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Longboat Key, FL Open Houses

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  • /84

    $3,895,000 Open Sat 2:30PM - 4:30PM

    • 5 Beds
    • 5.5 Baths
    • 4,244 Sq Ft

    550 Yardarm Ln, Longboat Key, FL 34228

    NEW PRICE — Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle — in the coveted Country Club Shores. This waterfront, ELEVATED masterpiece isn’t just a home — it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life.Step inside and be

    Melanie Russell QUEST PROPERTIES INC

    550 Yardarm Ln, Longboat Key, FL 34228
  • /46

    $849,000 Open Sun 11PM - 1PM

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

    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Discover Your MOVE-IN READY Resort Style Gulf-Front Treasure...Professionally Designed & Available Fully Furnished or with Curated Selections That Suit Your Style...This 3BR/2BA Residence is Located at the Remarkable and Highly Sought-After Club Longboat Beach & Tennis, Offering Deeded Beach Access and Coastal Elegance Throughout...Perfectly Nestled in Building #1 on a Naturally Elevated Slope

    Bo Fuller FULLER GROUP REAL ESTATE, LLC

    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • /59

    $1,200,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228

    Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa offers unobstructed water views and a dream coastal lifestyle. With an extraordinary location on a serene peninsula, this ground-level, maintenance-free residence lives like a single-family home—without the upkeep or the price. Step outside to your private waterfront patio, with dolphins, manatees, and

    Eileen Gillen COLDWELL BANKER REALTY

    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
  • /45

    $695,000 Open Sun 12PM - 3PM

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

    4825 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    Fabulous Gulf-Front views from this third floor beach-front residence in The Westchester. Enjoy morning strolls on the beach, sunsets from your lanai, and island living in this spacious two-bedroom, two-bath plan. With panoramic views of the beach and the Gulf, you'll find nearly 1400 square feet of thoughtfully designed living space featuring a Gulf-front lanai, generous living spaces, large

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4825 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /39

    $610,000 Open Sun 12PM - 2PM

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

    528 Forest Way, Longboat Key, FL 34228

    Seize the opportunity to acquire a prime, elevated townhome in Cedars East on beautiful Longboat Key. This location is arguably the closest Cedars East property to the pristine, sugar-white sands of the Gulf. This Pet-friendly townhome is an Elevated structure, positioned well above the flood plain, ensuring peace of mind. The interior exudes sophistication, featuring stunning crown molding and

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    528 Forest Way, Longboat Key, FL 34228
  • /82

    $4,599,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 4,044 Sq Ft

    5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
  • /42

    $725,000 Open Sun 12PM - 3PM

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

    4805 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Experience direct Gulf-front living in this turnkey-furnished, first-floor walkout residence at The Westchester on Longboat Key. Enjoy turquoise water views from nearly every room, with miles of pristine beach just outside your door. This two-bedroom, two-bath condominium is tastefully decorated in a coastal style and features a spacious split floor plan designed for comfort and privacy, along

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4805 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • /63

    $744,000 Open Mon 12PM - 3PM

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

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228

    Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome to this beautifully updated 2-bedroom, 2-bath condo in the prestigious Islander Club, one of Longboat Key’s most desirable beachfront communities. Located on the 6th floor, this spacious residence spans over 40 feet along the south/southeast side, offering breathtaking Gulf views from the primary

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
  • /55

    $1,260,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 1,508 Sq Ft

    791 Saint Judes Dr N, Longboat Key, FL 34228

    Rarely is there a renovation that starts below the foundation (all sewer drain lines with new PVC), to the 2-year-old metal roof. Top to bottom, that's right roof, windows, electrical, water lines, HVAC, flooring insulation all new ductwork. The shellcrete exterior concrete (front yard, side yard leading to one dock and both driveways) as well as the pool deck, that's right all shellcreted.

    Bruce Meyer MICHAEL SAUNDERS & COMPANY

    791 Saint Judes Dr N, Longboat Key, FL 34228
  • /74

    $524,900 Open Sat 11AM - 1PM

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

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

    LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and

    Debby McCaig COLDWELL BANKER REALTY

    4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228
  • /55

    $2,999,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4 Baths
    • 3,993 Sq Ft

    3302 Sabal Cove Ln, Longboat Key, FL 34228

    Just Announced: Major Price Improvement! An incredible opportunity awaits with this newly reduced price on one of Longboat Key’s most stunning, fully renovated homes! Don’t miss your chance—this pricing may not last as we head into peak selling season this fall and winter.Experience this exceptional home for yourself! - Step into a world of refined elegance, where no detail has been

    Norma Mladineo COLDWELL BANKER REALTY

    3302 Sabal Cove Ln, Longboat Key, FL 34228
  • /71

    $768,000 Open Sat 1PM - 4PM

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

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

    ASTONISHING SELLER BONUS OFER! Motivated Seller is offering to pay off remaining balance of the $26,490-7/1/2024 special assessment from list price at closing. LOOK NO FURTHER! THIS IS IT! A DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, and curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom condominium, including an additional Queen

    Debby McCaig COLDWELL BANKER REALTY

    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • /69

    $595,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    Seller has placed Villa on MLS For Lease this Fall. Please call lease/listing agent if interested in purchasing Villa. BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /56

    $795,000 Open Sun 1PM - 4PM

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

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    REDUCED PRICE! Are you looking for a RESORT home with spacious rooms, fine finishes, vaulted ceilings and the convenience of a condo community with bay and beach access? Look no further. Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another

    Eileen Gillen COLDWELL BANKER REALTY

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • /69

    $699,900 Open Sun 1PM - 4PM

    • 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. 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 outdoor lanai. Almost everything is new &

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
  • /61

    $1,625,000 Open Sun 1PM - 4PM

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

    2675 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

    Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of the Gulf and breathtaking sunsets! Enjoy the more relaxed life style with only 20 units in the community. This beautiful corner, turn key furnished condo is very spacious with 2180 square feet. With three large bedrooms, two that are en-suite and three full baths. Enjoy the

    Kelly Erb COLDWELL BANKER REALTY

    2675 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
  • /59

    $1,899,000 Open House 9/07

    • 3 Beds
    • 3 Baths
    • 2,830 Sq Ft

    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228

    Located within the gated Bay Isles community, Marina Bay offers the best of Longboat Key living. This exceptional 3BR/3BA residence spans 2,830 sq. ft. and features an open floor plan with wood tile floors, recessed lighting, and tray ceilings. The spacious living area flows seamlessly to a screened terrace, where you can enjoy views of manicured grounds, the bay, and the city skyline. The

    Bruce Myer COLDWELL BANKER REALTY

    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228
  • /62

    $1,298,750 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft

    550 de Narvaez Dr, Longboat Key, FL 34228

    ELEVATED LOT | NO FLOOD DAMAGE | MOVE-IN READY | FULLY FURNISHED | WATERFRONT | Welcome to 550 De Narvaez Drive — a beautifully maintained, light-filled 3BD/2BA home on an ELEVATED 10,000 sqft. lot in North Longboat Key’s desirable Sleepy Lagoon neighborhood. This TURNKEY WATERFRONT gem offers direct canal access to Sarasota Bay, perfect for boaters! Enjoy peace of mind with new

    Dean Hinterstoisser KELLER WILLIAMS ON THE WATER S

    550 de Narvaez Dr, Longboat Key, FL 34228
  • /93

    $773,750 Open Sun 1PM - 4PM

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

    2110 Harbourside Dr Unit 522, Longboat Key, FL 34228

    This Atrium unit in Building Five of Fairway Bay built in 1988 is behind the gates of and walking distance to the Longboat Key Club & Resort Bayside. It is a three/bedroom, two/bathroom turnkey-furnished unit on the second floor but on the third level of the building and has direct Sarasota Bay views from the living area and the primary bedroom suite. It has 2,039 square feet of air-conditioned

    Andrew Vac RE/MAX ALLIANCE GROUP

    2110 Harbourside Dr Unit 522, Longboat Key, FL 34228
  • /47

    $1,650,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,463 Sq Ft

    2105 Gulf of Mexico Dr Unit 3303, Longboat Key, FL 34228

    Welcome to your dream oasis. Just completed fully updated, turnkey furnished unit, directly on the Gulf, at Sunset Beach. This stunning retreat boasts spectacular renovations, featuring a custom kitchen with solid wood cabinets, a light commercial-grade hood fan and elegant quartz countertops throughout. The kitchen has a GE Monogram induction stove with a convection oven, a GE Monogram

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2105 Gulf of Mexico Dr Unit 3303, Longboat Key, FL 34228
  • /40

    $950,000 Open Sun 3PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    578 Companion Way, Longboat Key, FL 34228

    Seasonal Income Awaits – Turnkey Duplex in the Heart of Longboat Key’Tis the season for a lucrative investment! This fully renovated duplex in the heart of Longboat Key offers the perfect blend of income potential and coastal charm. Featuring two separate units, each with 2 bedrooms and 2 bathrooms, this property is sold fully turnkey, so you can start generating rental income

    Inbal August DOUGLAS ELLIMAN

    578 Companion Way, Longboat Key, FL 34228
  • /75

    $5,750,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 6 Baths
    • 3,737 Sq Ft

    524 Halyard Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with

    Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

    524 Halyard Ln, Longboat Key, FL 34228
  • /89

    $5,199,950 Open Sat 11AM - 5PM

    • 4 Beds
    • 6 Baths
    • 4,106 Sq Ft

    569 Bayview Dr, Longboat Key, FL 34228

    Under Construction. 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

    Joshua Freed PREFERRED SHORE LLC

    569 Bayview Dr, Longboat Key, FL 34228
  • /92

    $4,249,000 Open Sat 11AM - 5PM

    • 5 Beds
    • 7 Baths
    • 4,176 Sq Ft

    597 Buttonwood Dr, Longboat Key, FL 34228

    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 elevator shaft

    Joshua Freed PREFERRED SHORE LLC

    597 Buttonwood Dr, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,197,500
Median Single Family Sale Price
$1,599,000
Median Townhouse Sale Price
$2,800,000
Median 2 Bedroom Sale Price
$768,000
Median 1 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$884
Number of Homes for Sale
249
Last 12 months Home Sales
442
Months of Supply
6.80
Median List Price
$1,300,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
6%
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