One of the most popular communities provided by {{page_data.agentName}}

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

413

# of Listings

2

Avg # of Bedrooms

$792

Avg. $ / Sq.Ft.

$1,320,352

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$1M - $3M

107 Properties Found. Page 6 of 8.

Located in the Grand Bay community on Longboat Key, this spacious 3BR residence offers stunning views and desirable extras, including 2 conveniently located parking spaces. The pet friendly community allows up to 2 large dogs. The home features luxury vinyl flooring and neutral tones throughout, with floor-to-ceiling windows and plantation shutters that let in natural light. Elevated ceilings and accent lighting create an open, airy feel, while you enjoy views of Harbourside Golf Course, Sarasota Bay, and the downtown skyline from the expansive wraparound terrace that is perfect for entertaining or relaxing. The updated kitchen includes white cabinetry, Corian countertops, tile backsplash, stainless steel appliances (including a new Sub-Zero refrigerator), and a central island. The living room/dining room offers ample space for a formal dining room table and large seating area. The primary suite is a private retreat, with access to the terrace and a primary bath featuring dual vanities, a walk-in shower, and a spa tub. The large custom closet is thoughtfully designed for ample storage. A full-size laundry room adds convenience. Grand Bay offers resort-style amenities including 24-hour gated security, a clubhouse with a library and game room, fitness center, 2 Har-Tru tennis courts, 2 heated pools, and a spa. Residents also enjoy deeded beach access through the Bay Isles Beach Club, just a short bike ride away. This private beach offers a peaceful, uncrowded environment, with a beachside pavilion, restrooms, and showers. Additionally, for those seeking more exclusive amenities, the optional Longboat Key Club provides access to luxury services, including golf, fine dining, a full-service spa, and fitness facilities.

LONGBOAT KEY

3030 GRAND BAY BOULEVARD 312

3 Beds

3 Baths

2,843 Sq.Ft.

$1,295,000

MLS#: A4658082

Welcome to the perfect opportunity to build your dream home in the coveted Sleepy Lagoon Park on Longboat Key! This desirable lot is located on a saltwater canal with direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico—perfect for boating enthusiasts. With the current structure on the property being removed in the coming weeks, this lot is ready for you to envision and create your ideal waterfront retreat. Two lots from the mouth of the canal, the property offers peekaboo views of the bay and the potential for even more breathtaking vistas with the right elevation and design. Imagine waking up to serene sunrises, taking morning walks along the nearby beach, and catching stunning sunsets every evening. All utilities are in place, making this lot a seamless canvas for your new construction. Enjoy the quintessential Longboat Key lifestyle with nearby amenities such as fine dining, shopping, tennis, fitness clubs, and community parks. This is your chance to own a prime piece of land in one of the most desirable locations on the island. Call today for more details and to schedule your private tour of this exceptional property. Don't miss this rare opportunity to bring your dream home to life!

LONGBOAT KEY

592 JUAN ANASCO DRIVE

None Beds

None Baths

0.23 acres

$1,285,000

MLS#: A4632452

Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. With a direct Gulf view, and a gentle walk to the beach, this two-bedroom, two-bathroom residence offers serene living; a spacious primary suite with ensuite bath, plus a guest suite, private balcony with stunning sunset views, full kitchen and dining and living spaces, new impact glass windows, all complemented by nearby amenities, including private beach access, a Junior Olympic-sized pool, spa, and a kid's pool. A clubhouse, two fitness facilities, a sauna, tennis, and pickleball courts, and two grilling stations complete the resort lifestyle. Electric Vehicle charging is on-site. The Resort at Longboat Key Club is immediately adjacent and offers championship golf and tennis facilities, a full-service marina nearby, and fine dining for its members and guests. St. Armands Circle shopping, dining, and entertainment is a short drive south, and Sarasota, with its thriving arts and cultural communities, eclectic shopping and dining, and extraordinary architecture, is a brief ride across the bay. Thirty-day minimum rentals are permitted twelve times annually. Buyer or buyer's agent should review the possibility of any special assessments with the condominium manager. All of the information provided is considered reliable, but should also be verified by the buyer or buyer's agent.

LONGBOAT KEY

1105 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,492 Sq.Ft.

$1,275,000

MLS#: A4661696

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.

LONGBOAT KEY

784 SAINT JUDES DR N

3 Beds

2 Baths

2,796 Sq.Ft.

$1,260,000

MLS#: A4661229

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

LONGBOAT KEY

791 SAINT JUDES DR N

3 Beds

3 Baths

2,011 Sq.Ft.

$1,260,000

MLS#: A4653070

ESTATE SIZE BUILDABLE LOT 100' X 140' HOUSE TORN DOWN & SALT WATER CANAL FRONT LOT CLEARED & READY TO BUILD YOUR DREAM HOME IN DESIRABLE BUTTONWOOD HARBOUR NEIGHBORHOOD. Rare south end of Longboat Key location ( Sarasota County ) vacant lot with seawall situated Mid Longboat Key. Buttonwood Harbour neighborhood also has its own Boat Basin/Marina with community docks available for boats up to 28 feet with easy access & no bridges to Sarasota Bay & Gulf of Mexico access. The close by neighborhood beach offers miles of gorgeous crystal sand beach & magnificent sunsets where neighbors congregate nightly to toast their good fortune!

LONGBOAT KEY

660 LONGVIEW DRIVE

None Beds

None Baths

0.25 acres

$1,250,000

MLS#: A4632788

Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal retreat! This fully renovated 2 bedroom, 2 bath canal-front home on Longboat Key is the ultimate blend of luxury, comfort, and convenience. Nestled just steps from 10 miles of pristine Gulf beaches—with deeded beach access—you’ll enjoy the best of both water worlds: boat out back, beach up the block. Bring your boat and dock it with ease—this property includes private dock pilings on a deep-water canal. After a day on the water, take a dip in your saltwater swimming pool surrounded by elegant travertine and brick pavers, rinse off in the outdoor shower, and unwind fireside on your expansive pool deck, enjoying tranquil evenings under the stars. The interior exudes coastal sophistication with thoughtful upgrades throughout: plantation shutters, a stunning oversized tile fireplace, a beautifully redesigned kitchen and baths, and a cozy wood-burning fireplace in the family room that overlooks the canal. Recent upgrades include a new HVAC system (2019), fresh interior paint, new baseboards, new interior doors, and a total professional flood mitigation—complete with new drywall, and rewired electrical. This home sits on a beautifully landscaped lot with a paver driveway and covered carport. Every detail has been handled—just move in and start living the Longboat Key lifestyle. Enjoy easy access to island shopping, top-rated restaurants, dog-friendly parks, and charming local boutiques. Just minutes to St. Armands Circle, Sarasota, Anna Maria Island, and Bradenton. Boater’s dream. Beach lover’s paradise. Island living at its finest. Don’t miss this rare opportunity—schedule your private tour today!

LONGBOAT KEY

726 JUNGLE QUEEN WAY

2 Beds

2 Baths

1,659 Sq.Ft.

$1,250,000

MLS#: A4657219

Price Improvement! Beautiful new tile roof was installed 2025 (not shown in the current photos). An attractive garage door, two new HVACs and new Ductwork were also installed. Just repaint for an updated exterior look (rendering is available). In the lovely gated community of Bayou, this spacious home is set back from the road, offering tranquil water views of Crane's Bayou in Bay Isles. Walk through your backyard to see manatees swimming about in the bayou. Here, you are close to Longboat Key's stunning Gulf beach and the Bay Isles private beach club and amenities, within proximity to the Longboat Key Club, the Town Green with its outdoor market and performing arts, the town's popular tennis center, Publix and CVS. This home has an expansive open floor plan with a first-floor elevation of 12 feet. Garage and pool levels are also well elevated for added peace of mind. The interior features vaulted ceilings, porcelain tile and wood floors, an abundance of windows, sliding doors, and new skylights, which create a bright, airy space with tons of natural light. There are built-in interior planters to add a touch of greenery. A large stone fireplace, natural gas-powered, serves as the focal point of the family room, which is adjacent to the kitchen. A bonus loft space, accessible via a spiral staircase, has its own powder room and can be used as an office, den or art studio. The kitchen features quartz countertops, an island and a special pass-through window for serving on the lanai. The primary bedroom suite offers ample space and storage with two walk-in closets, two bonus closets, a large bath, and separate doors leading to the lanai and your private saltwater pool with more water views. There is also an office nook in the primary suite with a wall of sliding windows for great breezes and a view of the salt water lagoon. There are two additional bedrooms with en suites and one with a large walk-in closet. One bedroom suite is set apart and is ideal for an in-law, nanny or caregiver, offering privacy and comfort. The outdoor space features a saltwater pool with a new pump, filter, and newer coping, pool surface and offers views of the bayou. There is a separate pool bath. There is plenty of space for lounge chairs and outdoor dining. The backyard adjoins private open green space owned by the Bay Isles Association, further enhancing the sense of privacy. Additional property features include two new energy-efficient HVACs and duct work, a new roof, two lower-level storage spaces, new exterior lighting, and a landscape sprinkler system. Membership is included in the private Bay Isles Beach Club with access to five acres of beach perfection, restrooms, and outdoor grills. Join the adjacent Longboat Key Club to enjoy 45-plus holes of golf, five restaurants and a world-class tennis center, including pickleball courts, available with separate membership. What an opportunity to own a spacious home in this fantastic neighborhood!

LONGBOAT KEY

3111 BAYOU SOUND

3 Beds

3 Baths

4,101 Sq.Ft.

$1,250,000

MLS#: A4645585

Breathtaking Gulf Views & Sunset Serenity. Welcome to Tiffany Plaza, a mid-rise offering just 42 residences. This rarely available turnkey 3-bedroom, 2-bathroom beachfront condominium offers front-row seats to spectacular Longboat Key sunsets. The spacious residence includes a private balcony with spectacular water views, in-unit washer and dryer, secured elevator access, assigned covered parking & a private storage closet on the ground level. Many upgrades have been made to this residence. Enjoy a refined coastal lifestyle with exceptional amenities including a clubhouse, heated swimming pool, BBQ grilling area, tiki hut storage area for beach furniture, lushly landscaped sidewalks, & direct beach access. Additional conveniences include on-site management & supplementary laundry facilities. Nestled in a coveted mid-key location, Tiffany Plaza is just moments from Publix, CVS, shopping, dining, the public library, post office & townhall. Bayfront Park is just down the street where you'll find 2 dog parks, tennis and pickleball, fitness and yoga classes as well as a beautiful park to enjoy and watch the sunrises. St. Armands Circle & the cultural vibrancy of downtown Sarasota are just a short drive away. Whether you're looking for a permanent residence or a vacation home, look no further, you've just found it!

LONGBOAT KEY

4325 GULF OF MEXICO DRIVE 204

3 Beds

2 Baths

1,604 Sq.Ft.

$1,250,000

MLS#: A4655877

Welcome to an incredible opportunity in the highly sought-after Bayview Estates on Longboat Key. Situated on a stunning saltwater canal lot with direct access to Sarasota Bay and the Gulf of Mexico, this property is a boater's paradise. Featuring a deep-water canal with a dock, seawall, and lift already in place, the potential for creating your dream waterfront home is limitless. Enjoy peekaboo views of the bay and imagine the possibility of expanding or redeveloping the property to take in breathtaking vistas of Bishops Bayou, the Intracoastal Waterway, and beyond. This home is located just steps from the public beach access, offering unparalleled convenience to one of Longboat Key's best surf breaks. Nearby amenities include fine dining, shopping, tennis, fitness clubs, and community parks, ensuring the quintessential island lifestyle. While the home was damaged and flooded during recent hurricanes, it presents a fantastic opportunity for visionaries to rebuild or renovate and make it their own. Being sold for land value, this property is your chance to create a dream residence in one of Longboat Key's most coveted neighborhoods. Don’t miss out—schedule your private tour today!

LONGBOAT KEY

579 BAYVIEW DRIVE

4 Beds

2 Baths

3,095 Sq.Ft.

$1,250,000

MLS#: A4632655

Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant updates, and a prime waterfront location that elevates the Florida lifestyle into something exceptional. Nestled on a quiet corner lot in the coveted Sleepy Lagoon Park neighborhood, this home is your gateway to prestige, privacy, and the purest form of coastal living.

Spanning 1,708 square feet of refined single-story living, this 3-bedroom, 2.5-bath residence is a masterclass in modern comfort and timeless materials. Designed with block construction and finished in stucco with a durable metal roof, the home is as solid as it is stylish. Inside, terrazzo flooring sweeps across the entire home, providing a sleek and enduring foundation underfoot.

Enter into a light-drenched open floor plan, where the layout has been carefully crafted for entertaining, lounging, and effortless day-to-day living. The living room flows into a dining space and gourmet kitchen—outfitted with stone counters, solid surface tops, a spacious island, and stainless steel appliances including a convection oven and cooktop. Whether you’re entertaining guests or enjoying a peaceful morning coffee, every room connects you to the water and the outdoors.

The primary suite is an owner’s haven, complete with a walk-in closet and full bath featuring a tub/shower combination. Two additional bedrooms—each with walk-in closets—offer comfort, functionality, and flexibility. A second full bath, half bath, and spacious laundry area provide all the elements of ease and convenience.

But what truly defines this home is what lies beyond the doors. A private, heated pool, enclosed within a screened lanai, becomes your year-round sanctuary. The oversized covered deck is perfect for afternoon shade or sunset cocktails. And then there’s the water: with direct canal access to the Intracoastal Waterway, this home is a dream for boaters. The 2022 composite dock and concrete seawall are in pristine condition and ready for your vessel.

No HOA means you can live your way, and with 1-month minimum leases allowed (rental license required), this property also offers incredible short- or long-term rental potential. Add in a two-car garage, central air, electric heat, public water/sewer, and fiber optic internet, and you have every modern amenity at your fingertips.

This is more than just a home—it’s a statement of lifestyle. A bold, beautiful, and rare opportunity to own in one of Longboat Key’s most established and beloved communities, just moments from world-class beaches, golf, fine dining, and everything the Sarasota area has to offer.

For the visionary buyer who seeks distinction, privacy, and water access—501 De Narvaez is where your story begins.

LONGBOAT KEY

501 DE NARVAEZ DRIVE

3 Beds

2 Baths

1,708 Sq.Ft.

$1,218,375

MLS#: TB8398888

Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa offers unobstructed water views and a dream coastal lifestyle. With an extraordinary location on a serene peninsula, this ground-level, maintenance-free residence lives like a single-family home—without the upkeep or the price. Step outside to your private waterfront patio, with dolphins, manatees, and seabirds as your daily companions. Just across the street, enjoy your choice of three beach accesses, making sun and sand part of your everyday routine. Inside, discover a bright and open floor plan featuring a great room and bonus room with windows on three sides, welcoming in bay breezes, moonlit water views, and peaceful tropical vibes. The kitchen is a chef’s delight, with granite countertops, stainless appliances, breakfast bar, and ample storage. Tile floors flow throughout, offering easy maintenance and a clean, coastal feel. The split-bedroom layout ensures privacy, ideal for hosting guests or working from home. The primary suite overlooks the marina and features a walk-in closet and beautifully updated ensuite bath with granite vanity and custom glass shower. The two guest bedrooms share an equally impressive bathroom with a granite topped vanity and large, tiled shower. An in-unit laundry room with full sized Washer/Dryer, 2018 roof, 2024 HVAC, and Hurricane-Impact Windows/Doors offer peace of mind year-round. Enjoy covered parking right at your door and soak up all that this amenities rich community offers including 2 marinas with first-come boat slips ($40/month or $45/month with an owner supplied lift), 2 heated pools (one is suitable for laps), kayaking, floating kayak launches and storage, tennis, pickle ball, fitness center, saunas, clubhouse, BBQ grills, fire pits, and a ½-mile of private walking paths. The HOA fee of $1,292/month covers building, flood, and hurricane insurance in addition to CATV and internet, sewer/water/trash and building maintenance, providing excellent value and low-stress ownership. With only 151 residences sharing 26 acres and ½ mile of direct Bay front land, this community feels peaceful, private and exclusive yet it’s just minutes from championship golf, top-tier marinas, fine dining, boutique shopping, and the vibrant cultural scenes of downtown Sarasota and St. Armands Circle. Pet-friendly? Absolutely. This community allows 2 pets (75 pounds max each) even for renters - an in demand and rare-to-find rental niche. This is Florida home ownership at its finest!

LONGBOAT KEY

4968 GULF OF MEXICO DRIVE Villa 22

3 Beds

2 Baths

1,422 Sq.Ft.

$1,200,000

MLS#: A4650036

OWNER FINANCING available...

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.
Just a short walk, you’ll find island hotspots like the new 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, 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.

*** Newly Added (2023)
- Single-car garage + attached air-conditioned studio/workshop.
- New laundry room & additional closet space
- Stylish, updated finishes throughout

*** Nature Lovers' Delight – Walk to Joan M. Durante Park
Enjoy the beauty of Florida’s coastal landscape at Joan M. Durante Park, just a short scenic 1-mile stroll from your front door to the Sarasota Bay overlook dock for a peaceful escape. This 32-acre bayfront 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!

LONGBOAT KEY

744 JUNGLE QUEEN WAY

3 Beds

2 Baths

2,392 Sq.Ft.

$1,200,000

MLS#: TB8330453

#A4660124

LONGBOAT KEY

1932 HARBOURSIDE DRIVE 244

2 Beds

2 Baths

1,312 Sq.Ft.

$1,200,000

MLS#: A4660124

New on site 2 days ago

Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.

LONGBOAT KEY

210 SANDS POINT ROAD 2405

1 Beds

1 Baths

650 Sq.Ft.

$1,175,000

MLS#: A4664039

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