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

417

# of Listings

2

Avg # of Bedrooms

$1,122

Avg. $ / Sq.Ft.

$2,032,790

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

417 Properties Found. Page 15 of 28.

Rarely available and beautifully renovated 11th floor Penthouse with breathtaking Gulf, Sunset and Bay views and ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the luxurious St. Regis Resort. This island gem has brought many years of joy to the Seller based on its perfect South LBK beachside location and all it's resort style amenities. The sleek European style interior boasts carefree luxury vinyl plank flooring, along with new carpeting in both bedrooms, LED lighting, dazzling designer tile in both bathrooms, and the color scheme throughout mirrors its direct seaside setting. The open-concept kitchen makes entertaining a breeze and offers gorgeous quartz counter tops, custom backsplash, stylish GE appliances, sparkling hardware, and a customized breakfast bar. Both the primary and guest bedroom each lead to a separate balcony where you can soak up the sun while enjoying the peaceful surroundings and endless water and beach views. Residents enjoy the convenience of on-site management, an updated guest suite & additional guest quarters for your overflow visitors, a secure lobby, tennis and pickle ball, heated pool and spa, a great gym, and a refurbished lobby, hallways, social room, community bathrooms, and the landscaping create an even more exceptional experience in this world-class beach location. A membership to Longboat Key Club’s exceptional offerings will provide many hours of outdoor fun and golf & tennis enthusiasts will appreciate the two championship courses & tennis gardens. These facilities, along with professional instruction and well-appointed pro shops, cater to athletes of all levels. Outside the gates, Longboat Key offers fine & casual dining, deep water boating & fishing, 10 miles of sugar sand beaches, and a great variety of local treasures to explore. The Sarasota Opera & Ballet, Van Wezel Performing Arts, and all of Sarasota's cultural offerings including boutique shopping and popular restaurants are just minutes away, creating the perfect balance of relaxation and activity in this sought-after island paradise.

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD 1105

2 Beds

2 Baths

1,290 Sq.Ft.

$1,075,000

MLS#: A4657701

Discover a rare opportunity to build your dream home on north Longboat Key. This 100’ x 100’ lot offers 100 feet of frontage on a serene 37-foot-wide canal with no fixed bridges—perfect for boating, paddle boarding, and kayaking. Enjoy quick access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with a number of popular boat-up restaurants just minutes away.

The quiet neighborhood setting is ideal for walking and biking, while kayakers and paddle boarders will appreciate the calm, protected waters leading to Jewfish Key, Beer Can Island, and Sister Keys. Gulf beach access is also close by, making it easy to enjoy the very best of both the Bay and Gulf lifestyle.

Just around the corner, you’ll find the charm of Longboat Village with dining favorites such as Mar Vista and Shore, along with Whitney’s, Lazy Lobster, Euphemia Haye, Harry’s Continental Kitchens, and more. This build-ready homesite combines a coveted location, walkability, and waterfront access, offering an unmatched lifestyle on Longboat Key. Call for more information.

LONGBOAT KEY

570 DE NARVAEZ DRIVE

None Beds

None Baths

0.23 acres

$1,060,000

MLS#: A4662673

Price reduced

#A4589513

LONGBOAT KEY

615 DREAM ISLAND ROAD 202

2 Beds

2 Baths

1,293 Sq.Ft.

$1,045,000

MLS#: A4589513

Price reduced

#A4675416

LONGBOAT KEY

615 DREAM ISLAND PLACE 105

2 Beds

2 Baths

1,293 Sq.Ft.

$1,025,000

MLS#: A4675416

#A4671542

LONGBOAT KEY

2323 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,395 Sq.Ft.

$1,023,000

MLS#: A4671542

Price reduced

Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year-round or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line appliances and a sleek wet bar. The primary suite offers stunning water views, dual closets, and a spa-inspired bath. The second bedroom is spacious and set apart from the primary. Step into the enclosed lanai for breathtaking 180° water views and added living space— perfect for relaxing or entertaining. This unit comes with a deeded 40' boat slip #3 which features upgraded power and plumbing, new wraps, caps, marine grade bumpers and a deck box- a rare bonus that can accommodate a 55' vessel! Harbour Villa Club is nestled in a quiet corner, and you can walk or bike to the beach, area restaurants, and beloved Harry's Corner Store. This is a pet friendly community with covered parking, storage, elevators, kayak and bike storage, private dock, heated pool, tennis/pickleball courts, grills and beautiful landscaping. Weekly rentals allowed. Call today!

LONGBOAT KEY

615 DREAM ISLAND PLACE 210

2 Beds

2 Baths

1,509 Sq.Ft.

$1,015,000

MLS#: TB8395898

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

$999,900

MLS#: A4632452

Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with only 42 villas in Harbour Circle with a community pool and spa and membership access to the deeded private beach club. This home boasts vaulted ceilings, multiple hurricane skylights, hurricane windows, sliders and front door, private atrium and new roof with trusses in 2025, coming completely furnished. Enjoy your morning coffee and dozens of magnificent sunsets on your large two level lanai. Enjoy a walk to Publix, CVS and several Banks close to your community. Only a short drive to Saint Armand's Circle and downtown Sarasota where you will find numerous options for shopping, dinning, theatres, ballet, opera and galleries.

LONGBOAT KEY

2367 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,219 Sq.Ft.

$999,500

MLS#: A4670055

WOW! The minute you open the front door of this first floor Coastal Retreat Seaside condo, you will be captivated by the shimmering, turquoise Gulf of Mexico Water View and the Panoramic Sandy White Beach in front of you. You'll be eager to get a closer look from the glassed in Florida Room, so you may overlook the beauty of this updated, attractively furnished & decorated first floor residence at Sea Pines, a small 28 unit beach front condo complex on the north end of Longboat Key, Florida. Since purchasing five years ago, these owners have lovingly transformed this almost 1400 square foot, corner unit with extra windows, open concept, two bedroom with En Suite baths & walk in closets to today's coastal contemporary style tastes. Improvements include light oak color Luxury Vinyl wide plank flooring throughout, Samsung stainless steel appliances including washer & dryer, new HVAC installed, updated the primary bedroom with a quartz counter vanity, tiled & glass door shower, and fitted out closet. The condo's interior was painted as well & new, high quality neutral colored living room, dining & bedroom furniture, rugs, lighting & drapery, artwork and a large entertainment center installed. A new tiled roof was installed on this building in 2024. Additional features include impact resistant windows in both bedrooms & the office adjacent to the
kitchen. Plantation shutters cover all these windows. This office area is fitted out with oak cabinetry, desk & drawers, perfect for working at home. The spacious 26-foot-long lanai (Florida Room) can be entered from either the primary bedroom or the living room via sliders. This may be your favorite room with mesmerizing Gulf & beach views over the sea grass pathways to the water. And of course, the magnificent Longboat Key Gulf of Mexico sunsets will thrill you whether watching from your lanai or enjoying on the beach while toasting your good fortune! This turnkey handsomely appointed & attractively furnished seaside retreat offers great rental income if you so wish. There is the potential of keeping on an existing three month (Jan., Feb. & March 2026) tenant. Currently these owners are using RVA Rentals, but a new owner can choose how or if to lease out this unit. Rental friendly Sea Pines can be leased out six times a year with a one month minimum time period. Two additional benefits to this first floor Unit 14 are that these owners have paid $5357 assessment for new landscaping for the complex plus new interior glass sliders will be installed in the living room & primary bedroom and sellers have paid for that as well. Sea Pines has an electronic gated entry for security & privacy. Amenities include a large, heated pool, is large pet friendly & offers excellent rental income possibilities. Charming Longboat Village is nearby with fabulous restaurants like The Shore, Mar Vista, Whitney's, Ventura's & the thriving Whitney Shopping Center. Anna Maria Island is just across the Longboat north end bridge for additional night life entertainment.

LONGBOAT KEY

6951 GULF OF MEXICO DRIVE 14

2 Beds

2 Baths

1,170 Sq.Ft.

$997,500

MLS#: A4648003

A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the additional open patio area, which is the advantage of the walk-down. There is also added luxury of in-unit laundry. The primary en-suite bath has double sinks and a full shower, with private access for your guests. There is also plenty of closet space. The resort at Inn on the Beach offers a variety of dining experiences, including a pool, a fitness center, a full-service spa, championship golf, tennis and more. Conveniently on southern Longboat Key, just minutes to St. Armands Circle, with its restaurants and shopping, along with Sarasota and all it offers.

LONGBOAT KEY

250 SANDS POINT ROAD 5101

1 Beds

1 Baths

716 Sq.Ft.

$995,000

MLS#: A4672352

This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a free-spirited lifestyle await. Exhale and enjoy a neighborhood where the waterfront is at your fingertips and peacocks walk the streets. All that makes Coastal Florida living so enchanting is yours to enjoy here - be one of only 12. Located a short distance from the public beach access, the tranquil beaches of Longboat Key are yours to enjoy whether going for a swim in warm, Gulf waters, walking the beach or enjoying the sunset. Whether by boat or car, you're only minutes from world-class dining and shopping, a host of cultural amenities, and nearby barrier islands.

LONGBOAT KEY

6800 LONGBOAT DRIVE S

None Beds

None Baths

0.16 acres

$995,000

MLS#: A4660982

Price reduced

Huge price reduction now under $1mm for direct 180 degree gulf front!
Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled between the iconic Resort at Longboat Key Club and the spectacular new St. Regis Resort, Unit 301 at Privateer North is an ISLAND BEAUTY designed to delight the most discerning buyers.

Picture yourself relaxing in the living room or primary suite, both opening to separate private balconies where you can sip your morning coffee, feel the warm Gulf breeze, and watch dolphins glide by almost daily. Then finish the day with some of the best sunsets in the state! With a layout tailored for coastal comfort, this home invites you to settle into a lifestyle where every day feels like a vacation.

Residents enjoy a refined, resort-style environment with a secure lobby, on-site manager, tennis and pickleball courts, a heated pool and spa, well-equipped fitness center, and beautifully refurbished amenities. Everything has been updated: lobby, hallways, elevators, social room, and enhanced beachfront landscaping—creating an unmistakably fresh and upscale atmosphere.

For golf, tennis, and pickleball enthusiasts, optional Longboat Key Club membership unlocks two championship golf courses (27 holes at Harbourside and 18 holes at Links on Longboat), 25 Har-Tru tennis courts, 8 new pickleball courts, professional instruction, and a top-tier pro shop.

And when you venture beyond the gates, you’re moments from 10 miles of pristine beaches, boating, fishing, fine and casual dining, boutique shopping at the famous St Armands Circle, and Sarasota’s world-class cultural offerings just over the Ringling Bridge.

Imagine living where every day ends with a beachfront sunset and every moment feels effortless—this is Longboat Key luxury at its finest, and it can be yours. Call for your private tour!

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 301

2 Beds

2 Baths

1,409 Sq.Ft.

$995,000

MLS#: A4672422

Price reduced

Experience elevated coastal living in this beautifully renovated, second-floor beachfront condominium, offering sweeping Gulf views and the tranquility that comes with a higher vantage point. Nestled within the intimate, gated community of Sea Pines on the serene north end of Longboat Key, this end-unit residence effortlessly blends updated sophistication with the soothing rhythm of the sea. This light and airy floor plan features two bedrooms, two full baths, and a flexible den that easily converts to a third sleeping area for guests. Designed with a relaxed, coastal aesthetic, the interior showcases neutral flooring and paint tones, stylish plumbing fixtures, updated lighting, plantation shutters, and solid surface countertops throughout. The kitchen is a true showpiece, offering Gulf views, modern cabinetry, sleek open shelving, shiplap accent walls, a statement tile backsplash, premium GE Café appliances, and a large pantry—perfect for any home chef.
The primary suite is a peaceful retreat with views of the Gulf and community pool, a generous walk-in closet, and a spa-style en-suite featuring a spacious walk-in shower. Step outside from either the living area or the primary suite onto a 26-foot screened lanai—ideal for morning coffee, al fresco dining, or simply unwinding to the sound of waves and the sight of spectacular sunsets. The guest suite offers its own en-suite bath and large walk-in closet, providing comfort and privacy for visitors. A full-size, side-by-side washer and dryer add everyday convenience. Sea Pines is a boutique complex of just 28 residences, offering a relaxed and secure lifestyle with gated entry. Amenities include a heated pool with lounging and dining areas, a private beach access path, tropical landscaping, outdoor grilling stations, and a pet-friendly atmosphere with strong rental potential. Don’t miss this rare opportunity.

LONGBOAT KEY

6925 GULF OF MEXICO DRIVE 24

2 Beds

2 Baths

1,170 Sq.Ft.

$995,000

MLS#: A4658776

A one of a kind boat slip available for sale with fortified pilings that are plastic coated and an extended finger pier, deep water, protected, yet easy access to Sarasota Bay and the Gulf at Longboat Key Moorings Marina. This is a 154 ft. T-dock/face dock ready to accommodate a yacht; T of D-dock has 2 50s/100 service outlets. D-19 is 74.5 feet, and D-20 is 79.5 feet, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. This only deep water marina on the West Coast of Florida is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes bath house, laundry facilities, restaurant, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, 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. Membership at the Longboat Key Club is available for an additional fee. This slip will accommodate one or two vessels total 149 feet. Usable beam is 25 feet.

LONGBOAT KEY

2800 HARBOURSIDE DRIVE DRIVE D-19 D-20

None Beds

None Baths

N/A

$985,000

MLS#: A4646560

MUST SEE ARCHITECTURAL GEM on Longboat Key! Sands Point Condominium is a best kept secret along the beautiful crystal white sands of Longboat Key. This community blends gorgeous mid-century architecture with the stunning location tucked away next to Longboat Key Club. Sands Point offers everything you need to relax and unwind under the Florida sun and all the amenities you could ask for including a private marina. Whether you are a vacationer or full- time resident, you will find this New Pass location one of the best on the island encompassing stunning sunset views.
This two bedroom unit is filled with sunlight and has had extensive renovations/remodel (2023) throughout. The beautiful luxury flooring and tall baseboards extend throughout the entire unit. The expansive combination living/dining spaces offer room for large groups or to allow for separate seating areas; all without giving up glorious sunny views. The gorgeous kitchen offers stainless steel Samsung appliances including a French door refrigerator with 2 freezer drawers range and microwave. The double stainless steel sink is a plus for those who love to cook. Beautiful stone countertops top fresh white cabinetry with soft-close doors and drawers. A generous pantry holds all the supplies you need for cooking and entertaining. Dual sides cabinetry forms the breakfast bar offering even more storage. The interior laundry room has GE Insignia washer and dryer and add cabinetry and shelving for storage. Both bathrooms are updated with new cabinetry and countertops. The Primary bedroom is a huge space with a wall of windows; a bright, airy space with ample room for a desk and has both a built-in and a walk-in closet. Both the Primary Suite and the large great room space have stunning views of the Marina. Mid-century charm exudes from the social room gathering space; terrazzo floors and complementing furnishings make this a fun space to gather and entertain. The space includes a kitchen and library area. There is onsite management housed in this building as well. A short walk takes you to the stunning beach-exactly what you come here for! Expansive white sand beach area wraps around the complex. Palapas, beach chairs and a newly renovated pool area overlooks New Pass. Watch the dolphin and enjoy spectacular sunsets. The marina complex offers boat slips on a first come/first serve basis and offers a kayak launch, fishing pier, storage and bicycle storage areas. HVAC new in 2020,. The condo offers an assigned covered parking spot right s of your and a separate assigned storage unit. St Armands Circle, with a variety of restaurants and shops is a short drive away. Easy access to downtown Sarasota and its cultural and entertainment venues. You must see this home to fully appreciate the charm, history and expansive coveted location on the beach of Sands Point. Don't fight the crowds and traffic to enjoy the beach; you are here!!!

LONGBOAT KEY

100 SANDS POINT ROAD 225

2 Beds

2 Baths

1,492 Sq.Ft.

$975,000

MLS#: A4676681

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