View 1781 TONTO TRAIL Maitland, FL MLS# O6414036
  • Virtual Tour
1 of 45
$600,000
4

Beds

2.0

Baths

1,880

Sq.Ft.

1781 TONTO TRAIL

Maitland, FL

View 1149 CHARMING STREET Maitland, FL MLS# O6414938
$590,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

1149 CHARMING STREET

Maitland, FL

View 2155 FENNELL STREET Maitland, FL MLS# S5151303
  • Recently Listed with Virtual Tour
1 of 31
$489,900
3

Beds

2.0

Baths

1,822

Sq.Ft.

2155 FENNELL STREET

Maitland, FL

Courtesy of TCA REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1106 CHARMING STREET Maitland, FL MLS# O6413431
$490,000
3

Beds

2.1

Baths

1,870

Sq.Ft.

1106 CHARMING STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 9001 LAKE CHARITY DRIVE Maitland, FL MLS# O6405361
$575,000
3

Beds

2.0

Baths

1,623

Sq.Ft.

9001 LAKE CHARITY DRIVE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 140 WIGWAM PLACE Maitland, FL MLS# O6401560
  • Virtual Tour
1 of 35
$619,900
3

Beds

3.0

Baths

2,236

Sq.Ft.

140 WIGWAM PLACE

Maitland, FL

View 1776 BOBTAIL DRIVE Maitland, FL MLS# G5110747
  • Virtual Tour
1 of 42
$519,999
4

Beds

3.0

Baths

2,344

Sq.Ft.

1776 BOBTAIL DRIVE

Maitland, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
View 210 ALPINE DRIVE Maitland, FL MLS# O6395056
  • Virtual Tour
1 of 13
$527,300
2

Beds

2.1

Baths

1,328

Sq.Ft.

210 ALPINE DRIVE

Maitland, FL

View 1750 POCAHONTAS PATH Maitland, FL MLS# O6394358
$619,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

1750 POCAHONTAS PATH

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 933 and 935 ROBINHOOD COURT Maitland, FL MLS# O6355207
$549,000
6

Beds

4.0

Baths

2,484

Sq.Ft.

933 and 935 ROBINHOOD COURT

Maitland, FL

Courtesy of KGV REALTY GROUP

About Maitland

Known for its natural beauty, crystal lakes, fine museums, art center, and civic center, the community of Maitland chose "Partners in Progress through Participation" for its motto. The town is justly proud of its recognition as one of the top neighborhoods in Central Florida.  The city has welcomed a number of corporations and businesses as well as residential growth in recent decades.  The handsome Maitland Center is now one of the largest office parks in the entire region, home to an impressive number of Fortune 500 companies.  Civic pride and a commitment to preserving a high quality of life are evident throughout the community.  The town is constantly investing in renovations that balance the preservation of historic sites with the creation of a progressive, modern atmosphere. Parks accented with brick sidewalks and streetscape beautification like decorative crosswalks abound.  The local Cultural Corridor provides an array of events and performances.  Many of the region's most popular festivals occur at the local Enzian Theatre, a premier venue for independent and art films.

Listings in Maitland, FL

120

Estimated median home price

$649,500
Maitland FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Maitland, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Maitland, FL.

Homes for Sale by Price in Maitland, FL

PriceCount
$0 - 100K0
$100K - 200K9
$200K - 300K16
$300K - 400K13
$400K - 500K13
$500K - 600K6
$600K - 700K11
$700K - 800K10
$800K - 900K6
$900K - 1M10
$1M - Max26

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family72
Townhouse9
Condo32
Commercial1
Rental30
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 6/23/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. 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.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/24/2026.