4 Bedroom Homes for Sale in Monticello, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Monticello 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.
19 homes with four or more bedrooms are for sale or pending in Monticello, FL today across 10 communities. The median asking price is $595,000, from $325,000 to $2,735,850. Listings in Monticello without that feature have a median of $299,400. Most listings right now: Tally Hills Estates (2), - (1), Andrew Denham Add (1). Updated November 11, 2026 from the MLS.
Live 4-bedroom homes in Monticello: the listings
13 active listings match today (32% of Monticello inventory), median asking $595,000, $222/sq ft, median 75 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Monticello
The most expensive 4-bedroom homes in Monticello
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 305 Old Lloyd Road | $2,735,850 | 5,756 | no |
| 305 Old Lloyd Road | $1,950,000 | 5,756 | no |
| 131 Hill Top Drive | $1,285,000 | 4,583 | tally hills estates |
| 365 S Mulberry Street | $699,000 | 3,114 | — |
| 2247 Waukeenah Highway | $695,000 | 3,536 | — |
| 625 E Washington Street | $599,000 | 5,139 | jefferson county |
| 77 S Hiawatha Farms Road | $595,000 | 2,177 | hiawatha farms |
| 312 Creekside Court | $520,000 | 2,008 | — |
| 398 Tecumseh Road | $499,000 | 2,268 | — |
| 855 S Waukeenah Street | $399,900 | 1,798 | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 5 | 38% |
| $500K–$750K | 5 | 38% |
| $1M+ | 3 | 23% |
Monticello 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 |
|---|---|---|---|---|
| Tally Hills Estates | 2 | 1 | $1,030,000 | $775,000 |
| - | 1 | 0 | $699,000 | $699,000 |
| Andrew Denham Add | 1 | 0 | $599,000 | $599,000 |
| Andrew Denham Add | 1 | 0 | $599,000 | $599,000 |
| Andrew Denham Add | 1 | 0 | $599,000 | $599,000 |
| Hiawatha Farms | 1 | 0 | $595,000 | $595,000 |
| Crooked Creek | 1 | 1 | $520,000 | $520,000 |
| Crooked Creek Phase 1 | 1 | 0 | $489,000 | $489,000 |
| Jefferson Heights | 1 | 0 | $349,900 | $349,900 |
| Jefferson Heights | 1 | 0 | $349,900 | $349,900 |
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 Monticello?
What do 4-bedroom homes cost in Monticello?
Which Monticello community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Monticello
- All homes for sale in Monticello
- Monticello homes under $300K
- Monticello homes $300K–$500K
- 4-Bedroom Homes in every city
Live data: Tallahassee Board of REALTORS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Monticello, 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.