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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

59 Properties Found. Page 1 of 2.
Photo of Listing #O6176943

570 Manor Road

$12,500,000
MAITLAND
MLS® # O6176943
6 Beds, 10 Baths, 11,668 Sf
Photo of Listing #O6189564

656 Bentley Lane

$4,995,000
MAITLAND
MLS® # O6189564
6 Beds, 7 Baths, 5,806 Sf
Photo of Listing #O6114082
Reduced 7.5%
MAITLAND
MLS® # O6114082
4 Beds, 4 Baths, 4,868 Sf
Photo of Listing #O6186362
Reduced 11.8%
MAITLAND
MLS® # O6186362
9 Beds, 7 Baths, 8,190 Sf
Photo of Listing #O6189461
New
MAITLAND
MLS® # O6189461
4 Beds, 5 Baths, 4,987 Sf
Photo of Listing #A4592820
Reduced 3.7%
MAITLAND
MLS® # A4592820
4 Beds, 4 Baths, 3,728 Sf
Photo of Listing #O6180991
Reduced 2%

865 Cranes Court

$1,174,900
MAITLAND
MLS® # O6180991
4 Beds, 4 Baths, 3,397 Sf
Photo of Listing #O6129798
Reduced 0.5%

234 Flame Avenue

$1,119,000
MAITLAND
MLS® # O6129798
5 Beds, 3 Baths, 3,854 Sf
Photo of Listing #O6182272
MAITLAND
MLS® # O6182272
4 Beds, 3 Baths, 3,043 Sf
Photo of Listing #O6177698
Reduced 1.8%
MAITLAND
MLS® # O6177698
4 Beds, 3 Baths, 2,472 Sf
Photo of Listing #O6105435
Reduced 0.2%
MAITLAND
MLS® # O6105435
4 Beds, 3 Baths, 2,310 Sf
Photo of Listing #O6174809
Reduced 5.2%

208 Flame Avenue

$899,900
MAITLAND
MLS® # O6174809
5 Beds, 3 Baths, 3,488 Sf
Photo of Listing #O6194789
New
MAITLAND
MLS® # O6194789
4 Beds, 2 Baths, 2,214 Sf
Photo of Listing #O6174161
Reduced 10.5%

502 Lisa Lane

$849,900
MAITLAND
MLS® # O6174161
4 Beds, 3 Baths, 2,552 Sf
Photo of Listing #O6167610
Reduced 0.5%
MAITLAND
MLS® # O6167610
4 Beds, 2 Baths, 1,797 Sf
Photo of Listing #O6186234
Reduced 20.3%
MAITLAND
MLS® # O6186234
4 Beds, 2 Baths, 1,648 Sf
Photo of Listing #O6146187
Reduced 1.3%
MAITLAND
MLS® # O6146187
4 Beds, 4 Baths, 3,189 Sf
Photo of Listing #O6194698
New
MAITLAND
MLS® # O6194698
4 Beds, 3 Baths, 2,574 Sf
Photo of Listing #O6167109
Reduced 1.6%
MAITLAND
MLS® # O6167109
4 Beds, 2 Baths, 2,310 Sf
Photo of Listing #O6181508
Reduced 2.3%
MAITLAND
MLS® # O6181508
4 Beds, 2 Baths, 2,360 Sf
Photo of Listing #O6166232
Reduced 0.6%
MAITLAND
MLS® # O6166232
3 Beds, 2 Baths, 1,655 Sf
Photo of Listing #O6172600
MAITLAND
MLS® # O6172600
3 Beds, 2 Baths, 1,538 Sf
Photo of Listing #O6181676
Reduced 0.9%
MAITLAND
MLS® # O6181676
3 Beds, 4 Baths, 2,136 Sf
Photo of Listing #O6189122
MAITLAND
MLS® # O6189122
4 Beds, 2 Baths, 2,352 Sf
Photo of Listing #O6151382
Reduced 1.1%

810 Faith Street

$539,000
MAITLAND
MLS® # O6151382
3 Beds, 2 Baths, 1,931 Sf
Photo of Listing #O6187146
Reduced 1.9%
MAITLAND
MLS® # O6187146
4 Beds, 3 Baths, 2,518 Sf
Photo of Listing #O6142765
Reduced 4.5%
MAITLAND
MLS® # O6142765
4 Beds, 3 Baths, 2,676 Sf
Photo of Listing #O6196857
New
MAITLAND
MLS® # O6196857
3 Beds, 2 Baths, 1,949 Sf
Photo of Listing #O6181726
Reduced 1.2%

326 Banyan Drive

$504,000
MAITLAND
MLS® # O6181726
4 Beds, 3 Baths, 2,538 Sf
Photo of Listing #O6171538
Reduced 4.1%
MAITLAND
MLS® # O6171538
3 Beds, 2 Baths, 1,726 Sf
Photo of Listing #O6193847
New
MAITLAND
MLS® # O6193847
3 Beds, 2 Baths, 1,513 Sf
Photo of Listing #S5095080

1515 Oxford Road

$450,000
MAITLAND
MLS® # S5095080
4 Beds, 2 Baths, 2,105 Sf
Photo of Listing #O6196260
New

346 Sultana Lane

$430,000
MAITLAND
MLS® # O6196260
4 Beds, 2 Baths, 1,620 Sf
Photo of Listing #O6197132
New
MAITLAND
MLS® # O6197132
4 Beds, 2 Baths, 1,764 Sf
Photo of Listing #O6195426
New
MAITLAND
MLS® # O6195426
3 Beds, 3 Baths, 1,674 Sf
Photo of Listing #O6171798
Reduced 3.6%
MAITLAND
MLS® # O6171798
3 Beds, 3 Baths, 1,674 Sf
Photo of Listing #O6073003
MAITLAND
MLS® # O6073003
2 Beds, 2 Baths, 1,248 Sf
Photo of Listing #O6194191
MAITLAND
MLS® # O6194191
3 Beds, 3 Baths, 1,563 Sf
Photo of Listing #O6172741
Reduced 4.9%
MAITLAND
MLS® # O6172741
3 Beds, 3 Baths, 1,565 Sf
Photo of Listing #O6183846
Reduced 4.8%
MAITLAND
MLS® # O6183846
3 Beds, 3 Baths, 1,432 Sf
Photo of Listing #O6185346
Reduced 1.5%
MAITLAND
MLS® # O6185346
3 Beds, 2 Baths, 1,664 Sf
Photo of Listing #O6174133
Reduced 1.7%
MAITLAND
MLS® # O6174133
3 Beds, 2 Baths, 1,664 Sf
Photo of Listing #S5095612
Reduced 2.7%
MAITLAND
MLS® # S5095612
2 Beds, 2 Baths, 1,353 Sf
Photo of Listing #O6195787
New
MAITLAND
MLS® # O6195787
3 Beds, 3 Baths, 1,328 Sf
Photo of Listing #O6166510
MAITLAND
MLS® # O6166510
2 Beds, 1 Baths, 520 Sf
Photo of Listing #S5101751
MAITLAND
MLS® # S5101751
2 Beds, 3 Baths, 1,768 Sf
Photo of Listing #O6180670
Reduced 6%
MAITLAND
MLS® # O6180670
3 Beds, 2 Baths, 1,146 Sf
Photo of Listing #O6172284
MAITLAND
MLS® # O6172284
3 Beds, 3 Baths, 1,583 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 April 18th, 2024 at 2:55pm EDT.