17

Longboat Key, FL Homes for Sale in a Senior Community

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  • /45

    $475,000

    New Construction Open Sun 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 740 Sq Ft

    3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228

    Island Living at Its Finest – Brand New Home on Longboat Key. Welcome to Gulfshore of Longboat, a highly desirable waterfront co-op community offering private beach access, boat docks, and sweeping views of the Gulf of Mexico and Sarasota Bay. This beautifully built 2-bedroom home combines modern efficiency with relaxed coastal living. An outdoor bathroom with a shower is a wonderful convenience

    Agent Photo

    Marsha Winegarden

    WAGNER REALTY

    (941) 239-0910

    3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228
  • /20

    $435,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft

    718 Spanish Dr N, Longboat Key, FL 34228

    Discover Longboat Key waterfront living at its very best at 718 Spanish Dr N, a beautifully updated freestanding villa in the sought-after Spanish Main Yacht Club. This home has been completely renovated to today’s highest standards following Hurricane Ian, delivering a fresh, high-end coastal finish throughout with meticulous craftsmanship and premium materials. Just steps from your door, enjoy

    John Woodward SARASOTA REAL ESTATE GROUP

    718 Spanish Dr N, Longboat Key, FL 34228
  • /68

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    909 Spanish Dr N Unit 51, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. This gorgeous two-bedroom, two-bath Spanish Main standalone villa is a must-see! The fully complete custom remodel has been beautifully and tastefully appointed with meticulous craftsmanship. So many upgrades. Starting with the neutral tile plank flooring that runs throughout the villa, providing a seamless flow from room to room. The kitchen is a

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    909 Spanish Dr N Unit 51, Longboat Key, FL 34228
  • /59

    $435,000

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

    711 Spanish Dr S, Longboat Key, FL 34228

    Calling all boaters. If you have ever considered living on Longboat Key in sunny beautiful Florida, now is your chance! This amazing villa is available and ready for you to move to paradise! 711 Spanish Dr. S. is a 2 bedroom/2bath home that has been newly renovated in 2025/2026 and it is beautiful! Entering the home your eyes are immediately drawn upwards to the gorgeous open beam 10’-12’ ceiling

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    711 Spanish Dr S, Longboat Key, FL 34228
  • /48

    $1,200,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

    Luziele Dearaujo Realty 100

    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
  • /34

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft

    509 Spanish Dr N, Longboat Key, FL 34228

    STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your daily rhythm. Morning walks on soft sand, sunset returns under glowing skies, and the constant sense that the water is always just around the

    Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

    509 Spanish Dr N, Longboat Key, FL 34228
  • /9

    $425,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 758 Sq Ft

    96 Main Street Dr, Longboat Key, FL 34228

    Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated 2-bedroom, 2 bath, open floorplan home. The home is built by Skyline, highly regarded in the industry, winning

    Kyle Adams EVENTIDE REALTY LLC

    96 Main Street Dr, Longboat Key, FL 34228
  • /70

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,322 Sq Ft

    703 Spanish Dr S, Longboat Key, FL 34228

    Go through this beautiful villa and experience all the details that have gone into the total remodel of this home, completed in 2026. The open kitchen with solid 42-inchwood cabinets, classic quartz countertops, all new stainless appliances, new lighting and an oversized island with plenty of sitting room, which leads you into the dining/living space. This design lends itself to cooking and

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    703 Spanish Dr S, Longboat Key, FL 34228
  • /73

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,399 Sq Ft

    948 Spanish Dr S, Longboat Key, FL 34228

    Stunning full bay views as you enter this jaw-dropping magnificent, completely custom renovated stand-alone villa on Sarasota Bay. Professionally designed starting with an 18-by-11-foot gourmet kitchen. With 10-12-foot wood beam ceilings, a beautiful 12-foot quartz island that seats 10-plus people, solid wood cabinetry, Café’ brand double oven, refrigerator with two additional drawers, stainless

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    948 Spanish Dr S, Longboat Key, FL 34228
  • /44

    $615,000

    • 2 Beds
    • 2 Baths
    • 1,516 Sq Ft

    563 Spanish Dr S, Longboat Key, FL 34228

    GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!!Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE

    Victoria Campbell LPT REALTY LLC

    563 Spanish Dr S, Longboat Key, FL 34228
  • /41

    $380,000

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

    667 El Centro, Longboat Key, FL 34228

    New photos coming on this beautifully updated free-standing villa in Spanish Main Yacht Club on Longboat Key, a warm and vital boating community with private beach access, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner contracted with the community contractor.

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    667 El Centro, Longboat Key, FL 34228
  • /78

    $1,100,000

    $85K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228

    Tangerine Bay Club An Island Resort-style condo located at the premier location on Longboat Key. This professionally painted 2 bedroom, 2.5bath with office/den features views of Sarasota Bay. It is in close proximity to New Pass and the pristine beaches of the Gulf of Mexico. Upgraded Ergon Fall White stone ceramic tile flooring is as beautiful as it is durable. The kitchen will satisfy your

    Karl Helbig SUNREAL ESTATE INC

    360 Gulf of Mexico Dr Unit 312, 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
  • /40

    $396,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    541 Spanish Dr N Unit 5, Longboat Key, FL 34228

    1 Block from private beach, completely remodeled 1100 sq ft modernized condo with open concept and lot of windows. Custom kitchen, completely gutted and new insulation and drywall. Custom glass-walls, 3 A/C zones. Villa is in 55 plus community with private beach and marina, clubhouse, shuffle board, in peaceful LongBoat Key.

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    541 Spanish Dr N Unit 5, Longboat Key, FL 34228
  • /33

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,429 Sq Ft

    597 Spanish Dr N Unit 12, Longboat Key, FL 34228

    Enjoy the Florida lifestyle in this beautifully renovated 2-bedroom + den, 2-bath villa in the highly desirable Spanish Main Yacht Club on Longboat Key. Offering 1,429 sq. ft. of move-in-ready living space, this home features ceramic tile flooring throughout, an open-concept living and dining area, and a bright Florida room ideal for relaxing or entertaining. The den includes a closet, making it

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    597 Spanish Dr N Unit 12, Longboat Key, FL 34228
  • /25

    $150,000

    $9K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 684 Sq Ft

    3710 Gulf of Mexico Dr Unit D19, Longboat Key, FL 34228

    FANTASTIC OPPORTUNITY to own a home in a beach-to-bay community. Gulfshore of Longboat Key has it all -- private, pristine sand beach, on the Gulf of Mexico, a marina (needs to be repaired) on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit D19, Longboat Key, FL 34228
  • /82

    $750,000

    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    925 Spanish Dr N Unit 60, Longboat Key, FL 34228

    Wow! Panoramic water views from almost every window, plus rare direct access to Bay waters just near the back paver patio. This completely renovated two-bedroom, two-bath, 1,449-square-foot home is a must see! Fully remodeled in 2025/2026 in full compliance with FEMA requirements. It is all about details as this gorgeous Spanish Main turnkey furnished villa is ready to welcome you home! The

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    925 Spanish Dr N Unit 60, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,066,000
Median Single Family Sale Price
$1,895,000
Median Townhouse Sale Price
$1,070,000
Median 2 Bedroom Sale Price
$747,450
Median 1 Bedroom Sale Price
$545,000
Average Price Per Sq Ft
$774
Number of Homes for Sale
384
Last 12 months Home Sales
450
Months of Supply
10.20
Median List Price
$1,125,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-11%
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