4 Bedroom Homes for Sale in Maitland, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Maitland 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.
46 homes with four or more bedrooms are for sale or pending in Maitland, FL today across 33 communities. The median asking price is $910,000, from $235,000 to $2,999,000. Listings in Maitland without that feature have a median of $300,000. Most listings right now: Kings Row (2), Hollieanna Shores (2), Maitland Club Rep (2). Updated September 11, 2026 from the MLS.
Maitland 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 |
|---|---|---|---|---|
| Kings Row | 2 | 0 | $1,645,000 | $1,295,000 |
| Hollieanna Shores | 2 | 1 | $1,179,499 | $560,000 |
| Maitland Club Rep | 2 | 0 | $1,110,000 | $1,095,000 |
| Oakleigh Third Add | 2 | 0 | $1,012,500 | $950,000 |
| 2 | 0 | $969,000 | $959,000 | |
| Dommerich Hills | 2 | 0 | $920,000 | $895,000 |
| Dommerich Estates 1St Add | 2 | 0 | $707,000 | $699,000 |
| 2 | 0 | $605,000 | $475,000 | |
| 2 | 0 | $549,000 | $469,000 | |
| 2 | 0 | $529,500 | $500,000 | |
| Winfield | 2 | 0 | $509,999 | $500,000 |
| Lake Sybelia Shores | 1 | 0 | $2,999,000 | $2,999,000 |
| Fries Park House Prop | 1 | 0 | $2,395,000 | $2,395,000 |
| Hollieanna Shores 1St Add | 1 | 1 | $2,150,000 | $2,150,000 |
| Maitland Cove | 1 | 0 | $1,825,000 | $1,825,000 |
| 1 | 1 | $1,800,000 | $1,800,000 | |
| 1 | 0 | $1,695,000 | $1,695,000 | |
| Lake Sybelia Cove | 1 | 0 | $1,345,500 | $1,345,500 |
| Highland Park Estates First Add | 1 | 0 | $1,199,000 | $1,199,000 |
| Lake Sybelia Cove Ph 01 | 1 | 0 | $1,150,000 | $1,150,000 |
| Sybelia Place | 1 | 0 | $965,000 | $965,000 |
| Dommerich Woods | 1 | 0 | $939,000 | $939,000 |
| Druid Isle | 1 | 0 | $925,000 | $925,000 |
| Dommerich/Maitland Highlands | 1 | 0 | $830,000 | $830,000 |
| Maitland Grove | 1 | 0 | $810,000 | $810,000 |
| Maitland Highlands | 1 | 0 | $779,000 | $779,000 |
| Minnehaha Shores | 1 | 0 | $688,000 | $688,000 |
| 1 | 0 | $595,000 | $595,000 | |
| Enclave/Maitland A-F | 1 | 0 | $585,000 | $585,000 |
| Roosevelt Place | 1 | 0 | $535,000 | $535,000 |
| 1 | 0 | $499,900 | $499,900 | |
| English Woods | 1 | 0 | $394,000 | $394,000 |
| Visconti East | 1 | 0 | $355,000 | $355,000 |
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 Maitland?
What do 4-bedroom homes cost in Maitland?
Which Maitland community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Maitland
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- Maitland homes under $300K
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- 4-Bedroom Homes in every city
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 Maitland, 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.