View 1501 DRUID ISLE ROAD Maitland, FL MLS# O6418221
  • Recently Listed with Virtual Tour
1 of 53
$4,950
3

Beds

2.0

Baths

3,000

Sq.Ft.

1501 DRUID ISLE ROAD

Maitland, FL

View 719 KEWANNEE TRAIL Maitland, FL MLS# S5152532
  • Recently Listed with Virtual Tour
1 of 20
$2,750
4

Beds

2.0

Baths

1,934

Sq.Ft.

719 KEWANNEE TRAIL

Maitland, FL

View 1770 ALGONQUIN TRAIL Maitland, FL MLS# O6418917
  • Recently Listed with Virtual Tour
1 of 23
$3,800
4

Beds

2.0

Baths

1,689

Sq.Ft.

1770 ALGONQUIN TRAIL

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 1150 LAKE SHADOW CIRCLE 3102 Maitland, FL MLS# S5151824
  • Recently Listed with Virtual Tour
1 of 30
$1,700
2

Beds

2.0

Baths

1,111

Sq.Ft.

1150 LAKE SHADOW CIRCLE 3102

Maitland, FL

Courtesy of FUSION FLORIDA REALTY LLC
View 1000 WINDERLEY PLACE 128 Maitland, FL MLS# O6416298
  • Recently Listed with Virtual Tour
1 of 26
$2,400
2

Beds

2.0

Baths

1,275

Sq.Ft.

1000 WINDERLEY PLACE 128

Maitland, FL

View 2640 LEGACY VILLAS DRIVE Maitland, FL MLS# O6414135
$1,845
2

Beds

2.0

Baths

1,280

Sq.Ft.

2640 LEGACY VILLAS DRIVE

Maitland, FL

Courtesy of LEGENDS REALTY
View 361 W LAKE FAITH DRIVE 112 Maitland, FL MLS# O6414075
$2,400
3

Beds

2.0

Baths

1,739

Sq.Ft.

361 W LAKE FAITH DRIVE 112

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1440 LAKE SHADOW CIRCLE 8304 Maitland, FL MLS# O6413768
$1,550
2

Beds

2.0

Baths

1,048

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8304

Maitland, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1175 LAKE SHADOW CIRCLE 4208 Maitland, FL MLS# O6412922
$2,350
4

Beds

2.0

Baths

1,372

Sq.Ft.

1175 LAKE SHADOW CIRCLE 4208

Maitland, FL

Courtesy of KUNERT REALTY INC
View 1507 LEGACY CLUB DRIVE 1507 Maitland, FL MLS# O6412985
$1,495
1

Beds

1.0

Baths

896

Sq.Ft.

1507 LEGACY CLUB DRIVE 1507

Maitland, FL

View 916 ROBINHOOD COURT Maitland, FL MLS# O6411330
  • Virtual Tour
1 of 24
$2,149
3

Beds

1.1

Baths

1,201

Sq.Ft.

916 ROBINHOOD COURT

Maitland, FL

View 914 ROBINHOOD COURT Maitland, FL MLS# O6411314
  • Virtual Tour
1 of 23
$1,999
2

Beds

1.0

Baths

1,174

Sq.Ft.

914 ROBINHOOD COURT

Maitland, FL

View 16 EATON STREET Maitland, FL MLS# O6410011
$2,250
3

Beds

2.0

Baths

1,323

Sq.Ft.

16 EATON STREET

Maitland, FL

View 1135 GROVE STREET 146 Maitland, FL MLS# S5149479
$2,050
3

Beds

2.1

Baths

1,565

Sq.Ft.

1135 GROVE STREET 146

Maitland, FL

Courtesy of AVID REALTY LLC
View 1325 LAKE SHADOW CIRCLE 12104 Maitland, FL MLS# O6406991
$1,550
2

Beds

2.0

Baths

1,048

Sq.Ft.

1325 LAKE SHADOW CIRCLE 12104

Maitland, FL

View 520 SENECA TRAIL Maitland, FL MLS# O6406219
  • Virtual Tour
1 of 26
$2,450
3

Beds

2.0

Baths

1,496

Sq.Ft.

520 SENECA TRAIL

Maitland, FL

View 1175 LAKE SHADOW CIRCLE 4207 Maitland, FL MLS# O6405768
$1,950
4

Beds

2.0

Baths

1,372

Sq.Ft.

1175 LAKE SHADOW CIRCLE 4207

Maitland, FL

Courtesy of CAPITAL REALTY GROUP FLORIDA
View 1475 LAKE SHADOW CIRCLE 6107 Maitland, FL MLS# S5149104
$1,525
2

Beds

2.0

Baths

1,111

Sq.Ft.

1475 LAKE SHADOW CIRCLE 6107

Maitland, FL

Courtesy of MILA REALTY
View 1150 LAKE SHADOW CIRCLE 3203 Maitland, FL MLS# O6397624
$1,575
2

Beds

2.0

Baths

1,048

Sq.Ft.

1150 LAKE SHADOW CIRCLE 3203

Maitland, FL

View 1125 LAKE SHADOW CIRCLE 5106 Maitland, FL MLS# O6395545
$1,300
1

Beds

1.0

Baths

672

Sq.Ft.

1125 LAKE SHADOW CIRCLE 5106

Maitland, FL

Courtesy of MAGNUS REALTY GROUP 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

118

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 - 200K10
$200K - 300K16
$300K - 400K11
$400K - 500K13
$500K - 600K6
$600K - 700K11
$700K - 800K11
$800K - 900K5
$900K - 1M10
$1M - Max25

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family70
Townhouse8
Condo33
Commercial1
Rental29
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 6/28/2026)

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 6/28/2026.