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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

490

# of Listings

2

Avg # of Bedrooms

$949

Avg. $ / Sq.Ft.

$1,700,578

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

490 Properties Found. Page 11 of 33.

Experience the ultimate in luxury living with this stunning 2-bedroom, 2-bathroom condo in the most prestigious area of Longboat Key Club. Enjoy the best of both worlds with breathtaking views of the Gulf on one side and Sarasota Bay and the LBK Golf Course on the other, all from your dual-sided balcony.

This fully furnished, turnkey condo is move-in ready or perfect for generating rental income right away. The property is fully equipped with top-of-the-line appliances, including a Sub-Zero refrigerator and Wolf oven, and all rental supplies are prepared and ready to go, making it an effortless transition for short-term or long-term rentals.

Located just a short distance from the shops and restaurants of St. Armands Circle and the cultural attractions of downtown Sarasota, this property offers both convenience and serenity.
The complex offers resort-style amenities, including a heated pool and spa, gated access, gathering room, fitness center, sauna, and steam room, making every day feel like a vacation.
Don’t miss out on this exceptional opportunity!

LONGBOAT KEY

603 LONGBOAT CLUB ROAD 602N

2 Beds

2 Baths

1,758 Sq.Ft.

$1,540,000

MLS#: A4623060

Enjoy breathtaking 270-degree views from the gulf to the bay in this exceptionally furnished 2,100-square-foot residence. The deluxe primary suite boasts dual walk-in closets and a beautifully renovated en-suite bath. The guest suite features a queen-sized Murphy bed, en-suite bath and walk-in closet, while the den, thoughtfully designed as a third en-suite guest room, includes a queen Murphy bed, built-in closets and its en-suite bath, all while remaining open to the great room to maximize stunning views. Designed for comfort and style, the split/open floor plan includes a large great room, eat-in kitchen with breakfast nook, and laundry/utility room. Two expansive south-facing balconies provide spectacular sunrise views over the bay, midday island and beach panoramas, and the twinkling lights of downtown Sarasota at night, ensuring uninterrupted Longboat Key beauty at all hours. Promenade is one of Longboat Key’s premier gulf-front condominiums, recently refreshed with renovated lobbies and common areas. Enjoy world-class amenities, including a large geometric pool and spa, lush tropical gardens, terraces and gazebos, state-of-the-art fitness center, event and gathering rooms with a full kitchen, tennis courts, 24-hour guarded gate and full-time concierge, private beach chairs and umbrellas for residents and guests. Ideally on southern Longboat Key, Promenade is just moments from the Longboat Key Club, St. Armands Circle and downtown Sarasota. Don’t miss the opportunity to experience the ultimate coastal lifestyle in this desirable gulf-front retreat!

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 702

3 Beds

3 Baths

2,320 Sq.Ft.

$1,500,000

MLS#: A4642642

#A4649982

LONGBOAT KEY

671 OLD COMPASS ROAD

None Beds

None Baths

0.39 acres

$1,500,000

MLS#: A4649982

Discover your own tropical paradise on the serene North end of Longboat Key and has deeded beach access, a rare gem that blends privacy, luxury, and coastal charm. This stunning, fully renovated home boasts a thoughtfully designed open split-floor plan, perfect for relaxed living and entertaining. The custom-designed kitchen is a chef's dream, featuring sleek solid countertops, custom cabinetry, and premium stainless-steel appliances. An expansive island bar creates an inviting space for casual dining and social gatherings. Gorgeous, engineered wood floors flow throughout the main living areas, adding warmth and elegance. The spacious master suite offers a tranquil retreat, complete with a newly remodeled spa-like master bath ideal for unwinding after a day spent on the water. A well-appointed guest bedroom with its own private bath ensures comfort and privacy for visitors. Step outside to your private oasis, where a sprawling rear balcony overlooks serene canal views and the heated pool. The expansive paver deck offers ample space for lounging, dining, and soaking up the Florida sun. Boating enthusiasts will be delighted by the 120-foot seawall, 7,000 lb. boat lift, and convenient docking and mooring features providing effortless access to the open water. This property is designed with both style and security in mind. The durable standing seam metal roof and hurricane-resistant impact glass windows and doors provide peace of mind during storm season. The lower level features a versatile guest or in-law suite complete with an upgraded bathroom and kitchenette, ideal for hosting family or accommodating extended stays. Lush, meticulously maintained landscaping showcases a variety of palm trees and fruit trees, creating a true tropical escape. The two-car garage, finished with a sleek and durable epoxy coating, combines style with functionality.

LONGBOAT KEY

750 TARAWITT DRIVE

2 Beds

2 Baths

1,961 Sq.Ft.

$1,499,000

MLS#: A4648544

Buyer opportunity, price improvement of over $200k. Discover this beautifully renovated five-bedroom, four-bathroom home in the desirable Longbeach Village community at north end of Longboat Key. This spacious two-story residence seamlessly blends classic charm with modern upgrades, offering a setting for relaxed coastal living and is being sold furnished. The home features a completely remodeled kitchen with quartz countertops, custom cabinetry, new appliances and new flooring. The first floor has been fully updated with new electrical, drywall, attractive interior doors and stylishly redesigned baths. Additional improvements include impact- rated entry French doors and a new foyer entry door, two new HVAC systems, a new tankless water heater and new pool pump. Go outside into your private tropical oasis with a spa and a large pool sure to please avid swimmers, surrounded by lush landscaping and an attractive privacy fence, ideal for entertaining or unwinding in peace. Longbeach Village is a vibrant, historic neighborhood known for its friendly atmosphere and strong sense of community. Enjoy easy access to the Intracoastal Waterway, Gulf beaches, a community boat ramp, kayaking, fishing and renowned waterfront dining, all within distance or a golf cart ride away. This bayfront community offers exceptional bay-to-beach access where you can start your day with serene sunrises over Sarasota Bay as pelicans dive for fish and dolphins frolic in the water. End it with breathtaking sunsets over turquoise Gulf waters at the nearby beach just moments away. If you prefer, just relax and enjoy the beautiful skies right from the spacious private balcony off the primary suite or the generous pool deck. This is a rare opportunity to own a beautifully updated home in one of Longboat Key’s most treasured communities. Schedule your private showing today and experience the ideal island lifestyle for yourself.

LONGBOAT KEY

580 RUSSELL STREET

5 Beds

3 Baths

3,052 Sq.Ft.

$1,499,000

MLS#: A4652365

Immerse yourself in the timeless charm of West Indies-style living with this extraordinary residence, now offered in the coveted Bayou neighborhood, located behind the exclusive gates in the Bay Isles Community. Combining timeless finishes, thoughtful updates, and unparalleled value, this home is a rare opportunity to own a piece of island-inspired paradise. Even better, this home had no damage to the living area during recent storms. From the moment you step inside, the home exudes effortless sophistication. High ceilings, warm wood flooring, and abundant natural light create a welcoming atmosphere with an inviting flow. The kitchen is a masterpiece of both form and function, anchored by a striking granite waterfall center island. Custom built-ins, plenty of working counter space, stainless steel appliances and a convenient dumbwaiter elevate the space. The eat-in-kitchen area offers a casual, yet stylish setting for meals. A separate laundry room provides additional convenience ensuring every detail of daily living is addressed. Entertain with ease in the home’s versatile spaces. Host elegant dinners in the formal dining room, enjoy casual gatherings in the living room or take the party outdoors to the expansive covered lanai overlooking the pool. The private primary suite is a serene retreat, perfectly positioned for tranquility, offering an en-suite bathroom, double sinks, and two walk in closets. Featuring direct access to the lanai with beautiful views of the pool, you can easily step outside to your own tropical oasis. Second en-suite bedroom is nicely sized with built in office area. Third bedroom has vaulted ceilings and is tucked away ensuring privacy. The heated pool, surrounded by a paver pool deck, invites you to indulge in leisurely swims or soak up the Florida sunshine. The meticulously landscaped corner lot enhances the sense of privacy and serenity, while the full lower-level bonus area and oversized two-car garage provide ample space for storage or future customization. The Bayou is a lovely enclave offering a lifestyle of unmatched exclusivity and convenience. Just minutes from the Publix Shopping Plaza, The Longboat Key Country Club offering golf, tennis, marina, restaurants, and more, the upscale boutiques and dining of St. Armand’s Circle, and Sarasota’s vibrant cultural scene, everything you need is within easy reach. As a resident, enjoy privileged access to the Bay Isles Beach Club, where pristine sands and the sparkling Gulf of Mexico set the stage for endless relaxation. Seize the rare opportunity to own a fun West-Indies inspired home that blends timeless elegance with modern amenities - all at an exceptional value. Your Longboat Key dream awaits.

LONGBOAT KEY

3318 BAYOU SOUND

3 Beds

2 Baths

5,960 Sq.Ft.

$1,495,000

MLS#: A4636981

One or more photo(s) has been virtually staged. Experience the perfect blend of comfort, style, and privacy in this beautifully remodeled, single-level Longboat Key home. Ideally situated in a prime mid-Key location on a quiet, friendly street, this home has been properly remediated and thoughtfully updated. Step inside to a freshly painted interior featuring tile plank floors throughout and a spacious great room that seamlessly opens to a private backyard oasis, complete with a sparkling pool and paver deck. This four-bedroom home boasts an open floor plan with a bonus sunroom—an inviting space for relaxation. Additionally, there is an extra room with a closet off the primary bedroom, ideal for an office, with French doors leading to the screened pool area. New kitchen cabinets with quartz countertops and new stainless steel appliances and island. Designed for both privacy and entertaining, the yard has been recently landscaped to enhance its beauty. The community offers exceptional amenities, including low-cost dock access and a boat launch, perfect for waterfront enjoyment and fishing. Two nearby beach access points provide easy entry to Longboat Key’s stunning shoreline. A community well helps maintain lush landscaping while keeping water costs low. This is a rare opportunity to own a coastal retreat in one of Longboat Key’s most desirable neighborhoods. Shopping, dining, the Longboat Key Club, as well as tennis, pickleball courts, and parks, are all just minutes away. Don’t miss out—schedule your private showing today!

LONGBOAT KEY

618 BUTTONWOOD DRIVE

4 Beds

3 Baths

3,822 Sq.Ft.

$1,495,000

MLS#: A4642643

One or more photo(s) has been virtually staged. Introducing a stunning 3 bedroom, 3.5 bath, 2-story home, perfectly nestled on the tranquil north end of Longboat Key. This fully renovated gem is a true paradise, offering a blend of luxury and comfort. Step inside and be captivated by the elegant design and meticulous attention to detail throughout. The spacious living areas are bathed in natural light, creating an inviting and warm ambiance. The gourmet kitchen, complete with top-of-the-line appliances and stylish finishes, is a haven for any culinary enthusiast.
Escape to your own private oasis in the backyard, where you'll find a sparkling pool, perfect for cooling off on those warm Florida days. The freshly landscaped grounds provide a serene backdrop, offering a sense of tranquility and relaxation. With a 3-car garage, you'll have plenty of space for your vehicles and storage needs. This home truly caters to your every desire, ensuring both convenience and functionality. This community offers a private dock and kayak launch with a nearby beach access. All this near vibrant Downtown Sarasota, dining, shopping and theaters. Whether you're seeking a permanent residence or a vacation retreat, this home is bound to exceed your expectations. Don't miss the opportunity to own this magnificent property. Schedule a showing today and experience the ultimate in luxury coastal living! Several rooms have been virtually stated for visualization.

LONGBOAT KEY

501 RECLINATA DRIVE

3 Beds

3 Baths

4,743 Sq.Ft.

$1,495,000

MLS#: A4639933

Experience the ultimate in Longboat Key living with this beautifully remodeled and elevated single-family home that captures the essence of luxury coastal living on Florida's most prestigious barrier island. This move-in-ready residence offers deeded beach access, direct views, and access to the surrounding Joan M. Durante Park, and a quiet street that dead-ends to Sarasota Bay, making it the perfect retreat for those seeking both privacy and connection to nature. Inside, you'll find a stunning open-concept layout filled with natural light, featuring a gourmet kitchen with soft-close white shaker cabinets, expansive quartz countertops, a generous island with breakfast bar, and an extra-large built-in pantry—ideal for entertaining or relaxing after a day at the beach. The spacious primary suite is thoughtfully separated from the other bedrooms for maximum tranquility and offers a renovated ensuite bathroom with a luxurious tile shower and a large walk-in closet. The second bedroom opens directly onto a southeast-facing front porch, perfect for enjoying morning sunrises, while the versatile third bedroom easily adapts as a guest room, home office, or creative studio. Both bathrooms have been fully renovated with elegant tile showers and modern finishes. This elevated home provides enhanced security and peace of mind, while the oversized two-car garage offers ample storage, space for a home gym, and plenty of room for bikes, kayaks, or paddleboards. Step outside to savor your coffee on the private porch or unwind on the back deck as you watch birds and wildlife in the lush 32-acre nature preserve. The expansive, 18,000 square foot, double lot provides endless possibilities for expansion, adding a private pool, or exploring subdivision opportunities (subject to permitting). Recent upgrades ensure a worry-free lifestyle, including a new roof, water heater, plumbing, AC, floors, bathrooms, kitchen, exterior paint, soffits, gutters, garage doors, and wiring—all completed between 2022 and 2024. With no HOA and easy access to Longboat Key's pristine white sand beaches and the crystal-clear waters of the Gulf of Mexico, this home is ideal as a primary residence, vacation getaway, or investment property. Enjoy the convenience of nearby dining at Lo’ Key Island Grille, pick up a gourmet sandwich from Harry’s Deli & Bakery on your way to the beach, or cool off with a cone from Tyler’s Gourmet Ice Cream—all just minutes from shopping, Longboat Key Club golf courses, and local marinas. Embrace the coveted Longboat Key lifestyle, where every sunrise brings new possibilities and where the blend of luxury, natural beauty, and coastal adventure creates a true paradise. Discover your dream home at 691 Gulf Bay Road and make every day feel like a vacation on Florida's most prestigious barrier island.

LONGBOAT KEY

691 GULF BAY ROAD

3 Beds

2 Baths

3,540 Sq.Ft.

$1,495,000

MLS#: A4642521

Embrace beachfront living with this two-bedroom, two-bath residence, offering mesmerizing direct views of the Gulf of Mexico. An exceptional feature is the oversized private terrace with breathtaking ocean views, a rarity in beachfront properties. Your private rooftop terrace seamlessly connects to your balcony, extending your outdoor oasis to over 60 feet. Imagine stepping outside and being greeted by the gentle sea breeze, with the vast expanse of the ocean stretching out before you in all its splendor. This generous space offers the ideal retreat for enjoying the coastal lifestyle to the fullest. Whether you're hosting lively gatherings with friends or simply unwinding, you'll have ample room to spread out and make the most of this idyllic setting without leaving the comfort of your home. Retreat to the spacious primary suite, where panoramic ocean views and an en-suite bath redefine serenity. The second bedroom serves as an inviting guest retreat or productive home office. The open-concept living and dining area are for entertaining or simply relaxing while taking in the incredible scenery. The kitchen is equipped with stainless steel appliances and abundant cabinet space for all your culinary needs. The Islander Club is a sought-after community with 400 feet of private beach frontage. Islander Club offers residents on-site management, a heated pool, renovated clubhouse, billiards and table tennis room, fitness center, saunas and two Har-Tru tennis courts. The shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota are just a short drive away.

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 33N

2 Beds

2 Baths

1,485 Sq.Ft.

$1,495,000

MLS#: A4641512

Your Beachfront Oasis Awaits! Unobstructed views of the Gulf of Mexico and Direct access to the beach! Welcome to your perfect getaway at Beachplace, nestled on the world-renowned sands of Longboat Key, just minutes away from the vibrant St. Armands Circle and lively downtown Sarasota. This Resort Style Community offers an array of amenities, including 24/7 manned guard gate, on-site management and maintenance staff, recently renovated Olympic-sized heated pool with lap lanes, heated small pool, spa, fitness center, Har-Tru tennis court day and night, pickleball courts, ping pong, barbeque grilling areas, clubhouse, electric car charging stations, and car wash. The beautifully landscaped grounds are enhanced with lush tropical surroundings and serene walking paths. Umbrellas and lounge chairs for the beach are provided by the Beachplace community.
This completely renovated unit is located on the 4th floor reached by elevator or stairs. Recently remodeled, including new entry doors, hurricane proof windows, new flooring, paint, ceiling texture, recessed lighting, new appliances, Quartz counters and new bath vanities. It features spacious living area, thoughtfully designed for comfort and style, where the open concept living room seamlessly connects to the lanai, offering an indoor-outdoor retreat with panoramic ocean views; kitchen with laundry and pantry closets, large island and window for added ventilation; storage or office as an extra space; roomy guest bedroom with attached bathroom, also accessible from the hallway; breathtaking 180-degree Gulf water views from master bedroom with private doors to access the balcony, ensuite bathroom with plenty of closet space, and double vanity. This gorgeous property was used by owners for their vacations and rented for the season. Sold turnkey furnished except for the wall art and some personal items.

LONGBOAT KEY

1055 GULF OF MEXICO DRIVE 405

2 Beds

2 Baths

1,603 Sq.Ft.

$1,450,000

MLS#: A4642560

#A4642654

LONGBOAT KEY

552 JUAN ANASCO DRIVE

3 Beds

3 Baths

2,687 Sq.Ft.

$1,397,849

MLS#: A4642654

Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the all-white cabinetry, designer tile and backsplash and stainless-steel appliances. The Master suite provides a wall of windows to enjoy morning sunlight and views, this spacious ensuite w/bath and walk-in shower. The 2& 3rd guest bedroom is well-sized and arranged to ensure the comfort of your visitors, with a beautiful tropical backdrop beyond. Residents of Sands Point indulge in a resort lifestyle, with a heated pool, Kayaking, clubhouse and optional boat docks at the Sands Point Marina. Shorts drive to the restaurants and shops of St. Armands Circle as well as downtown Sarasota.

LONGBOAT KEY

100 SANDS POINT ROAD 323

3 Beds

2 Baths

1,941 Sq.Ft.

$1,395,000

MLS#: A4635400

Beautiful, estate sized corner lot north end of Longboat Key in the historic and charming Village of Longbeach. Water & underground electric in place and property is prepped to build on. A prestigious community with one of a kind restaurants, some with Michelin stars, Diamond rated hotels with spectacular amenities and the best of the best golf courses. Shopping, boating and biking are fabulous if you're not enjoying the beach which is steps away or playing tennis and pickleball. Community boat ramp and dock are 2 blocks away. The relaxed vibe of the north end is tranquil, quiet and allows residents to immerse themselves in the beautiful nature surrounding them.

LONGBOAT KEY

591 RUSSELL STREET

None Beds

None Baths

0.3 acres

$1,395,000

MLS#: TB8367976

RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly situated between the charm of Anna Maria Island and the upscale allure of St. Armands Circle, this oversized lot provides unparalleled space, privacy, and freedom—with no HOA and no deed restrictions limiting your design. Bordering the award-winning Joan Durante Park, you'll enjoy direct access to peaceful nature trails, scenic bayfront views, and regular visits from local wildlife including ospreys, eagles, and herons. Plus, enjoy private deeded beach access to a tranquil stretch of the Gulf, and walkable access to beloved Longboat Key staples like Euphemia Haye, Harry’s Continental Kitchen, and charming neighborhood shops. Whether you're building a serene getaway or a luxury showpiece, this one-of-a-kind homesite blends natural beauty, prime location, and limitless potential—a rare find on Florida’s Gulf Coast. Schedule your private showing today to walk the property and begin planning your Longboat Key dream build.

LONGBOAT KEY

560 GULF BAY ROAD

None Beds

None Baths

0.41 acres

$1,370,000

MLS#: A4649200

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