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Longboat Key, FL Homes for Sale under $400,000

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  • /53

    $399,000

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft

    600 Sutton Place Unit 101, Longboat Key, FL 34228

    Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The

    Agent Photo

    Jill Baldwin

    MARINA PARK REALTY LLC

    (941) 207-2895

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • /69

    $399,900

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

    2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228

    Island Living Meets Contemporary Comfort — Gulfside Loft at SeaplaceWelcome to your coastal dream retreat on Longboat Key, where modern design meets beachside serenity in this rarely available loft-style condo at Seaplace. With soaring vaulted ceilings and an open layout bathed in natural light, this 1-bedroom, 1.5-bath unit blends style, comfort, and functionality.Upstairs, the spacious

    Michael Renick MANGROVE REALTY ASSOCIATES

    2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228
  • /34

    $385,000

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

    564 Spanish Dr N, Longboat Key, FL 34228

    Fantastic value! Fabulous lake view. This is an opportunity to purchase in this old Florida-style community of Spanish Main Yacht Club. A blank canvas ready for you. Customize this villa to reflect your style, taste and needs. The lovely neighborhood of Spanish Main welcomes you home with villa living at its best. This home has a large dining/great room combo that opens onto an expansive lanai

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    564 Spanish Dr N, Longboat Key, FL 34228
  • /45

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft

    655 Spanish Way, Longboat Key, FL 34228

    Amazing views! This villa is positioned to provide gorgeous, elongated views of the Spanish Main community lake. The vistas from almost every room are spectacular. Have your morning coffee, evening beverages with gorgeous sunsets or simply relax as you enjoy shimmering waters. The lake is home to turtles, an abundance of fish, and beautiful Florida birds and you watch it all from your new home.

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    655 Spanish Way, Longboat Key, FL 34228
  • /16

    $399,500

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228

    Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This 2 bedroom, 2 bathroom villa is being renovated to code after Hurricane Helene and the attractive price reflects that it will not be ready to inhabit until estimated mid-summer 2025. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants

    Bill Anderson MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
  • /5

    $395,000

    2800 Harbourside Dr Unit E-22, Longboat Key, FL 34228

    This 70' x 19' non-covenanted boat slip with partial floating dock is now available at the prestigious Longboat Key Club Moorings Marina! Experience the quintessential boating lifestyle on Longboat Key in this deep-water yacht marina with easy access to the ICW, open bay and the Gulf of Mexico. Marina Village offers nearby shopping & pharmacy, recreational and social activities, while an on-site

    Ryan Ackerman COLDWELL BANKER REALTY

    2800 Harbourside Dr Unit E-22, Longboat Key, FL 34228
  • /26

    $379,000

    • 1,575 Sq Ft

    2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228

    Embrace Unparalleled Elegance: Exquisite 75’ Boat Slip on Longboat Key’s premier R dock, Your Gateway to a Refined Gulf Coast Yachting ExperienceDiscover the pinnacle of luxury boating with this stunning 75’ x 21’ deep water boat slip, perfectly situated on the spectacular R dock at Longboat Key Club Moorings Marina, nestled along Florida’s breathtaking Gulf Coast. Slip R-9 offers

    Mark J Baron COLDWELL BANKER REALTY

    2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228
  • /56

    $310,000

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

    3806 Gulf of Mexico Dr Unit C204, Longboat Key, FL 34228

    Waterfront garden-style condo communiy of Beach Harbor Club offers you to experience the best of coastal living with PRIVATE BEACH ACCESS to the West for gorgeous sunset views on the water and intracoastal and Bay access to the East. Secure building has elevator, mailbox cluster in entrance. This 2-bedroom, 2-bathroom condo is turn-key furnished. Beach Harbor Club has a SALTWATER POOL, Clubhouse

    Anna Williams SHOWTIME REALTY

    3806 Gulf of Mexico Dr Unit C204, Longboat Key, FL 34228
  • /27

    $359,000

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft

    669 Spanish Dr N Unit 21, Longboat Key, FL 34228

    Welcome to Spanish Main Yacht Club, a sought-after 55+ waterfront community on Longboat Key, where coastal living meets exceptional value. This 2-bedroom, 2-bath villa-style condo offers 1700 SqFt of interior living space, 1087 of it under air, with endless potential to make it your dream home.This stand-alone condo has undergone FEMA-approved storm mitigation, including new electrical

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    669 Spanish Dr N Unit 21, Longboat Key, FL 34228
  • /28

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228

    Priced to sell! Discover the perfect blend of comfort and coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, ideally situated steps away from the pristine sands of the Gulf of Mexico. This luxurious Long Boat Key condo comes completely furnished and features an open-concept design with a fully equipped kitchen, ideal for both relaxation and entertaining. This

    Michael Fyvie KW COASTAL LIVING II

    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
  • /20

    $325,000

    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228

    A motivated seller! 70ft. x 26ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island,

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
  • /41

    $354,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    New Price Improvement!!! $354,900. Schedule a client appointment today! Sellers are highly motivated.This is your chance to experience quintessential Coastal Living in the dynamic community of Longboat Harbour located on beautiful Longboat Key. Imagine having your coffee while watching the sunrise from your enclosed lanai in the morning overlooking the water leading to Sarasota Bay, and

    David McHugh COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • /32

    $385,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228

    BEAUTIFULLY REMODLED: This home is the epitome of simple elegance. It has been remodeled to create a home that is open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; two Bedrooms and a full Bath with a step-in shower. Grayhawk windows were installed three years ago. In addition, there is

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
  • /88

    $349,500

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4310 Falmouth Dr Unit 104, Longboat Key, FL 34228

    WHOLESALE REDUCED PRICE 1 Huge price reduction! SPECTACULAR FULL SARASOTA BAY VIEW. Well-maintained, Move-In Ready one bedroom in premium A building with NO storm damage. Relax and enjoy coastal living on the enclosed lanai, while watching the sunrise, the beautiful panoramic Harbour water view, dolphins, manatees and sea birds. The community is boater friendly with boat slips that will

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4310 Falmouth Dr Unit 104, Longboat Key, FL 34228
  • /47

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3806 Gulf of Mexico Dr Unit C-312, Longboat Key, FL 34228

    Furnished 2-bedroom, 2-bathroom end unit condo on Longboat Key! Brand New HVAC! This 3rd-floor corner unit provides outstanding natural light and added privacy, with no unit directly above. The unit features a foyer entry and a flexible 2nd bedroom setup with a retractable partition room divider and Murphy bed. Tile flooring throughout. The building offers secure entry and a covered assigned

    Janice Melzer Langa COLDWELL BANKER REALTY

    3806 Gulf of Mexico Dr Unit C-312, Longboat Key, FL 34228
  • /20

    $330,000

    2800 Harbourside Dr Unit M-10, Longboat Key, FL 34228

    A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit M-10, Longboat Key, FL 34228
  • /18

    $325,000

    2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228

    A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228
  • /16

    $400,000

    2600 Harbourside Dr Unit R-07, Longboat Key, FL 34228

    70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. This is a great slip with exceptional views of Sarasota Bay and the city skyline. Easy in/out boat access too. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit R-07, Longboat Key, FL 34228
  • /20

    $350,000

    • 1,155 Sq Ft

    2600 Harbourside Dr Unit C-04, Longboat Key, FL 34228

    Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit C-04, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,178,550
Median Single Family Sale Price
$1,550,000
Median Townhouse Sale Price
$2,800,000
Median 2 Bedroom Sale Price
$784,950
Median 1 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$883
Number of Homes for Sale
251
Last 12 months Home Sales
439
Months of Supply
6.90
Median List Price
$1,299,749
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
5%
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