4 Bedroom Homes for Sale in Key West, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Key West 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.
72 homes with four or more bedrooms are for sale or pending in Key West, FL today across 36 communities. The median asking price is $2,075,000, from $779,000 to $12,500,000. Listings in Key West without that feature have a median of $1,025,000. Most listings right now: Old Town - Unrecord (1.0) (11), Old Town - Unlisted (1.0) (9), Key West Realty Cos Sub (3.0) (8). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Key West: the listings
64 active listings match today (27% of Key West inventory), median asking $1,987,500, median 141 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Key West
The most expensive 4-bedroom homes in Key West
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 32 Sunset Key Drive | $12,500,000 | — | — |
| 317 Whitehead Street | $6,895,000 | — | — |
| 411 Louisa Street | $6,750,000 | — | — |
| 723 Eaton Street | $6,450,000 | — | — |
| 3750 Sunrise Lane | $6,200,000 | — | — |
| 906 Johnson Street | $5,500,000 | — | — |
| 613 Margaret Street | $5,400,000 | — | — |
| 1616 Atlantic Boulevard #11 | $4,995,000 | — | — |
| 901 Eisenhower Drive | $4,750,000 | — | — |
| 709 Eaton Street | $4,695,000 | — | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| $750K–$1M | 8 | 12% |
| $1M+ | 56 | 88% |
Key West 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 |
|---|---|---|---|---|
| Old Town - Unrecord (1.0) | 11 | 1 | $3,600,000 | $1,799,000 |
| Old Town - Unlisted (1.0) | 9 | 3 | $3,500,000 | $1,675,000 |
| Key West Realty Cos Sub (3.0) | 8 | 0 | $1,537,500 | $799,000 |
| Monroe Investement Co Sub (2.0) | 3 | 0 | $2,199,000 | $1,350,000 |
| Webb Realty Co Sub (1.0) | 2 | 0 | $2,997,500 | $2,500,000 |
| Key West Investment Co Sub (1.0) | 2 | 0 | $2,745,000 | $2,595,000 |
| Riviera Shr Amd Plat (3.0) | 2 | 0 | $2,062,500 | $1,975,000 |
| Key West Golf Club Dev (4.0) | 2 | 0 | $1,925,000 | $1,500,000 |
| Sunrise Shores (4.0) | 2 | 0 | $1,875,000 | $1,875,000 |
| Pearlmans Subd (2.0) | 2 | 0 | $1,670,000 | $1,490,000 |
| Sunshine Sub Plat 3 (3.0) | 2 | 0 | $1,500,000 | $1,300,000 |
| Riviera Shores (3.0) | 2 | 0 | $1,089,500 | $1,079,000 |
| Ser-Deb Estates (3.0) | 2 | 0 | $949,000 | $919,000 |
| Sunset Key (Tank) Island Unrcd (0.0) | 1 | 0 | $12,500,000 | $12,500,000 |
| Vista Del Mar (4.0) | 1 | 0 | $6,200,000 | $6,200,000 |
| Martello Towers (1.0) | 1 | 0 | $5,500,000 | $5,500,000 |
| Casa Caselles (2.0) | 1 | 0 | $4,995,000 | $4,995,000 |
| Benj Alburys Subd (2.0) | 1 | 0 | $4,750,000 | $4,750,000 |
| Prog Land Imp Co Diag (2.0) | 1 | 0 | $3,599,000 | $3,599,000 |
| Macros Subd (2.0) | 1 | 0 | $3,400,000 | $3,400,000 |
| East Martello Towers (2.0) | 1 | 0 | $2,880,000 | $2,880,000 |
| Investment Co Sub (1.0) | 1 | 1 | $2,550,000 | $2,550,000 |
| Tropical Bldt & Investment Co Sub (2.0) | 1 | 0 | $2,525,000 | $2,525,000 |
| White & Pierce Diagram (1.0) | 1 | 1 | $2,499,000 | $2,499,000 |
| Gwynn Sub (1.0) | 1 | 0 | $2,290,000 | $2,290,000 |
| Moffats Sub (2.0) | 1 | 0 | $1,899,000 | $1,899,000 |
| Seaside Key West Residences | 1 | 0 | $1,725,000 | $1,725,000 |
| Hilton Haven Sec 1 A (2.0) | 1 | 0 | $1,695,000 | $1,695,000 |
| Flagler Center PH 2 (3.0) | 1 | 0 | $1,599,999 | $1,599,999 |
| Pearlman Heights (4.0) | 1 | 0 | $1,400,000 | $1,400,000 |
| Kamien Plat #2 (2.0) | 1 | 0 | $1,225,000 | $1,225,000 |
| Bay Manor (3.0) | 1 | 0 | $1,100,000 | $1,100,000 |
| Lime Grove (3.0) | 1 | 0 | $1,029,000 | $1,029,000 |
| Pearlman Est (4.0) | 1 | 0 | $895,000 | $895,000 |
| Knights Sub (2.0) | 1 | 0 | $799,000 | $799,000 |
| Waddells Subdivision (2.0) | 1 | 0 | $779,000 | $779,000 |
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 Key West?
What do 4-bedroom homes cost in Key West?
Which Key West community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Key West
- All homes for sale in Key West
- Key West ZIP codes with prices
- Key West pool homes
- Key West waterfront homes
- 4-Bedroom Homes in every city
4-Bedroom Homes in nearby Monroe County cities
- Key Largo 4-bedroom homes (85 for sale)
- Marathon 4-bedroom homes (69 for sale)
- Plantation Key 4-bedroom homes (38 for sale)
- Lower Matecumbe 4-bedroom homes (17 for sale)
- Key Colony 4-bedroom homes (16 for sale)
- Upper Matecumbe Key Islamorada 4-bedroom homes (14 for sale)
- Big Pine Key 4-bedroom homes (13 for sale)
- Cudjoe Key 4-bedroom homes (12 for sale)
Live data: floridakeys, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Key West, 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.