Maitland Florida

Maitland, FL today is a very contemporary suburb although it has been established for much longer than many of other Florida communities. Maitland is located in Orange County between Lake Mary and Winter Park. It’s been in existence since 1838 when it was known as Fort Maitland. It was named as a tribute to Capt. William S. Maitland who was a hero in the Second Seminole War. The town burst with tourism in 1880 when a railroad from Sanford was put into place but that only lasted until 1890.

Maitland Homes for Sale

39 Properties Found. Page 1 of 1.
Photo of Listing #O6022997
New

155 Oakleigh Lane

$5,200,000
MAITLAND
MLS® # O6022997
4 Beds, 6 Baths, 6,926 Sf
Photo of Listing #O6009604
Reduced 10%

570 Manor Road

$4,950,000
MAITLAND
MLS® # O6009604
6 Beds, 9 Baths, 9,110 Sf
Photo of Listing #O6020756
MAITLAND
MLS® # O6020756
9 Beds, 7 Baths, 8,190 Sf
Photo of Listing #O6024010
Reduced 9.9%
MAITLAND
MLS® # O6024010
4 Beds, 4 Baths, 4,317 Sf
Photo of Listing #O6024839
MAITLAND
MLS® # O6024839
4 Beds, 3 Baths, 3,524 Sf
Photo of Listing #O6038290
New
MAITLAND
MLS® # O6038290
4 Beds, 5 Baths, 3,272 Sf
Photo of Listing #O6036539
New

865 Cranes Court

$995,000
MAITLAND
MLS® # O6036539
4 Beds, 4 Baths, 3,397 Sf
Photo of Listing #O6021078
Reduced 5%
MAITLAND
MLS® # O6021078
6 Beds, 4 Baths, 3,221 Sf
Photo of Listing #O6026051
MAITLAND
MLS® # O6026051
3 Beds, 1 Baths, 1,140 Sf
Photo of Listing #O6031504
New
MAITLAND
MLS® # O6031504
4 Beds, 2 Baths, 2,916 Sf
Photo of Listing #O6027897
MAITLAND
MLS® # O6027897
3 Beds, 3 Baths, 2,523 Sf
Photo of Listing #O6035042
Reduced 0.7%
MAITLAND
MLS® # O6035042
4 Beds, 3 Baths, 2,305 Sf
Photo of Listing #O6035110
New
MAITLAND
MLS® # O6035110
3 Beds, 2 Baths, 1,986 Sf
Photo of Listing #O6033412
Reduced 4.3%
MAITLAND
MLS® # O6033412
4 Beds, 2 Baths, 1,649 Sf
Photo of Listing #O5957516
MAITLAND
MLS® # O5957516
3 Beds, 2 Baths, 1,538 Sf
Photo of Listing #O6037409
New
MAITLAND
MLS® # O6037409
3 Beds, 2 Baths, 1,310 Sf
Photo of Listing #O6036486
New
MAITLAND
MLS® # O6036486
4 Beds, 2 Baths, 2,000 Sf
Photo of Listing #O6018221
Reduced 2.6%
MAITLAND
MLS® # O6018221
3 Beds, 2 Baths, 1,529 Sf
Photo of Listing #O6033847
MAITLAND
MLS® # O6033847
3 Beds, 2 Baths, 1,548 Sf
Photo of Listing #O5993458
Reduced 2.1%
MAITLAND
MLS® # O5993458
3 Beds, 2 Baths, 1,798 Sf
Photo of Listing #O6036332
New
MAITLAND
MLS® # O6036332
3 Beds, 2 Baths, 1,495 Sf
Photo of Listing #O6033818

761 Faith Street

$400,000
MAITLAND
MLS® # O6033818
2 Beds, 1 Baths, 955 Sf
Photo of Listing #O6030505
MAITLAND
MLS® # O6030505
3 Beds, 2 Baths, 1,739 Sf
Photo of Listing #O6034367
MAITLAND
MLS® # O6034367
3 Beds, 3 Baths, 1,696 Sf
Photo of Listing #S5069526

518 Oranole Road

$390,000
MAITLAND
MLS® # S5069526
3 Beds, 2 Baths, 1,509 Sf
Photo of Listing #O6029433
MAITLAND
MLS® # O6029433
2 Beds, 2 Baths, 1,164 Sf
Photo of Listing #O6032346
MAITLAND
MLS® # O6032346
3 Beds, 2 Baths, 1,425 Sf
Photo of Listing #O6031179
MAITLAND
MLS® # O6031179
3 Beds, 3 Baths, 1,583 Sf
Photo of Listing #O6028504
MAITLAND
MLS® # O6028504
2 Beds, 2 Baths, 1,280 Sf
Photo of Listing #O6030153
Reduced 1%
MAITLAND
MLS® # O6030153
3 Beds, 3 Baths, 1,583 Sf
Photo of Listing #S5068012
MAITLAND
MLS® # S5068012
2 Beds, 2 Baths, 1,280 Sf
Photo of Listing #O6035460
MAITLAND
MLS® # O6035460
2 Beds, 3 Baths, 1,456 Sf
Photo of Listing #O6028721
MAITLAND
MLS® # O6028721
2 Beds, 2 Baths, 1,275 Sf
Photo of Listing #O6003829
MAITLAND
MLS® # O6003829
3 Beds, 2 Baths, 1,428 Sf
Photo of Listing #O6035834
New
MAITLAND
MLS® # O6035834
1 Beds, 1 Baths, 612 Sf
Photo of Listing #O6037263
New
MAITLAND
MLS® # O6037263
2 Beds, 2 Baths, 975 Sf
Photo of Listing #O6024647
MAITLAND
MLS® # O6024647
3 Beds, 2 Baths, 1,428 Sf
Photo of Listing #O6034270
MAITLAND
MLS® # O6034270
2 Beds, 2 Baths, 1,152 Sf
Photo of Listing #O6012700
Reduced 1.2%
MAITLAND
MLS® # O6012700
2 Beds, 1 Baths, 765 Sf

The town became even more popular in 1937 when the Art Centre at Maitland was founded to house artists that could live and work within the town. The Centre is still around and can even be found on the National Register of Historic Places. The Centre holds an open-air chapel and has become a very popular venue for weddings.

It was in the 1960s that Maitland became the bedroom community that it is today. Suburbs were built here to try to accommodate young families that wanted good schools and more property than the city could provide. These enhancements were embellished in 1970 when the Maitland Centre was built. This provided the town with a strong business place as well as residential means. This huge Centre encompasses 190 acres, which houses a hotel, 45 office buildings and 400 businesses. There are still over twelve thousand employees that work there.

With the residences and the work places in place, Maitland needed a retail outlet for those that lived and worked nearby. Uptown Maitland West is currently being developed for this purpose. The project will hold retail spaces as well as a condominium. This seven-story project was placed on hold after six residents sued the city for disregarding its own guidelines. The suit was eventually thrown out and the project is now set to start development once again. Another space that is going to provide for retail stores and a condominium is Maitland Town Square. The Brossier Company is currently trying to take over from the original developer and they are working with the city to have plans approved. In addition to the retail and condominiums provided, Maitland Town Square will also be home to a city hall and a public safety complex. 

Adding to the retail and condominiums being built, The Morgan Group is also planning on building The Village at Lake Lily. This project covers nine acres and will be designated as mixed use, showcasing condominiums, apartments and 45,000 square feet of retail space.

However with all of the new developments, city officials don’t want to forget Maitland’s past. A historic corridor has been dedicated in the Lake Lily-Lake Catherine area. Here there are several homes that were built in the 1880s and through the turn of the century. There are also a number of commercial buildings from the 1880s along Maitland Avenue to pay tribute to Maitland’s past.

The city has undergone enormous changes that have enhanced the quality of life for the residents. There has been much effort on the part of the city’s planning department, residents, and business owners over the years to make this possible. There is a wide variety of real estate in Maitland from houses, to condos, to villas. The history of the City of Maitland cannot be forgotten as that is what makes this wonderful city the beauty that it is today.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on June 29th, 2022 at 8:19am EDT.