11,644

Longboat Key, FL Homes

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

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • 833 Bayport Way Unit 833, Longboat Key, FL 34228
    833 Bayport Way Unit 833, Longboat Key, FL 34228
    833 Bayport Way Unit 833, Longboat Key, FL 34228
    /52

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    833 Bayport Way Unit 833, Longboat Key, FL 34228

    WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea’s edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    833 Bayport Way Unit 833, Longboat Key, FL 34228
  • 560 Cedar St, Longboat Key, FL 34228
    560 Cedar St, Longboat Key, FL 34228
    /2

    $655,000

    Sold Dec 10, 2025

    560 Cedar St, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Below List Price
    • $359/SF
    • 64 Days On Market

    Current Estimated Value $787,474

    Last Listing Agent Lauren Hofing THE KEYES COMPANY - SARASOTA

    560 Cedar St, Longboat Key, FL 34228
    • 408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
      408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
      /2

      Est $66,505

      Not Listed For Sale

      408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

      • Studio
      • Built 1987
      408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

      Last Sold Summary

      • 2 Days On Market

  • 1571 Harbor Cay Ln, Longboat Key, FL 34228
    1571 Harbor Cay Ln, Longboat Key, FL 34228
    1571 Harbor Cay Ln, Longboat Key, FL 34228
    /93

    $4,550,000

    $450K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,209 Sq Ft

    1571 Harbor Cay Ln, Longboat Key, FL 34228

    Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

    Agent Photo

    Julie Klick

    MICHAEL SAUNDERS & COMPANY

    1571 Harbor Cay Ln, Longboat Key, FL 34228
  • 4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    /20

    $9,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

    Property Id: 2484818Available December 1st, 2026, January 2027, and February 2027! (December has a discount!) THE OCEAN IS YOUR BACKYARD! Minutes away from world-class golfing, boating, tennis, dining, and shopping. This exclusive, private, and serene Gulf Coast Condominium unit has been a traveler's dream for so many years now. The Property offers steps to the Gulf Coast's richest

    4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
  • 4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228
    4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228
    /2

    $4,750,000

    Sold May 06, 2026

    4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 3,582 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $1,326/SF
    • 58 Days On Market

    Current Estimated Value $4,826,162

    Last Listing Agent Sue Wolverton DOUGLAS ELLIMAN

    4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228
    • 29 Main Street Dr, Longboat Key, FL 34228
      29 Main Street Dr, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      29 Main Street Dr, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 2019
      29 Main Street Dr, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

  • 435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    /57

    $3,200,000

    $300K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

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

    Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --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

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
  • 829 Bayport Way Unit 829 B, Longboat Key, FL 34228
    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
    /58

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    829 Bayport Way Unit 829 B, Longboat Key, FL 34228

    Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
  • 3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    /2

    $350,000

    Sold Jul 03, 2025

    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,396 Sq Ft
    • Built 1970

    Last Sold Summary

    • 18% Below List Price
    • $251/SF
    • 70 Days On Market

    Current Estimated Value $393,615

    Last Listing Agent Kathleen Magnus FLORIDA GALLERY REAL ESTATE

    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    • 408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
      408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
      /2

      Est $60,180

      Not Listed For Sale

      408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

      • Studio
      • Built 1987
      408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

      Last Sold Summary

      • 6 Days On Market

  • 2525 Gulf of Mexico Dr Unit 3D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 3D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 3D, Longboat Key, FL 34228
    /100

    $1,650,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    2525 Gulf of Mexico Dr Unit 3D, Longboat Key, FL 34228

    Under contract-accepting backup offers. Professional Photo's coming soon. Wake up to breathtaking, direct panoramic views of the Gulf of Mexico from this stunning third-floor beachfront residence on Longboat Key. Perfectly positioned to capture endless turquoise waters and spectacular sunsets, this coastal retreat offers unobstructed Gulf views, creating a serene backdrop for everyday

    Agent Photo

    Midge McCarthy

    RE/MAX ALLIANCE GROUP

    2525 Gulf of Mexico Dr Unit 3D, Longboat Key, FL 34228
  • 6979 Longboat Dr S, Longboat Key, FL 34228
    6979 Longboat Dr S, Longboat Key, FL 34228
    6979 Longboat Dr S, Longboat Key, FL 34228
    /20

    $14,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft
    • House for Rent

    6979 Longboat Dr S, Longboat Key, FL 34228

    Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room

    6979 Longboat Dr S, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
    /2

    $1,098,000

    Sold Jul 30, 2025

    240 Sands Point Rd Unit 4201, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Built 1982

    Last Sold Summary

    • 8% Below List Price
    • $1,464/SF
    • 162 Days On Market

    Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

    240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
    • 2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
      2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

      • Built 1985
      2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

      Last Sold Summary

      • 66 Days On Market

  • 562 Ranger Ln, Longboat Key, FL 34228
    562 Ranger Ln, Longboat Key, FL 34228
    562 Ranger Ln, Longboat Key, FL 34228
    /96

    $3,499,900

    • 4 Beds
    • 3 Baths
    • 3,149 Sq Ft

    562 Ranger Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. A rare opportunity to own a single-family waterfront home with 100 feet of canal frontage and direct access to Sarasota Bay. Located in Country Club Shores on the desirable southern end of Longboat Key, 562 Ranger Lane offers 4 bedrooms, 3 full baths, and approximately 3,149 square feet of living space designed for relaxed coastal living. The

    Agent Photo

    Cheri Castro

    MICHAEL SAUNDERS & COMPANY

    562 Ranger Ln, Longboat Key, FL 34228
  • 5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    /44

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    Experience true beachfront living at 5611 Gulf of Mexico Drive, Unit 3103. This beautifully kept 3-bedroom, 2-bath residence is in excellent condition and offers stunning views of the Gulf of Mexico in a setting that is hard to beat. Located directly on the beach with no road to cross, this property gives you effortless access to the shoreline just steps from your door. Guests can enjoy the

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • 2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
    /2

    $549,000

    Sold Feb 05, 2026

    2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft
    • Built 1974

    Last Sold Summary

    • $592/SF
    • 0 Days On Market

    Current Estimated Value $560,275

    Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
    • 681 Fox St, Longboat Key, FL 34228
      681 Fox St, Longboat Key, FL 34228
      /2

      Est $586,952

      Not Listed For Sale

      681 Fox St, Longboat Key, FL 34228

      • 2 Beds
      • 1 Bath
      • 810 Sq Ft
      • Built 1964
      681 Fox St, Longboat Key, FL 34228

      Last Sold Summary

      • 4 Days On Market

  • 2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
    /49

    $1,800,000

    $200K PRICE DROP
    • 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

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
  • 4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
    /20

    $5,787

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft
    • Condo for Rent

    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228

    The advertised rate of $5,787/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 26, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
  • 663 Penfield St, Longboat Key, FL 34228
    663 Penfield St, Longboat Key, FL 34228
    /2

    $975,000

    Sold Jul 28, 2025

    663 Penfield St, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 1,446 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $674/SF
    • 7 Days On Market

    Current Estimated Value $1,013,512

    Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    663 Penfield St, Longboat Key, FL 34228
    • 653 Cedars Ct Unit 25, Longboat Key, FL 34228
      653 Cedars Ct Unit 25, Longboat Key, FL 34228
      /2

      Est $589,350

      Not Listed For Sale

      653 Cedars Ct Unit 25, Longboat Key, FL 34228

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1988
      653 Cedars Ct Unit 25, Longboat Key, FL 34228

      Last Sold Summary

      • 110 Days On Market

  • 545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
    /55

    $1,828,000

    $120K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228

    Under contract-accepting backup offers. 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

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
  • 5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    /22

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Condo for Rent

    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

    AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
  • 1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    /2

    $1,500,000

    Sold Aug 19, 2025

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,551 Sq Ft
    • Built 1975

    Last Sold Summary

    • 16% Below List Price
    • $967/SF
    • 81 Days On Market

    Current Estimated Value $1,488,358

    Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    • 3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
      3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
      /2

      Est $1,061,672

      Not Listed For Sale

      3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

      • 3 Beds
      • 3 Baths
      • 2,568 Sq Ft
      • Built 1980
      3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

      Last Sold Summary

      • 7 Days On Market

  • 1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
    /80

    $725,000

    $70K PRICE DROP
    • 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

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
  • 5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
    /20

    $7,990

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228

    The advertised rate of $7,990/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
  • 4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    /2

    $675,000

    Sold May 15, 2026

    4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Built 1970

    Last Sold Summary

    • 21% Below List Price
    • $485/SF
    • 80 Days On Market

    Current Estimated Value $688,482

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    • 1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
      1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
      /2

      Est $1,026,015

      Not Listed For Sale

      1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,827 Sq Ft
      • Built 1985
      1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

      Last Sold Summary

      • 73 Days On Market

  • 4350 Chatham Dr Unit 208, Longboat Key, FL 34228
    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
    /86

    $640,000

    Open Sat 1PM - 4PM $109K PRICE DROP
    • 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 $35,000! 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

    Agent Photo

    Billie Chipain

    COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
  • 522 Bayport Way Unit 522, Longboat Key, FL 34228
    522 Bayport Way Unit 522, Longboat Key, FL 34228
    522 Bayport Way Unit 522, Longboat Key, FL 34228
    /56

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    522 Bayport Way Unit 522, Longboat Key, FL 34228

    GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is beautifully appointed. This residence offers a wonderful retreat as a annual. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    522 Bayport Way Unit 522, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4403, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4403, Longboat Key, FL 34228
    /2

    $1,075,000

    Sold Oct 16, 2025

    240 Sands Point Rd Unit 4403, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 626 Sq Ft
    • Built 1982

    Last Sold Summary

    • 1% Below List Price
    • $1,717/SF
    • 2 Days On Market

    Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    240 Sands Point Rd Unit 4403, Longboat Key, FL 34228
    • 3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      /2

      Est $687,409

      Not Listed For Sale

      3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,284 Sq Ft
      • Built 1980
      3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      Last Sold Summary

      • 66 Days On Market

  • 3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
    /48

    $895,000

    $10K PRICE DROP
    • 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

    Agent Photo

    Monica DeSomma

    PREFERRED SHORE LLC

    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
  • 601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
    601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
    601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
    /16

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Condo for Rent

    601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228

    Property Id: 2517125This beachfront retreat offers breathtaking panoramic views from its Gulf-front and east-facing balconies, encompassing Lido and Siesta Keys, Longboat Key, and the Sarasota skyline. Inside, a sunlit living room with large windows, a dining area with ocean views, and an updated kitchen with stainless steel appliances and an in-unit washer/dryer provide comfortable

    601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
  • 1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    /2

    $583,950

    Sold Apr 01, 2026

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Below List Price
    • $547/SF
    • 137 Days On Market

    Current Estimated Value $602,603

    Last Listing Agent Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    • 250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
      250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 634 Sq Ft
      • Built 1982
      250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

      Last Sold Summary

      • 108 Days On Market

Showing Results 1 - 40, Page 1 of 18

Florida Manatee County Longboat Key

Real Estate & Homes

Home Prices in Longboat Key, FL

The median home sale price in Longboat Key, FL is $1,050,000, down 14% year-over-year. Homes in Longboat Key sell in 107 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$1,050,000
Median Single Family Sale Price
$1,800,000
Median Townhouse Sale Price
$996,000
Median 2 Bedroom Sale Price
$749,000
Median 1 Bedroom Sale Price
$502,000
Average Price Per Sq Ft
$776
Number of Homes for Sale
351
Last 12 months Home Sales
484
Months of Supply
8.70
Median List Price
$1,132,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-14%
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