View 1100 S ORLANDO AVENUE 956 Maitland, FL MLS# O6367405
$749,900
2

Beds

2.0

Baths

1,685

Sq.Ft.

1100 S ORLANDO AVENUE 956

Maitland, FL

View 2040 GERONIMO TRAIL Maitland, FL MLS# O6390221
$725,000
3

Beds

2.0

Baths

2,375

Sq.Ft.

2040 GERONIMO TRAIL

Maitland, FL

View 1741 LYNDALE BOULEVARD Maitland, FL MLS# O6410524
$719,990
3

Beds

2.0

Baths

1,495

Sq.Ft.

1741 LYNDALE BOULEVARD

Maitland, FL

Courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1511 E HORATIO AVENUE Maitland, FL MLS# O6401235
$718,000
4

Beds

3.0

Baths

2,676

Sq.Ft.

1511 E HORATIO AVENUE

Maitland, FL

View 703 NICOMA TRAIL Maitland, FL MLS# O6408335
  • Virtual Tour
1 of 31
OPEN HOUSE: Sunday 7/26 2:00 PM - 4:00 PM
$700,000
3

Beds

2.0

Baths

1,842

Sq.Ft.

703 NICOMA TRAIL

Maitland, FL

View 553 ARAPAHO TRAIL Maitland, FL MLS# O6427049
  • Recently Listed with Virtual Tour
1 of 33
$699,000
3

Beds

2.0

Baths

1,497

Sq.Ft.

553 ARAPAHO TRAIL

Maitland, FL

View 2514 TUSCARORA TRAIL Maitland, FL MLS# O6380728
$689,000
4

Beds

2.1

Baths

3,000

Sq.Ft.

2514 TUSCARORA TRAIL

Maitland, FL

View 1770 ALGONQUIN TRAIL Maitland, FL MLS# O6409389
$650,000
4

Beds

2.0

Baths

1,689

Sq.Ft.

1770 ALGONQUIN TRAIL

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 910 GAMEWELL AVENUE Maitland, FL MLS# O6404438
  • Virtual Tour
1 of 39
$645,000
3

Beds

2.0

Baths

2,214

Sq.Ft.

910 GAMEWELL AVENUE

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1404 CARING COURT Maitland, FL MLS# G5113516
  • Virtual Tour
1 of 39
$638,900
3

Beds

2.1

Baths

2,110

Sq.Ft.

1404 CARING COURT

Maitland, FL

View 140 WIGWAM PLACE Maitland, FL MLS# O6401560
  • Virtual Tour
1 of 35
$599,900
3

Beds

3.0

Baths

2,236

Sq.Ft.

140 WIGWAM PLACE

Maitland, FL

View 1100 S ORLANDO AVENUE 306 Maitland, FL MLS# O6392583
$599,000
2

Beds

2.0

Baths

1,125

Sq.Ft.

1100 S ORLANDO AVENUE 306

Maitland, FL

View 1750 POCAHONTAS PATH Maitland, FL MLS# O6394358
  • Virtual Tour
1 of 46
OPEN HOUSE: Sunday 7/26 2:00 PM - 4:00 PM
$599,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

1750 POCAHONTAS PATH

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1132 CHARMING STREET Maitland, FL MLS# O6424632
  • Recently Listed with Virtual Tour
1 of 39
$599,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

1132 CHARMING STREET

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 9001 LAKE CHARITY DRIVE Maitland, FL MLS# O6405361
$550,000
3

Beds

2.0

Baths

1,623

Sq.Ft.

9001 LAKE CHARITY DRIVE

Maitland, FL

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

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

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

Beds

2.0

Baths

1,822

Sq.Ft.

2155 FENNELL STREET

Maitland, FL

View 204 QUAYSIDE CIRCLE 201 Maitland, FL MLS# O6394791
$467,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 201

Maitland, FL

Courtesy of COLDWELL BANKER REALTY

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

113

Estimated median home price

$599,000
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 - 200K12
$200K - 300K18
$300K - 400K10
$400K - 500K10
$500K - 600K8
$600K - 700K6
$700K - 800K9
$800K - 900K8
$900K - 1M9
$1M - Max23

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family62
Townhouse9
Condo34
Commercial1
Rental26
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 7/25/2026)

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 7/26/2026.