View 2450 DERBYSHIRE ROAD Maitland, FL MLS# O6407991
$715,000
4

Beds

2.1

Baths

2,245

Sq.Ft.

2450 DERBYSHIRE ROAD

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 741 BROOKSIDE ROAD Maitland, FL MLS# S5152100
  • Recently Listed with Virtual Tour
1 of 43
$629,950
4

Beds

2.0

Baths

1,975

Sq.Ft.

741 BROOKSIDE ROAD

Maitland, FL

View 2642 BROOKSIDE COURT Maitland, FL MLS# O6403669
$629,000
5

Beds

2.0

Baths

2,360

Sq.Ft.

2642 BROOKSIDE COURT

Maitland, FL

Courtesy of EMPIRE NETWORK REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 448 STONEWOOD LANE Maitland, FL MLS# O6385060
  • Virtual Tour
1 of 32
$624,990
4

Beds

3.0

Baths

3,308

Sq.Ft.

448 STONEWOOD LANE

Maitland, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 502 OAK LANE Maitland, FL MLS# O6394681
  • Virtual Tour
1 of 38
$599,000
3

Beds

3.1

Baths

1,966

Sq.Ft.

502 OAK LANE

Maitland, FL

View 2494 CASTLEWOOD ROAD Maitland, FL MLS# O6419597
  • Recently Listed with Virtual Tour
1 of 38
$570,000
4

Beds

2.0

Baths

2,482

Sq.Ft.

2494 CASTLEWOOD ROAD

Maitland, FL

View 726 FOREST GLEN COURT Maitland, FL MLS# O6420590
  • Recently Listed with Virtual Tour
1 of 31
$559,900
3

Beds

2.0

Baths

1,801

Sq.Ft.

726 FOREST GLEN COURT

Maitland, FL

View 1511 GLASTONBERRY ROAD Maitland, FL MLS# O6404282
$549,000
5

Beds

3.0

Baths

2,376

Sq.Ft.

1511 GLASTONBERRY ROAD

Maitland, FL

View 1230 HOLLYRIDGE TRAIL Maitland, FL MLS# O6389346
$534,900
3

Beds

2.0

Baths

1,641

Sq.Ft.

1230 HOLLYRIDGE TRAIL

Maitland, FL

Courtesy of BOWERBIRD REALTY
View 1010 GREGORY DRIVE Maitland, FL MLS# O6411422
  • Virtual Tour
1 of 43
$520,000
4

Beds

2.0

Baths

2,227

Sq.Ft.

1010 GREGORY DRIVE

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2697 QUEEN MARY PLACE Maitland, FL MLS# O6411521
$520,000
3

Beds

2.0

Baths

1,558

Sq.Ft.

2697 QUEEN MARY PLACE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1065 GREGORY DR Maitland, FL MLS# O6411336
  • Virtual Tour
1 of 37
$519,000
3

Beds

2.0

Baths

1,929

Sq.Ft.

1065 GREGORY DR

Maitland, FL

View 140 E FAITH TERRACE Maitland, FL MLS# V4947849
  • Virtual Tour
1 of 28
$500,000
4

Beds

3.0

Baths

2,748

Sq.Ft.

140 E FAITH TERRACE

Maitland, FL

Courtesy of LPT REALTY LLC
View 370 SULTANA LANE Maitland, FL MLS# O6401047
$499,900
3

Beds

2.0

Baths

1,683

Sq.Ft.

370 SULTANA LANE

Maitland, FL

View 1905 POINSETTA LANE Maitland, FL MLS# O6406934
$499,000
4

Beds

2.0

Baths

1,864

Sq.Ft.

1905 POINSETTA LANE

Maitland, FL

Courtesy of SYNCHRONICITY REAL ESTATE SOLUTIONS
View 1231 SIDCUP ROAD Maitland, FL MLS# TB8414987
  • Virtual Tour
1 of 39
$495,000
3

Beds

2.0

Baths

1,798

Sq.Ft.

1231 SIDCUP ROAD

Maitland, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 653 GREEN MEADOW AVENUE Maitland, FL MLS# O6402661
$495,000
4

Beds

2.0

Baths

1,909

Sq.Ft.

653 GREEN MEADOW AVENUE

Maitland, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 612 GREEN MEADOW AVENUE Maitland, FL MLS# O6401412
$490,000
3

Beds

2.0

Baths

1,707

Sq.Ft.

612 GREEN MEADOW AVENUE

Maitland, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 1928 SOUTH BOULEVARD Maitland, FL MLS# R4910950
$479,900
4

Beds

2.0

Baths

1,879

Sq.Ft.

1928 SOUTH BOULEVARD

Maitland, FL

Courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
View 499 JULIAN LANE Maitland, FL MLS# O6408583
  • Virtual Tour
1 of 50
$455,000
3

Beds

2.1

Baths

1,596

Sq.Ft.

499 JULIAN LANE

Maitland, FL

About Maitland

Listings in Maitland, FL

40

Estimated median home price

$509,500
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

PriceCount
$0 - 100K0
$100K - 200K5
$200K - 300K1
$300K - 400K3
$400K - 500K11
$500K - 600K9
$600K - 700K3
$700K - 800K2
$800K - 900K3
$900K - 1M1
$1M - Max2

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family32
Townhouse0
Condo7
Commercial1
Rental8
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/1/2026)

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 7/1/2026.