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 1000 WINDERLEY PLACE 141 Maitland, FL MLS# O6417569
$295,000
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
$419,900
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
$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
$184,900
2

Beds

2.0

Baths

1,111

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8201

Maitland, FL

View 255 W GEORGE AVENUE Maitland, FL MLS# O6415928
  • Virtual Tour
1 of 77
$1,499,000
5

Beds

4.0

Baths

4,814

Sq.Ft.

255 W GEORGE AVENUE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1149 CHARMING STREET Maitland, FL MLS# O6414938
  • Virtual Tour
1 of 37
$590,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

1149 CHARMING STREET

Maitland, FL

View 1150 Lake Shadow Circle 3307 Maitland, FL MLS# B26040252
$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
$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
$210,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2847 SHADOW VIEW CIRCLE 2847

Maitland, FL

View 220 ADAMS DRIVE Maitland, FL MLS# O6413737
  • Virtual Tour
1 of 47
$1,995,000
4

Beds

3.1

Baths

3,005

Sq.Ft.

220 ADAMS 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 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 23
$231,000
3

Beds

2.0

Baths

1,256

Sq.Ft.

1507 GROVE STREET

Maitland, FL

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

Beds

2.0

Baths

1,495

Sq.Ft.

1741 LYNDALE BOULEVARD

Maitland, FL

Courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC
View 892 PARK LAKE CIRCLE 69 Maitland, FL MLS# O6411386
  • Virtual Tour
1 of 37
$225,000
2

Beds

1.1

Baths

1,353

Sq.Ft.

892 PARK LAKE CIRCLE 69

Maitland, FL

View 1140 S ORLANDO AVENUE I14 Maitland, FL MLS# O6410595
$325,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE I14

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 703 NICOMA TRAIL Maitland, FL MLS# O6408335
  • Virtual Tour
1 of 31
OPEN HOUSE: Sunday 7/19 2:00 PM - 4:00 PM
$725,000
3

Beds

2.0

Baths

1,842

Sq.Ft.

703 NICOMA TRAIL

Maitland, FL

View 1770 ALGONQUIN TRAIL Maitland, FL MLS# O6409389
  • Virtual Tour
1 of 17
$650,000
4

Beds

2.0

Baths

1,689

Sq.Ft.

1770 ALGONQUIN TRAIL

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 631 LAKE CATHERINE DRIVE Maitland, FL MLS# O6408700
$1,795,000
3

Beds

3.0

Baths

2,351

Sq.Ft.

631 LAKE CATHERINE 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

80

Estimated median home price

$446,750
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

Price Count
$0 - 100K 0
$100K - 200K 12
$200K - 300K 14
$300K - 400K 9
$400K - 500K 8
$500K - 600K 6
$600K - 700K 3
$700K - 800K 5
$800K - 900K 3
$900K - 1M 3
$1M - Max 17

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 36
Townhouse 6
Condo 31
Commercial 1
Rental 25
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/17/2026)

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 7/17/2026.