121

Longboat Key, FL Homes for Sale with Acreage

Section Image
  • 2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
    /70

    $519,000

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft

    2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228

    Welcome to your slice of coastal heaven! This stunning 2-bedroom, 2-bath condo is perched on the 5th floor of the highly sought-after M-1 building at Seaplace, offering breathtaking, unobstructed views of the Gulf of Mexico and nightly sunsets that never disappoint.Whether you're looking for a savvy investment property, a relaxing second home, or the perfect vacation escape, this beautifully

    Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
  • 2045 Gulf of Mexico Dr Unit M1302, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1302, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1302, Longboat Key, FL 34228
    /53

    $549,000

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft

    2045 Gulf of Mexico Dr Unit M1302, Longboat Key, FL 34228

    What a great opportunity to own a beautifully updated, 2 bedroom/2bath condominium in the fabulous community of Seaplace located on Longboat Key. This residence is coming furnished and has a newly installed hurricane impact slider and window, located in a secure building on the 3rd floor. Seaplace is a unique community on 42 acres of land with oak, palm and flowering trees on the magnificent

    Sandra Endres COLDWELL BANKER REALTY

    2045 Gulf of Mexico Dr Unit M1302, Longboat Key, FL 34228
  • 603 Cedars Ct, Longboat Key, FL 34228
    603 Cedars Ct, Longboat Key, FL 34228
    603 Cedars Ct, Longboat Key, FL 34228
    /39

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    603 Cedars Ct, Longboat Key, FL 34228

    Wonderful opportunity is now yours! Welcome to 603 Cedars Ct, a lovely and very well kept townhome in the vibrant fitness and tennis community of Cedars East, ideally located between Sarasota Bay and the Gulf of Mexico on picturesque Longboat Key - just a short stroll to the island's sugary white sand beaches, and tranquil turquoise waters.This turnkey furnished, three-level townhouse offers a

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    603 Cedars Ct, Longboat Key, FL 34228
  • 4621 Gulf of Mexico Dr Unit 2F, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 2F, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 2F, Longboat Key, FL 34228
    /29

    $699,000

    • 2 Beds
    • 2 Baths
    • 756 Sq Ft

    4621 Gulf of Mexico Dr Unit 2F, Longboat Key, FL 34228

    Imagine a clean slate, an unrenovated unit waiting for your imagination to take hold. Damages occurred during the recent storms and now the remediation has been completed. 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

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4621 Gulf of Mexico Dr Unit 2F, Longboat Key, FL 34228
  • 3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    /41

    $699,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228

    Welcome to your completely renovated retreat, ready for you to enjoy the coveted Longboat Key lifestyle. This bright and airy corner condo features stunning water views of Crane's Bayou, Buttonwood Harbor, and Sarasota Bay, all while flooding the living spaces with natural light.The designer kitchen showcases elegant quartz countertops, bright and serene living room, complemented by two spacious

    Mimi Kruk MICHAEL SAUNDERS & COMPANY

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
  • 4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228
    4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228
    4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228
    /74

    $569,900 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,084 Sq Ft

    4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228

    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

    4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit K506, Longboat Key, FL 34228
    435 L Ambiance Dr Unit K506, Longboat Key, FL 34228
    435 L Ambiance Dr Unit K506, Longboat Key, FL 34228
    /50

    $3,299,000

    • 2 Beds
    • 3.5 Baths
    • 2,820 Sq Ft

    435 L Ambiance Dr Unit K506, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Sweeping Gulf, bay, and spectacular city skyline views set the stage for this elegant fifth-floor retreat at L’Ambiance, one of Longboat Key’s most esteemed beachfront communities. Poised along the pristine shoreline and offering nearly 3,000 square feet of refined interiors, this residence delivers both sunrise and sunset splendor from two

    Roger Pettingell COLDWELL BANKER REALTY

    435 L Ambiance Dr Unit K506, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
    /28

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228

    Priced to sell! Discover the perfect blend of comfort and coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, ideally situated steps away from the pristine sands of the Gulf of Mexico. This luxurious Long Boat Key condo comes completely furnished and features an open-concept design with a fully equipped kitchen, ideal for both relaxation and entertaining. This

    Michael Fyvie KW COASTAL LIVING II

    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
  • 1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
    1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
    1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
    /49

    $939,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

    Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this home features a neutral color palette and thoughtful design that enhances the natural beauty just outside. The kitchen offers classic white cabinetry with glass accents, granite countertops, stainless-steel appliances, and recessed lighting. A

    Bruce Myer COLDWELL BANKER REALTY

    1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
  • 565 Sutton Place, Longboat Key, FL 34228
    565 Sutton Place, Longboat Key, FL 34228
    565 Sutton Place, Longboat Key, FL 34228
    /44

    $349,000 Open Sun 1PM - 4PM

    • 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
  • 2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
    /45

    $1,695,000

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

    On the third floor of an exclusive beachfront condominium, this oceanfront residence on Longboat Key offers sweeping, unobstructed vistas of the Gulf of Mexico from every room. With sunlight beaming through walls of glass and the sound of gentle waves in the background, indulge in the pleasures of a coastal lifestyle. Ideally mid-island, this condominium is near Bay Isles Shoppes and within a

    Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
  • 4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /75

    $799,000 Open Sat 3PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    LOOK NO FURTHER! THIS IS IT! DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom including additional Queen size Murphy Bed/Guest Closet situated in the Florida room, two-bathroom condominium and instantly be captivated by the fusion of elegance and natural beauty. The sheer scale of

    Debby McCaig COLDWELL BANKER REALTY

    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
    /52

    $2,495,000

    • 2 Beds
    • 3 Baths
    • 2,655 Sq Ft

    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

    Welcome to The Water Club on Longboat Key, where refined Gulf-front living meets everyday comfort and effortless elegance. This ninth-floor residence delivers sweeping, unobstructed views from the Gulf of Mexico to Sarasota Bay. Spanning nearly 2,700 square feet, this three-bedroom (currently configured as two bedrooms plus den), three-bath home offers an ideal balance of indoor space and terrace

    Roger Pettingell COLDWELL BANKER REALTY

    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
  • 2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    /84

    $1,699,000

    • 3 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228

    BREATH TAKING SARASOTA BAY VIEWS….. Welcome to an extraordinary residence that lives like a single-family home, offering unparalleled, unobstructed views of Sarasota Bay, the city skyline, and the lush fairways of the Longboat Key Club Harbourside Golf Course—all at an exceptional value. Nestled behind the 24-hour manned gates of the Longboat Key Club, this home enjoys a prime location close to

    Linda Weber COLDWELL BANKER REALTY

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
    /65

    $3,295,000

    • 3 Beds
    • 3.5 Baths
    • 2,880 Sq Ft

    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228

    Two-level penthouses at Tangerine Bay Club are a rare offering, and this south-facing corner residence elevates the standard. Recently reimagined with refined sophistication, this nearly 3,000-square-foot getaway captures breathtaking panoramic views of Sarasota Bay, the city skyline, and lush coastal mangroves. Perfectly situated to ensure ultimate privacy with two coveted terraces and peaceful

    Roger Pettingell COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228
    /57

    $674,500

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228

    Coastal Living Meets Investor's Dream with Resort-Style Amenities in this rarely available first floor Turnkey 2BR/3BR Condo by the Beach ( parking spot directly in front of the entrance door.) Step into the ultimate beachside retreat with this beautifully maintained 2 /3-bedroom, 2-bathroom condominium just steps from the shoreline. Whether you’re looking for a personal paradise or a

    Amy Jones COASTAL KEY REALTY LLC

    5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228
  • 675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    /79

    $4,195,000

    • 3 Beds
    • 3.5 Baths
    • 3,564 Sq Ft

    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228

    Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator

    Reid Murphy DEVELOPERS REALTY LBK, INC

    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    /64

    $3,295,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

    Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
  • 4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    /23

    $800,000

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft

    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228

    Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condo holds many happy family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted and professionally cleaned, with newly installed flooring.

    Toni Giliberti COLDWELL BANKER REALTY

    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    /41

    $399,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    Price Improvement!!! Now $399,900.Come 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

    David McHugh COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • 450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228
    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228
    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228
    /32

    $760,000

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft

    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228

    Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Longboat Key with NO storm damage under 800,000? Discover the ultimate island lifestyle in this END unit beautifully furnished condo located in the highly sought-after Bay Harbour community with a desired southern exposure. With LOWER maintenance fees and a PET-friendly policy, this condo is the perfect blend

    Mairead Smialek COLDWELL BANKER REALTY

    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228
  • 3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
    /87

    $2,000,000

    • 3 Beds
    • 3.5 Baths
    • 2,369 Sq Ft

    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228

    Welcome to the Grand Bay community of Bay Isles on Longboat Key – an exclusive, luxurious retreat that promises unparalleled views and resort-style living. Nestled in coveted Building III, this well-appointed condo is tucked away in seclusion against Sarasota Bay for stunning, unobstructed views east, and meandering Harbourside Golf Course vistas stretching west to the Gulf. With floor-to-ceiling

    Christina Pitchford, PA SUNCOAST HOMES & DREAMS

    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    /48

    $700,000

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228

    Gulf water views from back deck in this open concept 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis is A Perfect Longboat Key Retreat offers an expansive 1,484 SqFt of thoughtfully designed living space, this condo combines comfort, convenience, and a balcony help you unwind and enjoy the fresh coastal air. As a well-maintained residence (bran new HVAC 2025), this home offers a

    Amy Jones COASTAL KEY REALTY LLC

    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    /55

    $2,995,000

    • 3 Beds
    • 4 Baths
    • 3,054 Sq Ft

    1281 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

    Introducing an exceptional beachfront residence that redefines luxury living on Longboat Key, offering panoramic seventh-floor views that span from the Gulf of Mexico to Sarasota Bay. This beautifully furnished three-bedroom, four-bath retreat encompasses over 3,000 square feet under air and delivers an unparalleled coastal lifestyle. The expansive great room is elegant and versatile, featuring a

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
  • 605 Sutton Place Unit 401, Longboat Key, FL 34228
    605 Sutton Place Unit 401, Longboat Key, FL 34228
    605 Sutton Place Unit 401, Longboat Key, FL 34228
    /39

    $589,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    605 Sutton Place Unit 401, Longboat Key, FL 34228

    Welcome to your dream coastal retreat with AMAZING views. This beautifully remodeled top floor, end unit condo offers unparalleled views, luxury and comfort. Offered fully furnished. This premium unit features 2 spacious bedrooms, 2 modern bathrooms and elegant luxury vinyl flooring throughout. Step into a bright and open living space, where large sliding glass doors lead to an expansive

    Stacey Hart PREFERRED SHORE LLC

    605 Sutton Place Unit 401, Longboat Key, FL 34228
  • 4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    /69

    $595,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home.

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    /58

    $674,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228

    FULLY RENOVATED and NO STORM DAMAGE! This beauty is ready for a new owner! Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C

    Sheryl Vanduren MICHAEL SAUNDERS & COMPANY

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
  • 4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
    /29

    $475,000

    • 1 Bed
    • 1 Bath
    • 666 Sq Ft

    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228

    REDUCED PRICE!!! Great investor or seasonal rental property - This charming turnkey short-term vacation rental one bedroom with two queen size beds, one bath and a queen size sofa sleeper, living-dining combo is a beach side end unit. It comfortably accommodates six individuals for an enjoyable stay. Including a screened in porch, plantation shutters, a walk-in storage/closet and kitchen with

    George Sanchez EZ CHOICE REALTY

    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
  • 2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
    /60

    $1,650,000

    • 3 Beds
    • 3 Baths
    • 2,462 Sq Ft

    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228

    An incredible opportunity to own a rarly redone to the highest stanard condo. Now available sought after top floor three bedroom condo offering almost 2500, sq. ft. of living space. The special feature of this condo is the amazing unobstructed views of Sarasota Bay and downtown Sarasota plus views of the beach and the Gulf of Mexico from the kitchen. This very spacious Bay front condominium has

    Reid Murphy DEVELOPERS REALTY LBK, INC

    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
  • 1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    /56

    $825,000

    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    EXCITING NEW LOW PRICE! Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another 1,100 sq. ft. of screened lanai, storage and garage space, this resort home provides the ultimate in luxe living, comfort and convenience. Upon entering this home,

    Eileen Gillen COLDWELL BANKER REALTY

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • 2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
    /57

    $3,100,000

    • 3 Beds
    • 3.5 Baths
    • 3,382 Sq Ft

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

    A Waterfront Sanctuary Where Every Detail Feels Like Home and at a new price position.Step inside Unit 142 at Marina Bay, and you’ll instantly feel the difference. This is more than just a home—it’s a private retreat designed for comfort, luxury, and effortless coastal living.From the moment you arrive via your private elevator, you're greeted by breathtaking direct bay views and a sense of calm

    Monique Holston-Greene COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
  • 1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    /54

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

    This exceptional two-bedroom, two-bath penthouse is the only residence in Seaplace with no shared walls, offering unparalleled privacy and tranquility. Fully remodeled in 2019, the home features a designer kitchen with quartz countertops, custom cabinetry and premium appliances, seamlessly complemented by elegant soft grey laminate hardwood flooring throughout. A spacious lanai spans the length

    Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    /44

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228

    *No storm damage - Welcome to this upgraded and partially furnished 2-bedroom, 2-bathroom condo on the coveted third floor, where breathtaking Bay views greet you as soon as you step inside. Elegantly designed with a blend of contemporary style and timeless sophistication, the home features rich wood floors that flow throughout the spacious, open-concept living areas. Soft, neutral finishes and

    Anne Schneider COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
  • 2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    /62

    $4,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The

    Bruce Myer COLDWELL BANKER REALTY

    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • 3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
    /45

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228

    Located within the prestigious Grand Bay community, this bayfront Cayman residence captures breathtaking panoramas of Sarasota Bay, the lush Harbourside Golf Course, and the dynamic city skyline. Spanning over 2,500 square feet, this three-bedroom retreat is designed for effortless indoor-outdoor living, with floor-to-ceiling glass sliders that open to east- and west-facing terraces from nearly

    Roger Pettingell COLDWELL BANKER REALTY

    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
  • 655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228
    655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228
    655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228
    /63

    $4,395,000

    • 3 Beds
    • 3.5 Baths
    • 3,139 Sq Ft

    655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228

    Why choose between breathtaking beach views, serene golf course vistas, or the twinkling city lights when you can have them all? Welcome to Regent Place on Longboat Key, where this sixth-floor residence offers 270-degree panoramic views spanning the Gulf of Mexico, Sarasota Bay and downtown Sarasota. This 3,150-square-foot masterpiece features three bedrooms, 3.5 baths, and an incredible open

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228
  • 4310 Falmouth Dr Unit 304, Longboat Key, FL 34228
    4310 Falmouth Dr Unit 304, Longboat Key, FL 34228
    4310 Falmouth Dr Unit 304, Longboat Key, FL 34228
    /45

    $370,000 Open Sun 11AM - 2PM

    • 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
  • 340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    /33

    $2,395,000

    • 2 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    This direct bayfront luxury condo was gutted and remodeled completion taking place in 2024.The open concept living spaces are light and bright with level 5 finish on walls and ceilings incorporating modern design concepts on the baseboards and moldings.Highlights include LVT throughout, custom cabinetry, quartz counters, unique marble and mother-of-pearl mosaics, California Closet and LED

    Reid Murphy DEVELOPERS REALTY LBK, INC

    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • 2410 Harbourside Dr Unit 121, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 121, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 121, Longboat Key, FL 34228
    /66

    $2,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,825 Sq Ft

    2410 Harbourside Dr Unit 121, Longboat Key, FL 34228

    This exceptional 3-bedroom, 3.5-bathroom + family room residence, with 3,825 square feet of living space, is located within the gated Marina Bay community on Longboat Key, offering an ideal blend of privacy, comfort, and waterfront living. Arrive by private elevator into a welcoming foyer that opens to a spacious, light-filled layout. Wood floors and expansive glass walls frame stunning views of

    Bruce Myer COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 121, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 702, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 702, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 702, Longboat Key, FL 34228
    /53

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1211 Gulf of Mexico Dr Unit 702, Longboat Key, FL 34228

    Enjoy breathtaking 270-degree views from the gulf to the bay in this exceptionally furnished 2,100-square-foot residence. The deluxe primary suite boasts dual walk-in closets and a beautifully renovated en-suite bath. The guest suite features a queen-sized Murphy bed, en-suite bath and walk-in closet, while the den, thoughtfully designed as a third en-suite guest room, includes a queen Murphy

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1211 Gulf of Mexico Dr Unit 702, Longboat Key, FL 34228

Showing Results 41 - 80, Page 2 of 4

Florida Longboat Key

Homes for Sale with Acreage in Longboat Key, FL

How to Buy a Home How to Finance a Home How to Sell a Home

In Longboat Key, there are currently 121 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Longboat Key, FL offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Longboat Key and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group