309

Longboat Key, FL Homes for Sale with Pool

Section Image
  • 4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228
    /30

    $649,900

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228

    Imagine the serene sands of the Gulf, just steps away, offering the ideal blend of luxury and opportunity with rental income while you're away. An on-site rental office ensures seamless bookings for your beautifully renovated condominium with new A/C at Casa Del Mar. You and your guests will relish the gulf-front pool, tennis courts with pickleball, grilling area and picnic tables, all while

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    /41

    $1,295,000

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1241 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

    Live the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfront location with direct access to the white sand beaches only found along the aquamarine waters of the Gulf Coast. This exceptional, beautifully Thomas Moser furnished, 2-bedroom, 2.5-bathroom split plan features spacious en-suite bedrooms with privacy, 10-foot ceilings, floor-to-ceiling hotel-quality

    Ryan Ackerman COLDWELL BANKER REALTY

    1241 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /24

    $160,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    Unlisted Address

    The community of Gulfshore of Longboat Key, Inc. offers it all. It is one of the best kept secrets on Longboat. It has approximately 450 feet of frontage on the Gulf of Mexico, a marina on Sarasota Bay, with new pilings and docks being constructed, a large community pool, fabulous club house and more. It is truly a unique example of “Old Florida”. This unit was damaged with the 2024 hurricanes.

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    Unlisted Address
  • 836 Evergreen Way Unit 836, Longboat Key, FL 34228
    836 Evergreen Way Unit 836, Longboat Key, FL 34228
    836 Evergreen Way Unit 836, Longboat Key, FL 34228
    /51

    $1,100,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,813 Sq Ft

    836 Evergreen Way Unit 836, Longboat Key, FL 34228

    A condo that lives like a single-family home. Introducing a Cedars East double unit offering the space and privacy of a single-family home with the convenience of condo living. Elevated among the treetops on the Bay side of the island, the home enjoys partial Sarasota Bay views and exceptional access to the water perfect for launching a kayak, fishing, enjoying the tide pools. This premier tennis

    Eileen Saunders MICHAEL SAUNDERS & COMPANY

    836 Evergreen Way Unit 836, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228
    /100

    $1,075,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228

    Rarely available and beautifully renovated 11th floor Penthouse with breathtaking Gulf, Sunset and Bay views and ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the luxurious St. Regis Resort. This island gem has brought many years of joy to the Seller based on its perfect South LBK beachside location and all it's resort style amenities. The sleek

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228
  • 4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /53

    $725,000

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

    4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Wake up to shimmering Bay views and peaceful marina life in this updated, turnkey furnished, 2-bed, 2-bath Longboat Key retreat on 26 bayfront acres, with half a mile of walking trails along the Bay. Pre-closing possession possible so you can begin your Longboat Key season on January 1, 2026. This 1,312 sq ft residence features an open coastal layout, a bright remodeled kitchen with quartz

    Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • 545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
    /58

    $2,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228

    This residence offers an unparalleled luxury living experience within The Sanctuary, a secure, premiere beachfront community located behind the gates of the Longboat Key Club on south Longboat Key. Whether you are looking for a peaceful retreat or a permanent residence, this beachfront paradise has it all. Recently and completely renovated, this south-east corner location provides massive views

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
  • 311 Firehouse Ct, Longboat Key, FL 34228
    311 Firehouse Ct, Longboat Key, FL 34228
    311 Firehouse Ct, Longboat Key, FL 34228
    /81

    $2,799,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,352 Sq Ft

    311 Firehouse Ct, Longboat Key, FL 34228

    This is what living on the West Coast of Florida is all about. Elevated and elegantly designed, this custom home sits west of Gulf of Mexico Drive in the sought-after Conrad Beach community on Longboat Key. Surrounded by lush tropical landscaping with accent lighting, this residence combines timeless coastal charm with thoughtful modern updates. Inside, the open floor plan showcases a gourmet

    Kathy Harman MICHAEL SAUNDERS & COMPANY

    311 Firehouse Ct, Longboat Key, FL 34228
  • 1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    /60

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

    The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • 6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    /32

    $387,561

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228

    ...shortstories " all the buildings look alike...the photo in picture is of whitney beach condo building ..... Welcome to your private waterfront getaway. This beautifully renovated first floor residence offers tranquil Bay views, easy Bay access and your own boat dock---perfect for boating enthusuasts. Enjoy peaceful water views from the living room and entertainer's kitchen, thoughtfully

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
  • 711 Russell St, Longboat Key, FL 34228
    711 Russell St, Longboat Key, FL 34228
    711 Russell St, Longboat Key, FL 34228
    /60

    $975,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    711 Russell St, Longboat Key, FL 34228

    This premier lot and midcentury property, with one of the nicest pools in the area, is ready for its next visionary owner seeking the best of island living on beautiful Longboat Key. It's an ideal opportunity to renovate or build your dream home in the heart of the pedestrian and golf-cart friendly historic Longbeach Village with numerous waterfront restaurants and shops nearby. Located on

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    711 Russell St, Longboat Key, FL 34228
  • 68 Twin Shores Blvd, Longboat Key, FL 34228
    68 Twin Shores Blvd, Longboat Key, FL 34228
    68 Twin Shores Blvd, Longboat Key, FL 34228
    /24

    $100,000

    • 2 Beds
    • 1.5 Baths
    • 736 Sq Ft

    68 Twin Shores Blvd, Longboat Key, FL 34228

    Here’s your chance to own a true slice of Longboat Key paradise at an unbeatable price. This property in the beloved Twin Shores Beach & Marina community experienced hurricane damage and is being sold as-is, offering the perfect opportunity for a remodel or new design to suit your vision. The value here is in the land and location, just steps from both the Gulf of Mexico and Sarasota Bay. Twin

    Alexis Claire FATHOM REALTY FL LLC

    68 Twin Shores Blvd, Longboat Key, FL 34228
  • 1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    /20

    $1,275,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. With a direct Gulf view, and a gentle walk to the

    Tom Aposporos DUNCAN REAL ESTATE, INC.

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • 5924 Gulf of Mexico Dr, Longboat Key, FL 34228
    5924 Gulf of Mexico Dr, Longboat Key, FL 34228
    5924 Gulf of Mexico Dr, Longboat Key, FL 34228
    /46

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft

    5924 Gulf of Mexico Dr, Longboat Key, FL 34228

    Sought after mid-key cottage home with DEEDED BEACH ACCESS on the barrier island of Longboat Key. Entering the home, you are greeted by terrazzo floors, wood beam ceilings and a tile accented gas fireplace in the large living room. An additional room overlooking screened in pool can be used as an office, exercise room or extra space for guests. Newly renovated kitchen with wood cabinets, quartz

    John Donato JOHN DONATO REAL ESTATE INC

    5924 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 2185 Gulf of Mexico Dr Unit 243, Longboat Key, FL 34228
    2185 Gulf of Mexico Dr Unit 243, Longboat Key, FL 34228
    2185 Gulf of Mexico Dr Unit 243, Longboat Key, FL 34228
    /41

    $2,400,000

    • 3 Beds
    • 3 Baths
    • 2,445 Sq Ft

    2185 Gulf of Mexico Dr Unit 243, Longboat Key, FL 34228

    Experience the pinnacle of island living in this exquisite 3-bedroom, 3-bath penthouse at Villa di Lancia, a prestigious Gulf-front enclave on Longboat Key. One of only 38 residences in this gated, resort-style community, this rare offering boasts a 195 sq ft balcony with sweeping Gulf views—plus glimpses of Sarasota Bay and the downtown skyline. Meticulously maintained by the original owner and

    Bev Murray BERKSHIRE HATHAWAY HOMESERVICE

    2185 Gulf of Mexico Dr Unit 243, Longboat Key, FL 34228
  • 1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
    /34

    $729,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228

    Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush

    Ryan Ackerman COLDWELL BANKER REALTY

    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
  • 738 El Centro, Longboat Key, FL 34228
    738 El Centro, Longboat Key, FL 34228
    738 El Centro, Longboat Key, FL 34228
    /39

    $329,000

    • 2 Beds
    • 2 Baths
    • 1,299 Sq Ft

    738 El Centro, Longboat Key, FL 34228

    Calling all boaters, investors, paradise seekers and people who are looking for incredible value. Welcome to this newly rebuilt home with soft neutral colors and tastefully selected appointments. There is great use of space with an open floor plan, office nook, den/flex room and two spacious bedrooms. This waterfront boating community with deeded beach access, and a lovely community pool

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    738 El Centro, Longboat Key, FL 34228
  • 2020 Harbourside Dr Unit 424, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 424, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 424, Longboat Key, FL 34228
    /33

    $1,299,999

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

    2020 Harbourside Dr Unit 424, Longboat Key, FL 34228

    Welcome to 2,400+ square feet of refined living with breathtaking panoramic bay views. This residence offers an expansive open floor plan that includes two primary suites in a split configuration, ensuring privacy and comfort with a 3rd guest bedroom. With three full baths, three versatile entertaining areas, this home is ideal for hosting and relaxation and designed for those who seek both

    Claudia Pereira-Sanchez GULF SHORES REALTY

    2020 Harbourside Dr Unit 424, Longboat Key, FL 34228
  • 5757 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
    5757 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
    5757 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
    /31

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,561 Sq Ft

    5757 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228

    Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf of Mexico. Beautifully done ground level walkout with stunning Garden and Gulf Views. Welcome to the serene community of The Shore on Longboat Key. Nearly every detail of this stunning condo has been meticulously upgraded with high-end materials and exceptional design. The

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    5757 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
  • 1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228
    1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228
    1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228
    /60

    $479,000

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

    1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228

    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

    1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228
    /31

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Front-row Gulf views and beachfront living set this 2BR/2BA residence apart at the Islander Club of Longboat Key. With over 1,235 sq. ft. of light-filled space set just above the sand, savor sweeping vistas of the shoreline and SPECTACULAR SUNSETS over the Gulf. White tile floors and neutral tones throughout create a sense of openness that draws

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    /19

    $295,000

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft

    3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

    Discover coastal living at its finest with this charming condominium located on Gulf of Mexico Dr, Longboat Key. This residence offers stunning ocean views and easy access to beautiful beaches. The open-concept layout features modern finishes, a spacious living area, and a well-appointed kitchen. Enjoy relaxing on the private balcony overlooking the serene surroundings. The community amenities

    Steven Koleno BEYCOME OF FLORIDA LLC

    3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
    /54

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228

    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

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
  • 670 Old Compass Rd, Longboat Key, FL 34228
    670 Old Compass Rd, Longboat Key, FL 34228
    670 Old Compass Rd, Longboat Key, FL 34228
    /78

    $4,925,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,022 Sq Ft

    670 Old Compass Rd, Longboat Key, FL 34228

    Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the

    Reid Murphy DEVELOPERS REALTY LBK, INC

    670 Old Compass Rd, Longboat Key, FL 34228
  • 3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
    /30

    $249,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228

    JUST STEPS FROM THE BEACH and FULLY FURNISHED! Discover this exceptional property located just one block from the shoreline. This charming one-bedroom, one-bath residence offers a spacious OPEN-CONCEPT living area and direct PRIVATE BEACH ACCESS. Perfectly positioned for easy access to GULF OF AMERICA, watch the sunrise over the bay and sunset over the ocean. Enjoy resort-style amenities in this

    Ruth Santana SANTANA AND COMPANY REAL ESTATE

    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
  • 3151 Bayou Sound, Longboat Key, FL 34228
    3151 Bayou Sound, Longboat Key, FL 34228
    3151 Bayou Sound, Longboat Key, FL 34228
    /69

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,263 Sq Ft

    3151 Bayou Sound, Longboat Key, FL 34228

    Coastal elegance meets island living in Bay Isles Bayou on Longboat Key. Nestled within this 24-hour guard-gated community, this stunning canal-front home offers the ultimate waterfront lifestyle with 86 feet of serene frontage, where manatees glide by and tropical breezes fill the air. Set on over 1⁄4 acre of lush, sun-drenched paradise, this home is designed for effortless indoor-outdoor

    Ryan Heers COLDWELL BANKER REALTY

    3151 Bayou Sound, Longboat Key, FL 34228
  • 667 El Centro, Longboat Key, FL 34228
    667 El Centro, Longboat Key, FL 34228
    667 El Centro, Longboat Key, FL 34228
    /41

    $380,000

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft

    667 El Centro, Longboat Key, FL 34228

    Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner has contracted with the community contractor. has paid related assessment and work is

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    667 El Centro, Longboat Key, FL 34228
  • 3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228
    3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228
    3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228
    /49

    $1,595,000

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

    3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228

    Enjoy elevated island living in this beautiful residence in coveted Building 4 at Grand Bay on Longboat Key, offering sweeping east-to-west views across the Harbourside Golf Course, marina, Sarasota Bay, and downtown skyline. Recently updated and beautifully furnished, this move-in-ready home delivers a rare combination of space, scenery, and resort-style amenities in one of Longboat Key’s

    Roger Pettingell COLDWELL BANKER REALTY

    3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228
  • 210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
    210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
    210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
    /36

    $1,175,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    210 Sands Point Rd Unit 2405, Longboat Key, FL 34228

    Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated

    Bruce Myer COLDWELL BANKER REALTY

    210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
  • 3810 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    /61

    $358,000

    • 1 Bed
    • 1 Bath
    • 698 Sq Ft

    3810 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully reimagined coastal retreat in this beach-to-bay community, a bright and spacious one-bedroom, one-bath first-floor walk-out where everything is new, from the décor and finishes to the appliances and mechanicals. Every detail has been thoughtfully selected to create a fresh, elegant space that blends coastal

    Ellen Kirkegaard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3810 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • 651 Broadway St, Longboat Key, FL 34228
    651 Broadway St, Longboat Key, FL 34228
    651 Broadway St, Longboat Key, FL 34228
    /75

    $2,899,000

    • 4 Beds
    • 3 Baths
    • 3,320 Sq Ft

    651 Broadway St, Longboat Key, FL 34228

    Experience island living at its finest in this exquisite coastal retreat in the historic Village on Longboat Key. This home offers a refined blend of relaxed coastal charm and timeless sophistication throughout more than 3,300 heated square feet. The meticulously designed interior includes elegant crown molding, coffered ceilings, custom doors, impact windows and an elevator from the garage to

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    651 Broadway St, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    /99

    $6,650,000

    • 2 Beds
    • 2.5 Baths
    • 2,249 Sq Ft

    1591 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

    Experience spectacular Gulf of Mexico vistas from this direct west-facing and exceptionally private residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed water views, while the expansive living room provides the perfect setting for elegant entertaining. Step onto the sweeping 878-square-foot terrace—complete with a Wolf gas

    Lynn Morris MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
  • 6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
    /42

    $798,000

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft

    6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

    LARGE PRICE REDUCTION - COASTAL ELEGANCE ON LONGBOAT KEY - DIRECT GULF FRONT PROPERTY:Welcome to a rare opportunity to embrace the BEST of coastal living on Longboat Key. Perched along the pristine shoreline, this meticulously maintained condo offers uninterrupted Gulf of Mexico views—where you can wake up to the gentle sound of waves and witness sunsets that transform the sky into a vibrant

    Ed Taaffe WAGNER REALTY

    6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 6A, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 6A, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 6A, Longboat Key, FL 34228
    /42

    $1,675,000

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    2425 Gulf of Mexico Dr Unit 6A, Longboat Key, FL 34228

    This is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #6A, you're greeted by Direct and Unobstructed Gulf and beach views as far as the eye can see. Unit #6A has been extensively updated over the last few years, featuring an open kitchen with a huge island, updated

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 6A, Longboat Key, FL 34228
  • 3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    /31

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the bay from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience. This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a fitness

    Kathleen Magnus FLORIDA GALLERY REAL ESTATE

    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
  • 3070 Grand Bay Blvd Unit 632, Longboat Key, FL 34228
    3070 Grand Bay Blvd Unit 632, Longboat Key, FL 34228
    3070 Grand Bay Blvd Unit 632, Longboat Key, FL 34228
    /41

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    3070 Grand Bay Blvd Unit 632, Longboat Key, FL 34228

    Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enclave of Bay Isles. Located on the third living level of the four level over parking building 6, you will enjoy panoramic views of Sarasota Bay as you gaze out from your almost 400 foot wrap around terrace. This particular condo has been tastefully updated with new HVAC with

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    3070 Grand Bay Blvd Unit 632, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
    /41

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228

    Coastal Elegance on Longboat Key – Beachfront Living Redefined!Welcome to an extraordinary beachfront retreat where the serene rhythm of the Gulf meets refined island living. This beautifully appointed two-bedroom, two-bath residence offersbeautiful views of the common grounds, entrance and tennis courts.A rare gem among beachfront properties, this home boasts an expansive private

    Paul Bachmann PREFERRED SHORE LLC

    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit C204, Longboat Key, FL 34228
    415 L Ambiance Dr Unit C204, Longboat Key, FL 34228
    415 L Ambiance Dr Unit C204, Longboat Key, FL 34228
    /50

    $4,395,000

    • 3 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    415 L Ambiance Dr Unit C204, Longboat Key, FL 34228

    DIRECT BEACH FRONT WALKOUT !! Completely redone in 2024!!The west facing private terrace off the living room and master bedroom has the exclusive feature of a Gulf front terrace with a private staircase that leads directly to the sandy beach and azure waters of the Gulf of Mexico. This rarely available floor plan is a stunning residence with front and back terraces. The east private terrace

    Reid Murphy DEVELOPERS REALTY LBK, INC

    415 L Ambiance Dr Unit C204, Longboat Key, FL 34228
  • 847 Evergreen Way, Longboat Key, FL 34228
    847 Evergreen Way, Longboat Key, FL 34228
    847 Evergreen Way, Longboat Key, FL 34228
    /38

    $628,000

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    847 Evergreen Way, Longboat Key, FL 34228

    Income-Producing Coastal Gem – This TURNKEY FURNISHED 2BR/2.5BA townhome in the exclusive Cedars East Tennis Resort isn’t just a slice of paradise—it’s a proven performer. With $80,000 in past annual rental income and future bookings already secured, this property offers immediate cash flow and long-term upside. Inside, enjoy 1,440 sq ft of updated living space featuring a gourmet kitchen with

    Kiki Bowers COLDWELL BANKER REALTY

    847 Evergreen Way, Longboat Key, FL 34228
  • 4390 Exeter Dr Unit 305, Longboat Key, FL 34228
    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
    /78

    $370,000

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

    This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access,

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

Showing Results 121 - 160, Page 4 of 8

Florida Manatee County Longboat Key

Homes for Sale with Pool 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 309 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Longboat Key, FL and discover your ideal residence.

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