Newly Listed
Home for Sale
$275,000
0 ba ·
Bedrooms
Bathrooms
Longboat Key Homes for Sale under $400K
42 listings
364 Days on Market
Home for Sale
$270,000
0 ba ·
2600 HARBOURSIDE DRIVE # H-09, LONGBOAT KEY, FL 34228
174 Days on Market
Home for Sale
$265,000
0 ba ·
26OO HARBOURSIDE DRIVE # O-06, LONGBOAT KEY, FL 34228
137 Days on Market
Home for Sale
$250,000
0 ba ·
2800 HARBOURSIDE DRIVE # E-08, LONGBOAT KEY, FL 34228
492 Days on Market
Home for Sale
$250,000
0 ba ·
2800 HARBOURSIDE DRIVE # M-03, LONGBOAT KEY, FL 34228
Newly Listed
Home for Sale
$250,000
0 ba ·
2600 HARBOURSIDE DRIVE # H06, LONGBOAT KEY, FL 34228
365 Days on Market
Home for Sale
$239,000
0 ba ·
2600 HARBOURSIDE DRIVE # O-11, LONGBOAT KEY, FL 34228
59 Days on Market
Home for Sale
$235,000
0 ba ·
2600 HARBOURSIDE DRIVE # O-04, LONGBOAT KEY, FL 34228
304 Days on Market
Home for Sale
$225,000
0 ba ·
2600 HARBOURSIDE DRIVE # Q-08, LONGBOAT KEY, FL 34228
736 Days on Market
Home for Sale
$225,000
0 ba ·
2600 HARBOURSIDE DRIVE # N-05, LONGBOAT KEY, FL 34228
Newly Listed
Home for Sale
$225,000
0 ba ·
2600 HARBOURSIDE DRIVE # P-07, LONGBOAT KEY, FL 34228
64 Days on Market
Home for Sale
$200,000
0 ba ·
2600 HARBOURSIDE DRIVE # H-05, LONGBOAT KEY, FL 34228
Newly Listed
Home for Sale
$200,000
0 ba ·
2600 HARBOURSIDE DRIVE # P-05, LONGBOAT KEY, FL 34228
718 Days on Market
Home for Sale
$189,000
0 ba ·
2600 HARBOURSIDE DRIVE # R-02, LONGBOAT KEY, FL 34228
346 Days on Market
Home for Sale
$150,000
2 bd · 1 ba · 684 sqft
3710 GULF OF MEXICO DRIVE # D19, LONGBOAT KEY, FL 34228
98 Days on Market
Home for Sale
$70,000
0 ba ·
408 GULF OF MEXICO DRIVE # 1214, LONGBOAT KEY, FL 34228
105 Days on Market
Home for Sale
$59,000
0 ba ·
408 GULF OF MEXICO DRIVE # 1332, LONGBOAT KEY, FL 34228
Newly Listed
Home for Sale
$39,500
0 ba ·
408 GULF OF MEXICO DRIVE # 2112, LONGBOAT KEY, FL 34228
Talk to a local agent
Looking at Longboat Key Homes for Sale under $400K?
Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.
Live MLS inventory in Longboat Key, updated continuously. Florida Lux Real Estate currently tracks 42 active listings here. MLS inventory updated October 26, 2026.
Discover Your Perfect Home
Homes for Sale under $400K in Nearby Cities
Select Property Type
Longboat Key Condos for Sale by Type & Price
Bedroom Size Homes in Longboat Key
Homes by Price in Longboat Key
Lifestyle & New in Longboat Key
Rentals in Longboat Key
Homes Nearby Longboat Key: Neighborhoods
- LONGBOAT KEY Homes for Sale(15)
- LONGBOAT KEY MOORINGS MARINA Homes for Sale(13)
- LONGBOAT KEY MOORINGS Homes for Sale(12)
- SPANISH MAIN YACHT CLUB CONDO Homes for Sale(12)
- LONGBOAT HARBOUR Homes for Sale(10)
Show more (10)Show less
- SLEEPY LAGOON Homes for Sale(10)
- BAY ISLES Homes for Sale(9)
- ISLANDER CLUB OF LONGBOAT Homes for Sale(8)
- SLEEPY LAGOON PARK Homes for Sale(7)
- BEACHPLACE III Homes for Sale(6)
- GULFSHORE OF LONGBOAT KEY Homes for Sale(6)
- 8177 - LONGBOAT KEY MOORINGS MARINA 2 Homes for Sale(5)
- COUNTRY CLUB SHORES Homes for Sale(5)
- FAIRWAY BAY 1 Homes for Sale(5)
- INN ON THE BEACH PH II Homes for Sale(5)