25

Longboat Key, FL Open Houses

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  • /100

    $4,495,000

    New Construction Open Sat 9AM - 12PM $500K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,106 Sq Ft

    530 de Narvaez Dr, Longboat Key, FL 34228

    New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa,

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    (941) 676-8118

    530 de Narvaez Dr, Longboat Key, FL 34228
  • /92

    $3,890,000

    New Construction Open Sun 12PM - 5PM $810K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 4,176 Sq Ft

    597 Buttonwood Dr, Longboat Key, FL 34228

    New Construction.... GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    (941) 251-8582

    597 Buttonwood Dr, Longboat Key, FL 34228
  • /89

    $4,695,000

    New Construction Open Sat 11AM - 5PM $505K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,106 Sq Ft

    569 Bayview Dr, Longboat Key, FL 34228

    New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home features two lanais, a

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    (941) 236-5225

    569 Bayview Dr, Longboat Key, FL 34228
  • /59

    $1,199,000

    Open Sun 1PM - 4PM $501K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,091 Sq Ft

    3210 Bayou Sound, Longboat Key, FL 34228

    Motivated seller has a price improvement! This elevated retreat in the sought-after Bayou section of Bay Isles is ready for you! —A seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday

    Julie Lojacono Mackie COLDWELL BANKER REALTY

    3210 Bayou Sound, Longboat Key, FL 34228
  • /76

    $2,790,000

    Open Sun 1PM - 3:30PM $60K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 4,182 Sq Ft

    677 Lands End Dr, Longboat Key, FL 34228

    In a rich tropical waterfront setting on Longboat Key, this unique retreat lives like a modern treehouse while evoking a sense of peace, family and comfortable, easy island living. Tucked within the island’s native landscape along a natural bayou off Sarasota Bay, the property offers a rare opportunity to experience serene waterfront living surrounded by nature, with the Gulf’s azure waters and

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    677 Lands End Dr, Longboat Key, FL 34228
  • /44

    $1,395,000

    Open Sun 12PM - 4PM
    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property

    Rinat Sikdar COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • /30

    $485,000

    Open Sat 1PM - 3PM $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    605 Sutton Place Unit 102, Longboat Key, FL 34228

    Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    605 Sutton Place Unit 102, Longboat Key, FL 34228
  • /45

    $949,500

    Open Sun 1PM - 3PM $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,219 Sq Ft

    2367 Harbour Oaks Dr, Longboat Key, FL 34228

    NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with

    Sandra Endres COLDWELL BANKER REALTY

    2367 Harbour Oaks Dr, Longboat Key, FL 34228
  • /57

    $2,200,000

    Open Sun 1PM - 4PM
    • 3 Beds
    • 2 Baths
    • 1,853 Sq Ft

    548 Gunwale Ln, Longboat Key, FL 34228

    Country Club Shores - Completely renovated 3-bedroom, 2-bath canal-front home just three houses from the Bay. Updates include a new flat tile roof (2025), Carrier A/C and A.O. Smith water heater (2024), Pebble Tec pool and paver deck (2024), and newer seawall, dock, and 16,000 lb. boat lift (2.5 years). Enjoy Bay views from the 18 foot x 16 foot Trex dock with lighting and water, plus a 3 foot x

    John August MICHAEL SAUNDERS & COMPANY

    548 Gunwale Ln, Longboat Key, FL 34228
  • /69

    $628,000

    Open Sun 1PM - 4PM $121K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228

    Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
  • /80

    $7,900,000

    Open Sun 1PM - 3PM $800K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,485 Sq Ft

    560 Harbor Cove Cir, Longboat Key, FL 34228

    An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, the property features two private

    Rachel Tritschler RE/MAX ALLIANCE GROUP

    560 Harbor Cove Cir, Longboat Key, FL 34228
  • /53

    $1,420,000

    Open Sun 11AM - 2PM $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,880 Sq Ft

    515 Forest Way, Longboat Key, FL 34228

    NEW PRICE, AMAZING OPPORTUNITY!!! Experience the ultimate island lifestyle in this masterfully renovated 2,880 sqft, 4 Bed/3 Bath "lock-and-leave" condo at Cedars Tennis Resort and Club. Elevated sanctuary on the tranquil north end of Longboat Key. Offering the expansive feel of a single-family residence with the effortless "lock-and-leave" ease of being in the beautiful condo community of Cedars

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    515 Forest Way, Longboat Key, FL 34228
  • /50

    $3,125,000

    New Construction Open Sat 1PM - 5PM
    • 5 Beds
    • 5 Baths
    • 3,815 Sq Ft

    2945 Pyrula Dr, Longboat Key, FL 34228

    A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and completed in December of 2025 this newly built residence blends contemporary architecture with uncompromising craftsmanship. The craftsmanship, and finishing touches puts this property in a class by itself when making your buying comparisons. Worth repeating....Your going to love this house!Step into

    Alin Zdroba PROPERTIO

    2945 Pyrula Dr, Longboat Key, FL 34228
  • /46

    $975,000

    Open Sat 2PM - 4PM $25K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,846 Sq Ft

    552 Juan Anasco Dr, Longboat Key, FL 34228

    Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a

    Kathy Cahill KELLER WILLIAMS ON THE WATER

    552 Juan Anasco Dr, Longboat Key, FL 34228
  • /61

    $739,000

    Open Sat 12PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    GORGEOUS BAYFRONT PENTHOUSE VIEWS--RARE TOP FLOOR OPPORTUNITY!! Nestled in the heart of a vibrant Longboat Key Community, this stunning two-bedroom, two-bathroom condo offers unparralled water views of Sarasota bay, creating a great backdrop for both sunrises and sunsets. Step inside and be captivated by the breathtaking scenery and spacious design that blends coastal living with sophistication.

    Marcela Terrell COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • /76

    $799,000

    Open Sat 3PM - 5PM $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

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

    AMAZING $51,000 PRICE IMPROVEMENT! YOUR SUNRISE SANCTUARY! YOUR SUNSET ESCAPE! An End Unit Villa—Steps From Both Shores! There’s a moment just before sunrise—when soft light touches the bay and the world feels brand new. From this beautifully updated 1504 sq foot, 3-bedroom, 2-bath end-unit villa, you wake to that glow each morning. And while the bay lies just a short stroll from your door—where

    Debby McCaig COLDWELL BANKER REALTY

    4750 Gulf of Mexico Dr Unit Villa 8, Longboat Key, FL 34228
  • /45

    $1,000,000

    Open Sun 1PM - 3PM $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,707 Sq Ft

    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

    Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush. The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view

    Mairead Smialek COLDWELL BANKER REALTY

    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
  • /75

    $549,999

    Open Sat 11AM - 1PM $45K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    UNBEATABLE VALUE! AMAZING PRICE FOR A BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed in 2025 (12 weeks in living time since renovation) for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /46

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 3,544 Sq Ft

    3563 Fair Oaks Ln, Longboat Key, FL 34228

    Behind the private gates of Bay Isles, this exquisitely renovated four-bedroom, four-and-a-half-bath residence in Queens Harbour presents a refined interpretation of coastal living, where timeless elegance, thoughtful design, and relaxed Longboat Key luxury come together seamlessly. Beautifully appointed and move-in ready, the home welcomes you with an open, light-filled floor plan enhanced by

    Kelly Gettel COLDWELL BANKER REALTY

    3563 Fair Oaks Ln, Longboat Key, FL 34228
  • /68

    $769,000

    Open Sat 1PM - 3PM $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,523 Sq Ft

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

    "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!”The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting

    Debby McCaig COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
  • /78

    $13,995,000

    New Construction Open Sun 12PM - 2PM $1M PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,616 Sq Ft

    6489 Gulfside Rd, Longboat Key, FL 34228

    This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Come and witness the cutting edge of enhanced hurricane construction, wander and

    Nicholle McKiernan COLDWELL BANKER REALTY

    6489 Gulfside Rd, Longboat Key, FL 34228
  • /43

    $675,000

    Open Sun 11AM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,362 Sq Ft

    3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228

    Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228
  • /59

    $599,000

    Open Thu 5PM - 7PM
    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    Welcome to elevated beachfront living in highly desirable Windward Bay — a premier bayside enclave offering serene coastal charm and resort-style amenities on picturesque Sarasota Bay. This fully reimagined 2-bedroom, 2-bath villa has been thoughtfully renovated from top to bottom with impeccable attention to detail and contemporary finishes throughout. Step inside to discover an open,

    Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • /52

    $749,900

    Open Sun 1PM - 4PM $79K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

    Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A

    Michael Albano, PA COLDWELL BANKER REALTY

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
  • /50

    $1,995,000

    Open Sat 12PM - 3PM $204K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,311 Sq Ft

    500 Halyard Ln, Longboat Key, FL 34228

    Huge Price Reduction. Flexible Terms. Best-Priced Waterfront in Country Club Shores. Gorgeous Views and Updated. New Roof, New Seawall, New Impact Windows & Doors - 1/2 Acre Elevated Waterfront Lot - Enjoy the Longboat Key Island Lifestyle. In a prime South Longboat Key location, this beautifully updated waterfront home offers a blend of privacy, comfort and exceptional boating access. Set on a

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 Halyard Ln, Longboat Key, FL 34228

Home Prices in Longboat Key, FL

Home Price Trends

Median Sale Price
$1,020,000
Median Single Family Sale Price
$1,800,000
Median Townhouse Sale Price
$1,025,000
Median 2 Bedroom Sale Price
$750,000
Median 1 Bedroom Sale Price
$532,700
Average Price Per Sq Ft
$775
Number of Homes for Sale
361
Last 12 months Home Sales
467
Months of Supply
9.30
Median List Price
$1,132,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-17%
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