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

Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacy and peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in April

Alie Espinoza EATON REALTY

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

Spectacular Intracoastal Water Views – Your Blank Canvas Awaits! Welcome to this one-of-a-kind condo offering breathtaking Intracoastal water views from every room. Recent upgrades include fresh paint (April 2025), a new king-size mattress and box spring, brand-new hurricane-impact sliding doors, and a new A/C unit — giving you a solid foundation to design and renovate the rest of the space to

Malihe Karimi MICHAEL SAUNDERS & COMPANY

PENTHOUSE UNIT!! DEEDED BEACH ACCESS DIRECTLY ACROSS THE STREET!! New roof 2025! Top-floor, end-unit living with sparkling water views and everyday coastal ease. This light-filled 2-bed/2-bath residence opens with a reimagined, wall-removed kitchen that flows into the living area—finished with wood-look tile throughout and sleek quartz counters—so the view is the star from the moment you walk in.

Andrew Reese COLDWELL BANKER SUNSTAR REALTY

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

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

Offers 1% lender credit at closing. Seller is offering $10,000 toward closing costs or prepaids, plus a $1,000 bonus to the buyer’s agent with a full-price offer—an exceptional opportunity you don’t want to miss! Discover coastal living at its finest in this beautifully furnished 2-bedroom, 2-bath condo featuring a recently remodeled kitchen, new carpet, and modern electric shades. This bright

Jennifer Kenna EXP REALTY, LLC

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

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

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

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

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

Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in this charming Gulf-to-Bay community. Recently completely updated including impact resistant sliding doors, this lovely hideaway offers nearly 1000 sq. ft. of remodeled living space in peaceful tropical surroundings. Nature lovers will be delighted with the everchanging sunrise

Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

Furnished Seaplace residence • New hurricane-rated windows & lanai door • Gated Gulf-front community Enjoy the relaxed coastal lifestyle of Seaplace, a premier gated Gulf-front community along Longboat Key’s scenic Gulf of Mexico Drive. This furnished two-bedroom, two-bath condominium (Unit G5-304) features recent upgrades including new hurricane-rated impact windows and a new lanai sliding door,

Michael Renick MANGROVE REALTY ASSOCIATES

Imagine living with these breathtaking water views from the early morning magnificent sunrises to the afternoons with Manatees and Dolphins swimming by your own slice of paradise. Untouched by the recent storms, this one bedroom one bath unit is one the most affordable options on Longboat Key. Tastefully decorated and fully furnished with Luxury Vinyl Laminate floors, Impact Sliders and Windows,

Sean Clark MICHAEL SAUNDERS & COMPANY

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

This well-appointed, fully furnished, two-bedroom, two-bath Portobello residence is so close with deeded access to Longboat Key's 10-mile beach. This impeccably maintained convenient ground-level home is in pristine condition, and a spaciously designed, coastal-inspired interior creates feelings of tranquility and hospitality. The primary living space enjoys abundant natural light from sliding

Walter Hackett PREMIER SOTHEBY'S INTERNATIONAL REALTY

Picture yourself enjoying the beach without a care — the sellers are even covering your first year of HOA fees! Start your coastal lifestyle with ease and peace of mind. PARADISE AWAITS! Wake up to breathtaking sunrise views from your private lanai and unwind with sunsets on a pristine Gulf-front beach just steps away at Seaplace on Longboat Key, FL! MOTIVATED SELLER – MOVE-IN READY LONGBOAT KEY

Leighton Allenby REALTY ONE GROUP MVP

Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton. The HOA will cover

Simone Schaerf 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