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 7/19 1:00 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 36
$599,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

1132 CHARMING STREET

Maitland, FL

The time to sell is now! THE TIME TO SELL IS NOW!
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
$575,000
3

Beds

2.0

Baths

1,623

Sq.Ft.

9001 LAKE CHARITY DRIVE

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 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
View 204 QUAYSIDE CIRCLE 504 Maitland, FL MLS# O6383019
$458,500
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 504

Maitland, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 1010 WINDERLEY PLACE 149 Maitland, FL MLS# O6417777
$429,900
3

Beds

2.0

Baths

1,651

Sq.Ft.

1010 WINDERLEY PLACE 149

Maitland, FL

View 1395 BENEVOLENT STREET Maitland, FL MLS# O6425566
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 7/19 2:00 PM - 4:00 PM
$425,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1395 BENEVOLENT STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1140 S ORLANDO AVENUE K15 Maitland, FL MLS# O6423880
  • Recently Listed with Virtual Tour
1 of 29
$420,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE K15

Maitland, FL

View 1140 S ORLANDO AVENUE H3 Maitland, FL MLS# O6415783
$419,900
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H3

Maitland, FL

View 1295 BLESSING STREET Maitland, FL MLS# O6410494
$415,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1295 BLESSING STREET

Maitland, FL

View 200 MOSELEY AVENUE Maitland, FL MLS# O6413652
  • New Construction with Virtual Tour
1 of 25
$410,000
3

Beds

2.0

Baths

1,625

Sq.Ft.

200 MOSELEY AVENUE

Maitland, FL

View 2150 TORTOISE SHELL DRIVE Maitland, FL MLS# O6392895
$399,900
4

Beds

2.0

Baths

1,512

Sq.Ft.

2150 TORTOISE SHELL DRIVE

Maitland, FL

Courtesy of LPT REALTY, LLC
View 204 QUAYSIDE CIRCLE 304 Maitland, FL MLS# O6345967
$395,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 304

Maitland, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 2401 LEGACY LAKE DRIVE 2401 Maitland, FL MLS# O6412788
$355,000
4

Beds

2.0

Baths

1,707

Sq.Ft.

2401 LEGACY LAKE DRIVE 2401

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1033 HAMLET DRIVE Maitland, FL MLS# O6359229
  • Virtual Tour
1 of 20
$350,000
3

Beds

2.0

Baths

1,146

Sq.Ft.

1033 HAMLET DRIVE

Maitland, FL

Courtesy of BOX REAL ESTATE LLC
View 1010 WINDERLEY PLACE 127 Maitland, FL MLS# O6395028
$329,900
3

Beds

2.1

Baths

1,563

Sq.Ft.

1010 WINDERLEY PLACE 127

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

85

Estimated median home price

$519,999
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 - 200K11
$200K - 300K13
$300K - 400K9
$400K - 500K9
$500K - 600K8
$600K - 700K3
$700K - 800K7
$800K - 900K5
$900K - 1M3
$1M - Max17

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family41
Townhouse8
Condo29
Commercial1
Rental25
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/16/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 7/16/2026.