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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
  • /28

    $395,000

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

    620 Spanish Dr N, Longboat Key, FL 34228

    Don't miss this rare opportunity to own a renovated standalone villa with a lake view on Longboat Key! This very light, bright, and charming 2 bedroom 2 bath home is almost ready for occupancy at an exceptionally low price. As you enter the home, you can see a lovely lake view through the large back windows. The rear, shady, landscaped patio is a perfect place to relax throughout the day and

    Adrienne Scott MICHAEL SAUNDERS & COMPANY

    620 Spanish Dr N, 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

    Below $400,000 Seaplace opportunity • Hurricane shutter & newer AC • Gulf-front communityWelcome to Seaplace, a sought-after gated Gulf-front community on Longboat Key offering resort-style amenities and beach access. This rare below-$400,000 opportunity (Unit G2-214) provides exceptional value in one of the island’s most desirable coastal neighborhoods. The one-bedroom,

    Michael Renick MANGROVE REALTY ASSOCIATES

    2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228
  • /24

    $398,000

    • 1 Bed
    • 1 Bath
    • 657 Sq Ft

    2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    Turnkey Vacation Getaway or Smart Investment Opportunity! Own your slice of paradise on Longboat Key with this charming 1-bedroom, 1-bath condo located at 2850 Gulf of Mexico Dr Unit 5. Just directly across from public beach access, this 657 sq ft ground-floor unit is perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance

    Edward Campbell MICHAEL SAUNDERS & COMPANY

    2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
  • /34

    $399,000

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

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

    Fully renovated villa ready for immediate occupancy! 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

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    669 Spanish Dr N Unit 21, Longboat Key, FL 34228
  • /25

    $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 attractively priced 2-bedroom, 2-bathroom villa has been renovated to code after Hurricane Helene. It is now ready for October occupancy. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across

    Adrienne Scott MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
  • /60

    $365,000

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 104, Longboat Key, FL 34228

    Waterfront Paradise – Move-In Ready 1-Bedroom Condo with Income Potential .Live the dream in this beautifully furnished, move-in ready one-bedroom condo located in a premier waterfront community on Longboat Key . From the moment you step inside, you’re greeted with tasteful coastal decor, a bright and airy layout, and water views of the harbor through your fully enclosed lanai. Slide open the

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4390 Exeter Dr Unit 104, Longboat Key, FL 34228
  • /55

    $300,000

    2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228

    Enjoy the ultimate in boating lifestyle with your private slip in a World Class Deep Harbor Marina located off of Sarasota Bay. Amenities include Full Service Fuel Dock, Pump out at Fuel Dock or via Marina Pump Out Boat, Shuttle Service as far as St Armands, 24 hour bathhouse with showers, laundry room and marina village ship store. Your 55 ft slip will accommodate a vessel up to 50 ft with a

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228
  • /19

    $305,000

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft

    3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

    Discover coastal living at its finest with this charming condominium located on Gulf of Mexico Dr, Longboat Key. This residence offers stunning ocean views and easy access to beautiful beaches. The open-concept layout features modern finishes, a spacious living area, and a well-appointed kitchen. Enjoy relaxing on the private balcony overlooking the serene surroundings. The community amenities

    Steven Koleno BEYCOME OF FLORIDA LLC

    3806 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
  • /13

    $300,000

    • Land
    • 1 Acre
    • $300,000 per Acre

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

    The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Club membership is not required. 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 Mediterranean style marina village that includes

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228
  • /14

    $350,000

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

    Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is not required. 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 Mediterranean style marina

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit J-04, Longboat Key, FL 34228
  • /14

    $395,000

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

    509 Spanish Dr N, Longboat Key, FL 34228

    Welcome to your slice of paradise on Longboat Key! Just steps from the white sandy beaches and turquoise Gulf waters, this beautifully updated villa combines peace of mind with effortless coastal living. Completely mitigated per FEMA guidelines, the home offers confidence and comfort with thoughtful upgrades throughout. Inside, you’ll find brand new doors, drywall, flooring, appliances, windows,

    Jennifer Kenna EXP REALTY LLC

    509 Spanish Dr N, Longboat Key, FL 34228
  • /17

    $300,000

    2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228

    A fantastic view of the city skyline from the 48 x 21 foot slip at Longboat Key Club Moorings! Club membership is not required. 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 Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228
  • /41

    $380,000

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

    667 El Centro, Longboat Key, FL 34228

    Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, 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 has contracted with the community contractor. has paid related assessment and work is

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    667 El Centro, Longboat Key, FL 34228
  • /31

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the bay from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience. This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a fitness

    Kathleen Magnus FLORIDA GALLERY REAL ESTATE

    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
  • /15

    $300,000

    2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228

    The middle pier, right in front at Longboat Key Club! I-09, a 60 ft x 21 ft. slip in the marina. This is the only north-south pier in the marina; plenty of deep water and cool breezes. 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 Mediterranean style marina village that

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228
  • /26

    $359,000

    • 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 Experience.Discover 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
  • /19

    $375,000

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

    Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
  • /32

    $369,000

    • 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
  • /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
$1,025,000
Median Single Family Sale Price
$1,695,000
Median Townhouse Sale Price
$1,975,000
Median 2 Bedroom Sale Price
$762,500
Median 1 Bedroom Sale Price
$622,000
Average Price Per Sq Ft
$824
Number of Homes for Sale
280
Last 12 months Home Sales
404
Months of Supply
8.30
Median List Price
$1,250,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-14%
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