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
  • Virtual Tour
1 of 40
$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

The time to sell is now! THE TIME TO SELL IS NOW!
View 1140 S ORLANDO AVENUE H3 Maitland, FL MLS# O6415783
$419,900
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H3

Maitland, FL

View 204 QUAYSIDE CIRCLE 304 Maitland, FL MLS# O6345967
  • Virtual Tour
1 of 21
$395,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 304

Maitland, FL

View 2115 KORAT LANE Maitland, FL MLS# O6428599
  • Recently Listed with 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 1140 S ORLANDO AVENUE B-7 Maitland, FL MLS# O6429242
  • Recently Listed with Virtual Tour
1 of 27
$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 501 FITZGERALD DRIVE Maitland, FL MLS# O6428016
  • Virtual Tour
1 of 26
$345,000
4

Beds

2.0

Baths

1,640

Sq.Ft.

501 FITZGERALD DRIVE

Maitland, FL

View 1010 WINDERLEY PLACE 127 Maitland, FL MLS# O6395028
$329,900
3

Beds

2.1

Baths

1,563

Sq.Ft.

1010 WINDERLEY PLACE 127

Maitland, FL

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 283 W LAKE FAITH DRIVE 146 Maitland, FL MLS# O6428517
  • Recently Listed with Virtual Tour
1 of 30
$325,000
3

Beds

3.0

Baths

1,860

Sq.Ft.

283 W LAKE FAITH DRIVE 146

Maitland, FL

View 1140 S ORLANDO AVENUE E1 Maitland, FL MLS# O6429461
  • Recently Listed with Virtual Tour
1 of 30
$324,900
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE E1

Maitland, FL

View 1140 S ORLANDO AVENUE G-3 Maitland, FL MLS# O6431089
  • Recently Listed with Virtual Tour
1 of 29
$315,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE G-3

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 249 W LAKE FAITH DRIVE 205 Maitland, FL MLS# O6406744
$300,000
3

Beds

2.0

Baths

1,739

Sq.Ft.

249 W LAKE FAITH DRIVE 205

Maitland, FL

View 545 CLARK STREET Maitland, FL MLS# O6425541
  • Virtual Tour
1 of 19
$300,000
3

Beds

2.1

Baths

1,950

Sq.Ft.

545 CLARK STREET

Maitland, FL

View 1140 S ORLANDO AVENUE F11 Maitland, FL MLS# O6388276
$299,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F11

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6395472
$299,000
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 239

Maitland, FL

View 812 PARK LAKE CIRCLE 7 Maitland, FL MLS# O6426486
  • Recently Listed with Virtual Tour
1 of 48
$299,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

812 PARK LAKE CIRCLE 7

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

116

Estimated median home price

$599,000
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 12
$200K - 300K 21
$300K - 400K 11
$400K - 500K 9
$500K - 600K 7
$600K - 700K 6
$700K - 800K 10
$800K - 900K 8
$900K - 1M 9
$1M - Max 23

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 64
Townhouse 7
Condo 37
Commercial 1
Rental 18
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 8/6/2026)

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 8/7/2026.