4 Bedroom Homes for Sale in Longboat Key, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Longboat Key listing whose MLS record reports four or more bedrooms, by community, with live counts and asking prices, and how the price compares with smaller homes in the same city.
48 homes with four or more bedrooms are for sale or pending in Longboat Key, FL today across 26 communities. The median asking price is $3,722,500, from $780,000 to $38,450,000. Listings in Longboat Key without that feature have a median of $725,000. Most listings right now: Bay Isles (6), Longboat Key (5), Sleepy Lagoon Park (4). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Longboat Key: the listings
40 active listings match today (16% of Longboat Key inventory), median asking $4,147,500, $1,047/sq ft, median 121 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Longboat Key
The most expensive 4-bedroom homes in Longboat Key
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 5965 Gulf Of Mexico Drive | $38,450,000 | 17,199 | — |
| 6685 Gulf Of Mexico Drive | $15,550,000 | 12,752 | — |
| 6489 Gulfside Road | $13,995,000 | 6,616 | — |
| 6680 Gulf Of Mexico Drive | $12,900,000 | 6,408 | — |
| 1591 Gulf Of Mexico Drive #618 | $12,500,000 | 5,350 | — |
| 1600 Harbor Sound Drive | $11,900,000 | 5,689 | — |
| 600 Putter Lane | $9,400,000 | 5,982 | — |
| 630 De Narvaez Drive | $8,925,000 | 4,591 | — |
| 5005 Gulf Of Mexico Drive #4 | $7,495,000 | 4,630 | — |
| 711 Old Compass Road | $6,495,000 | 4,274 | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| $750K–$1M | 3 | 8% |
| $1M+ | 37 | 92% |
Longboat Key 4-bedroom homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | 4-Bedroom Homes | New build | Median list | From |
|---|---|---|---|---|
| Bay Isles | 6 | 2 | $4,175,000 | $1,100,000 |
| Longboat Key | 5 | 1 | $950,000 | $780,000 |
| Sleepy Lagoon Park | 4 | 1 | $4,147,500 | $1,690,000 |
| Country Club Shores | 4 | 0 | $3,149,000 | $1,999,000 |
| Sleepy Lagoon Park 2 | 4 | 1 | $2,822,450 | $2,500,000 |
| Queens Harbour | 4 | 0 | $2,772,500 | $2,550,000 |
| T J Oxford | 1 | 0 | $15,550,000 | $15,550,000 |
| Sleepy Lagoon | 1 | 1 | $13,995,000 | $13,995,000 |
| Rauch | 1 | 0 | $12,900,000 | $12,900,000 |
| St. Regis Longboat Key | 1 | 0 | $12,500,000 | $12,500,000 |
| Country Club Shores, Unit 5, Sec 3 | 1 | 0 | $9,400,000 | $9,400,000 |
| Bonaire At Longboat Key | 1 | 0 | $7,495,000 | $7,495,000 |
| Lighthouse Point | 1 | 0 | $6,995,000 | $6,995,000 |
| Emerald Harbor | 1 | 1 | $6,495,000 | $6,495,000 |
| Hideaway Bay Sub | 1 | 0 | $6,295,000 | $6,295,000 |
| Aria Longboat Key | 1 | 0 | $5,999,000 | $5,999,000 |
| Jew Fish Key | 1 | 0 | $5,895,000 | $5,895,000 |
| Coquina Beach | 1 | 1 | $5,295,000 | $5,295,000 |
| Longboat Shores Rev | 1 | 1 | $4,395,000 | $4,395,000 |
| Country Club Shores Sec 02 | 1 | 0 | $3,999,990 | $3,999,990 |
| Weston Pointe | 1 | 0 | $3,100,000 | $3,100,000 |
| Shipmans Add | 1 | 0 | $2,795,000 | $2,795,000 |
| Coreys Landing | 1 | 0 | $2,675,000 | $2,675,000 |
| The Preserve/Longbeach | 1 | 1 | $2,650,000 | $2,650,000 |
| Preserve/Longbeach | 1 | 0 | $2,398,000 | $2,398,000 |
| Triton Cove | 1 | 0 | $1,899,000 | $1,899,000 |
What the fourth bedroom costs
The answer block above compares the median asking price of four-plus-bedroom homes with the median of everything else listed in the city; the gap is what the extra room, and usually the extra square footage and lot, is priced at today. Compare on price per square foot, not price alone: a four-bedroom home at 2,000 square feet and one at 2,800 are different purchases, and the MLS square footage on each listing page makes that comparison in seconds. Newer subdivisions tend to deliver four bedrooms in less square footage than older ones; the community pages show year-built ranges so you can see which is which.
Questions to ask about any four-bedroom listing
Is the fourth bedroom a true bedroom with a closet and window, or a converted den, garage bay or bonus room? Are the bedrooms split (owner’s suite away from the others) or all on one side? Is there a second full bath near the secondary bedrooms? What does the seller pay for insurance and, in an HOA community, what do the dues cover? A local agent who works the area will know which builders’ four-bedroom plans hold their value.
Common questions
How many homes with four or more bedrooms are for sale in Longboat Key?
What do 4-bedroom homes cost in Longboat Key?
Which Longboat Key community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
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4-Bedroom Homes in nearby Sarasota County cities
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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 four or more bedrooms. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.