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

412

# of Listings

2

Avg # of Bedrooms

$795

Avg. $ / Sq.Ft.

$1,330,177

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

412 Properties Found. Page 15 of 28.

Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at each pier also features a 10,000 lb lift (elevator type) and is the perfect place to house your boat with quick access to Sarasota Bay and waterways beyond! The lot offers lovely mature trees and plenty of room for a pool. No HOA or CDD. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the buyer). Topsider Homes is a luxury builder that offers a design center for picking finishes and is experienced in building in hurricane prone areas. Prefer a renovation project? The existing Old Florida-style 2-bedroom, 1.5-bath ranch home with classic terrazzo floors offers tons of charm and potential. With a bit of vision, it could become a cozy primary residence or an income-producing rental.

LONGBOAT KEY

755 SAINT JUDES DRIVE N

None Beds

None Baths

0.25 acres

$700,000

MLS#: A4661483

#A4643486

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Q2

2 Beds

2 Baths

1,248 Sq.Ft.

$699,900

MLS#: A4643486

#A4629857

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Y2

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4629857

Fabulous Gulf-front views from this third-floor beachfront residence in The Westchester. Enjoy morning strolls on the beach, sunsets from your lanai, and island living in this spacious two-bedroom, two-bath plan. With panoramic views of the beach and the Gulf, you'll find nearly 1,400 square feet of thoughtfully designed living space featuring a Gulf-front lanai, generous living spaces, large kitchen, and a split-bedroom plan with both bedroom suites boasting en-suite baths, walk-in closets, and privacy for you and your guests. The Gulf-front primary suite also includes a private screened balcony. You'll also be pleased to find the safety and security of new electric hurricane shutters, a newer AC system, assigned covered parking, and a separate storage unit. Set in a mid-key beachfront location, The Westchester offers residents private beach access, two Gulf-front pools, tennis courts, pickleball courts, kayak storage, and a clubhouse with fitness center coming soon. The Westchester is also conveniently located to Longboat's shops, restaurants, grocery, pharmacy, golf, Durante Park, Longboat Key Town Center with its new outdoor performance stage, and so much more. You'll also find St Armand's Circle, Lido Key, and Downtown Sarasota are all close by. With its professional on-site management, friendly community, and ideal mid-key beachfront location — make Westchester your new Longboat Key home.

LONGBOAT KEY

4825 GULF OF MEXICO DRIVE 304

2 Beds

2 Baths

1,604 Sq.Ft.

$695,000

MLS#: A4661257

Significant Reduction ! Enjoy breathtaking water views from most rooms in this beautifully renovated top-floor 2-bedroom, 2-bath condo located on the 3rd floor of the highly desirable Longboat Harbour community. Styled with a touch of French flair, the interior features plush velvety carpet throughout—luxurious underfoot and easy on the knees. The kitchen is outfitted with sleek stainless steel appliances, and both bathrooms have been tastefully updated. Impact windows provide peace of mind, and a stacked washer and dryer are conveniently located inside the unit. Offered fully furnished, this home is completely move-in ready. Longboat Harbour is a vibrant waterfront community offering resort-style living. Residents enjoy access to four heated pools, a well-equipped fitness center, sauna and locker rooms, as well as billiards and game rooms. For outdoor recreation, there are shuffleboard, tennis, and pickleball courts, along with a fishing pier. The community also has a full-time on-site manager for added convenience. Boating enthusiasts will appreciate the available docks that accommodate sail and power boats up to 34 feet on a first-come, first-served basis for an annual fee. There is additional storage for bikes and kayaks, and members are welcome to join the Longboat Harbour Yacht Club, which hosts a variety of social activities. All owners enjoy deeded access to a private beach directly across the street, complete with restrooms, picnic tables, indoor showers, and beach chair storage. Ideally located mid-key, this home is convenient to everything Longboat Key has to offer.

LONGBOAT KEY

4420 EXETER DRIVE L303

2 Beds

2 Baths

1,152 Sq.Ft.

$675,000

MLS#: A4657012

Only a few properties on fabulous Longboat Key allow short term rentals, and this is one of them! Casa Del Mar, a beautiful little Beach Resort uniquely positioned on a nice stretch of beach on the Gulf of Mexico, with nightly and weekly rentals available making your island getaway a nice investment as well! Add to it that an on-site rental office ensures seamless bookings. This second floor unit is being offered turn-key furnished, including a washer and dryer. The condo did not suffer any damage in the recent storms and although the landscape took a hit, it is coming back strong. The sparkling pool on the beach, tennis and pickleball courts, grilling area and picnic tables are all just steps away to add to the enjoyment of your beach escape. Located close to multiple restaurants, local parks, world famous St.Armands circle and the cultural mecca of downtown Sarasota, which all contribute to this remarkable quality of life in this little Island paradise.

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 19B

2 Beds

2 Baths

900 Sq.Ft.

$675,000

MLS#: A4641498

#A4650568

LONGBOAT KEY

4800 GULF OF MEXICO DRIVE 204

2 Beds

2 Baths

1,325 Sq.Ft.

$650,000

MLS#: A4650568

Welcome to your tropical retreat on Longboat Key! This newly renovated 2BR/2BA ground floor, end-unit coastal home combines relaxed elegance with modern comfort. Stylish updates include neutral tile flooring throughout (no carpet!), crown molding, upgraded baseboards, fresh paint, in-unit laundry with full-sized machines, a private exterior storage room, a peaceful garden-view lanai, and impact-rated PGT windows and sliders—offering both beauty and peace of mind. The kitchen shines with granite countertops, solid wood cabinetry, new stainless appliances, and a breakfast bar that opens to the light-filled living and dining areas—perfect for entertaining or everyday living. The spacious primary suite offers a walk-in closet, updated ensuite bath, and a flexible bonus space ideal for a home office or third sleeping area. A split-bedroom layout ensures privacy, with the guest suite tucked behind a frosted glass door, featuring its own bath and linen closet. Ideally situated on the bayside of this coveted Gulf-to-Bay community, the home is steps from the clubhouse, fitness center, heated pool, kayak launch, fishing pier and tennis/pickleball courts—plus just moments from the deeded Gulf beach access. Spend your days kayaking Sarasota Bay and your evenings enjoying sunsets from the private beach—complete with complimentary chairs. Banyan Bay is an intimate, friendly community of just 44 homes, offering covered parking, and a rare to find pet-friendly policy with no size or breed restrictions. The community has passed its milestone inspection and is certified for another 10 years, providing added peace of mind. Rental-friendly (4 leases/year, 1-month minimum), this property is ideal as a full-time residence, vacation getaway, or income-producing investment. Located minutes from shops, dining, parks, St. Armands Circle, and downtown Sarasota. This is truly the best of Gulf-to-Bay living!

LONGBOAT KEY

5260 GULF OF MEXICO DRIVE 401

2 Beds

2 Baths

1,293 Sq.Ft.

$650,000

MLS#: A4663298

Luxury turnkey furnished beach condominium in the sought-after resort-style Club Longboat Beach and Tennis community. Near the beautiful sandy beaches on the Gulf, experience captivating sunsets from Longboat Key’s 10-mile sugary sandy beaches with your own private beach access. Imagine waking up to lush, pristine landscaping, tropical sea oats, and sparkling blue Gulf waters with the sound of crashing waves providing you with peace and serenity. This amazing community also offers the best tennis courts on the Island, with 8 Har-Tru Tennis courts, lights for night play, a dedicated tennis pro and a ball machine to allow you hours of practice to perfect your tennis game. This move-in ready fully furnished 1,624-square-foot two-bedroom, two bath unit provides an open kitchen, spacious living room with adjacent private balcony with partial water views, an integrated dining room, a bonus room and interior laundry room. Enjoy comfort and style accented with exquisite décor and custom furnishings, the home is outfitted with real wood floors, hurricane-impact windows, plantation shutter sliders, two living areas, one could be converted into a third bedroom or office, and two balconies of 140 square feet each of outside living area. The primary bedroom has an en-suite bath, king-size bed, dual custom built closets and a private balcony to enjoy your morning coffee. The guest bedroom you will find cozy with a double-size bed. The kitchen offers plenty of cabinet space, granite counters plus a wine cooler. This spotless home is well maintained, has tons of storage including an outdoor storage closet for your beach toys, covered parking for one car and plenty of parking for guests. On the second floor, the unit is accessible by elevator or stairs. Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, tennis, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat has 85 well-managed units and is a pet-friendly community allowing up to two pets. The condominium fees include exterior maintenance and insurance, cable, water, sewer and trash. Make it your home or a rental property. The minimum lease is one month and can be rented up to 12 times per year. Only a short drive to many fine restaurants, shops, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Make your appointment today to see this amazing home!

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 422

2 Beds

2 Baths

1,624 Sq.Ft.

$649,900

MLS#: A4645879

One or more photo(s) has been virtually staged. Opportunity Knocks at Seaplace — Prime Gulfside Condo with Endless Potential

Welcome to Seaplace, one of Longboat Key’s most sought-after communities. This rarely available second-floor, two-bedroom, two-bath condo offers over 1,200 square feet of living space and a world of renovation possibilities.

With its generously sized layout and open living/dining area that flows onto a screened-in lanai, you’ll enjoy peaceful northwest-facing Gulf views and daily sea breezes. Whether you're looking to create your dream beach retreat, a winter getaway, or a smart investment, this is the perfect blank canvas.

While the interior is in original condition and ready for a full renovation, the location is unbeatable. Building M2 is just steps from the beach and pool, offering easy access to the best of coastal living. You'll also find ample storage, one deeded uncovered parking spaces, and plenty of room to entertain.

Seaplace is a gated, resort-style community featuring 24-hour guard service, a beautifully updated clubhouse, two swimming pools, two hot tubs, a kiddie pool, three tennis courts, and a scenic walking trail along the Gulf.

Don’t miss this opportunity to renovate to your vision and own in one of the most desirable spots on Longboat Key.

LONGBOAT KEY

1945 GULF OF MEXICO DRIVE M2-213

2 Beds

2 Baths

1,369 Sq.Ft.

$649,000

MLS#: A4661329

The most perfectly peaceful lagoon views are enjoyed from this first floor Junior Suite in Building 6. Unlike the other buildings, this building boasts 10' ceilings making it feel especially spacious while optimizing natural light and view. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace overlooking the turquoise lagoon water. Building 6 offers extra privacy as it is located across the street from the main entrance, but still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Updates to the residence include new washer/dryer, new dishwasher, new microwave, new glass shower doors, new commode, new closet shelving, and new fire alarm. This unit is not part of the hotel program; however, it can be rented out by the owner or a 3rd party vendor on a nightly basis. Owners can also become members of the Longboat Key Club to partake in the numerous Resort amenities (Golf, Tennis, Restaurants, Fitness Center, Marina) if they still want to enjoy the benefits of owning in a Resort community without being part of the hotel program.

LONGBOAT KEY

225 SANDS POINT ROAD 6103

1 Beds

1 Baths

642 Sq.Ft.

$649,000

MLS#: A4658152

LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The Gulf beaches are only a few blocks away to enjoy days relaxing on the beach. Build up and have panoramic views of the teal green water of the intercostal waterway. Don’t miss this great opportunity!

LONGBOAT KEY

6981 LOIS AVENUE

None Beds

None Baths

0.14 acres

$649,000

MLS#: A4648890

Partial Gulf View Condo in Highly Sought-After Seaplace Community.

Selling as Fully furnished. Don’t miss this rare opportunity to own a 2-bedroom, 2-bath condo in the desirable M2 Building at Seaplace, one of Longboat Key’s premier beachfront communities. Located on the second floor, this residence offers a serene coastal lifestyle with partial Gulf and beach views.

The open living and dining area features luxury vinyl flooring in the living room and kitchen, creating a clean, coastal feel. The screened lanai provides a peaceful retreat with refreshing sea breezes and a glimpse of the sparkling Gulf waters.

Seaplace is a gated, resort style community known for its beautifully landscaped grounds and impressive amenities. Residents enjoy direct beach access, two heated swimming pools, a kiddie pool, two hot tubs, three Har-Tru tennis courts, a one-mile walking trail, and a remodeled clubhouse with a fitness center, sauna, library, and Gulf-view patio with BBQ grills. The community also offers 24-hour guarded gate security and on-site management for peace of mind.

Ideally situated just minutes from St. Armands Circle and downtown Sarasota, you’ll have easy access to world-class dining, shopping, arts, and cultural attractions. Whether you’re seeking a vacation home, investment property, or full-time residence, this condo offers the perfect blend of comfort, convenience, and coastal living.

Schedule your private showing today and experience why Seaplace is one of Longboat Key’s most desirable beachfront communities!

LONGBOAT KEY

1945 GULF OF MEXICO DRIVE M2-207

2 Beds

2 Baths

1,188 Sq.Ft.

$635,000

MLS#: A4659299

RENOVATIONS IN PROGRESS, WILL BE DELIVERED FURNISHED AND RENOVATED. Damages occurred during the recent storms and now the remediation has been completed and well into renovations. The pictures are before and after, so buyers can get an idea of how it looked before the storm. Ideal for buyers who would like to rent out the property while not residing in it, with an on-site rental office that ensures seamless bookings. Your guests will relish the Gulf-front pool, tennis courts, grilling area and picnic tables with pickleball, all within a short distance of soothing Gulf waters. Just a short drive to local restaurants, Anna Maria Island, local parks, grocery shopping, CVS, places of worship, banks, world-renowned St. Armands Circle, top-rated Sarasota and all it offers.

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 2F

2 Beds

2 Baths

900 Sq.Ft.

$625,000

MLS#: A4652491

Live the Waterfront Lifestyle You’ve Been Dreaming Of Completely Remodeled Luxury Condo in Sutton Place

Welcome to this beautifully renovated furnished condo nestled in the highly sought after waterfront community of Sutton Place on Longboat Key. With sweeping water views from nearly every room, this 2 bedroom, 2 bath residence effortlessly blends high end finishes, modern elegance, and coastal charm.

From the moment you step inside, you’re greeted by an abundance of natural light, luxury wood and tile accents, and an open concept living space that invites you to unwind. Every inch of this home has been thoughtfully upgraded offering both comfort and sophistication.

The heart of the home is a state of the art designer kitchen featuring stunning Quartz countertops, a sleek wine bar, stainless steel appliances, luxury tile flooring, and European style soft close cabinetry. Whether you’re entertaining guests or preparing a quiet meal at home, this space is both functional and flawless.

The spacious living room boasts water views, recessed lighting, elegant wood details, and heavy duty hurricane impact sliding glass doors that lead to your screened in patio. From here, step directly onto a serene, private greenbelt area with breathtaking open bay views perfect for your morning coffee or a peaceful sunset.

Retreat to the primary bedroom suite, complete with a walk-in closet outfitted with custom built in shelving. The second bedroom offers a wall to wall closet for ample storage. Both bathrooms have been impeccably updated with designer tilework, upgraded vanities, and gorgeous finishes including a soaking tub ideal for unwinding after a long day.

This home has been completely remodeled, including all new interior doors and hardware, sinks, light fixtures, fans, commodes, vanities, recessed lighting throughout, luxury flooring, closet systems and shelving, an updated water heater in 2023, and a 2018 HVAC system that is on an active maintenance plan. Energy efficient hurricane impact windows and sliders with window treatments provide privacy, protection, and peace of mind. Custom wood and tile detailing throughout adds warmth, character, and designer style to every space.

The Sutton Place community offers unparalleled amenities including a private beach club exclusively for residents, two sparkling community pools (one recently resurfaced), an onsite marina with boat slips for only $300 annually, a clubhouse, kayak storage, and beautifully maintained grounds. Your assigned covered parking space is located directly in front of the unit for added convenience.

The community has recently undergone significant updates, including new paint, new roofs, a resurfaced pool, passed milestone inspection with a full 10-year certification and best of all, all assessments have been paid in full by the seller.

Ideally located just minutes away from the world famous St. Armands Circle, this condo places you at the center of everything award-winning dining, boutique shopping, entertainment, pristine Gulf beaches, and everything Sarasota and Longboat Key provides.

Whether you’re looking for a full time residence, vacation getaway, or a highly desirable investment property, this home checks every box.

Location, luxury, lifestyle this one truly has it all. Schedule your private showing today and experience the dream of coastal living.

There were no water damage/hurricane damage during the last two hurricanes.

LONGBOAT KEY

605 SUTTON PLACE 101

2 Beds

2 Baths

1,148 Sq.Ft.

$619,000

MLS#: P4935568

1 ... 13 14 15 16 17 ... 28

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 $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

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

Accessibility Menu

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

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here