View 1140 S ORLANDO AVENUE F11 Maitland, FL MLS# O6388276
  • Recently Listed with Virtual Tour
1 of 47
$349,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F11

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1140 S ORLANDO AVENUE H-13 Maitland, FL MLS# O6387926
  • Recently Listed
1 of 35
$475,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H-13

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 220 ALPINE DRIVE Maitland, FL MLS# O6388051
  • Recently Listed
1 of 4
$450,000
2

Beds

1.0

Baths

988

Sq.Ft.

220 ALPINE DRIVE

Maitland, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
The time to sell is now! THE TIME TO SELL IS NOW!
View 206 QUAYSIDE CIRCLE 302 Maitland, FL MLS# G5108815
  • Virtual Tour
1 of 53
$515,000
2

Beds

2.0

Baths

1,203

Sq.Ft.

206 QUAYSIDE CIRCLE 302

Maitland, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 250 ORANGE PLACE Maitland, FL MLS# O6384786
  • Recently Listed with Virtual Tour
1 of 20
$400,000
1

Beds

1.0

Baths

564

Sq.Ft.

250 ORANGE PLACE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1550 GULFVIEW DRIVE 444 Maitland, FL MLS# O6384698
  • Recently Listed with Virtual Tour
1 of 30
$239,000
3

Beds

3.0

Baths

1,328

Sq.Ft.

1550 GULFVIEW DRIVE 444

Maitland, FL

Courtesy of FUN HOMES
View 204 QUAYSIDE CIRCLE 504 Maitland, FL MLS# O6383019
  • Recently Listed with Virtual Tour
1 of 31
$515,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 504

Maitland, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 824 TOWN CIRCLE 101 Maitland, FL MLS# O6384312
  • Recently Listed
1 of 28
$269,990
3

Beds

2.1

Baths

1,565

Sq.Ft.

824 TOWN CIRCLE 101

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 721 GAMEWELL AVENUE Maitland, FL MLS# O6383594
  • Virtual Tour
1 of 44
$529,500
4

Beds

2.0

Baths

1,824

Sq.Ft.

721 GAMEWELL AVENUE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1275 LAKE SHADOW CIRCLE 13206 Maitland, FL MLS# O6383068
  • Recently Listed with Virtual Tour
1 of 30
$160,000
1

Beds

1.0

Baths

672

Sq.Ft.

1275 LAKE SHADOW CIRCLE 13206

Maitland, FL

Courtesy of REDFIN CORPORATION
View 1150 LAKE SHADOW CIRCLE 3305 Maitland, FL MLS# O6374903
$205,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1150 LAKE SHADOW CIRCLE 3305

Maitland, FL

Courtesy of CASTLE ROCK REALTY & MANAGEMENT INC
View 2837 SHADOW VIEW CIRCLE 2837 Maitland, FL MLS# O6382993
  • Recently Listed with Virtual Tour
1 of 36
$225,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2837 SHADOW VIEW CIRCLE 2837

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1140 S ORLANDO AVENUE F-1 Maitland, FL MLS# O6381321
$395,000
2

Beds

2.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F-1

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2004 MICHAEL TIAGO CIRCLE Maitland, FL MLS# O6380430
$430,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

2004 MICHAEL TIAGO CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1321 BENEVOLENT STREET Maitland, FL MLS# O6377413
  • Virtual Tour
1 of 33
OPEN HOUSE: Sunday 3/15 2:00 PM - 4:00 PM
$389,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1321 BENEVOLENT STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1140 S ORLANDO AVENUE E13 Maitland, FL MLS# O6381561
$245,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE E13

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 602 VILLA CIRCLE 543 Maitland, FL MLS# O6379401
  • Virtual Tour
1 of 31
$249,000
3

Beds

2.0

Baths

1,256

Sq.Ft.

602 VILLA CIRCLE 543

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1130 MECHANIC STREET Maitland, FL MLS# O6379054
  • Virtual Tour
1 of 22
$250,000
Studio

Beds

0.0

Baths

1130 MECHANIC STREET

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 1325 LAKE SHADOW CIRCLE 12307 Maitland, FL MLS# O6377446
$205,000
2

Beds

2.0

Baths

1,111

Sq.Ft.

1325 LAKE SHADOW CIRCLE 12307

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1140 S ORLANDO AVENUE C2 Maitland, FL MLS# O6376623
$499,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

1140 S ORLANDO AVENUE C2

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. 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

101

Estimated median home price

$575,000
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 7
$200K - 300K 18
$300K - 400K 10
$400K - 500K 7
$500K - 600K 10
$600K - 700K 7
$700K - 800K 9
$800K - 900K 4
$900K - 1M 6
$1M - Max 23

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 45
Townhouse 7
Condo 38
Commercial 3
Rental 21
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 3/9/2026)

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 3/10/2026.