View 320 ALPINE DRIVE Maitland, FL MLS# O6446870
$429,900
3

Beds

2.0

Baths

1,169

Sq.Ft.

320 ALPINE DRIVE

Maitland, FL

Courtesy of OUTLET REALTY
View 219 QUAYSIDE CIRCLE B9 Maitland, FL MLS# O6448045
  • Recently Listed with Virtual Tour
1 of 49
OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
$799,000
2

Beds

2.1

Baths

1,359

Sq.Ft.

219 QUAYSIDE CIRCLE B9

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 2141 FALKNER ROAD Maitland, FL MLS# S5159176
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Sunday 10/11 11:00 AM - 2:00 PM
$515,000
4

Beds

2.1

Baths

2,295

Sq.Ft.

2141 FALKNER ROAD

Maitland, FL

Courtesy of HOME WISE REALTY GROUP, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 1161 CHARMING STREET Maitland, FL MLS# O6446305
  • Recently Listed
1 of 43
OPEN HOUSE: Saturday 10/10 1:00 PM - 2:00 PM
$585,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

1161 CHARMING STREET

Maitland, FL

Courtesy of CORCORAN PREMIER REALTY
View 2050 THUNDERBIRD TRAIL Maitland, FL MLS# O6448337
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 10/11 11:00 AM - 1:00 AM
$795,000
4

Beds

3.0

Baths

2,033

Sq.Ft.

2050 THUNDERBIRD TRAIL

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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 2514 TUSCARORA TRAIL Maitland, FL MLS# O6448334
$899,000
4

Beds

3.0

Baths

2,968

Sq.Ft.

2514 TUSCARORA TRAIL

Maitland, FL

Courtesy of LPT REALTY, LLC
View 1275 LAKE SHADOW CIRCLE 13107 Maitland, FL MLS# O6448232
  • Recently Listed with Virtual Tour
1 of 29
$164,900
1

Beds

1.0

Baths

672

Sq.Ft.

1275 LAKE SHADOW CIRCLE 13107

Maitland, FL

Courtesy of SHAWFIELD REALTY GROUP
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 223 QUAYSIDE CIRCLE C11 Maitland, FL MLS# O6447408
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
$537,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

223 QUAYSIDE CIRCLE C11

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 200 SENECA TRAIL Maitland, FL MLS# O6445899
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Sunday 10/11 2:00 PM - 4:00 PM
$550,000
3

Beds

2.0

Baths

1,605

Sq.Ft.

200 SENECA TRAIL

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 161 WHITE OAK CIRCLE Maitland, FL MLS# O6445112
  • Virtual Tour
1 of 54
$899,000
4

Beds

3.0

Baths

2,886

Sq.Ft.

161 WHITE OAK CIRCLE

Maitland, FL

Courtesy of PARKVIEW REAL ESTATE
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 1010 WINDERLEY PLACE 100 Maitland, FL MLS# O6444498
  • Recently Listed
1 of 33
OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
$349,000
2

Beds

2.1

Baths

1,640

Sq.Ft.

1010 WINDERLEY PLACE 100

Maitland, FL

Courtesy of REAL BROKER, LLC
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 514 WIGMAN DRIVE Maitland, FL MLS# O6441473
  • Recently Listed with Virtual Tour
1 of 27
$335,900
3

Beds

2.0

Baths

1,148

Sq.Ft.

514 WIGMAN DRIVE

Maitland, FL

Courtesy of LPT REALTY, LLC
View 2414 CHINOOK TRAIL Maitland, FL MLS# O6440908
$825,000
3

Beds

3.0

Baths

2,297

Sq.Ft.

2414 CHINOOK TRAIL

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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
View 1257 BLESSING STREET Maitland, FL MLS# O6439283
  • Virtual Tour
1 of 40
$405,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1257 BLESSING STREET

Maitland, FL

Courtesy of EXIT REAL ESTATE RESULTS
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

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

93

Estimated median home price

$537,000
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 10
$200K - 300K 16
$300K - 400K 9
$400K - 500K 6
$500K - 600K 11
$600K - 700K 4
$700K - 800K 9
$800K - 900K 4
$900K - 1M 4
$1M - Max 20

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 44
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 10/9/2026)

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 10/10/2026.