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

The time to sell is now! THE TIME TO SELL IS NOW!
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

View 7909 CHARTREUX LANE Maitland, FL MLS# O6435294
  • Recently Listed with Virtual Tour
1 of 30
$500,000
4

Beds

3.0

Baths

2,321

Sq.Ft.

7909 CHARTREUX LANE

Maitland, FL

Courtesy of REALTY HUB
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 761 ROBINHOOD DRIVE Maitland, FL MLS# O6434035
  • Recently Listed with Virtual Tour
1 of 39
$459,000
3

Beds

2.0

Baths

1,154

Sq.Ft.

761 ROBINHOOD DRIVE

Maitland, FL

Courtesy of RE/MAX ASSURED
View 2180 TORTOISE SHELL DRIVE Maitland, FL MLS# O6425844
$435,000
3

Beds

2.0

Baths

1,622

Sq.Ft.

2180 TORTOISE SHELL DRIVE

Maitland, FL

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 220 ALPINE DRIVE Maitland, FL MLS# O6388051
  • Virtual Tour
1 of 25
$427,400
2

Beds

1.0

Baths

988

Sq.Ft.

220 ALPINE DRIVE

Maitland, FL

View 1395 BENEVOLENT STREET Maitland, FL MLS# O6425566
$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
$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
$399,900
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H3

Maitland, FL

View 2115 KORAT LANE Maitland, FL MLS# O6428599
  • Virtual Tour
1 of 33
$395,000
3

Beds

2.0

Baths

1,506

Sq.Ft.

2115 KORAT LANE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 204 QUAYSIDE CIRCLE 304 Maitland, FL MLS# O6345967
$375,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 304

Maitland, FL

View 210 MAGNOLIA ROAD 207 Maitland, FL MLS# O6435325
$375,000
2

Beds

2.0

Baths

1,013

Sq.Ft.

210 MAGNOLIA ROAD 207

Maitland, FL

View 1140 S ORLANDO AVENUE B-7 Maitland, FL MLS# O6429242
$360,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE B-7

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

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

View 1866 BOBTAIL DRIVE Maitland, FL MLS# O6432604
  • Virtual Tour
1 of 33
$349,999
3

Beds

2.0

Baths

1,322

Sq.Ft.

1866 BOBTAIL 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 - 800K9
$800K - 900K8
$900K - 1M6
$1M - Max22

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family63
Townhouse6
Condo38
Commercial1
Rental18
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 8/21/2026)

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 8/21/2026.