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 1501 LYNDALE BOULEVARD Maitland, FL MLS# O6408882
  • Recently Listed
1 of 49
OPEN HOUSE: Saturday 5/23 1:00 PM - 3:00 PM
$925,000
4

Beds

2.1

Baths

2,280

Sq.Ft.

1501 LYNDALE BOULEVARD

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
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
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 790 S LAKE SYBELIA DRIVE Maitland, FL MLS# G5108209
$960,000
3

Beds

2.1

Baths

2,021

Sq.Ft.

790 S LAKE SYBELIA DRIVE

Maitland, FL

Courtesy of LISA REALTY PARTNERS
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
View 400 W TROTTERS DRIVE Maitland, FL MLS# O6408118
  • Recently Listed with 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 1001 VERSAILLES COURT Maitland, FL MLS# O6401795
  • Virtual Tour
1 of 53
$998,000
4

Beds

3.0

Baths

3,625

Sq.Ft.

1001 VERSAILLES COURT

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 67 CYPRESS LANE Maitland, FL MLS# O6371328
  • Virtual Tour
1 of 43
OPEN HOUSE: Saturday 5/23 2:00 PM - 4:00 PM
$999,000
4

Beds

3.0

Baths

2,292

Sq.Ft.

67 CYPRESS LANE

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 921 N THISTLE LANE Maitland, FL MLS# R4911080
1 of 46
OPEN HOUSE: Sunday 5/24 1:00 PM - 3:00 PM
$999,000
4

Beds

3.0

Baths

2,300

Sq.Ft.

921 N THISTLE LANE

Maitland, FL

Courtesy of VISTA NATIONAL MANAGEMENT INC
View 1421 SUNNYSIDE DRIVE Maitland, FL MLS# O6358123
  • Virtual Tour
1 of 59
$999,999
4

Beds

2.1

Baths

2,116

Sq.Ft.

1421 SUNNYSIDE DRIVE

Maitland, FL

Courtesy of STRICKLAND REALTY GROUP INC
View 1610 LYNDALE BOULEVARD Maitland, FL MLS# G5109784
  • Virtual Tour
1 of 36
$1,021,000
4

Beds

3.1

Baths

2,598

Sq.Ft.

1610 LYNDALE BOULEVARD

Maitland, FL

Courtesy of CAPITAL EQUITY REAL ESTATE CO
View 791 SEQUOIA TRAIL Maitland, FL MLS# O6340919
  • Virtual Tour
1 of 50
$1,100,000
5

Beds

3.1

Baths

4,144

Sq.Ft.

791 SEQUOIA TRAIL

Maitland, FL

Courtesy of VANWORMER REALTY & DEVELOPMENT
View 1665 KING ARTHUR CIRCLE Maitland, FL MLS# O6399064
$1,100,000
5

Beds

2.1

Baths

3,019

Sq.Ft.

1665 KING ARTHUR CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 987 BRIGHTWATER CIRCLE Maitland, FL MLS# O6401747
  • Virtual Tour
1 of 60
$1,100,000
5

Beds

4.0

Baths

3,270

Sq.Ft.

987 BRIGHTWATER CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 159 LOOKOUT PLACE Maitland, FL MLS# O6381948
  • Virtual Tour
1 of 9
$1,200,000
4,851

Sq.Ft.

159 LOOKOUT PLACE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 51 OAKLEIGH LANE Maitland, FL MLS# O6399404
  • Virtual Tour
1 of 38
$1,200,000
4

Beds

4.0

Baths

4,149

Sq.Ft.

51 OAKLEIGH LANE

Maitland, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 873 CRANES COURT Maitland, FL MLS# O6394418
  • Recently Listed with Virtual Tour
1 of 36
$1,249,900
4

Beds

4.0

Baths

3,902

Sq.Ft.

873 CRANES COURT

Maitland, FL

Courtesy of CREEGAN GROUP
View 755 CRANES COURT Maitland, FL MLS# O6299581
  • Virtual Tour
1 of 55
$1,395,500
5

Beds

4.1

Baths

4,566

Sq.Ft.

755 CRANES COURT

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 221 MINNEHAHA ROAD Maitland, FL MLS# O6406760
  • Virtual Tour
1 of 75
$1,489,000
4

Beds

3.0

Baths

3,797

Sq.Ft.

221 MINNEHAHA ROAD

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

120

Estimated median home price

$692,500
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 8
$200K - 300K 15
$300K - 400K 16
$400K - 500K 10
$500K - 600K 7
$600K - 700K 4
$700K - 800K 12
$800K - 900K 11
$900K - 1M 11
$1M - Max 26

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 69
Townhouse 9
Condo 32
Commercial 3
Rental 24
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

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 5/22/2026.