Longboat Key Properties for Sale

Vacant waterfront homesite in one of Longboat Key’s most sought-after communities, offering approximately 50 feet of dockage on what is known as “Longboat’s Widest Canal....

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 s...

Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of...

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the...

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat ...

The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is th...

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathr...

Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. This stunning new construction home at 592 Juan Anasco Dr off...

A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep...

WATERFRONT LONGBOAT KEY | PRIVATE DOCK | DIRECT INTRACOASTAL ACCESS | TURNKEY FURNISHED. Welcome to 713 Saint Judes Drive S #2, a beautifully renovated 2-bedroom, 2-bath ...

Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a ful...

Super city skyline views along with easy boat access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of O-dock. Club membership is not ...

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (no...

WHERE THE GULF TAKES CENTER STAGE. Imagine waking to sweeping views of the Gulf of Mexico, spending afternoons along a beautiful stretch of sandy shoreline, and ending ea...

This Pierre home is a must see and unlike anything else ever offered in the complex! Condo living at its finest in Longboat Key with amenities that include gated guarded ...

What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKE...

Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat K...

Discover the best of Longboat Key living in this beautifully renovated 2-bedroom, 2-bath first-floor villa in the sought-after Spanish Main Yacht Club. Offering 1,327 squ...

Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the cove...

Turnkey-Furnished Longboat Key Condo with Dock Access & Rental Potential. Discover effortless coastal living in this beautifully furnished turnkey condo on desirable Long...

It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here ...

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat sli...

Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move...

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis...

**SIMPLE. BEACH. LIVING.** Experience the best of Longboat Key's beachfront lifestyle, where the Gulf of Mexico is your backyard and spectacular sunsets are part of ev...

** FULLY FURNISHED TURN KEY AIR BNB!! WITH FURTURE BOOKINGS IN PLACE** You're purchasing fun and income with this truly rare homes, offering on one of Longboat Key’s most...

**No Longboat Key Club Membership is Required** Nestled in a beautifully protected marina on the exclusive Longboat Key. This premium 48x20-foot wet slip accommodates ves...

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between ...

Create your custom coastal retreat or bring the seller’s thoughtfully prepared plans to life at 561 Gulf Bay Road. This rare 9,990-square-foot vacant homesite is ideally ...

This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access po...

This spectacular waterfront pool home was just completed in 2026 and is built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired resi...

Go and Show. Stunning Gulf-Front Residence. $100,000 PRICE REDUCTION. Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromis...

Virtually Staged. Welcome to an extraordinary waterfront estate on coveted Longboat Key, where timeless coastal elegance meets world-class boating. Perfectly situated on ...

Stunning gulf views are the focal point of this raised level 1st floor condo located at the Bayport Beach & Tennis Club, two bedroom, two bath has an additional flex room...

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as ...

Recent price drop! Ready to sell! Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of the Gulf of Ameri...

Virtually Staged. Set within Grand Bay on Longboat Key, this renovated 3BR/3.5BA residence offers panoramic views of Sarasota Bay, the Harbourside golf course and the cit...

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet...

Discover the rare opportunity to create a legacy waterfront estate in the prestigious Harbor Section of Bay Isles, one of Longboat Key's most coveted boating communities....

Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front hom...

Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after 55+ community of Spanish Main Yacht Club! This n...

Experience the ultimate Longboat Key lifestyle in this beautifully renovated single-story villa located in the highly sought-after 55+ waterfront community of Spanish Mai...

Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence ...

Pre-Construction. To be built. Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can...

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboa...

Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated wi...

Discover this stunning cottage on Longboat key walk to the beach, restaurants. Completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach...

Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the gol...

"Create your ideal coastal retreat on the last available homesite in the peaceful and picturesque Conrad Beach enclave on Longboat Key. Just a 5-minute walk to the Gulf o...

Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attent...