Sarasota's Premier Homes
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
491
# of Listings
2
Avg # of Bedrooms
$954
Avg. $ / Sq.Ft.
$1,707,019
Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

43 Properties Found. Page 2 of 3.

Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This 2 bedroom, 2 bathroom villa is being renovated to code after Hurricane Helene and the attractive price reflects that it will not be ready to inhabit until estimated mid-summer 2025. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across Gulf of Mexico Drive, clubhouse, pool, private marina with a kayak launch and low-cost boat slips as available. Relax on your back patio with its tranquil view of flowering shrubs and trees. Your like-new home or investment property will have been renovated to code with impact doors and windows, cupboards, quartz counter-tops, tiled tub and shower enclosures, brand-new kitchen appliances and hot water tank. The A/C and mini-split systems were installed in 2021, and the roof in 2015. Don't miss this early-bird opportunity to live the Longboat Key lifestyle at such a low price. Bring your cash offer with short closing date, and be rewarded with ownership of a valuable slice of paradise!
#A4653508

LONGBOAT KEY

730 SPANISH DRIVE S 99

2 Beds

2 Baths

1,695 Sq.Ft.

$399,500

MLS#: A4653508

Significant price reduction! Experience effortless coastal elegance in this beautifully maintained, single level 2-bedroom, 2-bath villa. Designed for comfort and style, this move-in-ready residence features ceramic tile flooring throughout, an enclosed lanai for additional living space, and a modernized kitchen with sleek cabinetry and stone countertops. A stacked washer and dryer within the unit adds convenience, while covered parking ensures ease of access. Nestled in a pet-friendly waterfront community, this villa offers an unparalleled lifestyle. Spend your days basking on the pristine Gulf beach, unwinding by the tranquil harbor-side pool, or indulging in the serenity of the clubhouse pool. Sutton Place elevates coastal living with an array of exceptional amenities, including BBQ areas for al fresco dining, Kayak storage and launch facilities, Boat slip rentals (available on a first-come, first-served basis),Private Gulf beach access via a gated parking lot at 4415 Gulf of Mexico Drive, complete with a picturesque pavilion, picnic tables, restrooms, and showers. A rare opportunity to embrace the sophisticated charm of waterfront living. Schedule your private showing today and step into the coastal lifestyle you’ve always envisioned.
#A4643632

LONGBOAT KEY

534 SUTTON PLACE

2 Beds

2 Baths

1,278 Sq.Ft.

$399,000

MLS#: A4643632

This 70' x 19' non-covenanted boat slip with partial floating dock is now available at the prestigious Longboat Key Club Moorings Marina! Experience the quintessential boating lifestyle on Longboat Key in this deep-water yacht marina with easy access to the ICW, open bay and the Gulf of Mexico. Marina Village offers nearby shopping & pharmacy, recreational and social activities, while an on-site Harbor Master and security ensures optimal protection for your watercraft. Slip / dock maintenance and concierge services are also included, and all slips are equipped with electric, water and wireless internet access. Enjoy the convenience of a free shuttle to St. Armands Circle. Membership to the Longboat Key Club is OPTIONAL for an additional fee.
#A4620363

LONGBOAT KEY

2800 HARBOURSIDE DR E-22

None Beds

None Baths

N/A

$395,000

MLS#: A4620363

Amazing views! This villa is positioned to provide gorgeous, elongated views of the Spanish Main community lake. The vistas from almost every room are spectacular. Have your morning coffee, evening beverages with gorgeous sunsets or simply relax as you enjoy shimmering waters. The lake is home to turtles, an abundance of fish, and beautiful Florida birds and you watch it all from your new home. Ready for your personal design touch, this standalone villa welcomes you home. This neighborhood is the big bonus, friendly, welcoming with a fun old Florida feel. All hurricane sliders and windows on the lanai. Enjoy the community pool, making every day feel like a vacation as you lounge in the sun and enjoy the sea breeze or entertain in the soon-to-be-renovated clubhouse. Explore the endless waterways surrounding Longboat Key as you launch up to a 40-foot vessel from your boat slip, available for rent. You'll have direct access to Sarasota Bay and only minutes to the Gulf of Mexico for kayaking, fishing and boating ensuring that you can enjoy your time in paradise. Deeded beach access for those numerous beach days and magnificent sunsets. Pet-friendly, maintenance-free and an active 55-plus community are added benefits for your enjoyment. Only a short drive to the fantastic shops, restaurants and cultural events that Sarasota and St. Armands Circle have to offer. This is a great investment opportunity. This community is in the build-back stage due to damage from hurricanes in 2024. All 212 units in Spanish Main are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit is built back to drywall, electric and plumbing guidelines. Insurance payout will transfer with the villa. This is an opportunity to make this villa your custom home.
#A4656107

LONGBOAT KEY

655 SPANISH WAY

2 Beds

2 Baths

1,241 Sq.Ft.

$395,000

MLS#: A4656107

Elegantly Updated Waterfront Residence – A Perfect Retreat! Perched on the third floor, this beautifully updated waterfront one-bedroom condo offers an exceptional open floor plan that seamlessly blends comfort and sophistication. Whether you seek a luxurious seasonal retreat, an income-generating property, or a year-round residence, this home delivers the ideal setting. Complete with a covered, assigned parking space, it offers both convenience and privacy. The condo is thoughtfully designed maximizing the living space, featuring a stacked washer and dryer conveniently located in the hallway closet, alongside ample storage options, including additional space in the lanai and a dedicated storage room on the third floor. Every detail has been carefully considered to create a relaxed yet refined living experience. Step outside to a fabulous, gated beach resort that offers a wealth of amenities, perfect for both relaxation and recreation. Indulge in one of the four heated pools, stay fit in the exercise room, or enjoy friendly competition on the pickleball and tennis courts. For outdoor enthusiasts, a putting green, kayak launch, and boat slips further enhance the active coastal lifestyle. Just across the street, the gated deeded beach access (located at 4415 Gulf of Mexico Drive) awaits, offering a private resident parking lot. Here, you’ll find a cabana with restrooms, showers, changing rooms, and secure storage, providing the perfect place to unwind after a day at the beach or to enjoy a sunset in absolute peace and privacy. This residence combines the best of both worlds: a peaceful retreat with assigned carport parking, gated access, and proximity to the unparalleled dining, cultural, and recreational experiences of both Longboat Key and Sarasota. This exceptional property offers everything you could desire. Live the lifestyle you deserve schedule your private showing today. The New roof replacement is in process. The assessment has been paid.
#A4639497

LONGBOAT KEY

4390 EXETER DRIVE I305

1 Beds

1 Baths

837 Sq.Ft.

$390,000

MLS#: A4639497

Fantastic value! Fabulous lake view. This is an opportunity to purchase in this old Florida-style community of Spanish Main Yacht Club. A blank canvas ready for you. Customize this villa to reflect your style, taste and needs. The lovely neighborhood of Spanish Main welcomes you home with villa living at its best. This home has a large dining/great room combo that opens onto an expansive lanai overlooking a beautiful expansive lake. Enjoy watching the abundant sea life from your patio. The roof and air conditioner are only four years old. An active boating and social community with an upscale, soon-to-be renovated clubhouse, heated community pool plus fabulous water views, and deeded beach access to the blue, azure waters and sugar sand beaches of Longboat Key. Whether you enjoy boating, kayaking or fishing, you only have to step out your door to enjoy it all. Golf, tennis, pickleball, Pilates, fitness gyms plus fabulous dining and entertainment just minutes away. Not to mention St. Armands world-renowned reputation for great restaurants and shopping. You don't have to be 55 to purchase in Spanish Main and the community is pet friendly. Boat slips are inexpensive to lease and in a beautiful marina. Slips are available at this time. This community is in a build-back stage due to storm damage from 2024 hurricanes. All 212 units in the community are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit is built back to the drywall, electric and plumbing guidelines. The villa is ready for the design and special touches of the new owner. Whether you make this your vacation home and/or want to use it for additional potential income, this villa is an easy choice. Take a look. The insurance payout will go with the new owner.
#A4656352

LONGBOAT KEY

564 SPANISH DRIVE N

2 Beds

2 Baths

1,747 Sq.Ft.

$385,000

MLS#: A4656352

BEAUTIFULLY REMODLED: This home is the epitome of simple elegance. It has been remodeled to create a home that is open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; two Bedrooms and a full Bath with a step-in shower. Grayhawk windows were installed three years ago. In addition, there is an outside bath house, that has been totally remodeled, and has a toilet, sink and shower that is perfect for when you return from the beach. This unit, as it is structurally sound, can be re-leveled to four feet. As such, the owner is offering a $16,000 credit at closing to cover the cost of re-leveling. Gulfshore of Longboat Key is located on a perfect parcel of land. It has it all – approximately 450-500 feet of private access to a pristine sand beach on the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large community heated pool, remodeled clubhouse with a commercial kitchen, and a well-maintained and managed campus. Gulfshore is proud of their financial management and the very affordable cost of living that has resulted. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armand’s Circle. St. Armand’s has a plethora of great restaurants and world-class shopping. Gulfshore does not permit rentals or pets and it is a 55+ community. Please call now to schedule your personal showing and to view your future home and live the Florida dream.
#A4647724

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE E22

2 Beds

1 Baths

701 Sq.Ft.

$385,000

MLS#: A4647724

New Price!!! Now $385,000.Motivated Sellers! Come experience quintessential Coastal Living in the dynamic community of Longboat Harbour located on beautiful Longboat Key. Note: NO Storm Damage! Imagine having your coffee while watching the sunrise from your enclosed lanai in the morning overlooking the water leading to Sarasota Bay, and later in the day, enjoying a private beach area on the Gulf of America with stunningly beautiful sunsets over a glass of wine and cheese. This is the lifestyle everyone dreams of! This convenient ground-floor condo features an updated kitchen and bathroom, new carpet , fresh paint and new vertical blinds in the lanai area. It also includes impact-resistant rated windows throughout and on sliders in the lanai. The unit is offered furnished (excluding bed). This resort-like community has an onsite manager, a wide range of recreational activities including four Heated Pools, Pickleball, Tennis, Shuffleboard, Mini-golf, Biking and a Kayak launch. Other amenities include a well-equipped fitness center with private locker rooms and saunas, a beautifully renovated recreation room with dance floor and kitchen for your social gatherings, billiards, art room, and wonderful fishing pier. Keep your social calendar packed with the weekly workshops, clay classes, Book Buddy Club, Library and clubs. The community is boater friendly with boat slips that will accommodate a sail or power boat up to 34ft for as low as $425 annually including water and electricity hookup, on a first come basis. Be sure to check out the community beach pavilion across Gulf of Mexico Drive only a short stroll away. It includes private deeded beach access, cabanas, indoor hot showers, restrooms, dressing area, beach chairs and equipment storage. Everyday feels like a luxury retreat so claim your piece of Longboat Key paradise today!
#A4648264

LONGBOAT KEY

4350 CHATHAM DRIVE E-105

1 Beds

1 Baths

747 Sq.Ft.

$385,000

MLS#: A4648264

Welcome to this 2-bedroom, 2-bath villa located in the highly desirable 55+ community of Spanish Main Yacht Club on the north end of Longboat Key. Offering the perfect blend of privacy, potential, and location, this villa is ideal as a full-time residence, seasonal getaway, or investment opportunity. Enjoy exclusive access to the community’s private marina and secluded beach, just a short stroll from your doorstep. The villa features private outdoor space for relaxing or entertaining and has already undergone essential FEMA-approved storm mitigation updates, providing peace of mind and a strong foundation for future customization. Inside, the unit is ready for your finishing touches—an excellent opportunity to bring your personal style and vision to life in one of Longboat Key’s most scenic and sought-after areas. Whether you're soaking up the sun, strolling along the shoreline, or docking your boat after a day on the water, this community offers the quintessential Florida lifestyle.
#A4654457

LONGBOAT KEY

594 SPANISH DRIVE S

2 Beds

2 Baths

1,427 Sq.Ft.

$378,000

MLS#: A4654457

JUST REDUCED!!! Fabulous Water Views!! Walk to the Gorgeous Beautiful Sandy Beach!! 2BR/2BA condo on the 3rd floor – easy access via elevator – is a must to see. Laundry room in the condo. Relax in the main living room looking out to the Intracoastal Waterway. This condo is ready for your personal touch – create your own coastal retreat. Experience the relaxing lifestyle at Beach Harbor Club on Longboat Key with sunrises and breathtaking sunsets, walks on the beach, serene Gulf waters and boats on the Intracoastal Waterway. The community has deeded and private beach access with lounge chairs, umbrellas, showers, picnic tables and grills for your enjoyment. Onsite boat docks (under repair and scheduled for completion in 2025) can be available for around $400 a year and provide easy access to surrounding waters for boating enthusiasts. Inquire with the agent, HOA or the Marina Committee at Beach Harbor Club. Other outstanding features include large heated saltwater community pool, clubhouse, shuffle board, small private storage locker, fitness center, library and covered one car carport #173. The unit can be leased out with a 3 month minimum. You will see beautiful sunrises and sunsets from this charming community. The Community provides some Kayaks for free use. (First Come First Serve). Dolphin and manatee sightings to birdwatching in nearby parks are a delight! Come and check out this wonderful community and cozy condo!!
#A4637625

LONGBOAT KEY

3810 GULF OF MEXICO DRIVE F302

2 Beds

2 Baths

1,007 Sq.Ft.

$374,900

MLS#: A4637625

Your Exclusive Ticket to the Ultimate Beach & Boating Lifestyle! This move-in ready fully furnished gem on Longboat Key is more than just a home—it’s a lifestyle upgrade for those who crave adventure, relaxation, and social connection. Wake up to breathtaking bay views from your condo, complete with granite countertops, updated appliances, and an upgraded spa-like shower. Enjoy private beach access with a dedicated beach house, showers, and restrooms, making beach days effortless. Boating enthusiasts will love the Longboat Key Yacht Club’s boat slips and kayaks, providing instant access to the bay. Stay active with tennis courts, shuffleboard, a sauna, and a fully equipped gym, or dive into a packed social calendar featuring a workshop, library, art studio, clay class, and Book Buddies club. With four swimming pools, a banquet hall, a game room, and private beach parking, every day feels like a luxury retreat. This isn’t just a condo—it’s an experience! Don’t miss your chance to claim this Longboat Key paradise before it’s gone! Schedule your showing today! Is this your Perfect Match?
#A4643649

LONGBOAT KEY

4310 FALMOUTH DRIVE 304

1 Beds

1 Baths

747 Sq.Ft.

$370,000

MLS#: A4643649

Huge price reduction! SPECTACULAR FULL SARASOTA BAY VIEW. Well-maintained, Move-In Ready one bedroom in premium A building with NO storm damage. Relax and enjoy coastal living on the enclosed lanai, while watching the sunrise, the beautiful panoramic Harbour water view, dolphins, manatees and sea birds. The community is boater friendly with boat slips that will accommodate a sailboat or power boat up to 34 ft as low as $400 annually on a first come basis. This is a socially active community with amenities galore. Choose one of the four heated pools to enjoy the easy coastal lifestyle, or choose to play pickleball/tennis, kayak, or biking. There is also a spacious well-equipped fitness center, art room, billiard, shuffleboard, putting green, fishing pier and clubhouse with dance floor and catering kitchen for your social gatherings. The gated private beach club with restroom Facilities is available to all residents. The parking lot is located at 4415 GOM Drive and is just a few minutes away. Longboat Harbour is not age restricted and has a no pet policy. New Roof replacement is in process. The assessment has been paid. The kitchen has a built-in cooktop with a convection microwave oven above. The seller offers a home warranty. Now at this low price, you have an option to upgrade this lovely residence to your style and enjoy as your island home away from home! Don't wait any longer.
#A4635867

LONGBOAT KEY

4310 FALMOUTH DRIVE A104

1 Beds

1 Baths

747 Sq.Ft.

$365,000

MLS#: A4635867

Welcome to Spanish Main Yacht Club, a sought-after 55+ waterfront community on Longboat Key, where coastal living meets exceptional value. This 2-bedroom, 2-bath villa-style condo offers 1700 SqFt of interior living space, 1087 of it under air, with endless potential to make it your dream home. This stand-alone condo has undergone FEMA-approved storm mitigation, including new electrical outlets, a new entry door, new sliding doors and new drywall ready for finishing. Bring your vision and renovate to suit your personal style—below market value! Step inside to find a spacious open-concept living and dining area, perfect for entertaining. The adjoining Florida room offers additional flexible space, bathed in natural light—ideal for morning coffee or quiet evenings. The primary suite features an en-suite bathroom, closet and indoor laundry room. Enjoy private beach access just steps away, or take advantage of the community marina with first-come, first-served boat slips, kayak racks, and direct access to Sarasota Bay. Amenities include a heated outdoor pool, shuffleboard courts, a clubhouse with game room, library, and frequent community events. This pet-friendly community offers covered carport parking, guest spaces, and maintenance-free living, all set within beautifully maintained, palm-lined grounds. Just minutes from St. Armand’s Circle and Anna Maria Island, this location offers world-class shopping, dining, and entertainment, plus access to some of Florida’s finest white sand beaches. Whether you're looking for an investment, full-time residence or a vacation getaway, this villa offers endless potential in one of Longboat Key’s most desirable communities. Seller says bring offers—don’t miss your chance to own a piece of paradise!
#A4653816

LONGBOAT KEY

669 SPANISH DRIVE N 21

2 Beds

2 Baths

1,723 Sq.Ft.

$359,000

MLS#: A4653816

Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, teak chase lounges, and fabulous bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer is required to join the Longboat Key Club via recreational covenant. Longest boat permitted in the slip is 50 feet. Beam depends on the make/model of the vessel. Must submit a current photo of the vessel in the marina office for approval by the Association before entering the marina and occupying the slip.
#A4554905

LONGBOAT KEY

2600 HARBOURSIDE DRIVE C-04

None Beds

None Baths

1,155 Sq.Ft.

$350,000

MLS#: A4554905

Priced to sell! Discover the perfect blend of comfort and coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, ideally situated steps away from the pristine sands of the Gulf of Mexico. This luxurious Long Boat Key condo comes completely furnished and features an open-concept design with a fully equipped kitchen, ideal for both relaxation and entertaining. This well-maintained complex offers a resort-style pool, clubhouse and gazebos, perfect for relaxation after a day at the beach. Nestled in a prime location, this condo is a short distance to local shops, restaurants, Lido Key and St. Armands Circle providing convenience and a taste of local culture.
#A4650372

LONGBOAT KEY

3806 GULF OF MEXICO DRIVE C311

2 Beds

2 Baths

1,062 Sq.Ft.

$349,900

MLS#: A4650372

1 2 3
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here