14

Longboat Key, FL Condos under $500,000

Section Image
  • /75

    $485,000

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    4380 Exeter Dr Unit 304, Longboat Key, FL 34228

    Experience the best of waterfront living on beautiful Longboat Key! This light-filled, meticulously maintained 2-bedroom, 2-bath condo offers sweeping views of the harbor on Sarasota Bay, creating a serene backdrop for your beach to bay life style. Located in the sought-after Longboat Harbour community, this residence features an open floor plan, an updated kitchen with modern appliances,

    Brett Keyser, Jr RE/MAX ALLIANCE GROUP

    4380 Exeter Dr Unit 304, Longboat Key, FL 34228
  • /40

    $465,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4310 Falmouth Dr Unit 305, Longboat Key, FL 34228

    Welcome to your dream escape at Longboat Harbour, where breathtaking views of Sarasota Bay and the Intercoastal Waterway await you. Picture yourself stepping outside to enjoy deeded beach access and the convenience of first-come, first-serve boat docks, all within a vibrant community that feels like a vacation every day. In this serene oasis, you can unwind and soak in the beauty of nature,

    Thomas Netzel PREMIER SOTHEBYS INTL REALTY

    4310 Falmouth Dr Unit 305, Longboat Key, FL 34228
  • /44

    $460,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4310 Falmouth Dr Unit 304, Longboat Key, FL 34228

    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

    Rachel Rademacher HOUSE MATCH

    4310 Falmouth Dr Unit 304, Longboat Key, FL 34228
  • /31

    $499,000

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft

    250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

    First floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course now available to rent out or enjoy for your own vacation getaway with no hotel program restrictions on owner time. There is an expanded deck in addition to the covered terrace, which is perfect for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
  • /78

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228

    Light and bright, and MOVE-IN READY! Turnkey furnished, Just bring your Flip Flops! Kitchen gutted to studs, totally updated. Tile floors, lots of closet space throughout. Updated baths, enclosed lanai with tile floors and electric shades overlooks lovely water view. Lovely updated décor. Furnishings are negotiable. Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, fitness

    Michael Yawitz MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
  • /57

    $499,000 Open Sun 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    OUTSTANDING PRICE IMPROVEMENT OFFERED BY MOTIVATED SELLERS! This private bayfront condo has gorgeous views of a protected mangrove preserve and Sarasota Bay. The spacious two bed two bath home boasts a flow through open floor plan with abundant light supplied by floor to ceiling windows with peaceful water views from both the living room and expansive Florida Room. Watch the sunrise as pelicans

    Marcela Terrell COLDWELL BANKER REALTY

    4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /43

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    4330 Falmouth Dr Unit 108, Longboat Key, FL 34228

    OMG! Priced $45,000 under certified appraisal amount. Extra Extra and Extra. That is what you get with this home. Extra big, Extra light and Extra convenient. Bottom floor, End unit, deeded covered parking just outside your door, views of the bay and canal, right next to the pool. This end unit is larger than interior units and has more of a home feeling than a unit feeling. With plentiful back

    Dan Feuser PREFERRED SHORE LLC

    4330 Falmouth Dr Unit 108, Longboat Key, FL 34228
  • /74

    $459,000

    • 1 Bed
    • 1.5 Baths
    • 1,094 Sq Ft

    2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228

    PRICE ADJUSTMENT on this very special loft style condominium with 1 bedroom and 1.5 baths with a unique contemporary flair, coming furnished with some exclusions. Beautiful tile flooring throughout the main living area and designer carpeting on the stairs and bedroom. The stainless steel appliances and air conditioner are all new. Located on Longboat Key in the lovely Seaplace community which has

    Sandra Endres COLDWELL BANKER REALTY

    2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228
  • /44

    $429,000

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    565 Sutton Place, Longboat Key, FL 34228

    Escape to Paradise – Rarely Available Villa on Longboat Key. Welcome to your private coastal sanctuary in one of Longboat Key’s most sought-after Gulf-to-Bay communities. This rarely available 2bedroom, 2bath villa exudes the charm of a single family home with all the ease and convenience of maintenance-free living. Inside, be captivated by the bright, open layout where a thoughtfully designed

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    565 Sutton Place, Longboat Key, FL 34228
  • /41

    $410,000 Open Sat 12PM - 4PM

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    Here is your chance to 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

    David McHugh COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • /53

    $429,000 Open Sat 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 812 Sq Ft

    600 Sutton Place Unit 101, Longboat Key, FL 34228

    Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space. The remodeled kitchen boasts

    Jill Baldwin KW PEACE RIVER PARTNERS

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • /55

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    534 Sutton Place, Longboat Key, FL 34228

    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

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    534 Sutton Place, Longboat Key, FL 34228
  • /88

    $407,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4310 Falmouth Dr Unit 104, Longboat Key, FL 34228

    SPECTACULAR FULL SARASOTA BAY VIEW. Well-maintained, Move-In Ready one bedroom in a 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 birds shows. The community is boater friendly with boat slips that will accommodate a sailboat or power boat up to 34 ft

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4310 Falmouth Dr Unit 104, Longboat Key, FL 34228
  • /20

    $489,000

    • 2 Beds
    • 1 Bath
    • 695 Sq Ft

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    This beautiful corner unit is in excellent condition and has not experienced any storm damage, offering peace of mind for potential buyers. Additionally, being a two-story complex, association will not incur unexpected costs from new Milestone inspections providing buyers with one of the lowest quarterly fees on the island. Located just across the street from the turquoise, uncrowded public

    Edward Campbell MICHAEL SAUNDERS & COMPANY

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
How to Buy a Home How to Finance a Home How to Sell a Home