Homes for Sale $300K to $500K in Longboat Key, FL
This page tracks every Longboat Key listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.
50 homes listed between $300,000 and $500,000 are for sale or pending in Longboat Key, FL today across 17 communities. The median asking price is $400,000, from $300,000 to $499,000. Listings in Longboat Key without that feature have a median of $1,095,000. Most listings right now: Longboat Key Moorings (7), Longboat Harbour (6), Spanish Main Yacht Club Condo (6). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Longboat Key: the listings
46 active listings match today (18% of Longboat Key inventory), median asking $405,000, $433/sq ft, median 76 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Longboat Key
The most expensive $300k–$500k homes in Longboat Key
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1945 Gulf Of Mexico Drive #M2-402 | $499,000 | 933 | — |
| 578 Spanish Drive | $499,000 | 1,337 | — |
| 4420 Exeter Drive #303 | $499,000 | 1,152 | — |
| 5231 Gulf Of Mexico Drive #104 | $499,000 | 720 | — |
| 1930 Harbourside Drive #122 | $497,000 | 1,192 | Fairway Bay |
| 3453 Gulf Of Mexico Drive #237 | $495,000 | 368 | — |
| 3453 Gulf Of Mexico Drive #242 | $489,900 | 528 | — |
| 2600 Harbourside Drive #C13 | $489,500 | — | 8177 - Longboat Key Moorings Marina |
| 605 Sutton Place #102 | $485,000 | 992 | — |
| 4380 Exeter Drive #H202 | $480,000 | 1,152 | — |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 46 | 100% |
Longboat Key homes $300K–$500K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| Longboat Key Moorings | 7 | 0 | $425,000 | $350,000 |
| Longboat Harbour | 6 | 0 | $437,450 | $307,000 |
| Spanish Main Yacht Club Condo | 6 | 0 | $404,950 | $335,000 |
| Longboat Key Moorings Marina | 6 | 0 | $390,000 | $300,000 |
| Sea Horse Beach Resort | 3 | 0 | $489,900 | $390,000 |
| Beach Harbor Club | 3 | 0 | $389,500 | $339,000 |
| Gulfshore Of Longboat Key | 3 | 1 | $349,900 | $310,000 |
| Whitney Beach | 2 | 0 | $398,780 | $387,561 |
| Twin Shores Mobile Home | 2 | 1 | $397,000 | $395,000 |
| Longboat Key Moorings Marina 2 | 2 | 0 | $367,500 | $350,000 |
| Seaplace V | 1 | 0 | $499,000 | $499,000 |
| Covert Ii | 1 | 0 | $499,000 | $499,000 |
| Fairway Bay 1 | 1 | 0 | $497,000 | $497,000 |
| Sutton Place | 1 | 0 | $485,000 | $485,000 |
| Fairway Bay | 1 | 0 | $449,000 | $449,000 |
| Saint Judes Apts | 1 | 0 | $364,000 | $364,000 |
| Neptune On Longboat Key | 1 | 0 | $325,000 | $325,000 |
Where this band sits in the market
The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.
Questions to ask about any listing in this band
What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.
Common questions
How many homes listed between $300,000 and $500,000 are for sale in Longboat Key?
What do homes $300K–$500K cost in Longboat Key?
Which Longboat Key community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
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Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Longboat Key, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.