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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

412

# of Listings

2

Avg # of Bedrooms

$793

Avg. $ / Sq.Ft.

$1,330,043

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

412 Properties Found. Page 9 of 28.

Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutique Building Located Directly On The Beach in Longboat Key! With Only 9 Total Units In The Building, This Condo Offers Excellent Privacy, Direct Beach Access and Resort Style Amenities at Pelican Harbour. Featuring 3 Bedrooms & 3 Washrooms, With 1660 Sq.Ft. 2 Separate Balconies and 1 Garage Parking Spot. A Spacious Open Floor Plan Includes A Wood Burning Fireplace In The Living Room, Tons of Storage and Breathtaking Views of The Gulf & Beach. Recent Upgrades Include: New Impact Sliding Doors (2024), Water Heater (2023), Washer & Dryer (2023). Pelican Harbour Amenities Include: Heated Swimming Pool, Tennis & Pickleball Courts, Fishing Pier, Kayak Launch & Owner's Marina. Marina Can Accommodate Boats Up To 28 Ft. With Slips Available. Fantastic Opportunity To Own A Large Beachfront Condo With Unobstructed Views Of The Gulf!

LONGBOAT KEY

4241 GULF OF MEXICO DRIVE 202

3 Beds

2 Baths

2,120 Sq.Ft.

$1,350,000

MLS#: A4661664

#A4647430

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 903

2 Beds

2 Baths

1,509 Sq.Ft.

$1,349,000

MLS#: A4647430

Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step inside, you’ll notice the attention to detail: custom ceramic tile floors, exquisite cabinetry, and a thoughtfully designed open kitchen that seamlessly flows into the dining area/great room - perfect for entertaining. The gourmet kitchen is equipped with updated appliances, abundant storage, and elegant finishes, ensuring both functionality and style. Hurricane-impact sliding doors and windows provide peace of mind, while inviting breathtaking views of the pool, beach, and mesmerizing sunsets. Step onto your expansive terrace, the ideal setting for morning coffee or evening cocktails as you listen to the waves. The primary suite features generous walk-in closets, while the additional guest bedrooms, especially guest suite 3 with walls of closets, offers ample space for friends, family, and all your beach toys. The HVAC system has been updated and well-maintained, ensuring comfort year-round. Enjoy the privacy of a semi-private elevator, shared with only one neighbor, leading directly to your covered parking space just steps from your door. At The Players Club, every day feels like a vacation. Amenities include a renovated clubhouse with catering kitchen and library/meeting room, resort-style pool & cabanas just steps from the beach,
Har-Tru tennis courts, pickleball, and putting green, and 24-hour fitness center, fire pits, and outdoor BBQs. You’ll also appreciate the fully funded reserves, successful milestone inspections, and recent elevator update/certifications, ensuring security and long-term peace of mind. Perfectly situated near the new St. Regis Resort and offering optional membership at The Longboat Key Club & Resort, you’ll have access to world-class golf, dining, tennis, and the only deep-water marina on the island. A short drive brings you to St. Armands Circle for upscale shopping, art galleries, and fine dining. Experience the best of Longboat Key living - call today to arrange your private showing and start living your Gulf-front dream.

LONGBOAT KEY

1445 GULF OF MEXICO DRIVE 404

3 Beds

2 Baths

1,931 Sq.Ft.

$1,349,000

MLS#: A4661956

ELEVATED LOT | NO FLOOD DAMAGE | MOVE-IN READY | FULLY FURNISHED | WATERFRONT |
Welcome to 550 De Narvaez Drive — a beautifully maintained, light-filled 3BD/2BA home on an ELEVATED 10,000 sqft. lot in North Longboat Key’s desirable Sleepy Lagoon neighborhood. This TURNKEY WATERFRONT gem offers direct canal access to Sarasota Bay, perfect for boaters! Enjoy peace of mind with new impact-resistant windows/doors, renovated kitchen & baths, newly lined pipes, and extra attic insulation. Relax or entertain in your private backyard with endless potential. Just minutes from world renown beaches, exclusive dining, and local shopping. Whether you're looking for a full-time home or a smart investment with plenty opportunity for rental income or updates on the existing property, this one checks all the boxes! Don’t miss your slice of paradise — schedule your private tour today!

LONGBOAT KEY

550 DE NARVAEZ DRIVE

3 Beds

2 Baths

2,190 Sq.Ft.

$1,298,750

MLS#: A4638701

Discover the exceptional potential of 640 Lyons Lane, a perfectly situated vacant lot on a unique street in North Longboat Key, with homes only on one side and protected wetlands on the other. This property includes permitted plans for a stunning three-bedroom, three-and-a-half-bathroom home, offering an outstanding opportunity to build your dream residence in the sought-after Longboat Key. The existing plans showcase a well-designed layout, featuring a spacious primary suite with expansive views over the tranquil canal. For those seeking additional space, the plans can be updated to add another level, further enhancing the property's value and living area. Enjoy breathtaking water views from both the front and rear of the property, creating a serene and picturesque living environment. Adding to its allure, the property includes a newly installed pool and a convenient boat dock with a 10,000 lb lift, all seamlessly integrated into the new planned design, perfect for embracing the Florida boating lifestyle. Enjoy direct access to the Millar and Sarasota Bays with no fixed bridges to the Gulf, offering unparalleled convenience for boating enthusiasts. This listing is for the lot only and does not include the cost of construction. However, the permitted plans, surveys, and other essential documentation are included. Buyers have the flexibility to start over with new plans if desired. Pricing is available for the existing permitted plans from the contractor, but the buyer is free to choose any builder for the construction. Whether you're looking to create a permanent residence or a luxurious vacation retreat, 640 Lyons Lane offers the ideal canvas. Don't miss this opportunity to own a piece of paradise in Longboat Key, with proximity to pristine beaches, golf courses, and fine dining.

LONGBOAT KEY

640 LYONS LANE

None Beds

None Baths

0.23 acres

$1,295,000

MLS#: A4657391

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

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

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

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

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