Lakeside estates and corporate adjacency in established Central Florida
Renting in Maitland means choosing among 18 active rentals in an Orange County market, ranging from $1,099 to $4,500 per month. Everyday anchors include Lake Lily Park, Maitland Art Center, and Enzian Theater. Waterfront and lake-view rentals are in demand here, so lakefront homes tend to lease quickly.
Looking at what is actually listed, the mix leans toward condos and single-family homes, and two-bedroom and four-bedroom homes account for most of what is listed right now. Listings currently active here have spent an average of 46 days on the market.
Every matching Maitland rental is in reach, whichever brokerage lists it, because NAH Rental Homes represents renters across the full Stellar MLS. Describe the home you want at TenantMatch and it builds the search for you.
Live count from the current MLS rental feed; figures update as inventory changes.
Maitland sits north of Winter Park along Interstate 4 and Maitland Boulevard, occupying a strategic position between the established premium neighborhoods to the south and the growing employment corridors of Lake Mary and Heathrow to the north. The city's residential inventory spans from compact mid century ranch homes on quarter acre lots to expansive lakefront estates along Lake Maitland, Lake Minnehaha, and Lake Sybelia. The Maitland Center office park sits at the western edge of the city, with several corporate headquarters and regional offices that drive local employment demand. The Enzian Theater and Maitland Art Center anchor a small cultural inventory immediately south of the Maitland Boulevard corridor. Pricing in Maitland varies meaningfully by lake access and lot size: lakefront parcels along Lake Maitland command the city's strongest pricing per square foot, while interior parcels in the Maitland Hills and Dommerich subdivisions trade at meaningfully lower per square foot rates. The architectural inventory leans heavily on traditional ranch construction from the 1960s and 1970s, with a growing share of contemporary tear down rebuilds on lakefront parcels. Lot sizes typically range from 0.30 acres on interior subdivisions to over one acre on lake frontage parcels. Commute access is among the strongest in the metro: Interstate 4 runs along the western edge of the city with full interchanges at Maitland Boulevard and Lee Road, Maitland Boulevard provides a direct east west route to the 417 toll road and the 414 Maitland Boulevard extension, and the 17-92 Orlando Avenue corridor runs north south through the eastern portion of the city. SunRail's Maitland station provides commuter rail access to downtown Orlando within fifteen minutes. Orlando Executive Airport sits approximately fifteen minutes south, and Orlando International Airport is reachable within thirty minutes outside peak congestion. The Lake Lily Park and the surrounding restored historic district anchor a small walkable area at the southern edge of the city, with the Lake Lily Farmers Market drawing weekly foot traffic from across the broader Maitland and Winter Park corridor. The Maitland Public Library and the Maitland Civic Center sit along the same corridor. Inventory in Maitland tends to turn slower than Winter Park or Baldwin Park due to a higher share of long tenure owners and a more limited pool of active buyers at the premium end of the market. Lakefront properties typically transact more quickly than interior parcels regardless of cycle. Sellers preparing properties in Maitland typically benefit from emphasizing lake access where applicable, lot size, and proximity to the Maitland Center office corridor in marketing materials.
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