30

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

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  • /24

    $397,000

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated for 2025 with a brand-new HVAC system and water heater, giving you total peace of mind. Standing out as a unique residence that is

    Sarah Wampler REDFIN CORPORATION

    3804 Gulf of Mexico Dr Unit 207, 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
  • /18

    $380,000

    2600 Harbourside Dr Unit J-09, 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 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-09, Longboat Key, FL 34228
  • /66

    $359,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    576 Sutton Place, Longboat Key, FL 34228

    Best Beach Villa Value on Longboat Key! - Experience effortless coastal living in this lovely 2-bedroom, 2-bath end-unit bayside villa offering the highly sought-after Bay-to-Beach lifestyle on Longboat Key. Beautifully appointed and sold turnkey, this ground-floor residence is truly Martha Stewart–perfect—move-in ready and designed for relaxed elegance. The villa welcomes you with an enclosed

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    576 Sutton Place, Longboat Key, FL 34228
  • /32

    $349,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

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

    MAJOR PRICE IMPROVEMENT, BEAUTIFULLY REMODELED: 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.

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit E22, 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
  • /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
  • /30

    $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
  • /69

    $338,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4360 Chatham Dr Unit 305, Longboat Key, FL 34228

    Waterfront living made easy! This furnished 1-bedroom, 1-bath condo is move-in ready and features beautiful tile flooring throughout, an updated kitchen, and an enclosed lanai perfect for relaxing. Just steps to the beach and loaded with amenities including four heated pools, private gated beach parking with pavilion and restrooms, beach chair storage, pickleball and tennis courts, and boat docks

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4360 Chatham Dr Unit 305, Longboat Key, FL 34228
  • /44

    $399,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4310 Falmouth Dr Unit 304, Longboat Key, FL 34228

    Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn’t just a home; it’s a transformative lifestyle choice for those craving adventure, relaxation, and vibrant social connections. Picture yourself waking up to breathtaking bay views every morning from your stylish condo, featuring

    Rachel Rademacher HOUSE MATCH

    4310 Falmouth Dr Unit 304, Longboat Key, FL 34228
  • /32

    $387,561

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

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

    ...shortstories " all the buildings look alike...the photo in picture is of whitney beach condo building ..... Welcome to your private waterfront getaway. This beautifully renovated first floor residence offers tranquil Bay views, easy Bay access and your own boat dock---perfect for boating enthusuasts. Enjoy peaceful water views from the living room and entertainer's kitchen, thoughtfully

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
  • /81

    $390,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4380 Exeter Dr Unit 101, Longboat Key, FL 34228

    Investor alert. Great investment opportunity! Condominium is in great condition. Best price for two-bedroom, two-bath condominium in sought after community of Longboat Harbour. Motivated sellers, ready to have a new buyer enjoy this lovely waterfront first-floor end-unit condominium. New roof, all assessments paid, granite countertops, kitchen open to living area. All glass lanai, tile throughout

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4380 Exeter Dr Unit 101, 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
  • /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

    $350,000

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

    ~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * * MOTIVATED SELLER! * * * * ~~~~~ 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

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
  • /56

    $399,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4310 Falmouth Dr Unit 105, Longboat Key, FL 34228

    Imagine living with these breathtaking water views from the early morning magnificent sunrises to the afternoons with Manatees and Dolphins swimming by your own slice of paradise. Untouched by the recent storms, this one bedroom one bath unit is one the most affordable options on Longboat Key. Tastefully decorated and fully furnished with Luxury Vinyl Laminate floors, Impact Sliders and Windows,

    Sean Clark MICHAEL SAUNDERS & COMPANY

    4310 Falmouth Dr Unit 105, 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
  • /37

    $339,000

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

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

    One or more photo(s) has been virtually staged. Priced to sell - 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

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    669 Spanish Dr N Unit 21, Longboat Key, FL 34228
  • /77

    $399,000

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

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach access on the Gulf side. Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3802 Gulf of Mexico Dr Unit 203, 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

    $349,900

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft

    600 Sutton Place Unit 101, Longboat Key, FL 34228

    Waterfront condo with Sarasota Bay views!Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes.This spacious ground-floor corner residence features an

    Jill Baldwin MARINA PARK REALTY LLC

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • /23

    $339,000

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

    Slip f-06 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 70 X 26, and a usable beam of 23 feet and a 32 FT long finger pier. This location provides close proximity to parking with a view of the west side of the marina and golf courses. The Longboat Key Club Moorings Marina is a World Class deep

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit F-06, Longboat Key, FL 34228
  • /20

    $300,000

    2800 Harbourside Dr Unit E-12, Longboat Key, FL 34228

    Spacious E-dock! Slip E-12, a 60 ft x 21 ft. slip in the marina. Plenty of deep water and cool breezes. LBKC Membership is required. 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. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-12, Longboat Key, FL 34228
  • /54

    $389,000

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    549 Sutton Place Unit t-19, Longboat Key, FL 34228

    Across from the beach walk to sunsets at your private beach pavilion! This spacious, private two-story townhome with an enclosed garage is ideally positioned in a prime, quiet location within the community set away from incoming traffic. Updated, fully furnished, and truly turnkey. Enjoy a screened in back porch surrounded by lush landscaping, offering a peaceful private retreat. The home

    Chelsey Bast SOUTHERN CHARM REALTY & INVESTMENTS LLC

    549 Sutton Place Unit t-19, 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

    $349,900

    • 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
  • /88

    $375,000

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    527 Sutton Place, Longboat Key, FL 34228

    Live the Longboat Key Lifestyle in this townhome featuring, a new roof and fresh exterior paint. This chic, designer-styled two-story, two-bedroom townhome is offered furnished and move-in ready. Every room reflects thoughtful, elegant design, from curated furnishings to refined color palettes.The first floor features beautiful tile flooring and numerous upgrades, including a stunning kitchen

    Michael Yawitz MICHAEL SAUNDERS & COMPANY

    527 Sutton Place, 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
$1,800,000
Median Townhouse Sale Price
$1,090,000
Median 2 Bedroom Sale Price
$752,000
Median 1 Bedroom Sale Price
$587,500
Average Price Per Sq Ft
$779
Number of Homes for Sale
425
Last 12 months Home Sales
432
Months of Supply
11.80
Median List Price
$1,150,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-17%
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