View 1404 CARING COURT Maitland, FL MLS# G5113516
  • Recently Listed with Virtual Tour
1 of 39
$659,900
3

Beds

2.1

Baths

2,110

Sq.Ft.

1404 CARING COURT

Maitland, FL

View 1000 WINDERLEY PLACE 141 Maitland, FL MLS# O6417569
  • Recently Listed with Virtual Tour
1 of 32
$300,000
2

Beds

2.0

Baths

1,275

Sq.Ft.

1000 WINDERLEY PLACE 141

Maitland, FL

View 1140 S ORLANDO AVENUE H3 Maitland, FL MLS# O6415783
  • Recently Listed with Virtual Tour
1 of 47
$439,900
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H3

Maitland, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1010 WINDERLEY PLACE 149 Maitland, FL MLS# O6417777
  • Recently Listed with Virtual Tour
1 of 30
$429,900
3

Beds

2.0

Baths

1,651

Sq.Ft.

1010 WINDERLEY PLACE 149

Maitland, FL

View 1440 LAKE SHADOW CIRCLE 8201 Maitland, FL MLS# O6416664
  • Recently Listed with Virtual Tour
1 of 45
$199,000
2

Beds

2.0

Baths

1,111

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8201

Maitland, FL

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 151 WHITE OAK CIRCLE Maitland, FL MLS# O6414895
$699,000
4

Beds

2.1

Baths

2,257

Sq.Ft.

151 WHITE OAK CIRCLE

Maitland, FL

View 830 LONGHAVEN DRIVE Maitland, FL MLS# O6414213
  • Virtual Tour
1 of 36
$675,000
3

Beds

2.0

Baths

2,229

Sq.Ft.

830 LONGHAVEN DRIVE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1149 CHARMING STREET Maitland, FL MLS# O6414938
  • Recently Listed with Virtual Tour
1 of 37
$590,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

1149 CHARMING STREET

Maitland, FL

Courtesy of YOUNG REAL ESTATE
View 1150 Lake Shadow Circle 3307 Maitland, FL MLS# B26040252
  • Recently Listed with Virtual Tour
1 of 27
$250,000
2

Beds

2.0

Baths

1,111

Sq.Ft.

1150 Lake Shadow Circle 3307

Maitland, FL

View RIDGEWOOD AVENUE Maitland, FL MLS# O6414703
  • Recently Listed
1 of 8
$119,900
Studio

Beds

0.0

Baths

RIDGEWOOD AVENUE

Maitland, FL

Courtesy of DABBY REAL ESTATE ADVISORS, LLC
View 2847 SHADOW VIEW CIRCLE 2847 Maitland, FL MLS# O6414837
  • Recently Listed with Virtual Tour
1 of 62
$210,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2847 SHADOW VIEW CIRCLE 2847

Maitland, FL

Courtesy of MARKET CONNECT REALTY LLC
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
View 206 MOSELEY AVENUE Maitland, FL MLS# O6414097
  • New Construction with Virtual Tour
1 of 20
$449,000
3

Beds

2.0

Baths

1,838

Sq.Ft.

206 MOSELEY AVENUE

Maitland, FL

View 200 MOSELEY AVENUE Maitland, FL MLS# O6413652
  • Recently Listed with Virtual Tour
1 of 25
$420,000
3

Beds

2.0

Baths

1,625

Sq.Ft.

200 MOSELEY AVENUE

Maitland, FL

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 1507 GROVE STREET Maitland, FL MLS# O6412094
  • Virtual Tour
1 of 24
$229,000
3

Beds

2.0

Baths

1,256

Sq.Ft.

1507 GROVE STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
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 1741 LYNDALE BOULEVARD Maitland, FL MLS# O6410524
  • Recently Listed with Virtual Tour
1 of 20
$719,990
3

Beds

2.0

Baths

1,495

Sq.Ft.

1741 LYNDALE BOULEVARD

Maitland, FL

View 1000 S ORLANDO AVENUE A31 Maitland, FL MLS# O6413581
$300,000
2

Beds

2.0

Baths

952

Sq.Ft.

1000 S ORLANDO AVENUE A31

Maitland, FL

Courtesy of COMPASS FLORIDA LLC

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
Rental29
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 6/21/2026)

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 6/22/2026.