Longboat Key, FL Homes for Sale under $500,000

Lovely, turnkey villa that is truly Martha Stewart–perfect, offering the coveted Bay-to-Beach lifestyle on Longboat Key. This pet-friendly, free-standing end-unit “ Villa” features an enclosed den/Florida room where you can relax and enjoy birds, lush greenery, and serene surroundings relax knowing the hurricane impact windows completely ensconce you to completely relax ...A spacious family room

Kathy Callahan MICHAEL SAUNDERS & COMPANY

Unmatched Intracoastal Views + Premium Upgrades + New Roof = Exceptional Value! The standout feature is a fully enclosed lanai with brand-New Hurricane-Impact sliding doors (2025) ,New HVAC system (2025-valued at $16,000), a New water heater(2025), Fresh interior paint, and new king-size bedding in the primary suite(2025). Combined with the in-kitchen washer & dryer and a bidet, this residence is

Malihe Karimi MICHAEL SAUNDERS & COMPANY

Embrace an extraordinary coastal lifestyle where fun water adventures fill your days and peaceful evening walks along the shore mark every sunset. Step outside your back door and onto the sand—the beach is quite literally your backyard! This Seaplace residence offers a rare opportunity to live just steps from the beach, right on the sparkling waters of the Gulf of Mexico. Located on the ground

Ryan Skrzypkowski COLDWELL BANKER REALTY

72 ft x 26 ft Boat Slip on L-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline from atop your flybridge. LBK Club membership is required. 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, Marina village that includes

Jennifer Wilson LBRE LLC

0.5 mi to Gulf beach access • Two heated pools & tennis courts • Gated Gulf-front communityWelcome to Seaplace, a premier Gulf-front condominium community along Longboat Key’s scenic Gulf of Mexico Drive. This two-bedroom, two-bath residence (Unit G4-308) combines coastal living and community amenities in one of Sarasota County’s most desirable barrier-island locations. The open-concept

Michael Renick MANGROVE REALTY ASSOCIATES

PRICED BELOW MARKET VALUE AT $499,000 ! Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower & 2nd bathroom with tub. Large, impact resistant

Maruta Miluns MICHAEL SAUNDERS & COMPANY

70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. This is a great slip with exceptional views of Sarasota Bay and the city skyline. Easy in/out boat access too. LBK Club membership is optional. 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, Marina village

Jennifer Wilson LBRE LLC

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the

George Sanchez EZ CHOICE REALTY

Welcome to Neptune on Longboat Key — a charming community where coastal comfort meets relaxed island living. This bright 2-bedroom, 1-bath residence features tile flooring throughout, a full kitchen with quality appliances, and a beautifully tiled bath. The open living and dining area leads to a screened lanai surrounded by lush tropical landscaping — the perfect spot to enjoy morning coffee and

Bruce Myer COLDWELL BANKER REALTY

Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements include

Michael Renick MANGROVE REALTY ASSOCIATES

A perfect coastal retreat located in Seaplace, one of Longboat Keys most desirable beachfront communities. A light and bright 2 bedroom, 1 plus bath, 5th floor condo with a beautiful Bay view. (the photos of the view just do not do it justice!) An exceptional location in the highly sought-after Gulf-front M1 building means you can have your toes in the sand in mere moments. It is beautifully

JoDene Moneuse MICHAEL SAUNDERS & COMPANY

Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach access on the Gulf side. Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a

Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning

Bruce Myer COLDWELL BANKER REALTY

A serene Cedars East retreat perfectly positioned for resort-style living. This thoughtfully designed duplex-style condo places you just steps away from the community's tennis courts, heated pool, clubhouse, restaurant, and Tiki Bar, offering the ultimate convenience in one of Longboat Key's most active and renowned bayside tennis communities. The bright main living level features an open

Eileen Saunders MICHAEL SAUNDERS & COMPANY

LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and

Debby McCaig COLDWELL BANKER REALTY

PRICE ADJUSTMENT: This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of Seaplace which is located on 42 acres of land right on the azure waters of the Gulf of America. This beautifully updated 2bedroom/1bath condominium with separate dressing area and sink. It's coming furnished for your convenience with stainless steel appliances in the kitchen.

Sandra Endres COLDWELL BANKER REALTY

Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation

Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

HIGHLY SOUGHT AFTER 4370 BUILDING WITH SUNSET VIEWS OVER THE GULF OF MEXICO AND SUNRISE VIEWS OVER THE MARINA! UPDATED TURNKEY FURNISHED 2ND FLOOR UNIT CLOSE TO ELEVATOR AND NO FLOODING. Longboat Harbour is one of the best gated BEACH TO BAY complexes on Longboat Key offering a MARINA WITH DEEP SAILBOAT WATER and DEEDED BEACH ACCESS PAVILION. NEW KITCHEN with stainless steel appliances and

Tammy Mast MICHAEL SAUNDERS & COMPANY