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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

Maitland Homes for Sale - Page #2

88 Properties Found. Page 2 of 2.
Photo of Listing #O6172600
MAITLAND
MLS® # O6172600
3 Beds, 2 Baths, 1,538 Sf
Photo of Listing #O6220324
MAITLAND
MLS® # O6220324
4 Beds, 2 Baths, 1,960 Sf
Photo of Listing #O6187146
Reduced 2.8%
MAITLAND
MLS® # O6187146
4 Beds, 3 Baths, 2,518 Sf
Photo of Listing #O6225286
MAITLAND
MLS® # O6225286
3 Beds, 2 Baths, 1,590 Sf
Photo of Listing #O6231107
New
MAITLAND
MLS® # O6231107
4 Beds, 3 Baths, 2,365 Sf
Photo of Listing #O6222020
Reduced 2.8%
MAITLAND
MLS® # O6222020
2 Beds, 2 Baths, 1,203 Sf
Photo of Listing #O6230969
New
MAITLAND
MLS® # O6230969
3 Beds, 4 Baths, 2,103 Sf
Photo of Listing #O6181726
Reduced 0.4%

326 Banyan Drive

$473,000
MAITLAND
MLS® # O6181726
4 Beds, 3 Baths, 2,538 Sf
Photo of Listing #O6231271
New
MAITLAND
MLS® # O6231271
3 Beds, 2 Baths, 1,605 Sf
Photo of Listing #O6209225
Reduced 2.3%
MAITLAND
MLS® # O6209225
3 Beds, 3 Baths, 1,696 Sf
Photo of Listing #O6221275
MAITLAND
MLS® # O6221275
3 Beds, 3 Baths, 1,696 Sf
Photo of Listing #S5107776
MAITLAND
MLS® # S5107776
3 Beds, 2 Baths, 1,822 Sf
Photo of Listing #S5109729

518 Oranole Road

$409,000
MAITLAND
MLS® # S5109729
3 Beds, 2 Baths, 1,509 Sf
Photo of Listing #O6222315
MAITLAND
MLS® # O6222315
2 Beds, 2 Baths, 952 Sf
Photo of Listing #O6214359
Reduced 4.9%
MAITLAND
MLS® # O6214359
2 Beds, 2 Baths, 1,248 Sf
Photo of Listing #O6196260
Reduced 2.5%

346 Sultana Lane

$385,000
MAITLAND
MLS® # O6196260
4 Beds, 2 Baths, 1,620 Sf
Photo of Listing #O6228827

1902 Water Lane

$365,000
MAITLAND
MLS® # O6228827
3 Beds, 3 Baths, 1,483 Sf
Photo of Listing #O6212242
Reduced 3.9%

472 Citrus Lane

$365,000
MAITLAND
MLS® # O6212242
3 Beds, 3 Baths, 1,665 Sf
Photo of Listing #O6205931
Reduced 1.4%
MAITLAND
MLS® # O6205931
3 Beds, 4 Baths, 1,555 Sf
Photo of Listing #R4907985
Reduced 1.4%
MAITLAND
MLS® # R4907985
3 Beds, 3 Baths, 2,200 Sf
Photo of Listing #S5107770

435 Poplar Court

$330,000
MAITLAND
MLS® # S5107770
3 Beds, 3 Baths, 1,483 Sf
Photo of Listing #O6211224
MAITLAND
MLS® # O6211224
2 Beds, 2 Baths, 952 Sf
Photo of Listing #O6228054
MAITLAND
MLS® # O6228054
2 Beds, 2 Baths, 1,280 Sf
Photo of Listing #R4908018
Reduced 2.3%
MAITLAND
MLS® # R4908018
3 Beds, 3 Baths, 1,496 Sf
Photo of Listing #O6227206
MAITLAND
MLS® # O6227206
2 Beds, 2 Baths, 1,432 Sf
Photo of Listing #O6212159
Reduced 4.7%
MAITLAND
MLS® # O6212159
2 Beds, 2 Baths, 1,403 Sf
Photo of Listing #O6166510
MAITLAND
MLS® # O6166510
2 Beds, 1 Baths, 520 Sf
Photo of Listing #O6195787
Reduced 1.8%
MAITLAND
MLS® # O6195787
3 Beds, 3 Baths, 1,328 Sf
Photo of Listing #S5101751
Reduced 2.2%
MAITLAND
MLS® # S5101751
2 Beds, 3 Baths, 1,768 Sf
Photo of Listing #O6214661
MAITLAND
MLS® # O6214661
2 Beds, 1 Baths, 816 Sf
Photo of Listing #O6215656
MAITLAND
MLS® # O6215656
3 Beds, 2 Baths, 1,612 Sf
Photo of Listing #O6173999
Reduced 9.2%
MAITLAND
MLS® # O6173999
2 Beds, 2 Baths, 1,293 Sf
Photo of Listing #O6208608
MAITLAND
MLS® # O6208608
2 Beds, 2 Baths, 1,048 Sf
Photo of Listing #S5109250
MAITLAND
MLS® # S5109250
2 Beds, 2 Baths, 1,111 Sf
Photo of Listing #L4945720
MAITLAND
MLS® # L4945720
2 Beds, 2 Baths, 1,048 Sf
Photo of Listing #S5109793
MAITLAND
MLS® # S5109793
2 Beds, 2 Baths, 1,206 Sf
Photo of Listing #O6227987
Reduced 2.5%
MAITLAND
MLS® # O6227987
2 Beds, 2 Baths, 905 Sf
Photo of Listing #O6181338
MAITLAND
MLS® # O6181338
1 Beds, 1 Baths, 759 Sf
Photo of Listing #O6167683
Reduced 0.7%
MAITLAND
MLS® # O6167683
1 Beds, 1 Baths, 550 Sf
Photo of Listing #O6229642
New
MAITLAND
MLS® # O6229642
1 Beds, 1 Baths, 550 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 August 14th, 2024 at 9:35am EDT.