4 Bedroom Homes for Sale in Chipley, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Chipley 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.
55 homes with four or more bedrooms are for sale or pending in Chipley, FL today across 12 communities. The median asking price is $279,900, from $150,000 to $749,000. Listings in Chipley without that feature have a median of $264,400. Most listings right now: Sunny Hills (25), [No Recorded Subdiv] (12), No Named Subdivision (5). Updated November 12, 2026 from the MLS.
Live 4-bedroom homes in Chipley: the listings
45 active listings match today (34% of Chipley inventory), median asking $279,900, median 56 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Chipley
The most expensive 4-bedroom homes in Chipley
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 660 Hwy 273, Chipley, Fl 32428 | $749,000 | — | — |
| 896 Main Street, Chipley, Fl 32428 | $650,000 | — | washington county |
| 1305 Church Avenue, Chipley, Fl 32428 | $649,900 | — | — |
| 3955 Highway 77, Chipley, Fl 32428 | $599,999 | — | — |
| 1140 Buddy Road, Chipley, Fl 32428 | $475,000 | — | — |
| 620 4Th Street, Chipley, Fl 32428 | $465,000 | — | — |
| 661 Us-90, Chipley, Fl 32428 | $459,900 | — | — |
| 700 2Nd Street, Chipley, Fl 32428 | $450,000 | — | — |
| 1294 Dragonfly Lane, Chipley, Fl 32428 | $449,900 | — | — |
| 1336 Orange Hill Road, Chipley, Fl 32428 | $449,900 | — | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 28 | 62% |
| $300K–$500K | 13 | 29% |
| $500K–$750K | 4 | 9% |
Chipley 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 |
|---|---|---|---|---|
| Sunny Hills | 25 | 23 | $262,400 | $209,888 |
| [No Recorded Subdiv] | 12 | 1 | $384,949 | $150,000 |
| No Named Subdivision | 5 | 0 | $449,900 | $259,000 |
| Sunny Hills Unit 6 | 3 | 3 | $361,400 | $361,251 |
| Leisure Lakes 1st Add | 2 | 0 | $339,900 | $329,900 |
| Sunny Hills Unit 19 | 2 | 2 | $286,096 | $278,848 |
| Chipley | 1 | 0 | $650,000 | $650,000 |
| Sunset Pines | 1 | 0 | $444,900 | $444,900 |
| Paradise Lakes | 1 | 0 | $399,900 | $399,900 |
| Leisure Lakes | 1 | 0 | $365,000 | $365,000 |
| Sunny Hills Unit 1 | 1 | 1 | $279,068 | $279,068 |
| Ridgeway Country Estates | 1 | 0 | $229,999 | $229,999 |
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 Chipley?
What do 4-bedroom homes cost in Chipley?
Which Chipley community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Chipley
- All homes for sale in Chipley
- Chipley homes under $300K
- Chipley homes $300K–$500K
- 4-Bedroom Homes in every city
Live data: Central Panhandle AOR, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Chipley, 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.