guest bedroom, offering comfort and privacy for family and visitors alike. At the heart of the home lies an incredible private courtyard oasis. The sparkling pool creates a resort-style setting between the main residence and a detached cabana complete with its own kitchenette and full bathroom—an ideal space for overnight guests, a private office, fitness studio, or poolside entertaining. For boating enthusiasts, this property truly stands apart. The **privately owned boat slip conveys with the home**, offering exceptional value and convenience. Positioned as the **last slip on the left**, it provides one of the easiest locations in the marina for entering and exiting with your boat, making every trip on the water effortless. The slip is equipped with a **boat lift**, and from your dock, it's approximately **15 minutes through the scenic canal to the open waters of the Gulf**, allowing you to spend less time navigating and more time enjoying life on the water. Whether you're hosting elegant gatherings around the courtyard pool, enjoying peaceful waterfront sunsets, or setting out for a day of boating, this remarkable Longboat Key residence offers the perfect combination of luxury, comfort, and coastal living. Don't miss this rare opportunity to own an exceptional waterfront home complete with a transferable private boat slip in one of Longboat Key's most sought-after communities. Schedule your private showing today and experience Florida waterfront living at its finest. Roof 2025, HOA covers Beach Club, lawn mowing, blow and trim, all landscaping maintained, pool care and irrigation, Owner will transfer boat slip with sale. Pool is electric heated. Paint on the outside is a few years old.

617 Weston Pointe Court, Longboat Key

549 Halyard Lane, Longboat Key
$1,925,000
3 Beds ⋅ 2 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
This is the one * PERFECTLY POSITIONED ON A QUIET CUL DE SAC STREET AT THE PREFERRED SOUTH END OF LONGBOAT KEY * Located on the QUIET END OF THE CANAL with OPEN WATER JUST BEYOND YOUR DOCK and the PRIVATE BEACH ACCESS ONLY MINUTES AWAY * A quick 3 minute cruise to Sarasota Bay & the ICW & The GULF * This coveted Country Club Shores IV home has been LOVINGLY RENOVATED with a NEW Kitchen & modern amenities while retaining its classic charm * NEW KITCHEN CABINETS * NATURAL GAS STOVE * GE CAFE APPLIANCES * NEW Solid Core Doors * FULL HURRICANE PROTECTION * NEW TILE Flooring throughout * 2 Car Garage has a NEW Mini Split A/C * Primary Suite with a Spa-style Bath featuring a LARGE Walk-in Shower * BEAUTIFUL VIEWS OF YOUR POOL & PRIVATE CANAL * This THOUGHTFULLY CURATED HOME is an open floor plan * The additional Bedrooms are well-appointed and located in a way that allows for guest privacy * Impact Sliding Glass Doors surround the Outdoor Area * ROOF IS 9 YEARS YOUNG * WATER HEATER IS 3 YEARS YOUNG * All of this wraps your Caged Pool with Paver Decking and a Paver Walkway to your 2021 NEW SEAWALL & COMPOSITE DOCK with a 10,000lb Boat Lift & 2 Additional NEW Jetski Lifts PLUS a 2-step down Kayak Dock Launch with Power & Water * THIS IS A BOATER'S DREAM * The PERFECT HOME & OUTDOOR OASIS to entertain family & friends or just simply relaxing in your slice of paradise * PRIDE OF OWNERSHIP SHOWS IN THIS IMMACULATE HOME * Furniture is available * Just bring your suitcase * Country Club Shores is a well established waterfront neighborhood offering DEEDED BEACH ACCESS with a convenient south end location close to ST ARMAND'S CIRCLE, The new ST REGIS, and even downtown Sarasota * Join the Longboat Key Club offering 45 holes of championship golf & world class tennis * Your family will love this home * One look & you'll fall in love! *

549 Halyard Lane, Longboat Key

1005 Bogey Lane, Longboat Key
$2,600,000
4 Beds ⋅ 4 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Nestled along a serene canal just a short ride to beautiful Sarasota Bay, this custom-built John Cannon home offers the perfect blend of luxury, comfort, and coastal living. This two-story, 4-bedroom residence features an open floor plan designed for both relaxation and entertaining. Each bedroom is ensuite, providing privacy and comfort for family and guests alike. Enjoy gathering in the spacious area or entertaining outdoors with a heated pool and spa, a fully equipped outdoor kitchen, and a private dock with a boat lift for effortless access to the water. The home also includes an elevator- ideal for transporting luggage and groceries- and a generous 3- garage with abundant storage. Conveniently located near St. Armands Circle and downtown Sarasota, this property offers easy access to fine dining, shopping , and white-sand beaches, making it a true coastal retreat with every modern amenity.

1005 Bogey Lane, Longboat Key

415 L Ambiance Drive Unit C203, Longboat Key
$2,420,000
2 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
Tucked behind the private gates of the Longboat Key Club, this residence puts every signature amenity within easy reach. Spend mornings at the resort-style pool complex — lap lanes, a soothing spa, and a splash pool set beneath gazebos on a sprawling outdoor lanai — or head to the two lighted Har-Tru tennis courts for an afternoon match. The fitness center and saunas offer a place to unwind, while the recreation room rounds out the indoor amenities. With on-site management, round-the-clock security, scenic walking trails, and more than 1,200 feet of pristine beach just steps away, this is coastal living at its most complete. This 2 bedroom plus den with spectacular gulf views is ready for your personal touch.

415 L Ambiance Drive Unit C203, Longboat Key

2425 Gulf Of Mexico Drive Unit 1B, Longboat Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
Welcome to unit 1B at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful.

2425 Gulf Of Mexico Drive Unit 1B, Longboat Key

4621 Gulf Of Mexico Drive Unit 10D, Longboat Key
$600,000
2 Beds ⋅ 2 Baths ⋅ Casa Del Mar SubDv. ⋅ 34228 Zip Code
Huge Price Adjustment! PRICED TO SELL!!! Check out these consistently strong revenue numbers: 2023: $55,764, 2024: $54,307.46, 2025: $62,007.40!!! Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo, this is the place for you! The resort is right on the beach and amenities include a large heated pool, several grills, tennis, basketball and pickleball. Repeat guests have commented choosing this unit because of its location and that they love having a screened in patio to enjoy morning coffee or simply the warm gulf air. Casa Del Mar is one of the few resorts in Longboat permitted to offer short term rentals and also offers some of the lowest property management fees as well. Come check out this turnkey 2 bedroom 2 bath condo and make beach living your reality! (approximately 900 sqft with screened in lanai)

4621 Gulf Of Mexico Drive Unit 10D, Longboat Key

65 Lighthouse Point Drive, Longboat Key
$6,500,000
4 Beds ⋅ 5 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code
Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point is a rare expression of architectural elegance, exceptional privacy, world-class boating, and effortless coastal luxury. Perfectly positioned on more than one-third of an acre overlooking a tranquil lagoon with coveted bridgeless access to Sarasota Bay and the Gulf of Mexico, this extraordinary four-bedroom, four-full-bath, one-half-bath residence unfolds across nearly five thousand square feet of refined living space. Originally conceived as a grand coastal estate and extensively reimagined in 2021, the home creates an atmosphere that is both elegant and remarkably livable. A dramatic two-story foyer with soaring tongue-and-groove ceilings, arched French doors, custom millwork, and an architectural wraparound gallery immediately establishes a while walls of glass frame shimmering water views and expansive sliding doors seamlessly connect the interior living spaces to spectacular waterfront terraces. Designed for both intimate gatherings and grand entertaining, the elegant great room flows effortlessly to the resort-inspired outdoor living areas overlooking the saltwater pool, spa, lush tropical landscaping, and private dock beyond. At the heart of the home, the custom Cucina Ricci kitchen is as beautiful as it is functional, featuring handcrafted cabinetry, an oversized entertaining island, and an exceptional suite of integrated Miele VitroLine appliances, including double ovens, induction cooking, and a built-in coffee system. Just beyond, a waterfront lounge offers the perfect setting for casual living or media enjoyment while maintaining an uninterrupted connection to the outdoor loggia. Privately situated on the main level, the owner's retreat is a true sanctuary, offering peaceful water views, direct terrace access, dual custom walk-in closets, and a beautifully renovated spa-inspired bath with oversized vanities, designer finishes, and an expansive walk-in rain shower. Upstairs, three spacious en-suite guest bedrooms and an additional loft-style lounge or office provide luxurious accommodations for family and guests. Outside, the estate lives like a private waterfront resort, where a stunning travertine pool terrace, mature tropical landscaping, integrated landscape lighting, and multiple outdoor entertaining areas create an extraordinary setting for year-round coastal living. Boating enthusiasts will appreciate the protected deep-water dock featuring a fourteen-thousand-pound lift, upgraded motors, dockside Wi-Fi, and immediate bridge-free access to Sarasota Bay and the Gulf, placing some of Florida's finest boating just moments from your backyard. Thoughtfully appointed throughout, the residence also features a fully renovated interior, impact-rated windows and doors, hurricane protection, a whole-house Kohler generator, integrated Yamaha indoor/outdoor audio, a spacious three-car garage with EV charging capability, and numerous additional upgrades that allow the home to be enjoyed with complete confidence. Residents of Lighthouse Point enjoy private tennis courts, a short stroll to the pristine beaches of Longboat Key, and convenient access to the Longboat Key Club, St. Armands Circle, and the world-class dining, shopping, and cultural attractions of downtown Sarasota. An exceptional offering in one of Longboat Key's most prestigious waterfront communities.

65 Lighthouse Point Drive, Longboat Key

2089 Gulf Of Mexico Drive Unit G1-108, Longboat Key
$635,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with stainless steel appliances and modern cabinetry. The master suite is a cozy, spacious retreat with a walk-in closet and bathroom. The second bedroom   is the perfect space for family and guests, featuring 2 twin beds and a full bathroom. The home also features a new lanai, a comfortable place to relax and soak in the views. Sliding door and all windows are hurricane impact rated. Complimentary with the residence is one parking spot and a designated storage space - perfect for storing any extra beach gear. This residence is being offered furnished. Seaplace is a premier, 24-hour gated and guarded community on Longboat Key. The community boasts 2 swimming pools and hot tubs, a clubhouse and fitness center, fire pit, playground, grilling station, outdoor showers and three Har-Tru tennis courts. Perhaps the most stand-out amenity of this community is its direct beach access already set with lounge chairs and umbrellas. All you have to bring is yourself, your sunscreen and your towel! Going to the beach could not get any easier. Just a short distance from grocery shopping, local boutiques and first-class restaurants and entertainment, G1-108 is perfectly situated to give you that beachfront lifestyle you’ve been looking for. Everything that Longboat Key, St. Armand’s Circle, Anna Maria Island and Downtown Sarasota have in store is at your fingertips. Whether as your primary residence, second home or investment opportunity, G1-108 cannot be missed!

2089 Gulf Of Mexico Drive Unit G1-108, Longboat Key

1955 Gulf Of Mexico Dr Unit G6-311, Longboat Key
$900,000
3 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located on a pristine beach area of Longboat Key. There is an array of amenities across the 42 beautifully landscaped acres, including two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center and a new gulf front firepit area. The clubhouse offers a kitchen, library, fitness area and sauna. Additional features include playground, grilling areas, on-site management, and a 24-hour staffed gatehouse.

1955 Gulf Of Mexico Dr Unit G6-311, 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

7115 Gulf Of Mexico Drive Unit 23, Longboat Key
$800,000
2 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

7115 Gulf Of Mexico Drive Unit 23, Longboat Key

2850 Gulf Of Mexico Drive Unit 5, Longboat Key
$304,000
1 Beds ⋅ 1 Baths ⋅ Neptune On Longboat Key SubDv. ⋅ 34228 Zip Code
A renovated condo directly across from public beach access under $350,000. on Longboat Key? This is the one you've been looking for! Perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance vacation escape or an income-generating property, this location checks all the boxes. Walk across the street to watch sunset on the sand, then stroll to Publix, Bayfront Park's tennis & pickleball courts, the library, or one of the island’s cozy dining spots. Everything your guests—or you—could want is right at your doorstep. The unit features a bright, open living space with tile flooring, a spacious bedroom, walk-in closet and parking. The well-maintained community offers low HOA fees and a relaxing island vibe that keeps guests coming back. Don’t miss out on this rare opportunity to own on Longboat Key—whether you're investing in your future or your lifestyle.

2850 Gulf Of Mexico Drive Unit 5, Longboat Key

2600 Harbourside Drive Unit I-09, Longboat Key
$275,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
The middle pier, right in front at Longboat Key Club! I-09, a 60 ft x 21 ft. slip in the marina. This is the only north-south pier in the marina; plenty of deep water and cool breezes. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 55 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit I-09, Longboat Key

3240 Gulf Of Mexico Drive Unit B104, Longboat Key
$400,000
2 Beds ⋅ 2 Baths ⋅ Portobello SubDv. ⋅ 34228 Zip Code
Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from sliding glass doors that span the width of the residence. The large screened-in lanai is accessible from the living area and both bedrooms—seamlessly blending indoor and outdoor living while overlooking a generous grassy yard space and peaceful bayou, perfect for canoeing and kayaking right from your backyard. The kitchen features granite countertops and stainless steel appliances. Offered turn-key and fully furnished, this residence is move-in ready and ideal for seasonal or full-time living. Portobello is a sought-after Beach-to-Bay community ideally located mid-Key, offering an exceptional array of amenities including 600 feet of private beach frontage and 260 feet along the bay. Residents enjoy a heated community pool, tennis courts, clubhouse, BBQ and picnic areas, fishing pier, and kayak launch. Just minutes from the world-class shopping and dining of St. Armands Circle and everything Sarasota has to offer, this exceptional residence invites you to experience the pinnacle of Longboat Key living—where every day feels like a vacation.

3240 Gulf Of Mexico Drive Unit B104, Longboat Key

1925 Gulf Of Mexico Drive Unit G8-302, Longboat Key
$555,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Experience the Best of Gulfside Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining. The spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath, while the guest bedroom provides comfort and privacy for visitors. Both bathrooms are tastefully updated, and the open-concept living and dining areas flow seamlessly to the screened lanai. Step outside to your private lanai with hurricane impact screening, where you can enjoy tranquil views and refreshing Gulf breezes. The home is further enhanced with hurricane-impact windows, providing peace of mind and energy efficiency. Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an exceptional array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center, and a clubhouse with kitchen, library, and sauna. Additional features include a playground, grilling areas, on-site management, and a 24-hour staffed gatehouse. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this property offers a low-maintenance island lifestyle in one of Longboat Key’s most desirable communities. Enjoy breathtaking sunsets, beachside strolls, and resort-style living—schedule your private showing today!

1925 Gulf Of Mexico Drive Unit G8-302, Longboat Key

1425 Gulf Of Mexico Drive Unit 308, Longboat Key
$950,000
3 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code
Huge $100,000 price adjustment and it’s comes TURN Key furnished. Enjoy the best of Gulf-front living in one of the largest units, this 3-bedroom, 3-bath residence with a flexible study/den/4th bedroom, in a gated community located on the sought-after south end of Longboat Key at Players Club. This residence offers sweeping views of the Gulf of Mexico and includes an enclosed lanai with new telescopes, hurricane windows, and a spacious interior with tile floors in the main living areas and a neutral color palette. A wall of sliding glass doors in the living room opens to a spacious enclosed terrace—perfect for relaxing, dining, and enjoying the sounds of the surf through the new telescoping hurricane windows. The kitchen is large enough for all the chefs in the family. Corian countertops, a tile backsplash, and a breakfast bar that connects easily to the living space. The primary suite includes a Queen-size bed, wake up to view of the Gulf, access to the terrace/lania, and an en-suite bath with a large walk-in shower. For your guests, the second bedroom has an en-suite bathroom. The third bedroom provides a great space for guests or a home office. The private terrace offers views of the beautifully maintained grounds, the beach, and the Gulf beyond. Brand new hot water heat 2026, and HVAC unit 2021 and comes with a transferable maintenance contract with Home-Tec. The Players Club elevates coastal living with all the resort-style amenities you will need, including a beautifully updated clubhouse featuring a state-of-the-art fitness center, social and catering spaces, four Har-Tru tennis courts, 4 Har-Tru pickleball courts, a putting green, and a heated saltwater pool and spa. This community also has rental opportunities of monthly rentals 12 times per year. Players Club is located just a short drive to St. Armands Circle, where you will enjoy the shopping and dining experiences. Just over the Ringling Bridge, there are many theater options downtown Sarasota. Additional conveniences include on-site management and a 24-hour staffed gate, ensuring comfort and peace of mind.

1425 Gulf Of Mexico Drive Unit 308, Longboat Key

2600 Harbourside Drive Unit N-05, Longboat Key
$210,000
Bay Isles SubDv. ⋅ 34228 Zip Code
Great east bank location at Longboat Key Club Moorings for this 45 x 20 ft. slip in the marina. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Buyer may join the Longboat Key Club for an additional fee. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina. The longest boat permitted in this slip is 40 feet. Beam depends on the make/model of the vessel.

2600 Harbourside Drive Unit N-05, Longboat Key

4825 Gulf Of Mexico Drive Unit 105, Longboat Key
$687,000
2 Beds ⋅ 2 Baths ⋅ Westchester Condo Apts SubDv. ⋅ 34228 Zip Code
Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.

4825 Gulf Of Mexico Drive Unit 105, Longboat Key

2000 Harbourside Drive Unit 1501, Longboat Key
$630,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Nestled in the attractive community of Fairway Bay in Bay Isles on Longboat Key is this fabulous 2BR/2BA elevated townhouse. This tastefully decorated condo residence is on one level above the oversized 2-car garage and is an end unit. It is beautifully maintained, in great condition and offered turnkey-furnished with upscale furnishing from Robb & Stucky. The spacious living room and dining room has high ceilings, crown molding, plantation shutters, a fireplace and a wet bar with built-ins. The updated kitchen completed in 2025 is a neutral palette with new white cabinetry, white quartz countertops, a super pull-out pantry, all new appliances and washer & dryer in the past 12 months. A/C replaced in 2020 & water heater in 2021. The flooring in the entire residence was recently replaced with luxury vinyl plank flooring. A spacious shaded screened lanai offers a peaceful garden view and is a short walk to the heated pool and the bay. The bathrooms have also been updated in 2025 with new flooring, new cabinets, fixtures and shower door. The primary bedroom suite is a quiet sanctuary offering ample room for your apparel with two walk-in closets and Hunter-Douglas window blinds. This townhouse affords plenty of room for guests and a large family to stay and feels like a single-family home. There is a two-and-a-half garage with a large finished air-conditioned space on the ground floor giving you extra space. Community amenities include walking paths, 2 heated pools, a fitness room, tennis & pickle ball courts and a social room. The building will soon benefit from a new roof, which the seller has paid for. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulf front pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina.

2000 Harbourside Drive Unit 1501, Longboat Key

4235 Gulf Of Mexico Drive Unit T101, Longboat Key
$775,000
1 Beds ⋅ 1 Baths ⋅ Turtle Crawl SubDv. ⋅ 34228 Zip Code
Turnkey furnished and direct Gulf-front, this exceptional ground-floor residence at Turtle Crawl Inn on Longboat Key offers both effortless beachfront living and remarkable, documented rental performance. Residence T-101 has averaged a yearly gross rental income of approximately $90,000 over the past three years, making it a compelling opportunity for investors, seasonal owners, or those seeking a flexible coastal retreat with established returns. Positioned directly on the sand, this rare walk-out Gulf-front residence features a private patio just steps from the turquoise waters of the Gulf of Mexico—ideal for enjoying sunset views over the shoreline. The professionally designed interior blends coastal comfort with modern updates, featuring imported contemporary porcelain flooring from Italy throughout the open layout. The kitchen offers updated cabinetry, stone countertops, white appliances, and a seamless connection to the living and dining areas—perfect for relaxed beachside living or hosting guests. Impact windows with plantation shutters and impact glass sliders enhance peace of mind while filling the space with natural light. The spacious bedroom accommodates guests comfortably, while the completely updated bathroom (2021) showcases clean, timeless finishes. Step outside to the travertine-tiled Gulf-front patio, your private vantage point overlooking the beach, dunes, and horizon—an amenity highly valued by renters and owners alike. Turtle Crawl Inn is known for its laid-back resort atmosphere and strong rental appeal, offering a heated swimming pool, beachside cabanas, gas grilling stations, picnic areas, fishing opportunities, a putting green, shuffleboard courts, and deeded beach access. Flexible rental options make this community especially attractive for income-focused ownership. ** The Seller requests NO SOLICITATION COMMUNICATIONS of any kind. LISTING WITHDRAWN, WILL BE RE-ACTIVATED.** Located on the desirable mid-island stretch of Longboat Key, the property is minutes from waterfront dining, marinas, Bayfront Park, Joan M. Durante Park, and boating access. Anna Maria Island lies just to the north, while St. Armands Circle and downtown Sarasota’s shopping, dining, and cultural attractions are a short drive south. Whether you’re seeking a high-performing income property, a personal beachfront escape, or a blend of both, this Gulf-front residence delivers proven rental history, prime location, and direct beach access—a rare combination on Longboat Key.

4235 Gulf Of Mexico Drive Unit T101, Longboat Key

2301 Gulf Of Mexico Drive Unit 12N, Longboat Key
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico. Walls of glass frame breathtaking panoramic Gulf views while filling the residence with natural light and spectacular sunsets. Thoughtfully redesigned with high-end finishes, the residence features a luxurious open-concept floor plan, a stunning chef's kitchen, beautifully appointed baths, and seamless indoor-outdoor living. The private beachfront terrace serves as an extension of the living space, creating the perfect setting for morning coffee, sunset cocktails, and effortless entertaining. Ideally positioned on the coveted south end of Longboat Key, this residence offers the privacy and comfort of a beachfront home with the convenience of luxury condominium living. Residents enjoy an impressive collection of amenities including 400 feet of private beachfront, an Olympic-size beachfront pool, a newly renovated fitness and community center, Har-Tru tennis courts with planned pickleball additions, on-site management, gated entry, and a highly desirable owner-to-owner rental program. Located just minutes from St. Armands Circle and vibrant downtown Sarasota, this exceptional residence places world-class dining, boutique shopping, cultural attractions, and marina amenities within easy reach. An extraordinary opportunity to experience refined Gulf-front living at one of Longboat Key's most sought-after beachfront addresses.

2301 Gulf Of Mexico Drive Unit 12N, Longboat Key

2326 Harbour Oaks Drive, Longboat Key
$775,000
3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code
Welcome to effortless coastal living in this beautifully maintained, fully furnished end-unit villa on Longboat Key. Offering nearly 2,400 square feet of thoughtfully designed living space, this exceptional residence combines the spaciousness and privacy of a single-family home with the convenience of maintenance-free living—all just moments from the Gulf's renowned white-sand beaches. From the moment you step inside, soaring vaulted ceilings, abundant natural light, and an open, airy floor plan create a warm and inviting atmosphere. Designed for both comfortable everyday living and effortless entertaining, the home offers multiple gathering spaces, including a formal living room with a charming wood-burning fireplace and expansive sliding glass doors that open to an impressive 740-square-foot private terrace overlooking peaceful pond views. The kitchen is both stylish and functional, featuring granite countertops, updated cabinetry, rich wood flooring, plantation shutters, and a skylight that fills the space with natural light. Recent upgrades, including a new roof and new air-conditioning system completed in 2025, provide added comfort and peace of mind. Adding to the home's unique character are two private atriums that bring the outdoors in, creating bright, tranquil spaces throughout the residence. A versatile office with a built-in Murphy bed offers the flexibility to easily serve as a fourth bedroom, while the spacious primary suite provides a relaxing retreat with comfortable accommodations for family and guests. Additional highlights include a private two-car garage with organized storage, a heated community pool and spa, and exclusive membership to the gated Bay Isles Beach Club, where residents enjoy private Gulf-front beach access and dedicated parking. Perfectly located near world-class beaches, boating, waterfront restaurants, boutique shopping, and the renowned Longboat Key Club's golf, tennis, pickleball, marina, and dining amenities, this residence places the very best of island living right at your doorstep. Beautifully furnished, impeccably maintained, and move-in ready, this is an exceptional opportunity to enjoy the relaxed elegance and coastal lifestyle that make Longboat Key one of Florida's most sought-after destinations.

2326 Harbour Oaks Drive, Longboat Key

225 Sands Point Road Unit 6103, Longboat Key
$510,000
1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code
The most perfectly peaceful lagoon views are enjoyed from this first floor Junior Suite in Building 6. Unlike the other buildings, this building boasts 10' ceilings making it feel especially spacious while optimizing natural light and view. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace overlooking the turquoise lagoon water. Building 6 offers extra privacy as it is located across the street from the main entrance, but still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Updates to the residence since purchase include new washer/dryer, new dishwasher, new microwave, new glass shower doors, new commode, new closet shelving, and new fire alarm. This unit is not part of the hotel program; however, it can be rented out by the owner or a 3rd party vendor on a nightly basis. Owners can also become members of the Longboat Key Club to partake in the numerous Resort amenities (Golf, Tennis, Restaurants, Fitness Center, Marina) if they still want to enjoy the benefits of owning in a Resort community without being part of the hotel program.

225 Sands Point Road Unit 6103, Longboat Key

350 Gulf Of Mexico Drive Unit 213, Longboat Key
$845,000
3 Beds ⋅ 3 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Welcome to one of Longboat Key's premier bayfront communities, Tangerine Bay Club, where your days are spent like you live at a luxury resort! This three bedroom, 2 and a half bath elevated residence offers spacious living with gorgeous views of the mote style lagoon, spectacular resort style pool and Sarasota Bay. A private 2 car garage only adds to the many benefits of living here. Did we mention the day dock and pier over Sarasota Bay? The community gym overlooking the gorgeous pool? The Tennis and pickleball courts? The ability to purchase a membership at the Bay Isles Beach club for only a nominal yearly fee? This is truly island living at its best! A welcoming front entrance courtyard allows for a wonderful arrival spot just steps from the elevator yet this unit, being a corner residence, feels very private. Once inside you'll be immediately impressed with the light filled spaces that allow for you to enjoy the incredible views from multiple large windows. A balcony accessed from the great room and the Primary bedroom is a spot you'll want to enjoy every morning with your coffee and every evening with your cold beverage. Just a short distance from multiple restaurants, the Longboat Key Club, The St.Regis resort and the bridge that takes you over to St.Armands Circle and then onto the cultural mecca of downtown Sarasota....at a price that makes it easy to imagine. Whether you choose to renovate and make it your own or enjoy it just as it is, this is one you will want to see!

350 Gulf Of Mexico Drive Unit 213, Longboat Key

2425 Gulf Of Mexico Drive Unit 1A, Longboat Key
$1,475,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
This is the gorgeous ground floor, walk-out unit next to the beach you've been looking for. Do you prefer to live like a single family home, no elevator, and walk straight out to the beach? Then this is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #1A, you're greeted by Direct and Unobstructed Gulf and beach views as far as the eye can see. Unit #1A has been extensively updated over the last few years, featuring an open kitchen with a huge island, updated cabinets and countertops, and gorgeous porcelain tile flooring. 350' of direct and private beach frontage! This unit is offered Turnkey-Fully Furnished with very tasteful furniture that you'll actually want to keep. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful.

2425 Gulf Of Mexico Drive Unit 1A, Longboat Key

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