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.
39 homes with four or more bedrooms are for sale or pending in Maitland, FL today across 32 communities. The median asking price is $899,000, from $394,000 to $2,999,000. Listings in Maitland without that feature have a median of $299,500. Most listings right now: Wellington (2), Dommerich Estates 1St Add (2), English Estates Unit 2 (2). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Maitland: the listings
24 active listings match today (30% of Maitland inventory), median asking $849,000, $302/sq ft, median 65 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Maitland
The most expensive 4-bedroom homes in Maitland
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1166 N Lake Sybelia | $2,999,000 | 5,355 | Lake Sybelia Shores |
| 530 Lake Catherine Drive | $2,395,000 | 3,456 | Fries Park House Prop |
| 220 Adams Drive | $1,925,000 | 3,005 | Kings Row |
| 1111 Audubon Way | $1,825,000 | 3,754 | Maitland Cove |
| 1130 Mechanic Street | $1,800,000 | 3,567 | — |
| 755 Cranes Court | $1,345,500 | 4,566 | Lake Sybelia Cove |
| 190 E Faith Terrace | $1,225,000 | 2,665 | — |
| 2491 Lauder Drive | $1,199,000 | 2,695 | Highland Park Estates |
| 900 Brightwater Circle | $1,125,000 | 3,857 | Maitland Club |
| 1281 Wellington Terrace | $959,000 | 2,931 | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 2 | 8% |
| $500K–$750K | 8 | 33% |
| $750K–$1M | 5 | 21% |
| $1M+ | 9 | 38% |
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 |
|---|---|---|---|---|
| Wellington | 2 | 0 | $954,000 | $949,000 |
| Dommerich Estates 1St Add | 2 | 0 | $689,500 | $680,000 |
| English Estates Unit 2 | 2 | 0 | $524,500 | $490,000 |
| English Woods | 2 | 0 | $477,000 | $394,000 |
| 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 |
| Kings Row | 1 | 0 | $1,925,000 | $1,925,000 |
| Maitland Cove | 1 | 0 | $1,825,000 | $1,825,000 |
| Woodbridge | 1 | 1 | $1,800,000 | $1,800,000 |
| Lake Colony Ph 02 | 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 |
| Maitland Club Rep | 1 | 0 | $1,125,000 | $1,125,000 |
| Turner Properties | 1 | 0 | $1,125,000 | $1,125,000 |
| Oakleigh Third Add | 1 | 0 | $1,075,000 | $1,075,000 |
| Sybelia Place | 1 | 0 | $940,000 | $940,000 |
| Maitland Grove | 1 | 0 | $899,000 | $899,000 |
| Dommerich Hills | 1 | 0 | $895,000 | $895,000 |
| Dommerich/Maitland Highlands | 1 | 0 | $799,000 | $799,000 |
| Maitland Highlands | 1 | 0 | $779,000 | $779,000 |
| Dommerich Woods | 1 | 0 | $749,000 | $749,000 |
| Minnehaha Shores | 1 | 0 | $688,000 | $688,000 |
| Forest Brook 5Th Sec | 1 | 0 | $595,000 | $595,000 |
| Enclave/Maitland A-F | 1 | 0 | $575,000 | $575,000 |
| Roosevelt Place | 1 | 0 | $535,000 | $535,000 |
| Winfield | 1 | 0 | $519,999 | $519,999 |
| Hollieanna Shores | 1 | 0 | $514,900 | $514,900 |
| Forest Brook 4Th Sec | 1 | 0 | $499,900 | $499,900 |
| English Estates Unit 3 | 1 | 0 | $475,000 | $475,000 |
| Coopers Sub | 1 | 1 | $440,000 | $440,000 |
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
- All homes for sale in Maitland
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- Maitland gated community homes
- Maitland homes under $300K
- Maitland homes $300K–$500K
- 4-Bedroom Homes in every city
4-Bedroom Homes in nearby Orange County cities
- Orlando 4-bedroom homes (1645 for sale)
- Winter Garden 4-bedroom homes (499 for sale)
- Apopka 4-bedroom homes (341 for sale)
- Windermere 4-bedroom homes (225 for sale)
- Winter Park 4-bedroom homes (166 for sale)
- Ocoee 4-bedroom homes (100 for sale)
- Oakland 4-bedroom homes (33 for sale)
- Belle Isle 4-bedroom homes (13 for sale)
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.