View 2130 DELORAINE TRAIL Maitland, FL MLS# O6397018
  • Virtual Tour
1 of 47
$774,000
3

Beds

2.0

Baths

2,175

Sq.Ft.

2130 DELORAINE TRAIL

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1776 BOBTAIL DRIVE Maitland, FL MLS# G5110747
  • Virtual Tour
1 of 42
$519,999
4

Beds

3.0

Baths

2,344

Sq.Ft.

1776 BOBTAIL DRIVE

Maitland, FL

View 2112 CHIPPEWA TRAIL Maitland, FL MLS# O6394702
  • Virtual Tour
1 of 63
$895,000
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 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 551 RUFFEL STREET Maitland, FL MLS# S5146986
  • Virtual Tour
1 of 15
$258,500
3

Beds

1.1

Baths

1,162

Sq.Ft.

551 RUFFEL STREET

Maitland, FL

View 1166 N LAKE SYBELIA Maitland, FL MLS# O6411525
  • Virtual Tour
1 of 71
$2,999,000
6

Beds

4.1

Baths

5,355

Sq.Ft.

1166 N LAKE SYBELIA

Maitland, FL

View 210 ALPINE DRIVE Maitland, FL MLS# O6395056
  • Virtual Tour
1 of 13
$527,300
2

Beds

2.1

Baths

1,328

Sq.Ft.

210 ALPINE DRIVE

Maitland, FL

View 1440 LAKE SHADOW CIRCLE 8305 Maitland, FL MLS# O6397395
$159,950
2

Beds

2.0

Baths

1,048

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8305

Maitland, FL

Courtesy of INNOVATIVE REALTY, LLC
View 1750 POCAHONTAS PATH Maitland, FL MLS# O6394358
  • Virtual Tour
1 of 46
$599,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

1750 POCAHONTAS PATH

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 873 CRANES COURT Maitland, FL MLS# O6394418
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 8/22 2:00 PM - 4:00 PM
$1,199,000
4

Beds

4.0

Baths

3,902

Sq.Ft.

873 CRANES COURT

Maitland, FL

View 1100 S ORLANDO AVENUE 306 Maitland, FL MLS# O6392583
$599,000
2

Beds

2.0

Baths

1,125

Sq.Ft.

1100 S ORLANDO AVENUE 306

Maitland, FL

View 2040 GERONIMO TRAIL Maitland, FL MLS# O6390221
1 of 47
OPEN HOUSE: Sunday 8/23 1:00 PM - 4:00 PM
$725,000
3

Beds

2.0

Baths

2,375

Sq.Ft.

2040 GERONIMO TRAIL

Maitland, FL

View 1501 DRUID ISLE ROAD Maitland, FL MLS# O6389520
  • Virtual Tour
1 of 54
$799,900
3

Beds

2.0

Baths

3,000

Sq.Ft.

1501 DRUID ISLE ROAD

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 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 1111 AUDUBON WAY Maitland, FL MLS# O6382602
  • Virtual Tour
1 of 32
$1,825,000
4

Beds

3.1

Baths

3,754

Sq.Ft.

1111 AUDUBON WAY

Maitland, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 101 WHITECAPS CIRCLE Maitland, FL MLS# O6375435
  • New Construction with Virtual Tour
1 of 15
$2,150,000
5

Beds

4.1

Baths

4,004

Sq.Ft.

101 WHITECAPS CIRCLE

Maitland, FL

View 2514 TUSCARORA TRAIL Maitland, FL MLS# O6380728
  • Virtual Tour
1 of 37
$689,000
4

Beds

2.1

Baths

3,000

Sq.Ft.

2514 TUSCARORA TRAIL

Maitland, FL

View 1130 MECHANIC STREET Maitland, FL MLS# O6379079
  • New Construction with Virtual Tour
1 of 34
$1,800,000
4

Beds

4.1

Baths

3,567

Sq.Ft.

1130 MECHANIC STREET

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 1130 MECHANIC STREET Maitland, FL MLS# O6379054
  • Virtual Tour
1 of 22
$245,000
Studio

Beds

0.0

Baths

1130 MECHANIC STREET

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

112

Estimated median home price

$567,500
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 13
$200K - 300K 20
$300K - 400K 13
$400K - 500K 6
$500K - 600K 9
$600K - 700K 7
$700K - 800K 9
$800K - 900K 8
$900K - 1M 6
$1M - Max 21

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 60
Townhouse 7
Condo 38
Commercial 1
Rental 19
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 8/20/2026)

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 8/20/2026.