31

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

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  • /25

    $397,000 Open Sat 12:30PM - 3:30PM

    • 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
  • /22

    $399,000

    • 2 Beds
    • 1 Bath
    • 695 Sq Ft

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    Welcome to Neptune on Longboat Key — a charming community where coastal comfort meets relaxed island living. This bright 2-bedroom, 1-bath residence features tile flooring throughout, a full kitchen with quality appliances, and a beautifully tiled bath. The open living and dining area leads to a screened lanai surrounded by lush tropical landscaping — the perfect spot to enjoy morning coffee and

    Bruce Myer COLDWELL BANKER REALTY

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • /70

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228

    Light, bright, charming and ready to move into! Kitchen gutted to studs, totally updated.Tile floors, lots of closet space throughout. Updated baths, Enclosed Lanai with tile floors and electric shades overlooks lovely water view. Lovely updated decor. Furnishings are negotiable . Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, At the clubhouse/communinity center there

    Michael Yawitz MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 106, 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

    $389,500

    • 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
  • /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
  • /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
  • /17

    $300,000

    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228

    A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. 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

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
  • /34

    $369,000

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

    509 Spanish Dr N, Longboat Key, FL 34228

    STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your daily rhythm. Morning walks on soft sand, sunset returns under glowing skies, and the constant sense that the water is always just around the

    Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

    509 Spanish Dr N, 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
  • /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

    $360,000

    • 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
  • /41

    $380,000 Open Sat 11AM - 1PM

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

    667 El Centro, Longboat Key, FL 34228

    New photos coming on this beautifully updated free-standing villa in Spanish Main Yacht Club on Longboat Key, a warm and vital boating community with private beach access, 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 contracted with the community contractor.

    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

    $340,000

    • 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
  • /41

    $355,000

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228

    If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready.What truly sets Whitney Beach apart is its rare combination of resort-style living and relaxed island charm:

    Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 152, 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
  • /24

    $368,500

    • 1 Bed
    • 1 Bath
    • 657 Sq Ft

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

    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 vacation escape or an income-generating property, this

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2850 Gulf of Mexico Dr Unit 5, 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

    Super value on 2nd floor 2br/2ba condo in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just accross the street! 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

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3802 Gulf of Mexico Dr Unit 203, 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
  • /40

    $396,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    541 Spanish Dr N Unit 5, Longboat Key, FL 34228

    1 Block from private beach, completely remodeled 1100 sq ft modernized condo with open concept and lot of windows. Custom kitchen, completely gutted and new insulation and drywall. Custom glass-walls, 3 A/C zones. Villa is in 55 plus community with private beach and marina, clubhouse, shuffle board, in peaceful LongBoat Key.

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    541 Spanish Dr N Unit 5, 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
  • /77

    $389,000

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

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

    Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized

    Len Scavron LEN SCAVRON

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
  • /33

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,429 Sq Ft

    597 Spanish Dr N Unit 12, Longboat Key, FL 34228

    Enjoy the Florida lifestyle in this beautifully renovated 2-bedroom + den, 2-bath villa in the highly desirable Spanish Main Yacht Club on Longboat Key. Offering 1,429 sq. ft. of move-in-ready living space, this home features ceramic tile flooring throughout, an open-concept living and dining area, and a bright Florida room ideal for relaxing or entertaining. The den includes a closet, making it

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    597 Spanish Dr N Unit 12, 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
$1,070,000
Median Single Family Sale Price
$1,812,500
Median Townhouse Sale Price
$1,102,500
Median 2 Bedroom Sale Price
$749,900
Median 1 Bedroom Sale Price
$539,900
Average Price Per Sq Ft
$776
Number of Homes for Sale
392
Last 12 months Home Sales
449
Months of Supply
10.50
Median List Price
$1,132,500
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-9%
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