29

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

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  • /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
  • /48

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    534 Sutton Place Unit 534, Longboat Key, FL 34228

    GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience island living on Longboat Key. Ideally located just steps from private Gulf Beach access, this 2 bedroom, 2 bathroom condo offers both comfort and convenience for your winter getaway or year-round living. The spacious, open-concept living and dining area flows seamlessly into

    Tanner Frey KELLER WILLIAMS ON THE WATER S

    534 Sutton Place Unit 534, Longboat Key, FL 34228
  • /25

    $379,500 Open House 12/23

    • 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
  • /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
  • /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
  • /13

    $300,000

    2800 Harbourside Dr Unit E-03, Longboat Key, FL 34228

    This slip is located in a world class deep harbor marina off Sarasota Bay on Longboat Key. Slip does not require a membership to the Longboat Key Club, however still includes the following amenities of a full service fuel dock, marina pump out boat that comes to your boat, shuttle service to St. Armand's Circle, 24 hour bathhouse with showers with towel service, laundry facilities and a marina

    Heather Claridge RIVER HILLS PROPERTIES, LLC B

    2800 Harbourside Dr Unit E-03, 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
  • /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
  • /20

    $320,000

    • Land
    • 0.04 Acre
    • $8,000,000 per Acre

    3710 Gulf of Mexico Dr Unit G12, Longboat Key, FL 34228

    ON THE WATER - SPECTACULAR VIEWS: This lot sits directly on the marina seawall, in Gulfshore, and has extended views of Sarasota Bay. When a new elevated home is placed on this parcel of land, the views will only become more impressive. There are contractors ready for you to design your interior layout and they will build your home to meet all FEMA building codes. The community of Gulfshore, is

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G12, 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
  • /30

    $387,561

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228

    ...shortstories " ITS ALL BRAND NEW

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
  • /39

    $329,000

    • 2 Beds
    • 2 Baths
    • 1,299 Sq Ft

    738 El Centro, Longboat Key, FL 34228

    Calling all boaters, investors, paradise seekers and people who are looking for incredible value. Welcome to this newly rebuilt home with soft neutral colors and tastefully selected appointments. There is great use of space with an open floor plan, office nook, den/flex room and two spacious bedrooms. This waterfront boating community with deeded beach access, and a lovely community pool

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    738 El Centro, 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
  • /61

    $358,000

    • 1 Bed
    • 1 Bath
    • 698 Sq Ft

    3810 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully reimagined coastal retreat in this beach-to-bay community, a bright and spacious one-bedroom, one-bath first-floor walk-out where everything is new, from the décor and finishes to the appliances and mechanicals. Every detail has been thoughtfully selected to create a fresh, elegant space that blends coastal

    Ellen Kirkegaard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3810 Gulf of Mexico Dr Unit 105, 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
  • /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
  • /78

    $370,000

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

    This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access,

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
  • /26

    $335,000

    • 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 unrivaled

    Mark J Baron COLDWELL BANKER REALTY

    2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228
  • /47

    $309,000

    • 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
  • /34

    $375,000

    • 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 FEMA-approved

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    669 Spanish Dr N Unit 21, 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 on beautiful Longboat Key! 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

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

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

    Jill Baldwin MARINA PARK REALTY LLC

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • /26

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft

    3806 Gulf of Mexico Dr Unit C102, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to your Gulf to Bay island escape! This light and bright 2-bedroom, 2-bathroom first-floor end-unit condo offers a relaxed and inviting coastal lifestyle. This well-maintained unit is being sold turnkey furnished, making it move-in or rental ready from day one. And you can rest assured with the security of newly installed hurricane impact

    Toni Zarghami KW COASTAL LIVING III

    3806 Gulf of Mexico Dr Unit C102, 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
  • /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
  • /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
  • /49

    $354,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening

    Dia Wilson MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 105, 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
  • /18

    $300,000

    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

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,000,000
Median Single Family Sale Price
$1,698,499
Median Townhouse Sale Price
$2,800,000
Median 2 Bedroom Sale Price
$778,000
Median 1 Bedroom Sale Price
$577,500
Average Price Per Sq Ft
$796
Number of Homes for Sale
337
Last 12 months Home Sales
428
Months of Supply
9.40
Median List Price
$1,199,450
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-17%
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