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
The time to sell is now! THE TIME TO SELL IS NOW!
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
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 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 1140 S ORLANDO AVENUE H3 Maitland, FL MLS# O6415783
$389,900
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H3

Maitland, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 1010 WINDERLEY PLACE 100 Maitland, FL MLS# O6444498
  • Recently Listed
1 of 33
$349,000
2

Beds

2.1

Baths

1,640

Sq.Ft.

1010 WINDERLEY PLACE 100

Maitland, FL

Courtesy of REAL BROKER, LLC
View 1033 HAMLET DRIVE Maitland, FL MLS# O6359229
  • Virtual Tour
1 of 20
$340,000
3

Beds

2.0

Baths

1,146

Sq.Ft.

1033 HAMLET DRIVE

Maitland, FL

Courtesy of BOX REAL ESTATE LLC
View 1140 S ORLANDO AVENUE B-7 Maitland, FL MLS# O6429242
$340,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE B-7

Maitland, FL

Courtesy of CREEGAN GROUP
View 210 MAGNOLIA ROAD 207 Maitland, FL MLS# O6435325
  • Virtual Tour
1 of 56
$339,000
2

Beds

2.0

Baths

1,013

Sq.Ft.

210 MAGNOLIA ROAD 207

Maitland, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 514 WIGMAN DRIVE Maitland, FL MLS# O6441473
  • 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 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 1140 S ORLANDO AVENUE G3 Maitland, FL MLS# O6431089
$315,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE G3

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 812 PARK LAKE CIRCLE 7 Maitland, FL MLS# O6426486
  • Virtual Tour
1 of 47
$299,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

812 PARK LAKE CIRCLE 7

Maitland, FL

Courtesy of TRIDENT REALTY
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6395472
$295,000
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 239

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1000 WINDERLEY PLACE 141 Maitland, FL MLS# O6417569
$289,900
2

Beds

2.0

Baths

1,275

Sq.Ft.

1000 WINDERLEY PLACE 141

Maitland, FL

Courtesy of EXP REALTY LLC
View 1140 S ORLANDO AVENUE E1 Maitland, FL MLS# O6429461
$287,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE E1

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View MECHANIC STREET Maitland, FL MLS# O6269001
  • Virtual Tour
1 of 12
$265,000
0.0

Baths

MECHANIC STREET

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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 10/13/2026.