Maitland Real Estate

Maitland Real Estate Market Statistics

Total Listings: 88
Average Price: $637,347
Highest Price: $7,500,000
Lowest Price: $90,000
Average Days on Market: 83 Days
List to Sell Price Percentage: 97%
Maitland Florida
Maitland Florida

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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

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 Over $1,000,000
Price, High to Low
88 Properties Found.
Page 1 of 15
Photo of Listing #O5825293 REDUCED 3.23%
MLS® #O5825293

520 Manor Rd


Maitland, FL
10 Bed, 13 Bath, 13100 Sqft, 2.1 Acres

Photo of Listing #O5777806 REDUCED 6.84%
MLS® #O5777806

1850 E Adams Dr


Maitland, FL
6 Bed, 8 Bath, 7984 Sqft, 3.24 Acres

Photo of Listing #O5837639 REDUCED 6.29%
MLS® #O5837639

1303 Azalea Ln


Maitland, FL
5 Bed, 7 Bath, 5030 Sqft, 0.55 Acres

MLS® #O5790373

620 Bentley Ln


Maitland, FL
5 Bed, 5 Bath, 5521 Sqft, 2.42 Acres

Photo of Listing #O5783423 REDUCED 15.40%
MLS® #O5783423

125 Stone Hill Dr


Maitland, FL
8 Bed, 7 Bath, 8190 Sqft, 0.52 Acres

MLS® #O5838717

200 N Lake Sybelia Dr


Maitland, FL
6 Bed, 6 Bath, 4423 Sqft, 0.34 Acres

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 March 31st, 2020 at 4:15pm EDT.