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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

411

# of Listings

2

Avg # of Bedrooms

$793

Avg. $ / Sq.Ft.

$1,328,515

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

411 Properties Found. Page 11 of 28.

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

1,378 Sq.Ft.

$1,050,000

MLS#: A4648003

Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

LONGBOAT KEY

240 SANDS POINT ROAD 4102

1 Beds

1 Baths

640 Sq.Ft.

$1,050,000

MLS#: A4663925

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.

$1,050,000

MLS#: TB8395898

Welcome to your slice of Paradise with Southern exposure and peek-a-boo Gulf views in award-winning Beachplace! This beautifully situated 1st floor unit is overlooking Longboat Key Club Golf Course and just steps to 1,450 feet of private beach. Enjoy all-day sun, sunsets, and direct access via private stairs to the grilling area and beach walkover with chaise lounges and umbrellas. Open floor plan with NEW HURRICANE IMPACT WINDOWS INSTALLED IN 2025, A/C and hot water heater replaced in 2022, easy care tile floors in living area, updated kitchen with SS appliances, solid-surface counters, wine cooler, modern backsplash, and in-kitchen laundry. Primary suite offers walk-in shower and patio access. With two dedicated parking spaces—one covered and one uncovered—this unit offers practicality and peace of mind. Whether you're seeking a personal retreat or a savvy rental investment, this coastal gem checks all the boxes! Resort-style amenities: Jr. Olympic pool, spa, tennis/pickleball, fitness center, clubhouse, kayak storage, EV charging, 24-hr security & more. Progressive rental policy allows monthly rentals up to 12x/year. Minutes to St. Armands, downtown Sarasota, dining, golf, and airport. Enjoy the lock & leave convenience of maintenance-free living!

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 103

2 Beds

2 Baths

1,603 Sq.Ft.

$1,050,000

MLS#: A4650211

LONGBOAT KEY WATERFRONT CONDO. UNOBSTRUCTED VIEW OF THE BAY. PEACEFUL LOCATION. BEAUTIFUL MARBLE FLOORS. A STAND ALONE CONDO UNATTACHED. LOCATED IN THE SOUGHT AFTER SPANISH MAIN YACHT CLUB ASSOCIATION. ALL THE AMENITIES INCLUDING DOCKAGE, POOL, CLUBHOUSE AND MUCH MORE.

LONGBOAT KEY

957 SPANISH DRIVE N

2 Beds

2 Baths

1,698 Sq.Ft.

$1,000,000

MLS#: A4629546

IT'S BIGGER THAN IT LOOKS! I bet you've heard that before but it's true! Rare find! & NO BUILDER ATTACHMENT! Just under a 1/2 acre homesite located on a quiet street & available now to build your dream home! Perfectly situated just 1 block to the public beach access that leads straight out to the Gulf Mexico! If you're new to Longboat Key, rest easy that rental restrictions limit to renting only one time a month so it doesn't feel like a tourist trap! It's relaxing, serene & will be your own escape from all the hustle & bustle. Did you know Longboat has amazing sidewalks for safe walking & bike riding that are wide & make it EASY to stay active. Literally, there is NO EXCUSE to not be active in a place like this. It is truly paradise. This property offers the ideal blend of luxury, convenience & peaceful, coastal living. Sewer & electric are present on the property in addition to an Artesian well for irrigation. Enjoy the island lifestyle with a short walk or bike ride to the Longboat Key Moorings Marina, Publix, charming boutiques, the library, churches, tennis center or Bayfront Park for pickleball & yoga. Only a short ride to Anna Maria Island, IMG Academy, world class medical or head south to St Armand's Circle for fine dining, the arts & less than an hour to three major airports: Tampa International, Sarasota/Bradenton or Clearwater/St Pete. Buyer is responsible to verify all boundaries. AMAZING SUNSETS INCLUDED!

LONGBOAT KEY

580 NEPTUNE AVENUE

None Beds

None Baths

0.43 acres

$1,000,000

MLS#: A4663455

PRICING UPDATE! Longboat Key's best kept secret. Sands Point Condominium is everything you could ask for! Lowest priced 2 bedroom condominium in this community blending gorgeous mid-century architecture with stunning location along the Gulf of Mexico. Situated next to the Longboat Key Club complex, Sands Points offers everything you need to relax and unwind under the Florida sun and all the amenities you could think of. This community offers direct access to the beautiful white sand beaches of Longboat Key, endless views of the Gulf of Mexico sunsets, New Pass and its own private marina. This second floor unit is accessed by either elevator or nearby stairs. Wall to wall windows offer expansive views from both the living/dining area and primary bedroom suite. This two bedroom unit is filled with sunlight and has had extensive recent (2023) remodeling throughout. The beautiful luxury vinyl plank 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 sunny views. The gorgeous kitchen offers stainless steel Samsung appliances including French door refrigerator with 2 freezer drawers, range and microwave. The double stainless 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 everything you need for cooking and entertaining. Dual sided cabinetry forms the breakfast bar offering even more storage. The interior laundry room has GE Insignia washer and dryer and added cabinetry for storage. Both bathrooms have been updated with cabinetry and countertops.
The primary bedroom is a huge space with a wall of windows offering a bright, airy space and ample room for adding a desk or lounges and has both built in and walk in closets.
Mid-century charm exudes from the clubhouse; terrazzo floors and complementing furnishings make this a fun place to gather and entertain. It includes a kitchen and library area. There is onsite management housed in this building as well.
Take a short walk to the stunning beach-this is what you came here for! Expansive white sand beach area wraps around the complex and has palapa tables, beach chairs and a newly renovated (just about complete) overlooking New Pass. Watch the dolphins and enjoy the spectacular sunsets. The marina has boat slips (currently a wait-list) kayak launch and storage and bicycle storage. HVAC new in 2020.
condo offers an assigned covered parking spot right outside of your building and a separate assigned storage unit.
St. Armand's Circle with a variety of restaurants and shops is a short drive away. Easy access to downtown Sarasota and it's cultural and entertainment venues.
You must see this home to fully appreciate the location, charm and design and expansive beach area of Sands Point. Don't fight the crowds to get to the beach; you are here!

LONGBOAT KEY

100 SANDS POINT ROAD 225

2 Beds

2 Baths

1,492 Sq.Ft.

$999,995

MLS#: A4644832

#A4655739

LONGBOAT KEY

615 DREAM ISLAND PLACE 105

2 Beds

2 Baths

1,509 Sq.Ft.

$999,500

MLS#: A4655739

Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an unparalleled coastal living experience. Wake up to the sights and sounds of the Gulf as it stretches from the beautiful white sandy beaches to the calming waters of Sarasota Bay. Enjoy breathtaking sunrises and sunset afterglows from just about any room, creating a cozy and inviting atmosphere. Step inside this meticulously maintained residence, featuring a spacious and thoughtfully designed layout, walls of glass sliders, plus high ceilings in the building. The eat-in kitchen has picture-perfect bay views and is steps from the dining room. The primary suite is a secluded getaway on the southeast with terrace access, walk-in closets, and an oversized en-suite bathroom. The second bedroom suite is arranged in a split layout for optimal privacy. Situated in a prime location on South Longboat Key, this residence provides easy access to pristine beaches, cultural attractions, and a wide range of recreational activities. The Promenade is a beautifully private, resort-style community that was recently updated. Residents enjoy the convenience of on-site management, a full-service concierge team (7 days/week), a secure lobby, ample under-building parking, security, and a 24-hour staffed guard gate. The options for relaxation are impressive, offering health club facilities with a fitness center, social rooms, four Har-Tru tennis courts, shuffleboard, a Gulfside sundeck featuring a gazebo with a barbecue grill, dining/lounge areas, as well as an oversized heated swimming pool and spa. The perfect finishing touch is the boardwalk leading down to the beach, where you can enjoy lovely Tiki huts.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 704

2 Beds

2 Baths

1,775 Sq.Ft.

$999,000

MLS#: A4647136

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 the 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#: A4640389

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

A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The open backyard is great to relax and enjoy the Florida weather. The home is located close to wonderful dining and entertainment. The detached 2 car garage offers plenty of space for paddle boards, kayakes or a small boat storage.

LONGBOAT KEY

608 SAINT JUDES DRIVE

4 Beds

3 Baths

2,106 Sq.Ft.

$989,000

MLS#: D6142646

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

An extraordinary opportunity awaits the next visionary owner of this spacious waterfront Mediterranean-style home. Whether you choose to renovate the current home or build your new dream home, it is ideally located on a wide canal with no fixed bridges to the Gulf of Mexico. A day out on the water is right out of your back door! It is just a short stroll to the pristine beach in the highly desirable north end of Longboat Key. This is where luxury living meets the relaxed charm of coastal living. The home was damaged in the storms but was properly remediated and drywall was replaced. It features 3 bedrooms and 3 baths, and offers abundant space to recreate your perfect waterfront retreat. A distinctive arched entryway welcomes you to a private front courtyard. Upon entering through the beautifully carved wooden door, you are greeted by an abundance of natural light that highlights the unique architectural details, with a scenic view of the sparkling canal beyond. The first floor hosts a spacious open plan living and dining area, the kitchen, two bedrooms, and two bathrooms, along with a large utility room that could easily serve as a fourth bedroom or additional living space. A grand staircase leads to the primary bedroom, which boasts a luxurious marble ensuite with a jacuzzi tub and breathtaking views of the canal below. This exceptional room features a cathedral ceiling with exposed wooden beams, a gorgeous oak floor with intricate inlays, a wood-burning fireplace, and a balcony overlooking the private courtyard. It is a true sanctuary that could easily be transformed into a second expansive living area. Close to multiple restaurants, the fabulous St.Regis Resort and the world renowned St. Armands Circle…..and just a couple of bridges away from the cultural epicenter of downtown Sarasota……this is a rare offering to come and make your own!

LONGBOAT KEY

749 PENFIELD STREET

3 Beds

3 Baths

3,613 Sq.Ft.

$975,000

MLS#: A4663334

Seasonal Income Awaits – Turnkey Duplex in the Heart of Longboat Key

’Tis the season for a lucrative investment! This fully renovated duplex in the heart of Longboat Key offers the perfect blend of income potential and coastal charm. Featuring two separate units, each with 2 bedrooms and 2 bathrooms, this property is sold fully turnkey, so you can start generating rental income immediately.

Step outside to a spacious backyard and inviting outdoor living space, perfect for relaxation or entertaining. Best of all, you’re just seconds away from the pristine beaches of Longboat Key, where soft sands and breathtaking sunsets await.

Whether you're looking for a high-performing rental property or a personal retreat with built-in income, this is an opportunity you don’t want to miss!

Prime Location | Turnkey Investment | Minutes to the Beach

LONGBOAT KEY

578-580 COMPANION WAY

4 Beds

None Baths

2,432 Sq.Ft.

$950,000

MLS#: A4623518

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