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Longboat Key, FL Condos for Sale

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  • /57

    $3,500,000

    • 3 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

    Discover Your Coastal Paradise at L'Ambiance!** Step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer,

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 367-4788

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
  • /82

    $10,900,000

    • 8 Beds
    • 8 Baths
    • 5,886 Sq Ft

    4473 Gulf of Mexico Dr, Longboat Key, FL 34228

    Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms. Spanning nearly 6,000 sq. ft., on .58 GULF-FRONT acres, this two-story property offers mirror-image residences, each thoughtfully decorated with both modern and timeless designs. A true investment

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    Curtis Andrews

    BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    (941) 841-8278

    4473 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /67

    $2,350,000

    • 3 Beds
    • 3 Baths
    • 2,485 Sq Ft

    2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 337-1723

    2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • /61

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,786 Sq Ft

    5635 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Welcome to Sandpipers, a boutique Gulf-front condominium community on the desirable north end of Longboat Key. This well-maintained second-floor residence offers 2 bedrooms, 2 bathrooms, and 1,786 square feet of relaxed coastal living. The home has been meticulously cared for with classic finishes and a show-stopping view. Step onto the private, screened lanai and take in soothing Gulf breezes,

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    April Green

    DUNCAN REAL ESTATE, INC.

    (941) 214-6117

    5635 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /30

    $974,500

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

    Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 239-4757

    1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
  • /56

    $1,828,000

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

    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228

    Bright, spacious and beautifully maintained, this 3BR/2.5BA fifth-floor residence at The Sanctuary offers refined coastal living in one of Longboat Key’s most sought-after gated communities, ideally positioned on the island’s desirable southern end. Upon entry, walls of floor-to-ceiling glass sliders immediately draw your eye to sweeping panoramic views of the Sarasota city skyline, shimmering

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 623-4093

    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
  • /86

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $20,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner

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    Billie Chipain

    COLDWELL BANKER REALTY

    (941) 234-4134

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
  • /82

    $949,000

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

    806 Bayport Way Unit 806, Longboat Key, FL 34228

    Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 477-8383

    806 Bayport Way Unit 806, Longboat Key, FL 34228
  • /59

    $2,150,000

    • 3 Beds
    • 3 Baths
    • 2,385 Sq Ft

    415 L Ambiance Dr Unit B202, Longboat Key, FL 34228

    Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From the moment you step inside, you’re greeted by an atmosphere of refined elegance and architectural clarity—crafted for those who appreciate design as a way of life. This residence exudes sophistication with interiors envisioned by an internationally acclaimed designer,

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 300-0171

    415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
  • /36

    $938,500

    • 2 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

    Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 941-8954

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
  • /20

    $1,105,000

    • 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. The recent price reduction makes this an ideal

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    Tom Aposporos

    DUNCAN REAL ESTATE, INC.

    (941) 347-0703

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • /48

    $905,000

    • 2 Beds
    • 2 Baths
    • 1,505 Sq Ft

    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

    TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

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    Monica DeSomma

    PREFERRED SHORE LLC

    (941) 253-2088

    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
  • /81

    $1,675,000

    • 2 Beds
    • 2.5 Baths
    • 2,378 Sq Ft

    350 Gulf of Mexico Dr Unit 219, Longboat Key, FL 34228

    Welcome home to this impeccably remodeled corner residence in the highly sought-after south Longboat Key community of Tangerine Bay. From the moment you arrive, the lushly landscaped entrance sets the tone — offering privacy, tranquility, and the promise of refined coastal living. Inside, expansive views of Sarasota Bay take center stage, framed by hurricane-impact windows and additional side

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 420-6148

    350 Gulf of Mexico Dr Unit 219, Longboat Key, FL 34228
  • /49

    $2,000,000

    • 3 Beds
    • 3 Baths
    • 3,383 Sq Ft

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

    Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

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    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 960-7660

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
  • /80

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228

    Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite

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    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 390-0836

    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
  • /80

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

    Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 384-0495

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
  • /64

    $625,000

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

    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

    NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location

    Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
  • /99

    $1,495,000

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

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

    Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the

    Erica Thomas MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
  • /61

    $739,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    706 Bayport Way Unit 706, Longboat Key, FL 34228

    This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as

    Kelly Erb COLDWELL BANKER REALTY

    706 Bayport Way Unit 706, Longboat Key, FL 34228
  • /25

    $397,000

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated for 2025 with a brand-new HVAC system and water heater, giving you total peace of mind. Standing out as a unique residence that is

    Sarah Wampler REDFIN CORPORATION

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
  • /35

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 242, Longboat Key, FL 34228

    Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bathroom residence presents an exceptional chance to enjoy the Longboat Key lifestyle along with the rare advantage of one under building garage parking space. Enjoy peaceful views of Sarasota Bay, surrounding mangroves, and native wildlife from

    Ryan Ackerman COLDWELL BANKER REALTY

    1932 Harbourside Dr Unit 242, Longboat Key, FL 34228
  • /29

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft

    5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228

    Experience the best of Gulf-front living and gorgeous views in this move-in-ready, two-bedroom, two-bath waterfront condominium, perfectly positioned in an elevated community just steps from the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style and convenience. It's being sold turnkey with lovely furnishings. The kitchen features

    Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228
  • /58

    $495,000

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

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

    Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from

    Laura Rode KW COASTAL LIVING III

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
  • /64

    $900,000 Open Fri 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    828 Bayport Way Unit 828, Longboat Key, FL 34228

    Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained gardens with 1,200 feet of pristine private Gulf beach. Designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture. Bayport is celebrated for its award-winning, timeless design. Residences like this rarely come to market. This

    Alexis Smith-Frady COMPASS FLORIDA LLC

    828 Bayport Way Unit 828, Longboat Key, FL 34228
  • /30

    $795,000

    • 1 Bed
    • 2 Baths
    • 990 Sq Ft

    6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228

    Finally, you have the opportunity to own your own "Walk-Out", Gulf Front, Beach Condo. Tucked just behind a beach grass sand dune and situated on a grassy knoll, this unit is perfectly positioned to benefit from refreshing sea breezes while offering spectacular sunset views. This rare one-bedroom condo has been completely remodeled and now features a unique two-bathroom floorplan. Remodeled

    Faye Doyle COLDWELL BANKER REALTY

    6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
  • /67

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features

    Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
  • /77

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

    Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seeds oats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized

    Len Scavron LEN SCAVRON

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
  • /57

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    815 Bayport Way Unit 815, Longboat Key, FL 34228

    Welcome to a true hidden gem of tropical paradise at Bayport Beach and Tennis Club on Longboat Key. Designed by renowned architect Tim Seibert, this one-of-a-kind community spans 27 lush, tropical acres and offers an unmatched coastal lifestyle with 1,200 feet of pristine private beach, where chairs and umbrellas are ready for you to enjoy endless days along the Gulf. As you arrive, you’re

    Keith Curcio COLDWELL BANKER REALTY

    815 Bayport Way Unit 815, Longboat Key, FL 34228
  • /50

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,039 Sq Ft

    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228

    Located in one of the most sought-after villa communities on Longboat Key, this well-kept 2-bedroom, 2-bath home in Winding Oaks lives more like a single-family residence—without all the upkeep. Behind the gates of Bay Isles, it offers a great opportunity to enjoy a quiet, established neighborhood known for its natural beauty and relaxed feel. A paver driveway and walkway, surrounded by mature

    Bruce Myer COLDWELL BANKER REALTY

    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228
  • /50

    $599,000

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

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228

    Set on the 4th floor of Building 1 in Fairway Bay, this beautifully styled 2BR/2BA residence captures sweeping views across the mangroves, a navigable channel and Sarasota Bay beyond—creating a vibrant waterfront backdrop from nearly every room. Upon entry, engineered wood flooring draws your eye to a wall of glass at the rear of the residence, where shifting blue and green tones take center

    Bruce Myer COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
  • /5

    $75,000

    408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228

    Welcome to Slip #1332 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8ft7in and a 9 ft beam (No T-tops unless collapsible). Enjoy first-class

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228
  • /50

    $1,749,000

    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228

    Set on the 7th floor of the Promenade on Longboat Key, this 2BR/2BA residence offers more than 1,800 square feet of living space with sweeping sunset views across the Gulf, stretching to Sarasota Bay and beyond. From the moment you step into the private entry foyer, the home opens to a light-filled interior where water and sky are always in view. Neutral tones and tile flooring create a clean,

    Bruce Myer COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228
  • /44

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

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

    This is the gorgeous ground floor, walk-out unit next to the beach you've been looking for. Do you prefer to live like a single family home, no elevator, and walk straight out to the beach? Then 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 #1A, you're

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
  • /50

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,715 Sq Ft

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228

    A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl

    Bruce Myer COLDWELL BANKER REALTY

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
  • /58

    $539,000

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228

    Experience the Best of Coastal Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2.5-bath residence offering a perfect blend of comfort, style, and relaxed island living. This spacious two-level layout features an inviting open-concept living and dining area with neutral coastal tones, tile flooring throughout the main level, and seamless access to a private

    Michael Renick MANGROVE REALTY ASSOCIATES

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
  • /75

    $6,100,000

    • 3 Beds
    • 5 Baths
    • 3,380 Sq Ft

    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228

    Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L’Ambiance, where sweeping water views and refined coastal design converge. This light-filled corner home is defined by an expansive wraparound terrace, offering multiple seating areas and uninterrupted vistas of the Gulf - creating a seamless connection between indoor and outdoor living.

    Bruce Myer COLDWELL BANKER REALTY

    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
  • /46

    $2,450,000

    • 3 Beds
    • 3.5 Baths
    • 3,083 Sq Ft

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome to Marina Bay – the premier condominium within the gated Bay Isles Community on Longboat Key. This exceptional corner residence spans 3,578 sq ft of sunlit, sophisticated living, and shares it fourth floor lobby with only one other unit. The large, updated kitchen/dining room features extra-large windows allowing for an unobstructed view of Sarasota Bay. Exquisite floor-to-ceiling

    Steven Weiss REDFIN CORPORATION

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
  • /41

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,476 Sq Ft

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

    Welcome to Emerald Pointe South in the gated Bay Isles community on Longboat Key. This well-maintained residence offers a light and open floor plan with spacious living and dining areas, ideal for everyday living and entertaining. Sliding glass doors provide abundant natural light and lead to a private screened lanai overlooking lush tropical landscaping.The kitchen features ample cabinetry,

    Cathy Palmer DOUGLAS ELLIMAN

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
  • /72

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    554 Spanish Dr S, Longboat Key, FL 34228

    Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    554 Spanish Dr S, Longboat Key, FL 34228
  • /57

    $675,000

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

    842 Bayport Way Unit 842, Longboat Key, FL 34228

    Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This first floor corner residence brings added natural light and extra privacy, giving the feeling of a private home with the ease of low maintenance living. The open layout includes a spacious eat-in kitchen, a primary bedroom with office space,

    Rosemarie McKee COLDWELL BANKER REALTY

    842 Bayport Way Unit 842, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 7

Why Live in Longboat Key

Longboat Key, FL, located 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. This 10-mile long and half-mile wide island features Gulf of Mexico Drive, lined with mangroves, palm trees, and entrances to waterfront communities. Residents enjoy year-round beach access, with the Gulf of Mexico to the west and Sarasota Bay to the east. Housing options range from island-inspired ranch-style homes to Spanish Revival mansions and luxury condos. Public amenities include Bayfront Park with its indoor recreation facility, outdoor playground, dog park, and kayak launch. The Longboat Tennis Center offers ten courts and a pro shop, while golf enthusiasts can play at the semi-private Harbourside and Links on Longboat courses, part of the Longboat Key Club. This private club also features a tennis facility, dining options, a marina, and a fitness center. Students attend highly rated Anna Maria Elementary, located 7 miles north, with further education options in Bradenton. Dining options on the island include Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents can visit the local Publix. While nightlife is limited on Longboat Key, Sarasota's entertainment options are just a short drive away.

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,015,000
Median Single Family Sale Price
$1,800,000
Median Townhouse Sale Price
$1,090,000
Median 2 Bedroom Sale Price
$737,000
Median 1 Bedroom Sale Price
$507,500
Average Price Per Sq Ft
$765
Number of Homes for Sale
434
Last 12 months Home Sales
446
Months of Supply
11.70
Median List Price
$1,140,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-15%
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