View 400 W TROTTERS DRIVE Maitland, FL MLS# O6408118
  • Virtual Tour
1 of 56
$995,000
4

Beds

4.0

Baths

3,397

Sq.Ft.

400 W TROTTERS DRIVE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 119 HOLLIE COURT Maitland, FL MLS# O6375808
  • Recently Listed with Virtual Tour
1 of 39
$975,000
3

Beds

3.0

Baths

2,192

Sq.Ft.

119 HOLLIE COURT

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 2112 CHIPPEWA TRAIL Maitland, FL MLS# O6394702
  • Virtual Tour
1 of 63
$965,000
4

Beds

3.1

Baths

2,407

Sq.Ft.

2112 CHIPPEWA TRAIL

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1851 HURON TRAIL Maitland, FL MLS# O6407236
  • Virtual Tour
1 of 67
$949,900
4

Beds

2.1

Baths

2,312

Sq.Ft.

1851 HURON TRAIL

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1897 Belford COURT Maitland, FL MLS# O6183490
$932,500
4

Beds

3.0

Baths

3,013

Sq.Ft.

1897 Belford COURT

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1501 LYNDALE BOULEVARD Maitland, FL MLS# O6408882
$925,000
4

Beds

2.1

Baths

2,280

Sq.Ft.

1501 LYNDALE BOULEVARD

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 535 PAWNEE TRAIL Maitland, FL MLS# O6389344
  • Virtual Tour
1 of 60
$918,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

535 PAWNEE TRAIL

Maitland, FL

Courtesy of BHHS FLORIDA REALTY
View 751 SEQUOIA TRAIL Maitland, FL MLS# O6400821
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 6/7 1:00 PM - 4:00 PM
$899,000
5

Beds

3.1

Baths

3,138

Sq.Ft.

751 SEQUOIA TRAIL

Maitland, FL

Courtesy of THOMAS LYNNE REALTY GROUP LLC
View 908 VERSAILLES CIRCLE Maitland, FL MLS# O6413200
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
$899,000
4

Beds

2.0

Baths

2,151

Sq.Ft.

908 VERSAILLES CIRCLE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 219 QUAYSIDE CIRCLE Maitland, FL MLS# O6352851
$895,000
2

Beds

2.1

Baths

1,459

Sq.Ft.

219 QUAYSIDE CIRCLE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 570 DOMMERICH DRIVE Maitland, FL MLS# O6377363
  • Virtual Tour
1 of 65
$875,000
4

Beds

3.0

Baths

2,956

Sq.Ft.

570 DOMMERICH DRIVE

Maitland, FL

Courtesy of BHHS FLORIDA REALTY
View 1135 THUNDER TRAIL Maitland, FL MLS# O6385581
  • Virtual Tour
1 of 31
$850,000
5

Beds

2.2

Baths

2,966

Sq.Ft.

1135 THUNDER TRAIL

Maitland, FL

Courtesy of DALTON WADE INC
View 109 KYLE DRIVE Maitland, FL MLS# O6410033
  • Recently Listed with Virtual Tour
1 of 97
$850,000
4

Beds

2.0

Baths

1,870

Sq.Ft.

109 KYLE DRIVE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 24 MINNEHAHA CIR Maitland, FL MLS# O6407597
  • Virtual Tour
1 of 54
OPEN HOUSE: Saturday 6/6 12:00 PM - 2:00 PM
$849,900
5

Beds

3.1

Baths

2,669

Sq.Ft.

24 MINNEHAHA CIR

Maitland, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 320 WHITE OAK CIRCLE Maitland, FL MLS# O6390473
  • Virtual Tour
1 of 24
$825,000
4

Beds

2.0

Baths

2,681

Sq.Ft.

320 WHITE OAK CIRCLE

Maitland, FL

Courtesy of OVERSTREET REAL ESTATE INC
View 1501 DRUID ISLE ROAD Maitland, FL MLS# O6389520
  • Virtual Tour
1 of 54
$824,000
3

Beds

2.0

Baths

3,000

Sq.Ft.

1501 DRUID ISLE ROAD

Maitland, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 2130 DELORAINE TRAIL Maitland, FL MLS# O6397018
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 6/7 12:00 PM - 2:00 PM
$799,000
3

Beds

2.0

Baths

2,175

Sq.Ft.

2130 DELORAINE TRAIL

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1100 S ORLANDO AVENUE 956 Maitland, FL MLS# O6367405
$795,000
2

Beds

2.0

Baths

1,685

Sq.Ft.

1100 S ORLANDO AVENUE 956

Maitland, FL

Courtesy of BECK REALTY LLC
View 101 MARINER WAY Maitland, FL MLS# O6396663
  • Virtual Tour
1 of 43
$769,000
4

Beds

2.0

Baths

2,413

Sq.Ft.

101 MARINER WAY

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1191 WILLOWBROOK TRAIL Maitland, FL MLS# O6410813
  • Recently Listed with Virtual Tour
1 of 29
$765,000
4

Beds

2.0

Baths

2,287

Sq.Ft.

1191 WILLOWBROOK TRAIL

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

113

Estimated median home price

$655,000
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 15
$300K - 400K 15
$400K - 500K 11
$500K - 600K 5
$600K - 700K 8
$700K - 800K 10
$800K - 900K 9
$900K - 1M 11
$1M - Max 22

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 67
Townhouse 7
Condo 33
Commercial 1
Rental 30
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/6/2026)

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 6/6/2026.