304

Newest Homes for Sale in Longboat Key, FL

Section Image Section Image
  • 4370 Chatham Dr Unit 304, Longboat Key, FL 34228
    4370 Chatham Dr Unit 304, Longboat Key, FL 34228
    4370 Chatham Dr Unit 304, Longboat Key, FL 34228
    /52

    $499,000

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

    4370 Chatham Dr Unit 304, Longboat Key, FL 34228

    Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special

    Agent Photo

    Kevin Tai

    PREFERRED SHORE LLC

    4370 Chatham Dr Unit 304, Longboat Key, FL 34228
  • 560 Chipping Ln, Longboat Key, FL 34228
    560 Chipping Ln, Longboat Key, FL 34228
    560 Chipping Ln, Longboat Key, FL 34228
    /37

    $3,999,990

    Open Sun 1PM - 4PM
    • 5 Beds
    • 5 Baths
    • 4,315 Sq Ft

    560 Chipping Ln, Longboat Key, FL 34228

    Exceptional waterfront living meets serious Longboat Key boating in this beautifully updated 4300 sf residence in Country Club Shores. Expansive water views, flexible living spaces and deeded beach access create a home designed for the Florida lifestyle. From the moment you enter, the water takes center stage and you know you're home. Generous living and dining spaces give the interior a

    Monica Verinder COLDWELL BANKER REALTY

    560 Chipping Ln, Longboat Key, FL 34228
  • 729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    /44

    $525,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

    Beautifully renovated waterfront unit at 729 St. Jude’s Way with gorgeous water views and a boat dock, plus easy access to the Intracoastal Waterway. Renovated from top to bottom, this move-in-ready home features all-new flooring, a beautifully updated kitchen and bathroom, and brand-new appliances. Ideally located near a variety of restaurants, beautiful beaches, downtown Sarasota, and Anna

    Agent Photo

    Esther Eti Farber

    KW COASTAL LIVING III

    729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
  • 1075 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    1075 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    1075 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /60

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    1075 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and a deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a

    Bruce Myer COLDWELL BANKER REALTY

    1075 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • 4750 Gulf of Mexico Dr Unit Villa 8, Longboat Key, FL 34228
    4750 Gulf of Mexico Dr Unit Villa 8, Longboat Key, FL 34228
    4750 Gulf of Mexico Dr Unit Villa 8, Longboat Key, FL 34228
    /76

    $680,000

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    4750 Gulf of Mexico Dr Unit Villa 8, Longboat Key, FL 34228

    THE BAY! THE GULF! THE BEST OF BOTH! Imagine a place where every day begins with the peaceful beauty of Longboat Key's sparkling bay and ends beneath the breathtaking colors of a Gulf Coast sunset. Perfectly positioned between both shores, this beautifully updated 3-bedroom, 2-bath end-unit villa offers the rare opportunity to experience the very best of island living from one exceptional

    Debby McCaig COLDWELL BANKER REALTY

    4750 Gulf of Mexico Dr Unit Villa 8, Longboat Key, FL 34228
  • 4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
    /69

    $799,999

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

    4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228

    Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances,

    Paulina Vasiliev VRI HOMES

    4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
  • 3530 Mistletoe Ln, Longboat Key, FL 34228
    3530 Mistletoe Ln, Longboat Key, FL 34228
    3530 Mistletoe Ln, Longboat Key, FL 34228
    /55

    $2,675,000

    • 4 Beds
    • 3.5 Baths
    • 3,102 Sq Ft

    3530 Mistletoe Ln, Longboat Key, FL 34228

    Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open

    Roger Pettingell COLDWELL BANKER REALTY

    3530 Mistletoe Ln, Longboat Key, FL 34228
  • 4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    /61

    $595,000

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

    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases

    Paulina Vasiliev VRI HOMES

    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • 6801 Longboat Dr S, Longboat Key, FL 34228
    6801 Longboat Dr S, Longboat Key, FL 34228
    6801 Longboat Dr S, Longboat Key, FL 34228
    /26

    $995,000

    • Land
    • 7,840 Sq Ft
    • $5,527,778 per Acre

    6801 Longboat Dr S, Longboat Key, FL 34228

    Build your dream waterfront home in the heart of Longboat Key's charming Historic Village. This offering consists of an approximately 7,730-square-foot newly created waterfront lot with approximately 190 feet of water frontage. Recently cleared and ready for your vision, the property provides an exceptional canvas for a custom coastal residence. Plans are available for a new seawall; please

    Annabelle Bennett BEACH HOUSE REAL ESTATE LLC

    6801 Longboat Dr S, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit I-12, Longboat Key, FL 34228
    2600 Harbourside Dr Unit I-12, Longboat Key, FL 34228
    2600 Harbourside Dr Unit I-12, Longboat Key, FL 34228
    /16

    $200,000

    2600 Harbourside Dr Unit I-12, Longboat Key, FL 34228

    The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is the only north-south pier in the marina; plenty of deep water and cool breezes. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit I-12, Longboat Key, FL 34228
  • 1075 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    1075 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    1075 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    /50

    $925,000

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

    1075 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered fully furnished, this coastal retreat features impact-glass windows and sliding glass doors, wood flooring throughout the living areas, and a fresh, contemporary aesthetic that makes it truly move-in ready. Whether you’re seeking a

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1075 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • 3453 Gulf of Mexico Dr Unit 200, Longboat Key, FL 34228
    3453 Gulf of Mexico Dr Unit 200, Longboat Key, FL 34228
    3453 Gulf of Mexico Dr Unit 200, Longboat Key, FL 34228
    /30

    $390,000

    • 1 Bed
    • 1 Bath
    • 876 Sq Ft

    3453 Gulf of Mexico Dr Unit 200, Longboat Key, FL 34228

    TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of

    Kelly Baldwin COLDWELL BANKER REALTY

    3453 Gulf of Mexico Dr Unit 200, Longboat Key, FL 34228
  • 500 Outrigger Ln, Longboat Key, FL 34228
    500 Outrigger Ln, Longboat Key, FL 34228
    500 Outrigger Ln, Longboat Key, FL 34228
    /22

    $2,250,000

    • Land
    • 17,424 Sq Ft
    • $5,625,000 per Acre

    500 Outrigger Ln, Longboat Key, FL 34228

    Vacant waterfront homesite in one of Longboat Key’s most sought-after communities, offering approximately 50 feet of dockage on what is known as “Longboat’s Widest Canal.” Deeded beach access provides the best of both worlds—boating from your backyard and the Gulf of Mexico just moments away.GEOTECH STUDY SAYS - "structure can be supported on conventional shallow foundation".Bring

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    500 Outrigger Ln, Longboat Key, FL 34228
  • 1906 Harbourside Dr Unit 303, Longboat Key, FL 34228
    1906 Harbourside Dr Unit 303, Longboat Key, FL 34228
    1906 Harbourside Dr Unit 303, Longboat Key, FL 34228
    /55

    $799,000

    Open Sun 1PM - 4PM
    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    1906 Harbourside Dr Unit 303, Longboat Key, FL 34228

    Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry,

    Bruce Myer COLDWELL BANKER REALTY

    1906 Harbourside Dr Unit 303, Longboat Key, FL 34228
  • 707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
    707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
    707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
    /60

    $399,000

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft

    707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228

    Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of your dock and breakfast in the sun-filled breakfast nook overlooking the canal, spending the afternoon boating or kayaking on Sarasota Bay, and ending the day with your toes in the sand along the Gulf. Here, that can simply be

    Kristy Gentile RE/MAX ALLIANCE GROUP

    707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
  • 3320 Gulf of Mexico Dr Unit 206C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 206C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 206C, Longboat Key, FL 34228
    /51

    $624,900

    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft

    3320 Gulf of Mexico Dr Unit 206C, Longboat Key, FL 34228

    Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    3320 Gulf of Mexico Dr Unit 206C, Longboat Key, FL 34228
  • 4310 Falmouth Dr Unit 307, Longboat Key, FL 34228
    4310 Falmouth Dr Unit 307, Longboat Key, FL 34228
    4310 Falmouth Dr Unit 307, Longboat Key, FL 34228
    /47

    $520,000

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

    4310 Falmouth Dr Unit 307, Longboat Key, FL 34228

    Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a

    Rachel Rademacher HOUSE MATCH

    4310 Falmouth Dr Unit 307, Longboat Key, FL 34228
  • 592 Juan Anasco Dr, Longboat Key, FL 34228
    592 Juan Anasco Dr, Longboat Key, FL 34228
    /2

    $4,000,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,600 Sq Ft

    592 Juan Anasco Dr, Longboat Key, FL 34228

    Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in

    Cory Jursik SHORE PROPERTY GROUP

    592 Juan Anasco Dr, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit Q-10, Longboat Key, FL 34228
    2600 Harbourside Dr Unit Q-10, Longboat Key, FL 34228
    2600 Harbourside Dr Unit Q-10, Longboat Key, FL 34228
    /15

    $225,000

    2600 Harbourside Dr Unit Q-10, Longboat Key, FL 34228

    A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not 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, a Mediterranean style marina village that includes restaurants, shopping - close to Publix, CVS, and other

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit Q-10, Longboat Key, FL 34228
  • 1055 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    /78

    $1,395,000

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

    1055 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    RARE, DIRECT BEACH/GULF-FRONT WALKDOWN LEVEL, FULLY RENOVATED, LARGE FLOOR PLAN, AND TURNKEY/FULLY FURNISHED AT BEACHPLACE ON LONGBOAT KEY! Beach front views from the living areas as well as the primary bedroom, which includes a private door leading from the bedroom to the exterior lanaii. Experience Longboat Key beachfront living from this exceptional residence offering the coveted combination

    Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1055 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • 1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
    /55

    $599,000

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

    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

    Welcome to Beachplace on Longboat Key! This spacious 2-bedroom, 2-bath residence with a den offers 1,503 square feet of living space and a wonderful opportunity to create your own island retreat in one of Longboat Key’s most established beachfront communities.The generous floor plan features an expansive living and dining area with plenty of room for entertaining, along with a versatile den

    Michael Renick MANGROVE REALTY ASSOCIATES

    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
  • 713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    /45

    $565,000

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

    WATERFRONT LONGBOAT KEY LIVING WITH PRIVATE DOCK, EXTENSIVE 2025 RENOVATIONS AND PROVEN RENTAL PERFORMANCE. Welcome to 713 Saint Judes Drive S #2, a turn-key furnished 2-bedroom, 2-bath waterfront residence offering approximately 1,088 square feet with direct boating access to the Intracoastal Waterway.Extensively renovated in 2025, the residence features a new kitchen with quartz

    Rex Glasson DOUGLAS ELLIMAN

    713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
  • 2321 Harbour Oaks Dr, Longboat Key, FL 34228
    2321 Harbour Oaks Dr, Longboat Key, FL 34228
    2321 Harbour Oaks Dr, Longboat Key, FL 34228
    /37

    $835,000

    • 3 Beds
    • 2.5 Baths
    • 2,478 Sq Ft

    2321 Harbour Oaks Dr, Longboat Key, FL 34228

    Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense of openness, the residence features soaring vaulted ceilings accented by rich wood beams, contemporary lighting, and skylights that fill the interior with abundant natural light. The thoughtfully designed floor plan creates an

    Susanna Condon WHITE SANDS REALTY GROUP FL

    2321 Harbour Oaks Dr, Longboat Key, FL 34228
  • 36 Twin Shores Blvd, Longboat Key, FL 34228
    36 Twin Shores Blvd, Longboat Key, FL 34228
    36 Twin Shores Blvd, Longboat Key, FL 34228
    /46

    $149,900

    • 1 Bed
    • 1 Bath
    • 564 Sq Ft

    36 Twin Shores Blvd, Longboat Key, FL 34228

    GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki

    Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    36 Twin Shores Blvd, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228
    /10

    $39,900

    408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228

    Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a fully enclosed, hurricane-resistant facility. Simply call ahead, and the professional dock staff will have your boat uncovered, launched, and ready when you arrive. After a day on the water, return to the dock and let the attendants

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228
  • 2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    /62

    $1,595,000

    • 3 Beds
    • 3 Baths
    • 2,180 Sq Ft

    2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious

    Milan Fiser RE/MAX HARBOR REALTY

    2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit O-07, Longboat Key, FL 34228
    2600 Harbourside Dr Unit O-07, Longboat Key, FL 34228
    2600 Harbourside Dr Unit O-07, Longboat Key, FL 34228
    /3

    $216,000

    2600 Harbourside Dr Unit O-07, Longboat Key, FL 34228

    Super city skyline views along with easy boat access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of O-dock. Club membership is not 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, a Mediterranean style marina village that

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit O-07, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 905, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 905, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 905, Longboat Key, FL 34228
    /75

    $5,295,000

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

    455 Longboat Club Rd Unit 905, Longboat Key, FL 34228

    This Pierre home is a must see and unlike anything else ever offered in the complex! Condo living at its finest in Longboat Key with amenities that include gated guarded 24 hour entrance, large Gulfside pool, tennis courts, barbecue area and walking trails. The northwest corner condo is located on the 9th living floor (above 1 floor of parking) and was fully refurbished in 2025 taken all the way

    Reid Murphy DEVELOPERS REALTY LBK, INC

    455 Longboat Club Rd Unit 905, Longboat Key, FL 34228
  • 5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    /100

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space

    Mr. & Mrs. Brian & Suzanne We EXP REALTY LLC

    5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    /78

    $2,495,000

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

    1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Welcome to this spectacular three bedroom 3rd floor 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 kitchen with high end

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
    /51

    $689,000

    Open Sat 3PM - 5PM $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

    Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon.

    Agent Photo

    Toni Zarghami

    KW COASTAL LIVING III

    3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
  • 711 Spanish Dr S Unit 211, Longboat Key, FL 34228
    711 Spanish Dr S Unit 211, Longboat Key, FL 34228
    711 Spanish Dr S Unit 211, Longboat Key, FL 34228
    /31

    $450,000

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

    711 Spanish Dr S Unit 211, Longboat Key, FL 34228

    Discover the best of Longboat Key living in this beautifully renovated 2-bedroom, 2-bath first-floor villa in the sought-after Spanish Main Yacht Club. Offering 1,327 square feet of light-filled living space, this south-facing residence features a stunning vaulted open-beam ceiling, new kitchen with wood cabinetry, solid-surface counters, stainless steel appliances, oversized island and breakfast

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    711 Spanish Dr S Unit 211, Longboat Key, FL 34228
  • 5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
    /46

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft

    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228

    Turnkey-Furnished Longboat Key Condo with Dock Access & Rental Potential. Discover effortless coastal living in this beautifully furnished turnkey condo on desirable Longboat Key. Enjoy rare short-term rental flexibility, a bright and stylish interior, and immediate move-in or income potential. Relax by the waterfront dock that is perfect for sunsets and kayaking. Enjoy close access to Gulf

    Miguel Rosa WAGNER REALTY

    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 3A, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 3A, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 3A, Longboat Key, FL 34228
    /48

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,639 Sq Ft

    2425 Gulf of Mexico Dr Unit 3A, Longboat Key, FL 34228

    Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access

    Roger Pettingell COLDWELL BANKER REALTY

    2425 Gulf of Mexico Dr Unit 3A, Longboat Key, FL 34228
  • 4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
    4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
    4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
    /36

    $1,200,000

    Open Sun 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,398 Sq Ft

    4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

    It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram

    Janis Collier MICHAEL SAUNDERS & COMPANY

    4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
  • 4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
    /36

    $474,999

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

    Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move-in ready. Combining breathtaking Sarasota Bay views with exclusive deeded beach access, this exceptional residence offers the perfect blend of waterfront serenity, resort-style amenities, and effortless coastal

    Melissa Sherk REAL BROKER, LLC

    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
  • 508 Forest Way, Longboat Key, FL 34228
    508 Forest Way, Longboat Key, FL 34228
    508 Forest Way, Longboat Key, FL 34228
    /43

    $589,000

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

    508 Forest Way, Longboat Key, FL 34228

    There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island

    Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    508 Forest Way, Longboat Key, FL 34228
  • 448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228
    448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228
    448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228
    /68

    $725,000

    Open Sat 1PM - 4PM
    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228

    Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour,

    Diana Kryszak MICHAEL SAUNDERS & COMPANY

    448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 1B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 1B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 1B, Longboat Key, FL 34228
    /34

    $1,575,000

    • 2 Beds
    • 2 Baths
    • 1,472 Sq Ft

    2425 Gulf of Mexico Dr Unit 1B, Longboat Key, FL 34228

    Welcome to unit 1B at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 1B, Longboat Key, FL 34228
  • 713 Bayport Way Unit 713, Longboat Key, FL 34228
    713 Bayport Way Unit 713, Longboat Key, FL 34228
    713 Bayport Way Unit 713, Longboat Key, FL 34228
    /35

    $970,000

    Open Sun 1PM - 3PM $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    713 Bayport Way Unit 713, Longboat Key, FL 34228

    Stunning gulf views are the focal point of this raised level 1st floor condo located at the Bayport Beach & Tennis Club, two bedroom, two bath has an additional flex room with a Murphy Bed and built-ins can be used as a third bedroom, newer kitchen with quartz countertops, Updates in the bathrooms with whirlpool tub in guest bedroom. Spacious primary bedroom with built-in drawers and walk-in

    Paige Rogers DUNCAN REAL ESTATE, INC.

    713 Bayport Way Unit 713, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 8

Florida Sarasota County

Newest Listings for Sale in Longboat Key, FL

Frequently Asked Questions

What is the average home price in Longboat Key, FL?
Homes for sale in Longboat Key, FL have an average home price of $2,100,917.
Are home prices dropping in Longboat Key?
Yes, home prices in Longboat Key are down 22% in the last 12 months.
How many homes have sold over the last 12 months in Longboat Key, FL?
516 homes have sold in Longboat Key, FL over the last 12 months.
What are the most popular zip codes in Longboat Key, FL?
The most popular zip codes in Longboat Key, FL include 34228, 34210, 34207, 34243 and 34217.
How much do you need to make to afford a house in Longboat Key?
The median home price in Longboat Key is $1,150,000. If you put a 20% down payment of $230,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $5,940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $255K a year to afford the median home price in Longboat Key. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Longboat Key, FL?
Longboat Key, FL has highly rated public and private schools. Some of the best schools in Longboat Key based on Niche Grades are Southside Elementary School, Anna Maria Elementary School and Booker Middle School. Browse all the schools in Longboat Key, FL to learn more.

Home Prices in Longboat Key, FL

The median home sale price in Longboat Key, FL is $1,087,500, down 8% year-over-year. Homes in Longboat Key sell in 114 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$1,087,500
Median Single Family Sale Price
$1,850,000
Median Townhouse Sale Price
$1,050,000
Median 2 Bedroom Sale Price
$750,000
Median 1 Bedroom Sale Price
$484,500
Average Price Per Sq Ft
$766
Number of Homes for Sale
260
Last 12 months Home Sales
516
Months of Supply
6.00
Median List Price
$1,150,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-8%
How to Buy a Home How to Finance a Home How to Sell a Home

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 © 2026 CoStar Group