View 2514 TUSCARORA TRAIL Maitland, FL MLS# O6448334
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 11/14 11:00 AM - 2:00 PM
$879,000
4

Beds

3.0

Baths

2,968

Sq.Ft.

2514 TUSCARORA TRAIL

Maitland, FL

Courtesy of LPT REALTY, LLC
View 140 WINDGLOW TRAIL Maitland, FL MLS# OM733685
$879,000
4

Beds

3.0

Baths

2,817

Sq.Ft.

140 WINDGLOW TRAIL

Maitland, FL

Courtesy of ADDRESSUSA, INC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 219 QUAYSIDE CIRCLE B9 Maitland, FL MLS# O6448045
  • Virtual Tour
1 of 49
OPEN HOUSE: Sunday 11/15 2:00 PM - 4:00 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 2051 DYAN WAY Maitland, FL MLS# O6427989
  • Virtual Tour
1 of 41
$789,000
5

Beds

4.0

Baths

3,136

Sq.Ft.

2051 DYAN WAY

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2050 THUNDERBIRD TRAIL Maitland, FL MLS# O6448337
  • Virtual Tour
1 of 41
$749,000
4

Beds

3.0

Baths

2,033

Sq.Ft.

2050 THUNDERBIRD TRAIL

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2130 DELORAINE TRAIL Maitland, FL MLS# O6397018
  • Virtual Tour
1 of 47
$745,000
3

Beds

2.0

Baths

2,175

Sq.Ft.

2130 DELORAINE TRAIL

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 2080 GOLDWATER COURT Maitland, FL MLS# O6426674
  • Virtual Tour
1 of 40
$729,000
4

Beds

2.0

Baths

2,280

Sq.Ft.

2080 GOLDWATER COURT

Maitland, FL

Courtesy of REAL BROKER, LLC
View 1100 S ORLANDO AVENUE 802 Maitland, FL MLS# O6454476
  • Recently Listed
1 of 56
OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM
$719,000
2

Beds

2.0

Baths

1,118

Sq.Ft.

1100 S ORLANDO AVENUE 802

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 151 DOMMERICH DRIVE Maitland, FL MLS# O6451739
$699,000
3

Beds

2.0

Baths

1,821

Sq.Ft.

151 DOMMERICH DRIVE

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1741 LYNDALE BOULEVARD Maitland, FL MLS# O6453164
  • Recently Listed
1 of 33
$699,000
3

Beds

2.0

Baths

1,495

Sq.Ft.

1741 LYNDALE BOULEVARD

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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 1241 PRYDE DRIVE Maitland, FL MLS# O6425578
  • Virtual Tour
1 of 17
$625,000
3

Beds

2.1

Baths

1,902

Sq.Ft.

1241 PRYDE DRIVE

Maitland, FL

Courtesy of SOUTHERN REALTY ENTERPRISES
View 1140 S ORLANDO AVENUE H-16 Maitland, FL MLS# O6438189
$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 1404 CARING COURT Maitland, FL MLS# G5113516
  • Virtual Tour
1 of 34
$609,000
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
$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
  • Virtual Tour
1 of 38
OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM
$550,000
3

Beds

2.0

Baths

1,605

Sq.Ft.

200 SENECA TRAIL

Maitland, FL

Courtesy of KELLY PRICE & COMPANY 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

95

Estimated median home price

$519,999
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 14
$200K - 300K 19
$300K - 400K 6
$400K - 500K 7
$500K - 600K 10
$600K - 700K 6
$700K - 800K 6
$800K - 900K 5
$900K - 1M 6
$1M - Max 16

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 41
Townhouse 8
Condo 35
Commercial 3
Rental 28
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 11/14/2026)

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 11/15/2026.