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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

43 Properties Found. Page 1 of 1.
Photo of Listing #O6143610
New
MAITLAND
MLS® # O6143610
4 Beds, 3 Baths, 4,182 Sf
Photo of Listing #O6139993

190 Shell Point W

$2,195,000
MAITLAND
MLS® # O6139993
5 Beds, 3 Baths, 3,881 Sf
Photo of Listing #O6138424

470 Manor Road

$1,875,000
MAITLAND
MLS® # O6138424
4 Beds, 3 Baths, 4,009 Sf
Photo of Listing #O6123017
Reduced 1.8%

76 Eastwind Lane

$1,450,000
MAITLAND
MLS® # O6123017
4 Beds, 5 Baths, 3,251 Sf
Photo of Listing #O6136763
Reduced 5%

463 Manor Road

$1,325,000
MAITLAND
MLS® # O6136763
4 Beds, 4 Baths, 3,214 Sf
Photo of Listing #O6125233
Reduced 3.7%
MAITLAND
MLS® # O6125233
5 Beds, 4 Baths, 3,806 Sf
Photo of Listing #O6129798
Reduced 1.6%

234 Flame Avenue

$1,268,000
MAITLAND
MLS® # O6129798
5 Beds, 3 Baths, 3,854 Sf
Photo of Listing #O6123731
Reduced 6.9%
MAITLAND
MLS® # O6123731
4 Beds, 3 Baths, 2,744 Sf
Photo of Listing #O6129779
Reduced 4.8%
MAITLAND
MLS® # O6129779
4 Beds, 3 Baths, 3,001 Sf
Photo of Listing #O6103029
Reduced 1.9%
MAITLAND
MLS® # O6103029
4 Beds, 2 Baths, 2,870 Sf
Photo of Listing #O6137033
Reduced 3.2%
MAITLAND
MLS® # O6137033
4 Beds, 2 Baths, 2,406 Sf
Photo of Listing #O6128228
Reduced 1.3%
MAITLAND
MLS® # O6128228
4 Beds, 3 Baths, 1,896 Sf
Photo of Listing #O6134974
Reduced 1.4%
MAITLAND
MLS® # O6134974
4 Beds, 2 Baths, 2,360 Sf
Photo of Listing #O6126694
MAITLAND
MLS® # O6126694
3 Beds, 3 Baths, 2,197 Sf
Photo of Listing #O6138762
MAITLAND
MLS® # O6138762
4 Beds, 2 Baths, 1,946 Sf
Photo of Listing #O6119204
Reduced 1.5%
MAITLAND
MLS® # O6119204
4 Beds, 3 Baths, 2,180 Sf
Photo of Listing #O5957516
MAITLAND
MLS® # O5957516
3 Beds, 2 Baths, 1,538 Sf
Photo of Listing #O6132785
Reduced 27.6%

574 Ruby Court

$525,000
MAITLAND
MLS® # O6132785
3 Beds, 2 Baths, 1,678 Sf
Photo of Listing #O6124274
MAITLAND
MLS® # O6124274
3 Beds, 2 Baths, 2,022 Sf
Photo of Listing #O6096475
Reduced 1%
MAITLAND
MLS® # O6096475
5 Beds, 3 Baths, 2,430 Sf
Photo of Listing #O6141672
MAITLAND
MLS® # O6141672
4 Beds, 3 Baths, 1,911 Sf
Photo of Listing #O6131557
Reduced 3.3%
MAITLAND
MLS® # O6131557
3 Beds, 3 Baths, 1,674 Sf
Photo of Listing #O6088805
Reduced 11%
MAITLAND
MLS® # O6088805
5 Beds, 3 Baths, 2,398 Sf
Photo of Listing #O6140726
MAITLAND
MLS® # O6140726
3 Beds, 2 Baths, 1,642 Sf
Photo of Listing #O6132178
MAITLAND
MLS® # O6132178
3 Beds, 2 Baths, 1,500 Sf
Photo of Listing #S5082871
Reduced 3.4%
MAITLAND
MLS® # S5082871
4 Beds, 2 Baths, 2,390 Sf
Photo of Listing #O6142713
New
MAITLAND
MLS® # O6142713
3 Beds, 2 Baths, 1,512 Sf
Photo of Listing #O6073003
MAITLAND
MLS® # O6073003
2 Beds, 2 Baths, 1,248 Sf
Photo of Listing #O6123275
Reduced 2.9%
MAITLAND
MLS® # O6123275
4 Beds, 2 Baths, 1,707 Sf
Photo of Listing #O6129651
MAITLAND
MLS® # O6129651
3 Beds, 3 Baths, 1,575 Sf
Photo of Listing #O6142613
New
MAITLAND
MLS® # O6142613
3 Beds, 2 Baths, 1,243 Sf
Photo of Listing #V4932287
MAITLAND
MLS® # V4932287
3 Beds, 3 Baths, 1,328 Sf
Photo of Listing #FC294009
MAITLAND
MLS® # FC294009
2 Beds, 2 Baths, 1,403 Sf
Photo of Listing #O6130114
Reduced 3.7%
MAITLAND
MLS® # O6130114
2 Beds, 2 Baths, 1,087 Sf
Photo of Listing #O6137629
Reduced 2%
MAITLAND
MLS® # O6137629
2 Beds, 2 Baths, 1,111 Sf
Photo of Listing #O6119480
MAITLAND
MLS® # O6119480
2 Beds, 1 Baths, 816 Sf
Photo of Listing #O6130060
MAITLAND
MLS® # O6130060
2 Beds, 1 Baths, 848 Sf
Photo of Listing #O6133840
Reduced 5.4%
MAITLAND
MLS® # O6133840
2 Beds, 2 Baths, 1,403 Sf
Photo of Listing #O6142157
MAITLAND
MLS® # O6142157
2 Beds, 2 Baths, 1,152 Sf
Photo of Listing #O6091390
MAITLAND
MLS® # O6091390
1 Beds, 1 Baths, 612 Sf
Photo of Listing #S5090399
MAITLAND
MLS® # S5090399
1 Beds, 1 Baths, 672 Sf
Photo of Listing #O6140747
MAITLAND
MLS® # O6140747
1 Beds, 1 Baths, 799 Sf
Photo of Listing #O6141873
MAITLAND
MLS® # O6141873
2 Beds, 2 Baths, 1,206 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 September 25th, 2023 at 1:19am EDT.