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 1761 TIPPICANOE TRAIL Maitland, FL MLS# O6434173
  • Recently Listed
1 of 33
$739,000
3

Beds

2.1

Baths

2,066

Sq.Ft.

1761 TIPPICANOE TRAIL

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 2040 GERONIMO TRAIL Maitland, FL MLS# O6390221
$725,000
3

Beds

2.0

Baths

2,375

Sq.Ft.

2040 GERONIMO TRAIL

Maitland, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 550 ARAPAHO TRAIL Maitland, FL MLS# O6429213
  • Virtual Tour
1 of 52
$715,000
4

Beds

3.0

Baths

2,242

Sq.Ft.

550 ARAPAHO TRAIL

Maitland, FL

View 1741 LYNDALE BOULEVARD Maitland, FL MLS# O6410524
$714,990
3

Beds

2.0

Baths

1,495

Sq.Ft.

1741 LYNDALE BOULEVARD

Maitland, FL

Courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC
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 1511 E HORATIO AVENUE Maitland, FL MLS# O6401235
$689,000
4

Beds

3.0

Baths

2,676

Sq.Ft.

1511 E HORATIO AVENUE

Maitland, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 703 NICOMA TRAIL Maitland, FL MLS# O6408335
  • Virtual Tour
1 of 31
$675,000
3

Beds

2.0

Baths

1,842

Sq.Ft.

703 NICOMA TRAIL

Maitland, FL

View 553 ARAPAHO TRAIL Maitland, FL MLS# O6427049
  • Virtual Tour
1 of 38
$674,000
3

Beds

2.0

Baths

1,602

Sq.Ft.

553 ARAPAHO 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 204 QUAYSIDE CIRCLE 503 Maitland, FL MLS# O6432204
$635,000
2

Beds

2.0

Baths

1,203

Sq.Ft.

204 QUAYSIDE CIRCLE 503

Maitland, FL

View 1404 CARING COURT Maitland, FL MLS# G5113516
  • Virtual Tour
1 of 34
$617,000
3

Beds

2.1

Baths

2,110

Sq.Ft.

1404 CARING COURT

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
$599,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

1750 POCAHONTAS PATH

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 251 W HORATIO AVENUE Maitland, FL MLS# O6428138
$599,000
3

Beds

1.0

Baths

1,648

Sq.Ft.

251 W HORATIO AVENUE

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1231 N LAKE SYBELIA DRIVE Maitland, FL MLS# O6431877
  • Recently Listed with Virtual Tour
1 of 39
$590,000
3

Beds

2.0

Baths

1,785

Sq.Ft.

1231 N LAKE SYBELIA DRIVE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1132 CHARMING STREET Maitland, FL MLS# O6424632
$585,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

1132 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 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

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

114

Estimated median home price

$567,500
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 - 200K13
$200K - 300K20
$300K - 400K12
$400K - 500K8
$500K - 600K9
$600K - 700K7
$700K - 800K11
$800K - 900K6
$900K - 1M7
$1M - Max21

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family63
Townhouse6
Condo38
Commercial1
Rental17
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 8/23/2026)

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 8/24/2026.