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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

507

# of Listings

2

Avg # of Bedrooms

$867

Avg. $ / Sq.Ft.

$1,539,132

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

507 Properties Found. Page 14 of 34.

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.

$1,075,000

MLS#: A4658776

Looking for a beachfront home on Longboat Key with direct Gulf access? This 2-bedroom, second floor condo offers the island lifestyle you've been searching for—a waterfront community, stunning sunset views from the lanai, and steps to the beach. Located in Longbeach Condos on Longboat Key, this turnkey furnished, coastal Florida condo features 2 bedrooms, 2 bathrooms, and 1,170 square feet of living space. The comfortable floorplan features a bonus room for bunks, an office, or a reading room, a wide galley kitchen with Corian counters and tossed marble tile backsplash, in-unit washer/dryer, tile floors throughout, and a private balcony with views of the Gulf. At 19.5 base flood elevation, this unit survived last year’s hurricanes without water intrusion. Longboat Key Living means beach access, world-class golf courses, and waterfront dining just minutes away. The Longbeach community offers 3 acres of gulf front, beach property, amenities like heated pool, club house, open parking, private beach access, kayak storage and tennis. You're 15 minutes to St. Armands Circle shopping, 20 minutes to downtown Sarasota, and close to world-class fishing charters from Cortez Fishing Village. This barrier island property is perfect for full-time Florida living, a vacation home, a snowbird retreat or investment rental property. The location puts you near Coquina Beach, Marina Jack, and easy access to Sarasota-Bradenton International Airport.

LONGBOAT KEY

7105 GULF OF MEXICO DRIVE 21

2 Beds

2 Baths

1,352 Sq.Ft.

$1,065,000

MLS#: A4665082

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

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

New on site today

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

2,687 Sq.Ft.

$999,500

MLS#: A4670055

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

Price reduced

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.

$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

Turnkey furnished and positioned directly on the sandy shores of the Gulf of Mexico, this first-floor, direct Gulf-front residence at Beach Castle Resort offers an exceptional blend of beachfront living and proven rental performance. Averaging six figures in annual gross income, this two-bedroom retreat is ideal for personal enjoyment, weekly rentals, or a combination of both—making it one of Longboat Key’s strongest investment opportunities.
The light-filled interior features oversized tile flooring, updated windows and sliders (2009), and a well-appointed kitchen with granite countertops, contemporary cabinetry, modern appliances, and plumbing and electrical upgrades completed in 2006. Designed for effortless coastal living, the open layout seamlessly connects the kitchen, dining, and living areas. Floor-to-ceiling sliders lead to a private patio and screened-in lanai, both just steps from the beach, allowing indoor and outdoor spaces to flow together naturally.
The split-bedroom plan enhances privacy for owners and guests. The primary suite enjoys beautiful Gulf views, private patio access, and a peaceful setting perfect for morning coffee or sunset unwinding. A comfortable second bedroom and full bath complete the guest wing.
Beach Castle Resort is one of the few communities on Longboat Key offering daily, weekly, or monthly rental flexibility, giving owners the freedom to maximize both personal use and rental income. The community’s beach-to-bay amenities include deeded beach access, a sundeck with heated swimming pool and spa, barbecue grilling areas, a fishing pier, and a day dock for boating enthusiasts (first-come basis, no overnight docking). Lush tropical landscaping and well-maintained grounds create a relaxing boutique-resort environment.
Perfectly located on the north end of Longboat Key, the property is minutes from Bayfront Park, Cedars Tennis Resort, and the island’s scenic walking and biking routes. A short drive south leads to the Longboat Key Club, upscale dining, and the attractions of St. Armands Circle. Downtown Sarasota—home to world-class theater, museums, botanical gardens, professional events, and waterfront parks—is just across the bridge.
With direct Gulf-front views, strong rental history, and an unbeatable location, this Beach Castle residence offers the best of Longboat Key’s coastal lifestyle—whether you’re seeking an investment, a getaway, or both.

LONGBOAT KEY

5311 GULF OF MEXICO DRIVE 3

2 Beds

2 Baths

1,124 Sq.Ft.

$995,000

MLS#: A4672601

#A4646346

LONGBOAT KEY

3235 GULF OF MEXICO DRIVE A305

2 Beds

2 Baths

1,420 Sq.Ft.

$995,000

MLS#: A4646346

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

Price reduced

Sands Point is the most remarkable and unique complex on Longboat Key. Built in 1966, the building is a magnificent example of mid-century modern architecture. The complex faces directly onto New Pass, and the outdoor pool and patio have both privacy and spectacular views. The center of the unit is a large great room that features a wall of windows and a view of lush Florida greenery, the boat dock and the navigable inlet which leads to the Gulf of Mexico. Kitchen and bathrooms are renovated. Furniture and furnishings are included in the sale. Windows have been upgraded to the highest level available. There are boat docks on the premises, approximately 30 ft., that can be rented depending on availability. Management has updated status and detailed information. Sands Point is located adjacent to The Resort at Longboat Key Club with its amenities of golf, health spa, lodging and a restaurant. Nearby is the famous St. Armand's Circle that offers elegant or casual dining and entertainment. Seasonal rental is a huge draw for this property. It may be rented once a year for a minimum of one month. Seasonal rental rate is approximately $9,500 monthly.

LONGBOAT KEY

100 SANDS POINT ROAD 324

3 Beds

2 Baths

1,941 Sq.Ft.

$987,000

MLS#: A4609759

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

Wonderful "Manhattan Style" beachfront Condo with sweeping views of Sarasota Bay and views of the Gulf now available at the popular Islander Club on LBK. This gorgeous beachfront renovation was completed 4 years ago and truly shows all the craftmanship that went into the process under the owner's direction. Open kitchen beings the morning light into the room for enjoying your coffee or tea as you gaze across the sparking blue waters of the bay. Large 38ft balcony also has views of bay and a bit of the Gulf of Mexico. The Primary suite is a comfortable 13X20 which accesses the balcony and has a large walk-in closet. It is light and bright and a restful haven away from the main living area. The Islander club has recently renovated their clubhouse. The gym overlooks the gulf and the pool. There is a conference room, library, and an Olympic size heated pool, not to mention their Har-Tru tennis courts. The Location is very convenient. The shops of Bay Isles with the Publix and CVS are just a couple of minutes away. It's only 10 minutes to World renown St Armand Circle. Make this your permanent home or your week-end getaway. Secured Building . At The Islander Club "Everyday is a Holiday and Life is an endless vacation.

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 115S

2 Beds

2 Baths

1,485 Sq.Ft.

$975,000

MLS#: A4670081

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