View 431 ARAPAHO TRAIL Maitland, FL MLS# O6437084
  • Virtual Tour
1 of 34
$699,000
4

Beds

3.0

Baths

1,965

Sq.Ft.

431 ARAPAHO TRAIL

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 550 ARAPAHO TRAIL Maitland, FL MLS# O6429213
  • Virtual Tour
1 of 52
$680,000
4

Beds

3.0

Baths

2,242

Sq.Ft.

550 ARAPAHO TRAIL

Maitland, FL

Courtesy of BHHS FLORIDA REALTY
View 1140 S ORLANDO AVENUE H-16 Maitland, FL MLS# O6438189
  • Recently Listed with Virtual Tour
1 of 40
$625,000
2

Beds

1.0

Baths

891

Sq.Ft.

1140 S ORLANDO AVENUE H-16

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1404 CARING COURT Maitland, FL MLS# G5113516
  • Virtual Tour
1 of 34
$619,800
3

Beds

2.1

Baths

2,110

Sq.Ft.

1404 CARING COURT

Maitland, FL

Courtesy of ROCK SPRINGS REALTY, LLC
View 1100 S ORLANDO AVENUE 306 Maitland, FL MLS# O6447927
$599,900
2

Beds

2.0

Baths

1,125

Sq.Ft.

1100 S ORLANDO AVENUE 306

Maitland, FL

Courtesy of BECK REALTY LLC
View 553 ARAPAHO TRAIL Maitland, FL MLS# O6427049
  • Virtual Tour
1 of 39
$599,000
3

Beds

2.0

Baths

1,602

Sq.Ft.

553 ARAPAHO TRAIL

Maitland, FL

Courtesy of CREEGAN GROUP
View 1122 CHARMING STREET Maitland, FL MLS# O6442753
  • Virtual Tour
1 of 43
$599,000
3

Beds

3.1

Baths

2,268

Sq.Ft.

1122 CHARMING STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1161 CHARMING STREET Maitland, FL MLS# O6446305
  • Recently Listed
1 of 43
$585,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

1161 CHARMING STREET

Maitland, FL

Courtesy of CORCORAN PREMIER REALTY
View 200 SENECA TRAIL Maitland, FL MLS# O6445899
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Tuesday 10/13 12:00 PM - 2:00 PM
$550,000
3

Beds

2.0

Baths

1,605

Sq.Ft.

200 SENECA TRAIL

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 223 QUAYSIDE CIRCLE C11 Maitland, FL MLS# O6447408
  • Recently Listed with Virtual Tour
1 of 47
$537,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

223 QUAYSIDE CIRCLE C11

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 307 LEMON STREET Maitland, FL MLS# O6436145
  • Virtual Tour
1 of 35
$525,000
1,012

Sq.Ft.

307 LEMON STREET

Maitland, FL

Courtesy of HOME REALTY GROUP LLC
View 307 LEMON STREET Maitland, FL MLS# O6439287
  • Recently Listed with Virtual Tour
1 of 35
$525,000
4

Beds

2.0

Baths

1,012

Sq.Ft.

307 LEMON STREET

Maitland, FL

Courtesy of HOME REALTY GROUP LLC
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 2141 FALKNER ROAD Maitland, FL MLS# S5159176
  • Recently Listed with Virtual Tour
1 of 22
$515,000
4

Beds

2.1

Baths

2,295

Sq.Ft.

2141 FALKNER ROAD

Maitland, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 1540 E HORATIO AVENUE Maitland, FL MLS# O6435957
  • Virtual Tour
1 of 33
$514,900
4

Beds

2.0

Baths

1,939

Sq.Ft.

1540 E HORATIO AVENUE

Maitland, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 204 QUAYSIDE CIRCLE 201 Maitland, FL MLS# O6394791
  • Virtual Tour
1 of 33
$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
  • Virtual Tour
1 of 39
$450,000
3

Beds

2.0

Baths

1,154

Sq.Ft.

761 ROBINHOOD DRIVE

Maitland, FL

Courtesy of RE/MAX ASSURED
View 1931 MICHAEL TIAGO CIRCLE Maitland, FL MLS# O6445127
  • Recently Listed with Virtual Tour
1 of 94
$450,000
3

Beds

2.1

Baths

2,100

Sq.Ft.

1931 MICHAEL TIAGO CIRCLE

Maitland, FL

Courtesy of PARKVIEW REAL ESTATE
View 27 N CALHOUN AVENUE Maitland, FL MLS# O6438524
  • New Construction with Virtual Tour
1 of 62
$440,000
4

Beds

2.0

Baths

1,809

Sq.Ft.

27 N CALHOUN AVENUE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
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

Courtesy of PROVINCE INTERNATIONAL, 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

94

Estimated median home price

$531,000
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 11
$200K - 300K 16
$300K - 400K 8
$400K - 500K 7
$500K - 600K 11
$600K - 700K 4
$700K - 800K 9
$800K - 900K 4
$900K - 1M 5
$1M - Max 19

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 45
Townhouse 8
Condo 30
Commercial 2
Rental 19
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 10/12/2026)

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 10/12/2026.