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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

85 Properties Found. Page 1 of 2.
Photo of Listing #O6215491
MAITLAND
MLS® # O6215491
5 Beds, 6 Baths, 6,441 Sf
Photo of Listing #O6204701
Reduced 3.3%
MAITLAND
MLS® # O6204701
5 Beds, 6 Baths, 5,810 Sf
Photo of Listing #O6186362
Reduced 11.8%
MAITLAND
MLS® # O6186362
9 Beds, 7 Baths, 8,190 Sf
Photo of Listing #O6213704

1604 The Oaks Drive

$1,950,000
MAITLAND
MLS® # O6213704
4 Beds, 4 Baths, 4,636 Sf
Photo of Listing #O6210622
Reduced 3%
MAITLAND
MLS® # O6210622
4 Beds, 5 Baths, 3,272 Sf
Photo of Listing #R4907964
Reduced 1.5%
MAITLAND
MLS® # R4907964
5 Beds, 5 Baths, 5,139 Sf
Photo of Listing #O6205379
Reduced 0.3%

1912 Belford Court

$1,495,000
MAITLAND
MLS® # O6205379
5 Beds, 4 Baths, 4,266 Sf
Photo of Listing #O6218032
Reduced 5.4%

645 Bentley Lane

$1,475,000
MAITLAND
MLS® # O6218032
5 Beds, 5 Baths, 3,782 Sf
Photo of Listing #O6203310
Reduced 3.3%

115 Hollie Court

$1,450,000
MAITLAND
MLS® # O6203310
4 Beds, 5 Baths, 2,880 Sf
Photo of Listing #O6216929
MAITLAND
MLS® # O6216929
5 Beds, 4 Baths, 4,255 Sf
Photo of Listing #O6217242

703 Fairoaks Lane

$1,375,000
MAITLAND
MLS® # O6217242
4 Beds, 4 Baths, 2,901 Sf
Photo of Listing #O6199178
Reduced 4.4%

858 Creston Drive

$1,195,000
MAITLAND
MLS® # O6199178
5 Beds, 4 Baths, 3,785 Sf
Photo of Listing #O6205642
Reduced 3.9%
MAITLAND
MLS® # O6205642
5 Beds, 3 Baths, 3,597 Sf
Photo of Listing #O6207579
Reduced 2%
MAITLAND
MLS® # O6207579
4 Beds, 3 Baths, 3,052 Sf
Photo of Listing #O6221706
New
MAITLAND
MLS® # O6221706
4 Beds, 3 Baths, 2,532 Sf
Photo of Listing #V4936324
MAITLAND
MLS® # V4936324
2 Beds, 3 Baths, 3,474 Sf
Photo of Listing #O6196368
Reduced 1.9%
MAITLAND
MLS® # O6196368
5 Beds, 4 Baths, 2,603 Sf
Photo of Listing #O6129798
Reduced 7.1%

234 Flame Avenue

$999,000
MAITLAND
MLS® # O6129798
5 Beds, 3 Baths, 3,854 Sf
Photo of Listing #O6221879
New
MAITLAND
MLS® # O6221879
4 Beds, 3 Baths, 2,352 Sf
Photo of Listing #O6201672
MAITLAND
MLS® # O6201672
3 Beds, 4 Baths, 3,206 Sf
Photo of Listing #G5080716
MAITLAND
MLS® # G5080716
4 Beds, 3 Baths, 2,982 Sf
Photo of Listing #O6220052
MAITLAND
MLS® # O6220052
3 Beds, 4 Baths, 2,219 Sf
Photo of Listing #O6211207
Reduced 4.6%

811 Collie Lane

$834,900
MAITLAND
MLS® # O6211207
4 Beds, 3 Baths, 2,382 Sf
Photo of Listing #S5105891
Reduced 5.9%
MAITLAND
MLS® # S5105891
4 Beds, 3 Baths, 3,308 Sf
Photo of Listing #O6214672
Reduced 1.8%
MAITLAND
MLS® # O6214672
4 Beds, 2 Baths, 1,689 Sf
Photo of Listing #O6218902
MAITLAND
MLS® # O6218902
4 Beds, 2 Baths, 2,175 Sf
Photo of Listing #O6213995
MAITLAND
MLS® # O6213995
5 Beds, 3 Baths, 2,247 Sf
Photo of Listing #O6217327
MAITLAND
MLS® # O6217327
3 Beds, 2 Baths, 1,553 Sf
Photo of Listing #O6222197
New
MAITLAND
MLS® # O6222197
4 Beds, 2 Baths, 1,894 Sf
Photo of Listing #O6186234
MAITLAND
MLS® # O6186234
4 Beds, 2 Baths, 1,648 Sf
Photo of Listing #O6174161
Reduced 3.9%

502 Lisa Lane

$739,900
MAITLAND
MLS® # O6174161
4 Beds, 3 Baths, 2,552 Sf
Photo of Listing #O6217168
Reduced 4%

1761 Tonto Trail

$729,000
MAITLAND
MLS® # O6217168
3 Beds, 2 Baths, 1,858 Sf
Photo of Listing #O6218602

171 Marion Way

$704,900
MAITLAND
MLS® # O6218602
3 Beds, 3 Baths, 2,333 Sf
Photo of Listing #O6208703
Reduced 3.3%
MAITLAND
MLS® # O6208703
5 Beds, 3 Baths, 2,289 Sf
Photo of Listing #O6197465

706 Ponca Trail

$695,000
MAITLAND
MLS® # O6197465
3 Beds, 2 Baths, 1,836 Sf
Photo of Listing #O6218443

613 Nicoma Trail

$680,000
MAITLAND
MLS® # O6218443
4 Beds, 2 Baths, 2,366 Sf
Photo of Listing #O6199140
Reduced 2.9%
MAITLAND
MLS® # O6199140
4 Beds, 2 Baths, 1,999 Sf
Photo of Listing #O6222483
New
MAITLAND
MLS® # O6222483
4 Beds, 2 Baths, 2,105 Sf
Photo of Listing #O6207864
MAITLAND
MLS® # O6207864
3 Beds, 3 Baths, 2,110 Sf
Photo of Listing #O6203393
Reduced 2.5%
MAITLAND
MLS® # O6203393
3 Beds, 2 Baths, 1,665 Sf
Photo of Listing #O6208412
Reduced 1.5%
MAITLAND
MLS® # O6208412
3 Beds, 2 Baths, 1,736 Sf
Photo of Listing #O6181508
Reduced 1.7%
MAITLAND
MLS® # O6181508
4 Beds, 2 Baths, 2,360 Sf
Photo of Listing #O6222821
New
MAITLAND
MLS® # O6222821
4 Beds, 2 Baths, 2,059 Sf
Photo of Listing #O6166232
Reduced 0.6%
MAITLAND
MLS® # O6166232
3 Beds, 2 Baths, 1,629 Sf
Photo of Listing #O6177056

162 Orange Place

$615,000
MAITLAND
MLS® # O6177056
3 Beds, 2 Baths, 1,624 Sf
Photo of Listing #O6203958
Reduced 0.8%
MAITLAND
MLS® # O6203958
4 Beds, 2 Baths, 2,124 Sf
Photo of Listing #R4908089
New
MAITLAND
MLS® # R4908089
3 Beds, 2 Baths, 1,424 Sf
Photo of Listing #O6172600
MAITLAND
MLS® # O6172600
3 Beds, 2 Baths, 1,538 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 July 15th, 2024 at 8:04pm EDT.