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

46 Properties Found. Page 1 of 1.
Photo of Listing #O5972039

656 Bentley Lane

$4,995,000
MAITLAND
MLS® # O5972039
6 Beds, 7 Baths, 6,814 Sf
Photo of Listing #O5959405
MAITLAND
MLS® # O5959405
5 Beds, 6 Baths, 5,817 Sf
Photo of Listing #O5977649
MAITLAND
MLS® # O5977649
4 Beds, 3 Baths, 3,009 Sf
Photo of Listing #O5959643
MAITLAND
MLS® # O5959643
3 Beds, 3 Baths, 2,366 Sf
Photo of Listing #O5973921
MAITLAND
MLS® # O5973921
5 Beds, 4 Baths, 3,911 Sf
Photo of Listing #O5952064
MAITLAND
MLS® # O5952064
2 Beds, 2 Baths, 1,814 Sf
Photo of Listing #V4917089
Reduced 2.9%
MAITLAND
MLS® # V4917089
5 Beds, 5 Baths, 4,336 Sf
Photo of Listing #O5978783
New
MAITLAND
MLS® # O5978783
5 Beds, 3 Baths, 3,366 Sf
Photo of Listing #O5950678
MAITLAND
MLS® # O5950678
4 Beds, 3 Baths, 3,019 Sf
Photo of Listing #O5958195
MAITLAND
MLS® # O5958195
5 Beds, 4 Baths, 4,232 Sf
Photo of Listing #T3334949
New
MAITLAND
MLS® # T3334949
4 Beds, 3 Baths, 2,642 Sf
Photo of Listing #O5974960
Reduced 4.9%
MAITLAND
MLS® # O5974960
4 Beds, 2 Baths, 2,769 Sf
Photo of Listing #O5964100
MAITLAND
MLS® # O5964100
4 Beds, 3 Baths, 2,776 Sf
Photo of Listing #G5043630

233 Flame Avenue

$625,000
MAITLAND
MLS® # G5043630
3 Beds, 4 Baths, 3,248 Sf
Photo of Listing #O5962347
Reduced 1%
MAITLAND
MLS® # O5962347
4 Beds, 4 Baths, 2,885 Sf
Photo of Listing #T3311851
Reduced 1.6%
MAITLAND
MLS® # T3311851
4 Beds, 2 Baths, 2,085 Sf
Photo of Listing #O5960859
MAITLAND
MLS® # O5960859
3 Beds, 2 Baths, 1,310 Sf
Photo of Listing #O5975615
Reduced 1.8%
MAITLAND
MLS® # O5975615
3 Beds, 3 Baths, 2,110 Sf
Photo of Listing #O5957516
MAITLAND
MLS® # O5957516
3 Beds, 2 Baths, 1,538 Sf
Photo of Listing #O5974064
Reduced 4.5%
MAITLAND
MLS® # O5974064
3 Beds, 2 Baths, 1,715 Sf
Photo of Listing #O5963645
MAITLAND
MLS® # O5963645
4 Beds, 3 Baths, 2,355 Sf
Photo of Listing #OM625497
MAITLAND
MLS® # OM625497
5 Beds, 3 Baths, 2,132 Sf
Photo of Listing #O5956237
MAITLAND
MLS® # O5956237
3 Beds, 4 Baths, 2,136 Sf
Photo of Listing #O5963767
MAITLAND
MLS® # O5963767
4 Beds, 2 Baths, 1,859 Sf
Photo of Listing #O5954564
MAITLAND
MLS® # O5954564
4 Beds, 2 Baths, 2,086 Sf
Photo of Listing #O5945224

221 Seneca Trail

$462,000
MAITLAND
MLS® # O5945224
3 Beds, 2 Baths, 1,516 Sf
Photo of Listing #O5960604
Reduced 1.1%
MAITLAND
MLS® # O5960604
4 Beds, 2 Baths, 1,928 Sf
Photo of Listing #O5971622
Reduced 0.2%
MAITLAND
MLS® # O5971622
4 Beds, 2 Baths, 1,759 Sf
Photo of Listing #O5965440
Reduced 6.3%

830 Faith Street

$445,000
MAITLAND
MLS® # O5965440
3 Beds, 2 Baths, 1,577 Sf
Photo of Listing #O5956163
MAITLAND
MLS® # O5956163
4 Beds, 3 Baths, 2,358 Sf
Photo of Listing #S5057189
MAITLAND
MLS® # S5057189
3 Beds, 3 Baths, 2,703 Sf
Photo of Listing #O5957102
Reduced 4.7%
MAITLAND
MLS® # O5957102
3 Beds, 2 Baths, 2,317 Sf
Photo of Listing #O5962346

341 Sultana Lane

$399,900
MAITLAND
MLS® # O5962346
3 Beds, 2 Baths, 1,584 Sf
Photo of Listing #O5967163
Reduced 0.4%
MAITLAND
MLS® # O5967163
3 Beds, 3 Baths, 1,759 Sf
Photo of Listing #O5976596
MAITLAND
MLS® # O5976596
3 Beds, 3 Baths, 1,742 Sf
Photo of Listing #S5057959
New
MAITLAND
MLS® # S5057959
4 Beds, 3 Baths, 1,873 Sf
Photo of Listing #O5966360

334 Croton Drive

$375,000
MAITLAND
MLS® # O5966360
3 Beds, 2 Baths, 1,598 Sf
Photo of Listing #O5962424
MAITLAND
MLS® # O5962424
3 Beds, 2 Baths, 1,607 Sf
Photo of Listing #O5978543
New
MAITLAND
MLS® # O5978543
3 Beds, 3 Baths, 1,565 Sf
Photo of Listing #O5979100
New
MAITLAND
MLS® # O5979100
3 Beds, 2 Baths, 1,146 Sf
Photo of Listing #O5974296
Reduced 6.1%
MAITLAND
MLS® # O5974296
3 Beds, 3 Baths, 1,664 Sf
Photo of Listing #O5960892
MAITLAND
MLS® # O5960892
3 Beds, 1 Baths, 1,354 Sf
Photo of Listing #O5960712
MAITLAND
MLS® # O5960712
2 Beds, 2 Baths, 975 Sf
Photo of Listing #O5977200
Reduced 4.6%
MAITLAND
MLS® # O5977200
3 Beds, 2 Baths, 1,146 Sf
Photo of Listing #O5977784
MAITLAND
MLS® # O5977784
3 Beds, 2 Baths, 1,256 Sf
Photo of Listing #O5979505
New
MAITLAND
MLS® # O5979505
1 Beds, 1 Baths, 759 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 October 19th, 2021 at 10:40am EDT.