Luxury Homes for Sale in Maitland, FL
The luxury market in Maitland starts at $1,000,000. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see luxury communities in Orange County.
10 luxury homes are for sale in Maitland, FL at $1,000,000 and up — median asking $1,797,500, the top listing at $2,999,000, $495 per square foot. 22 homes closed above $1,000,000 in the last 12 months at a median of $1,388,500. 40% of the luxury inventory is waterfront; 10% is new construction. Median days on market: 75.
Newest luxury listings in Maitland
The most expensive homes for sale in Maitland
| Listing | Asking | Sq ft | $ / sq ft | Community |
|---|---|---|---|---|
| 1166 N Lake Sybelia | $2,999,000 | 5,355 | $560 | Lake Sybelia Shores |
| 530 Lake Catherine Drive | $2,395,000 | 3,456 | $693 | Fries Park House Prop |
| 220 Adams Drive | $1,995,000 | 3,005 | $664 | Kings Row |
| 1111 Audubon Way | $1,825,000 | 3,754 | $486 | Maitland Cove |
| 1130 Mechanic Street | $1,800,000 | 3,567 | $505 | — |
| 631 Lake Catherine Drive | $1,795,000 | 2,351 | $764 | Sheridan Place |
| 755 Cranes Court | $1,345,500 | 4,566 | $295 | Lake Sybelia Cove |
| 435 W Ventris Avenue | $1,325,000 | 3,754 | $353 | — |
| 190 E Faith Terrace | $1,225,000 | 2,665 | $460 | — |
| 900 Brightwater Circle | $1,125,000 | 3,857 | $292 | Maitland Club |
Where the luxury inventory is
| Community | Luxury listings | Median asking |
|---|---|---|
| Lake Sybelia Cove | 1 | $1,345,500 |
| Maitland Club | 1 | $1,125,000 |
| Lake Sybelia Shores | 1 | $2,999,000 |
| Maitland Cove | 1 | $1,825,000 |
| Sheridan Place | 1 | $1,795,000 |
| Kings Row | 1 | $1,995,000 |
| Fries Park House Prop | 1 | $2,395,000 |
Luxury inventory by price
| Band | For sale | Share |
|---|---|---|
| $1,000,000–$1,500,000 | 4 | 40% |
| $1,500,000–$2,000,000 | 4 | 40% |
| $2,000,000–$3,000,000 | 2 | 20% |
How to read this
Luxury is defined here as asking prices at or above $1,000,000. Counts, medians and closings come from active and closed MLS listings as of September 18, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 105 homes for sale in Maitland and what $1M buys across Orange County.